Holiday rentals in Hopkinton

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Top-rated holiday rentals in Hopkinton

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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.

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

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 cozy outdoor seating area is illuminated by warm string lights. Two Adirondack chairs and a small table are positioned beneath a wooden pergola, surrounded by hanging ferns. Seasonal décor adds a welcoming touch to the space.
Guest suite in Weare
4.92 out of 5 average rating, 109 reviews

Cozy in-law Suite tucked away in the woods

Kick back and relax in this calm, stylish space. A quiet getaway tucked away in the woods, sits next to a brook so there is always the sounds of water and peepers at night. Property sits on close to 4 acres of woodland, beautiful stone walls and is a short 20 minute drive to ski, hike, or a lake, making it perfect no matter the season! NOTE: there is ONE step from kitchen area up to living and ONE into the shower. Private entrance to a cozy in the woods hide away. Perfect for remote work!

Top guest favourite
The bedroom features a spacious bed with an ochre yellow duvet and two matching pillows. A large wooden wardrobe is positioned against the wall. Natural light enters through a window dressed with sheer curtains, illuminating the soft beige walls and patterned area rug.
Guest suite in Andover
4.98 out of 5 average rating, 282 reviews

Guest Suite - Andover Village

Cozy, clean, comfortable and convenient to Proctor Academy's campus, Upper Valley and local Lakes Region attractions. You have a private keyed entrance to a one bedroom and one bath suite in a bungalow home with off street parking. Although attached to the primary home, you enter from your own covered patio and have the suite entirely to yourself. The bedroom has a queen bed, compact bathroom with shower and pleasant sitting area for two. A relaxing atmosphere with a morning coffee amenity!

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.

Superhost
An open living area is shown, featuring a cozy seating arrangement with a striped couch, a flat-screen TV, and a round dining table with white chairs. The kitchen space is visible, equipped with stainless steel appliances and ample cabinet storage, illuminated by recessed ceiling lights.
Guest suite in Canterbury
4.88 out of 5 average rating, 242 reviews

Cozy Canterbury Suite

Discover the perfect retreat in Canterbury, NH! Our 1 bed, 1 bath unit is a cozy haven, centrally located for lakes and mountain adventures. Spanning 850 sq ft, it offers comfort with a queen size bed and a pull-out couch to sleep a total of 4. Nestled by snowmobile trails, minutes from Highland Mountain Bike Park, Canterbury country club, and the historic Shaker Village. Unwind in nature's embrace, where every season paints a breathtaking canvas. Your ideal getaway awaits!

Top guest favourite
The yome is situated on a wooden deck, featuring a green door framed by large triangular windows. Bright flower pots are placed on the deck, adding a touch of color. Steps lead up to the entrance, surrounded by lush greenery, creating a natural setting.
Yurt in Henniker
5 out of 5 average rating, 108 reviews

Unique Sunny Yome on Beetle Hill Farm

Welcome to Beetle Hill Farm where stress is not an option! Come relax and play in a setting of fields and woods, wildflowers and gardens. The abundant wildlife here includes many different bird species. And be sure to listen for the loons that fly overhead each morning. Experience the peace and beauty of the natural world while escaping the demands of daily life. This bright space is waiting for you. This is a safe space for LBGTQIA guests.

Popular amenities for Hopkinton holiday rentals