
House vacation rentals in Woodstock
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Quick stats about house rentals in Woodstock

Total vacation rentals
Explore 80 vacation rentals in Woodstock

Nightly prices starting at
Woodstock vacation rentals start at ﺩ.ﺇ 331 per night before taxes and fees

Verified guest reviews
Over 2,190 verified reviews to help you choose

Family-friendly vacation rentals
70 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 40 rentals that welcome pets

Rentals with dedicated workspaces
40 properties have a dedicated workspace

Wi-Fi availability
80 of Woodstock vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Woodstock rentals

4.9 Average rating
Woodstock stays are highly rated by guests—averaging 4.9 out of 5!
Top-rated house rentals in Woodstock
Guests agree: these houses are highly rated for location, cleanliness, and more.

Stylish Vermont Cabin | Views · Trails · Luxe
Combining sweeping views of distant hills with complete privacy and wraparound porches on two sides, the Red House is a custom cabin built for couples and smaller families. Surrounded by working farms and within easy reach of trailheads to hike or bike Mt Ascutney, or to visit Woodstock, Hanover, Ludlow and the Upper Valley, the Red House sits among some of the best restaurants in Vermont and awaits the discerning traveler who has earned the right to do absolutely nothing and experience it all.

Quechee Getaway See the Vermont MTNs
New Build Multi family friendly home near Woodstock, Killington and Dartmouth – Sleeps 12, Modern Aesthetic, Private Porch & Fire Pit Escape to this stunning modern ski home, just 25 minutes from the Skyship Gondola of Killington, Vermont. Whether you're hitting the powder in winter or enjoying the breathtaking foliage and outdoor adventures in the warmer months, this luxurious retreat offers the perfect base for your next getaway. Hike the Gorge or stroll thru the quaint village of Woodstock.

The Barnbrook House
Come relax in the serenity of the quiet countryside. This home boasts beautiful views, a large stone fireplace, and stained glass windows throughout the home. Enjoy the comforts of home with a full kitchen, amenities, and beds with 1500 thread count sheets while exploring the interesting features of this one of a kind house. Sit by the spring fed pond overlooking the property laced with apple trees. The home has direct access to short walking trails and is close to VAST trails for snowmobiling.

Cozy Bow House Perched in Trees w/ Hot Tub & View
The cozy Bow House is perched up above a lovely valley and boasts large south facing windows, a unique bowed loft and a warm, inviting space to relax. Up a charming dirt road past Brushwood & Fairlee Forests with hiking, biking and ATV trails nearby. Lake Fairlee is a scenic 10 min drive; 15 min to Lake Morey & I-91 and 30 min to Dartmouth College. Enjoy the glow of the rising sun and beautiful views above the fog, unwind in the hot tub surrounded by the magical woods and wildlife of Vermont.

The Willow House: a Modern Vermont Retreat
Just 7 miles (12 minutes ) to the Dartmouth Campus, this newly re-built little house sits beside its own pond on the edge of a sheep pasture. All the comforts of a modern home in 600sqft. Enjoy access to hiking trails and State Forest lands as well as an easy drive to world-class skiing an hour away and all that the Dartmouth College community offers just minutes away. This is the best of pastoral Vermont, with outside living-dining space ( south facing deck and north facing screen porch).

Private Oasis Under 10 Mins from Woodstock
Less than ten minutes from Woodstock Village, this bright, 3 bedroom home is nestled on ten private acres with spectacular views of Pomfret's rolling hills. The open living area features a large picture window, cozy fireplace and fully equipped kitchen. Relax on the spacious deck with dramatic views of Pomfret’s hills. Please read reviews to see what our guests love about staying here: - Beautiful location - Squeaky clean - Fully equipped kitchen - Comfortable beds - Thoughtful amenities

Charming, Cozy Cape
Enjoy the warmth, style, and privacy of this lovely home, located on a hillside above the picturesque White River. Just minutes from restaurants, shopping, cocktail bars, and galleries in downtown White River Junction, and a 10-minute drive to Hanover, NH, and the Dartmouth College campus. Set on an acre of open land with beautiful views and sunsets from the back deck. Central heating to keep you cozy during the fall and winter months. Perfect for couples and families ... and pet-friendly!

Relaxing Countryside Oasis!
Welcome to our cozy 2BR/1BA cabin, ideal for 6 guests. Relax by the indoor fireplace or outside by the fire pit and hot tub. Listen to the stream from the patio. Fully equipped kitchen and washer/dryer for convenience. Only 10 mins from Dartmouth College and 5 mins to downtown Norwich, VT. Multiple ski resorts within 30-minutes. Perfect for a serene getaway, this cabin offers a blend of comfort, nature, and convenience, ensuring a memorable stay for family, friends, or a romantic retreat!

Birdie's Nest Guesthouse
Welcome to our newly renovated studio apartment, nestled among the trees in the serene hills of West Windsor, Vermont. Elevated on the second floor, this separate structure offers a tranquil escape with breathtaking views of Mount Ascutney and our own private pond. Immerse yourself in the comforts of this thoughtfully designed studio apartment, surrounded by the natural beauty of the Vermont landscape. Every detail has been curated to ensure your utmost comfort and enjoyment.

Charming Vermont Schoolhouse
Kick back and relax in this calm, stylish space. A beautifully restored schoolhouse circa 1860 welcomes you. Situated on a quiet country road this adorable home on one wooded acre has lovely mountain views and a peaceful setting. Nearby you will find skiing, hiking trails and quaint Vermont towns with shops and restaurants. Manchester and Rutland are 30 min. drives, Dorset is just 20 min. Granville NY has a large grocery store and other shops and is only a 15 min. drive.

Meadow View. 35 acres outside your door!
Meadow View - pet friendly home away from home. 35 acres- including 2 trout ponds and 25 acres of wooded trails (perfect for hiking, cross country skiing/snow shoeing!). Featuring a newly remodeled kitchen and bathroom. Minutes from Mt. Ascutney (trails galore, rope tow in the winter). The unit is perfect spot for couples craving time in rural Vermont or for families/outdoor enthusiasts who want to go mountain biking, skiing, hiking. (Okemo 30 min Killington 45 min)

Beautiful Historic 1909 Library with a Fireplace
An intimate experience with history! Quechee’s first Library (1909) original hardwood floors and shelves with treasures. Romantic Gas Fireplace, Claw foot tub (with NO shower) in the bedroom, Living area, Kitchenette, AC, WIFI, Comfy Queen bed, Window Seat, unique art, many amenities. Across the street, Covered Bridge, Waterfall, Simon Pearce Restaurant w/ Glass Blowing. Parker House with WhistlePig whiskey tasting and more. Hope you love it!
Popular amenities for Woodstock house rentals
House rentals with a pool

Luxury Condo Tucked in the Heart of Killington

Mountain View Farmhouse w/ Orchard, Pool is Open!

Steps to Golf and Mountain Biking

Ranch at Mendon Mt Orchards

Adams Farm-"The Little Farmhouse"

The Brick House on Washington Street

Spectacular log home with private pool and hot tub

Lovely 2 Bedroom Loft at Loon Mountain! Lincoln NH
Weekly house rentals

19th Century Bohemian Barn House

Quaint Cottage

Hot tub|Sauna|Movie Room! 8 min to Killington Mtn!

Quechee Vermont Home

VT Farmhouse w/ Pond, Stream, Firepit & 20+ Acres

Creekside: Contemporary VT Retreat!

Romantic Retreat, Hot Tub, near Killington Mtn

Walk to Woodstock Village Designer Home | Sleeps 8
Private house rentals

Curtis Hollow School House

1800s Farmhouse with River Access. Private w/ Land

Sunflower Burrow Cottage

Elm Gate Farm

Charming cottage on country road

Fred Eddy Farmhouse

Dana Road House Sunlit VT Country Home w/HotTub

Pettengill Schoolhaus scenic 2 min to main village
When is the best time to visit Woodstock?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ 1,509 | ﺩ.ﺇ 1,480 | ﺩ.ﺇ 1,260 | ﺩ.ﺇ 1,744 | ﺩ.ﺇ 1,689 | ﺩ.ﺇ 1,513 | ﺩ.ﺇ 1,285 | ﺩ.ﺇ 1,212 | ﺩ.ﺇ 1,318 | ﺩ.ﺇ 1,451 | ﺩ.ﺇ 1,282 | ﺩ.ﺇ 1,609 |
| Avg. temp | -7°C | -6°C | 0°C | 7°C | 14°C | 18°C | 21°C | 20°C | 15°C | 9°C | 3°C | -3°C |
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- House rentals Windsor County
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- Okemo Mountain Resort
- Stratton Mountain
- Squam Lake
- Sugarbush Resort
- Pats Peak Ski Area
- Magic Mountain Ski Resort
- Mount Snow Ski Resort
- Pico Mountain Ski Resort
- Stratton Mountain Resort
- Tenney Mountain Resort
- Ragged Mountain Resort
- Fort Ticonderoga
- Hildene, The Lincoln Family Home
- Fox Run Golf Club
- Killington Resort
- Dartmouth College
- Bromley Mountain Ski Resort
- Middlebury College
- Montshire Museum of Science
- Mount Sunapee Resort
- Squam Lakes Natural Science Center
- Emerald Lake State Park
- Ice Castles
- Stinson Lake





