Vacation rentals with outdoor seating in Wardsboro

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Top-rated outdoor seating rentals in Wardsboro

Guests agree: these outdoor seating rentals are highly rated for location, cleanliness, and more.

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Top guest favorite

An aerial view captures the beautiful property surrounded by vibrant autumn foliage. Lush green fields, a variety of trees, and a charming white house are highlighted. The landscape showcases a rich palette of fall colors, offering a peaceful and inviting natural environment.

Guest suite in Shaftsbury

4.99 out of 5 average rating, 161 reviews

Peaceful Get Away at Birds of a Feather Farm

Our cozy upstairs studio can accommodates up to 4 and is separate from the main house. Plush towels, linen, pillows and blankets. Kitchenette is fully stocked with everything you need for cooking. The private entrance is equipped with punch key lock to facilitate easy self check-in. A queen size sleep number bed, queen size pullout couch, table with four chairs, a dresser, one bathroom with shower, smart TV and WIFI. Heat and cooling. Spa services are available. For Booking & Fees contact host.

Top guest favorite

A cozy chalet is set on a lush green landscape, surrounded by towering trees. The two-level structure features a prominent balcony and a welcoming entrance, with a gentle slope leading toward the house. A grill is positioned on the lawn, ready for outdoor cooking.

Chalet in Stratton

4.99 out of 5 average rating, 167 reviews

Chalet w/Disc Golf & AC near hike/bike/golf/swim

Cozy chalet awaits your stay. This home sits on just under 4 acres. Sit back and enjoy the heated sunroom and stare out at the woods that surround you. You may be lucky enough to spot one of the moose or bear that visit the property. Kitchen remodeled June 2023! Open floor plan w/wood burning fireplace. Main bedroom has Qn bed & twin bunks. Finished basement with new Qn size bed and twin bunk above. Kid friendly home! Mins to Stratton Mtn & Mt Snow for skiing & golf! Free Disc golf on property!

Guest favorite

Home in Wilmington

4.88 out of 5 average rating, 105 reviews

MtSnow * HotTub * Pool * Air Hockey * PingPong * Darts

Welcome to our ❄newly listed❄lodge style home! HOT TUB✅ Our home is located on private 2.6 acre lot with beautiful views of Mount Snow in the distance. Our home offers easy access to night life/restaurants and much more. Whether you are skiing, hiking, biking, kayaking or just enjoying the fresh Vermont air, you'll love the comfort of our home. Enjoy a space that is truly convenient, comfortable, child-friendly and fun for you to enjoy during your hard-earned vacation time in southern Vermont!

Superhost

A rustic cottage is set against a backdrop of rolling hills and distant mountains. Lush green grass surrounds the property, complemented by well-maintained shrubs. Bright sunlight highlights the exterior, while large windows invite natural light into the cozy interior.

Cabin in Clarksburg

4.9 out of 5 average rating, 278 reviews

Mountain Cottage Spectacular Views

This lovely cottage sits on 90 acres featuring gardens, fruit groves, forest, and the Hoosic River. Spectacular views of Mt Greylock. Truly an idyllic location, the perfect retreat for a lover of the outdoors but also close to cultural offerings. Less than 10 minutes to downtown North Adams and Mass MOCA. Williamstown and the Clark Art Institute are nearby as well. Plenty of long or short hikes, scenic walks and bike rides as well as local restaurants and shops that are easily accessible.

Top guest favorite

A rustic chair and a small table made from a tree stump are positioned by a gentle stream. A glass of rosé wine sits on the stump, with a bottle nearby, surrounded by lush greenery and colorful foliage in the background.

Home in North Adams

4.97 out of 5 average rating, 161 reviews

Bernie's & Betty's

Comfortably sleeping 6 with a large yard, screened in porch, and newly renovated bathroom, this charming 3-bedroom house is perfect for families looking for fun and adventure in the beautiful Berkshires. Minutes from Mass MoCA, Williamstown (including the Clark Art Institute), and the Appalachian Trail, it is also an easy trip to Lenox (including Tanglewood) and other South Berkshire attractions. If you like the outdoors, you will love the easy access to ski slopes, hiking and biking trails.

Guest favorite

A charming cottage is nestled in a snowy landscape, surrounded by evergreen trees. The red exterior contrasts with the white snow. A stone chimney rises from the roof, and a small garden area is visible in the foreground, adding interest to the serene winter scene.

Cottage in Chester

4.91 out of 5 average rating, 162 reviews

Green Mountain Country Cottage

Four bedroom cottage centrally located within less than 35 min. of 4 ski resorts, and next to the former Tater Hill golf club. Access to snowmobile trail on site, X-country skiing, hiking, fishing, shopping, restaurants, state parks nearby. In summer and fall mushroom foraging is very productive. For history buffs there is a revolutionary war era cemetery next to the property. Sleeps 10 to 12. The cottage is only available to family groups or responsible adults over 25. NO PARTYING ALLOWED.

Top guest favorite

A rustic wooden cabin is set against a backdrop of lush green mountains, featuring a spacious deck with comfortable outdoor seating. Large glass doors provide a view of the interior, while trees and foliage create a natural privacy barrier.

Cottage in Londonderry

4.96 out of 5 average rating, 217 reviews

Vermont Treehouse - Romantic Private Elegant

3 night minimum, unless prior approval, self checkin. Work remotely. This romantic, elegant, private getaway for two (or one) in our "Treehouse" with sleeping loft, full kitchen & bathroom, screened porch, deck, sauna, WiFi, BBQ grill, etc. Overlooking pasture & mountains. Enjoy the property with 3 miles hiking/snowshoe trails. Guest house on 160 acre private horse farm. Lots to do at nearby ski areas, shopping, hiking, biking, theater in summer. Or just relax. Discount for longer stays.

Top guest favorite

The exterior of a two-story house is surrounded by lush greenery, featuring a large lawn and four red adirondack chairs positioned on the front porch. A clear blue sky with scattered clouds is visible above, providing a bright and inviting atmosphere.

Home in North Adams

5 out of 5 average rating, 109 reviews

Berkshires Retreat! in the woods, yet in town!

We are happy to share our piece of heaven in the Berkshires! Newly renovated 4-bedroom 2-1/2-bathroom vacation rental nested in 2.7 acres of woods, yet conveniently located in the city of North Adams. A 5 minute walk from Windsor Lake, a 15 minute walk to MASS MoCA, and a close drive to many restaurants. The house is kid friendly, basketball hoop, soccer goal, and games. We are close to ski resorts, as well hiking and biking trails, including Mount Greylock. PET FEE. PERMISSION NEEDED.

Top guest favorite

A hammock is suspended between trees, surrounded by lush green foliage. Elevated wooden decks are visible in the background, offering a serene spot to relax and connect with nature. Sunlight filters through the leaves, creating a peaceful atmosphere.

Treehouse in Guilford

4.99 out of 5 average rating, 138 reviews

Cozy tent in the trees on organic flower farm

Tuck yourself into a mature oak forest on the field’s edge of our flower farm, Tapalou Guilds. All-weather canvas tent is pitched with a comfy king mattress inside. Three elevated decks with chairs and a hammock give you options for relaxing and steeping in the forest vibe. Fully equipped outdoor kitchen with propane gas range. We provide potable water from our well. Outdoor shower with on-demand hot water. Simple outhouse with sawdust composting system is clean and convenient.

Guest favorite

Chalet in Dover

4.93 out of 5 average rating, 129 reviews

Hot Tub-Game Room-Fire Pit-Dogs Ok-8Min Mount Snow

✔ 4 Bedrooms, 3 Bathrooms, Sleeps 10 comfortably ✔ Relax in the Hot Tub under Pergola & String Lights ✔ Cozy Fire Pit Area with Adirondack Chairs ✔ Fun Game Room with Air Hockey & Ring Toss ✔ Dog-Friendly ✔ 8 Minutes to Mount Snow, 30 minutes to Stratton, 60 minutes to Okemo ✔ 20 minutes to Lake Whitingham/Harriman Reservoir for boating & fishing ✔ Fast Wi-Fi for Remote Work & Streaming ✔ High Chair & Pack N' Play Provided ✔ All Linens, Towels, & Soaps Included

Guest favorite

The exterior of a charming yellow cottage is visible, featuring dark green shutters and a welcoming porch with decorative elements. A well-kept garden with colorful flowers and greenery surrounds the cottage, while a gravel pathway leads to the entrance under a partly cloudy blue sky.

Cottage in Monroe

4.9 out of 5 average rating, 126 reviews

Pumpkin Pine Cottage: your next adventure awaits!

Explore the Deerfield River Valley and Hoosac Range from this tranquil base. Close to skiing, snow tubing, snowshoeing, hiking, birding, kayaking, white-water rafting, fly fishing, zip lines, and more. Like bikes? Amazing gravel, road, and MTB offerings await. Seek culture? Mass MOCA, Clark Art Institute, Northampton, Shelburne Falls, and the Berkshires are a short drive away. Covered bridges, farm stands, sugar shacks, and waterfalls are too plentiful to count!

Top guest favorite

A modern kitchen is equipped with stainless steel appliances, including a refrigerator and oven. White cabinetry offers ample storage. A central island features a sink and prep space, complemented by a set of kitchen utensils. Natural light enters through a nearby window.

Apartment in Williamstown

5 out of 5 average rating, 124 reviews

Downtown | Waterfront | Walk to Shops

★ New to Williamstown? Explore our interactive guidebook. One bedroom with all the bells and whistles! Meticulously upgraded with the discerning guest's convenience in mind. The property is in the midst of Williamstown's popular spots: Williams College campus, theaters, museums, restaurants, shops, and golf course. It also sits by the rushing, sometimes tranquil, Green River where you can sit back, relax and enjoy the fire pit.

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What guests are saying

Enjoy Fall & Experience Beautiful Changing Colors

4.85 out of 5 average rating, 13 reviews2 months ago

We stayed here for a few months while we looked for a home to buy after a work move. Over these months Delia and the home were great. The house provided everything we needed, was well kept, and everything we needed was provided for us while our things were in storage. Delia was communicative throughout and helped us when we needed to stay longer. A great property with great views and a great host.

Home in Hoosick Falls

What guests are saying

Cozy elegant suite between Deerfield/NMH/Shelburne

5 out of 5 average rating, 21 reviews2 months ago

Thank you Roxanne for an amazing stay for our group’s mt snow weekend trip. The home was an easy drive to the mountain and there’s plenty of stores/restaurants on the way. Place is super cozy, the indoor fireplace is the best place to gather at night. Roxanne made sure we had everything we needed for our stay and also made us delicious treats throughout our stay (best coconut macarons ever!) She also made sure the snow plow came early in the morning to clear the driveway for us so we can be on our way.

Guest suite in Colrain

What guests are saying

2.5mi from the lake! Fire pit, arcade, yard games!

5 out of 5 average rating, 57 reviews3 weeks ago

Great spot! Stayed at Eric's place for a weekend with a group of college students (8) looking to hit the reset button and had plenty of space. It was spotless and comfortable, and we had no trouble finding what we needed. The virtual guide is also super helpful!

Home in Whitingham

What guests are saying

Hilltop Chalet on 20 rolling acres

4.81 out of 5 average rating, 89 reviews6 months ago

My wife and I thoroughly enjoyed our stay at John's Chalet. The house was exactly as described beautiful inside and out. We loved seeing all the wildlife around the home every day. The home is very private and close to many outdoor activities especially hiking. We would certainly consider this home again on our next trip to Vermont. Sincerely Paul & Rebecca

Chalet in Granville

What guests are saying

Black Bear Rustic Camp on the Brook

4.94 out of 5 average rating, 33 reviews7 months ago

Denise was wonderful! She was responsive and flexible with check in and out. Her camp was perfect for a night of “unplugging”, quiet, with plenty of supplies. We did have to share an outhouse with the “neighboring tent”, but it was not an issue. We are already thinking of coming back.

Tent in Townshend

What guests are saying

Cottage on Spofford Lake “Library”

5 out of 5 average rating, 3 reviews6 months ago

We had a lovely time at the Library cottage, sitting on the porch, walking the grounds. Nice to spend time right on the beach that has Adirondack chairs and a fire pit. Our host Ali was always available and helpful. The bunk bed layout was a surprise, but worked out fine. We’d love to come back, maybe even in the summer. Thank you Ali for a welcoming stay.

Cottage in Chesterfield

What guests are saying

The River House

4.96 out of 5 average rating, 52 reviews8 months ago

We had a lovely time at this place, it’s a bit small but we’ll appointed and you can’t beat the location, right on the river! The views out the back were incredible every day. This didn’t impact us but be aware the upstairs loft area is probably better for children and a tall adult would feel pretty cramped up there. As a rather short crew my family had no problems 😂. Would definitely stay again.

Home in Chesterfield