Vacation rentals in Chatham

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Top-rated vacation rentals in Chatham

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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

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.

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 spacious living area is highlighted by hardwood floors and tall ceilings with exposed beams. Large windows allow natural light to fill the room, illuminating the comfortable seating, modern coffee table, and decorative lamps. A piece of wall art adds a touch of character.
Loft in Bridgton
4.94 out of 5 average rating, 720 reviews

Tap House Loft~Sunny & Spacious, Private Hot Tub

Conveniently located in the heart of Downtown Bridgton, the Tap House Loft is ready for you, your friends and your family to enjoy! Walk to vibrant Main Street, Pondicherry Park, the Magic Lantern Theater, Highland Lake and all the downtown shops, gallerias and restaurants...or simply relax in the peace and quiet of our newly restored, historic warehouse. Located above the Sundown Lounge, this 900 sq ft space offers a large Master Suite with French Doors leading to a deck and hot tub.

Guest favorite
The cabin exterior is showcased with large glass walls, allowing natural light to fill the interior. A wooden deck is lined with outdoor lights, leading to a hot tub. Surrounded by trees, the peaceful setting is visible, creating a serene outdoor atmosphere.
Home in Naples
4.97 out of 5 average rating, 196 reviews

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!

Superhost
A rustic yurt is situated within a rich green forest, featuring a wooden deck and steps leading up to its entrance. The yurt is partially covered with a green canvas exterior, and a small white chair is placed on the porch, blending with the natural surroundings.
Yurt in Chatham
4.85 out of 5 average rating, 311 reviews

Cozy Yurt in the Peaceful Woods

Handcrafted and built with locally sourced wood, this yurt offers 300+ sq ft of open, circular space with a high ceiling and soft natural light. It comfortably sleeps up to four with a queen mattress and folding sofa bed. The yurt is fully insulated with woodstove heat to keep things warm on cool mountain nights. Powered by solar energy for lights and phone charging. Enjoy the private fire pit under the stars. A private outhouse is available onsite. Site available year-round.

Superhost
A peaceful lakefront view is visible through the trees, capturing the calm water reflecting the sky. A wooden picnic table and a fire pit are placed nearby, surrounded by green foliage. The scene conveys a natural, serene setting perfect for relaxation.
Cabin in Chatham
4.82 out of 5 average rating, 22 reviews

*Renovated July 2023* Kimball Getaway

Lakefront cabin with small kitchen, living space, and bedroom that sleeps two. Bathroom has toilet and sink and there is an outdoor shower around back. There are two separate decks, one with stairs to the water and second private deck for the bedroom. Cabin comes with a fire pit, picnic table, grill and black stone skillet. Motor boats are allowed on the lake with the boat launch 0.5 miles away. Located in a great community, very quiet and private compared to larger lakes.

Top guest favorite
A two-story white farmhouse is set amongst greenery, featuring a blue metal roof and a charming front door. Two stylish chairs with decorative cushions are positioned on the front porch, which is framed by trees and lush grass, offering a welcoming outdoor space.
Guest suite in Fryeburg
4.99 out of 5 average rating, 292 reviews

A little slice of heaven!

It’s officially summer! Cmon up whether for an event, an adventurous hiking weekend or just to relax and shop! Unique guest suite in the midst of wide-open mountain views in farm country. Comfortable airy rooms, full bath & your own living room with games, puzzles, books, cable tv and WiFi. Complimentary coffees, teas and cold drinks. Keurig, microwave and mini fridge at your disposal. Great for couples, families, girls weekends! Come and see what all the buzz is about!

Guest favorite
A panoramic view encompasses rolling green hills and distant mountains under a partly cloudy sky. Rocky outcroppings frame the foreground, while a series of chairs are positioned invitingly for enjoying the scenery. Lush trees add depth to the natural landscape.
Guesthouse in Jackson
4.87 out of 5 average rating, 148 reviews

Best View in New Hampshire

"Best View in New Hampshire" Guest House is nestled in the White Mountains and sits nine miles east of Mount Washington. It offers hiking, serenity, and the best panoramic views of the Presidential Range in all of the Mount Washington Valley. So whether you prefer to marvel at sunrises or sunsets, this is the place for you. You are close by to The Town of Jackson, StoryLand, Red Fox Bar & Grille, Yesterday's, Sunrise Shack, and direct access to Tin Mine Hiking Trail.

Superhost
Treehouse in Woodstock
4.98 out of 5 average rating, 322 reviews

LuxuryTreehouse w/ Hot Tub Near Sunday River

Escape to an authentic luxury treehouse designed by B’Fer Roth of DIY Network’s Treehouse Guys and built by The Treehouse Guys. Hidden on a private wooded road with no neighbors in sight, this unique retreat borders 626 acres of Bucks Ledge Community Forest with 7 miles of trails right outside your door. Enjoy peaceful seclusion just 15 minutes to Sunday River, 5 minutes to Mt. Abram, and 10 minutes to Bethel for the perfect mix of adventure and relaxation.

Top guest favorite
The cottage is surrounded by lush greenery, showcasing a two-story structure with large windows that invite natural light. A gravel pathway leads to the entrance, framed by potted plants and trees, creating a serene ambiance in a private setting.
Cottage in Jackson
4.99 out of 5 average rating, 195 reviews

Just the Two of Us

The Cottage is the perfect get away spot for private time together. There is a designated work space upstairs with windows for fresh air, great WiFi, space to move, comfortable and peaceful. Picturesque, close to hiking trails or just lying in the grass listening to the brook, enjoying a snooze in the sun. Opportunities for rock climbing, hiking, bird watching with guides are available thru a variety of sources. Truly a place to work, rest, and play.

Guest favorite
Cabin in Intervale
4.86 out of 5 average rating, 223 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.

Popular amenities for Chatham vacation rentals