
House holiday rentals in Andover
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Top-rated house rentals in Andover
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The Grafton Chateau
Welcome to the Grafton Chateau, a gorgeous secluded and private country retreat for all of your family and friends. With six bedrooms and a den, four baths, two fireplaces, a sauna and a large private pond beautifully situated on 67 acres of woodlands, the Grafton Chateau is the perfect comfortable home base for ski trips, hiking, antiquing, or just enjoying the scenery while you sit around the fire pit. The garage has outdoor recreation gear, like snowshoes and sleds. The den has a variety of toys, and games for kids and adults. The whole house, sauna house, barn and all 67 acres are all yours! We are always available by phone, text, or email if you have any questions. Grafton is just about the most charming Vermont town you can find and is convenient to four ski mountains and every other outdoor activity you can imagine.
4.95 out of 5 average rating, 142 reviews
Reillys Rest -GreenMtns! Secluded-Pet-Kid friendly
Reilly's Rest is a private home located on its own 6 acres in a prime location to SKI, HIKE, FISH, SWIM, KAYAK, WALK, + RELAX in the Green Mtns! 11/19 New floors-windows-appliances! The home is just 7 miles to Magic, 10-Bromley, 15-Stratton , and under 20 to both Okemo & Manchester. Reilly's Rest provides a peaceful + cozy stay on 6 acres with Mtn. views. Our Vermont contemporary-style home is sure to impress with warm wood interiors and an upstairs with open floor plan and beautiful views!
4.95 out of 5 average rating, 323 reviews
Cape Cod Home in Woodstock, Pet-Friendly & Wooded
Welcome to this charming 4-bedroom Cape Cod-style retreat in Woodstock, Vermont, a picture-perfect New England getaway set on a wooded hillside lot. With original wide-plank hardwood floors, a fully equipped chef's kitchen, and a spacious back deck with a 6-burner propane grill, this home offers the perfect blend of rustic character and modern comfort. Explore the covered bridges and artisan shops of Woodstock Village, or simply unwind in the peaceful garden setting. Please see: Other Things to
4.99 out of 5 average rating, 170 reviews
Private, Large 4BR home | Pet friendly | 10 Acres
Okemo & Killington Ski House Large 4 bedroom 2.5 bath, 3,000+ sq ft home located close to Okemo Ski Resort and surrounded by 10 acres of land at the end of a private road! This recently renovated home features 3 levels, a large game room, 5 separate sleeping areas and a large covered porch! Enjoy ultimate privacy with proximity to multiple outdoor adventures including skiing, golfing, hiking and mountain biking. Just a short drive to downtown Ludlow and other surrounding stores in Cavendish.
4.93 out of 5 average rating, 103 reviews
Midcentury Hillside Retreat - Summer Paradise
Enjoy this peaceful retreat in the heart of the Green Mtns and surrounded by 130+ acres of private woodland. Dramatic field stone fireplace and spectacular panoramic views of Mt Ascutney into New Hampshire from the entire living space. Large chef's kitchen. Private master suite and two guest bedrooms. The perfect get-away for relaxing with family and friends. Exceptional hiking, biking and Connecticut River adventures. Near GMHA and Woodstock. Great restaurants, fun village shopping nearby.
5.0 out of 5 average rating, 136 reviews
Stunning Okemo Views - 3BD 3BA on 10 Private Acres
Recently constructed on ten private acres with captivating views of Okemo. Three BR, three full bath, air conditioned modern chalet, just 1.5 miles from downtown and 3 miles from Okemo’s base areas. Epic views of Okemo and surrounding mountains from every room. Cozy around the fireplace in the living room or enjoy smores outside by the firepit, or unwind on the deck. Lower level has second living room great for kids with large TV, comfy couches, Pac Man arcade, foosball and board games.
4.99 out of 5 average rating, 142 reviews
Vermont 1828 Reunion House, near Okemo
The Vermont 1828 Reunion House, close to Okemo is a spacious historic vintage ski lodge and farmhouse with 2 kitchens, 8 bedrooms, 4 baths, & a quintessential Vermont character. Excellent for gatherings & family reunions. Linens & towels provided, beds made. 10 acres, meadow & hidden pond. . A new automatic sprinkler system was installed in 2024 & the house complies with all safety regulations & certified by the town of Chester. Must be 25 years to rent. Long term rentals possible.
4.8 out of 5 average rating, 101 reviews
Charming Chester Farmhouse Near VT Slopes
Unplug at our spacious 4-bed Chester farmhouse, a four-season retreat minutes from Okemo, Magic & Bromley. Highlights: *Chef’s kitchen & coffee bar *Fast Wi-Fi, dedicated workspace & Smart TV *Spacious backyard for dining & stargazing *Easy 10–20 min to skiing, hiking & local towns *Pet-friendly, family-ready Spend your days hiking, swimming, leaf peeping, or exploring nearby towns. In winter, hit the slopes, then gather for games and a movie. Book your Vermont getaway today!
4.85 out of 5 average rating, 108 reviews
Cow Barn Lodge
Our home is located in MT. Tabor, Vermont, just off of Route 7, in a country setting with beautiful Mountain views of the Green Mountain National Forest, Dorset and Danby Mountains. The house is an old barn converted into a beautiful spacious home, on 4 acres. Snowmobiling from our place, plus 4 major ski areas less than 30 miles away. Hiking, fishing, swimming, golfing, and the Equestrian horse show are all nearby. as well as shopping in nearby Manchester and Rutland Vermont.
4.98 out of 5 average rating, 295 reviews
Cozy Chalet w/ Jacuzzi Hot Tub near Okemo Mountain
Ideal to host up to 6 guests, this home on 2 acres of land is a perfect retreat for anyone looking to be in the heart of nature. Chester and Ludlow, VT are minutes away and call you to explore historic landmarks and enjoy skiing at Okemo Mountain (located 15 minutes away). With modern facilities & a private location, this will be your home away from home! New in June 2024 - we added a large outdoor patio equipped with a Jacuzzi Hot Tub, Fire Pit, and picnic table.
4.96 out of 5 average rating, 100 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). STR License 26-23-185
4.99 out of 5 average rating, 153 reviews
Stunning mid-century house on 2.5 private acres
Stay at our relaxing, mid-century retreat! The house was built in the 60s but has modern amenities. A 4wd or awd vehicle is recommended. Important note: The grill is put in storage and not accessible November-April due to inclement weather. Our house is conveniently located 7 miles from Stratton and 12 miles from the outlets/restaurants in Manchester. Floor to ceiling windows provide a stunning view of the property. The house has a non-working fireplace.
4.98 out of 5 average rating, 433 reviewsPopular amenities for house rentals in Andover
House rentals with a pool

Ski Mountain View Estate
4.96 out of 5 average rating, 142 reviews
Beautiful Bromley/Manchester VT Retreat w/hot tub
4.9 out of 5 average rating, 183 reviews
Classic VT Ski Chalet - Walkable to Okemo Ski Lift
4.92 out of 5 average rating, 114 reviews
Family-friendly 4BR | Pools Hot Tub | Near Mt Snow
4.89 out of 5 average rating, 183 reviews
The Brick House on Washington Street
4.93 out of 5 average rating, 251 reviews
Historic Farm Stay | Heated Pool + Hot Tub
4.98 out of 5 average rating, 214 reviews
Ranch at Mendon Mt Orchards
4.87 out of 5 average rating, 283 reviews
SugarBear- Pool, AC, Sauna, Gym, Tennis!
4.99 out of 5 average rating, 169 reviewsWeekly house rentals

Ski Chalet with Hot Tub on Okemo Mountain
4.97 out of 5 average rating, 184 reviews
Cozy barn apartment in So. Vermont
4.96 out of 5 average rating, 337 reviews
Modern Cabin ~ 3min to Stratton Resort
4.92 out of 5 average rating, 147 reviews
Modern Cabin with Hot Tub & EV Charging Station
4.95 out of 5 average rating, 362 reviews
Chuck's Place
4.96 out of 5 average rating, 100 reviews
Luxury VT Retreat. Breathtaking Views & Sunsets
5.0 out of 5 average rating, 82 reviews
Mountain Retreat | 9 Acres | Views | Hot Tub
5.0 out of 5 average rating, 31 reviews
Sunrise Haven Hot Tub + Fireplace Near 4 Ski Areas
4.92 out of 5 average rating, 13 reviewsPrivate house rentals

The Green Mountain Chapel
4.95 out of 5 average rating, 42 reviews
Charming New England Cape
4.95 out of 5 average rating, 99 reviews
Pettengill Schoolhaus scenic 2 min to main village
4.84 out of 5 average rating, 25 reviews
The Evergreen Chal-A
5.0 out of 5 average rating, 47 reviews
Ludlow Retreat-Hot Tub, Sauna & Game Room
5.0 out of 5 average rating, 18 reviews
Cozy Cottage Lakefront
5.0 out of 5 average rating, 11 reviews
Cottage with a view in Weston
4.88 out of 5 average rating, 8 reviews
Green Mountain Dreams
4.96 out of 5 average rating, 56 reviewsDestinations to explore
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- Okemo Mountain Resort
- Stratton Mountain
- Berkshire East Mountain Resort
- Pats Peak Ski Area
- Monadnock State Park
- Pico Mountain Ski Resort
- Magic Mountain Ski Resort
- Stratton Mountain Resort
- Dartmouth College
- Ragged Mountain Resort
- Hildene, The Lincoln Family Home
- Killington Resort
- Mount Monadnock
- Emerald Lake State Park
- Bromley Mountain Ski Resort
- Massachusetts Museum of Contemporary Art
- Mount Sunapee Resort
- Montshire Museum of Science
- Camp Plymouth State Park
- Quechee Gorge
- Jamaica State Park
- Bridge of Flowers
- Crotched Mountain Ski and Ride
- Willard Mountain





