Holiday rentals in Merrymeeting Lake

4.92 out of 5 average rating, 132 reviews

A hobbit house is nestled among lush green trees, with a sloping earth-covered roof adorned with grass and ferns. The rounded front features a large window framed in white, complemented by a natural stone border, emphasizing the home's connection with its woodland surroundings.

Earthen home in Sanford

Luxury Year-round Hobbit House w/ private hot tub

Fern Hollow 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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5.0 out of 5 average rating, 325 reviews

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

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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4.94 out of 5 average rating, 50 reviews

A peaceful lakeside scene is presented, featuring a sandy area bordered by tall pine trees. Four black Adirondack chairs are arranged around a small table, with red and white striped blankets draped over them. The calm water reflects the surrounding green hills, creating a serene atmosphere.

Cottage in New Durham

Rustic Cabin w/ SUP boards, Kayaks, Canoe, Firepit

NH lakes area is breathtaking & The Red Cabin Is a perfect Home Base to Explore & Relax. Hike, Paddle, Bike, Fish, Bird watch, Stargaze, Golf & Mt Bike. Winni, Wolfborough, SELT & Birch Hill Trails nearby. 5 * sunsets! 2 Bedrooms (4 beds), living & dining area. Full Kitchen, deck & dock. Fire Pit (w/wood), Canoe & 2 Kayaks ( 3 paddle boards in summer) games, puzzles, kitchen staples & misc “Glamping” comforts to enhance your visit! Well behaved pooches are welcome for additional $100 clean fee.

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4.98 out of 5 average rating, 534 reviews

Guest house in Alton

The Vineyard Penthouse - Beautiful Inside & Out

Wake up to rows of sun-kissed grapevines and unwind in a serene, vineyard-view retreat. This open-concept suite featured a plush king bed, abundant natural light and inviting modern décor. Sip wine at sunset, cook in the well-equipped kitchen, or unwind and relax, in our new “shared” hot tub. Although there are other guest on the property you will have this space to call your own and enjoy. ~ 5 min from Lake Winnipesukee, 20 min to Wolfeboro, 20 min to Gunstock and 25 min to Bank of Pavilion

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4.94 out of 5 average rating, 87 reviews

A family lake house is positioned over the water, surrounded by lush trees. The two-story structure features multiple decks, providing space for outdoor activities. Colorful kayaks and paddleboards are visible along the dock, reflecting a peaceful lakeside ambiance under a partly cloudy sky.

Cottage in Alton

Lake Winnipesaukee/9min to Gunstock Mtn. Alton Bay

Family lake house built over the water on Lake Winnipesaukee. Great place for families and children. Only 9 min. to Gunstock Mountain for exceptional NH skiing. Close to many amazing hikes and set in the middle of world class foliage! Quiet, serene, and restful cottage that offers something for everyone. Whether is swimming, paddle boarding, and hiking in the summer or skiing, ice fishing and relaxing by the wood stove in the winter, this cottage will relax and revive you and your loved ones.

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4.95 out of 5 average rating, 275 reviews

Cabin in Barnstead

Dreamy Lakefront: Hot Tub, Kayaks, & Kid-friendly

This romantic & family-friendly lakefront chalet comes with a private beach, hot tub, kayaks & stunning views and is packed with amenities. It’s a serene home base to explore some of the best New England towns and is in the heart of the Lakes Region. Swim, kayak, bike a scenic trail, fish, hike, explore historic towns, farms & food scene, or simply grill with a view & play board games. We have poured our heart into making this a romantic yet very kid-friendly retreat (kids gear included).

ValueFamilyBiking

5.0 out of 5 average rating, 27 reviews

Waterfront Chalk Pond | Fireplace | Kayaks

Birch Hill House on Chalk Pond is a bright waterfront retreat for every season. Cathedral ceilings and expansive windows frame glowing sunset water views while a cozy electric fireplace warms crisp evenings. Enjoy hiking, birding, kayaking, fishing, and swimming from the private beach, then unwind by the fire pit or relax on the spacious deck. Watch for loons and eagles and explore nearby Birch Ridge trails, Powder Mill snowmobile routes, and the Lakes Region. 90 minutes from Boston.

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4.97 out of 5 average rating, 239 reviews

A serene lakeside view is presented, featuring a well-maintained garden with colorful flowers and lush greenery. Smooth stones create a path leading towards the calm waters of Sunrise Lake. The dock and surrounding trees are visible under a bright blue sky with scattered clouds.

Cottage in Middleton

☀ Fox & Loon lake house: hot tub/pedal boat/kayaks

Escape to a peaceful, lakeside retreat with a secluded sun-lit deck and private dock with incredible views of Sunrise Lake, plus a 4-person hot tub, and seasonal amenities like a pedal boat, two kayaks, a SUP board, gas fire table, central A/C, a pellet stove, and snowshoes. Enjoy nearby activities like hiking, leaf peeping, skiing, and visiting scenic towns, local vineyards and breweries — or simply relaxing in a beautiful lakefront setting. The sunsets can be unbelievable!

ValueFamilyCleanliness

4.86 out of 5 average rating, 28 reviews

Kings Cottage

Relax in this cozy 2BR, 1.5BA lakeside retreat with beautiful water views. Enjoy a spacious living room, open-concept kitchen with island, full bath with a rain shower and deep soaking tub; and a uniquely designed half bath. Just 10 min from Lake Winnipesaukee (Wolfeboro center) and 25 min from Mt. Major, with endless options for hiking, boating, dining, and exploring nearby. Perfect for a peaceful getaway with plenty of adventure close by. unwind at this peaceful oasis.

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Superhost

Home in Milton

Magical Milton in Fall | Cozy | Bonfire | Hot Tub*

Welcome to Camp Lollywood at Milton Three Ponds—a modern luxury lakefront retreat for unforgettable fall getaways. This sleek 3-bedroom, 2-bath lakehouse sleeps 8 and blends sophisticated design with genuine warmth. Step inside to clean lines, soaring ceilings, and a fireplace perfect for cozy evenings. The chef's kitchen and open living spaces flow to your private dock and sandy beach. Firepit nights, s'mores, and stargazing define your stay. Hot Tub Coming Fall 2026!

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5.0 out of 5 average rating, 3 reviews

A spacious deck overlooks the tranquil waters of Merrymeeting Lake, featuring comfortable seating arrangements with plush cushions. A dining table and grill are positioned for outdoor meals, while a fire pit is placed centrally, ideal for evening gatherings. Lush trees frame the serene waterfront view.

4.96 out of 5 average rating, 28 reviews

Lake Front Cabin with Private Dock & Amazing Views

Escape from the hustle and bustle of everyday life at this charming lakefront home on beautiful Merrymeeting Lake. With your own private lake access, dock, multi level decks, & waterfront yard, you can spend your days swimming, boating, or simply relaxing by the water. Enjoy a spacious outdoor area perfect for relaxing, dining, or stargazing. Sleeping up to 8, it's ideal for a peaceful getaway with all the comforts of home for couples, families, & small groups!

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A serene view of Marchs Pond can be seen from the wooden steps leading to the water's edge. A small seating area with chairs is positioned on the shore, surrounded by lush trees and reflecting the calmness of the water.