
Vacation rentals in Bridgewater
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Top-rated vacation rentals in Bridgewater
Guests agree: these stays are highly rated for location, cleanliness, and more.

Fat Cat Barn - Close Okemo & Magic, Vermont
Welcome to Fat Cat Barn! This is an incredibly unique, family oriented 1850's Mennonite built Post & Beam barn on 10+ acres in the pastoral hills of Andover, VT. We are wedged between the wonderful villages of Weston, Ludlow & Chester. Just 15 minutes from Okemo and Magic ski mountains with Stratton, Bromley & Killington all within 40 minutes. This is a wonderful four season property with plenty of options for fun right outside our door step. The Stratton mountain views and sunsets are stunning

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.

Beautiful Woodstock Home-Perfect for entertaining
Newly renovated - 4 bedroom, 3 bath house, perfect for relaxing or entertaining. Close to all that the Woodstock Village and the Upper Valley has to offer. Amazing location! Only 1.5 mi to the Woodstock Green. Explore the property and feast on the blackberries in summer, raid the tomato garden in the late summer/early fall, and pick the wild fall apples for munching or baking. Bring your snowshoes or cross country skis (in winter) or hiking shoes in summer and explore the property and beyond!

Elegant Alpine Condo
Newly renovated 1-bedroom Whiffletree condo with an upscale alpine feel—just minutes from the slopes, access road, and snow tubing. Fully stocked with essentials and includes a ski locker for your gear. Shuttle in/out service available weekends (Dec–April), or ski home when conditions allow (check Killington trail status). Sleeps up to 4 with a king bed and queen pullout sofa. Baby Pack & Play crib, mattress and sheets available upon request for $50 per stay. Killington Reg #007718

Howling Wolf Farm Yurt--A Magical Glamping Retreat
Our 88-acre farm spreads up a steep hillside above the village of Randolph, one mile away. The land is a mixture of open areas where we rotate our sheep flock daily, and wooded land with trails and old stone walls. You might hear the occasional car or truck on a nearby road, but more likely you'll hear our sheep baaing to one another or the cows across the valley trumpeting, or the abundance of birdsong. The energy here is calming and peaceful--we know you will love it as much as we do.

THE LOFT, stunning views from a timber framed barn
Welcome to "The Loft". A lofted space 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 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. For more go to @theloft.vt

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.

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.

Okemo A-Frame - Floor Hammock, Sauna & Hot Tub
Welcome to the Okemo A-Frame! With an oversized deck, featuring outdoor dining, a barrel sauna, and hot tub you'll enjoy the outdoors year round. Enter into an open-concept dining area, kitchen, and living room with stylish mid-century malm fireplace. Take your rest in one of the three bedrooms or cozy up on the indoor floor hammock. Located 10 minutes from Okemo Mountain Resort and the town of Ludlow enjoy skiing, shopping, dining, and all that Vermont has to offer.

Luxury Glass Tiny House - Mountain View + Hot Tub
Immerse yourself in nature at Vermont's most unique Airbnb, located in the heart of the Green Mountains. This upscale mirrored glass house was built in Estonia and combines Scandinavian design with jaw-dropping Vermont views for an unforgettable experience. You'll return home feeling rejuvenated after relaxing in a hot tub overlooking Sugarbush Mountain or waking up with a panorama of Blueberry Lake at your feet. *One of Airbnb’s Most Wish-listed Stays of 2023*

LUXE Forest Retreat
Here you will experience a full sensory immersion in nature while simultaneously enjoying all the comforts of a custom built luxury home. The SY House derives its name from the Japanese expression Shinrin-yoku, which directly translates to "forest bathing... A practice of therapeutic relaxation where one spends time in a forest or natural atmosphere, focusing on sensory engagement to connect with nature." The essence of this house is nature.

5 miles from Woodstock-Dog Friendly w/FIOS
Just 5 miles from Woodstock, the Cottage at StillwoodVT is a bright and cozy two-story home set on a peaceful 20-acre oasis of woods, pasture, and hill views. Two bedrooms (queen upstairs, full downstairs), one bath with shower, and open kitchen/living/dining area. Private, quiet, and surrounded by nature. One-bedroom use receives 10% back after checkout (not combinable with other discounts).
Popular amenities for Bridgewater vacation rentals
Other great vacation rentals in Bridgewater

Private Cabin | Pet-Friendly | Woodstock VT

Luxury Cabin#3 Hot Tub Fire Pit Kayak Paddle Board

Private Mountain Sanctuary | 15 Min to Killington

Quechee Vermont Home

Green Mountain retreat: The Skyland 2BR

Waterfront Camper on Private Lake

Skye Ridge Lodge: Hot Tub / .5 miles from Gondola

Firefly Cottage
When is the best time to visit Bridgewater?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ992 | ﺩ.ﺇ1,025 | ﺩ.ﺇ929 | ﺩ.ﺇ731 | ﺩ.ﺇ536 | ﺩ.ﺇ588 | ﺩ.ﺇ738 | ﺩ.ﺇ720 | ﺩ.ﺇ735 | ﺩ.ﺇ815 | ﺩ.ﺇ760 | ﺩ.ﺇ1,054 |
| 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 |
Frequently Asked Questions
Are there family-friendly house rentals in Bridgewater?
Bridgewater has more than 50 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
How much does it cost to stay in house rentals in Bridgewater?
Experience the best of Bridgewater with our house rentals, starting at about $90 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 house rentals in Bridgewater?
Four-legged friends are welcome in Bridgewater. Choose from more than 30 house rentals for guests traveling with pets.
Are there apartment rentals with a dedicated workspace in Bridgewater?
Yes! Work meets play with ease at over 10 apartment rentals in Bridgewater featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there Bridgewater apartment rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 10 apartment rentals with pools in Bridgewater, available on Airbnb. Make a splash and soak up the sun in style!
Do house rentals in Bridgewater have air conditioning?
Absolutely! We offer over 50 house rentals with air conditioning in Bridgewater. Enjoy a tailored experience with all the comforts you desire.
Do apartment rentals in Bridgewater have a kitchen?
Absolutely! We offer over 30 apartment rentals with a kitchen in Bridgewater. Enjoy a tailored experience with all the comforts you desire.
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.
Do house rentals in Bridgewater have free parking?
Absolutely! We offer over 60 house rentals with free parking in Bridgewater. Enjoy a tailored experience with all the comforts you desire.
What are the most popular amenities for House Rentals in Bridgewater?
Enhance your stay in our House Rentals with the most popular amenities: over 50 homes with air conditioning, over 60 homes with wifi, over 60 homes with free parking, over 60 homes with a kitchen, and more. Indulge in the ultimate retreat, tailored to your preferences.
Quick stats about vacation rentals in Bridgewater

Total vacation rentals
Explore 160 vacation rentals in Bridgewater

Nightly prices starting at
Bridgewater vacation rentals start at ﺩ.ﺇ331 per night before taxes and fees

Verified guest reviews
Over 5,830 verified reviews to help you choose

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

Pet-friendly vacation rentals
Find 60 rentals that welcome pets

Vacation rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
70 properties have a dedicated workspace

Wi-Fi availability
150 of Bridgewater vacation rentals include wi-fi access

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

4.8 Average rating
Bridgewater stays are highly rated by guests—averaging 4.8 out of 5!
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- Rentals with a washer and dryer Bridgewater
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- Family-friendly rentals Bridgewater
- House rentals Bridgewater
- Apartment rentals Bridgewater
- Fitness-friendly rentals Bridgewater
- Rentals with an EV charger Bridgewater
- Rentals with a fireplace Bridgewater
- Okemo Mountain Resort
- Stratton Mountain
- Sugarbush Resort
- Killington Resort
- Magic Mountain Ski Resort
- Stratton Mountain Resort
- Pico Mountain Ski Resort
- Mount Snow Ski Resort
- Tenney Mountain Resort
- Fort Ticonderoga
- Ragged Mountain Resort
- Fox Run Golf Club
- Bromley Mountain Ski Resort
- Hildene, The Lincoln Family Home
- Dartmouth College
- Montshire Museum of Science
- Emerald Lake State Park
- Mount Sunapee Resort
- Middlebury College
- Stinson Lake
- Southern Vermont Arts Center
- Plymouth State University
- Warren Falls
- Camp Plymouth State Park
- Things to do Bridgewater
- Food and drink Bridgewater
- Things to do Windsor County
- Food and drink Windsor County
- Things to do Vermont
- Nature and outdoors Vermont
- Food and drink Vermont
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