Vacation rentals in Andover

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Top-rated vacation rentals in Andover

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Top guest favorite

Cabin in Londonderry

4.94 out of 5 average rating, 348 reviews

Stone Fence Cabin

Cute, Cozy & Charming, our rustic, Studio Cabin is on 5 private acres near scenic Gale Meadows Pond. We are close to Stratton, Bromley & Manchester and you’ll enjoy beautiful scenery & hiking right outside your front door. The Cabin has an open floor plan with a full bath, galley kitchen & dining/living area with pullout futon couch that converts into a 2nd bed. The sleeping loft is accessible by ladder. Our place is a great fit for couples and solo adventurers looking to get away from it all!

Guest favorite

Cabin in Londonderry

4.95 out of 5 average rating, 185 reviews

Summit View Cottage:Green Mtn views w/Hot Tub & AC

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 favorite

Barn in Andover

4.98 out of 5 average rating, 130 reviews

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

Top guest favorite

Cabin in Jamaica

5 out of 5 average rating, 245 reviews

New Cabin in Jamaica

Recently constructed 500sq ft passive solar cabin, 10 minutes to Stratton Mtn., 20 minutes to Mt. Snow and Dover for skiing, shopping, food, or a beer at Snow Republic. Quiet road but very accessible. Perfect area for hiking, biking, relaxing walks along the Ball Mountain Brook or kayaking on Grout Pond or Gale Meadows. Enjoy a campfire in the side yard/former pony corral or relax on the spacious screened in porch. 30 minutes from seasonal farmers market and from Manchester for outlets.

Top guest favorite

Apartment in Manchester

4.99 out of 5 average rating, 256 reviews

Private two-bedroom suite within a two-story house

This is a private suite located on the second floor of a house. Separate entrance. The owners live downstairs. Great location with mountain views. Please note: 1) Our kitchen is fully equipped, but it has a hot plate instead of the traditional stove. 2) Instead of a full-size living room there is a small sitting area with a TV in the same area where the kitchen is located. 3) Guests don't have access to the backyard/patio, but you can enjoy the outside seating set in front of the house.

Top guest favorite

Guesthouse in Wallingford

4.98 out of 5 average rating, 697 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!

Top guest favorite

Barn in Chester

4.99 out of 5 average rating, 644 reviews

Inviting studio apartment above barn in Vermont

This custom build apartment is located just 10 minutes from I91. In the winter you are 30 minutes away from some of the best skiing around. Located on 85 private acres with great views this is the perfect winter get away. In the summer you can relax by the firepit, hike in the woods, work in the gardens (just kidding), collect breakfast from the chickens or visit some of the local breweries. We are as close or as far away as you would like us to be with our house right next door.

Guest favorite

Guesthouse in Cavendish

4.95 out of 5 average rating, 151 reviews

Cozy Cavendish Bunkhouse

Enjoy a stylish & relaxing experience at this centrally-located guest home. Newly renovated with local interior designer! The bunkhouse is behind our main house. We're a quick 10 minute drive to Okemo Ski Resort! You can enjoy plenty of nature, hiking, snowmobiling, mountain biking, skiing/snowboarding and much more in the area! Follow the Bunk House on IG where we’ll share all the local happenings!! ‘at’cozycavendishbunk We look forward to hosting you!

Guest favorite

Tiny home in Athens

4.9 out of 5 average rating, 120 reviews

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.

Guest favorite

Home in Londonderry

4.99 out of 5 average rating, 135 reviews

Modern 3-bedroom A-frame in Londonderry w/ Pond

This 1970s A-Frame has been newly renovated and is ready to host guests. This home is located on a 2.6 acre property complete with a swimmable pond , outdoor firepit (snow dependent) and dining al fresco. It's located only a few minutes away from amenities such as Londonderry Market, Pingree Park, Lowell Lake and several restaurants. For skiing, this home is in proximity to Magic (8min), Bromley (9min), Okemo (25 min) and Stratton (20 min).

Top guest favorite

Apartment in Andover

4.98 out of 5 average rating, 428 reviews

Private Hilltop farm apartment

Our cozy apartment is located on a beautiful hilltop farm with views out from the porch across horse pasture and to the mountains as far away as New Hampshire. There are over 100 acres of field to walk through as well as a mile long trail running down through our property. We are 15 minutes from Chester, Ludlow and Weston. We also have very fast internet!

Guest favorite

Cabin in Jamaica

4.93 out of 5 average rating, 189 reviews

Romantic Wooded Vermont Cabin

Enjoy this private getaway for two in our charming and rustic home nestled on a peaceful, wooded lot at the edge of a national forest. First floor only, open floor plan and it's all yours! Conveniently located 2 miles from Jamaica Village, 10 miles from Stratton Mountain, 16 miles from Manchester and 30 miles north of Brattleboro.

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Other great vacation rentals in Andover

Top guest favorite

Guesthouse in Mount Holly

4.96 out of 5 average rating, 67 reviews

Moon Acre Farm Green Mountain Oasis - near Okemo

KentonRating, 5 stars2 weeks ago

Heather and Peter were delightful hosts. We enjoyed the beauty and peace of their surroundings. The comfy bed overlooked a pond which we liked. The kitchen hot plate and large countertop oven worked well for making full meals. We even made a homemade deep dish pizza in the oven which turned out really well. The large refrigerator was stylish and quiet. It was good to have a full sized washer and dryer. The living room furniture was really clean which was great. The hosts also gave us a tour of their property.

Apartment in Londonderry

4.92 out of 5 average rating, 367 reviews

Cozy Suite in a Historic Building Near Ski Resorts

DylanRating, 5 stars1 week ago

Staying at Jason’s cozy suite in Londonderry was an absolute treat. The space was warm, clean, and thoughtfully arranged, perfect for unwinding after a day of exploring the Green Mountains. Everything from the comfortable bed to the charming rustic touches made it feel like a true Vermont escape. Jason was a great host! Very responsive, welcoming, and respectful of privacy. The location was ideal: close to local trails, ski spots, and great small-town food, but still tucked away enough to enjoy some real quiet. Highly recommend for anyone looking to slow down and soak in the calm beauty of Vermont. I’d definitely stay again.

Top guest favorite

Apartment in Weston

5 out of 5 average rating, 40 reviews

Peaceful Woods- Suite with Private Entrance

FrankieRating, 5 stars5 days ago

This was a wonderfully peaceful place to stay for a girls weekend! Carol and Steve’s garden is absolutely stunning. The homemade blueberry banana bread was such a delicious and welcoming treat. Would stay here again in a heartbeat!

Top guest favorite

Barn in Town of Rockingham

5 out of 5 average rating, 12 reviews

Quiet Country Retreat

ArthurRating, 5 stars6 days ago

Ellie's apartment was gorgeous. The kitchen was beautiful and massive and contained everything you need. The bathroom was large and clean as well as the bedroom. I loved the deck which had a wonderful view of the mountains. It is a peaceful and lovely location. Ellie was very responsive and helpful. I had a relaxing time and felt truly refreshed after my stay.

Guest favorite

Home in Grafton

4.93 out of 5 average rating, 75 reviews

Artist Forest Retreat

MiraRating, 5 stars3 months ago

Really lovely cabin with beautiful open design and decor. Reasonable drive to Magic Mountain and the surrounding area for skiing and other winter sport activities, and a great bathtub for your sore muscles afterward. Heat was super effective, hot water didn't run out even with four of us showering back-to-back, kitchen was well-supplied and there's a nice big driveway with plenty of room to park and turn around. There was even a closet full of boardgames; we played a lot of Scrabble. Of note — like much of Vermont, this is on a gravel/dirt road and it would be a bit sketchy to get there without good tires and four wheel drive. It also snowed a couple times while we were there and the stairs up to the house get very icy. So generally, if you're going in winter, be prepared.

Home in Andover

5 out of 5 average rating, 25 reviews

Vermont Country Home

SophyRating, 5 stars7 months ago

So often on Airbnb, you're staying in a property that is not actually someone's home. But this clearly is a cherished spot for Chris and his family. And what a treat it is that they've shared it. The location far from the main road means peace and quiet with the spectacular mountain view. The house is meticulously maintained, comfortably appointed, and stocked with everything you'd need for your stay.

Guest favorite