Holiday rentals in Bridgewater

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Top-rated holiday rentals in Bridgewater

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Top guest favourite
A cozy living area features a large stone fireplace, with a fire gently burning. Stained glass windows add color to the walls, and rustic wooden beams are visible overhead. A rocking chair and small table are positioned near the fireplace on warm wooden flooring.
Home in Tunbridge
4.98 out of 5 average rating, 455 reviews

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.

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, 577 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 newly renovated house is nestled among tall trees, surrounded by lush greenery. The structure features multiple windows reflecting sunlight, with a wooden deck visible in the foreground, leading to a serene setting that invites outdoor relaxation.
Home in Woodstock
4.99 out of 5 average rating, 160 reviews

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!

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, 170 reviews

Weasley's Enchanted Treehouse @ Vermont ReTREEt

Welcome to our enchanting treehouse! We crafted this unique and magic inspired dwelling for any admirer of a beloved wizarding world, or anyone who appreciates 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 in and among trees, providing a magical and secluded escape from life. Have a question or hesitations? reach out check out our other listings for glamping style treehouses

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, 270 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.

Guest favourite
A spacious outdoor deck features a mix of seating, including lounge chairs and a table set for two. String lights are elegantly draped above, providing a warm glow. Surrounding trees add to the natural setting, enhancing the peaceful atmosphere.
Cabin in Stockbridge
4.93 out of 5 average rating, 122 reviews

1958 Classic "Hunting Cabin" w/ Breathtaking Views

Welcome to CAMP TREETOPS, located in the heart of the beautiful Vermont mountains. Our cabin is nestled at the top of a private mountain, surrounded by breathtaking views of Killington, Pico mountains, and the White River. Originally purchased from a Sears & Roebuck catalog as a hunting cabin owned by the same family until 2019. The cabin has since been transformed into its original vintage classic camp décor with antique furnishings and unique vintage finds that take you back in time.

Top guest favourite
The rustic log cabin features a two-story structure with a welcoming wooden facade. A spacious front porch is supported by sturdy columns, allowing for outdoor seating. Surrounding greenery enhances the cabin's natural setting, providing a serene environment.
Cabin in Woodstock
4.98 out of 5 average rating, 215 reviews

Cozy Log Cabin, Relaxing Retreat with 1pm Checkout

Cozy Cabin doesn’t charge an additional cleaning fee and offers a late 1pm checkout 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 with MAX, +Live TV w/local channels, ESPN+, Disney+. Also Amazon movies & music, Netflix & Peacock. The Rec Room has a pool table, darts, lounge, gym and a desk for remote work.

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
4.99 out of 5 average rating, 303 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, 119 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, 440 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 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, 293 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, 312 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*

Popular amenities for Bridgewater holiday rentals

When is the best time to visit Bridgewater?

MonthJanFebMarAprMayJunJulAugSeptOctNovDec
Avg. price₹29,686₹30,348₹25,242₹18,814₹13,803₹15,127₹19,003₹18,530₹18,908₹20,988₹19,570₹27,133
Avg. temp-7°C-6°C0°C7°C14°C18°C21°C20°C15°C9°C3°C-3°C

Frequently Asked Questions

  • What are the best places to stay in Bridgewater?

    Stays in Bridgewater often include cozy cabins, renovated farmhouses, and homes set near the river or forest. Guests seeking local charm tend to explore accommodations with views of Vermont’s natural landscape.

  • What are the best things to do in Bridgewater with kids?

    Families enjoy visits to maple sugaring spots, swimming spots along local rivers, and nature trails in the area. Picking seasonal fruits or joining hands-on farm activities provides engaging ways for kids to explore Bridgewater’s rural character.

  • What are some of the best things to do in Bridgewater?

    Explore covered bridges, browse local art studios, or enjoy a walk along the river in Bridgewater. Seasonal visits to maple sugarhouses and hiking nearby forest trails are also frequently suggested experiences.

  • How is the weather in Bridgewater?

    Bridgewater experiences cold, snowy winters with temperatures from 10–35°F (-12–2°C), and warm, humid summers reaching around 77–82°F (25–28°C). Late spring and early autumn often bring mild weather and colorful scenery.

  • When is the best time to visit Bridgewater?

    Late September through October is often recommended for vibrant fall foliage and harvest festivals. Spring and summer appeal to travelers seeking outdoor activities and quieter rural experiences.

  • What are the best places to visit in Bridgewater?

    Bridgewater features picturesque covered bridges, working farms, and nature preserves that invite exploration. Local artisan galleries and seasonal farm markets add to the town’s welcoming atmosphere.

  • What are some hiking trails in Bridgewater?

    Bridgewater features forested trails with gentle river views and opportunities for wildlife spotting. Trails near local conservation areas are frequently suggested for peaceful hikes and vibrant fall foliage.

  • What are some family activities we can do in Bridgewater?

    Bridgewater has outdoor adventures the whole family can enjoy, such as forest hikes, swimming in nearby rivers, and exploring seasonal farm stands. Interactive maple sugarhouse experiences are often suggested for learning about Vermont traditions.

  • What are some of the best day trip ideas from Bridgewater?

    Plan a day exploring neighboring towns known for antique shops, walking trails, or historic village centers. Scenic routes into the Green Mountains, farm visits, and sampling Vermont cheeses are often suggested.

  • Are there any pet friendly accommodations available in Bridgewater?

    Bridgewater has pet-friendly vacation rentals, especially in rural and riverside areas. Trails and open green spaces in the region make it convenient to travel with pets.

  • What are some local tips for visiting Bridgewater?

    Travelers often suggest connecting with local artisans or small farms for unique experiences. Early autumn is particularly scenic, and checking forest access conditions helps when planning hikes.

  • What is Bridgewater known for?

    Bridgewater is known for its covered bridges, forested landscapes, and traditional maple sugaring. Many visitors remember its welcoming rural character and creative local artisans.

  • What are the best hidden gems to explore in Bridgewater?

    Bridgewater has artisan workshops, peaceful riverside spots, and historic buildings with locally rooted character. Exploring local galleries, antique shops, and quiet trails around the area is frequently suggested for a more relaxed visit.

  • What are the best foods to try in Bridgewater?

    Visitors frequently suggest sampling Vermont cheddar, fresh maple syrup, and hearty farm-to-table fare at local cafes around Bridgewater. Seasonal pies and baked goods also highlight local flavors.

  • What should I bring for a trip to Bridgewater?

    Pack layered clothing for shifting temperatures, especially since winter months dip to around 10–30°F (-12–-1°C) and summers reach up to 82°F (28°C). Waterproof shoes, an insulated jacket, and a reusable water bottle are helpful for outdoor excursions.

  • What is the nightlife in Bridgewater like?

    Nightlife in Bridgewater tends to be relaxed, with local taverns, casual eateries, and occasional live music. Many visitors spend evenings enjoying regional food or fireside gatherings.

  • What are the most popular events or festivals in Bridgewater?

    Bridgewater has local fairs, seasonal maple festivals, and arts and crafts gatherings that highlight the region’s culture, especially in autumn and spring. Nearby towns expand options with holiday parades and summer music events.

  • Are there family friendly vacation rentals in Bridgewater?

    Bridgewater has family-friendly vacation rentals, many of which include spacious living areas, yards, and kitchens. Look for homes on quiet roads or near outdoor recreation opportunities.

Quick stats about holiday rentals in Bridgewater

  • Total holiday rentals

    Explore 140 holiday rentals in Bridgewater

  • Nightly prices starting at

    Bridgewater holiday rentals start at ₹8,509 per night before taxes and fees

  • Verified guest reviews

    Over 6,070 verified reviews to help you choose

  • Family-friendly holiday rentals

    80 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

    60 properties have a dedicated workspace

  • Wifi availability

    140 of Bridgewater holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Bridgewater rentals

  • 4.9 Average rating

    Bridgewater stays are highly rated by guests – averaging 4.9 out of 5!

Destinations to explore

  1. Airbnb
  2. United States
  3. Vermont
  4. Windsor County
  5. Bridgewater