House holiday rentals in Andover

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Top-rated house rentals in Andover

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Top Guest favourite

A serene scene features a spacious house nestled beside a tranquil pond. Vibrant autumn foliage enhances the landscape, with a mix of orange, yellow, and green trees lining the property. The grassy area invites exploration, while reflections on the water add to the peaceful ambiance.

Home in Grafton

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.

ValueFamilyDecor

4.95 out of 5 average rating, 142 reviews

Top Guest favourite

The exterior of a two-story contemporary home is depicted, featuring green-framed windows and a pathway lined with gravel. Adjacent grassy areas and trees create a natural setting. A blue flag flutters near the entrance, enhancing the welcoming feel of the property.

Home in Weston

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!

ValueLocationCleanliness

4.95 out of 5 average rating, 323 reviews

Top Guest favourite

Home in Woodstock

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

ValueFamilyAir conditioning

4.99 out of 5 average rating, 170 reviews

Guest favourite

The exterior of the fully renovated home is surrounded by greenery, featuring a spacious yard and a fenced area. A large deck is visible on the back of the house, along with a detached garage and ample outdoor space for gatherings.

Home in Ludlow

Updated 6BR Home 4 min to Okemo w fenced in yard!

Fully renovated! This single-family home is a perfect getaway for you and your friends or family to enjoy some of the best terrain in the Northeast at Okemo Mountain, located just 5 minutes away. After a day on the slopes come home, unwind and relax or head to downtown Ludlow area to enjoy restaurants, bars, shopping and more. Pet-friendly, large fenced in yard. Nearby attractions: - Camp Plymouth State Park & Echo Lake - Fox Run Golf - Buttermilk Falls hiking and swimming - Killington Skiing!

FamilyLocationBiking

4.93 out of 5 average rating, 101 reviews

Guest favourite

A cozy bed is adorned with an assortment of pillows in various colors, inviting relaxation. A tray on the bed holds a kettle, two mugs, and a small vase with greenery, while sunlight filters through curtains, illuminating the serene winter landscape outside.

Home in Mount Holly

Newly renovated. Minutes to Slopes & Trails

Healdville Hideaway has 3 acres of rural charm located on the backside of Okemo Mountain. Charm is a plenty in this 1500 SF single story, newly renovated home with views of the mountain & fields full of wildlife. This modern country decorated home provides the perfect comfortable setting for single or multi family enjoyment. The fully functional kitchen is available for making a quick snack or a full meal. The back acreage is perfect for building a snowman or doing a little cross country skiing.

LocationValueRiver

4.92 out of 5 average rating, 159 reviews

Top Guest favourite

Home in Reading

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.

FamilyLocationDecor

4.93 out of 5 average rating, 103 reviews

Top Guest favourite

Adirondack chairs and a small side table are positioned on a spacious deck, offering an unobstructed view of Okemo resort. The winter landscape features snow-covered ground, complemented by a clear blue sky and distant mountain views.

Home in Ludlow

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.

FamilyValueHospitality

4.99 out of 5 average rating, 142 reviews

Guest favourite

A snow-covered landscape surrounds the historic farmhouse and attached barn. The yellow house features a rounded wall and is partially obscured by snowdrifts. The red barn is visible to the right, under a clear blue sky, creating a serene winter scene.

Home in Chester

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.

FamilyLocationSleep quality

4.8 out of 5 average rating, 101 reviews

Superhost

Home in Chester

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!

LocationValueGetting around

4.85 out of 5 average rating, 108 reviews

Top Guest favourite

A charming red barn with a pitched roof is prominently displayed against a backdrop of rolling hills and cloudy skies. A welcoming sign featuring a cow stands at the entrance next to a gravel drive, inviting guests to explore the countryside.

Home in Mount Tabor

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.

ValueFamilyLong stay

4.98 out of 5 average rating, 295 reviews

Top Guest favourite

The outdoor space showcases a two-story home elevated on a slight slope, featuring a spacious deck adorned with string lights. A fire pit and picnic seating area are invitingly arranged on the grassy yard surrounded by greenery. There is a hot tub located on the patio.

Home in Chester

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.

FamilyLocationCondition

4.96 out of 5 average rating, 100 reviews

Top Guest favourite

An interior view showcases a modern staircase with wooden steps and a metal railing, leading to a second floor. Natural light floods the space through large glass windows, illuminating the wooden walls and a stone fireplace. A green plant adds a touch of nature.

Home in Londonderry

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

ValueLocationOutdoor spaces

4.99 out of 5 average rating, 153 reviews