Holiday houses 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.

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Top Guest favourite
A modern cabin with an A-frame shape is illuminated by warm lights, surrounded by tall trees. In front, a fire pit with wooden chairs invites gatherings, while a hot tub and sauna are visible nearby, contributing to the outdoor relaxation space.
Cabin in South Berwick
5.0 out of 5 average rating, 323 reviews

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.

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Top Guest favourite
A wooden treehouse with large windows and a spiral staircase is surrounded by lush green trees. The structure is elevated, allowing for a view of the forest floor, which is covered in natural earth tones from fallen leaves and pine needles.
Treehouse in Sanford
4.91 out of 5 average rating, 603 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.

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Top Guest favourite
Place to stay in Shapleigh
5.0 out of 5 average rating, 141 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.

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Top Guest favourite
A modern two-story home is set amidst a wooded area, featuring a spacious outdoor seating arrangement with a picnic table and various chairs. A fire pit and grill are present, with the soft glow of twilight highlighting the inviting exterior.
Cottage in Acton
4.99 out of 5 average rating, 186 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!

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Top Guest favourite
The exterior of the home is showcased at dusk, featuring large windows that reflect warm light. The two-story structure is framed by trees, with a deck visible on the upper level and stairs leading down to the ground. A serene natural setting surrounds the property.
Home in Shapleigh
5.0 out of 5 average rating, 69 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.

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Top Guest favourite
Home in Acton
5.0 out of 5 average rating, 42 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.

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Guest favourite
Home in Wakefield
4.95 out of 5 average rating, 19 reviews

Renovated Luxury Lakefront w/ Beach/Dock/firepit

*ASK ABOUT MONTHLY DISCOUNTS* Whether you're seeking a peaceful escape or an adventure-filled lake getaway, this home has it all! Enjoy 90+ feet of private beach—perfect for swimming, boating, fishing, or relaxing. The spacious backyard with fire pit and grill is perfect for cozy evening gatherings with friends and family. Just a short drive to hiking, skiing, North Conway shops, and Wolfeboro center. Steps from snowmobile trails. Inside, unwind in a newly renovated, modern lakefront home.

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Top Guest favourite
Home in Wakefield
4.97 out of 5 average rating, 111 reviews

Enjoy Fall Foliage at the Lake

Step out of the house and onto to a beautiful deck. From the deck to the water is just 30 feet of sandy beach! Located right on Pine River Pond, this 5-mile, 570 acre lake has crystal clear water. The gently sloping property makes it ideal for multi-generational families. Swim in the summer, ice fish in the winter or just get away from it all in the fabulous peace and quiet of New Hampshire. Note that June - August rentals are a minimum seven night stays Saturday - Saturday.

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Top Guest favourite
A serene view of Belleau Lake is presented from the balcony, where outdoor seating is arranged. Lush green trees frame the water, and a private beach area with a dock is visible in the background, contributing to a peaceful outdoor ambiance.
Home in Wakefield
5.0 out of 5 average rating, 50 reviews

Lakefront Beauty with Private Beach

Welcome to Lake A Dream, our beautiful waterfront home with private sandy beach on Belleau Lake. Perfect for couples, friends, and families. It offers indoor-outdoor living, open concept main level, game room, and more! Enjoy your morning coffee on the balcony taking in lake views, explore the lake on kayaks or paddle boards and roast marshmallows under the stars. In the winter, stay active skating, snowmobiling or cozy up by the fireplace. Have fun no matter the season!

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Guest favourite
Home in Wakefield
5.0 out of 5 average rating, 29 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. ✨🌿

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Guest favourite
A scenic view of the cabin nestled among trees, with a spacious grassy area leading to a peaceful pond. Two lounge chairs sit on the lawn beside a dock. A red canoe and two kayaks are positioned nearby, inviting exploration of the serene water.
Cabin in Newfield
4.94 out of 5 average rating, 35 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.

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Top Guest favourite
An aerial view captures a spacious home nestled among tall trees on the edge of Balch Lake. Two private docks are visible along the shoreline, complemented by a grassy area that leads to a sandy beach. The calm water reflects the surrounding greenery.
Home in Newfield
4.98 out of 5 average rating, 44 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.

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Popular amenities for Shapleigh Pond holiday rentals