Holiday houses in Hopkinton

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Top-rated holiday rentals in Hopkinton

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Top Guest favourite
A cozy living area features a dark upholstered couch and wooden dining furniture set for four. Natural light enters through a skylight and a window, illuminating the space. A patterned rug lies beneath a coffee table surrounded by books and games, enhancing the inviting atmosphere.
Guesthouse in Dunbarton
5 out of 5 average rating, 160 reviews

Bear Brook Trail Side Getaway & RV Park

Come stay in our peaceful one bedroom black bear themed unit. Cozy living room with games, smart tv, wifi, dvd player and movies. Great work space in bedroom. Unit has a full kitchen drinkable water, full bath. Enjoy axe throwing, shoot hoops or sit by the campfire (pending fire bans in drought conditions.) Hike to the brook and enjoy our trails on 15 acres. Check out our guidebook for ideas on tons of local dinning and activities. Min from Hopkinton/Everett trail system and Clough state park.

Top Guest favourite
An outdoor tub is situated on a wooden deck, surrounded by vibrant autumn foliage. A red faucet provides a natural flow of water, while a small bowl of floating objects rests nearby. In the background, a glimpse of a serene lake can be seen through the trees.
Cabin in Stoddard
4.99 out of 5 average rating, 143 reviews

Boulder House - Extraordinary Luxury in the Woods!

From its unique interior wall of huge boulders to the soaring post and beam construction, Boulder House is bolder in every way. It's a rare combination of peace, solitude, and luxury in a beautiful and secluded setting within the 250-acre Lakefalls estate. The very private deck overlooks "Chandler Meadow" and 11,000 acres of conserved land and water, with stunning views from the sunken tub and outdoor shower. The interior appointments and amenities provide extraordinary comfort and aesthetics.

Top Guest favourite
A window frames a serene external view, showcasing bare trees and a distant hillside. Soft light filters through, subtly illuminating the indoor space. A glimpse of a shed is visible among the foliage, highlighting the rustic charm of the surrounding landscape.
Apartment in Wilmot
4.97 out of 5 average rating, 126 reviews

Bog Mt Retreat Downstairs Suite

Welcome to your perfect first floor retreat. Woodland trails on the property, local hikes like BOG MT, a beautiful waterfall and so many more. Bring your kayaks and paddle Grafton Pond or Pleasant Lake and jump off the rock at Blueberry Island. Only 30 minutes from Sunapee Mountain Ski Area & 21 minutes from Ragged MT Ski Resort. Whether you're seeking the thrill of the slopes, the tranquility of nature, or a bit of both, our Airbnb is the gateway to an unforgettable New Hampshire experiences.

Top Guest favourite
A serene lakeside scene features a plush chair by the water, where a golden retriever is comfortably resting. Lush greenery surrounds the lake, and a kayak is seen moored nearby, adding to the tranquil atmosphere.
Cottage in Newbury
4.95 out of 5 average rating, 240 reviews

Large Private Lake House

Spacious lake house with a private beach, directly on Lake Todd in Newbury, NH, located within the Lake Sunapee Region. Fish for bass, pickerel or swim/boat to one of the lake's three islands. Relax on the water or on one of the large decks overlooking the lake. Enjoy local outdoor activities such as hiking, biking, golfing, fishing & kayaking. Mt Sunapee ski area is only 10 minutes down the road. Enjoy ice skating and cross country skiing right out your door in the winter or cozy by the fire.

Top Guest favourite
A red barn-style building is showcased against a snowy landscape. The structure features a large covered porch and multiple windows, reflecting a harmonious blend of rustic charm and modern design. Surrounding trees create a serene backdrop in the winter scenery.
Guest suite in Danbury
4.99 out of 5 average rating, 148 reviews

Mountain View Suite

Mountain View Suite offers tranquility and adventure with stunning views of Ragged Mountain. Just two miles from Ragged Mountain Ski Area, it features a master bedroom with a king-size bed, an open bunk room, a spacious living room with a 65-inch TV, gas fireplace, and a full kitchen. All standard amenities included. The suite’s large windows frame picturesque mountain scenery, bringing nature’s beauty indoors. Outdoors, sit and relax by the fire pit. Gym, Sauna & Cold Plunge Add-On available.

Guest favourite
A cabin with a wooden exterior showcases a porch featuring two rocking chairs. In front, a patio area is outlined by a circular arrangement of chairs in various colors, bordered by patches of snow. Tall trees rise in the background under a clear blue sky.
Guesthouse in Henniker
4.91 out of 5 average rating, 125 reviews

"White Mountains" cabin at Keyser Pond Campground

Enjoy a cozy stay at Keyser Pond Campground (renters must be 25+). This cabin sleeps up to 5 and includes: 1 queen bed 2 twin beds in the loft 1 twin pull-out sofa Bedding & towels provided Summer: Enjoy family-friendly activities on Saturdays, plus a pond for fishing, boating, or swimming. Winter: Snowmobile trails are located across the street, and skiing/tubing at Pat’s Peak are only 5 miles away. 🚭 No smoking permitted inside the cabin. Perfect for a relaxing getaway in every season!

Top Guest favourite
Apartment in Concord
4.97 out of 5 average rating, 469 reviews

The Concordian - Walk to White Park, Downtown, UNH

A quiet and beautiful updated second-floor apartment steps away from downtown Concord. The apartment is attached to a historic 1800’s New Englander home and has a fully renovated bathroom (as of 12/1/24!), full kitchen, one bedroom, a living/dining room with a pullout mattress with topper, plus two walk-in closets. Additionally, we provide air conditioning, high-speed internet, and Netflix for guests. The space is professionally cleaned AND linens are professionally laundered!

Guest favourite
The open-concept kitchen and living area features natural wood paneling and high ceilings with exposed beams. A spacious kitchen island, accompanied by three wooden stools, provides ample counter space. Large windows allow natural light to illuminate the inviting space, while shelves filled with books line the walls.
Apartment in Nelson
4.89 out of 5 average rating, 107 reviews

Swiss Chalet Family Retreat!

Welcome to our family's Swiss style chalet! Inspired by trips to Davos, Switzerland, my grandparents built the chalet in the 1950s to be a family playhouse and gathering spot for their 6 children. It's kind of magical. Today, our large extended family still enjoys holiday celebrations here every year. Our kids love exploring the woodland trails and swimming in Center Pond. We hope you love it as much as we do! Note: the building also has two apartments on the first floor.

Guest favourite
Home in Acton
4.95 out of 5 average rating, 355 reviews

The LOTUS welcomes you, stay a while

The Lotus is your zen home away from home. Enjoy peace and tranquility on your private back deck, the amazing salt water hot tub (exclusively use) new sauna, heated seasonal outdoor shower, deep bathtub (showering is tricky for people taller then 5'5)with bluetooth speaker.Comfortable king size bed with European bedding and a single fold out foam mattress on the 1st floor, that was just finished as another relax area, with 70" TV, record player, hammock & hanging chair.

Guest favourite
The exterior of a cozy house is illuminated by warm lights during twilight. Snow blankets the ground and roof, while bare trees stand around the property. The entrance features a welcoming glow, suggesting a comfortable atmosphere inside.
Home in Greenfield
4.93 out of 5 average rating, 177 reviews

Charming House on 7 Acres in Rural New Hampshire

This magical place has been our home away from home for twenty years and we are excited to share it with you. We hope you'll experience the same time-out-of-time feeling we get when sitting out on the deck in the early morning or looking up on a moonless night as the Milky Way snakes its way across the dark sky. The house sits on seven mostly wooded acres that abut a scenic beaver pond. The property is located on a quiet unpaved road in rural New Hampshire.

Top Guest favourite
A tranquil lakeside view features vibrant autumn leaves in shades of red and orange, with a dock visible extending into the clear water. The surrounding landscape includes lush green trees and a calm, inviting lake reflecting the blue sky.
Cottage in Weare
4.94 out of 5 average rating, 301 reviews

Seasonal lake side cottage

Cottage comes with the use of two kayak's, a canoe, two stand up paddle boards, hammock and outside fire place to roast s'mores. (Please do not use fireplace until dusk). Refrigerator & freezer, microwave, keurig, toaster, basic pots and pans, outside grill,a clean lake with swimming area. Tv/DVD player & DVD’s(no cable), WiFi. We supply towels,linens & beach towels. Friendly neighbors on either side of cottage. A perfect relaxing, unplugged weekend getaway.

Guest favourite
An A-frame chalet is illuminated at dusk, showcasing its triangular structure and charming front porch. Warm light spills from the windows, and twinkling string lights enhance the serene outdoor setting surrounded by trees.
Chalet in Stoddard
4.93 out of 5 average rating, 305 reviews

Highland Haus AFrame Lake Access Vintage 70s Charm

Authentic 1975 A-frame chalet nestled in peaceful Stoddard countryside. This cozy cabin sleeps 5 with two wood stoves and full kitchen. Perfect rural retreat just 2 hours from Boston! Explore nearby hiking trails, swimming spots, and fishing areas. Summer bonus: complimentary canoe access! Highland Haus offers a tranquil escape with vintage charm. Note for winter visitors: Shedd Hill Road requires AWD/4WD due to steep terrain. Your cozy retro hideaway awaits!

Popular amenities for Hopkinton holiday rentals