Holiday rentals in Bridgewater

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Top-rated holiday rentals in Bridgewater

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite
The inviting living room features a modern wood-burning stove against a backdrop of light wooden walls. A comfortable dark sofa is arranged around a round wooden coffee table, complemented by a decorative plant. Natural light filters through the windows, enhancing the cozy atmosphere.
Cabin in Londonderry
4.95 out of 5 average rating, 223 reviews

Summit View Cottage:Ski | Hot tub|Fireplace3bd 2ba

Summit view cottage boasts 3 acres in the beautiful green mountains, we are 1,700 feet up in elevation . At this brand newly built PET FRIENDLY cabin you will have 3 bedrooms and 2 full bathrooms, which will sleep 7 comfortably. We have a brand new 6 person HOT TUB! You will find yourself within 15 minutes to the world famous Stratton mtn, 15 minutes from Bromley mtn and a close 4 minutes to the local Magic mtn.Very close proximity to the town of Manchester, which has great shops and restaurants

Top guest favourite
The uniquely shaped house, adorned with shingles, is surrounded by lush greenery. Large windows reflect the vibrant foliage, allowing natural light to illuminate the structure. The natural stone wall complements the rustic aesthetic, creating a harmonious blend with the wooded landscape.
Home in Fairlee
4.96 out of 5 average rating, 545 reviews

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.

Top guest favourite
A modern cabin is set against a vibrant sunset sky, showcasing an inviting façade with large glass doors and warm lights. Snow blankets the ground, while simple outdoor seating is positioned nearby, surrounded by a serene snowy landscape and distant trees.
Cabin in Bridgewater
5 out of 5 average rating, 75 reviews

500 Acre Farm Retreat: OQ Farm's Cloister Cabin

OQ Farm brings you a Vermont experience with this spectacular, 500-acre property. Stay at the farm's 2-bedroom, 2-bathroom Cloister Cabin (one of 3 newly built cabins and one of 8 buildings on site). The farm is located 15 mins from Historic Woodstock, VT, and 15 mins from Killington Mountain. Enjoy the farm's chapel, animals, views, and more! Events are welcome but need additional authorization. So please reach out to inform us of these requests! Caretakers and other guests are on site.

Top guest favourite
A secluded cabin is nestled among snow-covered trees, showcasing a timber exterior and large windows that reflect the winter landscape. An inviting deck extends from the cabin, surrounded by a tranquil blanket of snow, creating a serene atmosphere.
Cabin in Roxbury
4.97 out of 5 average rating, 272 reviews

Off Grid Secluded Cabin on 37 Acre Farm

In a secluded, hand-crafted off the grid cabin, come and enjoy the elements with us at Drift Farmstead. A 3-minute walk leads you through gardens and pasture, to Ravenwood, a small, intimate cabin with everything you need. Be it an extended weekend tucked in seclusion, amongst the birds, river and trees, or find the comforts of a 37 acre small farm nestled in the mountains and settle in, working from afar. Top shelf skiing at Sugarbush is near, along with Vermont's finest grub and beer.

Top guest favourite
A spacious living area features a corner sectional sofa adorned with a cozy blanket and accented by a wooden wall with decorative planters. A rustic coffee table sits in front of the sofa, while a gas fireplace stove provides warmth and ambiance.
Cottage in Bridgewater
4.97 out of 5 average rating, 248 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.

Top guest favourite
The kitchen area features a large island with seating and modern appliances. Natural wood paneling complements the high cathedral ceiling. Glass doors open to a scenic view of the surrounding hills, providing ample natural light and a connection to the outdoors.
Barn in Woodstock
5 out of 5 average rating, 283 reviews

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

Guest favourite
A red cabin with a metal roof is framed by tall yellow wildflowers and lush greenery. The spacious porch features white railing and is decorated with several seating areas, offering a serene view of the surrounding landscape.
Cabin in Bridgewater
4.92 out of 5 average rating, 110 reviews

100 Acres Views & Creek near Woodstock/Killington

You will leave the demands of your busy lifestyle behind when you vacation on our 100+ acre 4 BR 2 BA cabin property with a babbling crystal clear mountain creek. Place your beach chair in the creek, relax with your favorite book for Best Spa Experience Ever! Large open covered porch with porch swing seating to enjoy the expansive mountain views, listen to the leaves rustle and the stream running in the distance. Miles of hiking & biking trails, skiing, restaurants and more nearby.

Top guest favourite
The private guest house is surrounded by lush greenery, featuring a covered porch with a chimney and hanging planters. A well-maintained lawn leads to the house, while a backdrop of rolling hills enhances the tranquil setting.
Cottage in Windsor
4.97 out of 5 average rating, 428 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.

Top guest favourite
A unique treehouse is seen perched among tall trees, with a blend of rustic wood siding and large windows that reflect the surrounding greenery. The structure stands elevated from the ground, supported by slender pillars, blending harmoniously with the natural forest environment.
Treehouse in Hancock
4.98 out of 5 average rating, 150 reviews

Weasley's Enchanted Treehouse @ Vermont ReTREEt

Welcome to our enchanting treehouse! We crafted this unique and magic inspired dwelling perfect for any admirer of a beloved wizarding world, or anyone who just truly appreciates a isolation in a fun space. As you cross the elevated walkways, you'll feel like you're entering a wizards treehome in the forest. The 1,100 sqft treehouse is nestled among the branches of several maple trees, providing a magical and secluded escape from the hustle and bustle of everyday life.

Top guest favourite
A cozy cabin is nestled among the trees, showcasing a rustic wooden exterior with large windows. It overlooks a gentle slope covered in green grass and wild plants, with sunlight filtering through the canopy above, creating a serene and inviting atmosphere.
Guest house in Woodstock
4.98 out of 5 average rating, 278 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.

Top guest favourite
A modern house with wooden exterior is shown from an elevated perspective, surrounded by autumn foliage. A hot tub is positioned on a spacious deck, which includes a seating area with four chairs and a small table. Scenic mountain views and vibrant trees enhance the natural setting.
Tiny home in Warren
4.99 out of 5 average rating, 278 reviews

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*

Top guest favourite
A cozy living area features a deep leather sofa positioned near a stone fireplace. A large window opens to the balcony, inviting natural light. A TV is mounted above a wooden mantle, and a small table and chair provide a space for work or dining.
Apartment in Killington
4.99 out of 5 average rating, 131 reviews

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. Killington Reg #007718

Popular amenities for Bridgewater holiday rentals

When is the best time to visit Bridgewater?

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Frequently Asked Questions

  • What are the most popular amenities for Apartment Rentals in Bridgewater?

    Enhance your stay in our Apartment Rentals with the most popular amenities: over 50 homes with free parking, over 20 homes with a kitchen, over 50 homes with wifi, over 50 homes with air conditioning, 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 70 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.

  • Are there Bridgewater vacation rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 10 vacation homes with pools in Bridgewater, available on Airbnb. Make a splash and soak up the sun in style!

  • Do cabin rentals in Bridgewater have free parking?

    Absolutely! We offer over 10 cabin rentals with free parking in Bridgewater. Enjoy a tailored experience with all the comforts you desire.

  • How much does it cost to stay in house rentals in Bridgewater?

    Experience the best of Bridgewater with our house rentals, starting at about $110 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 60 vacation rentals for guests traveling with pets.

  • Do house rentals in Bridgewater have a kitchen?

    Absolutely! We offer over 50 house rentals with a kitchen in Bridgewater. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Bridgewater have air conditioning?

    Absolutely! We offer over 40 house rentals with air conditioning in Bridgewater. Enjoy a tailored experience with all the comforts you desire.

Quick stats about holiday rentals in Bridgewater

  • Total holiday rentals

    Explore 150 holiday rentals in Bridgewater

  • Nightly prices starting at

    Bridgewater holiday rentals start at £75 per night before taxes and fees

  • Verified guest reviews

    Over 5,610 verified reviews to help you choose

  • Family-friendly holiday rentals

    90 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 60 rentals that welcome pets

  • Holiday rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    70 properties have a dedicated workspace

  • Wifi availability

    150 of Bridgewater holiday rentals include wifi 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!

Destinations to explore

  1. Airbnb
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  3. Vermont
  4. Windsor County
  5. Bridgewater