Family-friendly holiday rentals in Sutton

Guest suite in New London

A trio of sculpted birds rests on a wooden surface, with a lush green yard and stone wall in the background. Tall trees frame the scene, revealing a peaceful natural setting. The absence of leaves suggests a serene winter landscape.

4.98 out of 5 average rating, 127 reviews

Cozy nest in historic home, close to town

Just minutes from town yet in a quaint residential neighborhood, the apartment attached to our 1820 historic home is a warm and inviting place to stay while visiting lovely New London, New Hampshire. The town includes many shops and restaurants, along with Colby Sawyer College and The New London Barn Playhouse. Minutes from Little Lake Sunapee and Pleasant Lake, both with beach areas and boating access for summer visitors, and close to Mts Sunapee, Kearsarge and Ragged, for hiking and skiing.

4.98 out of 5 average rating, 406 reviews

Cabin in Bradford

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

4.96 out of 5 average rating, 106 reviews

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.

Flat in Wilmot

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.

4.99 out of 5 average rating, 143 reviews

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

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.

4.97 out of 5 average rating, 150 reviews

Cabin in Alexandria

Handcrafted A-Frame near Newfound Lake & Hiking

Unplug at Millmoon A-Frame Cabin just 2 hours from Boston - Recharge under the stars by the fire pit - Relax or grill on the back deck w/ forest views - Enjoy our pet-friendly working homestead - Ski at nearby Ragged & Tenney Mountain resorts - Explore hiking, biking & snowshoeing nearby at Wellington and Cardigan Mountain State Parks & AMC Cardigan Lodge Need more space? Visit Darkfrost Lodge + sauna airbnb.com/h/darkfrostlodge Stay at NEW Black Dog Cabin + sauna airbnb.com/h/blackdognh

4.92 out of 5 average rating, 99 reviews

The treehouse is elevated above the ground, nestled among tall trees. Soft lighting illuminates the deck while a swing hangs below. The structure features large windows, offering views of the surrounding forest, creating a serene ambiance in the evening light.

Treehouse in Newport

Sugar River Treehouse

Welcome to Sugar River Treehouse! If you’re looking for serenity, peace and quiet, in the most unique, breathtaking, beautiful setting, you have found it. On top of the trees, overlooking the Sugar River in the quaint town of Newport, NH you will find plenty of year round activities including swimming, floating, fishing on the beautiful, clear Sugar River, right outside the back door. You will find the treehouse sits up in between 2 beautiful northern hemlocks and is fully equipped inside.

4.98 out of 5 average rating, 284 reviews

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

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!

Campervan/Motorhome in Guilford

A cozy outdoor living area features wooden seating, including a swing and chairs surrounding a fire pit. The camper is positioned on a deck nestled among trees, providing a sense of seclusion. A small table is visible, completing the inviting gathering space.

4.94 out of 5 average rating, 177 reviews

Monadnock Sunrise Forest Hideaway

Enjoy a converted camper as your private getaway in Southern VT. Less than 10 min to downtown Brattleboro, yet nestled in the woods for a quiet retreat. Full galley kitchen and living/lounge area. Wood stove for primary heating (electric backup for not so cold days). Outdoor spaces include a fire pit, deck, pool table, hot outdoor shower, outhouse (composting toilet), and forest for galavanting. The place is a perfect fit for two adults (queen bed) and one kid (63" long fold down couch).

4.95 out of 5 average rating, 133 reviews

A cozy seating area features a gray sofa adorned with a black and white checked blanket. The backdrop includes a decorative jail cell with iron bars, while wooden shelves display snacks. Two stools are positioned at a bar-height table, enhancing the functional space.

Flat in Newport

Newport Jail “Break”

Located in historic downtown Newport, centrally located on Main Street. Stay in the jail addition of the 1843 County Safe Building. Completely renovated. Walking distance to several restaurants and stores. 8 miles to Mount Sunapee. Enjoy your unique experience taking a jail “break” or prison “escape”. 2 original jail cells with new sets of comfortable bunk beds, lockers and a smart TV in each cell. Small kitchenette with refrigerator, microwave, coffee maker and toaster. LR/DR & 3/4 bath.

4.96 out of 5 average rating, 443 reviews

The interior dining area features a small wooden table surrounded by chairs and stools. A bright kitchen is visible with stainless steel appliances. Natural light enters through multiple windows, and a cozy seating area is positioned near the entrance, enhancing the welcoming ambiance.

Cottage in Newbury

Tranquil Getaway-Dartmouth Lake Sunapee Region

Welcome to your picturesque, peaceful getaway! Nestled along a historic country road, this charming, rustic cottage style home is just minutes from skiing at Mount Sunapee (6 mi), Pats Peak (12 mi), and many other nearby ski areas. Easy access to a network of scenic trails for hiking, snow shoeing, and snowmobiling to explore. Enjoy nearby pristine lakes like beautiful Lake Sunapee, or just relax and soak in the beautiful views — a perfect destination to make memories in any season!

Guest suite in Canterbury

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.

4.88 out of 5 average rating, 244 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!

4.9 out of 5 average rating, 166 reviews

A charming exterior of the rental reveals a gravel area with potted flowers. A dining table with umbrella sits next to the building, along with wicker chairs. The entrance features a white door and is surrounded by light-colored wooden shingles. Lush greenery provides a serene backdrop.

Flat in Bradford

Lovely One level, spacious @ the 121 #3

Built in 1886, in the quaint village of Bradford. Very clean, comfortable, and spacious (1400SF) all one level with central A/C. Great launching pad for your adventures! Walkable to a few family restaurants, cafes, and shops in town to help you experience this rural small town. The area is know for the outdoor recreation. We are 15 minutes two great skiing mountains. Mount Sunapee in the town of Newbury and Pats Peak in town of Henniker. Lake Sunapee 12 min

Popular amenities for Sutton family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.98 out of 5 average rating, 437 reviews

A bright living area is filled with natural light from large wooden windows framed by greenery outside. A cozy couch is adorned with decorative cushions. A round coffee table features a candle and a vase of sunflowers, inviting relaxation in a serene setting.

Cabin in Putney

Vermont Retreat Cabin, Romantic, Nature Immersion

4.99 out of 5 average rating, 171 reviews

Tiny home in Wentworth

Tiny Riverfront A-Frame w/ Mountain Views, Hot Tub

4.97 out of 5 average rating, 119 reviews

A modern two-story house is set on a spacious lawn accompanied by trees. A brick chimney rises against a backdrop of a blue sky with scattered clouds. A stone pathway leads to a welcoming front porch, which is adorned with lanterns and surrounded by well-kept shrubs.

Home in Sunapee

Sunapee Four Season Getaway with a Mountain View

4.99 out of 5 average rating, 321 reviews

Tiny home in Wilmington

Beautiful Timber Frame Retreat

4.96 out of 5 average rating, 115 reviews

The lakeside cottage is framed by lush greenery, with large windows reflecting the sky's blue hue. A set of wooden adirondack chairs is positioned near the water's edge, providing a serene place to relax. A wooden dock extends into the calm lake.

Cottage in Springfield

Kolelemook Cottage!

4.98 out of 5 average rating, 123 reviews

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

Boulder House - Extraordinary Luxury in the Woods!

4.91 out of 5 average rating, 532 reviews

A renovated barn with a dark exterior is set against a backdrop of mountains. The structure features wooden decks and large windows, allowing for views of the surrounding landscape filled with trees, and open fields.

Barn in Fairlee

Private Barn On a Hilltop in Fairlee, Vermont

Cabin in Tilton Northfield

A charming country cabin is presented, featuring wooden shingle siding and red trim. A welcoming front door is set within a gabled frame. Surrounding greenery includes well-maintained bushes and trees, with a wooden privacy fence visible to one side.

4.95 out of 5 average rating, 258 reviews

Adorable Country Cabin with Hot Tub

Family- and pet-friendly home rentals

4.98 out of 5 average rating, 208 reviews

Cabin in Grafton

WildeWoods Cabin | gas fireplace, yard + gardens

4.94 out of 5 average rating, 295 reviews

A spacious studio is depicted, featuring a cozy seating area with a blue couch and a patterned loveseat. A large wooden dining table is positioned nearby. The room is accented by vibrant artwork and is illuminated by natural light from two windows, complementing the warm wood flooring.

Flat in Bellows Falls

Stunning Studio in historic Downtown Bellows Falls

4.9 out of 5 average rating, 126 reviews

A waterfront home is nestled among trees, featuring a spacious yard with a mix of seating options. A wooden dock extends into the clean, shallow water, and the house can be seen with a welcoming front porch, blending harmoniously with the surrounding nature.

Cottage in Newbury

Waterfront Retreat on Chalk Pond

4.83 out of 5 average rating, 272 reviews

The kitchen features a modern design with stainless steel appliances and granite countertops. A round white dining table is placed at the center, surrounded by four white chairs. An antler chandelier hangs from the ceiling, complementing the exposed wooden beams.

Chalet in Newbury

**Remodeled** Chalet near Beach and Mt. Sunapee

4.94 out of 5 average rating, 1,301 reviews

The tiny house exterior features a charming porch with colorful railings and vibrant green doors. Tall trees surround the cottage, and a light dusting of snow covers the ground, adding to the serene atmosphere of the setting.

Tiny home in Jamaica

Apple Blossom Cottage: A Tiny House

4.81 out of 5 average rating, 149 reviews

A charming black house with white trim sits surrounded by a blanket of snow. Snow-covered shrubs and trees frame the exterior, while tall windows invite natural light. The roof is adorned with a thick layer of snow, reflecting the serene winter landscape.

Home in Andover

Ragged & Mount Sunapee are just minutes away.

4.85 out of 5 average rating, 287 reviews

An aerial view captures the yurt nestled in a green landscape, surrounded by trees and a body of water. A fire pit and outdoor seating are visible nearby, with a custom-built outhouse located to the side, enhancing the rustic glamping experience.

Yurt in Mount Holly

Love Shack Yurt on Star Lake (100% off grid)

4.97 out of 5 average rating, 450 reviews

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

The Concordian - Walk to White Park, Downtown, UNH

Family-friendly home rentals with a pool

4.91 out of 5 average rating, 305 reviews

The living area features a stone fireplace as a focal point, accompanied by a comfortable dark sofa and armchair. A wooden coffee table is centered on a patterned rug. A flat-screen TV is mounted on the wall, while decorative accents like a wall-mounted ladder and artwork complement the space.

Apartment in Campton

The Alpine Oasis

4.98 out of 5 average rating, 239 reviews

A small red cabin with a green metal roof is surrounded by trees and rocks. Flower boxes are mounted under the windows, adding a touch of color. A patio area is visible nearby, featuring chairs and an umbrella for shade.

Tiny home in Thornton

Basecamp in the White mountains

4.85 out of 5 average rating, 205 reviews

A living room is furnished with a comfortable brown sofa and an armchair beside a wooden coffee table. A rustic wooden fireplace is adorned with festive garland and a flat-screen TV is mounted above it. Natural light enters through a large window, providing a cozy ambiance.

Apartment in Killington

⛷☃️Close to lifts. Rustic. Mountain Green Resort🏂❄️…

4.96 out of 5 average rating, 125 reviews

A cozy living area features a brick fireplace with a warm fire. A comfortable sofa adorned with decorative pillows is positioned nearby, accompanied by a wooden coffee table. Wall-mounted art and soft lighting enhance the welcoming ambiance.

Townhouse in Killington

Beautiful Spacious Condo at Killington Resort

4.99 out of 5 average rating, 256 reviews

Exposed wooden beams frame the room, complemented by warm brick walls. A cozy fireplace sits centered against the wall, with decorative art above it. A comfortable chair and lamp are positioned nearby, while a television and small dresser provide functional elements in the living space.

Cottage in Newfane

Cozy Vermont Antique Sugar House with Fireplace

Guest suite in New Boston

The suite features a spacious living area with a wooden dining table and chairs, complemented by natural light streaming through large windows. A cozy sleeping area is visible in the background, adorned with soft textiles. A seating area includes a rocking chair, enhancing the inviting space.

4.99 out of 5 average rating, 214 reviews

Private Suite with Hot Tub

4.9 out of 5 average rating, 148 reviews

The exterior of a charming yellow house is surrounded by lush greenery and colorful landscaping. A stone pathway leads to the entrance, framed by well-maintained shrubs and ornamental features. Tall trees provide privacy and a natural backdrop, enhancing the serene outdoor atmosphere.

Home in Plainfield

Historic Home on 17 acres of land. Go escape!