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 $228 per night (USD)
VRBO
Cozy cottage on the river, minutes from skiing, horse events, and so much more!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Welcome to Dark Horse Cottage. Our picturesque getaway in rustic Vermont, will greet you with views and sounds of the Re ...
From $228 per night (USD)
VRBO
From $1244 per night (USD)
Expedia
Stunning Vermont Mountain Escape Minutes to Skiing
Bedrooms:
3
Bathrooms:
5
Sleeps:
12
Our recently renovated 5 bedroom, 2 bathroom home is nestled away in a tranquil setting and was designed with your comfo ...
From $1244 per night (USD)
Expedia
From $994 per night (USD)
VRBO
Idyllic 5-BR Chalet 1-min to Okemo
Bedrooms:
6
Bathrooms:
5
Sleeps:
16
Summary: Enjoy the beauty and activities of the Green Mountains in this recently renovated 5-BR chalet, located just off ...
From $994 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
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VRBO
Greystone 1830
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
About this space "Greystone" is a charming stacked granite home built in the 1830's as a tavern and one of 4 original st ...
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VRBO
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Expedia
Green Mountain House
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Take it easy at this unique and tranquil getaway on private 10 acre land with well maintained hiking paths and mountain ...
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Expedia
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VRBO
Kennedy’s House
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Feel the relaxation of Vermont living within a few steps to Kennedy Pond; all of its amenities and beach. Don’t forget ...
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VRBO
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Expedia
Twin Mountain River House
Bedrooms:
4
Bathrooms:
4
Sleeps:
12
About this space Bring the whole family to Vermont to experience everything it has to offer. Scenic fall foliage views o ...
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Expedia
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VRBO
Cozy Bear Cave
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
About this space Come relax, recharge, and enjoy the peaceful woods in this idyllic spot for a getaway. Our cozy cabin i ...
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VRBO
From $596 per night (USD)
Expedia
Secluded home near ski resorts with mtn views, fireplace, foosball
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Alpine Bliss Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desir ...
From $596 per night (USD)
Expedia
From $321 per night (USD)
VRBO
Elegant 3BR with Fireplace & Shuttle to Slopes
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Summary: Welcome to our beautifully updated ski home near Okemo Mountain. This three-bedroom, two-bath condominium comfo ...
From $321 per night (USD)
VRBO
$Ski in\/Ski out nicely updated 2 BR condo on Okemo Mountain ski trails.$
From $664 per night (USD)
Expedia
Ski in\/Ski out nicely updated 2 BR condo on Okemo Mountain ski trails.
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
The best vacations start off with the best places to stay and this property will not disappoint! This sunny and cozy up ...
From $664 per night (USD)
Expedia
From $1153 per night (USD)
VRBO
Luxury Fall Countryside Escape - pool, pond, and more!
Bedrooms:
4
Bathrooms:
3
Sleeps:
8
Au Bout du Chemin (House at the End of the Road) You're here! Park your car outside the two-car garage, stroll down the ...
From $1153 per night (USD)
VRBO
From $908 per night (USD)
Expedia
Newly Listed mountain side home with 5 bedrooms and 5.5 bathrooms
Bedrooms:
6
Bathrooms:
5
Sleeps:
8
This luxurious modern/contemporary house nestled on the mountainside in majestic Quechee is nothing short of a breathtak ...
From $908 per night (USD)
Expedia
$New! 4BR\/3.5 BR luxurious escape to Quechee with large private yard$
From $751 per night (USD)
VRBO
New! 4BR\/3.5 BR luxurious escape to Quechee with large private yard
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Looking for a comfortable retreat? This beautiful 4-bedroom, 3.5-bath, dog friendly, single-family home located in the h ...
From $751 per night (USD)
VRBO
$NEW! Scenic Ridge - 4bd\/3ba cabin in Woodstock, VT$
From $691 per night (USD)
Expedia
NEW! Scenic Ridge - 4bd\/3ba cabin in Woodstock, VT
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Escape to the beauty of Woodstock with a stay at this delightful private cabin. Enjoy endless family fun and relaxation ...
From $691 per night (USD)
Expedia
$NEW Highland Ridge Retreat: 4BR\/2.5BA Home$
From $584 per night (USD)
VRBO
NEW Highland Ridge Retreat: 4BR\/2.5BA Home
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Welcome to this beautifully appointed 4 bedroom, 2.5 bathroom home nestled in the heart of the Quechee woods. This exqui ...
From $584 per night (USD)
VRBO
From $618 per night (USD)
Expedia
The Barn at Winterfound Farm - renovated VT barn & farm stay
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Welcome to our beautifully renovated Barn located just ten minutes away from the historic town of Woodstock. With 3 bedr ...
From $618 per night (USD)
Expedia
From $1872 per night (USD)
VRBO
Slopeside 4-BR Lodge At The Base of Okemo Mountain
Bedrooms:
5
Bathrooms:
4
Sleeps:
10
Summary: Nestled at the base of Okemo Mountain's iconic clock tower, this slopeside retreat offers four bedrooms and fou ...
From $1872 per night (USD)
VRBO
From $885 per night (USD)
Expedia
Mountainside 4-BR Lodge 2-min to Okemo Mountain
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Summary: Nestled on the mountainside of Okemo, this 4-BR inviting retreat offers the perfect blend of comfort and recrea ...
From $885 per night (USD)
Expedia
From $520 per night (USD)
VRBO
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)
VRBO
From $463 per night (USD)
Expedia
Spacious Norwich Getaway
Bedrooms:
3
Bathrooms:
9
Sleeps:
16
Welcome to this serene 8-bedroom two-family property, nestled atop a quiet hill in Norwich, offering great Ji views and ...
From $463 per night (USD)
Expedia
From $300 per night (USD)
VRBO
Mountain cabin by skiing with fireplaces & well-equipped kitchen - dog-friendly
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
The Loft at Pine Rock Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter y ...
From $300 per night (USD)
VRBO
$Cozy 2BR\/1BA cabin for 6. Fireplace, outdoor fire pit, hot tub, and soaking tub.$
From $477 per night (USD)
Expedia
Cozy 2BR\/1BA cabin for 6. Fireplace, outdoor fire pit, hot tub, and soaking tub.
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Welcome to our cozy 2BR/1BA cabin, ideal for six guests. Relax by the indoor fireplace or outside by the fire pit and ho ...
From $477 per night (USD)
Expedia
From $575 per night (USD)
VRBO
Okemo Mountain Lodge- Cozy 1 Bedroom Condo #A206 by RedAwning
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
This is a 1 bedroom, 1 bathroom unit with a full kitchen and separate living area. The unit has one king size bed in the ...
From $575 per night (USD)
VRBO
$Ski-in\/ski-out condo with mountain view, private balcony, & fireplace$
From $492 per night (USD)
Expedia
Ski-in\/ski-out condo with mountain view, private balcony, & fireplace
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Cozy Mountain Base Retreat Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply en ...
From $492 per night (USD)
Expedia
From $943 per night (USD)
VRBO
Spacious Ludlow Hideaway < 1 Mi to Okemo Mountain!
Bedrooms:
5
Bathrooms:
5
Sleeps:
13
Live like you’re on Okemo Mountain Resort from the comfort of a private wooded retreat at this Ludlow, VT, vacation rent ...
From $943 per night (USD)
VRBO
From $329 per night (USD)
Expedia
Ludlow Townhome: 3 Mi to Okemo Mountain!
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Winter sports, scenic orchards, and beautiful falls and trails are waiting to be explored from this Ludlow, VT, vacation ...
From $329 per night (USD)
Expedia
From $428 per night (USD)
VRBO
Cozy condo near skiing with fireplace & deck
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Cozy Mountain Getaway Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter y ...
From $428 per night (USD)
VRBO
From $269 per night (USD)
Expedia
2nd-floor downtown Ludlow studio condo with kitchenette, streaming, seasonal AC
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Champagne Supernova Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter you ...
From $269 per night (USD)
Expedia
From $604 per night (USD)
VRBO
Newly renovated 3 bed 3.5 Bath with sauna
Bedrooms:
4
Bathrooms:
3
Sleeps:
7
Welcome to our newly renovated Dartmouth Place townhouse in Quechee Lakes, the perfect destination for your next Vermont ...
From $604 per night (USD)
VRBO
$Newly converted 2BR\/2BA carriage house!$
From $519 per night (USD)
Expedia
Newly converted 2BR\/2BA carriage house!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Welcome home This stunningly renovated carriage house, surrounded by rolling green fields, is the perfect launching poin ...
From $519 per night (USD)
Expedia
From $579 per night (USD)
VRBO
3 Bedroom condo with beautiful golf course views sleeps 6
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Welcome to your perfect vacation! This beautifully decorated end unit is the ideal get-away located on the stunning High ...
From $579 per night (USD)
VRBO
From $377 per night (USD)
Expedia
Luxury one-bedroom condo in Quechee with top-notch amenities and stunning decor - book now for an unforgettable stay!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Welcome to our luxurious two-bedroom condo that sleeps four! Nestled in the heart of Quechee, you'll enjoy the convenien ...
From $377 per night (USD)
Expedia
$New 3BR\/3BA Deere Run condo in heart of Quechee$
From $458 per night (USD)
VRBO
New 3BR\/3BA Deere Run condo in heart of Quechee
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Nestled within the esteemed Deere Run Condo association, our enchanting three-bedroom, three-bathroom retreat in Quechee ...
From $458 per night (USD)
VRBO
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Expedia
Serene Forest Retreat: Luxe 3-BR Haven with Hot Tub & Stylish Comforts!
Bedrooms:
2
Bathrooms:
3
Sleeps:
5
Welcome to our inviting 3-bedroom, 1.5-bathroom, dog friendly, getaway, where every detail is designed with your comfort ...
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Expedia
From $376 per night (USD)
VRBO
Charming Chester Farmhouse – peaceful and close to everything!
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Welcome to this charming farmhouse on a peaceful residential street close to the heart of Chester. This home has comfor ...
From $376 per night (USD)
VRBO
From $1420 per night (USD)
Expedia
Okemo Mountain Escape: 3BR Luxury Trailside Access
Bedrooms:
4
Bathrooms:
3
Sleeps:
8
Summary: This luxury ski home is bound to impress with a fully updated interior, three suites, a stunning kitchen, and d ...
From $1420 per night (USD)
Expedia
From $725 per night (USD)
VRBO
Trailside Bliss: 2BR, Fireplace, Views Sleeps 8
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Summary: This complex offers a private shuttle for easy drop-off at the top of the Sachem trail with walkable access to ...
From $725 per night (USD)
VRBO
From $812 per night (USD)
Expedia
Mountain Vista 3-BR Haven at Jackson Gore Resort
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Summary: Indulge in luxury at this spacious retreat within Okemo's Jackson Gore Resort. Featuring three bedrooms, three ...
From $812 per night (USD)
Expedia
$3BR Lake & Slope Retreat: Near Okemo w\/ Hot Tub$
From $467 per night (USD)
VRBO
3BR Lake & Slope Retreat: Near Okemo w\/ Hot Tub
Bedrooms:
2
Bathrooms:
3
Sleeps:
10
Summary: Looking to stay close to Okemo but with ample privacy and peaceful surroundings? You've found the perfect home ...
From $467 per night (USD)
VRBO
$New! Pet friendly mountain side home with 3br\/2ba$
From $402 per night (USD)
Expedia
New! Pet friendly mountain side home with 3br\/2ba
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Introducing our charming two-story lodge, nestled in the heart of Quechee, Vermont. Immerse yourself in the beauty of na ...
From $402 per night (USD)
Expedia
$Views, Game Room\/Bar, and more - beautiful 5BD\/3.5BA home!$
From $1081 per night (USD)
VRBO
Views, Game Room\/Bar, and more - beautiful 5BD\/3.5BA home!
Bedrooms:
4
Bathrooms:
5
Sleeps:
14
This luxurious five-bedroom home offers guests all the amenities and services needed for a comfortable and memorable sta ...
From $1081 per night (USD)
VRBO
$Peaceful Cavendish Retreat w\/ Hot Tub & Fireplace!$
From $596 per night (USD)
Expedia
Peaceful Cavendish Retreat w\/ Hot Tub & Fireplace!
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Discover the serenity of Cavendish and make lasting memories at this 3-bedroom, 2.5-bath vacation rental. Nestled in the ...
From $596 per night (USD)
Expedia
From $287 per night (USD)
VRBO
The Carol - Styled and freshly renovated stay10 minutes to Okemo
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
- Unique place that has a style all its own - 10 Minutes to Okemo - 2 minutes to awesome grocery store- Singletons - Fre ...
From $287 per night (USD)
VRBO
From $274 per night (USD)
Expedia
The Dorothy- Fun and Funky-10 minutes from Okemo
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
- Unique stay with a fun and funky vibe - 10 minutes from Okemo -2 minutes from an awesome grocery store - Singletons - ...
From $274 per night (USD)
Expedia
$New! Private 3BR\/2.5BA Quechee home sleeps 6$
From $365 per night (USD)
VRBO
New! Private 3BR\/2.5BA Quechee home sleeps 6
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Welcome to our stunning single-family home in Quechee! This comfortable three bed 2.5, bathroom home is the perfect choi ...
From $365 per night (USD)
VRBO
$New relaxing updated log cabin 4br\/3.5ba great views and large property$
From $581 per night (USD)
Expedia
New relaxing updated log cabin 4br\/3.5ba great views and large property
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Escape to the serene beauty of the Vermont countryside with a stay at this stunning, dog friendly, log cabin home set on ...
From $581 per night (USD)
Expedia
From $506 per night (USD)
VRBO
Newly Renovated 3 bed, 2.5 bath Hillside Retreat; Dog Friendly
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Discover a refined getaway in this meticulously renovated 2.5-story saltbox single-family home nestled in the heart of Q ...
From $506 per night (USD)
VRBO
$New Kingswood 2 BR\/ 1.5BA ski mountain condo$
From $372 per night (USD)
Expedia
New Kingswood 2 BR\/ 1.5BA ski mountain condo
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Discover the ideal Quechee getaway at this recently renovated Kingswood condo, offering proximity to the Skiway for conv ...
From $372 per night (USD)
Expedia
From $896 per night (USD)
VRBO
Located in the heart of Ludlow, Minutes from Okemo
Bedrooms:
3
Bathrooms:
7
Sleeps:
14
Enjoy winters or summers in our 7 bedroom house located minutes from Okemo mountain and golf course. Perfectly located ...
From $896 per night (USD)
VRBO
From $161 per night (USD)
Expedia
Historic Chester Inn! Circa, 1870 - right on Main Street & 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 $161 per night (USD)
Expedia
From $709 per night (USD)
VRBO
VT Cabin minutes from Okemo
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Nestled in Vermont's serene landscapes, this charming cabin offers an unforgettable retreat with 7 cozy beds, 2.5 baths, ...
From $709 per night (USD)
VRBO
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Expedia
Rustic Mountain View Cabin in Bethel, VT: A Tranquil Green Mountains Retreat
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Welcome to our charming rustic cabin, nestled in the serene landscape of Bethel, Vermont. Situated on an expansive 11-ac ...
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Expedia
$Ski in\/Ski Out located at Jackson Gore$
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VRBO
Ski in\/Ski Out located at Jackson Gore
Bedrooms:
3
Bathrooms:
2
Sleeps:
8
This cozy two bedroom/3-bathroom suite is steps from skiing, riding, snow-tubing, skating and more. Access to our heated ...
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VRBO
From $847 per night (USD)
VRBO
Maple Leaf Manor - 1864 Brick Federal Style Farmhouse with a modern touches.
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Maple Leaf Manor provides its guests with a comfortable stay in a renovated 1864 Brick Federal Style Farmhouse on 8 acre ...
From $847 per night (USD)
VRBO
$Rustic Elegance for The Holidays, Vermont's Cabin Retreat at Trail End Ranch! \n$
From $209 per night (USD)
VRBO
Rustic Elegance for The Holidays, Vermont's Cabin Retreat at Trail End Ranch! \n
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Spend your holidays at The log cabin at Trail End Ranch, which boasts the most comfortable beds, a well appointed kitche ...
From $209 per night (USD)
VRBO
$Ski Haven: 1-Bed Ski-in\/out Condo, Okemo Base Area$
From $423 per night (USD)
Expedia
Ski Haven: 1-Bed Ski-in\/out Condo, Okemo Base Area
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Enjoy ski-in/ski-out access at this one-bedroom ski home located next to the base area A & B Quads, the F-10 Magic Carpe ...
From $423 per night (USD)
Expedia
From $306 per night (USD)
VRBO
Luxury Cabin #3 Hot Tub, Kayaks, Paddle Boards, Private Fire Pit
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
At Sugar Maple Mountain Retreat our beautiful light-filled cabins are set deep in the woods and surrounded by hundreds o ...
From $306 per night (USD)
VRBO
From $819 per night (USD)
Expedia
Amazing Views and Sunsets
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Gather around the fireplace in the living room with massive wall to wall windows or have a party on the second story dec ...
From $819 per night (USD)
Expedia
From $556 per night (USD)
VRBO
Sprawling Riverbend Farmhouse Close to Mountains with Hot Tub
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Welcome to the Riverbend, a designer Southern Vermont farmhouse <10 minutes from Magic Mountain! This newly renovated hi ...
From $556 per night (USD)
VRBO
$Kettlebrook ski-in\/out condo w\/ a newly updated kitchen and fully renovated bath$
From $1075 per night (USD)
Expedia
Kettlebrook ski-in\/out condo w\/ a newly updated kitchen and fully renovated bath
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
• This ski in/out two bedroom/one bathroom condo is located in the Kettlebrook community on Okemo Mountain. This condo i ...
From $1075 per night (USD)
Expedia
From $133 per night (USD)
VRBO
Beautiful 3 Bedroom Condo in Ludlow VT
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Recently renovated 3 bedroom condo at Okemo Mountain in Ludlow, VT (4 hrs from NYC). Enjoy the green mountains and retr ...
From $133 per night (USD)
VRBO
$Ski-in\/out condo with fireplace & on-site pool\/hot tub\/tennis$
From $691 per night (USD)
Expedia
Ski-in\/out condo with fireplace & on-site pool\/hot tub\/tennis
Bedrooms:
2
Bathrooms:
3
Sleeps:
9
Winterplace Getaway E305 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply ente ...
From $691 per night (USD)
Expedia
Click For Pricing
VRBO
Lakefront cabin with dock, hot tub, fire pit!!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Better to wake….. at the lake! Have your morning coffee or tea out on the private dock. Fish, kayak, swim and hike as so ...
Click For Pricing
VRBO
$Snowledge II by Okemo\/Killington$
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
$Dog-Friendly Ski House with Hot Tub - 10 minutes to Okemo\/ 17 to Killington$
From $458 per night (USD)
VRBO
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)
VRBO
From $306 per night (USD)
Expedia
Luxury Cabin #1 Hot Tub, Kayaks, Paddle Boards, Private Fire Pit
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
At Sugar Maple Mountain Retreat our beautiful light-filled cabins are set deep in the woods and surrounded by hundreds o ...
From $306 per night (USD)
Expedia
$Ski-in\/out, dog-friendly condo with prime location for skiing & hiking$
From $768 per night (USD)
VRBO
Ski-in\/out, dog-friendly condo with prime location for skiing & hiking
Bedrooms:
3
Bathrooms:
4
Sleeps:
9
Ascutney Retreat Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $768 per night (USD)
VRBO
From $794 per night (USD)
Expedia
Charming farmhouse, dog friendly, Appalachian trail access
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Starry Plough Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desi ...
From $794 per night (USD)
Expedia
$The Cobble House, Exceptional Country House Sleeps 10\/Near Killington, Woodstock$
From $1725 per night (USD)
VRBO
The Cobble House, Exceptional Country House Sleeps 10\/Near Killington, Woodstock
Bedrooms:
7
Bathrooms:
5
Sleeps:
10
Set on a hillside above the White River in the foothills of the Green Mountains, The Cobble House is a newly restored co ...
From $1725 per night (USD)
VRBO
From $664 per night (USD)
VRBO
Escape to beautiful VERMONT.
Bedrooms:
4
Bathrooms:
5
Sleeps:
8
Wake to clean air and beautiful views.... This beautiful 3,500 sf home is available for rent. Located in the exclusive F ...
From $664 per night (USD)
VRBO
From $1130 per night (USD)
VRBO
Mountain 4-BR Haven Retreat 2-min to Okemo
Bedrooms:
5
Bathrooms:
4
Sleeps:
13
Summary: Gather your entire family and group of friends at this spacious home nestled at the foothills of Okemo Mountain ...
From $1130 per night (USD)
VRBO
From $537 per night (USD)
Expedia
Hot Tub & 9 Min to Killington's Skyeship Gondola, 20 Min to Okemo
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to our family's mountain ski retreat, a haven for families seeking unforgettable adventures in every season. Nes ...
From $537 per night (USD)
Expedia
From $734 per night (USD)
VRBO
Rustic dog-friendly home near Woodstock & skiing with views of Barnard Brook
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
The Daydream Cottage Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter yo ...
From $734 per night (USD)
VRBO
From $374 per night (USD)
Expedia
2-story townhouse near Okemo Mountain Resort & base lodge with streaming & loft
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Poppy’s Place on Okemo Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
From $374 per night (USD)
Expedia
$Vintage two-story home in the heart of town with a washer\/dryer, full kitchen$
From $462 per night (USD)
VRBO
Vintage two-story home in the heart of town with a washer\/dryer, full kitchen
Bedrooms:
2
Bathrooms:
4
Sleeps:
6
Classic Comforts Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $462 per night (USD)
VRBO
From $608 per night (USD)
VRBO
The View on Spruce: 15 Min to Okemo
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Welcome to the View on Spruce! Located in Andover/Chester with sprawling views overlooking Magic Mountain and surroundin ...
From $608 per night (USD)
VRBO
From $493 per night (USD)
VRBO
NEW Golf escape 3BR 2BA condo
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to our inviting condo, a perfect retreat for your stay in Quechee Lakes Resort. This spacious accommodation comf ...
From $493 per night (USD)
VRBO
From $672 per night (USD)
VRBO
Four Season Ski, Lake & Golf Home on Beautiful Lake Rescue in Ludlow
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Stunning Three-Level Haven on beautiful Lake Rescue, VT Nestled along 100 feet of pristine shoreline, our breathtaking ...
From $672 per night (USD)
VRBO
From $280 per night (USD)
VRBO
NEW RENTAL for 2024! Beautiful 2-BR End Unit Townhome at Quechee Lakes
Bedrooms:
3
Bathrooms:
2
Sleeps:
4
This fully renovated, 2-BR end unit has it all, including 2.5 baths and private laundry for maximum comfort and guest ac ...
From $280 per night (USD)
VRBO
From $493 per night (USD)
Expedia
Lovely Ludlow Farmhouse ~ 1 Mi to Town & Slopes!
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
The quintessential Vermont mountain home, this 3-bedroom, 2-bath vacation rental hosts an in-the-country feel just momen ...
From $493 per night (USD)
Expedia
From $896 per night (USD)
VRBO
Historic Riverfront House: 5 Bedrooms 3.5 Baths on 5 Acres
Bedrooms:
4
Bathrooms:
6
Sleeps:
12
1800s house completely renovated and professionally designed, sitting on five acres on the Ottauquechee River between Wo ...
From $896 per night (USD)
VRBO
From $1086 per night (USD)
Expedia
WhiSki Cabin - 12 Acres With a Mountain View!
Bedrooms:
2
Bathrooms:
4
Sleeps:
12
Nestled in the heart of the majestic Green Mountains, this charming 4-season retreat offers 12-acres of stunning views, ...
From $1086 per night (USD)
Expedia
$\HAPPY EVERYTHING\\nWinter-Spring-Summer-Fall \nQuechee, VT has it all!!$
From $462 per night (USD)
VRBO
\"HAPPY EVERYTHING\"\nWinter-Spring-Summer-Fall \nQuechee, VT has it all!!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
-Family and canine friendly home with lovely views from the expansive deck - lot's of natural light! -Walking distance t ...
From $462 per night (USD)
VRBO
From $350 per night (USD)
VRBO
Come Visit SkiCasa! A Cozy Cape near Okemo, Killington, Woodstock, & Echo Lake
Bedrooms:
2
Bathrooms:
4
Sleeps:
12
Spacious 4-bedroom home on 1/2 acre lot perfect for bigger groups year-round! 2 bdrms/1 bath upstairs & 2 bdrms/1ba down ...
From $350 per night (USD)
VRBO
From $288 per night (USD)
VRBO
16 Miles Away from Okemo Mountain Resort-Newly Renovated Furnished House
Bedrooms:
1
Bathrooms:
3
Sleeps:
4
Newly Renovated and fully furnished home in a quiet neighborhood. Two bedrooms with a Queen-size bed in each room, and ...
From $288 per night (USD)
VRBO
From $297 per night (USD)
Expedia
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)
Expedia
From $275 per night (USD)
VRBO
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)
VRBO
From $289 per night (USD)
Expedia
This tiny house is a 1 bedroom(s), 1 bathrooms, located in Chester, VT.
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Welcome to Sage House at Camp Greenwood: a brand new micro tiny house village central to the best attractions in Souther ...
From $289 per night (USD)
Expedia
From $386 per night (USD)
VRBO
This tiny house is a 1 bedroom(s), 1 bathrooms, located in Chester, VT.
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Welcome to Thistle House at Camp Greenwood: a brand new micro tiny house village central to the best attractions in Sout ...
From $386 per night (USD)
VRBO
From $1060 per night (USD)
Expedia
This cabin is a 3 bedroom(s), 3.5 bathrooms, located in West Windsor, VT.
Bedrooms:
4
Bathrooms:
3
Sleeps:
6
Welcome to our custom-built luxury retreat in the heart of VT on 22 acres! Our enchanting 3-bed, 3.5-bathouse is tailor- ...
From $1060 per night (USD)
Expedia
$New listing! Stunning Log Cabin on 70 acres w\/private pond & hot tub, near Okemo$
From $1932 per night (USD)
VRBO
New listing! Stunning Log Cabin on 70 acres w\/private pond & hot tub, near Okemo
Bedrooms:
5
Bathrooms:
7
Sleeps:
16
Create family memories to last a life-time in one of the most spectacular properties in Southern VT. This remarkable log ...
From $1932 per night (USD)
VRBO
$Killington\/Woodstock Getaway$
From $671 per night (USD)
VRBO
Killington\/Woodstock Getaway
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
This home has two separate units combined into one rental that is perfect for big groups who want to be together, but al ...
From $671 per night (USD)
VRBO
From $161 per night (USD)
VRBO
Cozy country side getaway in Vermont
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Perfect gateway from the noise and routine days. Here, in quite Sharon, VT with beautiful view you will be able to reple ...
From $161 per night (USD)
VRBO
From $422 per night (USD)
Expedia
Historic condo with fireplace and views of the river & mountains
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Ludlow Retreat Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your des ...
From $422 per night (USD)
Expedia
From $256 per night (USD)
VRBO
Charming Cavendish Cottage: All-Season Retreat!
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Whether you're in town for a summer getaway or a winter adventure, 'Rosehill Cottage' is the perfect home base for all t ...
From $256 per night (USD)
VRBO
$Mountainside 1-BR Ski-In\/Out Okemo Retreat$
From $474 per night (USD)
Expedia
Mountainside 1-BR Ski-In\/Out Okemo Retreat
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Summary: Experience the ultimate mountain lifestyle at this 1-BR ski in/ski-out retreat on Okemo Mountain. This charming ...
From $474 per night (USD)
Expedia
$Mountainside 5-BR Ski-In\/Out Okemo Villa$
From $3439 per night (USD)
VRBO
Mountainside 5-BR Ski-In\/Out Okemo Villa
Bedrooms:
5
Bathrooms:
5
Sleeps:
14
Summary: Gather your family and friends and experience the ultimate mountain retreat at this luxurious 5-BR ski-in/ski-o ...
From $3439 per night (USD)
VRBO
Click For Pricing
Expedia
Majestic mountain escape, 4BR, stunning views, hot tub, fireplace, BBQ, w&d
Bedrooms:
5
Bathrooms:
4
Sleeps:
8
Mont House Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired ...
Click For Pricing
Expedia

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