Ludlow Rentals
From $1190 per night (USD)VRBO
Okemo Mountain Ski-In\/ski-out Condo Overlooking Kettlebrook Trail
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 9
This ski in/out bright and open three bedroom/two bath condo is located in the Kettlebrook community on Okemo Mountain. ...
From $1190 per night (USD)VRBO
From $1033 per night (USD)VRBO
Four Bedroom Cozy Cabin with 5 minute walk to Okemo Clocktower
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 12
Great cabin for multiple families just a short walk to the Okemo Clocktower Base. This beautiful home has four bedrooms ...
From $1033 per night (USD)VRBO
From $1076 per night (USD)VRBO
Cozy ski retreat 700 feet to Sachem
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
On mountain, 3 level townhouse with on demand shuttle, 2 minute ride to Sachem. Magnificent, sweeping mountain views, v ...
From $1076 per night (USD)VRBO
From $651 per night (USD)Expedia
Cozy Summer Cabin - Peaceful Backyard and BBQ
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to our charming mountain retreat, perfect for a summer getaway! Just 5 minutes from Ludlow's delightful town cen ...
From $651 per night (USD)Expedia
From $729 per night (USD)VRBO
3BR Ski-In\/Ski-Out Condo at Okemo with a Fireplace
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Summary: This 3-bedroom, 2-bathroom condo located at Winterplace M103 sleeps 8 guests and is the perfect spot for famili ...
From $729 per night (USD)VRBO
From $687 per night (USD)Expedia
Ski On & Off 2 BR Okemo Solitude Village Condo
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 7
OKEMO MOUNTAIN Ski On/Ski Off Updated 2 bedroom/2.5 bath ground floor, ski-on/off condo in sought after Solitude Village ...
From $687 per night (USD)Expedia
From $644 per night (USD)VRBO
Lakefront Contemporary House 4 Minutes to Okemo
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Lakefront home just over a 1 mile to Okemo and town of Ludlow. Renovated with lake and mountain views, Hi speed WIFI, tw ...
From $644 per night (USD)VRBO
From $485 per night (USD)VRBO
Location! Mountain View & Walk to Town on Okemo Shuttle Route w Foosball!
- Bedrooms:
- 2
- Bathrooms:
- 6
- Sleeps:
- 4
We invite you to come stay and relax at our charming antique farmhouse on High Street in Ludlow Village, an easy walk to ...
From $485 per night (USD)VRBO
From $225 per night (USD)VRBO
Cozy Tiny Home on Black River - Walk to Town!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
We invite you to stay in our cozy, rustic tiny home on Black River, in Ludlow Village, an easy walk to Main Street. Just ...
From $225 per night (USD)VRBO
From $1288 per night (USD)VRBO
Luxury ski-on ski-off Solitude 3br+ condo on Okemo Mountain with stunning views
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Located directly on the trail at the base of Sidewinder, just above the bottom of the Solitude High Speed Quad and the t ...
From $1288 per night (USD)VRBO
From $389 per night (USD)VRBO
Okemo's Back Room - in the heart of the village on the shuttle route!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Newly renovated condo at The Mill in downtown Ludlow. Walk to restaurants, bars and shops. Cozy up in front of the firep ...
From $389 per night (USD)VRBO
From $572 per night (USD)VRBO
Completely Renovated Lakefront Getaway
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 12
This has it all! Our newly renovated home sits on 3/4 of an acre on a beautiful slightly sloping lot to the water. The ...
From $572 per night (USD)VRBO
From $784 per night (USD)VRBO
Spacious Home Close to Okemo
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 13
"Pine Meadow" is situated down a quiet country road on 13 acres of rolling meadow and beautiful forest. Shopping and din ...
From $784 per night (USD)VRBO
From $246 per night (USD)VRBO
Lake Pauline Condo 3.5 miles to Jackson Gore, Okemo
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
NO SATURDAY OR SUNDAY CHECKOUTS FOR JULY. Three level condo with spacious living room. One of four condos (2 duplex buil ...
From $246 per night (USD)VRBO
From $1531 per night (USD)VRBO
Mountainview Lodge - Newly Renovated Luxury Home <1 Mile To Okemo!
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 16
Welcome to Mountainview Lodge, your luxury Okemo getaway! This spacious 5-bedroom, 4.5-bath home is just a stone's throw ...
From $1531 per night (USD)VRBO
From $1181 per night (USD)VRBO
Spacious 4 Bedroom Okemo Home in Ludlow, minutes to the slopes.
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 8
This East Hill Home is located in a wonderful country-side location. The home boasts 4 bedrooms, that seeps a total of ...
From $1181 per night (USD)VRBO
From $2826 per night (USD)VRBO
Luxury Ski Town House... 3 Floors...Slopeside 2200 Square Feet
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 10
Great location, close to Okemo main base and slopes. We are about 150 yards from the slopes... no need for a shuttle!! I ...
From $2826 per night (USD)VRBO
From $1438 per night (USD)VRBO
Okemo Family Ski House - Sleeps 13 - Walk to Sachem trail - 100 yds
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 13
Looking to ski Okemo? We have a cozy and spacious 5 bedroom, 4 bathroom mountain house. Comfortably sleeps 12-13. Awesom ...
From $1438 per night (USD)VRBO
From $581 per night (USD)VRBO
Private Ski Cabin - Minutes to Mt. Okemo and Ludlow Village
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Just minutes away from downtown Ludlow and Okemo Mountain, this charming home is nestled in the heart of the Green Mount ...
From $581 per night (USD)VRBO
From $1008 per night (USD)Expedia
Mountainside 3-BR Ski-In\/Out Okemo Chalet
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 12
Summary: Experience the convenience of this 3-BR chalet, perfectly situated steps away from the Clock Tower base area of ...
From $1008 per night (USD)Expedia
From $1712 per night (USD)VRBO
Cozy 2 BR Ski-in\/Ski-out Condo at Okemo
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
Summary: You'll enjoy seamless access to the slopes via beginner trails, granting you easy entry to both the base area a ...
From $1712 per night (USD)VRBO
From $1750 per night (USD)VRBO
Custom ski house less than 1 mile from Okemo Mtn.
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 12
Escape to Okemo Mountain in Ludlow, VT in a custom ski house ideal for any season. Well suited for 2 families. Near down ...
From $1750 per night (USD)VRBO
From $909 per night (USD)VRBO
Outstanding Home 5 Minutes to Okemo and Ludlow Town Center
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 12
An amazing home for groups looking to be minutes to Okemo and the town center of Ludlow! The house sleeps up to 12 and i ...
From $909 per night (USD)VRBO
From $433 per night (USD)Expedia
Ski-in\/out condo with pool, 2 hot tubs, sauna - short walk to Solitude clubhouse
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Chateau Sunrise - Solitude Village K203 Our calendar is updated in real-time & our nightly rates are accurately display ...
From $433 per night (USD)Expedia
From $997 per night (USD)VRBO
Beautiful ON Okemo Mountain Chalet, walk to slopes. Upper cross.
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Call me at 203-984-7603 or email sean@scmcapital.net for specific questions. Ski and walk to the slopes from this beaut ...
From $997 per night (USD)VRBO
From $1896 per night (USD)VRBO
Ski in\/out cozy Trailside 4bedroom condo
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 8
Newly remodeled! New kitchen, new floors throughout the Livingroom/kitchen creating an inviting open space in the living ...
From $1896 per night (USD)VRBO
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Come Home to Vermont
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Lake frontage on the only natural lake between Okemo Mt and Killington Mt. Ski the best 2 mountains, snow mobile, cross ...
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From $282 per night (USD)Expedia
Great Ski or Summer Rental - 5 miles to Okemo\/Ludlow, 25 Gorgeous Acres
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 5
Awe-inspiring views and a peaceful vibe come together at The Big Barn Farm to serve up a fabulous vacation for any seaso ...
From $282 per night (USD)Expedia
From $287 per night (USD)VRBO
5 miles to Okemo\/Ludlow, 25 Acre Playground, Great Ski or Summer Rental
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Awe-inspiring views and a peaceful vibe come together at The Big Barn Farm to serve up a fabulous vacation for any seaso ...
From $287 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
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Spacious home with WiFi, Private Pool, & Hot Tub - Near Slopes & Lake
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
Ludlow Landing Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your des ...
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From $489 per night (USD)Expedia
Renovated 3 Bedroom 2 Bath Home Close to Okemo Resort, Golf, Lakes Restaurants
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Newly renovated 3 br, 2 b home located near Okemo Resort, Jackson Gore, golf course, shopping, lakes and hiking.. The pr ...
From $489 per night (USD)Expedia
From $579 per night (USD)VRBO
Post and Beam-Great for a Golf Get-A-Way for multiple families\/couples
- Bedrooms:
- 3
- Bathrooms:
- 7
- Sleeps:
- 12
Beautiful Post and Beam architecture built in 2001, for families to make memories and enjoy beautiful Vermont in both su ...
From $579 per night (USD)VRBO
From $364 per night (USD)VRBO
Lakefront Vacation House w\/ quiet, sandy beach\/boats -
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Great location 10 minutes from Ludlow, VT (Okemo), 20 minutes from Killington area, and 30 minutes from Rutland, Spring ...
From $364 per night (USD)VRBO
From $440 per night (USD)VRBO
Private Country Cabin - Close to Skiing and Snowmobiling
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Private house, off the beaten path. Far enough to escape the hustle of town, yet close enough to come back to for lunch ...
From $440 per night (USD)VRBO
From $831 per night (USD)VRBO
Mountain View Retreat within minutes of Okemo Mountain
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Nestled between Plymouth and Ludlow, enjoy the privacy and seclusion of this beautiful mountain cabin with a less than 1 ...
From $831 per night (USD)VRBO
From $522 per night (USD)VRBO
Charming & spacious two-story townhome with balcony - close to Okemo
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 9
Castle Hill Condos: L4 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
From $522 per night (USD)VRBO
From $605 per night (USD)VRBO
Private, All Season 10 Acre Retreat Close to the Slopes, Trails, and Swimming
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to our lovely home nestled on 10+ private acres in the lake region with easy access to golfing, hiking, swimming ...
From $605 per night (USD)VRBO
From $297 per night (USD)VRBO
Blossom Brook Retreat-Elegant 1BR Condo
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Discover tranquility at Blossom Brooke Retreat, a spacious one-bedroom, 1.5-bathroom condo located in the picturesque Ca ...
From $297 per night (USD)VRBO
From $275 per night (USD)Expedia
Blossom Meadow Hideaway : Cozy 1BR Suite
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Welcome to Blossom Brook Retreat, a charming 1 bedroom, one-bathroom getaway nestled in the serene Castle Hill Resort in ...
From $275 per night (USD)Expedia
From $458 per night (USD)VRBO
BIGFOOT CHALET, a cozy refuge in woods near SKIING, SNOWMOBILING - Ludlow, VT
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This winter reconnect with nature at Bigfoot Chalet, a cozy refuge in the woods. Pet-friendly, family-friendly, snowy hi ...
From $458 per night (USD)VRBO
From $512 per night (USD)Expedia
Lakefront home with large yard, firepit, canoe, and fireplace
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Lake House Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired ...
From $512 per night (USD)Expedia
From $355 per night (USD)VRBO
Andover Cabin Retreat w\/ Hot Tub & Fireplace!
- Bedrooms:
- 1
- Bathrooms:
- 4
- Sleeps:
- 8
Enjoy a peaceful Vermont escape at this charming Andover home. This 3-bedroom, 1-bathroom vacation rental boasts an invi ...
From $355 per night (USD)VRBO
From $653 per night (USD)VRBO
All-seasons fun in Ludlow, Vermont
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Enjoy 4 seasons of outdoor, whole-family fun in this modern, brand-new build that features unparalleled privacy. Nestle ...
From $653 per night (USD)VRBO
From $822 per night (USD)VRBO
Serene 4-BR Retreat 11-min to Okemo
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Summary: Experience the charm of Ludlow, Vermont in this tranquil retreat located at one-mile drive from Echo Lake. This ...
From $822 per night (USD)VRBO
From $520 per night (USD)Expedia
Cozy Castle Hill Condo Okemo
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Discover the epitome of convenience and comfort in this Cozy 3-bedroom condo, featuring 2.5 Bathrooms located at the lux ...
From $520 per night (USD)Expedia
From $432 per night (USD)VRBO
Snowledge II by Okemo\/Killington
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
About this space This unique place is newly constructed & fully furnished. It offers 2 Bedrooms and 1 Bath. Killington S ...
From $432 per night (USD)VRBO
From $458 per night (USD)Expedia
Dog-Friendly Ski House with Hot Tub - 10 minutes to Okemo\/ 17 to Killington
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
About this space Just a 10-minute drive from Okemo Mountain Resort and 18 minutes to Killington’s Skyeship Base Lodge, o ...
From $458 per night (USD)Expedia
From $392 per night (USD)VRBO
Cozy 3-bedroom house minutes to Okemo and downtown Ludlow
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 8
Charming Three-Bedroom Retreat Near Okemo Mountain Discover your perfect getaway at our cozy three-bedroom home, ideall ...
From $392 per night (USD)VRBO
From $301 per night (USD)Expedia
Castle Hill Resort Condo: 5 Mi to Slopes at Okemo!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 6
Experience the beauty of Vermont alongside modern comforts and premier amenities at this 3-bedroom, 2.5-bath vacation re ...
From $301 per night (USD)Expedia
From $1297 per night (USD)VRBO
Luxury Ski Chalet - Okemo Killington
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Brand new house 1 mile to the Okemo lifts and 20 minutes to Killington Skyeship Base. 4 bedrooms, 2.5 baths with open li ...
From $1297 per night (USD)VRBO
From $469 per night (USD)Expedia
Two-story condo with forest views, Echo Lake beach access, pool, dock & tennis
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Birch Landing #1 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $469 per night (USD)Expedia
From $745 per night (USD)VRBO
Home with private apartment, patio, fireplace, on-site pool, gym & tennis access
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 10
A1 at Castle Hill Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $745 per night (USD)VRBO
From $460 per night (USD)Expedia
Townhome with patio & on-site pool, hot tub, sauna & tennis access
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
A1 at Castle Hill - Townhome Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply ...
From $460 per night (USD)Expedia
From $320 per night (USD)VRBO
Ground-floor apartment with pool, hot tub, tennis & gym access - near skiing
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
A1 at Castle Hill - Apartment Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply ...
From $320 per night (USD)VRBO
From $378 per night (USD)Expedia
Weston Vacation Rental - Close to Ski Resorts!
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 5
- MRT-11153470-001 - Private Fire Pit Surrounded by world-class ski resorts and scenic hiking trails, this 3-bedroom, 1 ...
From $378 per night (USD)Expedia
From $351 per night (USD)VRBO
Two-story townhome with forest\/mountain view, gas fireplace, pool, gym & saunas
- Bedrooms:
- 4
- Bathrooms:
- 7
- Sleeps:
- 14
Castle Hill Condos O2 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter y ...
From $351 per night (USD)VRBO
From $347 per night (USD)Expedia
Charming Ludlow Studio - 8 Mi to Okemo Mtn!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Your next peaceful couple’s retreat awaits at this 1-bathroom Ludlow studio! This vacation rental features a cozy living ...
From $347 per night (USD)Expedia
From $472 per night (USD)VRBO
Beautiful Townhome minutes 2 Lakes & Golf Courses
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
This newly renovated 3 bedroom Townhome is located 5 miles from Okemo Ski Mountain and within minutes of Echo Lake. A 10 ...
From $472 per night (USD)VRBO
From $417 per night (USD)VRBO
Spacious Townhome Perfect for Groups & Family Fun!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to Dublin Hill! Our townhome style property offers three floors of living space to accommodate your family, grou ...
From $417 per night (USD)VRBO
From $1247 per night (USD)VRBO
Vermont Farmouse-Close to Okemo and Killington
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
Built in the 1860's, this farmhouse was originally known as Liberty Hall, and served as a meeting hall and event space f ...
From $1247 per night (USD)VRBO
From $893 per night (USD)Expedia
Winter Paradise - 10 min to Okemo - Peaceful family retreat 100 acres
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
Welcome to Okemo Meadows! A private, 100-acre family retreat with scenic pond located only 10 minutes from Okemo Mountai ...
From $893 per night (USD)Expedia
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WINTER RENTAL: 1 MONTH MIN - Winter Ski House - 3 BR 2 BA - Dec 2024 - May 2025
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Plymouth/Ludlow is waiting for you for ski season: 4 miles to Okemo - 15 miles to Killington. 3-bedroom, 2 bath house. ...
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