Holiday houses in Chalk Pond

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Top-rated holiday rentals in Chalk Pond

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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
4.93 out of 5 average rating, 60 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.

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Top Guest favourite
A wooden dock extends over calm waters, framed by greenery. The lake views in the background reflect a variety of blues under a partly cloudy sky. Steps lead down from a wooden railing, providing access to the water's edge.
Home in Newbury
5.0 out of 5 average rating, 33 reviews

Apple Patch, a home with lake access & lots to do

Nestled on a quiet circle bordering conservation land with walking trails, this home offers the best of both worlds: easy access to mountain adventures and lake activities. A short drive takes you to Mount Sunapee, where you can ski, snowboard, hike or bike. With a shared dock on Lake Sunapee just a 5 minute walk away, this home offers a perfect spot for kayaking, paddle boarding, swimming, or fishing. Play tennis or pickle ball at the shared court. You can eat out or in, the choice is yours!

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Top Guest favourite
Cabin in Bradford
4.98 out of 5 average rating, 443 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

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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, 254 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.

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Guest favourite
A wooden dock stretches into the calm waters of Lake Sunapee, surrounded by gentle hills. Several boats are secured at the dock's edge, and the surface of the water is perfectly mirrored, reflecting the clear sky and distant landscape.
Cottage in Newbury
4.88 out of 5 average rating, 129 reviews

Country Cottage

Charming cottage with 3 bedrooms just a small walk to Sunapee lake. You can enjoy swimming off the dock or explore one of the many harbors on the lake. Mount Sunapee is just around the corner (2 minute drive) and offers many fun activities for the whole family. Including zip lines, mtn biking and much more. Sunapee State beach is also within walking distance or just a short drive away. Offers large sandy beach. This rustic cottage is a perfect place to make memories with family and friends.

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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
4.83 out of 5 average rating, 287 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.

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Top Guest favourite
Home in Newbury
5.0 out of 5 average rating, 28 reviews

Spacious 3BR Retreat, Sleeps 9, Lake & Mt. Sunapee

Modern 3BR, 3BA retreat near Lake & Mount Sunapee! Immaculate home that sleeps 9, located just across the street from Lake Sunapee and minutes from Mount Sunapee Resort and the State Park Beach. The open-concept features a gourmet kitchen, cozy gas fireplace, and spacious deck. Enjoy central air in summer and radiant floor heat in winter. Perfect for families and groups to enjoy skiing, lake days, hiking, foliage, and exploring nearby harbors, shops, and restaurants—a true four-season escape!

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Top Guest favourite
A modern two-story home is set against the backdrop of a serene waterfront. The exterior features a mix of siding styles in muted tones, with a bright red front door providing a pop of color. Lush greenery and a gentle slope lead down to the calm water.
Cottage in Newbury
5.0 out of 5 average rating, 101 reviews

Lakefront Bright & Open 2-bdr Cottage w Open Loft

Relax in 1700 sq. ft of waterfront new construction in the beautiful Sunapee region of NH. The 21 acre pond is a slice of heaven with no motorized boats allowed so peace & quiet await you. Paddle out to the island, stroll down to the neighborhood beach & swim out to the floating dock, or take the kids over to the playground directly across the street while you hit some tennis balls. Numerous trails nearby & Mt. Sunapee just 10 min away offering 4 season activities (please click "show more").

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Top Guest favourite
An outdoor area features a circular stone fire pit surrounded by several teal adirondack chairs. A wooden deck is visible above, providing shaded seating under a red umbrella. An expansive lawn and rock formations create a natural backdrop for relaxation.
Cabin in Sunapee
4.97 out of 5 average rating, 118 reviews

Pinewood Lodge | Dog-Friendly Log Cabin

Pinewood Lodge is an authentic log cabin 5 minutes to ski mountain Mount Sunapee! Take some time sitting by the fire pit, hanging with friends or family in the cozy kitchen area, playing games on the lower level card table or in the custom upstairs game room, or cuddling up on the couch next to a warm pellet stove. Being 5-7 minutes from Mt Sunapee, 10 min to Lake Sunapee, minutes from hiking trails and less than an hour to many other attractions, you will create memories to last a lifetime.

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Guest favourite
The exterior of a mountain house is visible, showcasing natural wood siding and a dark green roof. Several windows allow light into the interior, while trees surround the property, offering privacy. The calm waters of Chalk Pond can be seen in the background.
Cabin in Newbury
4.82 out of 5 average rating, 50 reviews

Lazy Bear Lodge

Enjoy your very own waterfront and relaxing stay at a mountain house in a wooded setting on Chalk Pond. This home is a hidden gem. Great views of the sunset. In warmer months, take a ride on the canoe or kayaks; walk, run, or hike the local trails; go for a bike ride; or take a ride to Lake Sunapee. Only a 12-minute drive to ski at Mount Sunapee Resort in winter. Also a fantastic getaway for fall foliage. Water view from every bedroom. Each bedroom has its own private bathroom.

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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, 134 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!

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Top Guest favourite
Dome in Sutton
4.97 out of 5 average rating, 191 reviews

Luxury Glamping NH - Geodome Sanctuary

Escape to a private luxury sanctuary retreat tucked behind a small family owned Christmas tree farm in Sutton, New Hampshire. This adults-only geodome features a private hot tub, wood-fired cedar sauna, cold plunge, hammock and fire pit beneath a sky full of stars. Created for couples seeking rest, connection, and renewal, it’s the perfect place to slow down, reconnect, and experience the beauty of New Hampshire. Just 80 minutes from Boston, yet a world away.

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Popular amenities for Chalk Pond holiday rentals