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Vacation rentals in Bridgewater

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Top-rated vacation rentals in Bridgewater

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Home in Barnard

4.98 out of 5 average rating, 126 reviews

The Looking Glass, a modernistic escape

Welcome to The Looking Glass, a modernistic escape located in Barnard, Vermont! With floor to ceiling, south facing windows, you’ll be relaxing in comfort while taking in breathtaking views of the Green Mountains! You’ll love our commercial grade kitchen, boasting high-end cookware, a Wolf range and Subzero fridge. Take the spiral staircase upstairs to enjoy a long bath before calling it a night in the spacious king bed. Explore Silver Lake & Woodstock! Hike, bike or ski the neighboring trails

Cabin in Royalton

4.99 out of 5 average rating, 203 reviews

Genuine Vermont Sugar House on 70 peaceful acres.

Stay in this genuine Vermont sugarhouse. Our family took great pride in making Maple Syrup and now we take that same pride in sharing this private piece of Vermont with you, our guests. There are trails that will take you through our 70-acre property including the sugar bush we used for the sugarhouse. Relax in the quiet beauty of rural Vermont. Located near the geographical center of VT. We do welcome friendly housebroken dogs. Please see other details under show more. Part of Three Maples LLC.

Cottage in Hartland

4.97 out of 5 average rating, 450 reviews

Breeze Hill Cottage

This cozy two bedroom home sits on a rural dirt road overlooking fields, woods, and the NH mountains. Watch birds from the window, relax on the patio, and enjoy the flower gardens. The cottage boasts modern amenities mixed with antiques. Please note: if we don’t respond to an Airbnb message and you need to speak with us, call us on our phones day or night!!! We have had people message us when we were asleep and so we have not been aware and have not responded. Call us! We will hear the phone!

Guesthouse in Woodstock

4.98 out of 5 average rating, 233 reviews

Cozy Little Spot (Self Check-in)

Contactless check-in. Cozy guest house, cabin-studio-getaway; enjoy the sounds of a stream outside the window (next to the bed). Views of a larger brook below. The"Cabin"is nestled in the trees giving a feeling of floating above the brook below. The interior is decorated w/family heirlooms gathered from around the country. Nothing fancy, just a cozy simple getaway. 3.25 mi from town. Choose from a variety of activities in town or hop on nearby trails. NO PETS ALLOWED. ZERO CONTACT WITH OWNERS.

Cabin in Bridgewater Corners

4.83 out of 5 average rating, 195 reviews

Cozy Mountain Cabin @ Killington! 5 min to Gondola

Find us on IG @offpistepropertiesvt and TikTok @offpistepropertiesvt Our cozy cabin is close to Killington Mountain (5 min. to Skyeship, 10 min. Snowshed) or Okemo (20m), Long Trail (2 mi) Woodstock (15min). So much to do in the area all year! You will get the quiet, clean, and coziness of a cabin, but RUSTIC and renovated. Relax and unwind! Our professional cleaning company provides a spotless, meticulously cleaned cabin with professionally laundered linens… we charge you what we pay!

Barn in Woodstock

5 out of 5 average rating, 233 reviews

THE LOFT, stunning views from a timber framed barn

Welcome to "The Loft". The loft is a newly built apartment on the top floor of a timber framed barn. The owners are designer/builders who have combined the elements of old world craftsmanship with high tech efficiency to create a Cathedraled living space that is bright, airy and yet cozy. Powered by solar, this attached carriage barn is located on a quiet back road 3.5 miles from Woodstock Village and 3 miles from GMHA. The Loft has its own private entrance, parking and a sunset balcony.

Cottage in Bridgewater

4.97 out of 5 average rating, 182 reviews

Newly Renovated, Hot tub, 2min to Killington lift

Stone’s Throw Vermont is a 3 bed/1.5 bath cottage with hot tub, fireplace, and space for 6 guests conveniently located in central Vermont. Placed right on the US-4 corridor; you’re 2 minutes from the Killington Ski Resort’s Skyship Ski Gondola escorting you to the world class amenities of Killington Resort, 5 min from the best craft beer in the region at Long Trail Brewery, 10 min to Echo Lake, and 20 min from the shops and cafes of Woodstock, VT. Truly everything is a Stone’s Throw away.

Guesthouse in Wallingford

4.98 out of 5 average rating, 639 reviews

Vermont Home Central to Ski Areas-No Cleaning Fees

Comfortable guesthouse located conveniently on US Route 7 near ski areas. Half hour from Manchester Outlet Stores. Near Long Trail/Appalachian Trail, Weston and Dorset Playhouses and miles of scenic country roads. Close to Elfin Lake and White Rocks National Recreation Area.Great for couples, small families, solo adventurers, and business travelers. Queen size bed and full kitchen. Great for overnight stay or week-long vacation to enjoy the beauty of Vermont. No cleaning fees!

Cottage in Windsor

4.97 out of 5 average rating, 368 reviews

Ogden's Mill Farm

Private guest house situated on over 250 acres, with fully equipped gourmet kitchen and great views of quiet fields and valley. Pond with diving board for swimming in the summer. Giant sledding hill is a favorite of children and adults alike. Trails on property for hiking, xc- skiing, and snowshoeing. 15 mins to Woodstock VT. 45 mins to Killington,Pico and Okemo. Great restaurants and shopping nearby. Hanover and Norwich VT 20 mins. Please note not handicapped accesible.

Home in Bethel

4.85 out of 5 average rating, 145 reviews

Hike, run, swim or cycle in beautiful Central VT

Enjoy the summer in beautiful Vermont. The guest area is the entire main floor of a large house with my quiet second home above. Private entrance, 2 bedrooms, full bathroom with washer and dryer, speedy fiber optic internet. The open kitchen has full sized stove and fridge with good cookware and appliances, adjacent to a large open living area. On a paved scenic road. Go up to Silver Lake for a swim, head out on any of the back roads for a run or a ride.

Cabin in Woodstock

4.98 out of 5 average rating, 186 reviews

Cozy Log Cabin, Peaceful Retreat

Cozy Cabin doesn’t charge an additional cleaning fee to our guests! We focus on a comfortable, relaxed, Vermont experience. If you’re looking for a peaceful, yet accessible location, we are situated on 15 acres located between Woodstock Village & Killington. There’s fiber WiFi, Hulu +Live TV w/local channels, ESPN+, Disney+. Also Amazon movies & music, Netflix, Paramount+, & Peacock. The Rec Room has a pool table, darts, lounge, gym and a desk for remote work.

Cabin in Rochester

4.95 out of 5 average rating, 437 reviews

Black haus: a hip, cool house hidden in a forest.

You’ll love our place because of the high ceilings, the rural location, the coziness and its sense of place in nature. Our place is great for couples and solo adventurers who enjoy their privacy, who want to get away from it all but be close enough to a more 'country-urban' vibe. There is a deck for sunning, quite a large front and back yard. A great kitchen for meals at home, a forest to explore and miles of trails to mountain bike or hike.

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Popular amenities for Bridgewater vacation rentals

Free parking on premises

Air conditioning

Stay near Bridgewater's top sights

Long Trail Brewing Company182 locals recommend

Ramunto's Brick & Brew Pizza30 locals recommend

Snowmobile Vermont - Killington•Okemo Mountain Tour28 locals recommend

Appalachian Trail13 locals recommend

First Stop Board Barn13 locals recommend

Back Behind Restaurant & BBQ12 locals recommend

Other great vacation rentals in Bridgewater

Home in Bridgewater

5 out of 5 average rating, 10 reviews

Stunning Mountainside Summer Escape on 5 Acres

Home in Woodstock

5 out of 5 average rating, 27 reviews

The Barn at Winterfound - renovated VT farm stay

Home in Pomfret

5 out of 5 average rating, 91 reviews

Private Vermont Oasis Under 10 Mins from Woodstock

Home in Bridgewater

4.97 out of 5 average rating, 29 reviews

MooseRun| Mesmerizing 3BR Home in Dreamy Location!

Farm stay in Woodstock

4.98 out of 5 average rating, 48 reviews

Classic Cape in VT's #1 Four Season Playground

Guesthouse in Woodstock

5 out of 5 average rating, 45 reviews

Luxury stay in Woodstock - The Barn at Rose Hill

Cabin in Bridgewater

4.9 out of 5 average rating, 93 reviews

100 Acres Views & Creek near Woodstock/Killington

Cabin in West Windsor

5 out of 5 average rating, 38 reviews

Cloudborne Cabin: 22 acres of luxury by Woodstock

Quick stats about vacation rentals in Bridgewater

Total rentals
140 properties
Nightly prices starting at
$70 before taxes and fees
Total number of reviews
4.4K reviews
Family-friendly rentals
90 properties are a good fit for families
Pet-friendly rentals
50 properties allow pets
Rentals with dedicated workspaces
60 properties have a dedicated workspace

Frequently Asked Questions

What are the most popular amenities for House Rentals in Bridgewater?
Enhance your stay in our House Rentals with the most popular amenities: over 30 homes with air conditioning, over 30 homes with a bbq area, over 40 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.
Are there vacation rentals with a dedicated workspace in Bridgewater?
Yes! Work meets play with ease at over 60 vacation rentals in Bridgewater featuring dedicated workspaces. Stay connected and productive in your home away from home.
Do cabin rentals in Bridgewater have wifi?
Absolutely! We offer over 10 cabin rentals with wifi in Bridgewater. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly vacation rentals in Bridgewater?
Bridgewater has more than 90 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
Do cabin rentals in Bridgewater have a bbq area?
Absolutely! We offer over 10 cabin rentals with a bbq area in Bridgewater. Enjoy a tailored experience with all the comforts you desire.
How much does it cost to stay in apartment rentals in Bridgewater?
Experience the best of Bridgewater with our apartment rentals, starting at about $120 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there pet-friendly vacation rentals in Bridgewater?
Four-legged friends are welcome in Bridgewater. Choose from more than 50 vacation rentals for guests traveling with pets.
Do apartment rentals in Bridgewater have a gym?
Absolutely! We offer over 30 apartment rentals with a gym in Bridgewater. Enjoy a tailored experience with all the comforts you desire.

Destinations to explore