Woodstock, Vermont Vacation Rentals. Book Beach Rentals, Lake Houses, Condos, Cabins, Villas, and Homes in Woodstock, Vermont on RentalSaver.com!

Woodstock Rentals

From $547 per night (USD)
VRBO
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 $547 per night (USD)
VRBO
From $255 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 $255 per night (USD)
VRBO
From $514 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 $514 per night (USD)
VRBO
From $329 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 $329 per night (USD)
VRBO
From $1339 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 $1339 per night (USD)
VRBO
From $564 per night (USD)
Expedia
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 $564 per night (USD)
Expedia
From $613 per night (USD)
VRBO
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 $613 per night (USD)
VRBO
From $387 per night (USD)
VRBO
Charming and Chic Village Rental
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
This beautiful apartment is conveniently located in Woodstock Village adjacent to historic Tribou Park. It is walking d ...
From $387 per night (USD)
VRBO
From $673 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 $673 per night (USD)
VRBO
From $256 per night (USD)
VRBO
Historic Home Steps From The Village Green
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Built in 1800, this beautiful brick cape house has been fully renovated with gorgeous walk-in shower and bathtub, modern ...
From $256 per night (USD)
VRBO
From $3562 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 $3562 per night (USD)
VRBO
From $1287 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 $1287 per night (USD)
VRBO
From $996 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 $996 per night (USD)
VRBO
From $1909 per night (USD)
Expedia
Woodbridge Inn · 6BR Historic Charm✦Riverfront✦Hot Tub✦Close to Ski
Bedrooms:
7
Bathrooms:
1
Sleeps:
15
This property doubles as the award winning Woodbridge Inn. This listing is for a full home rental. There are 6 bedrooms, ...
From $1909 per night (USD)
Expedia
Click For Pricing
VRBO
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 ...
Click For Pricing
VRBO
From $650 per night (USD)
Expedia
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 $650 per night (USD)
Expedia
From $1155 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 $1155 per night (USD)
VRBO
$Perfect Design & Location for the VT Experience. \Hope Upon, Up Above\$
From $446 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 $446 per night (USD)
VRBO
From $446 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 $446 per night (USD)
VRBO
From $436 per night (USD)
Expedia
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 $436 per night (USD)
Expedia
From $581 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 $581 per night (USD)
VRBO
From $1154 per night (USD)
VRBO
Private Retreat in Woodstock, 21 Acres, Views, 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 $1154 per night (USD)
VRBO
From $522 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 $522 per night (USD)
VRBO
From $460 per night (USD)
Expedia
Riverside Getaway! Minutes to Downtown Woodstock
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 $460 per night (USD)
Expedia
From $325 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 $325 per night (USD)
VRBO
From $494 per night (USD)
VRBO
Historic Woodstock House with Library & Fireplace
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Summary: Escape to this enchanting retreat and experience the perfect blend of luxury, comfort, and convenience in the ...
From $494 per night (USD)
VRBO
From $841 per night (USD)
VRBO
Antique Farmhouse, Walk to South Woodstock Village
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Summary: Step into history and luxury with this beautifully restored antique farmhouse in South Woodstock! From its cha ...
From $841 per night (USD)
VRBO
From $530 per night (USD)
Expedia
Historic Riverside Home with Sauna & Covered Porch
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Summary: Step into 200 years of history at this 1825 riverside home served as a coach house and tea house in the early ...
From $530 per night (USD)
Expedia
From $192 per night (USD)
VRBO
A Couple's Cozy Cabin Getaway
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Enjoy the sounds of a stream outside the window, just next to the bed & views of a larger brook below. The "Cabin" is ne ...
From $192 per night (USD)
VRBO
From $437 per night (USD)
Expedia
Woodstock Way Ranch on Private Wooded Acres
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 acr ...
From $437 per night (USD)
Expedia
From $201 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 $201 per night (USD)
VRBO
From $304 per night (USD)
Expedia
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 $304 per night (USD)
Expedia
From $1051 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 $1051 per night (USD)
VRBO
From $493 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 $493 per night (USD)
VRBO
From $323 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 $323 per night (USD)
VRBO
From $391 per night (USD)
Expedia
Highland Cabin above Woodstock Village, Pets Welcome
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Summary: Escape to Highland Cabin, a sunlit Woodstock retreat, close to town yet perched on a steep, quiet hillside for ...
From $391 per night (USD)
Expedia
From $486 per night (USD)
VRBO
Woodstock Trail Cottage | 2 Blocks from the Inn
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Summary: Woodstock Trail Cottage puts you steps from the Mt. Peg trailhead and an easy walk from the shops, dining, and ...
From $486 per night (USD)
VRBO
From $714 per night (USD)
Expedia
The Woodstock Bungalow | Walk to the Village
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
The Woodstock Bungalow Welcome to The Woodstock Bungalow, a thoughtfully updated home located just a 10-minute walk fro ...
From $714 per night (USD)
Expedia
From $561 per night (USD)
VRBO
Riverside Vista, Woodstock Riverfront House
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Summary: Experience true riverfront living at Riverside Vista, where you can relax on your private patio overlooking th ...
From $561 per night (USD)
VRBO
From $825 per night (USD)
Expedia
Cape Cod Home in Woodstock, Pet-Friendly & Wooded
Bedrooms:
3
Bathrooms:
4
Sleeps:
6
Summary: Welcome to this charming 4-bedroom Cape Cod-style retreat in Woodstock, Vermont, a picture-perfect New England ...
From $825 per night (USD)
Expedia
From $364 per night (USD)
VRBO
Charming King Loft in Downtown Woodstock
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Morgan Block Loft offers a stylish and historic stay in the heart of downtown Woodstock, Vermont. Located in the beautif ...
From $364 per night (USD)
VRBO
From $432 per night (USD)
Expedia
River Bend Woodstock Getaway w/ Hot Tub & Fireplace
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Summary: Escape to this river bend retreat nestled along the Ottauquechee River between Woodstock and Quechee, Vermont. ...
From $432 per night (USD)
Expedia
From $938 per night (USD)
VRBO
Historic House near Woodstock Inn with Porch
Bedrooms:
2
Bathrooms:
4
Sleeps:
6
Summary: Step into a piece of Woodstock history at this large, charming home just steps from the Woodstock Inn and the ...
From $938 per night (USD)
VRBO
From $2271 per night (USD)
Expedia
Casita Alta Luxury house with heated pool in Woodstock, VT
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Tucked just outside the village and an easy kwalk to Woodstock’s shops and restaurants, this private ultra-luxury retrea ...
From $2271 per night (USD)
Expedia
From $193 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 $193 per night (USD)
VRBO
From $157 per night (USD)
Expedia
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 $157 per night (USD)
Expedia
From $177 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 $177 per night (USD)
VRBO
From $194 per night (USD)
Expedia
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 $194 per night (USD)
Expedia
From $173 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 $173 per night (USD)
VRBO
From $179 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 $179 per night (USD)
Expedia
From $175 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 $175 per night (USD)
VRBO
From $179 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 $179 per night (USD)
Expedia
From $174 per night (USD)
VRBO
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 $174 per night (USD)
VRBO
From $174 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 $174 per night (USD)
Expedia
From $179 per night (USD)
VRBO
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 $179 per night (USD)
VRBO
From $342 per night (USD)
Expedia
Woodstock Hillside Hideaway | Green Mountain Views
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Escape to this peaceful Woodstock hillside hideaway, tucked among the trees with beautiful Green Mountain views and a pr ...
From $342 per night (USD)
Expedia
From $461 per night (USD)
VRBO
Country retreat for rest, creativity, and renewal
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Escape the noise and settle into a peaceful country retreat designed for rest, creativity, and renewal. Situated within ...
From $461 per night (USD)
VRBO
From $653 per night (USD)
Expedia
Sunny 4 Bed Home in Woodstock Minutes to Ski Lifts
Bedrooms:
3
Bathrooms:
4
Sleeps:
7
Beautiful mountain views and a wood burning stove make spacious feel cozy atop our hill in the sun. Located 10 minutes ...
From $653 per night (USD)
Expedia

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Woodstock Rentals

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Results: 58 Rentals