Holiday houses 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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Top Guest favourite
Tiny home in Dorchester
4.97 out of 5 average rating, 205 reviews

Trailside Stays - Tiny House in the Woods-Escape to Nature. Snow Owl

This charming and elegant little cabin will transport you into nature. The feeling of camping outdoors with indoor amenities. Part of the brand-new campsite, Trailside Stays that is conveniently located alongside the ski and mountain bike trails at Green Woodlands. This tiny house features 1 high quality queen-size bed, linens, kitchenette, large picture windows, bathroom with shower, heating and A/C, outdoor seating and grill top fire pit. Don't see your dates available? Check the other cabins!

Top Guest favourite
A charming cottage is set against a backdrop of lush trees, with a deck extending from the front. The warm, orange sky creates a serene atmosphere, casting soft light on the exterior of the house and surrounding landscape.
Guesthouse in Hartland
4.97 out of 5 average rating, 201 reviews

Cozy - Killington 40 min. Woodstock-Hanover-Piano!

Luxurious, well appointed cottage - Beautiful sunrise view located between Woodstock VT and Hanover NH. Inspiring treat for musician’s getaway is a fully restored 1929 Steinway Full kitchen, custom cabinets, gas fireplace, energy efficient heat pump, washer, dryer. VERY comfortable queen bed. Romantic getaway in the woods, relax, work in peace, explore the beauty and history of the area. Hiking, biking, fishing, hot air balloon rides and shopping are all close by. Long (90 day) or weekend rental

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, 137 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!

Top Guest favourite
A calm lake view showcases a private wooden dock extending into the water, surrounded by lush greenery and smooth rocks. The clear blue sky reflects on the tranquil surface of the lake, while a swim raft is visible nearby.
Cottage in Nelson
4.99 out of 5 average rating, 135 reviews

Cozy and Romantic Granite Lake Cottage Getaway

Welcome to "Corgi Cottage" ~ your private peaceful getaway to pristine Granite Lake. Enjoy sunrise over the lake from the deck and sunset over the backyard barn. In between, spend the day on the lake in your private sandy cove with dock, fishing, hiking or relaxing. Three mile lake road for walking or biking. The area offers many hiking trails and Mt. Monadnock only 30 minutes away. Small convenience store offers basic amenities while Keene’s many shops and restaurants are only 15 minutes away.

Top Guest favourite
Sunset is seen through a row of trees along the lake, casting gentle reflections on the water's surface. A boat is visible in the distance, leaving ripples as it moves across the calm lake, while the sky transitions from blue to shades of orange and gold.
Home in Washington
5 out of 5 average rating, 123 reviews

Newer Home on quiet 200 acre lake - sleeps 6

Less than an hour from Manchester, Concord & Keene, this new home offers relaxation & year-round adventure. This lakefront property has a dock, with kayaks & paddleboards. You could also walk down the paved road to the neighborhood beach & swim platform. About 30 minutes to Pats Peak, Sunapee, or Crotched Mtn ski resorts. Beds for 6, 2 full baths, W/D, fully equipped kitchen, open living space, gas fireplace, water views, gas grill, parking, firepit, internet. We do not allow pets or smoking.

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, 240 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.

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, 274 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
A cozy living area features two comfortable sofas facing a stone fireplace, where a gentle flame is visible. Light filters through a window adorned with lace curtains, enhancing the rustic wood paneling. A small coffee table sits centrally, and framed artwork is displayed on the walls.
Home in New London
4.9 out of 5 average rating, 143 reviews

Hideaway Cottages, Cottage A

Built in the 1940’s, this 2 Bedroom, 2 Full Bath cottage has a rustic charm, and a peaceful setting, with access to a firepit alongside waterfalls. The Hideaway Cottages are on the same road as a Par 3 Public Golf Course. Located 1.5 miles from downtown New London and in close proximity to The New London Hospital, Colby Sawyer College, Proctor Academy, Lake Sunapee & Mt Sunapee. This area is plentiful in outdoor activities such as skiing, hiking, Lakes/Beaches, and several local restaurants.

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
4.93 out of 5 average rating, 117 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
Cabin in Alexandria
4.98 out of 5 average rating, 194 reviews

Handcrafted A Frame near Newfound Lake and Hiking

Relax and recharge at Millmoon A-Frame Cabin just 2 hours from Boston - Exhale under the stars by the fire pit - 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 Looking for options? Visit my Airbnb Host Profile to explore our 3 cabins: Millmoon A-Frame, Black Dog Cabin, Darkfrost Lodge.

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!

Guest favourite
The main living area features high wood-paneled ceilings, large windows showcasing views of the wooded surroundings, and a cozy wood burning stove. A mix of seating options, including a couch and chairs, are complemented by a dining area and a coffee table at the center.
Cabin in Grantham
4.93 out of 5 average rating, 137 reviews

Cozy Eastman Cabin

Come stay at this cozy modern cabin in the Eastman community on a private 4-acre lot overlooking a heavily wooded forest. Large windows facing the woods let in a ton of light and make you feel like you’re in the treetops. The house is perfect for a small family getaway or a couples retreat. Go for a dip in Eastman Lake down the road or explore hiking and biking trails which are plentiful and nearby. Please note, 4-wheel-drive may be necessary in certain weather conditions.

Popular amenities for Chalk Pond holiday rentals

  1. Airbnb
  2. United States
  3. New Hampshire
  4. Merrimack County
  5. Newbury
  6. Chalk Pond