Holiday houses in Chalk Pond

4.98 out of 5 average rating, 103 reviews

Cabin in Stoddard

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.

4.96 out of 5 average rating, 103 reviews

Cabin in Danbury

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!

4.98 out of 5 average rating, 161 reviews

Farm stay in Croydon

Lighthouse Inn the Woods~peaceful farmhouse stay

Our cabin is perfectly private, comfortably cozy, and surprisingly sunny. Fully stocked kitchen allows for easy meal prep away from home. Comfy seats for everyone around the TV or table. You'll feel so at home you might never want to leave. A good night's sleep is paramount in a peaceful vacation. We offer only 100% cotton or linen bed linens on our extraordinarily comfortable beds as well as black out curtains in each bedroom. Book your stay to let us show you what luxury and rest feel like.

4.96 out of 5 average rating, 429 reviews

Cottage in Newbury

Tranquil Getaway-Dartmouth Lake Sunapee Region

Tranquil, private, cozy home with a beautiful view on a historic country road. Very close and easy access to many activities and services. Including skiing/adventure park at Mt. Sunapee- 6mi; Pats Peak ski area:-12mi; snowmobile trails right outside the door; many hiking/snowshoeing trails just steps outside the door or just a short drive. There are several lakes in the area with public access including the biggest, Lake Sunapee. A lovely, relaxing and beautiful place to stay any time of year.

4.98 out of 5 average rating, 278 reviews

Treehouse in Newbury

Unique Treehouse Adventure Near Mount Sunapee

Just minutes from Mount Sunapee, this thoughtfully designed Treehouse blends modern comfort with the beauty of nature. Stay cozy in winter with radiant heated floors and a propane fireplace, or cool off in summer with AC making it the perfect escape year-round. Crafted with exquisite detail, this two-bedroom, one-bath woodland retreat offers both adventure and serenity. Whether you're seeking romance, privacy, or a unique base to explore the lake and mountains, you'll find charm in every corner.

4.98 out of 5 average rating, 389 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

4.87 out of 5 average rating, 120 reviews

Cottage in Newbury

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.

4.84 out of 5 average rating, 263 reviews

Chalet in Newbury

**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.

4.84 out of 5 average rating, 37 reviews

Cabin in Newbury

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.

4.89 out of 5 average rating, 111 reviews

Cottage in Springfield

Quaint lakefront; firepit, boat, kayaks, hammock

A peaceful retreat or fun-filled vacation. 160 feet of direct waterfront on crystal-clear Kolelemook Lake in the Sunapee watershed. Kayaks, paddle-boards, canoe, row boat — all provided! The house is 20 mins from ski resorts, x-country skiing, snow shoe trails, tubing. Optimal snowmobile location with several primary and secondary trails right down the street. Fully-stocked kitchen. Dishwasher. Washer/Dryer. Linens provided. Firewood provided. Complimentary bottle of wine.

4.97 out of 5 average rating, 393 reviews

Cottage in Windsor

Ogden's Mill Farm

Private guest house situated on over 250 acres, with fully equipped gourmet kitchen and great views of quiet fields and valley. Pond with diving board for swimming in the summer. Giant sledding hill is a favorite of children and adults alike. Trails on property for hiking, xc- skiing, and snowshoeing. 15 mins to Woodstock VT. 45 mins to Killington,Pico and Okemo. Great restaurants and shopping nearby. Hanover and Norwich VT 20 mins. Please note not handicapped accesible.

4.97 out of 5 average rating, 527 reviews

Loft in Sunapee

Lake Sunapee Cozy Retreat With Continental B-fast

In the heart of Sunapee Harbor is “Topside”, a charming suite for guests who want to engage in the active Sunapee life. Topside is perfect for 2 people and cozy for 4. An efficient use of space offers a queen-sized bed, pull out love seat couch, single air mattress, kitchenette stocked with breakfast foods, snacks and basic cooking needs, private bathroom, Wi-Fi, Smart TV, board games, and your own tree-top deck. Very clean, stylish, and comfortable!

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Other great holiday rentals in Chalk Pond

4.98 out of 5 average rating, 53 reviews

Guesthouse in Wilmot

Private Cabin on Cascade Brook wk/month discount

BrendanRating, 5 stars3 months ago

Great cabin in the woods with a beautiful stream right outside. nice quiet neighborhood with parks, walking, snow shoeing and skiing nearby.

4.82 out of 5 average rating, 11 reviews

Home in Newbury

Cozy Lakeside Cottage located in Newbury, NH

GabrielRating, 5 stars1 month ago

This stay was amazing and very well priced. The lakehouse was the perfect getaway for my college friends and I and a great way to cap off our graduation weekend!

5 out of 5 average rating, 14 reviews

Cabin in Lempster

Modern & peaceful lake house - swim/hike/relax

RobertRating, 5 stars3 months ago

Great stay at Grateful Ledge! Audrey and Josh were excellent hosts, and were very responsive and communicative throughout our stay. The home was clean, open layout, modern and very comfortable. All the comforts of home including a new Weber grill. Off the beaten path with a private and peaceful location. Would stay again.

4.92 out of 5 average rating, 36 reviews

Home in New London

Modern Farmhouse in Quaint Neighborhood

BethRating, 5 stars4 months ago

Great stay, fast responsive host, beautiful house and grounds. Well equipped with a fantastic working space for professionals travelling on business. The horses outside the window are a beautiful view too. Would stay again in a heartbeat!

5 out of 5 average rating, 12 reviews

Cabin in Sunapee

Curio Cabin at Sunapee Lake

MayaRating, 5 stars2 months ago

Gorgeous spot! We loved everything about the cabin, from the cozy, beautifully furnished and decorated living area, to the fully stocked kitchen, to the cool maps on all the walls! It was a chilly weekend in Sunapee, but we even managed to soak up some sun on the chairs outside. This was the best place for a homey staycation with good friends -- we had everything we needed and felt right at home here in these lovely, peaceful, private digs that make you feel like you're in the middle of the forest (but still only about a 25 minute walk from cute town, plus Cara has a ton recommendations if you're looking for something to do). We will definitely stay here next time we visit NH!