Holiday houses in Sleepers Island

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Top-rated holiday rentals in Sleepers Island

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Top Guest favourite
A cozy entryway features a welcoming porch with a hanging fern plant beside a large window. An adirondack chair is set against the wall, positioned near a wooden side table. A doormat greets guests at the entrance, contributing to the inviting feel of the space.
Cottage in Wolfeboro
4.99 out of 5 average rating, 78 reviews

King’s Cottage PERFECTLY LOCATED!

Welcome to our newly updated 3bd/1ba cottage, where there is a lot to do or nothing to do at all! The cottage offers the perfect getaway for couples or small family. First floor living with 2 additional bedrooms upstairs, plus tween/teen lounge area & kids corner. The cottage is on a quiet street, but walkable to coffee, restaurants, and downtown shopping. Great proximity to Lake Winni, Sewall Woods, Cottonwood Rail Trail. It's an easy 1 hr drive from Manchester airport or 2 hr from Boston.

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 out of 5 average rating, 284 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.

Superhost
An aerial view captures a serene lakeside setting, featuring a sandy beach lined with lounge chairs. Several boats are docked along the shore, while trees and buildings provide a natural backdrop, creating an inviting space for outdoor relaxation and activities.
Condo in Gilford
4.9 out of 5 average rating, 251 reviews

Great Condo near Gunstock, Lake Access & Concerts

Location and Amenities! We are the closest condo to the concert path on Misty Harbor!! 10 min from Gunstock, couple hundred yards from the Lake, 50 yards from Gilford concert stage back entrance. Access to Barefoot Beach, Lake Winnipesaukee, outdoor pool, tennis courts, grill high speed WiFi and more. 1 Bedroom studio and a pull out couch, sleeps 4 comfortably. Large bathroom and shower. Ski 10 min away or ice fish 150 yards away. Laconia Bike week only Minutes away! 1 Free parking spot

Top Guest favourite
A red barn-style building is showcased against a snowy landscape. The structure features a large covered porch and multiple windows, reflecting a harmonious blend of rustic charm and modern design. Surrounding trees create a serene backdrop in the winter scenery.
Guest suite in Danbury
4.99 out of 5 average rating, 148 reviews

Mountain View Suite

Mountain View Suite offers tranquility and adventure with stunning views of Ragged Mountain. Just two miles from Ragged Mountain Ski Area, it features a master bedroom with a king-size bed, an open bunk room, a spacious living room with a 65-inch TV, gas fireplace, and a full kitchen. All standard amenities included. The suite’s large windows frame picturesque mountain scenery, bringing nature’s beauty indoors. Outdoors, sit and relax by the fire pit. Gym, Sauna & Cold Plunge Add-On available.

Guest favourite
A modern treehouse structure stands elevated on wooden stilts among tall trees. The building features a triangular roof, wooden shingle siding, and several large windows, allowing natural light to fill the interior. Natural surroundings create a tranquil woodland setting.
Treehouse in Sanford
4.94 out of 5 average rating, 265 reviews

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.

Guest favourite
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
4.87 out of 5 average rating, 185 reviews

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!

Top Guest favourite
A cozy living area is displayed with a rustic couch featuring a plaid pattern. A wooden coffee table sits on a patterned rug, adorned with decorative elements. The background shows an open kitchen with wooden cabinetry and warm lighting, contributing to a homely atmosphere.
Guest suite in Moultonborough
5 out of 5 average rating, 174 reviews

Lakes Region Rustic-Chic Romantic Retreat-King Bed

Spacious sunny rustic-chic modern retreat nestled in the mountains of the Lakes Region. From the handcrafted soap, to the cozy robes and King size bed, stocked coffee/tea station, you are pampered. The curated space features local artisans and was designed with your comfort in mind. The area has much to offer (see Neighborhood section for distance to attractions and Guidebook under Location). All-size dog friendly (see dog policy for details). We live on site and Welcome Diversity.

Guest favourite
A cozy living area is highlighted by a comfortable leather sofa and a wooden coffee table. A ceiling fan and natural light enhance the space. A dining table with white chairs is visible, along with the kitchen area featuring modern appliances and warm wood accents.
Home in Ossipee
4.94 out of 5 average rating, 70 reviews

Quaint Ossipee Home

Welcome to this beautiful home located in the town of Ossipee. Enjoy all of the beauty the lakes region has to offer. This property is located within a short distance to white lake state park. Enjoy a day of swimming, hiking or kayaking on the lake! Take a scenic drive to Conway or Winnipesaukee or enjoy all the local hiking trails. Do you like to golf? Indian Mound Golf Course is just across the street from the house. This welcoming home is perfect for vacationers during any season!

Top Guest favourite
A dining area features a rustic wooden table surrounded by two woven chairs. Light from a pendant lamp highlights floral artwork on the wall. Beyond, a cozy living space is visible, furnished with a pink sofa and a green table, framed by a large window.
Guesthouse in Wolfeboro
4.97 out of 5 average rating, 69 reviews

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.

Guest favourite
Home in Acton
4.95 out of 5 average rating, 355 reviews

The LOTUS welcomes you, stay a while

The Lotus is your zen home away from home. Enjoy peace and tranquility on your private back deck, the amazing salt water hot tub (exclusively use) new sauna, heated seasonal outdoor shower, deep bathtub (showering is tricky for people taller then 5'5)with bluetooth speaker.Comfortable king size bed with European bedding and a single fold out foam mattress on the 1st floor, that was just finished as another relax area, with 70" TV, record player, hammock & hanging chair.

Guest favourite
The exterior of a red ranch-style home is shown, featuring a spacious deck with white railings and steps leading to the lawn. Surrounded by trees, the dwelling presents multiple windows that enhance natural light.
Home in Alton
4.86 out of 5 average rating, 43 reviews

Taigh Loch - Year Round Lake Region Retreat!

3 bedroom ranch with its own private driveway. Launch your boat at West Alton Marina down the street! 10 minute drive to Gunstock Mountain and Bank of NH Pavilion. Mt Major is 4 miles away! Centrally located on the Gilford Line and minutes to Laconia. Brand new deck and outdoor shower ready for you to use! Furry friends are welcomed! (Please include them as part of your guest selection to accurately add the pet fee, thank you).

Guest favourite
A modern living space features a spiral staircase leading to an upper level. A comfortable blue sofa with striped cushions is positioned in front of a large television mounted on the wall. The kitchen area, equipped with stylish bar stools, is visible in the background.
Home in Tuftonboro
4.95 out of 5 average rating, 21 reviews

Cozy Cabin near Tuftonboro & Lake Winnipesaukee

Escape to a cozy New Hampshire cabin with private access to Lower Beech Pond in Tuftonboro. Enjoy swimming, kayaking, and fishing just steps away, plus easy access to Lake Winnipesaukee, hiking trails, and Lakes Region attractions. This spotless retreat blends rustic charm with modern comforts and features a peaceful patio, fire pit, and inviting indoor spaces—perfect for a relaxing getaway or outdoor adventure.

Popular amenities for Sleepers Island holiday rentals

  1. Airbnb
  2. United States
  3. New Hampshire
  4. Belknap County
  5. Alton
  6. Sleepers Island