Vacation rentals with a fireplace in Wolfeboro

Scenic Lake and Ski Chalet: Hot Tub & Dreamy Views

This romantic & family friendly lakefront chalet offers a hot tub, breathtaking views & is close to Gunstock skiing. It’s a serene home base to explore charming New England towns. Enjoy sledding, skiing, snow tubing, cozy restaurants, frozen lake fun & gondola rides at Gunstock. Or cozy up at home to enjoy the hot tub, cooking with a view, board games & movies by the fireplace. We have poured our heart into making this a romantic retreat but also one that’s very kid-friendly (kids gear included)

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.

Historic Schoolhouse c1866 / Sauna + Hot Tub + Gym

Winner of Maine Homes Small Space Design Award 2023 We are located on the private 80-acre Shapleigh Pond in the Southern Maine, an hour from Portland and two hours from Boston. Experience a bygone era in this restored Schoolhouse circa 1866 with many original details such as oversized glass-paned windows, wood plank floors, chalkboards, tin ceiling and more. Modern amenities such as fireplace, private hot tub, fire pit, gas BBQ and access to our pool (June-Sept), pond, gym and tennis court.

The Barn

Welcome to The BARN! You can expect to feel tucked away in the trees in this cozy, rustic, yet chic space. Thoughtful lighting, fine linens and furnishings with a spacious and private deck off the back to sit and enjoy nature or entertain. Miles of wooded forest is this location; if you’re looking to escape the city or a busy life, this is the perfect place to explore, relax and revive. At the main house (across the way), there are horses, barn kitties, cattle dogs and other friendly animals.

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!

Cozy Retreat-NEW Coffee Bar

Welcome to Buttercup Inn Tucked away in the peaceful lakes region, less than 2 miles from downtown Wakefield, this tastefully upgraded home may just surprise you. Every detail has been designed to make you feel right at home, from cozy furnishings to the brand new coffee bar- your go-to spot for a perfect brew. Whether you're unwinding or exploring the area, this charming retreat's proof that sometimes the best places are the ones you least expect. Message for further info.

☀ 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!

Cozy, Pet-Friendly Escape Near Lake & Mountains

Nestled between Gunstock Mountain and Lake Winnipesaukee, Hidden Creek Cottage is your perfect year-round getaway. This airy, sun-filled home features high ceilings, a newly updated kitchen, gas fireplace, central air, king size bed, and laundry. Step outside onto a brand new expansive deck built for outdoor dining and entertainment, make your way down to the fire pit for stories and s'mores and enjoy the sunset while listening to the tranquil sounds of our hidden creek.

Taproot Cottage at Stone Mountain

Taproot Cottage is cozy, quiet, comfortable and nestled in the beautiful White Mountain foothills of Brownfield, ME. Just one mile from the Stone Mountain Arts Center, 30 minutes to North Conway, NH, and easy access to hiking trails, mountain vistas, and the Lakes Region of western Maine. It offers a well-equipped kitchen/dining/ living room combination, full bath, a relaxing sunroom with full-sized futon for additional sleeping, and a loft bedroom with a queen bed.

The G Frame...an offGrid Cabin + woodstove sauna

Located atop a ravine, centered on a 24 acre estate, in rural NH, this spot is a cozy retreat in nature with a few present day necessities. Our Cabin is a unique A-frame/Salt box combo that we call the “G-Frame” (designed and built by us). The interior space is open and airy. There are a few large windows allowing nature to be part of your experience indoors. In the cooler months bring firewood for the woodstove and sauna.Plenty of land for outdoor activities.

HAPPY TREES: swanky chalet near Conway Lake & Saco

Happy Trees is a vintage chalet that has been thoughtfully renovated and styled. Our place is bright, airy, and open. It's the perfect home base for whatever you may want to do whether it's skiing, swimming, hiking, or simply relaxing and lounging around. Our place is a short walk to Conway Lake and a short drive from the Saco River. Conveniently located minutes from North Conway village. Follow us on IG (@happytrees_cabin) for additional content & information.

The NEST Haven awaits you.

You found your ultimate relaxation spot, sandy beaches on Rock Haven Lake (only 800' from your front door) infrared Sauna (accessible through the secret door) , 3 person hot tub, outdoor (seasonal) shower, luscious king seize bed, 6' TIPI daybed, firepit, outdoor tipi swing, a balcony and deck to enjoy the peaceful neighborhood. Round shower and deep claw foot soaker tub. Enjoy, relax and let your soul ponder.