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Luxury Year-round Treehouse with private hot tub

Cliff House 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.

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

Harolds Camp: Lake Winnipesaukee Waterfront w/dock

Cute, clean and cared for 1900's cottage literally on the shores of Lake Winnipesaukee offering you the chance to relax and get away. This 934 sq ft waterfront camp is located in the quaint town of Alton Bay, NH and offers an open concept living/dining w/ fireplace insert for heat/ambiance, kitchen, 2 bedrooms, bath and an amazing screen porch. Our guests have said it is truly something special and that view! This is lakeside living the way it was meant to be. Host is a licensed NH Realtor.

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.

Weirs Barn

This ain't your mama's barn loft apartment! We have spent years building one of the best places to stay in the Weirs. We aren't on the lake but we are near everything you want to do. Walking distance to bars, restaurants and Funspot! The Experience hits you the second you open your own private door. Floating barnwood king size bed, Adult Bunk Beds, Custom Full Murphy Bed, A bathroom staight out of HGTV, 81" TV, Custom Mini Kitchen, Laundry Room, Eat in Area Coffee/Tea Bar too much to list

Lake Winnie Cozy Cottage Getaway

Welcome to Lake a Dream… your spot for a fun filled family vaca on Lake Winnie in the summer or a cozy couples getaway in the winter! With just a quick 3 minute walk from the property you can enjoy some sunshine & sand on the beach! Or a 5 minute drive into downtown Wolfeboro to experience it’s charm; waterfront dining, ice cream, shops, cafés & more! For winter stays, cozy up by the fireplace with a cup of hot cocoa & some fun family games! The cottage is not far from Gunstock & Kingpine!

Waterfront Cabin on Berry Pond

Waterfront log home along picturesque Berry Pond close to route 25--hiking, skiing, fishing, kayaking, or relaxing on the deep porch with a cup of coffee. We have air conditioning in the summer and a double-sided fireplace for the cooler months. Fully stocked kitchen and dining room table with expansion boards for family dinners and card games--or go on the bug-free screened-in porch! Garage available to keep your toys clean and dry. Great value, traditional cabin style, and a cozy vibe.

☀ 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!

Waterfront Sunset Winnipesaukee Cottage

The perfect mix of lakefront relaxation and easy access to local attractions! This fully updated waterfront cabin on Lake Winnipesaukee features a water trampoline and private dock, with stunning lake and mountain views from the living room or screened-in porch. Peaceful setting just a short walk to Weirs Beach restaurants and bars. Under 5 min to Bank of NH Pavilion, 10 min to Gunstock and Church Landing weddings. Washer/dryer included. Boat cannot exceed 22 feet

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!

The Cottage on Paugus Bay- Near I-93 and Skiing

Enjoy peace and tranquility along the shores of Winnipesaukee's Paugus Bay. This Brand New waterfront Cottage is one of the most popular in Lakes Region and is central to all the Lakes Region has to offer. Along the western tip of the lake, easy access to I-93. The community comes with a day dock and easy access to boating and other lake activities. Come back year after year. We love repeat guests and offer discounts for second stays!

The Quaint Escape - Built in 2024 - Lake Access

The Quaint Escape is a newly built 2024 custom home set in one of New Hampshire’s most sought-after locations. Designed as our modern take on a cozy cottage, it blends clean, simple elegance with thoughtful details to comfortably host 4–6 guests seeking a more elevated getaway. One of its standout features is private dock access directly on Lake Winnipesaukee. Follow us on IG @thequaintescape to watch a full video tour of the home.