Holiday rentals in Tuftonboro

Tranquil Pondside Retreat

Welcome to this clean, bright, airy cabin with floor-to-ceiling windows and stunning views of Sargent's Pond in all seasons. At 62 acres and with just twelve homes, Sargent's Pond is the perfect place for simpler pursuits and peace and quiet. Enjoy two comfortable double bedrooms, a pull-out sofa in the living room, a bathroom with tub, washer, and dryer, a fully equipped kitchen with dishwasher, Wifi, bluetooth stereo system (bring your vinyl!), and Smart TV. Enjoy dining and relaxing on the spacious deck with commanding water views, and for the little ones, swinging and sliding on the swing set. Above the garage is a recreation room with a ping pong table as well as a smashing children's playroom filled with toys, board games, puzzles, and books. Enjoy the TV/ DVD player with a variety of favorite kids' flicks. Perfect for rainy days or down time, this extra living space is sure to please kids and adults alike! Please note that a pack-and-play, toddler mattress, and toddler high chair are available upon request.

New-Adorable Spacious "Garden Cape" Guest Suite

New. Garden Cape guest suite WITH private entrance. Newly furnished. This guest suite is bright and airy. Large living space. Bedroom w/queen bed. Coffee maker with coffee & teas. Toaster. Apartment-size refrigerator. Microwave. Sink. Washer & Dryer. Guest suite is the lower level of our home located on a 5-acre wooded lot. Space is very private and separate. Separate driveway-come and go as you please. Age 21 or older to book. No parties. No pets due to allergies. No smoking. No small children.

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!

Romantic Mountain Cabin • Private Finnish Sauna

This romantic mountain cottage is one of the most-loved properties in the area — guests keep coming back to find out why. Cozy, private, and beautifully appointed, it sits above Tamworth with calming mountain views and complete quiet. Perfect for a couple's getaway, a remote work week, or just unplugging from it all completely. Step onto the deck with your morning coffee, then end your evening in the optional wood-fired Finnish sauna just steps from your door. Sauna available for a one-time fee.

Aspen Cottage - Charming Cottage with Beach Access

Nestled in the trees, at the end of a quiet road, you’ll find your next restful getaway. Central location perfect for relaxing or adventuring. Less than a 10 minute walk to multiple points of beach access or sunset viewing at Lower Beech Pond, a 155-acre lake within the Ossipee Mountain range, known for its excellent water quality and recreation. A 15 minute drive to downtown Wolfeboro and Lake Winnipesaukee. In the winter months, find miles of snowmobiling through NH's extensive trail system.

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.

Bear Paw

The Pow Wow Lodge property has been a family run business colony since 1963. These vintage cottages offers guests the perfect vacation spot to relax, unwind and enjoy all the area has to offer. We have 1 bedroom with a double bed, one bedroom with 2 singles and a single bed on the porch. Experience the beauty, nature and quietness of this pristine lake with your own private dock along with breathtaking mountain views. Spend your time swimming, boating, fishing, paddle boarding and relaxing

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.

Luxury Glamping NH - Geodome Sanctuary

The Sanctuary Geodome offers an enchanting retreat for nature lovers. It's ideal for couples seeking a romantic getaway or individuals seeking solitude. The dome is designed to feel like off-grid living, but with ALL the luxury amenities. Outside, guests can unwind in their own private hot tub or using the sauna & cold plunge. Bring your warm clothes & we suggest 4wheel cars in the winter! We have a mini wood stove that takes logs cut in halves! Must be able to bring your wood (and cut).

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!

LUX Designer Private Waterfront Hot Tub - Secluded

Escape to a luxurious, privately designed glass-walled waterfront cabin on 3+ secluded acres along the Crooked River in Naples, Maine. The river wraps around, offering total privacy, your own sandy beach, dock with direct Sebago Lake access, and state park minutes away. Unwind in the year-round hot tub, outdoor shower, hammocks, or by the see-through fireplace. Luxe bath with heated floors, huge walk-in shower w/ scenic window. AC, pets welcome. Perfect peaceful retreat—come recharge!

The Lake house

Enjoy the southern exposure, a sugar sand walkout beach, an L-shaped dock, and classic Lake Winnipesaukee construction. The open concept includes a full kitchen and a living room. The spacious bathroom also includes a washer and dryer. It has one private bedroom, and a ships ladder guides you to a loft containing additional sleeping space, with a catwalk to a private balcony overlooking the lake. This property has a detached bunkhouse with two full-sized beds and a ¾ bath.