
Holiday rentals in Shapleigh Pond
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Top-rated holiday rentals in Shapleigh Pond
Guests agree: these stays are highly rated for location, cleanliness and more.

Romantic A-Frame cabin in the woods
Stay at Hidden Pines Cabins. Modern cabin tucked privately in the forest. Loaded with modern amenities make it perfect for a romantic getaway. Unwind in the hot tub looking up at the sky full of stars. Take a Sauna while being surrounded by nature all around. Relax by the fire pit. Located in the majestic forest of mount agamenticus, the extensive trail system is off our road. Short drive to the Ogunquit/ york beaches, outlets at Kittery and near Portsmouth, Dover and Portland restaurant scenes.
5.0 out of 5 average rating, 325 reviews
Luxury Year-round Treehouse with private hot tub
The Canopy is one of 5 luxurious tiny homes that make up Littlefield Retreat, a tranquil woodland village of 3 treehouses and 2 hobbit houses – each with its own private hot tub and dock. To see all five dwellings, click on the photo to the left of “Hosted by Bryce”, then click “Show more…”. This 15-acre forest retreat on Littlefield Pond offers our guests an experience that feels like a trip up to the woods of northern Maine, but is closer to home and to all the attractions of southern Maine.
4.91 out of 5 average rating, 604 reviews
Historic Schoolhouse c1866 + Pool + Lake + Hot tub
Stay at our one-room Schoolhouse c1866. Winner of Maine Homes Small Space Design Award 2023 and consistently top 1-5% of Airbnb homes for exceptional hospitality, comfort, cleanliness & quintessential romantic New England vibes. The Schoolhouse is 1 of 3 homes on our family's resort-like retreat, Camp Tall Pines: Featuring tennis/pool/gym/sauna, 1000-feet of frontage along the private 80-acre Shapleigh pond (boat/swim/fish), and nestled amongst a majestic 50-acre forest of tall pine trees.
5.0 out of 5 average rating, 144 reviews
Eclectic Lakefront Cottage on Great East Lake
Welcome to a relaxing stay on the shores of Great East Lake! The fall and winter are the definition of peace and quiet. Often you'll be the only folks on the cove! Come back inside after your outdoor adventures and warm your feet on the radiant slate floors .You can also prepare a home cooked meal in the vintage, fully applianced kitchen. This home is the perfect base for all your winter excursions, or enjoy family time inside with plenty of games, puzzles, ping pong, or air hockey! Enjoy!
4.99 out of 5 average rating, 187 reviews
Extraordinary Lakefront Retreat with Private Beach
This home we call “Loon Bluff” is a very special lakeside retreat. Beautifully furnished, the house boasts a chef’s kitchen, 2 living rooms with large TV’s, and comfortable beds. On the lake, you'll find a private sandy beach, watercraft, a kitchenette, and a large fire pit for cozy conversation. Loon Bluff is the perfect choice for those seeking the quintessential Maine lake experience while enjoying the comfort of a 5-star resort. Also available for weddings, film and television shoots.
5.0 out of 5 average rating, 70 reviews
The Lake House in Acton
Lakefront luxury on Great East Lake—thoughtfully designed for an exceptional stay. Wake to coffee overlooking the water, swim or kayak from your own lakefront, then unwind in the hot tub, gather by the fire, or relax beside one of two indoor fireplaces as the loons call across the lake. Inside, premium beds and linens, top quality bath products, a well-equipped kitchen and all the little essentials make your stay effortless. Beautifully appointed, comfortably stocked and unmistakably Maine.
5.0 out of 5 average rating, 45 reviews
Clean, quaint studio apartment on small farm
Enjoy the Old Farm cottage, a studio apartment on our small homestead in the beautiful Lakes Region. It’s a perfect spot for couples, small families, or traveling nurses. We are within 20 minutes to many beaches, including Lake Winnipesaukee, and provide easy access to head south to the ocean or north to the mountains. You will have your own separate parking/entrance, but are welcome to enjoy our cozy fire pit, stylish treehouse, and backyard access to the network of snowmobile trails.
4.98 out of 5 average rating, 128 reviews
Peaceful horse farm retreat
Gorgeous foliage views from the big bay window. A nice 1 mile walking trail. A full kitchen to make homemade meals. A large TV to settle in and relax. A workspace if needed. Laundry. Extra space could be used for storage/air mattress/kid space. Come experience farm life and let us know if you want a visit with any of the animals. Horses, chickens & dogs. Our place is a perfect getaway for a couple or small family. Escape the busy city noise. Relax at our firepit and check out the stars
4.99 out of 5 average rating, 115 reviews
Fall Lakefront Luxe I Cozy I Bonfire I Hot Tub
Welcome to Camp Lollywood where lakefront magic meets your perfect spring escape on Balch Lake! Sip coffee as the mist lifts off the water, soak in the hot tub with stunning lake views, and gather around the bonfire pit for golden-hour s'mores. Kayak, swim, and soak up warm NH afternoons. The game room keeps the fun going after sunset. Luxury comfort, pure magic, and the best of a New Hampshire spring right outside your door. Come for the lake. Stay for the magic. ✨🌿
5.0 out of 5 average rating, 30 reviews
Whispering Pines, Shapleigh Pond
Welcome to Whispering Pines, a quiet year-round retreat that your family will make life time memories at. This cabin, nestled in the beauty Vacationland has to offer, is perfect for you! Relax with the whole family at this peaceful retreat! Located on a secluded pond in Northwest York County, this cabin offers a variety of ways to enjoy the natural beauty that surrounds it. The cabin offers indoor and outdoor seating areas with views of the pond and treelined shore.
4.94 out of 5 average rating, 36 reviews
Lakefront Home-Stunning Views-Hot Tub, 3100 sqft!
Experience ultimate relaxation with over 100 feet of sandy lakeside beach frontage, nestled among serene pine trees. This spacious lake house features: Open concept main floor 3 levels (3100 sq ft) for privacy Family & dog friendly Hot tub, kayaks, beach, game room, firepit & more! Ideal for large families wanting to share a vacation without compromising on privacy. Enjoy year-round activities and create lasting memories. Get 10% OFF for weekly or longer stays!
4.98 out of 5 average rating, 210 reviews
Peaceful 4 bedroom lakehouse retreat
Beautiful four bedroom two bath home located on Balch Lake in West Newfield Maine. Two private docks and your own boat launch. Sandy beach area on the south side of the house receives lots of sunshine. Take out kayaks or pedal boat to explore Balch Lake! Updated kitchen and a magnificent view of the lake from the living room. Relax in the shade under 2 motor canopies on the deck off of the master bedroom. Enjoy a barbeque and go for a swim at this hidden gem.
4.98 out of 5 average rating, 45 reviewsPopular amenities for Shapleigh Pond holiday rentals
Other great holiday rentals in Shapleigh Pond

Eagle's Landing. Private Dock. Dog Friendly
4.88 out of 5 average rating, 25 reviews
Owl’s Nest Cabin with Hot Tub Near Lake & Trails
5.0 out of 5 average rating, 65 reviews
Year Round House on Mousam Lake!
4.97 out of 5 average rating, 39 reviews
Renovated Luxury Lakefront w/ Beach/Dock/firepit
4.95 out of 5 average rating, 20 reviews
The Lake House
5.0 out of 5 average rating, 15 reviews
In the Trees - NH w/ Lake Access
4.94 out of 5 average rating, 47 reviews
Lakefront Beauty with Private Beach
5.0 out of 5 average rating, 53 reviews
Cabin in the woods with Amazing Saltwater pool
4.96 out of 5 average rating, 71 reviewsDestinations to explore
- Sebago Lake
- White Mountain National Forest
- Ogunquit Beach
- Hampton Beach
- Wells Beach
- Squam Lake
- Story Land
- Weirs Beach
- Long Sands Beach
- Short Sands Beach
- Loon Mountain Resort
- Willard Beach
- York Harbor Beach
- North Hampton Beach
- Scarborough Beach
- Cape Neddick Beach
- Footbridge Beach
- Jenness Beach
- Cranmore Mountain Resort
- Hills Beach
- Gooch's Beach
- East End Beach
- Fortunes Rocks Beach
- Tenney Mountain Resort





