Holiday rentals in Chalk Pond

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Top-rated holiday rentals in Chalk Pond

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Guest favourite

Cottage in Newbury

4.96 out of 5 average rating, 385 reviews

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.

9–16 Sep

₹12,669 per night

Guest favourite

Cottage in New London

4.94 out of 5 average rating, 145 reviews

Boutique Cottage | Patio & Fire Pit | Deck w/ View

King Hill Cottage, a meticulously restored luxury retreat nestled in Lake Sunapee, features three bedrooms and two bathrooms with vaulted ceilings, offering a spacious and airy ambiance. The modern kitchen beckons culinary enthusiasts with stainless steel appliances, granite countertops, and a convenient island with seating for six, Step outside to the back patio, where guests can unwind and entertain under the stars with a BBQ grill and propane fire pit, completing the perfect getaway experienc

14–21 Apr

₹42,009 per night

Guest favourite

Cabin in Bradford

4.98 out of 5 average rating, 334 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

2–9 Dec

₹12,335 per night

Guest favourite

Cabin in Marlow

4.97 out of 5 average rating, 111 reviews

The Birches Cabin, at home in the woods!

The Birches is situated on 10 secluded acres, where guests will enjoy the privacy and scenery the cabin offers. Built in 2020 and designed to accommodate guests. During your stay take a walk on the property, read a book, enjoy a glass a wine, cook a fine meal, and stare at the stars. Centrally between Keene and the Sunapee region, guests have many options on how to enjoy their days such as Skiing, Hiking, Paddling, and Snow tubing. This is a vacation spot, that can be enjoyed all year.

19–26 Apr

₹10,717 per night

Guest favourite

Guest suite in Andover

4.97 out of 5 average rating, 117 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!

20–27 Aug

₹7,242 per night

Guest favourite

Chalet in Stoddard

4.95 out of 5 average rating, 195 reviews

Highland Haus- Cozy 70s AFrame- short walk to lake

Cozy 1975 A-frame chalet cabin sleeps 4 with a comfortable living space, two wood stoves, and a full kitchen. Located in the rural community of Stoddard. Enjoy the peace and quiet that this area has to offer. Many local hiking, swimming and fishing nearby. In warmer months, guests will have access to our canoe. It is less than a 2-hour drive from Boston to the Highland Haus! Winter Guests- please note that Shedd Hill rd is very hilly and all-wheel drive or 4-wheel drive is recommended.

6–13 Jun

₹13,197 per night

Guest favourite

Barn in Chester

4.99 out of 5 average rating, 496 reviews

Inviting studio apartment above barn in Vermont

This custom build apartment is located just 10 minutes from I91. In the winter you are 30 minutes away from some of the best skiing around. Located on 85 private acres with great views this is the perfect winter get away. In the summer you can relax by the firepit, hike in the woods, work in the gardens (just kidding), collect breakfast from the chickens or visit some of the local breweries. We are as close or as far away as you would like us to be with our house right next door.

13–20 Oct

₹8,836 per night

Guest favourite

Guest suite in Grantham

4.98 out of 5 average rating, 190 reviews

Studio 154, Sunapee/Dartmouth region sleeps 4

Studio 154 is tucked away on a quiet cul-de-sac in a country setting. 18 mins to Lebanon and 25 mins to Mount Sunapee. A short drive through the neighborhood past mountain views, King Blossom Farm Stand, and meadows that frequently host wildlife and sunsets. The studio has 2 queen sized beds, 3/4 bath, love seat, dining table and work desk. Enjoy fast WIFI, 42" tv, USB plugs next to the night stands and tv shelf. Service fee is included in the price!

19–26 Aug

₹9,289 per night

Guest favourite

Cottage in Windsor

4.97 out of 5 average rating, 320 reviews

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.

18–25 Dec

₹12,104 per night

Guest favourite

Home in New London

4.97 out of 5 average rating, 153 reviews

Post and Beam Guest Studio on NH scenic byway

Our guest studio is close to Lake Sunapee, Mount Sunapee, Pleasant Lake and Otter Pond. You can snow shoe from the front door and skiing, hiking, boating, shopping are minutes away from our quiet home on a New Hampshire scenic byway. Couples, solo adventurers, business travelers, and families with 1 or two small children are welcome. We have a small sofa bed and a pack and play sleeper in addition to a king bed with a luxury mattress.

28 Jun – 5 Jul

₹9,084 per night

Guest favourite

Loft in Sunapee

4.97 out of 5 average rating, 469 reviews

Lake Sunapee Harbor Cozy Retreat

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 comfortable for 3. An efficient use of space offers a queen-sized bed, pull out love seat couch, kitchenette stocked with snacks and basic cooking needs, private bathroom, Wi-Fi, Smart TV, board games, and your own tree-top deck. Very clean, stylish, and comfortable!

25 Jan – 1 Feb

₹10,248 per night

Guest favourite

Guest suite in Andover

4.96 out of 5 average rating, 129 reviews

Andover Village apartment (walk to Proctor)

Bright, private ground-level guest suite in a central Andover Village location. The house is a short, two-minute walk to Proctor Academy and is ideal for anyone visiting the school or surrounding attractions. Nestled in the valley below Ragged and Kearsarge Mountains, the location offers easy access to local amenities in a peaceful, rural setting. Guests of all backgrounds are welcome.

17–24 Oct

₹7,635 per night