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

$4BR ski-in\/out condo with fireplace, wifi, washer\/dryer & mountain view$
From $1429 per night (USD)
VRBO
4BR ski-in\/out condo with fireplace, wifi, washer\/dryer & mountain view
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Okemo Trailside 36E Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter you ...
From $1429 per night (USD)
VRBO
From $366 per night (USD)
Expedia
Convenient 3BR condo, close to Okemo, wifi, TV, village dining & walking
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Ski Ya Later Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desir ...
From $366 per night (USD)
Expedia
From $573 per night (USD)
VRBO
Family-Friendly Ludlow Cabin on Lake Pauline!
Bedrooms:
3
Bathrooms:
5
Sleeps:
8
Year-round excitement for the whole crew awaits at this 3-bedroom, 3-bath Ludlow vacation rental! This A-frame cabin fea ...
From $573 per night (USD)
VRBO
From $462 per night (USD)
Expedia
Mountainside 3-BR Okemo Haven
Bedrooms:
3
Bathrooms:
3
Sleeps:
10
Summary: Discover luxurious mountain living in this fully renovated 3-BR apartment at Okemo Mountain. This stunning unit ...
From $462 per night (USD)
Expedia
From $738 per night (USD)
VRBO
Mountain View 3-BR Retreat 10-Min to Okemo
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Summary: Nestled in the serene landscape of Ludlow, Vermont, this charming mountain view 3-BR house offers the perfect r ...
From $738 per night (USD)
VRBO
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 $651 per night (USD)
VRBO
The Bulldog House! Walking Distance to Hanover and Dartmouth! 2 bedroom, 4 beds!
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Welcome to the Bulldog House! Six person in-town suite walking distance to Hanover, Dartmouth, and Trails! Private entra ...
From $651 per night (USD)
VRBO
From $327 per night (USD)
Expedia
Redbrick Schoolhouse
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
A recently renovated 1860’s schoolhouse with open concept kitchen, living and dining space, gorgeous 13 foot ceilings wi ...
From $327 per night (USD)
Expedia
From $442 per night (USD)
VRBO
Charming waterfront 2BR house, private beach, waterfall, firepit, wifi, kayak
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Wild Blue Yonder Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $442 per night (USD)
VRBO
$Spacious 1 Bedroom full condo that Sleeps 6 at Jackson Gore on Okemo with A\/C$
From $1414 per night (USD)
Expedia
Spacious 1 Bedroom full condo that Sleeps 6 at Jackson Gore on Okemo with A\/C
Bedrooms:
2
Bathrooms:
1
Sleeps:
6
Just listed on VRBO! Consider this 1 BR/2 bath fully equipped condo your home away from home while you visit Ludlow and ...
From $1414 per night (USD)
Expedia
$Convenient Whispering Pines Estate Panoramic Views\n\n$
From $1616 per night (USD)
VRBO
Convenient Whispering Pines Estate Panoramic Views\n\n
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Hailed as, “The most magnificent views of the Upper Valley and Dartmouth,” the panoramic views can be seen from the spac ...
From $1616 per night (USD)
VRBO
Click For Pricing
Expedia
Scenic Lakeside Getaway: 6 Minutes to Okemo
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Summary: Unwind just 6 minutes from Okemo in this charming lakeside home. This cozy lakeside home features 3 bedrooms, s ...
Click For Pricing
Expedia
From $576 per night (USD)
VRBO
NEW LISTING Winter Seasonal 2024-2025 - On Lake Rescue & 9 min to Okemo
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Available for WINTER SEASONAL 2024-2025 Enjoy a picturesque Vermont getaway at The Snuggery, a meticulously maintained ...
From $576 per night (USD)
VRBO
From $955 per night (USD)
Expedia
Serene Vermont Retreat: Ski,golf, Relax, and Reconnect!
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Welcome to your Vermont retreat! Nestled near the base of Saskadena Six Ski Hill, and conveniently located just a short ...
From $955 per night (USD)
Expedia
From $315 per night (USD)
VRBO
2BR 1.5 BA Saltbox Quechee Retreat
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Welcome to Quechee! This charming saltbox condo offers a delightful blend of comfort and modern amenities, nestled withi ...
From $315 per night (USD)
VRBO
From $605 per night (USD)
Expedia
Welcome to The Homestead at Winterfound Fields – A Vintage Vermont Experience
Bedrooms:
4
Bathrooms:
5
Sleeps:
8
Nestled on the edge of Woodstock, VT, The Homestead at Winterfound Farm stands as a beacon of history and charm, invitin ...
From $605 per night (USD)
Expedia
From $500 per night (USD)
VRBO
Charming Quechee Condo: Serene 3BR Retreat with Forest Views
Bedrooms:
4
Bathrooms:
3
Sleeps:
7
Experience the serene beauty of Quechee Lakes with a stay at this charming three-bedroom, 2.5-bathroom hillside condo, p ...
From $500 per night (USD)
VRBO
$newly reno 3BR\/2BA relaxing golf course condo FORE!$
From $412 per night (USD)
Expedia
newly reno 3BR\/2BA relaxing golf course condo FORE!
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Indulge in the refined comfort of our recently upgraded condo, a distinctive end unit that invites you to relish a priva ...
From $412 per night (USD)
Expedia
From $312 per night (USD)
VRBO
NEW LISTING Rustic Charm Meets Modern Comfort at Rock Haven Sugar House in Reading, VT
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Nestled in the serene beauty of Reading, Vermont, the Rock Haven Sugar House offers a unique blend of rustic charm and m ...
From $312 per night (USD)
VRBO
From $570 per night (USD)
Expedia
Serene Vermont Retreat: Ski,golf, Relax, and Reconnect!
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Welcome to your perfect vacation retreat at Fairway Village, Quechee Lakes! Nestled amidst the serene beauty of Vermont, ...
From $570 per night (USD)
Expedia
From $582 per night (USD)
VRBO
House- Near Woodstock VT
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
This lovely cottage is the perfect home base for your trip to Woodstock VT. Nestled in the heart of the countryside in P ...
From $582 per night (USD)
VRBO
From $348 per night (USD)
Expedia
Quaint 1BR Getaway: 4 Minutes to Okemo Mountain
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Summary: Experience a cozy retreat in this 1BR apartment, only 4 minutes from Okemo Mountain. Features include a modern ...
From $348 per night (USD)
Expedia
From $306 per night (USD)
VRBO
Luxury Cabin #2 Hot Tub, Kayaks, Paddle Boards, 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 $245 per night (USD)
Expedia
Country Aparthotel, pond, views, kitchen, wifi, TV and nearby activities
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Damn Farm Apt. Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your des ...
From $245 per night (USD)
Expedia
From $439 per night (USD)
VRBO
Four Season Ski, Lake & Golf Chalet on Beautiful Lake Rescue in Ludlow
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Stunning Chalet on beautiful Lake Rescue, VT. Nestled along 100 feet of pristine shoreline, our breathtaking home in Lu ...
From $439 per night (USD)
VRBO
$Ski-in\/ski-out home with a private hot tub, dry sauna, wood fireplace, & balcony$
From $804 per night (USD)
Expedia
Ski-in\/ski-out home with a private hot tub, dry sauna, wood fireplace, & balcony
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Okemo Trailside 39A Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter you ...
From $804 per night (USD)
Expedia
From $1728 per night (USD)
VRBO
Ski In, Ski Out 3 Bedroom Condo on Okemo Mountain - Sleeps 12
Bedrooms:
4
Bathrooms:
3
Sleeps:
10
Welcome to this delightful, newly renovated condo on Okemo Mountain. This phenomenal, 3 floor property boasts the follow ...
From $1728 per night (USD)
VRBO
$The Lodge-Modern Ski-Out\/Ski-Out. Serene retreat Condo for the Outdoorsy type!$
From $597 per night (USD)
Expedia
The Lodge-Modern Ski-Out\/Ski-Out. Serene retreat Condo for the Outdoorsy type!
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Your Mountain Oasis Awaits! Imagine waking up to the pristine view of the lifts, slipping into your ski boots, and stepp ...
From $597 per night (USD)
Expedia
From $599 per night (USD)
VRBO
Our Quechee Escape: Spacious 4 - bedroom home in breathtaking central Vermont
Bedrooms:
5
Bathrooms:
5
Sleeps:
8
Boasting 3 large master bedrooms with attached baths, additional bedroom and 1.5 additional baths, our Quechee Escape pr ...
From $599 per night (USD)
VRBO
$Adventure-filled getaway, ponds, trails, dog-friendly, w\/d, BBQ, views & more$
From $1230 per night (USD)
Expedia
Adventure-filled getaway, ponds, trails, dog-friendly, w\/d, BBQ, views & more
Bedrooms:
3
Bathrooms:
6
Sleeps:
12
Great Pond Retreat Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $1230 per night (USD)
Expedia
From $668 per night (USD)
VRBO
Brand New 4 Bedroom House on Lake Pauline sleeps 8-10 perfect ski season rental
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Brand new 4/5 bedroom year round rental in Ludlow, VT on Lake Pauline with large windows on every floor with beautiful l ...
From $668 per night (USD)
VRBO
From $492 per night (USD)
VRBO
Spacious 5-bedroom Stone House in Historic Chester near Okemo
Bedrooms:
2
Bathrooms:
5
Sleeps:
8
This home is located in the heart of the Stone Village in Chester and was built in 1844 by the Clark brothers. This is o ...
From $492 per night (USD)
VRBO
From $650 per night (USD)
VRBO
Spacious 6-bedroom house in charming Quechee. Family friendly, all seasons!
Bedrooms:
6
Bathrooms:
6
Sleeps:
14
Nestled in Quechee Vermont , this delightful house boasts 6 bedrooms, including 2 king beds, 3 queen beds, and more. Exp ...
From $650 per night (USD)
VRBO
From $599 per night (USD)
Expedia
Sweet Solitude on 7+ acres just minutes from Okemo Mt.
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
Sweet Solitude is a 4-bedroom, 3.5-bath home on 7.6 acres outside Ludlow, VT. It is located approximately 5-7 minutes fr ...
From $599 per night (USD)
Expedia
$Relaxing home, gas fireplace, jetted tub, wifi, ping-pong, w\/d, views & wifi$
From $331 per night (USD)
VRBO
Relaxing home, gas fireplace, jetted tub, wifi, ping-pong, w\/d, views & wifi
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Ski Ya Soon Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desire ...
From $331 per night (USD)
VRBO
From $433 per night (USD)
Expedia
Charming 3-bedroom cottage in enchanting South Woodstock. Steps to GMHA!
Bedrooms:
2
Bathrooms:
3
Sleeps:
4
This 3/1.5 cottage is nestled in the Green Mountains of South Woodstock. A charming village known for its picturesque la ...
From $433 per night (USD)
Expedia
$Ultimate Ski Retreat - Ski in\/out at Okemo$
From $776 per night (USD)
VRBO
Ultimate Ski Retreat - Ski in\/out at Okemo
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Discover the ultimate ski-in/ski-out experience with this charming condo at Okemo. Perfectly positioned with direct view ...
From $776 per night (USD)
VRBO
$Cozy Slopeside Escape - Ski-In\/Out Condo at Okemo$
From $748 per night (USD)
Expedia
Cozy Slopeside Escape - Ski-In\/Out Condo at Okemo
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Discover your ideal mountain retreat at our comfortable 2-bedroom, 2-bathroom ski-in/ski-out condo at Okemo Mountain Res ...
From $748 per night (USD)
Expedia
$Charming farmhouse, riverfront, views, woodstove, w\/d, wifi, TV, kitchen, deck$
From $479 per night (USD)
VRBO
Charming farmhouse, riverfront, views, woodstove, w\/d, wifi, TV, kitchen, deck
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Country Riverside Retreat Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply ent ...
From $479 per night (USD)
VRBO
From $494 per night (USD)
Expedia
Quechee Club condo with golf courses, pools, tennis, gym, & easy ski access
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Kingswood 6E Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desir ...
From $494 per night (USD)
Expedia
$Beautiful bright condo with deck, wifi, kitchen, w\/d, bbq, mountain view, TV's$
From $419 per night (USD)
VRBO
Beautiful bright condo with deck, wifi, kitchen, w\/d, bbq, mountain view, TV's
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Mill Run 10E Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desir ...
From $419 per night (USD)
VRBO
$Stunning VT Lakefront and Ski House - Hottub, Fast Wifi, A\/C, & Firepit$
From $1008 per night (USD)
VRBO
Stunning VT Lakefront and Ski House - Hottub, Fast Wifi, A\/C, & Firepit
Bedrooms:
5
Bathrooms:
4
Sleeps:
12
Newly renovated, air conditioned, lake front home with a hot tub, fire pits and modern finishes. Tons of space, super co ...
From $1008 per night (USD)
VRBO
From $994 per night (USD)
VRBO
Quechee Mountaintop Escape: Wilderness meets sophistication .
Bedrooms:
5
Bathrooms:
5
Sleeps:
16
Wilderness meets sophistication on this unique 450 acre privately-owned mountaintop estate. Hit pause and soak in panora ...
From $994 per night (USD)
VRBO
From $597 per night (USD)
Expedia
Luxury 3BR Condo 10 Minutes to Okemo Mtn.
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Summary: Discover this luxurious condo just 10 minutes from Okemo Mountain at The Castle Resort and Spa, perfect for ski ...
From $597 per night (USD)
Expedia
From $384 per night (USD)
VRBO
CHARMING 4-bedroom cottage in Weston, Vermont. CLOSE TO SKI RESORTS
Bedrooms:
2
Bathrooms:
4
Sleeps:
9
Beautiful Vermont country home. Built in the 1820s, you’ll fall in love with this charming country cottage. 4 bedroom ...
From $384 per night (USD)
VRBO
$Okemo 3-bedroom Condo - Ski In \/ Ski Out at Winterplace$
From $1720 per night (USD)
Expedia
Okemo 3-bedroom Condo - Ski In \/ Ski Out at Winterplace
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Escape to this lovely condo in picturesque Ludlow, half way up Okemo Mountain Resort. A short walk to the top of the A/ ...
From $1720 per night (USD)
Expedia
$Private mountain lodge and estate w\/ lakes, trails, close to Dartmouth, & skiing$
From $1982 per night (USD)
VRBO
Private mountain lodge and estate w\/ lakes, trails, close to Dartmouth, & skiing
Bedrooms:
7
Bathrooms:
6
Sleeps:
12
Trillium Estate, Sharon, Vermont This is a completely private vacation compound in the heart of the Green Mountains o ...
From $1982 per night (USD)
VRBO
From $588 per night (USD)
Expedia
Charming Quechee Lakes Retreat: Cozy Fireplace, Scenic Views, and Modern Amenities
Bedrooms:
4
Bathrooms:
3
Sleeps:
6
Experience the authentic charm and tranquility of Vermont at this stunning home in the Quechee Lakes community. At Field ...
From $588 per night (USD)
Expedia
$New single family 3BR\/3BR great for families$
From $445 per night (USD)
VRBO
New single family 3BR\/3BR great for families
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Nestled in the heart of the Quechee Lakes 4-Season Resort, this beautifully appointed 3-bedroom, 3-bathroom single-famil ...
From $445 per night (USD)
VRBO
From $928 per night (USD)
Expedia
Charming 5-BR Farmhouse Minutes to Okemo
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
Summary: Gather your family and friends in this spacious farmhouse located in Ludlow, Vermont, just minutes to Okemo Mou ...
From $928 per night (USD)
Expedia
From $1172 per night (USD)
VRBO
Newly Renovated 5-BR Home 10-min to Okemo
Bedrooms:
4
Bathrooms:
5
Sleeps:
8
Summary: Gather your family and friends at Hammond House, a newly renovated 5-BR home just minutes from Okemo Mountain. ...
From $1172 per night (USD)
VRBO
$Charming 3-bedroom home with 3 TVs\/WiFi in quintessential Cavendish, Vermont!$
From $257 per night (USD)
Expedia
Charming 3-bedroom home with 3 TVs\/WiFi in quintessential Cavendish, Vermont!
Bedrooms:
1
Bathrooms:
3
Sleeps:
5
Discover the beauty of Cavendish from this 3-bedroom house. This adorable property features 1 queen bed, 1 full bed, and ...
From $257 per night (USD)
Expedia
$Charming 3BR 2BA 7 minutes to Okemo. Hot Tub\/Fireplace, Game Room!$
From $387 per night (USD)
VRBO
Charming 3BR 2BA 7 minutes to Okemo. Hot Tub\/Fireplace, Game Room!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Nestled minutes from downtown Ludlow, our 3-bedroom/2Bath house offers a wonderful retreat in any season. The bright, a ...
From $387 per night (USD)
VRBO
From $614 per night (USD)
Expedia
New! Fox Crossing - 3bd Luxury Quechee Club Home
Bedrooms:
4
Bathrooms:
3
Sleeps:
7
Indulge in the ultimate Quechee getaway at this newly renovated luxury estate, where elegance meets modern comfort. From ...
From $614 per night (USD)
Expedia
From $775 per night (USD)
VRBO
NEW LISTING! Vermont Serenity by Okemo ~ RA498010
Bedrooms:
4
Bathrooms:
5
Sleeps:
12
Nestled in the picturesque Green Mountain Forest, our charming cabin in Ludlow offers a perfect retreat for all seasons. ...
From $775 per night (USD)
VRBO
From $314 per night (USD)
Expedia
Ludlow Cabin: 3 Mi to Dtwn, Deck & Mountain Views
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
4 Mi to Okemo Mountain Resort Step back in time and immerse yourself in the charm of Old Vermont when you stay at this ...
From $314 per night (USD)
Expedia
$Spacious dog-friendly house w\/ woodstove, fenced-in yard, BBQ, wifi, w\/d, TV$
From $601 per night (USD)
VRBO
Spacious dog-friendly house w\/ woodstove, fenced-in yard, BBQ, wifi, w\/d, TV
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Town & Mountain Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
From $601 per night (USD)
VRBO
From $358 per night (USD)
Expedia
4 Mi to Okemo Mountain Resort: Ludlow Cottage
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Gas Fireplace | Gas Grill | Deck | Quiet & Serene Location Immerse yourself in an enchanting blend of mountain vistas a ...
From $358 per night (USD)
Expedia
From $536 per night (USD)
VRBO
4-BR Lakeside Retreat; 4 Minutes from Okemo
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Summary: Experience the perfect blend of lakefront serenity and mountain adventure in this 4-bedroom, 1.5-bathroom home, ...
From $536 per night (USD)
VRBO
From $496 per night (USD)
Expedia
Enchanting 3-bedroom house in Ludlow Walking distance to the Blue parking Lot
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Make yourself at home in this 3-bedroom Ludlow retreat. This lovely house features 2 king beds, 1 queen bed, 1 twin bed, ...
From $496 per night (USD)
Expedia
$Inviting Ski-In\/Ski-Out Condo at Okemo +Hot Tub$
From $1133 per night (USD)
VRBO
Inviting Ski-In\/Ski-Out Condo at Okemo +Hot Tub
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Summary: This 3-bedroom, 2-bathroom condo at Okemo offers the ultimate ski retreat. Enjoy direct ski access right out th ...
From $1133 per night (USD)
VRBO
From $2482 per night (USD)
VRBO
Spacious and Close to Ski Lifts, Family-Friendly Condo at Solitude on Okemo
Bedrooms:
5
Bathrooms:
3
Sleeps:
8
Enjoy a spacious two story floor-plan with 3.5 baths and cathedral ceilings. Sip a glass of wine by the wood-burning fir ...
From $2482 per night (USD)
VRBO
$Well-appointed Ski on\/off Condo$
From $2181 per night (USD)
VRBO
Well-appointed Ski on\/off Condo
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Welcome to your exquisite alpine retreat! This stunning 4-bedroom condo, nestled within Southface Village at Okemo, invi ...
From $2181 per night (USD)
VRBO
From $947 per night (USD)
VRBO
Clean and Modern Ski Condo at Okemo's Winterplace - Indoor Pool Access
Bedrooms:
2
Bathrooms:
3
Sleeps:
10
This three bedroom, two bath, immaculate and modern condominium is fully equipped. There is a woodburning fireplace and ...
From $947 per night (USD)
VRBO
From $889 per night (USD)
VRBO
Cute, Family Friendly Condo at Okemo's Solitude - Access to Indoor Pool
Bedrooms:
3
Bathrooms:
2
Sleeps:
8
This slope-side condominium has a wonderful mountain view direct ski access and a convenient floor-plan. The primary b ...
From $889 per night (USD)
VRBO
From $793 per night (USD)
Expedia
Cozy 2-BR Winterplace Condo Steps from Okemo Mtn.
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Summary: Discover this charming condominium just steps from Okemo Mountain. Featuring 2 bedrooms and 2 bathrooms, it’s t ...
From $793 per night (USD)
Expedia
$Riverfront mountain view house w\/ fireplace, firepit, decks, w\/d, wifi, yard$
From $662 per night (USD)
VRBO
Riverfront mountain view house w\/ fireplace, firepit, decks, w\/d, wifi, yard
Bedrooms:
5
Bathrooms:
4
Sleeps:
8
Rivers Bend Retreat Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter you ...
From $662 per night (USD)
VRBO
From $198 per night (USD)
Expedia
3-bedrooms and bath in welcoming Chester with WiFi, AC.
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Unwind in Chester at this lovely apartment. With 3 nice bedrooms, WiFi, AC, and heating, guests will feel right at home. ...
From $198 per night (USD)
Expedia
From $747 per night (USD)
VRBO
NEW! Tigertown Lodge ~ RA496108
Bedrooms:
4
Bathrooms:
4
Sleeps:
14
Welcome to our serene and spacious home nestled on a breathtaking 200-acre estate, where you can explore miles of pristi ...
From $747 per night (USD)
VRBO
$Cozy farmhouse w\/ TV, wifi, w\/d, dvd player, kitchen, board games$
From $375 per night (USD)
Expedia
Cozy farmhouse w\/ TV, wifi, w\/d, dvd player, kitchen, board games
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
House At Dream Barn Hollow Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply en ...
From $375 per night (USD)
Expedia
$Dog-friendly house w\/ deck, EV charger, fireplace, partial a\/c, BBQ, w\/d, wifi$
From $612 per night (USD)
VRBO
Dog-friendly house w\/ deck, EV charger, fireplace, partial a\/c, BBQ, w\/d, wifi
Bedrooms:
2
Bathrooms:
4
Sleeps:
6
The Hollow Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired ...
From $612 per night (USD)
VRBO
From $1043 per night (USD)
Expedia
Charming 3-BR Mountain View Retreat 3-min to Okemo
Bedrooms:
4
Bathrooms:
3
Sleeps:
8
Summary: Discover the perfect blend of comfort and adventure in this 3-BR mountain view retreat. Nestled in Ludlow, Verm ...
From $1043 per night (USD)
Expedia
From $558 per night (USD)
VRBO
Tranquil 3-bedroom house with WiFi in Ludlow, just a half-mile to Okemo.
Bedrooms:
2
Bathrooms:
3
Sleeps:
12
Your group will be close to everything in Ludlow when you stay at this centrally-located 3-bedroom house. Right in tow ...
From $558 per night (USD)
VRBO
From $123 per night (USD)
Expedia
Beautiful Holiday Inn Club Mount Ascutney Resort
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Nestled in the quiet community of Brownsville within West Windsor is their charming mountainside retreat, Mount Ascutney ...
From $123 per night (USD)
Expedia
From $334 per night (USD)
VRBO
Spacious 5-bedroom chalet with AC and WiFi in charming Chester
Bedrooms:
3
Bathrooms:
5
Sleeps:
8
Discover this 5-bedroom gem in Chester. This charming chalet offers a serene and lovely retreat for guests. With a mix o ...
From $334 per night (USD)
VRBO
From $308 per night (USD)
Expedia
Beautiful Holiday Inn Club Mount Ascutney Resort
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Nestled in the quiet community of Brownsville within West Windsor is their charming mountainside retreat, Mount Ascutney ...
From $308 per night (USD)
Expedia
$Quaint 3-BR Ski-In\/Ski-Out Condo at Okemo$
From $1163 per night (USD)
VRBO
Quaint 3-BR Ski-In\/Ski-Out Condo at Okemo
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Summary: Experience the ultimate mountain getaway in this inviting condo, just steps from Okemo Mountain. This 3-bedroom ...
From $1163 per night (USD)
VRBO
$Stylish Midcentury Modern Ski Condo - Shuttle to Okemo - 3BR\/2BA - Sleeps 8$
From $529 per night (USD)
VRBO
Stylish Midcentury Modern Ski Condo - Shuttle to Okemo - 3BR\/2BA - Sleeps 8
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Welcome to our fully renovated Midcentury Modern Mountain Ski Condo, ideally located near Okemo Mountain! This 3-bedroom ...
From $529 per night (USD)
VRBO
From $762 per night (USD)
VRBO
Spacious 5-bedroom SKI house in Ludlow with WiFi access
Bedrooms:
2
Bathrooms:
5
Sleeps:
10
Stay comfortably in Ludlow at this 5-bedroom house. This adorable property features 1 king bed, 3 queen beds, and 1 bunk ...
From $762 per night (USD)
VRBO
From $813 per night (USD)
Expedia
The Washburn: Renovated 4-BR Home 2-Min to Okemo
Bedrooms:
5
Bathrooms:
4
Sleeps:
8
Summary: Gather your family and friends for an unforgettable stay at this newly renovated 4-BR house just 2 minutes from ...
From $813 per night (USD)
Expedia
From $305 per night (USD)
VRBO
3 Mi to Weathersfield Trails: Dog-Friendly Cabin!
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Close to Hiking, Skiing & Fishing | Dogs Welcome w/ Fee | Open-Concept Living Space w/ Pellet Stove Discover a pictures ...
From $305 per night (USD)
VRBO
From $130 per night (USD)
Expedia
OnQ: A condo in Quechee Lakes overlooking the Ottauquechee River
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Modern, bright condo in Quechee Lakes with 2 bedrooms. This delightful condo features a bedroom with 1 queen bed and ano ...
From $130 per night (USD)
Expedia
$Mountainside condo w\/ fireplaces, walk to lifts, 2 kitchens, wifi, TVs, bunkroom$
From $462 per night (USD)
VRBO
Mountainside condo w\/ fireplaces, walk to lifts, 2 kitchens, wifi, TVs, bunkroom
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Okemo Village C6 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $462 per night (USD)
VRBO
From $397 per night (USD)
Expedia
Cosy 1850s farmhouse with swim pond and firepit, hiking, Dartmouth, King Arthur
Bedrooms:
2
Bathrooms:
4
Sleeps:
9
Relax with the whole family at this peaceful place to stay. Enjoy country walks and cosy nights by the fire. Easy to ge ...
From $397 per night (USD)
Expedia
From $701 per night (USD)
VRBO
Mountain views, Midcentury Modern with hottub, fireplaces, on 10 acres.
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Privately set back on 10 acres with epic eastern views off a large wrap-around deck, this mid-century style retreat is g ...
From $701 per night (USD)
VRBO
From $384 per night (USD)
VRBO
FOUR SEASON HOME NEAR OKEMO
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Enjoy our newly renovated 3 BR home in the idyllic town of Chester. A great getaway for any of the Four Seasons. 15 minu ...
From $384 per night (USD)
VRBO
From $852 per night (USD)
VRBO
Serene 4-BR Farmhouse 5 min to Okemo
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Summary: Gather your family and friends in this serene 4-BR farmhouse just 5 minutes from Okemo Mountain. This tranquil ...
From $852 per night (USD)
VRBO
$2-BR Winterplace Ski-In\/Ski-Out Okemo Escape$
From $928 per night (USD)
Expedia
2-BR Winterplace Ski-In\/Ski-Out Okemo Escape
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Summary: Escape to this charming 2-bedroom, 2-bathroom condo in Winterplace’s K Building, ideal for up to 6 guests. Enjo ...
From $928 per night (USD)
Expedia
From $641 per night (USD)
VRBO
Cozy Vermont House Near Killington and Woodstock. Discounted lift tickets!
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Escape to this mountain hideaway, just 10 minutes from Killington and 15 minutes from Woodstock, VT! Whether you're here ...
From $641 per night (USD)
VRBO
$Mountain Escape 3 BR Condo at Okemo w\/ Fireplace$
From $950 per night (USD)
Expedia
Mountain Escape 3 BR Condo at Okemo w\/ Fireplace
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Summary: Experience mountain living in this 3-bedroom condo at Okemo Mountain at Winterplace O204, perfect for ski enthu ...
From $950 per night (USD)
Expedia
$BRAND NEW 8 Bedroom House\/On Shuttle Route\/Walk to Downtown \/Minutes to Okemo$
From $1522 per night (USD)
VRBO
BRAND NEW 8 Bedroom House\/On Shuttle Route\/Walk to Downtown \/Minutes to Okemo
Bedrooms:
4
Bathrooms:
8
Sleeps:
18
Welcome to your luxurious Vermont getaway! This home has been fully renovated from top to bottom, offering a fresh and m ...
From $1522 per night (USD)
VRBO
From $2802 per night (USD)
VRBO
Stunning Ski Condo on Shuttle Route at Okemo Trailside
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Escape to the slopes with this stunning ski condo located right at Okemo Trailside. Enjoy the convenience of ski-in/ski- ...
From $2802 per night (USD)
VRBO
$Ski-In\/Ski-Out Hike and Swim Okemo Luxury Rustic Condo$
From $672 per night (USD)
VRBO
Ski-In\/Ski-Out Hike and Swim Okemo Luxury Rustic Condo
Bedrooms:
3
Bathrooms:
2
Sleeps:
8
Enjoy all four seasons at Okemo Mountain at this luxury 2 bedroom condo. With 2 king beds, 1 bunk bed, a sofa bed, and 2 ...
From $672 per night (USD)
VRBO
$Charming 2-bedroom apartment with WiFi, Heat & AC in a country setting\nRoyalton$
From $373 per night (USD)
Expedia
Charming 2-bedroom apartment with WiFi, Heat & AC in a country setting\nRoyalton
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Unwind in Royalton at this fabulous apartment. This amazing property features 2 bedrooms with a king and queen bed, 2 ba ...
From $373 per night (USD)
Expedia
$Gorgeous 3BR Ski-In\/Ski-Out Condo at Okemo$
From $935 per night (USD)
VRBO
Gorgeous 3BR Ski-In\/Ski-Out Condo at Okemo
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Summary: Enjoy slope-side living in this gorgeous 3BR, 2BA condo at Winterplace, Okemo. Ski-in/ski-out access makes it p ...
From $935 per night (USD)
VRBO
$Luxury 5BR Ski-in\/Ski-out Condo at SouthFace Okemo–The Perfect Mountain Getaway$
From $2608 per night (USD)
Expedia
Luxury 5BR Ski-in\/Ski-out Condo at SouthFace Okemo–The Perfect Mountain Getaway
Bedrooms:
5
Bathrooms:
5
Sleeps:
12
Experience mountain luxury and stunning views at our brand-new, beautifully furnished 5-bedroom condo in SouthFace Villa ...
From $2608 per night (USD)
Expedia
From $615 per night (USD)
VRBO
Mountain View 3-BR Cavendish Lodge
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Summary: Escape to this charming 3-BR home in Cavendish, Vermont, just 10 minutes from Okemo Mountain. Ideal for a group ...
From $615 per night (USD)
VRBO
From $441 per night (USD)
Expedia
3-Bedroom Fairway Village Condo
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to Fairway Village, your ideal getaway where comfort meets style. This stunning vacation rental offers the perfe ...
From $441 per night (USD)
Expedia
$Near Okemo Slopes: Peaceful Home w\/ Trail Access$
From $637 per night (USD)
VRBO
Near Okemo Slopes: Peaceful Home w\/ Trail Access
Bedrooms:
2
Bathrooms:
3
Sleeps:
5
2,000 Sq Ft | Family Friendly | Quick Drive to Mountain + Main Street | Pond & Foliage Views Experience mountain life w ...
From $637 per night (USD)
VRBO
From $635 per night (USD)
Expedia
18+ acres! Sun drenched 5 bedroom. 12 min from Okemo! VAST trails 5 min away!
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
Escape to this delightful house in picturesque Weston. This lovely property boasts 5 bedrooms, including 2 king beds, 2 ...
From $635 per night (USD)
Expedia

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