Woodstock Rentals
From $451 per night (USD)VRBO
Classic, cozy farmhouse in the 4 season playground of VT's prettiest town!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Our recently renovated1860’s farmhouse, on 95 acres abutting the banks of the Ottauquechee River, is 3 miles from histor ...
From $451 per night (USD)VRBO
From $282 per night (USD)VRBO
Historic Ski Lodge on 112-Acre Vineyard
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
**10% discount on 7 nights or more; 25% discount on 28 nights or more. Rental Amenities: Over 900 square feet of liv ...
From $282 per night (USD)VRBO
From $312 per night (USD)VRBO
Woodstock Village Carriage House
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Carriage house to historic 1861 home. One bedroom, queen bed with en suite bathroom. Full kitchen, open-plan living roo ...
From $312 per night (USD)VRBO
From $484 per night (USD)VRBO
Charming 3-bedroom cottage in enchanting South Woodstock. Steps to GMHA!
- Bedrooms:
- 1
- 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 $484 per night (USD)VRBO
From $276 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 $276 per night (USD)VRBO
From $942 per night (USD)Expedia
A charming 1820's farmhouse
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 4
The house has a a fully stocked kitchen with granite countertops and Bertazzoni stove. The laundry room is equipped wit ...
From $942 per night (USD)Expedia
From $435 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 $435 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 $1331 per night (USD)VRBO
Woodbridge Inn · 6BR Historic Charm✦Riverfront✦Hot Tub✦Close to Ski
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 15
This property doubles as the award winning Woodbridge Inn. This listing is for a full home rental. There are 6 bedrooms, ...
From $1331 per night (USD)VRBO
From $370 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 $370 per night (USD)VRBO
From $383 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 $383 per night (USD)VRBO
From $1111 per night (USD)VRBO
Luxury, private, peaceful home with Instagram worthy amenities!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 6
Leading Fields is situated on a dead end road on over 180 acres of private hilly land with trails for hiking, a meditati ...
From $1111 per night (USD)VRBO
From $920 per night (USD)VRBO
🌺Luxury Estate🌳 25 Gorgeous Acres of Privacy 🌳Family Getaway🌳Swimming Pond🌺
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
🌳 Gorgeous family home on a 25-acre estate in a picturesque natural setting. Escape the bustle of city life. 👨👩👦 ...
From $920 per night (USD)VRBO
From $361 per night (USD)Expedia
Woodstock Carriage House-280 acres-Views-Gardens-Skiing-Farm-2.5 miles from town
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
This exceptionally nice, renovated converted carriage house sits on a private 280 acre estate 2 miles from downtown Wood ...
From $361 per night (USD)Expedia
From $225 per night (USD)VRBO
Charming Log Cabin Apartment in Woodstock Village
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Escape to one of the prettiest towns in America. Make your vacation a quiet visit in a quintessential, charming apartmen ...
From $225 per night (USD)VRBO
From $1016 per night (USD)VRBO
Woodstock Village Green Location, Walk Everywhere, River Patio, Covered Bridge
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Park your car and put away your keys for your stay. 1823 Village Green Colonial. 4 bedrooms, 2 baths (both on the secon ...
From $1016 per night (USD)VRBO
From $3132 per night (USD)VRBO
Havenwood, a beautiful private, gated estate in Woodstock, Vermont
- Bedrooms:
- 7
- Bathrooms:
- 7
- Sleeps:
- 14
This secluded 125 acre estate is aptly named. A few nights at Havenwood will leave one feeling both relaxed and energiz ...
From $3132 per night (USD)VRBO
From $484 per night (USD)Expedia
PRIVATE & AFFORDABLE charming custom ranch in S. Woodstock. WIFI and AC.
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 7
Sunny 4 bedroom 2 bath home sleeps 7 in beds. Located on 4 lush acres of rolling fields, mature trees and streams, this ...
From $484 per night (USD)Expedia
From $322 per night (USD)VRBO
Charming and Chic Vacation Rental
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
This beautiful newly renovated apartment is conveniently located adjacent to historic Tribou Park. It is walking distan ...
From $322 per night (USD)VRBO
From $551 per night (USD)VRBO
Scenic South Woodstock, Vermont home
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 6
Nestled on a hillside above the scenic village of S. Woodstock, Apple Hill is a cozy year-round home with a large deck o ...
From $551 per night (USD)VRBO
From $399 per night (USD)VRBO
Sunlit VT Country Home w/Hot Tub. Ideal location near Woodstock village
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Dana Road House, a welcoming 3BR/2BA Vermont country home with hot tub, king master suite & chef's kitchen! Ideally loca ...
From $399 per night (USD)VRBO
From $277 per night (USD)VRBO
Delightful Cozy Space in Woodstock Village
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Walking distance to everywhere in the Village and Mt Tom and Mt Peg. Parking for 2 cars, beautiful outdoor deck overlook ...
From $277 per night (USD)VRBO
From $240 per night (USD)VRBO
Charming 2-bedroom Cottage in welcoming Woodstock with \"Chef's Kitchen\"
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Peaceful and centrally-located house, two bedrooms, one bathroom with beautiful, open concept kitchen, living room and d ...
From $240 per night (USD)VRBO
From $274 per night (USD)Expedia
Fireplace, Library | 21 Mountain Ave, Woodstock*
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Summary: Escape to this enchanting retreat and experience the perfect blend of luxury, comfort, and convenience in the h ...
From $274 per night (USD)Expedia
From $594 per night (USD)VRBO
Historic, Walk to Town | South Woodstock Cottage
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Summary: Step into history and luxury with this beautifully restored antique farmhouse in South Woodstock! From its char ...
From $594 per night (USD)VRBO
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Plunge Pool, Elevator, Walk to Town | Watkins Farm
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Summary: Welcome to Watkins Farm: Luxury Elevator Barn Home in Woodstock Village with stunning views, outdoor oasis & go ...
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From $206 per night (USD)VRBO
Cape Home On Ottauquechee River | Rivers Peek
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Summary: A haven for relaxation and entertainment, boasts an expansive outdoor area complete with a tire swing—perfect f ...
From $206 per night (USD)VRBO
From $662 per night (USD)Expedia
Views! Sauna Historic | Woodstock Riverside Escape
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Summary: This historic riverside escape is the perfect place to enjoy America's most beautiful town - Woodstock, VT. Pl ...
From $662 per night (USD)Expedia
From $978 per night (USD)VRBO
Historic Riverside Retreat in Woodstock Village
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Summary: Welcome to your private getaway in one of Woodstock’s most iconic homes in a coveted Village location. Set with ...
From $978 per night (USD)VRBO
From $447 per night (USD)Expedia
Charming Ranch in the Woods | Woodstock Way
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Summary: Set back off the road, this charming two bedroom ranch home offers a little bit of everything with over 11 acre ...
From $447 per night (USD)Expedia
From $235 per night (USD)VRBO
Sleep Woodstock Mobility Impaired Accessible Suite
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
You come to Woodstock, VT to explore, to fish, to ski, to shop, to attend events, antique, enjoy nature - to escape and ...
From $235 per night (USD)VRBO
From $224 per night (USD)Expedia
Sleep Woodstock - 2 Double Beds - Dog Friendly
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
You come to Sleep Woodstock Motel to explore, to hike, to fish, to ski, to shop, to attend events, antique, enjoy nature ...
From $224 per night (USD)Expedia
From $243 per night (USD)VRBO
Sleep Woodstock - Dog Friendly King Suite
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
You come to Sleep Woodstock Motel to explore, to hike, to fish, to ski, to shop, to attend events, antique, enjoy nature ...
From $243 per night (USD)VRBO
From $2074 per night (USD)Expedia
Casita Alta: Main House & Pool House w/ Pool Use
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 6
Casita Alta – A Luxury Vacation Rental in Woodstock, Vermont The Ultimate Private Retreat with Heated Pool & Breathtaki ...
From $2074 per night (USD)Expedia
From $305 per night (USD)VRBO
Tranquil 3-bedroom 2-bath Pet-Friendly condo EV charging in charming Woodstock
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Get ready to relax in this 3-bedroom condo in Woodstock. This wonderful property features one king bed, one queen bed, a ...
From $305 per night (USD)VRBO
From $644 per night (USD)VRBO
Greydon Cabin ~ Rustic Luxury in Woodstock VT
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to Greydon Cabin ~ This classic Vermont log home will gives a whole new meaning to the word, "cabin." Top of the ...
From $644 per night (USD)VRBO
From $961 per night (USD)VRBO
Premier Woodstock Village Riverfront Home
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to one of Woodstock's most iconic houses — Where history, elegance, and nature meet. Step into a piece of cinem ...
From $961 per night (USD)VRBO
From $365 per night (USD)Expedia
Walk to Trails & Village +Pets | Trailside Cottage
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Summary: Escape to Trailside Cottage, a sunlit Woodstock retreat—just steps from scenic trails & the vibrant village. St ...
From $365 per night (USD)Expedia
From $890 per night (USD)VRBO
Renovated home in charming South Woodstock!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
The kitchen is designed to cook meals and entertain guests in an ultra-cozy barn setting. The table seats 10, with 4 bar ...
From $890 per night (USD)VRBO
From $167 per night (USD)Expedia
Charming 1-bedroom cottage on a pond in Woodstock with WiFi and 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/ove ...
From $167 per night (USD)Expedia
From $1748 per night (USD)VRBO
The All Seasons - Enclosed Heated Pool, Hot Tub, Fire Pit
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 12
Take it easy at this unique and tranquil getaway with year-round pool, outdoor hot tub, and close proximity to area attr ...
From $1748 per night (USD)VRBO
From $404 per night (USD)VRBO
Spectacular Views At This Luxury Country Estate, Walking Distance To Town
- Bedrooms:
- 2
- 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 $404 per night (USD)VRBO
From $565 per night (USD)VRBO
Dramatic Mountain Ridge house 3 miles from village green
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Modern 3 bedroom, 2 bath house with beautiful views and total privacy. In floor radiant heat, expansive southwest facin ...
From $565 per night (USD)VRBO
From $418 per night (USD)Expedia
Relaxing retreat in the mountains 20 min to Killington
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 7
Welcome to Brookwood! Enjoy your stay at our peaceful 3br chalet. Come relax, hike, bike, ski, shop - whatever your hear ...
From $418 per night (USD)Expedia
From $1100 per night (USD)VRBO
NEW Vermont Luxury in Woodstock Village: Private Home, Pond & Mountain Views
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Nestled on a quiet private road and adjacent to scenic Mount Peg, this magnificent family-friendly home is behind the wo ...
From $1100 per night (USD)VRBO
From $325 per night (USD)VRBO
Ananda Vue- Lux 3BR/2BA hygge Villa w Fireplace and VIEWS!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
The History Designed by modernist architect Ulrich Franzen in 1965 and recently renovated to capture Franzen's modernis ...
From $325 per night (USD)VRBO
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Curtis Hollow School House
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 12
About this space Originally a school house in the 1800's, but rebuilt in the 90's. This scenic house is located to many ...
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From $252 per night (USD)VRBO
Spacious 4-bedroom house in charming Woodstock
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Fully furnished home right in the heart of the Village of Woodstock. This Victorian house is steps away from enchanting ...
From $252 per night (USD)VRBO
From $423 per night (USD)VRBO
Sleep Woodstock - Deluxe Suite
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
You come to Woodstock, VT to explore, to hike, to fish, to ski, to shop, to attend events, antique, enjoy nature - to es ...
From $423 per night (USD)VRBO
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Creekside, a contemporary Vermont Retreat
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Creekside is a unique & spacious multi-level home just minutes from the Town of Woodstock. This 4 bedroom 3 bathroom dup ...
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From $414 per night (USD)VRBO
18-Acres in Woodstock - Pet-Friendly, Trails, Brook, Fireplace, Screened Porch
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Beautiful 18-acre property less than 5 mins from center of Woodstock, VT. Brookside is a gorgeous country property wit ...
From $414 per night (USD)VRBO
From $399 per night (USD)Expedia
Perfect Woodstock Getaway! Lovely Riverside Home
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Relax with the whole family at this spacious & peaceful riverside home. Minutes from downtown Woodstock and Killington M ...
From $399 per night (USD)Expedia
From $839 per night (USD)VRBO
Yellow House on the Hill, 21 Acres, Views, Woodstock Getaway, Dog-friendly
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 6
Our private, four bedroom house is nestled on 21 acres with incredible views, stone walls and a historic maple sugar sha ...
From $839 per night (USD)VRBO
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Idyllic Woodstock, VT Cottage
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Relax in a newly renovated antique cottage with gourmet kitchen, gas fireplace and expansive outdoor furnished deck over ...
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From $171 per night (USD)VRBO
Vermont Retreat
- Bedrooms:
- 0
- Bathrooms:
- 1
- Sleeps:
- 2
This is a non-smoking one-bedroom apartment with a queen-sized bed. Located just minutes off Route 4 between Woodstock ...
From $171 per night (USD)VRBO
From $241 per night (USD)Expedia
Nana's House
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
If you love the outdoors and want to be near areas that offer lots of outdoor activities, we are just 10 minutes from Hi ...
From $241 per night (USD)Expedia
From $1097 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 $1097 per night (USD)VRBO
From $1056 per night (USD)VRBO
Family, Pet Friendly Bridgewater/Killington/Woodstock Area Rental
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 7
Located on the Ottoquechee River 6 miles from Killington Skyship high speed quad, 20 minutes from Okemo Mountain, and 6 ...
From $1056 per night (USD)VRBO
From $603 per night (USD)VRBO
Dramatic Design & Landscape 3500 Sq Ft. Farmhouse W/Jacuzzi&Swim Pond&CentralAC!
- Bedrooms:
- 3
- Bathrooms:
- 7
- Sleeps:
- 28
Completely renovated by Fortune Cookie Design of Boston, this rustic modern farmhouse is one of a kind. (circa 1800's) ...
From $603 per night (USD)VRBO
From $570 per night (USD)VRBO
All Season, Open Plan Contemporary With Stunning Views
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 6
This contemporary 4 bedroom house is situated on 80 rolling acres of woods and fields only 2 1/2 miles from Woodstock vi ...
From $570 per night (USD)VRBO
From $868 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 $868 per night (USD)VRBO
From $814 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 $814 per night (USD)VRBO
![Wise Pines Renovated Barn [Bunkhouse]](https://media.vrbo.com/lodging/97000000/96180000/96176800/96176729/2381f21c.jpg?impolicy=ccrop&w=350&h=233&q=medium)
From $432 per night (USD)VRBO
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 $432 per night (USD)VRBO
From $178 per night (USD)Expedia
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 $178 per night (USD)Expedia
From $183 per night (USD)VRBO
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 $183 per night (USD)VRBO
From $208 per night (USD)Expedia
Woodstock Suite | 10 Min to Mountains |A/C| Hiking
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Summary: Welcome to the Woodstock Suite @ The Bridgewater Inn! We're so excited to host you. Proximity is paramount and ...
From $208 per night (USD)Expedia
From $209 per night (USD)VRBO
Ben & Jerry Suite | Minutes to Woodstock | Hiking
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Summary: Welcome to the Ben & Jerry's Suite @ The Bridgewater Inn! We're so excited to host you. Proximity is paramount ...
From $209 per night (USD)VRBO
From $237 per night (USD)Expedia
2 Queens | 10 Mins to the Mountains | A/C | Hiking
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Summary: Welcome to the Ski VT Suite @ The Bridgewater Inn! We're so excited to host you. Proximity is paramount and The ...
From $237 per night (USD)Expedia
From $451 per night (USD)VRBO
The Bridgewater House | Game Room | Hiking | Porch
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Summary: Welcome to the historic Bridgewater House, a 2,000 sq ft home that sleeps up to 8. With a spacious kitchen, liv ...
From $451 per night (USD)VRBO
From $636 per night (USD)Expedia
200ac, Views! 10min to Town | Scenic Ridge Retreat
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Summary: Escape to the beauty of Woodstock with a stay at this delightful private cabin. Enjoy endless family fun and re ...
From $636 per night (USD)Expedia
From $687 per night (USD)VRBO
Next to Saskadena Ski, Great Views | Half Past Six
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Summary: Welcome to your Vermont retreat! Nestled near the base of Saskadena Six Ski Hill, and conveniently located just ...
From $687 per night (USD)VRBO
From $297 per night (USD)Expedia
Historic Charm, Located On the River - Rustic Chic
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Summary: Nestled right on the banks of the Ottauquechee River, Riverside Cottage offers a serene and picturesque escape ...
From $297 per night (USD)Expedia
From $509 per night (USD)VRBO
Walk to S6! Pool Table/Fireplace | Saskadena Lodge
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Summary: Enjoy ultimate Vermont living in this beautifully renovated family home, just steps from ski slopes and featuri ...
From $509 per night (USD)VRBO
From $394 per night (USD)Expedia
Renovated Farmhouse between Woodstock & Killington
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Our charming home in Bridgewater can sleep 6 and offers a comfortable space for you to return to after a day of explorin ...
From $394 per night (USD)Expedia
From $420 per night (USD)VRBO
Perfect Getaway minutes to Killington & Woodstock
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Our charming home in Bridgewater can sleep 6 and offers a comfortable space for you to return to after a day of explorin ...
From $420 per night (USD)VRBO
From $226 per night (USD)Expedia
Long Trail Suite | 10 Mins to Mountains | A/C
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Summary: Welcome to the Long Trail Suite @ The Bridgewater Inn! We're so excited to host you. Proximity is paramount and ...
From $226 per night (USD)Expedia
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Beautifully restored 1800s farmhouse near ski slopes & steps from VAST
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
The Sugar House Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
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Cozy 1850s home on the riverfront with mountain & river views - dog-friendly
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Riverside Cottage Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
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From $280 per night (USD)VRBO
Perfect Vermont guesthouse getaway with mountain views & firepit - walk to lifts
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Steps from Saskadena Six Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply ent ...
From $280 per night (USD)VRBO
From $455 per night (USD)Expedia
Amazing home on 90 acres - dog-friendly - AC, fireplace & great mountain views
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Wood Road Retreat Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $455 per night (USD)Expedia
From $1025 per night (USD)VRBO
Hot Tub, Great Living Space | Fairbanks Haven
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 8
Summary: Fairbanks Haven is a stunning 5-bedroom, 4.5-bathroom home in a beautiful, private setting, surrounded by tall ...
From $1025 per night (USD)VRBO
From $454 per night (USD)Expedia
Breathtaking Riverfront Farmhouse w/Mountain Views
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Thoughtfully designed to elevate every moment of your Vermont getaway, our home offers a comfortable & uniquely historic ...
From $454 per night (USD)Expedia
From $920 per night (USD)VRBO
Raspberry Inn · Classic Riverfront Home-Mins to Woodstock & Skiing
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 16
Welcome to the Raspberry Inn, a recently renovated Victorian gem nestled in the heart of Bridgewater. Built in the 1800s ...
From $920 per night (USD)VRBO
From $507 per night (USD)VRBO
Hilltop Homestead : Charming Woodstock Farmhouse, Close to Skiing
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Classic Vermont farmhouse set on pictorial landscaped property. 5 minutes from historical and classic downtown Woodstock ...
From $507 per night (USD)VRBO
From $700 per night (USD)VRBO
New 3 BR+/3 Bath House close to Ski Areas & Woodstock. Trails, Pastures & Views
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
New Bridgewater house (2023) on 75 acres with stunning views and walking and hiking trails in pastures and woods. The pr ...
From $700 per night (USD)VRBO
From $1915 per night (USD)VRBO
S P R U C E ~ T O P
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Spruce Top beckons you to explore your surroundings. Kick back and relax in this newly renovated 4 bedroom, 4.5 bath pro ...
From $1915 per night (USD)VRBO