Holiday rentals in Chalk Pond

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Top-rated holiday rentals in Chalk Pond

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite

The A-frame cabin, painted in dark hues, is framed by tall trees, highlighting its triangular shape. A welcoming green door adds contrast, and a small deck with seating invites relaxation. Natural surroundings create a serene atmosphere, with glimpses of the mountains visible in the background.

Tiny home in Wentworth

4.98 out of 5 average rating, 211 reviews

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

Welcome to 'The Alexander' @ Casa de Moraga! This tiny A-frame is nestled on the bank of Baker River w/ breathtaking views of the river & White Mountains. Full kitchen, bathroom w/ shower & living/dining area. Wake up in the loft bedroom & see the mountains & river from bed. Read on the couch & enjoy the gel fuel fireplace, take a swim or fish in the river - relax in your private hot tub on the deck overlooking the river! 10 min to Tenney MTN. 35 min to Ice Castles, Franconia, Loon & Waterville!

Guest favourite

An A-frame cabin showcases a wooden exterior with large glass windows, allowing natural light indoors. The deck features four Adirondack chairs arranged around a circular fire pit. Surrounding greenery and autumnal trees enhance the serene outdoor setting.

Cabin in Danbury

4.95 out of 5 average rating, 143 reviews

Cozy A Frame Cabin

Discover Your Dream Getaway at Our Enchanting A-Frame Cabin in Danbury, NH! Hike lush forest trails, paddle across sparkling lakes, or hit the nearby slopes for seasonal adventure. After a day outdoors, kick back on the spacious deck, fire up the grill, and dine under the stars. Whether you're planning a romantic escape or a fun-filled family getaway, this hidden gem offers the perfect blend of comfort, charm, and natural beauty. Escape the ordinary—book your unforgettable Danbury retreat today!

Guest favourite

A rustic cabin is nestled among the trees, showcasing its wooden exterior and a metal roof. Tall windows allow natural light to fill the space. Surrounding greenery, including ferns and bushes, adds to the secluded atmosphere. A stone wall and picnic table can be seen in front.

Cabin in Sharon

4.93 out of 5 average rating, 296 reviews

forest retreat; off-grid writers cabin

Secluded rustic charm, circa 1900 cabin in the woods getaway, spend time in nature surrounded by forest, brook, wildlife, hiking trails, fall foliage, mountain biking skiing. Sauna, Cold Plunge, Outdoor Shower & Hot Bath (seasonal) Unwind from the outside world and reconnect with your self or your loved ones and the natural world around you. Loft with real beds, well stocked kitchen, grill, outhouse, Glamping! Close to Woodstock, VT and Killington, S. Royalton, White River, Lebanon & Hanover NH

Top guest favourite

A serene waterfront scene is captured at sunset, showcasing vibrant hues of orange and pink reflecting off the calm surface of Chalk Pond. The still water mirrors the colorful foliage of surrounding trees, creating a picturesque backdrop with a dock extending into the water.

Cottage in Newbury

4.92 out of 5 average rating, 49 reviews

Fun and Relaxing Waterfront Home on Chalk Pond NH

Welcome to this relaxing waterfront home! Located on Chalk Pond, the house is a perfect spot for enjoying the water with all the amenities of home. Chalk Pond is quiet and peaceful, terrific for swimming, kayaking or lounging on a float. Lake Sunapee is minutes away. Short hikes are within walking distance, and longer hikes, such as Mount Sunapee and Mount Kearsarge, are a short drive. We are 10 minutes from skiing and snowboarding at Mount Sunapee and 30 minutes away from Ragged Mountain.

Top guest favourite

The rustic cabin is surrounded by lush greenery and vibrant flower gardens. A spacious porch extends from the front, supported by wooden columns. Sunlight filters through the trees, creating dappled patterns on the lawn. The inviting entrance reflects a serene woodland setting.

Cabin in Bradford

4.98 out of 5 average rating, 432 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

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

4.97 out of 5 average rating, 135 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.

Superhost

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

4.84 out of 5 average rating, 276 reviews

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

Spacious for 1 large/ 2 small families. Cathedrals on main floor. Entire home renovated, incl. full kitchen & appliances, all new floors, brand new mattresses and pillows, fresh white linens, towels, new paint and more. Lots of light and room to spread out with 2 furnished common areas and a bathroom on each floor. Just a quick walk to the private community beach, or a 6 mile drive to the amenities at Mount Sunapee and Lake Sunapee. Short drive to New London provides grocery and restaurants.

Guest favourite

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

4.96 out of 5 average rating, 134 reviews

Kolelemook Cottage!

Kolelemook Cottage - a peaceful lakeside retreat that offers something for everyone all year round. With pristine and shallow water, this lake is perfect for family recreation. We offer an inflatable swim platform, children and adult kayaks, as well as a paddle board for seasonal enjoyment (available Memorial Day-October 15). Board games and Smart TV for indoor entertainment. 10 min. to downtown New London, 20 min. to Sunapee Ski Resort, with loads of hiking options just a short drive away.

Guest favourite

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

4.92 out of 5 average rating, 130 reviews

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.

Top guest favourite

The treehouse stands elevated among tall trees, featuring a warm wooden exterior and large windows that allow natural light to fill the interior. A deck extends from the structure, leading to a fire pit area surrounded by gravel.

Treehouse in Putney

4.98 out of 5 average rating, 179 reviews

Treehouse Haven in Putney-All Seasons

Peaceful, private & fully equipped four-season treehouse, surrounded by nature. ☽ Private & secluded ☽ Central to activities & necessities ☽ Firepit, pellet stove, deck, grill & fully stocked kitchen ☽ Scrupulously clean, unscented products ☽ Clean composting outhouse ☽ Tea & local coffee ☽ Hot outdoor shower-Closed Nov-April ☽ 45min to ski resorts ☽ Swimming holes & hikes ☽ WiFi & electricity Retreat from the business of life; romance, with the family, or even a remote work sanctuary.

Top guest favourite

An outdoor firepit area is surrounded by several black wooden chairs, inviting gatherings. The spacious ranch-style home is seen in the background, set against a backdrop of colorful autumn foliage. The grassy landscape offers a serene environment.

Home in Sunapee

5 out of 5 average rating, 36 reviews

Vacation Home-2Mins dr to the lake & Mt Sunapee

Escape to our cozy 3-bedroom, 2-bathroom ranch-style home, perfect for year-round getaways. Located less than 2 minutes drive from the Lake and Sunapee Mountain, enjoy skiing in winter and lake activities in summer. Relax in the spacious front and backyards, complete with a deck and firepit. Modern amenities include a fully equipped kitchen, Wi-Fi, TV, and a NEMA 14-50 fast EV charger outlet and much more. Ideal for families and friends to unwind and enjoy local Sunapee attractions!

Guest favourite

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

4.9 out of 5 average rating, 126 reviews

Waterfront Retreat on Chalk Pond

Enjoy the peaceful and beautiful setting of our waterfront home on Chalk Pond. Whether getting away with your family or a few close friends, it is the perfect retreat with the same comforts of home. With close to 100ft of waterfront, it is ideal for all seasons. You may find yourself kayaking, swimming, hiking, or just relaxing at the house your whole stay. It is close to Mt. and Lake Sunapee and ten minutes from the local attractions of New London. Check out the Paddle Inn!