Family-friendly vacation rentals in Gilmanton

Unique Equine Estate w/an Indoor Pool & Hot Tub.

One of a kind equine estate w/indoor pool, hot tub, billiards, cooks kitchen, new TVs & upgraded internet. The 4 bdrm, loft & common areas sleep 17 ppl. and w/6,000 sq. ft. everyone will have space to relax. This estate is literally a home w/in a home. The addition was built around the original log cabin. Wind Hill Farm is a 78 acre working equestrian facility, schedule a riding lesson on property. Local attractions: apple orchards, NH Speedway, wedding venues, Lakes Region, Gunstock Mountain.

Kitchen · Family · Backyard

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.

Family · Kitchen · Sleep quality

4-Bedroom Retreat with lake views & HOT TUB!

Welcome to The Lakeview Retreat in the amazing Lakes Region of New Hampshire. Our four bedroom home is located right off of the main route to Laconia and just minutes from local beaches on beautiful Lake Winnisquam! Enjoy the restaurants and shopping just minutes away! Popular Gunstock Mountain is a short 15 minutes away! Enjoy all winter time has to offer with a day on the slopes or in the lodge with a nice hot cocoa! Return home to enjoy the relaxing Hot Tub and take in the beautiful views!

Family · Indoor spaces · Outdoor spaces

Charming Pool/Garden Guest House

Note: Price as of Sept 15, 2026, now includes Airbnb fees in the nightly fee, not broken out separately. For Fall and Winter interest: This warm, cozy and charming guesthouse is in a pvt. country setting boasting beautiful New England Fall foliage, local fairs, apple picking and farmers goods. GUNSTOCK SKIING & Funspot within 20 mins. Tanger Outlet, Lakes Region Casino, Exit 20 & many restaurants within 10 minutes. NEW: November 1 thru March 31 allow for 2-night minimum stays rather than 3.

Family · Indoor spaces · Nearby

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

Indoor spaces · Family · Long stay

Dreamy Lakefront: Hot Tub, Kayaks, & Kid-friendly

This romantic & family-friendly lakefront chalet comes with a private beach, hot tub, kayaks & stunning views and is packed with amenities. It’s a serene home base to explore some of the best New England towns and is in the heart of the Lakes Region. Swim, kayak, bike a scenic trail, fish, hike, explore historic towns, farms & food scene, or simply grill with a view & play board games. We have poured our heart into making this a romantic yet very kid-friendly retreat (kids gear included).

Kitchen · Family · Walkability

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.

Family · Kitchen · Access

Private Beach, Lake Front, Family Friendly Cottage

Our clean private sandy beach, with a gentle slope is perfect for all swimmers. Sawyer Lake is a fun community. Enjoy our fun lakefront cottage with the perfect layout. 15 min. to Gunstock, Weirs Beach & Tilton Outlets • Kids will want to stay downstairs with a walkout, board games, TV, and 2 gaming systems [XBox 360° & Wii] with games. • Adults relax in peace upstairs with 2 private bedrooms, living area, & wood burning fireplace. Ask about weekends.

Indoor spaces · Family · Check-in

Lake Region House · Fire Pit · 85" TV

Picture this: fresh mountain air rolls through the windows as your crew wakes up, someone's already got coffee going in the renovated kitchen, and the only debate is whether to hit Gunstock's slopes first or claim a spot around the fire pit tonight. Set in the foothills of the White Mountains with Lake Winnipesaukee just minutes away, this 4-bedroom home delivers the complete New Hampshire escape — all four seasons, all ten guests, no compromises.

Indoor spaces · Family · Getting around

Unique Country Retreat with Mountain Views!

Relax and enjoy this unique country home in the hills of New Hampshire. Nature lovers, artists/writers, photographers, concert goers or anyone seeking a break from busy schedules will appreciate the character of this special retreat. Centrally located in the Lakes Region attractions, it is an easy twenty-minute drive of Bank of NH Pavillion, Lake Winnipesaukee, Gunstock Mountain Resort, Loudon Speedway, Wolfeboro & much more.

Family · Kitchen · Bathroom

Lovely cottage on Sunrise Lake, Middleton, NH.

A lovely lake-front cottage with a private beach on quaint Sunrise Lake! The house has a great view overlooking the water. Enjoy a beautiful morning view of the sun rising onto the lake with a cup of coffee or tea, grilling a tasty dinner on the deck, and toasting marshmallows in the fire pit for dessert. We also provide a double kayak so you can explore the mile-long lake from the easy launch point in front of the house.

Kitchen · Indoor spaces · Nearby

Farmhouse Apartment with Scottish Highland Cows

Craving a break from the chaos of your life? Wake up to breathtaking sunrise views, and watch cows grazing outside your window. Feel the stresses of life melt away. Our hilltop farm provides the perfect setting to connect with cows, find inner peace, and unwind. Leave behind worries, arguments, and the hustle. At my farm, the only thing on your to-do list is relaxing and creating memories.

Kitchen · Family · Backyard