Holiday rentals in Hopkinton

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Top-rated holiday rentals in Hopkinton

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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
4.98 out of 5 average rating, 119 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.

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.
Guest house in Henniker
4.94 out of 5 average rating, 111 reviews

Quiet cabin near Pat's Peak "White Mountains"

Located at Keyser Pond Campground. Must be 25+ to rent Cabin has 1 queen bed, 2 twin beds in the loft, and a twin pull out couch. Bedding and towels provided Summer - Come "glamp" with us! Friday and Saturday's we have activities for all ages. And a pond for fishing, boating or swimming Winter - Snowmobile trails across the street. Skiing, snowboarding and tubing at Pat's Peak is 5 miles away. NO SMOKING & NO PETS permitted in the cabin. Any violation of this is subject to a violation fee.

Guest favourite
An aerial view captures a cabin nestled among vibrant fall foliage, showcasing a rich tapestry of orange, red, and yellow trees. The cabin's green roof contrasts with the autumn colors, while a dock and kayaks are visible near the water's edge.
Home in Henniker
4.76 out of 5 average rating, 195 reviews

Year-round Water Views ,cozy house near ski resort

Look no further than our waterfront house in Henniker, NH! With a full kitchen, 2 bedrooms, and a large living/dining area with a panoramic view of the pond, you'll have everything you need to relax and unwind. And with pond access just a few steps away, you can easily enjoy activities like fishing, kayaking, and hiking. Want to explore the area? We're just minutes away from Pat's Peak Ski Area and the Contoocook river for white water kayaking. And don't forget to spend some time at Weirs Beach!

Top guest favourite
Guest suite in Deering
4.99 out of 5 average rating, 305 reviews

Elegant Lodging in the Woods ~Privacy & Comfort!

Looking for a relaxing escape? As Superhosts with 6 years of 5-star reviews, we warmly welcome you to our smoke-free, private guest suite. Perfect for couples or solo travelers seeking comfort & tranquility. Tucked away in the peaceful countryside near Pat's Peak & Crotched Mountain, our location offers convenient access to skiing, hiking, golfing, scenic lakes, and the charm of rural New England. Enjoy the comfort of serene surroundings & experience genuine hospitality. 75 minutes from Boston.

Top guest favourite
Cabin in Bradford
4.98 out of 5 average rating, 405 reviews

Deer Valley Retreat, Lovely Log Cabin

This Lake Sunapee Region cabin retreat is perfect for romantics, artists, writers, outdoor enthusiasts, gardeners, friends, & family. Centrally located between the area's best lakes and mountains, convenient to area attractions, and outdoor activities. Still, the cabin feels like a destination in itself, where you can relax, recharge, and reconnect. Cozy up by the stone fireplace, relax on the porch, see nature, read, listen, play, cook, stargaze, and enjoy just being! M&R license #: 063685

Top guest favourite
An open living area features a cozy arrangement with two comfortable sofas and a chair. A sleek television is mounted on a stand against the wall. A gas stove offers warmth, while natural light enters through large windows, illuminating the hardwood flooring.
Flat in Concord
4.97 out of 5 average rating, 349 reviews

Sunny Side Up

Sunny 2nd floor apartment set up in the trees in downtown Concord. A half mile walk or drive to historic main street shops and food. Private off street parking Centrally located right off of interstate 93 & 89. Plenty of seasonal activities nearby: Mountain biking, Skiing/Snowboarding/Snow Shoeing, Loudon Raceway, Apple Picking, Leaf Peeping, Lakes, Rivers, Ponds, Hiking The Space: Private open concept apartment with full kitchen, 1 bedroom with attached full bathroom. Cozy gas fireplace.

Top guest favourite
The historic farmhouse features a striking red exterior with white trim and multiple windows allowing natural light. Two prominent chimneys rise from the roof, while a landscaped front area includes a stone pathway leading to a welcoming black front door.
Home in Henniker
4.94 out of 5 average rating, 185 reviews

The Farmhouse at Sweetwater

Welcome to Sweetwater Farm in Henniker . 2 minutes from pats peak mountain and close to many other ski areas!Our familypurchased the Historical Farmhouse (est 1750)in 2006 and recently decided to share it with others. The newly renovated 2 BR farmhouse sleeps 5-6 people. You'll have access to the grounds, including 1000 ft of frontage on the Tooky River (great for swimming, kayaking and fishing).Our guests can also purchase our USDA certified beef and farm fresh eggs to enjoy during your stay

Top guest favourite
A serene lakeside view captures the cabin set against a backdrop of tall trees. Two wooden decks are visible, leading to a grassy area, while a stable dock extends into the water. Various outdoor seating, including lounge chairs, are arranged nearby.
Cabin in Weare
4.93 out of 5 average rating, 285 reviews

Lakefront winter getaway w s’mores+firepit

Reconnect with nature in our enchanted cabin that is perfect for any couple who wants to witness the beauty of winter, on the lake. The wall of windows will encourage you to relax or play on the frozen lake and make s”mores @ the fire pit (wool blankets provided.). Cozy living room stocked with boards games, smart TV & DVDs. WiFi, full kitchen and full bath. Upgraded experience like linen sheets, echo home manual, espresso maker and satin pillow cases. 3 person max, no children, no smoking.

Top guest favourite
An inviting open living space showcases warm brick walls and original timber beams. A spacious seating area features a brown leather couch and wooden coffee table, while a grand piano occupies one corner. Large windows with serene views of the outdoors offer natural light.
Loft in Peterborough
5 out of 5 average rating, 209 reviews

Peaceful Mill on the Water - Home Away from Home

Immerse in tranquility at our serene mill retreat in Southern NH. This historic space, adorned with original timber, rustic brickwork, and lofty 11 ft ceilings, offers a spacious 2,650 sq ft sanctuary. Relax in the soaking tub, or savor the calming waterfall views from the deck. Conveniently near downtown, but distant enough for undisturbed peace. Welcome to your soothing retreat for rest and rejuvenation. A remote worker's dream office with high speed connectivity and dedicated workspace.

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.
Guest house in Dunbarton
5 out of 5 average rating, 142 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, full bath. Enjoy axe throwing, shoot some 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
The bedroom features a king-sized bed with crisp white linens and a memory foam topper. Two pendant lights provide soft illumination, while a window with multiple panes invites natural light. A comfortable chair and air conditioning unit complete the cozy space.
Flat in Concord
4.97 out of 5 average rating, 448 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!

Superhost
The exterior of a charming red house is shown, nestled among greenery. A spacious deck wraps around the front, offering access to outdoor seating. Lush ferns and bushes create a natural border, while tall trees provide a serene, wooded backdrop.
Flat in Henniker
4.8 out of 5 average rating, 200 reviews

Birchwood at Stonehenge

Totally private self-contained quaint and private in-law studio in private home in Henniker, New Hampshire, walk to Pat’s Peak Ski Area, near New England College. Sleeps 2-3 people with 1 Queen and 1 single bed. Walkout basement with own entrance, separate bedroom, kitchenette, bathroom, and patio with outdoor gas grill. Nice yard in wooded area, rivers, lakes and mountains with four season recreational activities nearby. Suitable for 2-3 people. No pets, no smoking, no drugs.

Popular amenities for Hopkinton holiday rentals