Holiday rentals in Pleasant Lake

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Top-rated holiday rentals in Pleasant Lake

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite

A vibrant blue cottage sits nestled among greenery, with a welcoming entrance and an American flag displayed. A dock with two kayaks rests at the water's edge, reflecting the serene lake. A patio area is visible on the upper deck, inviting relaxation.

Cottage in Northwood

Waterfront Cottage Private Dock | Kayaks | Rowboat

Super cozy, beautiful cottage on the lake & dirt roads.Yard: sitting areas, propane fire pit & grill, fenced in yard.Inside includes reading areas, dvds, wifi, books, coloring books, puzzles, games. Enjoy the rowboat & kayaks or bring your own boat. We are on Antique Ally and State Parks are nearby (2 miles away). Enjoy a day at Chucksters, Concord, Portsmouth or the lakes region. Enjoy the LAKE LIFE! No animals (Health concern for cleaner) 4 adults or 2 adults 3 kids. Life jackets provided.

4.94 out of 5 average rating, 159 reviews

Top guest favourite

An aerial view showcases a house positioned along the shoreline of Northwood Lake. The private lot is surrounded by lush trees, with a spacious wooden deck and two docks extending over the water. The landscape offers a serene environment perfect for outdoor activities.

Home in Northwood

Deja Blue Lake House

Enjoy a whole house that sits directly on Northwood Lake on a private lot. House has 4 bedrooms and 1 1/2 bathrooms. 1st Bedroom has a Queen size bed, 2nd Bedroom has a Queen size bed, 3rd Bedroom has a Full size bed, 4th Bedroom has a bunk bed which is a Full Xl over a Queen.There are 2 docks. Bring your boats, floats, jet ski's, fishing poles, etc. The boat launch is located within walking distance. We have 4 paddle boards, floats, and a kayak for use while there. We do have some life jackets.

5.0 out of 5 average rating, 30 reviews

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

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, 601 reviews

Top guest favourite

A charming lake cottage stands under the shade of lush trees, showcasing a red exterior and a dock at the water's edge. Adirondack chairs are arranged on the dock, inviting relaxation. The cottage features a second structure up the hill, offering additional space.

Home in Northwood

Fall Foliage on the Lake Kayaks | Private Dock

Seasonal Lakeside Cottage - Available May to November!! Enjoy down time at this eco-friendly, and tranquil getaway sitting on beautiful Northwood Lake. Easy to get to and close to Concord & Portsmouth. This is our quaint lake house, and we look forward to welcoming you. Lake views abound, in this cozy 2 bedroom, 1 bath cottage, with a deck that spans the entire length of the home and more! Boating, swimming, kayaking, fishing, or just relax as you soak in the sun in Adirondack chairs.

4.96 out of 5 average rating, 67 reviews

Top guest favourite

A charming red farmstead is set against a snowy landscape, showcasing a classic sloped roof and warm lights glowing from its windows. A fenced yard and a snow-covered driveway lead to the entrance, while snow-dusted trees surround the property.

Farm stay in Epsom

Antq. Farm Ell-Private deck/views/trails/Dog yard!

This farmstead "ELL" has 1800's character, yet updated for modern day. WiFi & AC! We hope this space inspires. Orig. hand hewn beams, pine floors, woodstove & vntg. bath tub to warm you after a day skiing or family sliding down threw the fields. Mtn. bike or walk the trails. Prvt. deck w/grill, fenced yard, firepit & views. We are open year round @ "Windy Ridge Inn" Nh snowmobile trails at your door! UNH, Dell Lea, Gunstock Mt, Laconia, Atlantic Ocean, NH lakes, ME Outlets. 90 min to Boston

4.97 out of 5 average rating, 138 reviews

Top guest favourite

A lakeside porch features large windows offering panoramic views of the water and surrounding trees. A rustic table accompanied by chairs is set for dining, while comfortable rocking chairs invite relaxation. Soft lighting from hanging bulbs adds a warm ambiance to the space.

Cottage in Deerfield

Lakeside Cottage with Private Dock, Canoe

Escape to this charming, lakeside cottage on beautiful Pleasant Lake - one of New Hampshire’s cleanest and clearest. Enjoy breathtaking views, cozy air-conditioned interiors, and direct access to swimming, fishing, and boating. Relax on your private dock, or bring your boat, PWC, and other water toys. Explore the lake in the 14ft canoe. Perfect for couples, families, or friends seeking a peaceful retreat in nature’s embrace. Book now for an unforgettable experience on beautiful Pleasant Lake!

5.0 out of 5 average rating, 40 reviews

Top guest favourite

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).

4.95 out of 5 average rating, 272 reviews

Top guest favourite

Adirondack chairs are positioned on a spacious wooden dock overlooking calm water. A bright red kayak rests nearby, reflecting the sunset colors of soft pink and blue in the sky. The tranquil setting offers a peaceful ambiance for relaxation.

Home in Northwood

Perfection on Pleasant Lake

Message me if you don't see dates you need -we block time for ourselves. Relax and enjoy this air conditioned comfortable and modern lakeside house. Swim, kayak, canoe, paddle board or lounge on our spacious dock where you can dock your boat as well. Gorgeous gardens, two large decks, fire pit area. Large Primary Suite with King bed and pull out bed. Newly renovated, stocked kitchen, Dining table for 8, fast Wi-Fi, house stocked with puzzles, books games. Up to 2 dogs welcome.

5.0 out of 5 average rating, 42 reviews

Top guest favourite

The cabin's exterior is seen in the evening light, showcasing a large deck with an umbrella and seating arrangements. The warm glow from the multiple windows suggests a cozy interior, while the surrounding trees create a peaceful natural setting.

Cabin in Barrington

All season cozy waterfront cabin. Ideal get away.

Welcome to Clark's pet friendly, cozy cabin. You'll enjoy this new, cozy home. This waterfront get-a-way offers sleeping accommodations for up to 8. It has 2 queen size beds and a loft that sleeps up to 4. The loft has 3 twin beds with one being a trundle. We also provide a pack and play for infants. The kitchen comes fully equipped. Kayaks, canoe, paddle boat and lake mat are provided as well as life jackets. Fish and swim from the dock, or walk 2 min. to a sandy beach.

4.98 out of 5 average rating, 52 reviews

Top guest favourite

A contemporary cabin retreat is nestled among tall trees, softly illuminated by warm outdoor lights. A wooden deck with steps leads to a welcoming entrance. A separate sauna structure is visible, surrounded by snow-covered ground, providing a serene atmosphere in a tranquil forest setting.

Home in South Berwick

Romantic Mirror cabin in the woods

Stay at Hidden Pines Cabins. The Mirror cabin is Maines only 3 sided floor to ceiling mirrored glass cabin. Unwind in the hot tub while looking up at the sky full of stars. Take a sauna while surrounded by nature all around. Located in the majestic forest of mount Agamenticus, the extensive trail system is off of 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, 146 reviews

Guest favourite

A private dock extends over calm waters, framed by lush greenery on either side. Two chairs are positioned at the end of the dock, providing an inviting spot to enjoy serene lake views under a clear blue sky.

Home in Deerfield

Lakefront House on Pleasant Lake - Pet Friendly

This is the perfect vacation spot for year round adventure. Steps away from one of the top clearest lakes in NH. Sandy shore is the dream vacation whether you’re looking to kick back and relax, do water sports, swim, boat, kayak with the loons, ice skate, cross country ski, snowmobile, fish or view the fall foliage. Bring your own boat and park it at the private dock or use our 2 person kayak equipped with oars and life jackets.

4.96 out of 5 average rating, 23 reviews

Top guest favourite

Home in Northwood

Loon's Ledge Lakehouse

Escape to our charming lakeside retreat in the heart of Northwood, NH, where relaxing days and outdoor adventures await! Perfectly positioned with serene views of Northwood Lake and just a stone's throw from the excellent fishing, local breweries, restaurants and more, our 3-bedroom, 1 bathroom home (plus a fantastic private outdoor shower!) is the ideal getaway for families, couples, or friends.

5.0 out of 5 average rating, 28 reviews