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 $206 per night (USD)
VRBO
Condo with Ski-in/Ski-Out Access + Mountain Views
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Welcome to our cozy and charming ski-in/ski-out condo in Okemo with mountain views! Walk out your door and experience th ...
From $206 per night (USD)
VRBO
From $1658 per night (USD)
Expedia
Spacious + Charming House | Arcade, Pool, Hot Tub
Bedrooms:
6
Bathrooms:
6
Sleeps:
16
Welcome to our spacious and equipped house in Okemo, perfect for your mountain vacation! You will love the mid-mountain ...
From $1658 per night (USD)
Expedia
From $481 per night (USD)
VRBO
Fireplace, Woods, Club Access - Modern Quechee
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Summary: Modern 3BR, 2.5Ba Vermont retreat for 6! Located just minutes from Woodstock, Hanover, and the Upper Valley, th ...
From $481 per night (USD)
VRBO
From $695 per night (USD)
Expedia
Blue & Sonny Hollow: Modern Cabin Firepit & Trails
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Summary: Escape to Blue & Sonny Hollow, a charming, modern log cabin nestled on an expansive acreage in Hartland, VT. ...
From $695 per night (USD)
Expedia
From $480 per night (USD)
VRBO
New Construction Post and Beam, 5 Wooded Acres w/ 2 acre Pond
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Private Pond | Post & Beam | Nature Retreat in Plymouth, VT Welcome to your peaceful escape in the woods of Plymouth, V ...
From $480 per night (USD)
VRBO
From $396 per night (USD)
Expedia
Delightful house w/ hot tub, wrap-around deck, ping-pong-pool table, fireplaces
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Kindred Hollow Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your des ...
From $396 per night (USD)
Expedia
From $381 per night (USD)
VRBO
Beautiful two-level condo w/ balcony, fireplace, partial a/c, near Quechee Club
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Sugar Hill 1D Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desi ...
From $381 per night (USD)
VRBO
From $253 per night (USD)
Expedia
Spacious condo with mountain view, fireplace, a/c, walk to Lake Pinneo
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Newton Village 2B Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $253 per night (USD)
Expedia
From $339 per night (USD)
VRBO
Fireplace, Game Room, Corner Condo | Sugar Hill 3E
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Summary: Please SEE: Other Things to Note For Area Details, Please SEE: The Neighborhood & Getting Around *Pet Friendly, ...
From $339 per night (USD)
VRBO
From $109 per night (USD)
Expedia
Mount Ascutney Beautiful 1 Bedroom Resort In Brownsville Vermont an IHG Vacation
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Nestled in the quiet community of Brownsville within West Windsor is our charming mountainside retreat, Mount Ascutney R ...
From $109 per night (USD)
Expedia
From $323 per night (USD)
VRBO
Mountainside Condo w/ Access to Pool + Ski Shuttle
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Come and stay in our cozy and charming mountainside condo at Okemo Mountain Resort! Located near the summit of the two S ...
From $323 per night (USD)
VRBO
From $288 per night (USD)
Expedia
Mountainside Suite! Arcade, Pool, Hot Tub Access
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
When you stay at Okemo Mountain Resort, you will love to return to our cozy and charming suite, located mid-mountain at ...
From $288 per night (USD)
Expedia
From $131 per night (USD)
VRBO
Mount Ascutney 1 Bedroom in Brownsville Vermont an IHG Holiday Inn Club Resort
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Nestled in the quiet community of Brownsville within West Windsor is our charming mountainside retreat, Mount Ascutney R ...
From $131 per night (USD)
VRBO
From $83 per night (USD)
Expedia
Mount Ascutney Resort in Beautiful Brownsville Vermont Amazing 1 Bedroom
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Nestled in the quiet community of Brownsville within West Windsor is our charming mountainside retreat, Mount Ascutney R ...
From $83 per night (USD)
Expedia
From $152 per night (USD)
VRBO
Mount Ascutney in Brownsville Vermont, A Beautiful Holiday Inn Club Resort
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Nestled in the quiet community of Brownsville within West Windsor is our charming mountainside retreat, Mount Ascutney R ...
From $152 per night (USD)
VRBO
From $151 per night (USD)
Expedia
Mount Ascutney in Brownsville Vermont an Enchanting Holiday Inn Club Resort
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Welcome to this enchanting resort in West Windsor. Nestled in the quiet community of Brownsville within West Windsor is ...
From $151 per night (USD)
Expedia
From $202 per night (USD)
VRBO
Historic Hilltop Farmstead with Sweeping Views & Private Hot Tub
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Originally built in 1817 by the Macintosh family, our charming farmstead blends rich history with serene countryside bea ...
From $202 per night (USD)
VRBO
From $508 per night (USD)
Expedia
Cozy Chalet 2 min drive to Okemo Base and Downtown, and 5 min to Jackson Gore.
Bedrooms:
2
Bathrooms:
3
Sleeps:
10
Newly renovated chalet a few minutes walk to Okemo Clocktower Base and to Downtown Ludlow. Amenities include new applian ...
From $508 per night (USD)
Expedia
From $520 per night (USD)
VRBO
Large Farmhouse Steps from Downtown Ludlow & Okemo Shuttle
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Discover the perfect blend of comfort and convenience in this serene Ludlow escape. With four cozy bedrooms—featuring 2 ...
From $520 per night (USD)
VRBO
From $477 per night (USD)
Expedia
Mountain Views! Bonus Room | Sugarhouse Hideaway
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Summary: The ultimate Vermont escape at Sugarhouse Hideaway, where breathtaking views of Mt. Washington meet luxurious c ...
From $477 per night (USD)
Expedia
From $390 per night (USD)
VRBO
Cozy 3-BR Retreat Minutes from Okemo
Bedrooms:
4
Bathrooms:
3
Sleeps:
8
Summary: Nestled along Vermont's scenic Route 100, this beautifully updated 1900s farmhouse blends timeless charm with t ...
From $390 per night (USD)
VRBO
From $589 per night (USD)
Expedia
Equinox Haus: Private retreat with pool table, hot tub and hiking trails
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Discover the charm of the Equinox Haus where luxury meets nature. This 4-bedroom haven boasts a unique blend of amenitie ...
From $589 per night (USD)
Expedia
From $669 per night (USD)
VRBO
Downtown Ludlow, walk to ski shuttle, room for multiple families, pet friendly!
Bedrooms:
5
Bathrooms:
4
Sleeps:
10
Welcome to The Washburn Home of Vermont's 31st Governor, Peter Thatcher Washburn This 4-bedroom, 4.5-bathroom home is pe ...
From $669 per night (USD)
VRBO
From $481 per night (USD)
Expedia
Cozy Brookside Cabin with Hot Tub | Woodstock VT
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Summary: Welcome to Broad Brook Cabin! Nestled between picturesque Woodstock, Vermont, and Killington Ski Resort. Reconn ...
From $481 per night (USD)
Expedia
From $282 per night (USD)
VRBO
All New 1-bedroom cottage on a private pond in Woodstock with WiFi, AC
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Get ready to relax in this all new 1-bedroom cottage in Woodstock. The full kitchen is complete with electric stove/oven ...
From $282 per night (USD)
VRBO
From $326 per night (USD)
VRBO
The Okemo Cabin, Cozy 3 Bedroom Cabin minutes to Okemo and VAST Trail System
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Escape to The Okemo Cabin, nestled in the serene landscapes of Cavendish, VT. This charming 3-bedroom, 2-bathroom haven ...
From $326 per night (USD)
VRBO
From $712 per night (USD)
VRBO
Retreat to the mountains! Near waterfalls, golf, adventure park, hiking trails and more!
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
Nestled on 5 acres of serene, wooded property in Ludlow, Vermont, this spacious 5-bedroom home offers the perfect blend ...
From $712 per night (USD)
VRBO
From $1017 per night (USD)
VRBO
Luxury 5-bedroom house in Quechee near golf and Quechee Club
Bedrooms:
3
Bathrooms:
5
Sleeps:
8
Modern sauna and spa-like finishes. Game room with pool table and foosball. Very large family room with roaring fire. ...
From $1017 per night (USD)
VRBO
From $350 per night (USD)
VRBO
5BR Chalet in Historic Town bet Killington & Okemo
Bedrooms:
3
Bathrooms:
5
Sleeps:
12
“Coolidge Retreat” 5 bedroom secluded Chalet on a 5 acres of hilly forest land with a Hot tub (w/ a separate service fee ...
From $350 per night (USD)
VRBO
From $763 per night (USD)
VRBO
Luxury Ski on Ski off 3 bedroom 2 baths, brand new house on Okemo mountain
Bedrooms:
2
Bathrooms:
3
Sleeps:
10
Brand new ski in/ski out entire lower level of a luxury house. Spacious, family friendly, three bedroom two bath, living ...
From $763 per night (USD)
VRBO
From $294 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 $294 per night (USD)
VRBO
From $1228 per night (USD)
VRBO
Stunning VT Lakefront and Ski House - Hottub, Fast Wifi, A/C, & Firepit
Bedrooms:
4
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 $1228 per night (USD)
VRBO
From $492 per night (USD)
VRBO
Spacious 5-bedroom Historic Stone House 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 $280 per night (USD)
Expedia
Beautiful 2-BR 2.5-BA End Unit Townhome at Quechee Lakes
Bedrooms:
2
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)
Expedia
From $819 per night (USD)
VRBO
Killington/Woodstock Getaway
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
This recently renovated home has two separate units making up one rental that is perfect for big groups who want to be t ...
From $819 per night (USD)
VRBO
From $852 per night (USD)
Expedia
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 $852 per night (USD)
Expedia
From $1307 per night (USD)
VRBO
The Cobble House, Exceptional Country House Sleeps 10/Near Killington, Woodstock
Bedrooms:
5
Bathrooms:
5
Sleeps:
10
Above the White River in the foothills of the Green Mountains, The Cobble House is a restored country retreat – a 19th C ...
From $1307 per night (USD)
VRBO
From $1801 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 $1801 per night (USD)
Expedia
Click For Pricing
VRBO
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 ...
Click For Pricing
VRBO
From $991 per night (USD)
Expedia
Mountainside 5-BR Ski-In/Out Okemo Estate
Bedrooms:
3
Bathrooms:
5
Sleeps:
12
Summary: Enjoy the pinnacle of Okemo Mountain living in this top-of-market ski-in, ski-out, 5-BR home. Property features ...
From $991 per night (USD)
Expedia
From $600 per night (USD)
VRBO
Mountain Bliss and Lodge | Morey Mountain Retreat
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Summary: Experience the beauty of Quechee, Vermont in this unique 4-bedroom 2 bath, dog friendly, home in the serene Que ...
From $600 per night (USD)
VRBO
From $421 per night (USD)
Expedia
Wise Pines Renovated Barn [Bunkhouse]
Bedrooms:
2
Bathrooms:
2
Sleeps:
12
Wise Pines is a Holistic & Sustainable Inn/Hiker Hostel that offers a unique farm experience. In the rural woods of Verm ...
From $421 per night (USD)
Expedia
From $207 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 $207 per night (USD)
VRBO
From $207 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 $207 per night (USD)
Expedia
From $430 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 $430 per night (USD)
VRBO
From $482 per night (USD)
VRBO
Killington, Right Side of Duplex, Outside HotTub, Charming, Cozy, Clean
Bedrooms:
1
Bathrooms:
4
Sleeps:
10
Please See Property # 110078 FOR MORE REVIEWS Note: Both Sides of the Duplex , Available For Large Groups * 8 Bedrooms, ...
From $482 per night (USD)
VRBO
From $487 per night (USD)
VRBO
Exquisite Log Home with views near Woodstock, Vermont
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
This beautiful Vermont log home is for rent for all seasons. It contains 4 bedrooms, 3 bathrooms, a gourmet kitchen with ...
From $487 per night (USD)
VRBO
From $885 per night (USD)
VRBO
On Shuttle, LIMITED PARKING, Hot Tub, Game room, NEW Dining/renovated Kitchen
Bedrooms:
4
Bathrooms:
5
Sleeps:
16
2024 has brought new updates to an amazing property. The addition of a separate dining area has allowed us to give the ...
From $885 per night (USD)
VRBO
From $371 per night (USD)
VRBO
Spacious Four Seasons Home On Okemo Mountain
Bedrooms:
3
Bathrooms:
4
Sleeps:
6
Alpen Meadows 21-C is a free-standing single-family home located in a quiet community on Okemo Mountain and close proxim ...
From $371 per night (USD)
VRBO
From $472 per night (USD)
VRBO
Amazing family getaway on Okemo Mountain, Wii, Games room and more!!
Bedrooms:
2
Bathrooms:
3
Sleeps:
10
Just 2 minutes from Okemo base!! Totally renovated, this home offers everything you could ever need at home, or on Va ...
From $472 per night (USD)
VRBO
From $516 per night (USD)
VRBO
GORGEOUS LAKEFRONT - Autumn Splendor - Private Setting - 5 Mins to Okemo!
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
This is the perfect location for a fabulous summer or fall vacation (winter's amazing, too!) Wake up to the peaceful bea ...
From $516 per night (USD)
VRBO
From $140 per night (USD)
VRBO
Vermont Hillside Cottage w/Great View - Pet Friendly, Fee Required
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Adorable Cozy Cottage - sits on a mountainside with an OMG view- ideal for Cyclist, Skiers, Fall Leaf Peakers, Summer ge ...
From $140 per night (USD)
VRBO
From $673 per night (USD)
VRBO
Lake Front home on Lake Rescue. Sunset views, peaceful home with a private dock.
Bedrooms:
1
Bathrooms:
4
Sleeps:
8
Lovely house located on Lake Rescue home beautifully cared for. Has 3 bedrooms, 1 .5 bathrooms and a loft. Property is ...
From $673 per night (USD)
VRBO
From $1722 per night (USD)
VRBO
Private Indoor Pool With A Beautiful House Attached
Bedrooms:
4
Bathrooms:
5
Sleeps:
12
Beautifully constructed mountain home on three levels located above the Okemo Base Lodge. Perfect for 2 or 3 families Pr ...
From $1722 per night (USD)
VRBO
From $508 per night (USD)
VRBO
2025-26 Seasonal Rental Available: Completely Remodeled 2024 Ski in-out Condo
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Inquire for Seasonal Rental information. Okemo Trailside 23D, Lower Level Why drive to the lifts when you don’t have to? ...
From $508 per night (USD)
VRBO
From $828 per night (USD)
VRBO
OKEMO Trailside Ski Condo, Walk to Sachem Trail, Sleeps 8
Bedrooms:
1
Bathrooms:
2
Sleeps:
8
Discover our cozy ski home steps from the Sachem Trail. There are 2 bedrooms each with a queen bed plus a large loft wi ...
From $828 per night (USD)
VRBO
From $635 per night (USD)
VRBO
Stonewall Lodge in Barnard, VT. Killington Mt, Saskadena Six, Pico Mt. Ski
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Spectacular log residence in the farm hills of Barnard - Vermont. 4 miles to town center and 'Silver Lake' state park. ...
From $635 per night (USD)
VRBO
From $1073 per night (USD)
VRBO
Ski in, Ski Out Luxury Mountain Home Featuring 2 Master Suites Top of Mountain
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Large Free-Standing Condo, Ski In, Ski Out, 2 Master Suites, 8 person hot tub overlooking the Quechee Ski Hill with spec ...
From $1073 per night (USD)
VRBO
From $479 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 $479 per night (USD)
VRBO
From $415 per night (USD)
VRBO
Winter On The Slopes, Summer On The Lake! 3 Br, 2 Baths, Sleeps 8
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
This year-round home is on Lake Rescue, just 2 miles from Okemo's Jackson Gore base area (the easiest access to the moun ...
From $415 per night (USD)
VRBO
From $359 per night (USD)
VRBO
Gorgeous Ski Chalet with Game Room & Hot Tub on Okemo Mt. under 1 mile to base!
Bedrooms:
3
Bathrooms:
4
Sleeps:
12
Contact owner for last minute deals and discounts on longer stays. Private, Cozy Country Chalet in Ludlow on the west si ...
From $359 per night (USD)
VRBO
From $276 per night (USD)
VRBO
Beautiful views overlooking the Quechee
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Beautifully renovated condominium convenient to Quechee golf courses and clubhouse, as well as the villages of Quechee a ...
From $276 per night (USD)
VRBO
From $329 per night (USD)
VRBO
Beautiful Cozy Log Cabin w/ HOT TUB - Right In Mtn Community! Great All Seasons
Bedrooms:
2
Bathrooms:
4
Sleeps:
14
Summer, Fall, Thanksgiving and Key December, February and March WINTER date still open 2025-2026!! Inquire within! 4 B ...
From $329 per night (USD)
VRBO
From $466 per night (USD)
VRBO
Victorian Village Home in Town! with access to shuttle service to Okemo.
Bedrooms:
2
Bathrooms:
5
Sleeps:
12
This is an exceptional village home with refurbished wood floors and attention to detail throughout. Thoughtfully renova ...
From $466 per night (USD)
VRBO
From $997 per night (USD)
VRBO
Ski On/Ski Off Sachem Trail, 4 Bedroom Ski Chalet On Okemo, Mtn.
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Our warm/cozy home is perfectly located off the Sachem Trail at Okemo Mountain (ski on/off). Our first floor has a mudro ...
From $997 per night (USD)
VRBO
From $399 per night (USD)
Expedia
As featured in the NY Times: charming, home on Lake Rescue, minutes from Okemo.
Bedrooms:
1
Bathrooms:
3
Sleeps:
8
Please click on option "Ask Owner a question" for availability before clicking on "Request to book". Our charming, upd ...
From $399 per night (USD)
Expedia
From $1699 per night (USD)
VRBO
New rates! Okemo -Ideal for Families, Ski On/Off, ALL winter. Winterplace 3 bdrm
Bedrooms:
2
Bathrooms:
3
Sleeps:
10
Fantastic access!! Lose no time, step into your skis at our patio. Hit the slopes in 1 minute! If the weather tur ...
From $1699 per night (USD)
VRBO
From $513 per night (USD)
Expedia
4 B.R. Ski Chalet: Minutes to Slopes
Bedrooms:
2
Bathrooms:
4
Sleeps:
12
Just a 6-minute drive from Okemo’s base lodge, our cozy chalet offers the perfect escape into a serene forest. Step int ...
From $513 per night (USD)
Expedia
From $1248 per night (USD)
VRBO
OKEMO Mountain-Incredible view of the slopes!
Bedrooms:
4
Bathrooms:
5
Sleeps:
15
This spacious 5 bedroom, 4 full bath ski home is the perfect place for large groups. Sleeps 14. Only 5 miles to Okemo S ...
From $1248 per night (USD)
VRBO
From $464 per night (USD)
VRBO
2 BR/2BA Ski In/Ski Out Condo on Okemo Mountain- Sleeps 6
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
*Kettlebrook (H Bldg) on Okemo Mountain, 2 floor loft condo w/ vaulted ceilings- 1,246 sq ft *True Ski In/Ski Out via b ...
From $464 per night (USD)
VRBO
From $873 per night (USD)
VRBO
Okemo Winterplace - Ski home for lunch-Sleeps 12 people 4Br 2BA slopeside
Bedrooms:
2
Bathrooms:
5
Sleeps:
10
Sunny high-ceiling condo perched midmountain at Okemo - strap on your skis and GO! Slopeside development with ski runs ...
From $873 per night (USD)
VRBO
From $539 per night (USD)
VRBO
Ludlow Village Charmer
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
We fell in love with this charming circa 1900 home sited on a quiet street above Main Street. You will love the location ...
From $539 per night (USD)
VRBO
From $1099 per night (USD)
VRBO
Spacious home on picturesque grounds with stunning views. Quechee - Woodstock
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
* * 80 out of 80 Five-Star Reviews * * * * Sleeps 8 (Regular Beds) * * * * Full Amenities at the 4-season Quechee Club ...
From $1099 per night (USD)
VRBO
From $849 per night (USD)
VRBO
Stunning 6 BR/4.5 BA with 7-person hot tub, pool table and EV charger
Bedrooms:
4
Bathrooms:
6
Sleeps:
8
Your Vermont getaway awaits. Come enjoy winter, spring, summer, or the quintessential fall foliage season in this amazin ...
From $849 per night (USD)
VRBO
From $478 per night (USD)
VRBO
Beautiful 3 bed, 3.5 bath on 6 acres
Bedrooms:
3
Bathrooms:
3
Sleeps:
7
Exquisitely renovated 2,000 square foot Cape on six acres in Barnard offers the perfect family getaway or a much needed ...
From $478 per night (USD)
VRBO
From $452 per night (USD)
VRBO
Quechee Lakes Hilltop Condo; End Unit Immaculately Maintained
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Bright and spacious 3 bedroom, 2 bathroom condo with sleeping loft that is setup to comfortably accommodate sleeping for ...
From $452 per night (USD)
VRBO
From $514 per night (USD)
VRBO
The Real Vermont All Seasons Get-Away Home - Part of Queche Lakes Country Club
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Renovations completed Spring 2022, featuring new: Floors, metal roof, windows, doors, furniture, kitchen & dinning room ...
From $514 per night (USD)
VRBO
From $589 per night (USD)
VRBO
Beautiful Vermont Retreat House near Okemo Mountain
Bedrooms:
2
Bathrooms:
4
Sleeps:
6
St. Joseph's Dwelling Place provides clean, comfortable lodging for up to six guests in choice of king or twin bedded gu ...
From $589 per night (USD)
VRBO
From $345 per night (USD)
VRBO
Falcon House: VT Modern Chalet w/Sauna on 25 Acres - Hike - Bike to Village
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Falcon House is a 2+ bedroom, 2 bath architect designed chalet, accommodating 5 guests in comfort and spa-like style. ...
From $345 per night (USD)
VRBO
From $564 per night (USD)
Expedia
Stunning Okemo Views - 3BR 3BA - 6 Mins to Lifts on 10 Private Acres
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Recently constructed 3 bedroom / 3 bath home on ten acres, private road, under five minute drive to downtown and 3 miles ...
From $564 per night (USD)
Expedia
From $327 per night (USD)
VRBO
Charming & spacious two-story townhome with balcony - close to Okemo
Bedrooms:
3
Bathrooms:
3
Sleeps:
9
Castle Hill Condos - L4 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
From $327 per night (USD)
VRBO
From $706 per night (USD)
VRBO
Okemo Mountain Family Fun House with a private tube
Bedrooms:
3
Bathrooms:
6
Sleeps:
16
Impecable village Victorian know as the Parker House to the locals has been renovated from top to bottom. Walk into the ...
From $706 per night (USD)
VRBO
From $291 per night (USD)
VRBO
Cozy Vermont Getaway for all Seasons
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
A cozy Vermont retreat located close to the heart of picturesque Quechee, VT. A two bedroom, 1.5 bathroom getaway with a ...
From $291 per night (USD)
VRBO
From $666 per night (USD)
VRBO
Lovely Vermont House
Bedrooms:
5
Bathrooms:
6
Sleeps:
12
Lovely spacious modernized 5 bedroom home, with each bedroom having its own special bathroom. The family room has a la ...
From $666 per night (USD)
VRBO
From $206 per night (USD)
VRBO
King Size Master With Attached Bath,Pool Table, Open Kitchen,2 Full Baths
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Comfortable 3 bedroom Open Concept Home. The Master Bedroom features a King size bed with a plush comfort mattress and ...
From $206 per night (USD)
VRBO
From $492 per night (USD)
VRBO
VT Retreat - TV + Hot Tub + Pool Table
Bedrooms:
3
Bathrooms:
4
Sleeps:
12
Come and stay in this extraordinary Cavendish home filled with historical charm yet fully updated with all the modern am ...
From $492 per night (USD)
VRBO
$Perfect Design & Location for the VT Experience. \Hope Upon, Up Above\$
From $369 per night (USD)
VRBO
Perfect Design & Location for the VT Experience. \"Hope Upon, Up Above\"
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Hillside chalet with brook and large wraparound deck on acreage flanked by state forest. Mountain view, brook sounds, hi ...
From $369 per night (USD)
VRBO
From $237 per night (USD)
VRBO
Winterplace - Steps away from Slopes
Bedrooms:
2
Bathrooms:
3
Sleeps:
9
This sunny corner 3 bedroom unit is just steps to the top of the A-B Quad. Completely renovated from floors to ceiling ...
From $237 per night (USD)
VRBO
From $840 per night (USD)
VRBO
OZ CHALET - 4 Bedroom Ski Chalet Between Killington and Okemo
Bedrooms:
2
Bathrooms:
3
Sleeps:
10
Welcome to OZ Chalet! Our chalet is the perfect blend of casual comfort and rustic charm. OZ is centrally located on R ...
From $840 per night (USD)
VRBO
From $239 per night (USD)
VRBO
Contemporary Townhouse
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
HH6 is a very special rental unit located at the top of Hathorns Hill within the Woodstock Village area. A spacious thr ...
From $239 per night (USD)
VRBO
From $313 per night (USD)
VRBO
NorthPorch Farmhouse
Bedrooms:
2
Bathrooms:
4
Sleeps:
9
This cozy, well cared for and well-appointed 1840’s two-story farmhouse is surrounded by National Forest Service land, a ...
From $313 per night (USD)
VRBO
From $645 per night (USD)
VRBO
Lake Rescue LAKEFRONT! Private Home. 2.6 miles from Okemo
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Relish your vacation on Lake Rescue in this new 3BR/3Ba home, with bonus Bunk Room. Private 77ft frontage and dock. La ...
From $645 per night (USD)
VRBO
From $611 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 $611 per night (USD)
VRBO
From $928 per night (USD)
Expedia
Relax, dine, hike, or ski! Year-round family fun @ Okemo / Green Mountains
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Come relax at a 5-star private family residence: immaculate, bright, spacious and serene. Create joyous memories with y ...
From $928 per night (USD)
Expedia
From $275 per night (USD)
VRBO
Ski-in, Ski-out 2 Br Condo With View of Ski Lift! by RedAwning
Bedrooms:
2
Bathrooms:
1
Sleeps:
8
This 2 bedroom, 2-bathroom ski-in/ski-out single-level unit is located at the summit of the two South Ridge Quad chairl ...
From $275 per night (USD)
VRBO
Click For Pricing
Expedia
2 Br in Kettlebrook- Okemo
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
This unit is a 2-bedroom, 2 bathroom mountainside unit in Kettle Brook, and is located a short walk from the Bull Run s ...
Click For Pricing
Expedia
From $2009 per night (USD)
VRBO
Luxury 6Br Solitude Village- Indoor Bball Court, Private Tub by RedAwning
Bedrooms:
6
Bathrooms:
5
Sleeps:
16
Stay in a luxurious 6-bedroom 6 1/2 bath ski-in/ski-out home with direct access to the Sidewinder trail. You'll be 200 ...
From $2009 per night (USD)
VRBO
From $722 per night (USD)
VRBO
Ski in/ski out condo
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Truly ski in and ski out condo at top of A/B quads at Okemo. Updated kitchen and custom furnishings made locally in VT. ...
From $722 per night (USD)
VRBO
From $541 per night (USD)
VRBO
Vermont Gem Near Woodstock and Quechee
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Gorgeous Vermont home on 3.5 scenic acres conveniently located two miles from downtown Woodstock. Situated on one of the ...
From $541 per night (USD)
VRBO
From $844 per night (USD)
VRBO
Summer fun on the lake - great for 2 families or 3 couples - newly remodeled
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
We are Booking Summer Season 2026 Rentals as per our availability on our calendar Winter 2025-26 is NOT available Summe ...
From $844 per night (USD)
VRBO

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