Windsor Area, Vermont Vacation Rentals. Book Beach Rentals, Lake Houses, Condos, Cabins, Villas, and Homes in Windsor Area, Vermont on RentalSaver.com!

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$Ski-in\/out condo with fireplace, pool, hot tub, sauna & washer\/dryer$
From $671 per night (USD)
VRBO
Ski-in\/out condo with fireplace, pool, hot tub, sauna & washer\/dryer
Bedrooms:
3
Bathrooms:
2
Sleeps:
6
Solitude Village H102 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter y ...
From $671 per night (USD)
VRBO
From $469 per night (USD)
Expedia
Okemo Mt. Family Affordable 1st floor, village shuttle, walk to town, Dogs OK
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Located at 68 Pleasant St. first floor in the village of Ludlow, Vermont on the Black River within 20 miles of 5 majo ...
From $469 per night (USD)
Expedia
From $1502 per night (USD)
VRBO
Luxury Log Home, 6 BR 4BA, Pool Table, Hot Tub, Trim a Tree!
Bedrooms:
4
Bathrooms:
6
Sleeps:
12
Great Prices on Summer dates! Just got A/C! Note: we do not have central air, but we do have a high-powered window unit ...
From $1502 per night (USD)
VRBO
From $440 per night (USD)
Expedia
Dog-friendly house near Okemo Mountain Resort, skiing, & heart of Ludlow Village
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Casa Okemo Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired ...
From $440 per night (USD)
Expedia
From $151 per night (USD)
VRBO
Room in Historic Inn! 20 Minutes to Okemo!
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Enjoy a private room, bathroom & shower in the historic Chester Inn, circa 1780. This charming property is conveniently ...
From $151 per night (USD)
VRBO
From $176 per night (USD)
Expedia
King & Queen Suite in Historic Inn Circa 1780
Bedrooms:
1
Bathrooms:
1
Sleeps:
6
Enjoy a private room, bathroom, shower & Fireplace in the historic Chester Inn, circa 1780. This charming property is co ...
From $176 per night (USD)
Expedia
$Ludlow Home w\/ Hot Tub, Near Okemo Resort!$
From $445 per night (USD)
VRBO
Ludlow Home w\/ Hot Tub, Near Okemo Resort!
Bedrooms:
3
Bathrooms:
6
Sleeps:
11
Escape to this secluded 4-bedroom, 3-bathroom home located in Ludlow for your next visit to Vermont. A true mountain ess ...
From $445 per night (USD)
VRBO
$Lake-view home with a private hot tub, fast WiFi, pool table, & washer\/dryer$
From $944 per night (USD)
Expedia
Lake-view home with a private hot tub, fast WiFi, pool table, & washer\/dryer
Bedrooms:
4
Bathrooms:
5
Sleeps:
12
Misty Mountain Retreat Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
From $944 per night (USD)
Expedia
$Quiet Modern Luxury Home w\/ Memory Foam Beds, A\/C, FAST WiFi and Full Kitchen$
From $302 per night (USD)
VRBO
Quiet Modern Luxury Home w\/ Memory Foam Beds, A\/C, FAST WiFi and Full Kitchen
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
3 Bedroom, 2 Full Baths home located 8 miles from the Killington Mountain Skyship Base Lodge. Kitchen with new applianc ...
From $302 per night (USD)
VRBO
From $543 per night (USD)
Expedia
Secluded 2600 sqft home 15 min from Okemo and Killington
Bedrooms:
4
Bathrooms:
3
Sleeps:
8
Welcome to The VT Treehouse on Hawk Mountain in Plymouth, VT. You will be able to enjoy sights and access to two of the ...
From $543 per night (USD)
Expedia
$Ski On, Ski off Okemo Trailside Appartment, Sleeps 6\/ $550per night,$
From $644 per night (USD)
VRBO
Ski On, Ski off Okemo Trailside Appartment, Sleeps 6\/ $550per night,
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Bright open design. Fully equipped kitchen, with dishwasher, stove, frig. and microwave. Large dinning room table with v ...
From $644 per night (USD)
VRBO
$Luxurious, Secluded, Ski Chalet, w\/ Country Decor & Hot Tub Near Okemo$
From $664 per night (USD)
Expedia
Luxurious, Secluded, Ski Chalet, w\/ Country Decor & Hot Tub Near Okemo
Bedrooms:
3
Bathrooms:
4
Sleeps:
12
The house is decorated with a comfortable country decor. It is located within the private and secluded Farm Ridge develo ...
From $664 per night (USD)
Expedia
From $1190 per night (USD)
VRBO
Base Lodge - shuttle rte in winter - 10 BR, 5 Bath, Slp 34
Bedrooms:
5
Bathrooms:
10
Sleeps:
34
RENOVATED The Base Lodge will exceed your expectations. This beautiful 10 BR, 5 bath home with 4,000 sf is ready for yo ...
From $1190 per night (USD)
VRBO
From $829 per night (USD)
Expedia
Okemo 6 Bedroom Chalet.
Bedrooms:
2
Bathrooms:
6
Sleeps:
13
***Newly renovated kitchen and bathroom*** This 6 Bedroom Chalet is situated on 10+ Acres along side a beautiful river. ...
From $829 per night (USD)
Expedia
From $456 per night (USD)
VRBO
Lake Rescue Vacation Home- Pets Welcome-Okemo and Killington close!!!
Bedrooms:
1
Bathrooms:
4
Sleeps:
8
1378 ROUTE 100 NORTH LUDLOW, VERMONT 05149 Waterfront home with 100 feet of grassy lake frontage, complete with kayaks, ...
From $456 per night (USD)
VRBO
From $598 per night (USD)
VRBO
Waterfront House - Endless Lake Fun in all Seasons. 1 mile to Okemo Chairlifts!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
This incredibly unique house sits hanging over the edge of Lake Rescue in Ludlow. It offers a large deep-water dock (bet ...
From $598 per night (USD)
VRBO
From $302 per night (USD)
VRBO
Stay Safe! Stay strong!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to the End of the Road Stay. Convenient location to Ludlow and Okemo Ski Resort. Cross the bridge to relax and u ...
From $302 per night (USD)
VRBO
$Secluded Cabin w\/ Private Hot Tub, Pond, Fire Pit, Free WiFi, Close to Skiing$
From $425 per night (USD)
Expedia
Secluded Cabin w\/ Private Hot Tub, Pond, Fire Pit, Free WiFi, Close to Skiing
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Log Cabin with a View Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter y ...
From $425 per night (USD)
Expedia
From $583 per night (USD)
VRBO
Okemo Mtn Retreat < 1 Mi to Jackson Gore Base!
Bedrooms:
4
Bathrooms:
3
Sleeps:
9
Make yourself at home in this newly remodeled 3-bedroom, 3.5-bath home in Ludlow, VT. This riverfront property sits on 1 ...
From $583 per night (USD)
VRBO
From $796 per night (USD)
Expedia
Delightful Vacation Home - Minutes to Okemo, Direct Access to VAST trails
Bedrooms:
4
Bathrooms:
5
Sleeps:
14
Situated on 12 acres with views of Okemo Mountain and direct access to VAST snowmobile trail. Minutes to charming villag ...
From $796 per night (USD)
Expedia
From $1175 per night (USD)
VRBO
The Clubhouse -11 BR Downtown, 7 Bath on shuttle
Bedrooms:
7
Bathrooms:
11
Sleeps:
34
The Clubhouse is ready to welcome your large group to Vermont! This 11 BR (sleeps 34), 7 BA home with 4,000 sq ft is re ...
From $1175 per night (USD)
VRBO
$Ronnoco Farm-Charming Brownsville\/West Windsor, VT cottage$
Click For Pricing
Expedia
Ronnoco Farm-Charming Brownsville\/West Windsor, VT cottage
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Ronnoco Farm is a small, private, and charming property conveniently located near Mt. Ascutney State Park (7.5 Miles), G ...
Click For Pricing
Expedia
From $502 per night (USD)
VRBO
The Red Bridge House. 360° of lake views.
Bedrooms:
2
Bathrooms:
3
Sleeps:
9
The Red Bridge House is a spectacular home situated right between the hustling fun of Lake Rescue and the peaceful calm ...
From $502 per night (USD)
VRBO
$Killington Area Escape w\/ Deck, Views & Hot Tub!$
From $479 per night (USD)
Expedia
Killington Area Escape w\/ Deck, Views & Hot Tub!
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Enjoy the incredible beauty of the Green Mountains in all 4 seasons at this versatile 3-bedroom, 2-bath Stockbridge vaca ...
From $479 per night (USD)
Expedia
From $531 per night (USD)
VRBO
Rustic lakeview cabin with fireplace, deck- near skiing
Bedrooms:
2
Bathrooms:
5
Sleeps:
10
Ludlow Comfy Cabin Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $531 per night (USD)
VRBO
From $901 per night (USD)
Expedia
Village House on Shuttle Route- Great Location!
Bedrooms:
3
Bathrooms:
3
Sleeps:
9
Conveniently located right up the street from all restaurants, bars, shopping, and in walking distance so no car is need ...
From $901 per night (USD)
Expedia
From $433 per night (USD)
VRBO
Classic, cozy farmhouse in the 4 season playground of VT's prettiest town!
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Our recently renovated1860’s farmhouse, on 95 acres abutting the banks of the Ottauquechee River, is 3 miles from histor ...
From $433 per night (USD)
VRBO
$Remodeled condo with free WiFi & shared W\/D - ski bus pickup across street$
From $430 per night (USD)
Expedia
Remodeled condo with free WiFi & shared W\/D - ski bus pickup across street
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Baggrow Unit B Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your des ...
From $430 per night (USD)
Expedia
From $174 per night (USD)
VRBO
The Little Red Cabin! Less than 15 minutes to Okemo! Close to Everything VT!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Our two bedroom one bath cabin got a refreshing renovation! Super comfy bedrooms with expansive family style living s ...
From $174 per night (USD)
VRBO
From $344 per night (USD)
Expedia
Deluxe Two Bedroom Suite on the 1st floor with outdoor heated pool 10102
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Nestled in central Vermont's Green Mountains, Cedarbrook is perfectly located for skiing in all the local mountains. One ...
From $344 per night (USD)
Expedia
$Condo with fireplace, W\/D & shared pool - shuttle access to Okemo Mountain$
From $339 per night (USD)
VRBO
Condo with fireplace, W\/D & shared pool - shuttle access to Okemo Mountain
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Nana’s Nest Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desire ...
From $339 per night (USD)
VRBO
From $502 per night (USD)
Expedia
Fall Foliage Paradise - 3 BR Private Home - Weston, Vermont
Bedrooms:
1
Bathrooms:
4
Sleeps:
7
Beautiful views in a tranquil setting yet close to everything that matters in Southern Vermont. Property itself is a 10 ...
From $502 per night (USD)
Expedia
$Cute Riverfront Home w\/ Free WiFi, Washer\/Dryer, & Private Deck - Close to Okemo$
Click For Pricing
VRBO
Cute Riverfront Home w\/ Free WiFi, Washer\/Dryer, & Private Deck - Close to Okemo
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Green Mountain Riverside Retreat Our calendar is updated in real-time & our nightly rates are accurately displayed. Sim ...
Click For Pricing
VRBO
From $317 per night (USD)
Expedia
Dog-friendly & riverfront condo one mile from Okemo with wood fireplace
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
The Mill #210 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desi ...
From $317 per night (USD)
Expedia
$Picture-Perfect Vermont Mtn Cabin w\/ Hot Tub!$
From $1162 per night (USD)
VRBO
Picture-Perfect Vermont Mtn Cabin w\/ Hot Tub!
Bedrooms:
3
Bathrooms:
8
Sleeps:
15
Dive into a quintessential New England escape at this 6-bed, 3-bath vacation rental! Watch your worries fade from the mo ...
From $1162 per night (USD)
VRBO
From $542 per night (USD)
Expedia
Beautiful Condominium at Castle Hill Resort, 10 Minutes from Okemo Ski Resort
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Spacious condo located at the Castle Hill resort with access to year round outdoor heated pool and hot tub, tennis court ...
From $542 per night (USD)
Expedia
From $167 per night (USD)
VRBO
Two Double bed Standard Hotel room 218
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Nestled in central Vermont's Green Mountains, Cedarbrook is perfectly located for skiing in all the local mountains. One ...
From $167 per night (USD)
VRBO
From $205 per night (USD)
Expedia
Cedarbrook Deluxe 1 bedroom Queen Suite with outdoor heated pool 102
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Nestled in central Vermont's Green Mountains, Cedarbrook is perfectly located for skiing in all the local mountains. One ...
From $205 per night (USD)
Expedia
From $405 per night (USD)
VRBO
Deluxe Two Bedroom Suite on the 1st floor with outdoor heated pool 10506
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Nestled in central Vermont's Green Mountains, Cedarbrook is perfectly located for skiing in all the local mountains. One ...
From $405 per night (USD)
VRBO
$108 Deluxe One bedroom Queen Suite on the 1st floor w\/ outdoor heated pool$
From $205 per night (USD)
Expedia
108 Deluxe One bedroom Queen Suite on the 1st floor w\/ outdoor heated pool
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Nestled in central Vermont's Green Mountains, Cedarbrook is perfectly located for skiing in all the local mountains. One ...
From $205 per night (USD)
Expedia
Click For Pricing
VRBO
Cozy Cottage near Woodstock VT and skiing!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
This is a space owned by three siblings and primarily for the use of family to come and stay, so it is quirky and unique ...
Click For Pricing
VRBO
From $543 per night (USD)
Expedia
Renovated Ski House @ Okemo Mt., on Shuttle Route, Walking Distance to town!
Bedrooms:
2
Bathrooms:
3
Sleeps:
10
This is clean simple house with an open floor plan. It's warm and comfortable. 3 bedrooms, 2 full bathrooms, full kitche ...
From $543 per night (USD)
Expedia
From $453 per night (USD)
VRBO
Tranquil home in a quiet neighborhood with easy access to outdoor fun
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Bear Hill Views Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
From $453 per night (USD)
VRBO
From $344 per night (USD)
Expedia
Deluxe Two Bedroom Suite on the 2nd floor with outdoor heated pool 20304
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Nestled in central Vermont's Green Mountains, Cedarbrook is perfectly located for skiing in all the local mountains. One ...
From $344 per night (USD)
Expedia
From $176 per night (USD)
VRBO
Deluxe One Bedroom Queen Suite on the 2nd floor with outdoor heated pool 202
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Nestled in central Vermont's Green Mountains, Cedarbrook is perfectly located for skiing in all the local mountains. One ...
From $176 per night (USD)
VRBO
From $224 per night (USD)
Expedia
Deluxe 1 bedroom suite located on first floor with outdoor heated pool 11820
Bedrooms:
2
Bathrooms:
1
Sleeps:
6
Nestled in central Vermont's Green Mountains, Cedarbrook is perfectly located for skiing in all the local mountains. One ...
From $224 per night (USD)
Expedia
$Ski-in \/Out. Spacious 2BR \/ 2.5B Ground-Floor Condo. 4 Seasons of enchantment.$
From $681 per night (USD)
VRBO
Ski-in \/Out. Spacious 2BR \/ 2.5B Ground-Floor Condo. 4 Seasons of enchantment.
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Spacious 2 bedroom - 2.5 bathroom condominium is located on the sunny side of Okemo in SouthFace Village, the newest dev ...
From $681 per night (USD)
VRBO
From $883 per night (USD)
Expedia
Mountain-view house with hot tub & amazing views - near Okemo Resort & skiing
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Ludlow Treasure Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
From $883 per night (USD)
Expedia
$Cottage Across Street from the Lake w\/ 60' Water Frontage Access, Private Dock$
From $437 per night (USD)
VRBO
Cottage Across Street from the Lake w\/ 60' Water Frontage Access, Private Dock
Bedrooms:
1
Bathrooms:
1
Sleeps:
6
Sweet Pauline Cottage Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter y ...
From $437 per night (USD)
VRBO
$Ski-In\/Ski-Out Condo w\/ Pool & Seasonal Hot Tubs - Golf & Tennis Nearby$
From $826 per night (USD)
Expedia
Ski-In\/Ski-Out Condo w\/ Pool & Seasonal Hot Tubs - Golf & Tennis Nearby
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Winterplace G101 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $826 per night (USD)
Expedia
From $724 per night (USD)
VRBO
Secluded Rustic Home with Private Hot Tub & Huge Deck - 5 Miles to Okemo
Bedrooms:
4
Bathrooms:
3
Sleeps:
8
Andover Retreat Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
From $724 per night (USD)
VRBO
From $421 per night (USD)
Expedia
Quaint lakefront home with a private deck, firepit, and dock
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Ludlow's Gem Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desir ...
From $421 per night (USD)
Expedia
From $412 per night (USD)
VRBO
Enjoy our ski in ski out condo. Located mid-mountain at Solitude Peak!
Bedrooms:
3
Bathrooms:
2
Sleeps:
7
Newly Renovated Professional Cleaners-Linens and towels laundered off site Remote Check-In Located mid-mountain at the b ...
From $412 per night (USD)
VRBO
$Beautiful & Spacious Condo w\/ Pool, Lake Access - Close to Skiing$
From $638 per night (USD)
Expedia
Beautiful & Spacious Condo w\/ Pool, Lake Access - Close to Skiing
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Birch Landing #16 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $638 per night (USD)
Expedia
From $427 per night (USD)
VRBO
Quaint riverfront home between Killington & Okemo with fireplace - near skiing
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Easy Living Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desire ...
From $427 per night (USD)
VRBO
$Condo near ski trail with fireplace, hot tub, pool, tennis & washer\/dryer$
From $396 per night (USD)
Expedia
Condo near ski trail with fireplace, hot tub, pool, tennis & washer\/dryer
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Winterplace Q206 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $396 per night (USD)
Expedia
$Home near the Bull Run Trail with fireplace, washer\/dryer & cable$
From $1311 per night (USD)
VRBO
Home near the Bull Run Trail with fireplace, washer\/dryer & cable
Bedrooms:
4
Bathrooms:
4
Sleeps:
9
Snow Lane Getaway Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $1311 per night (USD)
VRBO
From $1066 per night (USD)
Expedia
Mountainside condo with sauna, wood-burning fireplace, balcony, & walk to lifts
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Okemo Trailside 40C Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter you ...
From $1066 per night (USD)
Expedia
$Charming ski-in\/ski-out condo with fireplace, washer\/dryer, tennis$
From $274 per night (USD)
VRBO
Charming ski-in\/ski-out condo with fireplace, washer\/dryer, tennis
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Kettle Brook J1 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
From $274 per night (USD)
VRBO
From $590 per night (USD)
Expedia
Mountainview condo with pool, hot tubs, & fireplace - 250 yards from skiing
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
The Love Shack - Winterplace Q104 Our calendar is updated in real-time & our nightly rates are accurately displayed. S ...
From $590 per night (USD)
Expedia
From $1249 per night (USD)
VRBO
Inviting condo on Village Run Trail with a fireplace, pool, & hot tub
Bedrooms:
4
Bathrooms:
4
Sleeps:
9
Solitude Village A2 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter you ...
From $1249 per night (USD)
VRBO
From $880 per night (USD)
Expedia
Beautiful mountain home at Okemo Resort with wood stoves, kitchen & kitchenette
Bedrooms:
3
Bathrooms:
5
Sleeps:
11
Doc's Folly Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desire ...
From $880 per night (USD)
Expedia
$Ski-in\/out condo with fireplace, tennis court, mountain views, & washer\/dryer$
From $529 per night (USD)
VRBO
Ski-in\/out condo with fireplace, tennis court, mountain views, & washer\/dryer
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Kettle Brook G6 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
From $529 per night (USD)
VRBO
$Ski-in\/out condo with mountain views, fireplace, hot tub, pool, & tennis$
From $263 per night (USD)
Expedia
Ski-in\/out condo with mountain views, fireplace, hot tub, pool, & tennis
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Winterplace J103 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $263 per night (USD)
Expedia
From $1660 per night (USD)
VRBO
Mountain-view house near Okemo base with gas fireplace, & deck - walk to lifts
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Chalet at the Base of Okemo Mountain Our calendar is updated in real-time & our nightly rates are accurately displayed. ...
From $1660 per night (USD)
VRBO
$Ski-in\/out condo near lifts with a fireplace, pool, hot tub, & tennis$
From $1132 per night (USD)
Expedia
Ski-in\/out condo near lifts with a fireplace, pool, hot tub, & tennis
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Winterplace F101 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $1132 per night (USD)
Expedia
$Ski-in\/ski-out condo with pool, hot tub, sauna, mountain view, deck, & fireplace$
From $733 per night (USD)
VRBO
Ski-in\/ski-out condo with pool, hot tub, sauna, mountain view, deck, & fireplace
Bedrooms:
3
Bathrooms:
3
Sleeps:
9
Sweet Solitude G104 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter you ...
From $733 per night (USD)
VRBO
From $1174 per night (USD)
Expedia
Private lakefront home with private hot tub, WiFi, central AC, & fireplace
Bedrooms:
4
Bathrooms:
5
Sleeps:
12
Hillside House at Lakeshore Drive Our calendar is updated in real-time & our nightly rates are accurately displayed. Si ...
From $1174 per night (USD)
Expedia
$Ski-in\/out condo with fireplace, hot tubs. pool, tennis & washer\/dryer$
From $634 per night (USD)
VRBO
Ski-in\/out condo with fireplace, hot tubs. pool, tennis & washer\/dryer
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Winterplace G205 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $634 per night (USD)
VRBO
$Hawk Mountain retreat near Okemo with wifi, washer\/dryer & deck$
From $565 per night (USD)
Expedia
Hawk Mountain retreat near Okemo with wifi, washer\/dryer & deck
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
The Nest at Hawk Ledges Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
From $565 per night (USD)
Expedia
$Inviting condo with a fireplace, hot tubs, pool, tennis & washer\/dryer$
From $350 per night (USD)
VRBO
Inviting condo with a fireplace, hot tubs, pool, tennis & washer\/dryer
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Winterplace E202 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $350 per night (USD)
VRBO
$Inviting condo near the Sachem Trail with a fireplace, washer\/dryer$
From $939 per night (USD)
Expedia
Inviting condo near the Sachem Trail with a fireplace, washer\/dryer
Bedrooms:
3
Bathrooms:
4
Sleeps:
12
Okemo Trailside 11C Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter you ...
From $939 per night (USD)
Expedia
$Ski-in\/out condo with mountain and lift views, hot tub, & pool$
From $675 per night (USD)
VRBO
Ski-in\/out condo with mountain and lift views, hot tub, & pool
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Winterplace G303 - Skier's Paradise Our calendar is updated in real-time & our nightly rates are accurately displayed. ...
From $675 per night (USD)
VRBO
$Ski-in\/out Condo on Bull Run Trail with fireplace, & full kitchen$
Click For Pricing
Expedia
Ski-in\/out Condo on Bull Run Trail with fireplace, & full kitchen
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Kettle Brook I4 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
Click For Pricing
Expedia
$Ski-in\/out condo with water & mountain views, private sauna & fireplace$
From $393 per night (USD)
VRBO
Ski-in\/out condo with water & mountain views, private sauna & fireplace
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Kettle Brook A7 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
From $393 per night (USD)
VRBO
From $1577 per night (USD)
Expedia
Beautiful home near lifts with wood-burning fireplace, mountain views & cable
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Classic Log Cabin Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $1577 per night (USD)
Expedia
$Newly renovated ski-in\/out slope side condo$
From $395 per night (USD)
VRBO
Newly renovated ski-in\/out slope side condo
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Okemo Mountain Lodge C202 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply ent ...
From $395 per night (USD)
VRBO
$Ski-in\/ski-out condo with pool, hot tub, sauna, fireplace, W\/D, & central AC$
From $324 per night (USD)
Expedia
Ski-in\/ski-out condo with pool, hot tub, sauna, fireplace, W\/D, & central AC
Bedrooms:
3
Bathrooms:
2
Sleeps:
5
Jackson Gore Bixby 844 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
From $324 per night (USD)
Expedia
$Ski-In\/Out condo with patio, mountain views, washer\/dryer, & cable$
From $262 per night (USD)
VRBO
Ski-In\/Out condo with patio, mountain views, washer\/dryer, & cable
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Okemo Mountain Lodge C108 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply ent ...
From $262 per night (USD)
VRBO
$Ski-in\/out condo with a pool, fireplace & fast WiFi - Sachem Trail at Okemo$
From $420 per night (USD)
Expedia
Ski-in\/out condo with a pool, fireplace & fast WiFi - Sachem Trail at Okemo
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Okemo Trailside 19BL Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter yo ...
From $420 per night (USD)
Expedia
$Condo near the slopes with a fireplace, mountain views, washer\/dryer, & cable$
From $634 per night (USD)
VRBO
Condo near the slopes with a fireplace, mountain views, washer\/dryer, & cable
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Ledgewood B4 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desir ...
From $634 per night (USD)
VRBO
$Classic ski home with hot tub, washer\/dryer, mountain views, fireplace, & cable$
From $828 per night (USD)
Expedia
Classic ski home with hot tub, washer\/dryer, mountain views, fireplace, & cable
Bedrooms:
2
Bathrooms:
5
Sleeps:
13
Tannen Spitz Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desir ...
From $828 per night (USD)
Expedia
$Ski-in\/out condo with a fireplace, hot tub, gym, pool, washer\/dryer & cable$
From $545 per night (USD)
VRBO
Ski-in\/out condo with a fireplace, hot tub, gym, pool, washer\/dryer & cable
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Okemo Condo - Solitude Village N104 Our calendar is updated in real-time & our nightly rates are accurately displayed. ...
From $545 per night (USD)
VRBO
$Rustic home with a private hot tub, fireplace, cable, & washer\/dryer$
From $517 per night (USD)
Expedia
Rustic home with a private hot tub, fireplace, cable, & washer\/dryer
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Hawk Spur Getaway Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $517 per night (USD)
Expedia
From $458 per night (USD)
VRBO
Lovely mountain condo with pool, fireplace & cable- near skiing
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Brookhaven B1 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desi ...
From $458 per night (USD)
VRBO
$Mountain view condo with fireplace, pool, hot tub, tennis, washer\/dryer & cable$
From $516 per night (USD)
Expedia
Mountain view condo with fireplace, pool, hot tub, tennis, washer\/dryer & cable
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Winter Escape - WP A202 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
From $516 per night (USD)
Expedia
$Three-level ski-in\/out condo with sauna, fireplace, washer\/dryer & mountain view$
From $586 per night (USD)
VRBO
Three-level ski-in\/out condo with sauna, fireplace, washer\/dryer & mountain view
Bedrooms:
3
Bathrooms:
3
Sleeps:
10
Okemo Trailside 32C Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter you ...
From $586 per night (USD)
VRBO
$Ski-in\/ski-out condo with pool, wood-burning fireplace, tennis courts, & grill$
From $1112 per night (USD)
Expedia
Ski-in\/ski-out condo with pool, wood-burning fireplace, tennis courts, & grill
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Okemo Trailside 19BU Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter yo ...
From $1112 per night (USD)
Expedia
$Ground-floor condo with fireplace, pool, hot tub, tennis, washer\/dryer & cable$
From $443 per night (USD)
VRBO
Ground-floor condo with fireplace, pool, hot tub, tennis, washer\/dryer & cable
Bedrooms:
2
Bathrooms:
3
Sleeps:
9
Winterplace Getaway A101 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply ente ...
From $443 per night (USD)
VRBO
$Ski-in\/out condo near ski school with washer\/dryer, fast WiFi, & mountain views$
From $315 per night (USD)
Expedia
Ski-in\/out condo near ski school with washer\/dryer, fast WiFi, & mountain views
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Okemo Mountain Lodge C106 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply ent ...
From $315 per night (USD)
Expedia
$Ski-in\/out condo near trails with fireplace, pool, hot tub, sauna, mountain view$
Click For Pricing
VRBO
Ski-in\/out condo near trails with fireplace, pool, hot tub, sauna, mountain view
Bedrooms:
4
Bathrooms:
3
Sleeps:
10
Solitude Village M302 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter y ...
Click For Pricing
VRBO
$Ski-in\/out home with a hot tub, fireplace, cable & golf nearby$
From $843 per night (USD)
Expedia
Ski-in\/out home with a hot tub, fireplace, cable & golf nearby
Bedrooms:
5
Bathrooms:
5
Sleeps:
12
Wood Lantern Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desir ...
From $843 per night (USD)
Expedia
From $410 per night (USD)
VRBO
Fully Renovated Ski House
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
A ski house nestled trailside on Plymouth Notch Ski Mountain. Take in the spectacular views while you cozy up by the woo ...
From $410 per night (USD)
VRBO
From $206 per night (USD)
Expedia
Cozy Quechee Corner Cabin
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Quechee Cabin- 4 Season Resort Townhouse nestled in a picturesque nature setting in historic Quechee Vermont: Hike, bik ...
From $206 per night (USD)
Expedia
From $559 per night (USD)
VRBO
Great Winter weekend Getaway, Village home in cul-de-sac. 1 mile to Okemo
Bedrooms:
2
Bathrooms:
5
Sleeps:
14
Village mountain home in the heart of Ludlow village. Short walk to restaurants, grocery store and shops, and nearby par ...
From $559 per night (USD)
VRBO
From $388 per night (USD)
Expedia
Log Home Perfect for a Family Getaway - Five Miles from Okemo Mountain Resort
Bedrooms:
2
Bathrooms:
3
Sleeps:
10
Sherman Log House Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $388 per night (USD)
Expedia
From $268 per night (USD)
VRBO
Condo with Seasonal Pool & Tennis Courts - Walk to Ski Trails
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Okemo Trailside 8E Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $268 per night (USD)
VRBO
From $645 per night (USD)
Expedia
Charming Waterfront Getaway with Yard, Firepit, Dock, Kayaks - Close to Skiing
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Lakeside Elegance Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $645 per night (USD)
Expedia
From $673 per night (USD)
VRBO
Secluded Luxury Home on Huge Property with Mountain Views - Near Slopes
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
Place of Peace and Quiet Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply ente ...
From $673 per night (USD)
VRBO
From $759 per night (USD)
Expedia
Bright, Open Home with Wraparound Deck & Mountain Views - 2 Miles to Skiing
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
South Hill Lodge Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $759 per night (USD)
Expedia

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