Vacation rentals in Chatham

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Top-rated vacation rentals in Chatham

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Top guest favorite

An outdoor space features a stone fire pit surrounded by several red chairs, providing a cozy setting for gatherings. A large wooden pergola offers shade to a dining area, which includes multiple tables and chairs, ideal for outdoor meals. The charming barn-style house is visible in the background.

Chalet in Intervale

4.89 out of 5 average rating, 185 reviews

Lodge Intervale - Firepit, Bar, Pool Table, Sauna.

An unforgettable experience, create new memories with your family in the heart of the White Mountains! This unique 1806 post and beam barn was moved from Ossipee and transformed into a beautiful mountain home. With an open concept living space, 5 tv's, foosball table, horseshoe pit and billiards lounge, you won't be bored! After a long day on the slopes, warm up in the sauna or enjoy the custom heated, stone shower. Grill burgers, make pizza or enjoy s'mores while stargazing by the fire. BYO Dog

Superhost

A well-lit chalet is visible in the background, showcasing its large windows. In the foreground, a stone fire pit surrounded by five adirondack chairs is highlighted, with glowing embers and flames creating a warm ambiance against the night sky.

Cabin in Fryeburg

4.94 out of 5 average rating, 295 reviews

Cozy Cabin|Hot Tub|Lake Access+Beach|A/C|Dogs

The LV Chalet is located less than 30min to popular North Conway, N.H./15 min to Historic Fryeburg, Maine. The Chalet is ideal for couples, friends & families to relax! In the Summer, enjoy beach access to Lower Kimball Lake, nearby Saco River and year round hiking trails. In the winter, the Chalet is situated between ski mountains: Cranmore Mountain & Pleasant Mountain. There’s also close access to Snowmobile trails. Whatever your vacation interests are; the area boasts it all! No partying pls

Top guest favorite

An open-concept living area features natural wood paneling and a spacious layout. A comfortable seating arrangement surrounds a round coffee table, with a patterned area rug beneath. Light fixtures illuminate the space, highlighting the dining area and a view of the kitchen with modern appliances.

Home in Stoneham

4.98 out of 5 average rating, 43 reviews

Kezar Lake | Maine Cabin Retreat | Sunday River

Beautiful, four-season Adirondack style home, part of the historic Westways association on Kezar Lake! The home is a 5 minute walk to Kezar Lake. Close to skiing (Sunday River, Shawnee Peak), hiking in the White Mountains, and all that North Conway has to offer. The classic amenities that Westways has to offer include a clay tennis court, softball field, vintage rec room (w/ candle pin bowling alley, ping pong and pool table), beautiful common grounds w/common beaches, docks and playground.

Superhost

The cottage features a welcoming facade with a blue door, surrounded by lush greenery and a well-maintained pathway. The nearby landscape includes an open field and a charming shed, under a bright sky scattered with clouds.

Guesthouse in Chatham

4.99 out of 5 average rating, 67 reviews

A Hiker’s Haven in The White Mountains

This comfortable & cozy cabin style cottage is close to one of the most scenic hikes in NH, the Baldface Mountain Circle trail, with access to 100+ trails around Chatham and it’s locality! It is right next to the historic AMC Cold River Camp, with trails starting right from the doorstep, eliminating the usual hassle of driving and parking. The cottage can host up to 7 guest with all necessary amenities, including WiFi. Use it as a base to explore all the best that North Chatham has to offer.

Top guest favorite

A wraparound deck featuring wooden railings offers expansive views of the surrounding mountains. Two comfortable wooden chairs, one adorned with a colorful cushion, sit on the deck. A small table with a vase of flowers adds a charming detail to the serene outdoor space.

Home in Jackson

4.98 out of 5 average rating, 223 reviews

Mountain View Home | Steps to Hiking & Waterfalls!

Welcome to your White Mountain Retreat! Enjoy amazing views and a spacious game room perfect for family fun or relaxing with friends. This cozy home offers: Easy access to hiking, skiing, and local attractions Stunning Mountain Views from every room Shuffleboard, Foosball, and Games Galore! Outdoor fire pit for evening gatherings Chef’s kitchen with all the essentials for any gathering Weber Grill Whole Home Generator and Fast WiFi! The perfect mix of adventure and relaxation awaits.

Guest favorite

A large three-level log cabin is set amidst wooded surroundings. Balconies extend from the upper levels, showcasing the rustic charm of the natural wood exterior. The manicured lawn leads to the wooded area, enhancing the cabin's secluded ambiance.

Cabin in Stow

4.97 out of 5 average rating, 34 reviews

Large Ski Chalet Cabin on Kezar Lake

Beautiful LARGE 3 level ski chalet log cabin on serene Kezar Lake, in the White Mountains, perfect vacation any season. Close to N. Conway, Bridgeton, ME. Access to ITS80 snowmobile trails. Ideal weekend ice fishing or ski trips, close to Shawnee Peak (Pleasant Mt), Mt Cranmore. Spacious home w/ open kitchen, dining seating for 12+, 6 bedrooms. Exclusive use of 2 parcels: house sits on 3.5 acres & 5 min walk to separate 2nd parcel w/private dock for fishing, swimming, kayaking, boating.

Superhost

The interior space features an open layout with a cozy brown leather sofa adorned with decorative pillows. A wooden staircase leads to the upper level, and the backdrop showcases a dark wall with a framed painting of a deer. Light fixtures illuminate the dining and kitchen areas in the background.

Home in Intervale

4.96 out of 5 average rating, 109 reviews

Luxury, 7 bed, 7 Min. to N. Conway, Fireplace

Foxtrot Lodge is a new cabin located only minutes from downtown North Conway. Enjoy a stay in the summer to enjoy hiking, fishing, tubing Saco River, Story Land, Aquarium, Echo Lake, Cathedral’s Ledge or embracing all the local amenities, shopping and activities. Winter provides some of the best skiing, tubing, ice skating and embracing the winter wonderland of North Conway. With room for 8, our newly renovated lodge will provide you with the perfect home for your New Hampshire vacation.

Top guest favorite

A charming wooden cabin with a green metal roof is set amidst tall trees. A spacious front porch with wooden railings offers outdoor seating. A fire pit is located in the yard, alongside a stone pathway leading to the entrance.

Cabin in Jackson

5.0 out of 5 average rating, 25 reviews

#The Intervale Cabin

This 3-Bedroom Cabin with an additional bunk room is the perfect blend of woodsy seclusion & everything the Valley has to offer. You're only a short drive to the Best Restaurants, Ski Resorts, Golf Courses and amenities you would ever need. But when you're done with your days adventure, you come home to a peaceful retreat. Layout is very open, with a bathroom on each floor. Plenty of Parking. We have board games, Shuffleboard, a putting mat, Pellet Stove, Grill, & Hot Tub for 6.

Guest favorite

A two-story cabin is surrounded by snow-covered trees, showcasing a green metal roof and warm wood siding. Large windows offer views of the winter scenery. A wooden deck with a railing extends from the main level, inviting outdoor relaxation in the serene setting.

Home in Bridgton

4.96 out of 5 average rating, 146 reviews

Fish Tales Cabin

Everything for your perfect Maine getaway! Use our private dock for your boat, but don't worry about kayaks and paddle boards - use ours. Enjoy a tranquil sunrise, the song of a loon, and the the quaint Bridgton village. Enjoy foliage in the fall and skiing at Pleasant Mountain (formerly Shawnee Peak) only 5 minutes away. White Mountains are very close too! Follow us on FB for more pictures, news and offers! Search for 35 Moose Pond, Bridgton, ME.

Top guest favorite

Chalet in Intervale

5.0 out of 5 average rating, 190 reviews

Family-friendly w/ mountain views & hot tub!

Relax at Valley Vista Lodge, our family-friendly White Mountains chalet with panoramic mountain views and 3,000+ sq. ft. of space. Relax in the private, covered hot tub, cozy up by the fireplace, or spread out across five bedrooms. Perfect ski rental near Attitash, Cranmore, and Wildcat, just 3 minutes from Story Land and 10 minutes to North Conway shopping. Ideal for multi-family getaways, ski weekends, and adventures in the mountains year-round.

Guest favorite

Cabin in Intervale

4.86 out of 5 average rating, 224 reviews

Riverside|Sauna|Hot tub|Pizza Oven|Dogs

Step into riverside magic at this upscale retreat. With a king room, queen room, and kid-friendly bunk nook, this dreamy escape features a wood-fired sauna, hot tub, luxe SMEG appliances, a pizza oven, herb garden, gas fireplace, fire pit, espresso bar, outdoor ping pong, and a spa-like bath with double shower. Dog-friendly and unforgettable—this place isn’t just a stay, it’s a story. Miss it, and you’ll wonder what could’ve been.

Guest favorite

A hot tub is positioned on a covered deck, offering views of the surrounding trees and Mount Washington in the distance. The deck features wooden beams and a spacious area for relaxation, while the hot tub is filled with clear water reflecting the sky.

Home in Jackson

4.85 out of 5 average rating, 27 reviews

Mountainside North Conway Getaway Pet Friendly

Come stay at our stunning home in Jackson, New Hampshire! Minutes from North Conway!! This spacious house offers plenty of room for everyone. Spanning over 4500 square feet, this home boasts breathtaking views of Mount Washington, providing the perfect backdrop for your vacation. Relax and unwind in the brand new hot tub. Minutes from all the dining, shopping, endless recreation, mountains, story land and the Saco River.