
Holiday rentals in Lake Wentworth
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Top-rated holiday rentals in Lake Wentworth
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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!

Lake Access + Kayaks+Arcade+Bike Path+Private deck
Welcome to the Striped Loon! Our newly updated 2bd/1ba cottage is just steps away from Crescent Lake (great for kayaking) and Cotton Valley Rail-trail walking/bike path leading directly into downtown. Perfect for families , small friend groups, or couples our home offers the below amenities to enhance your stay! -Beach pass & towels, chairs, blanket -Two player arcade, Board games, pickleball set -TV for streaming -Private deck with grill, dining area and deck fire pit -Kayaks, lifejackets

Luxury Year-round Treehouse with private hot tub
Skyframe 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.

Peaceful Lakefront Retreat
Rest, relax and recharge at this tranquil waterfront getaway on stunning Mirror Lake. Unplug from the hurry and enjoy this entire lakefront home in the privacy of a quiet street just minutes from downtown Wolfboro. Dining area, living space, kitchen and two bedrooms offer all the comforts you need with stunning lake views. Cozy cabin-like downstairs den has entertainment space, tables and seating for movies and games. Perfect spot for a quiet getaway to connect with friends, family and self.

Mountain Lodge with Private Sauna
Escape to Darkfrost Mountain Lodge, less than 2 hours from Boston - Gather under the stars by the fire pit & garden - Relax or grill on patio with woodland views - Enjoy a pet-friendly working homestead - Ski at nearby Ragged & Tenney Mountain - Explore hiking, biking & snowshoeing nearby at Wellington, Cardigan Mountain State Parks, AMC Cardigan Lodge Looking for options? Visit my Airbnb Host Profile to explore our 3 available cabins: Millmoon A-Frame, Black Dog Cabin, Darkfrost Lodge.

Pretty & Peaceful….close to Lake Winni!
Welcome to your Alton Bay retreat! Come relax & make lasting memories. Very clean, well stocked full kitchen & bath. Across the street is 200 acres of picturesque hiking trails & fishing. Turn left at the end of driveway and enjoy a scenic walk along Winni. Quiet location but close enough to Lake Winnipesaukee, Mt Major, Wolfeboro, Bank of Pavillion, boat launches, & docks, beaches, restaurants, shopping, sking, snowmobiling, boat rides, scuba diving, biking, kayaking, leaf peeping!

Lakeside cabin on Rust Pond (CPA)
Rust Pond Cabins are located in historic Wolfeboro, NH. Wolfeboro Camp School (est. in 1910) has made several of their rustic cabins available for public use at the end of its five-week summer session. The lakefront CPA Cabin is steps away from the shared beach. Swim, fish and bring your kayak/canoe to enjoy tranquil Rust Pond. Feel free to bring your tennis racquet and basketball to use on our courts. Downtown Wolfeboro offers eclectic shops and restaurants for many different palates.

Luxury Beachfront Cottage - Perfect summer getaway
A private lakeside sanctuary for two on pristine Lake Wentworth, minutes from Wolfeboro. Set on six secluded waterfront acres of thoughtfully tended gardens and woodland, this refined cottage offers rare quiet and natural beauty. Wake to loons, kayak glassy morning water, ride complimentary beach cruisers to town, wander native pollinator gardens, and share long sunsets by the beach firepit. Evenings end wrapped in hand-pressed luxury linens. Calm, intimate, restorative. Reserve your stay.

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.

Maple Hill Cottage Suite
Come and enjoy a relaxing stay at Maple Hill Cottage suite and experience New England seasons and all they have to offer, 5 minutes from Lake Winnipesaukee and downtown Wolfeboro, 3 minutes to Abenaki Ski Area and 30 minutes from Gunstock Ski Resort. Nestled amongst Sugar Maples on 13 acres attached to the host's home with separate private entrance. You are sure to enjoy a cozy retreat. Apartment boasts King size bed, custom kitchen with washer/dryer, full bath and fast internet.

Luxury Glamping NH - Geodome Sanctuary
Escape to a private luxury sanctuary retreat tucked behind a small family owned Christmas tree farm in Sutton, New Hampshire. This adults-only geodome features a private hot tub, wood-fired cedar sauna, cold plunge, hammock and fire pit beneath a sky full of stars. Created for couples seeking rest, connection, and renewal, it’s the perfect place to slow down, reconnect, and experience the beauty of New Hampshire. Just 80 minutes from Boston, yet a world away.

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.
Popular amenities for Lake Wentworth holiday rentals
Other great holiday rentals in Lake Wentworth

Waterfront Chalk Pond | Fireplace | Kayaks

Luxury Lakehouse| Sunsets| Cen. Air| Private Dock

Boutique Lakefront Cabin/ King Beds/ Pet Friendly

Tranquil Pondside Retreat

Heart of the Lakes Region- Pine River Pond

Lake Winnipesaukee/9min to Gunstock Mtn. Alton Bay

Harolds Camp: Lake Winnipesaukee Waterfront w/dock

Hidden Gem
Destinations to explore
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- York County Holiday rentals
- Cambridge Holiday rentals
- Sebago Lake
- White Mountain National Forest
- Ogunquit Beach
- Wells Beach
- Squam Lake
- Story Land
- Weirs Beach
- Long Sands Beach
- Pats Peak Ski Area
- Willard Beach
- York Harbor Beach
- Short Sands Beach
- Loon Mountain Resort
- North Hampton Beach
- Scarborough Beach
- Mount Washington Cog Railway
- Footbridge Beach
- Cape Neddick Beach
- East End Beach
- Tenney Mountain Resort
- Gooch's Beach
- Franconia Notch State Park
- Snhu Arena
- Cranmore Mountain Resort





