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

Windsor Area Rentals

From $444 per night (USD)
VRBO
Cozy Log Cabin Short Drive to Okemo & Killington
Bedrooms:
1
Bathrooms:
3
Sleeps:
7
Get away to the Caven Cabin! Secluded quintessential Vermont log cabin nestled below a pine filled ridge. Have your mor ...
From $444 per night (USD)
VRBO
From $781 per night (USD)
Expedia
Hilltop 5-BR Carriage House 4-Min to Okemo
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
Summary: Enjoy the bucolic hills overlooking Ludlow in this charming 5 bedroom converted carriage house, featuring ample ...
From $781 per night (USD)
Expedia
From $262 per night (USD)
VRBO
Reillys Rest-private home in Green Mtns, kid-pet friendly-Ski,Bike,Walk,Relax!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Reilly's Rest on Holden Hill Rd. is a private home on 6 acres located in a prime location to ski, bike, hike, walk and r ...
From $262 per night (USD)
VRBO
$Okemo's Jackson Gore-1 Bedroom Condo \/Direct Ski Access. Walk to Pool & hot tubs$
From $588 per night (USD)
Expedia
Okemo's Jackson Gore-1 Bedroom Condo \/Direct Ski Access. Walk to Pool & hot tubs
Bedrooms:
2
Bathrooms:
1
Sleeps:
6
Luxury one bedroom condo with kitchen and living room at Jackson Gore on Okemo Mountain Resort. STEPS TO THE OKEMO SKI ...
From $588 per night (USD)
Expedia
$Mountainside 4-BR Ski-In\/Out Okemo Retreat$
From $4032 per night (USD)
VRBO
Mountainside 4-BR Ski-In\/Out Okemo Retreat
Bedrooms:
5
Bathrooms:
5
Sleeps:
10
Summary: Gather your family and friends at this ski-in, ski-out, 4-BR mountainside retreat. Located on Okemo Mountain, t ...
From $4032 per night (USD)
VRBO
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Expedia
Sunny 1850 farm house and pond
Bedrooms:
2
Bathrooms:
4
Sleeps:
9
Close to the towns of Norwich (VT) and Hanover (NH) our house is peaceful, spacious and cozy. It's south facing with a b ...
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Expedia
$Riverfront Vermont Vacation Rental w\/ Hot Tub$
From $527 per night (USD)
VRBO
Riverfront Vermont Vacation Rental w\/ Hot Tub
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Immerse yourself in Vermont's scenic serenity at this expansive 4-bedroom, 2-bath Bridgewater vacation rental! Situated ...
From $527 per night (USD)
VRBO
From $416 per night (USD)
VRBO
Spectacular Views At This Luxury Country Estate, Walking Distance To Town
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
This modern home, all on one floor, is spacious, quiet and luxuriously furnished. It sits just at the edge of the villag ...
From $416 per night (USD)
VRBO
From $1501 per night (USD)
VRBO
Hilltop 9-BR Mountain Retreat 5-min to Okemo
Bedrooms:
6
Bathrooms:
9
Sleeps:
19
Summary: Unique, expansive, and newly-renovated retreat on a private hill overlooking Okemo & Ludlow. 5-min to the Base ...
From $1501 per night (USD)
VRBO
From $834 per night (USD)
Expedia
Contemporary 4-BR Cabin 5-min to Okemo
Bedrooms:
3
Bathrooms:
4
Sleeps:
9
Summary: Contemporary, newly-renovated cabin perched on a hill overlooking the Green Mountains, 5-minutes to Okemo Base ...
From $834 per night (USD)
Expedia
From $497 per night (USD)
VRBO
Casa del Sol | House in Weston
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Casa Del Sol Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desir ...
From $497 per night (USD)
VRBO
From $322 per night (USD)
Expedia
Escape to Vermont
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Welcome to the Red House at Stony Brook! This remodeled 1800's farmhouse offers peace, solitude and comfort in Vermonts ...
From $322 per night (USD)
Expedia
From $693 per night (USD)
VRBO
Luxury Barn : Hot tub, Sauna & Views
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Escape to a beautiful reinvention of an 1850s barn w/ spa amenities, panoramic Mtn views, chef's kitchen, 4 bedrms/ 4 ba ...
From $693 per night (USD)
VRBO
From $415 per night (USD)
Expedia
Lakeland Village steps to Quechee Club, Lake Pinneo, Golf, Mountains
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
This three bedroom, two bath condo is ideal for all seasons with the Highland Golf Course a short walk away. Master bedr ...
From $415 per night (USD)
Expedia
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VRBO
Family Friendly Home Close to Hiking, Lakes and Restaurants
Bedrooms:
3
Bathrooms:
4
Sleeps:
12
Three levels of living space with room for everyone. The house is within walking distance to West Hill Recreation Area. ...
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VRBO
From $443 per night (USD)
Expedia
Wise Pines Renovated Barn (Bunkhouse)
Bedrooms:
2
Bathrooms:
3
Sleeps:
12
Wise Pines is a Holistic & Sustainable B&B/Hiker Hostel that offers a unique farm experience. In the rural woods of Verm ...
From $443 per night (USD)
Expedia
From $179 per night (USD)
VRBO
Treehouse at Wise Pines- NoBo
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
This one-room treehouse is tucked lightly into the woods for a tranquil setting, not far from another treehouse of its k ...
From $179 per night (USD)
VRBO
From $179 per night (USD)
Expedia
Treehouse at Wise Pines- SoBo
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
This one-room treehouse is tucked lightly into the woods for a tranquil setting, not far from another treehouse of its k ...
From $179 per night (USD)
Expedia
From $379 per night (USD)
VRBO
Quechee Condo | Condo in Quechee
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Quechee Condo Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desi ...
From $379 per night (USD)
VRBO
From $452 per night (USD)
VRBO
Amazing Vermont Farmhouse, perfect for summer and fall foliage getaways!
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Looking for the perfect Vermont escape? Mountain views, cool breezes, fall leaves and newly fallen snow...all of this an ...
From $452 per night (USD)
VRBO
$Quechee Mountain Home w\/Jacuzzi, Sunroom, and Private Gym\n$
From $388 per night (USD)
VRBO
Quechee Mountain Home w\/Jacuzzi, Sunroom, and Private Gym\n
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Escape to the picturesque mountains of Quechee, Vermont, and experience the quintessential New England charm in this stu ...
From $388 per night (USD)
VRBO
From $501 per night (USD)
VRBO
Northern Comfort @ Osprey Place - Plymouth, VT
Bedrooms:
5
Bathrooms:
3
Sleeps:
6
In the summer and fall, enjoy the nearby lakes, drive Route 100 and enjoy the foliage, or visit small towns within a 30- ...
From $501 per night (USD)
VRBO
From $359 per night (USD)
VRBO
Riverfront, family fun, amazing rec room, close to Magic & Okemo
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Relax on the patio on the bank of the Williams River to watch the leaves turn, explore hiking trails, enjoy the outdoor ...
From $359 per night (USD)
VRBO
From $424 per night (USD)
Expedia
Okemo | Spacious Executive Room w Amenities Nearby
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Unwind in a picturesque studio condo for 4 that offers a seamless blend of convenience and elegance, providing an idylli ...
From $424 per night (USD)
Expedia
From $441 per night (USD)
VRBO
Okemo | Charming Room & Amenities Nearby | Pools
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Step into a charming room for 4, where convenience meets beauty to create the ultimate getaway. Indulge in the nearby am ...
From $441 per night (USD)
VRBO
From $492 per night (USD)
Expedia
Okemo | Studio Condo + Close to All Amenities
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Welcome to a delightful studio condo for 2, combining convenience and aesthetic charm to offer an enchanting retreat. En ...
From $492 per night (USD)
Expedia
From $845 per night (USD)
VRBO
Log manor on 65 private acres of land with entertaining amenities & hot tub
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Spruce Moose Lodge Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $845 per night (USD)
VRBO
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Expedia
Spruce Moose Cottage | Tiny House on 65 private acres
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Spruce Moose Cabin Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
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Expedia
From $855 per night (USD)
VRBO
Okemo | 2BR + Loft Condo + Close to All Amenities
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Welcome to a delightful 2-bedroom + loft condo for 8, where convenience and aesthetics come together to create the ultim ...
From $855 per night (USD)
VRBO
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Expedia
Okemo | 3BR + Loft Condo & Close to All Amenities
Bedrooms:
3
Bathrooms:
3
Sleeps:
12
Your dreamy 3-bedroom + loft condo for 12 awaits, offering the perfect blend of convenience and charm. With amenities, s ...
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Expedia
$Okemo | 2BR + Exec Loft Condo w\/ Washer & Dryer$
From $767 per night (USD)
VRBO
Okemo | 2BR + Exec Loft Condo w\/ Washer & Dryer
Bedrooms:
2
Bathrooms:
2
Sleeps:
10
Discover a captivating 2-bedroom + loft executive condo for 10 that combines convenience and beauty to provide the perfe ...
From $767 per night (USD)
VRBO
From $692 per night (USD)
Expedia
Okemo | Charming 1BR Condo + Close to Amenities
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Welcome to your stunning 1-bedroom condo for 4, where beautiful and convenient living awaits you! Located close to ameni ...
From $692 per night (USD)
Expedia
From $821 per night (USD)
VRBO
Okemo | 3BR Penthouse | Slopes & Amenities Nearby
Bedrooms:
3
Bathrooms:
3
Sleeps:
10
Discover a captivating 3-bedroom penthouse condo for 8 that combines convenience and beauty to provide the perfect getaw ...
From $821 per night (USD)
VRBO
From $420 per night (USD)
Expedia
Okemo | Studio Condo + Loft | Near Slopes + Pool
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Step into a charming studio + loft condo for 4 that offers both convenience and aesthetic appeal, creating an ideal retr ...
From $420 per night (USD)
Expedia
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VRBO
Okemo | 3BR Condo & Close to Amenities + Slopes!
Bedrooms:
3
Bathrooms:
3
Sleeps:
10
Welcome to a captivating 3-bedroom condo for 8 that harmonizes convenience and allure, providing the ultimate haven. Dis ...
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VRBO
$Romantic Getaway or Family winter adventures in 2BD w\/resort activities$
From $2347 per night (USD)
VRBO
Romantic Getaway or Family winter adventures in 2BD w\/resort activities
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
A Beautiful Mountainside Escape Vacationing in Vermont brings a lot of things to mind: apple picking, maple syrup tasti ...
From $2347 per night (USD)
VRBO
$OKEMO WINTERPLACE Best Location, Ski-In\/Ski-Out 4BR\/3BATH + LOFT. Spacious.$
From $1090 per night (USD)
VRBO
OKEMO WINTERPLACE Best Location, Ski-In\/Ski-Out 4BR\/3BATH + LOFT. Spacious.
Bedrooms:
3
Bathrooms:
5
Sleeps:
11
Winterplace is a perfect escape for summer, fall or winter relaxation or adventure. Best Location SKI-IN/SKI-OUT⛷ with ...
From $1090 per night (USD)
VRBO
From $787 per night (USD)
Expedia
Charming Okemo Home: Hot Tub, Fireplace, Sleeps 9
Bedrooms:
2
Bathrooms:
4
Sleeps:
9
Summary: Experience Ludlow's enchanting charm at this inviting home! Unwind in the private hot tub, gather by the wood-b ...
From $787 per night (USD)
Expedia
From $416 per night (USD)
VRBO
Vermont Seasonal getaway, private pool! Secluded country farmhouse.
Bedrooms:
1
Bathrooms:
3
Sleeps:
8
Escape to the tranquil beauty of a secluded Vermont farmhouse with an inground pool for summer use! Nestled among lush ...
From $416 per night (USD)
VRBO
From $495 per night (USD)
Expedia
Charming condo in a resort community with pool access, tennis, a sauna & golf
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Après Ski Haven Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
From $495 per night (USD)
Expedia
$Modern Chalet w\/ Serene Views and Jacuzzi Hot Tub- 15 Minutes to Okemo Mountain$
From $446 per night (USD)
VRBO
Modern Chalet w\/ Serene Views and Jacuzzi Hot Tub- 15 Minutes to Okemo Mountain
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Ideal to host up to 6 guests, this home on 2 acres of land is a perfect retreat for anyone looking to be in the heart of ...
From $446 per night (USD)
VRBO
$Okemo Ski Condo: 3BR +Loft Sleeps 10 w\/ Fireplace$
From $865 per night (USD)
Expedia
Okemo Ski Condo: 3BR +Loft Sleeps 10 w\/ Fireplace
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Summary: Discover ski-in/ski-out bliss at our top-floor condo on Okemo Mountain. Nestled in the Winterplace community at ...
From $865 per night (USD)
Expedia
From $298 per night (USD)
VRBO
Updated Main St Condo in downtown Ludlow!
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
First floor unit located on Main St. Easily take a stroll through the town. Short walk to restaurants and shops. On Okem ...
From $298 per night (USD)
VRBO
From $266 per night (USD)
Expedia
Main St Studio - Newly Updated!
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Enjoy easy access to everything from this perfectly located home base, right on Main St. Take a stroll through the town ...
From $266 per night (USD)
Expedia
From $1409 per night (USD)
VRBO
3BR Okemo Escape: Premier Condo Steps to Trail
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Summary: Experience the ultimate ski-in/ski-out retreat at our 3-bedroom Winterplace condo at Okemo. Nestled in one of t ...
From $1409 per night (USD)
VRBO
From $1246 per night (USD)
Expedia
3-BR Mountain Cottage at Okemo Mt.
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Summary: Come enjoy some quality time at this slopeside 3-BR retreat. Nestled in the welcoming slopeside community of Wi ...
From $1246 per night (USD)
Expedia
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Expedia
Unwind in Ludlow: Stylish Ski Home near Okemo
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Escape to the perfect blend of comfort and charm in our newly remodeled Ludlow home. Nestled just moments away from the ...
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Expedia
From $1713 per night (USD)
Expedia
Alpine Adventure Awaits: 3-BR Condo at Okemo
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Summary: Welcome to your dream winter getaway at Winterplace on Okemo! This top-floor condo offers 3 warm bedroom suites ...
From $1713 per night (USD)
Expedia
From $255 per night (USD)
VRBO
Cozy Cavendish Bunk minutes to Okemo
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Enjoy a stylish & relaxing experience at this centrally-located guest home. Newly renovated with local interior designer ...
From $255 per night (USD)
VRBO
$Renovated lakefront cottage w\/ hot tub, dock, kayaks, swim platform, & firepit$
From $775 per night (USD)
Expedia
Renovated lakefront cottage w\/ hot tub, dock, kayaks, swim platform, & firepit
Bedrooms:
3
Bathrooms:
4
Sleeps:
9
Bon Vie Chalet Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your des ...
From $775 per night (USD)
Expedia
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VRBO
Ski, snow mobile, hiking, fun on slopes & trails!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Cozy 2 bedroom house with covered front porch. Guests have full access to the house, porch and very private yard, to inc ...
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VRBO
From $282 per night (USD)
VRBO
Elegant 2BR Condo in beautiful Quechee Hollow
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
We welcome you to our lovely getaway in the heart of the picturesque town of Quechee. This beautiful, newly renovated to ...
From $282 per night (USD)
VRBO
$Ski-in\/ski-out condo with private hot tub, amazing deck & huge view$
From $1066 per night (USD)
VRBO
Ski-in\/ski-out condo with private hot tub, amazing deck & huge view
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Okemo Mountain Vista Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter yo ...
From $1066 per night (USD)
VRBO
From $1041 per night (USD)
Expedia
The Bear Den at Okemo: Ski Out Your Door!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Summary: Welcome to the Bear Den, your very own doorstep to the mesmerizing slopes of Okemo Mountain. Nestled in the cha ...
From $1041 per night (USD)
Expedia
$3-Story Chalet on Okemo Mtn, 0.4 mi to Lodge w\/ 2 Fireplaces, Game Room, Firepit$
From $1119 per night (USD)
VRBO
3-Story Chalet on Okemo Mtn, 0.4 mi to Lodge w\/ 2 Fireplaces, Game Room, Firepit
Bedrooms:
3
Bathrooms:
6
Sleeps:
16
3-Story Chalet on Okemo Mtn, 0.4 mi to Lodge w/ New Kitchen, 2 Fireplaces, Game Room, Firepit The Treehouse is a 6-bedr ...
From $1119 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
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VRBO
4-BR Timeless Farmhouse 3-min to Okemo
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Summary: Enjoy the charm and convenience of Ludlow Village in this newly-renovated 4-BR farmhouse, located on Main Stree ...
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VRBO
From $468 per night (USD)
VRBO
Gorgeous views near Stratton & Okemo
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
You will enjoy Vermont at this beautifully renovated house set on 12 acres in the quaint town of Chester. You can relax ...
From $468 per night (USD)
VRBO
From $424 per night (USD)
VRBO
Vermont Mountain Home located between Killington and Sugarbush Ski Areas.
Bedrooms:
2
Bathrooms:
3
Sleeps:
4
Don't just look at mountains, stay in the mountains! Just off the Vermont Route 100 corridor in the center of Vermont. ...
From $424 per night (USD)
VRBO
From $422 per night (USD)
Expedia
Monthly or Seasonal rental. Sleeps 9, pet friendly! 5 mins to Okemo
Bedrooms:
2
Bathrooms:
3
Sleeps:
9
Welcome to our 3 bedroom plus den, pet friendly house on the Black River. Just a short drive to Okemo mountain and walki ...
From $422 per night (USD)
Expedia
From $874 per night (USD)
VRBO
Cozy trailside ski retreat on Okemo Mountain
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Enjoy the ease of Ski in/Ski out living at Trailside on Okemo Mountain. Our three bedroom, three bathroom condo aka "Don ...
From $874 per night (USD)
VRBO
From $480 per night (USD)
Expedia
Jewel Brook Cottage- 4BR house on a tranquil flowing brook!
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
This newly renovated 4 bedroom 2 bath Ski Cottage on Jewel Brook is the perfect family retreat. Listen to the sound of f ...
From $480 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 $433 per night (USD)
Expedia
Lakeview Lake Rescue Chalet btw Okemo & Killington. Great for Families & Couples
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Cozy, chic lakefront chalet 3 minutes to Okemo, 17 minutes to Killington, and Fox Run Golf Course and Nordic Center. Snu ...
From $433 per night (USD)
Expedia
$Rustic 150-year-old farmhouse, Jacuzzi included\n\n$
From $481 per night (USD)
VRBO
Rustic 150-year-old farmhouse, Jacuzzi included\n\n
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Welcome to The Farmhouse of VT. Step back in time in this 1869 farmhouse, showcasing both antique rustic furnishings, co ...
From $481 per night (USD)
VRBO
From $745 per night (USD)
Expedia
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)
Expedia
From $460 per night (USD)
VRBO
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)
VRBO
From $320 per night (USD)
Expedia
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)
Expedia
From $378 per night (USD)
VRBO
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)
VRBO
From $1037 per night (USD)
Expedia
Brand new Aframe btw Okemo and Killington with a dock on Lake Rescue
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Fantastic all-season newly built A-frame in the adorable town of Ludlow, VT. The A offers 4 bedrooms, 3 full baths and a ...
From $1037 per night (USD)
Expedia
From $338 per night (USD)
VRBO
Updated condo near the river with fireplace & access to Quechee Club amenities
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Ottaquechee Overlook Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter yo ...
From $338 per night (USD)
VRBO
From $1055 per night (USD)
Expedia
Okemo Mountain View Retreat
Bedrooms:
4
Bathrooms:
5
Sleeps:
12
Welcome to this spacious 5-bedroom, 3 ½ bathroom home, prefect for accommodating large groups of up to 12 people. Locate ...
From $1055 per night (USD)
Expedia
From $426 per night (USD)
VRBO
Historical home overlooking the river, walk to the village & covered bridge
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Maple's Suite Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desi ...
From $426 per night (USD)
VRBO
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Expedia
Okemo Valley home with river view, private yard, & wood-burning fireplace
Bedrooms:
2
Bathrooms:
3
Sleeps:
9
Valley Serenity Retreat Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
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Expedia
From $872 per night (USD)
VRBO
Skiers Paradise, 15 min to Okemo and Killington
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Welcome to the perfect Ski getaway nestled in the heart of VT - just a stone's throw (15 min drive) away from the Killin ...
From $872 per night (USD)
VRBO
From $383 per night (USD)
VRBO
4 Bedroom Home Convenient to the Upper Valley, Ski Resorts, and VAST Trails.
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Welcome to The Hollow! This 4 bedroom/2 bathroom home is the perfect place to launch an adventure or to relax and gathe ...
From $383 per night (USD)
VRBO
$Tree-lined home with firepit, open interior & washer\/dryer - near skiing$
From $618 per night (USD)
VRBO
Tree-lined home with firepit, open interior & washer\/dryer - near skiing
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Knoll Perch Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desire ...
From $618 per night (USD)
VRBO
$Family-Friendly Condo at Okemo w\/ Fireplace$
From $735 per night (USD)
Expedia
Family-Friendly Condo at Okemo w\/ Fireplace
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Summary: This mountain community offers guests direct access to the slopes, especially at this on-trail unit sitting rig ...
From $735 per night (USD)
Expedia
From $439 per night (USD)
VRBO
Quechee at its finest
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Bring the whole family to enjoy our peaceful Vermont home. Perfect for celebrating the holidays, a fun filled winter ski ...
From $439 per night (USD)
VRBO
$Remote Escape: Vermont Cabin w\/ Mountaintop Views!$
From $352 per night (USD)
Expedia
Remote Escape: Vermont Cabin w\/ Mountaintop Views!
Bedrooms:
1
Bathrooms:
3
Sleeps:
4
Ever feel nostalgic for a cozy cabin, a fire pit, and a scenic view? Discover the beauty of those 'little things' at thi ...
From $352 per night (USD)
Expedia
From $1346 per night (USD)
VRBO
3 Bedroom ski in ski out at Okemo at the top of Morningstar lift
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
First floor unit right at the top of Morningstar lift. Ski right out the door and ski home from sidewinder at the end of ...
From $1346 per night (USD)
VRBO
From $912 per night (USD)
Expedia
Newly-Renovated 4-BR Retreat 5-min to Okemo
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Summary: Enjoy the scenery, tranquility, and recreation of the Green Mountains in this newly renovated 4-BR home, minute ...
From $912 per night (USD)
Expedia
From $1508 per night (USD)
VRBO
Alpine 6-BR Estate On Okemo Mountain
Bedrooms:
5
Bathrooms:
6
Sleeps:
15
Summary: Experience elevated Green Mountain living in this 6-BR, expansive timber-frame chalet on the mountainside of Ok ...
From $1508 per night (USD)
VRBO
$Sleek 2BR Kettlebrook Condo with Fireplace, Ski-in\/Ski-out$
From $688 per night (USD)
Expedia
Sleek 2BR Kettlebrook Condo with Fireplace, Ski-in\/Ski-out
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Summary: Looking for an effortless slopeside ski vacation? Stay in our charming, fully updated, and perfectly inviting s ...
From $688 per night (USD)
Expedia
From $354 per night (USD)
VRBO
Mountain View Retreat! Cozy Vermont Cottage Near Many Major Ski Resorts.
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Tranquil RIVERFRONT Home In The Vermont Countryside. Enjoy the new fenced-in backyard **CLOSE TO BIG SKI RESORTS** 5 m ...
From $354 per night (USD)
VRBO
From $476 per night (USD)
Expedia
Ski Retreat Townhome in Plymouth, VT
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
About this space Welcome to Grand View Lodge Ski Retreat! This 3BR/2BA condo/townhome provides three spacious floors of ...
From $476 per night (USD)
Expedia
From $979 per night (USD)
VRBO
Cozy Kettlebrook 2BR: Ski Access, Fireplace & Deck
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Summary: Welcome to this ultra-cozy ski-on/ski-off slopeside condominium at Okemo Mountain! Located in the Kettlebrook V ...
From $979 per night (USD)
VRBO
From $917 per night (USD)
Expedia
Trailside Mountain View 4-BR Okemo Haven
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Summary: Come enjoy time with friends and family at this luxurious four-bedroom slopeside retreat in Trailside Village o ...
From $917 per night (USD)
Expedia
From $815 per night (USD)
VRBO
Mountainside 4-BR Chalet 2-min to Okemo
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Summary: Discover your perfect ski retreat at our 4-bedroom chalet, just 2 minutes from Okemo Mountain and 1 minute from ...
From $815 per night (USD)
VRBO
$Modern 4-Bedroom Mountain Retreat\nMinutes to Lake Rescue & Echo and Hiking$
From $854 per night (USD)
Expedia
Modern 4-Bedroom Mountain Retreat\nMinutes to Lake Rescue & Echo and Hiking
Bedrooms:
3
Bathrooms:
4
Sleeps:
9
Perfect for any season, you will love staying at this beautifully constructed & centrally located house. Gorgeous sunl ...
From $854 per night (USD)
Expedia
$3-BR Winterplace Ski-In\/Out Okemo Condo w\/ Loft$
From $959 per night (USD)
VRBO
3-BR Winterplace Ski-In\/Out Okemo Condo w\/ Loft
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Summary: Embrace the tranquility of Okemo Mountain in this charming 3-BR ski-in/out loft. Featuring three bedrooms, two ...
From $959 per night (USD)
VRBO
Click For Pricing
Expedia
Pet and Family Friendly House in former General Store.
Bedrooms:
2
Bathrooms:
3
Sleeps:
12
This place is not pretty--we are currently working on improving the cosmetics--but it is fully functional and 10 minutes ...
Click For Pricing
Expedia
From $1019 per night (USD)
VRBO
Family Ski Haven: Okemo Condo, Just a Short 2-Minute Walk to the Slopes
Bedrooms:
4
Bathrooms:
4
Sleeps:
12
MRT-1108887 Welcome to our cozy 4-bedroom ski condo, an idyllic retreat for your perfect winter getaway! Just a quick 5- ...
From $1019 per night (USD)
VRBO
From $653 per night (USD)
Expedia
The Ole Magic Magnificent Mansion near Okemo
Bedrooms:
5
Bathrooms:
6
Sleeps:
10
Discover the enchanting charm of Springfield, Vermont, and immerse yourself in a retreat that seamlessly blends historic ...
From $653 per night (USD)
Expedia
$Okemo Ski-In\/Ski-Out: Modern, Cozy 2-BR Retreat$
From $802 per night (USD)
VRBO
Okemo Ski-In\/Ski-Out: Modern, Cozy 2-BR Retreat
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Summary: We are excited to share this newly renovated slopeside condominium in Kettlebrook Village on Okemo Mountain! Th ...
From $802 per night (USD)
VRBO
Click For Pricing
Expedia
The Creek Cabin at Sky Hollow, The Creek Cabin at Sky Hollow
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Cozy cabin located in the woods by a creek on a quiet hilltop farm. Ideal for a relaxing retreat or a couples getaway. S ...
Click For Pricing
Expedia
Click For Pricing
VRBO
The Pond Cabin at Sky Hollow, The Hunter Cabin at Sky Hollow
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Get away in this quiet cabin in a large meadow at the end of the road. Trails, a swimming pond, fire pit and a sauna all ...
Click For Pricing
VRBO
From $134 per night (USD)
Expedia
The Apartment at Sky Hollow, The Apartment at Sky Hollow
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
A charming one bedroom apartment attached to the main farm house, the guest suite at Sky Hollow Farm boasts stunning mou ...
From $134 per night (USD)
Expedia
From $176 per night (USD)
VRBO
The Guest House at Sky Hollow, The Guest House at Sky Hollow
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Quiet hilltop house on an 1800's farm at the end of a dirt road offering high speed internet, direct access to miles of ...
From $176 per night (USD)
VRBO
Click For Pricing
Expedia
Mountain-view home with private hot tub, sauna, on-site lake access, & fireplace
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Sparrow Hawk Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desir ...
Click For Pricing
Expedia

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