Vacation rentals in Lake Wentworth

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Top-rated vacation rentals in Lake Wentworth

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Top guest favorite

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.

4.92 out of 5 average rating, 132 reviews

Top guest favorite

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.

5.0 out of 5 average rating, 329 reviews

Guest favorite

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

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!

4.94 out of 5 average rating, 154 reviews

Top guest favorite

A spacious living area features a large sectional couch with built-in cupholders, facing a wall-mounted TV. A wooden coffee table sits in the center, surrounded by a decorative plant and various board games. Natural light enters through nearby windows, enhancing the warm ambiance.

Chalet in New Durham

Mountainside Chalet+Sauna Near Gunstock Ski Resort

Enjoy everything Lake Winnipesaukee and the White mountains have to offer. Located directly between downtown Wolfeboro and Alton Bay, a short 10min drive will get you to either. A 30min drive will get you to Gunstock Resort or Mount Major. Enjoy gorgeous sunsets and views from the elevated deck, while you sit around a gas fireplace. The interior provides a spacious open concept layout with a large couch, 75" TV and a stocked kitchen. Enjoy the health benefits of the relaxing Infrared Sauna.

4.91 out of 5 average rating, 106 reviews

Top guest favorite

A warm and inviting living area showcases a stone fireplace framed by soft lighting. Two plush armchairs are positioned near a wooden coffee table. A cozy sofa adorned with a colorful blanket complements the wooden beams and walls, creating a tranquil atmosphere.

Cabin in Conway

The Conscious Cabin | Getaways + Retreats

Your cozy, mountain retreat awaits. Settle by the fire in this thoughtfully renovated log cabin, located in the heart of the White Mountains & less than 10 minutes from downtown North Conway's local shops, restaurants & adventures. Just 5 minutes from hiking Mt. Chocorua, paddling Lake Chocorua & exploring the scenic Kancamagus Highway. Featuring a bedroom, loft, full bathroom, kitchen, tea/coffee bar, fireplace, outdoor shower, firepit & more. Bask in the restorative magic of cabin living.

4.96 out of 5 average rating, 201 reviews

Top guest favorite

A bedroom features a spacious bed dressed in neutral linens, complemented by a decorative pillow. A nightstand holds a lamp with a soft light. Natural light filters through vertical blinds, enhancing the serene atmosphere. A framed black-and-white photograph reflects a peaceful lake scene.

Guest suite in Wolfeboro

Downtown, Cozy, Cute, and Convenient!

Walk just one block to the heart of downtown Wolfeboro, the "Oldest Summer Resort in America". Dine, shop, visit art galleries, or just relax in the park overlooking the docks on Wolfeboro Bay. Take the Mt Washington Ferry for a Lake Winnipesaukee ride or Molly the Trolley hop on/off tour. The rail trail is close by and a playground is just steps away for the little ones. Also, Wolfeboro’s best Mexican restaurant, coffee shops, Hunter’s grocery and Walgreens are all just a short walk away!

4.88 out of 5 average rating, 208 reviews

Top guest favorite

The studio apartment features a queen size bed with a striped duvet and two large leather chairs. A wooden desk is positioned near a window, while the warm wooden floor adds to the inviting feel of the space.

Apartment in Wakefield

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

Top guest favorite

A white horse stands calmly behind a white wooden fence, with verdant green grass surrounding it. The background consists of lush trees, contributing to a serene rural landscape. Soft sunlight illuminates the scene, highlighting the horse's graceful form.

Guesthouse in Wakefield

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, 116 reviews

Top guest favorite

A historic Victorian house features a multi-toned exterior with a distinctive turret. Multiple decks provide seating areas, while the well-maintained grounds include white picnic tables and colorful landscaping. Large windows offer views of the surrounding area, creating a welcoming presence at the waterfront.

Condo in Wolfeboro

Elegant condo on the water in downtown Wolfeboro!

Often described as Wolfeboro's favorite house, this historic Victorian sits right downtown Wolfeboro and on the water looking across to the town docks, Brewster Academy and Wolfeboro Bay. This two-story unit, occupying the second and third floors, has a beautiful porch overlooking the bay and is located by the famous Yum Yum Shop. Walk to most places in town or just sit on your porch or the Adirondack chairs beside the lake. Hard to beat our location.

4.98 out of 5 average rating, 261 reviews

Top guest favorite

Cottage in Wolfeboro

Cozy Wolfeboro Getaway | Lake, Ski & Fireplace

Welcome to Lake a Dream - your cozy, family-friendly Wolfeboro getaway in EVERY season! Enjoy our neighborhood beach just a 5-minute walk away or explore charming downtown Wolfeboro, only 5 minutes from the cottage. Winter is just as magical! Ski at Wolfeboro’s hidden gem, Abenaki Ski Area, skate, snowshoe or simply cozy up by the fireplace with hot cocoa & family games. Looking for a bigger mountain day? Gunstock & King Pine are nearby too!

4.97 out of 5 average rating, 146 reviews

Top guest favorite

Cabin in Campton

Grapevine Cabin

Beautiful space to relax inside the cabin or outside in the hot tub or by the fire pit after a day of exploring the mountains. Enjoy your stay with everything you need for a getaway in NH. Cabin is fully equipped to cook inside and out. Just so people are aware we are fairly new to hosting and our cabin was ready for guests in the middle of winter. Currently working on a fence for privacy.

4.92 out of 5 average rating, 100 reviews

Top guest favorite

A log cabin surrounded by trees is situated near the shoreline of the Ossipee River. A wooden deck extends from the cabin, and a red tandem kayak is positioned on a small dock, creating an inviting space for outdoor activities.

Cabin in Parsonsfield

Riverfront cabin between Portland & White Mtns.

Look out onto the always-changing Ossipee River from this cute little log cabin. Use our tandem kayak, or fish and swim from our dock. In the winter months, ride your snowmobile right from the driveway, take a brewery tour in Portland, head to the White Mountains, or just watch the river go by. Cornish, Maine is just 12 minutes away and has plenty of dining and shopping opportunities.

4.96 out of 5 average rating, 285 reviews