Vacation rentals in Chatham

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Chatham

Guests agree: these stays are highly rated for location, cleanliness, and more.

1 of 1 pages1 / 1
Guest favorite
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, 294 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
A private hot tub is surrounded by trees displaying vibrant autumn leaves, with a gentle stream flowing nearby. A fire pit sits beside the hot tub, offering a cozy gathering space. The cabin's exterior features wooden siding and large windows that invite natural light.
Tiny home in Norway
4.94 out of 5 average rating, 261 reviews

Glass Wall Waterfront Hot Tub Fireplace Tiny Home

Wake up to rushing waterfalls right outside your glass wall in this romantic waterfront tiny home in Norway, Maine! Private hot tub with river views, see-through gas fireplace, cozy raised queen bed overlooking the water, outdoor shower, hammocks, and direct access to hiking trails. Total privacy—no neighbors in sight. Modern kitchen, heated floors, fast WiFi, and thoughtful touches for couples or solo escapes. Romantic getaway near Sunday River skiing, golf & Maine adventures. Nature's oasis

Guest favorite
A warm and inviting living area features a wood-burning fireplace set against a stone wall. A spacious, light-colored couch faces the fire, complemented by a round ottoman and a wooden coffee table. Large windows allow natural light to fill the space, showcasing surrounding greenery.
Home in Intervale
4.89 out of 5 average rating, 108 reviews

As Unique as they come!

We hope you're sitting down. This unique place has a style all its own. If you want to stay in a place that has you talking about it for years to come then look no further. Hot tub with moving roof ✔ Cinema screen for a TV ✔ Fire pit along a small flowing stream ✔ Dog friendly ✔ 2 indoor fireplaces ✔ Surround sound system ✔ Quirky & thoughtful decor ✔ The longer you stay the more you will discover in this home that takes the otherwise ordinary and turns it in to something truly remarkable.

Top guest favorite
A hot tub is positioned on a spacious deck, offering a stunning view of a mountain during sunset. The scenery features a blend of warm hues in the sky, with gentle slopes visible in the background. Steps lead up to the hot tub, enhancing accessibility.
Home in Bridgton
4.95 out of 5 average rating, 170 reviews

*1MMview*Bar,Hot Tub,3mins2Pleasant Mnt, Pool tab.

This special, completely renovated place can host your family gathering or group of friends in an inviting setting. This unique house with a private bar, spa, and a pool table will satisfy all your vacation needs! Located close to everything, but absolutely quite and private 20 acres property! It is situated on a ridge with a spectacular mountain view. Our house offers comfort & entertainment. The property will give you the full vacation in the woods experience. This is just what you need!

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, 310 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
4.86 out of 5 average rating, 21 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.

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, 146 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.

Top guest favorite
A cozy cottage is framed by lush greenery and colorful landscaping, featuring a welcoming front porch and a sunroom with large windows. A picnic table is positioned nearby, inviting outdoor relaxation. The property is set against a backdrop of trees, contributing to a private and serene environment.
Cottage in Brownfield
4.99 out of 5 average rating, 297 reviews

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.

Guest favorite
Treehouse in Woodstock
4.98 out of 5 average rating, 318 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
A cozy cabin interior features warm wooden walls and flooring. Twinkling string lights adorn the ceiling, creating a soft glow. A comfortable armchair is positioned beside a small lamp, with a spacious bed visible in the background, framed by large windows allowing natural light.
Cabin in Lovell
4.97 out of 5 average rating, 449 reviews

Secluded, cozy cabin nestled in the Maine woods

Kick back and relax in this calm, stylish space with a semi-remote cabin experience while keeping the gentle daily living comforts. Right at the edge of the White Mountain National Forest in one direction and in the other direction, a short five minute drive to Kezar Lake this secluded cabin has it all for the nature lover in you! Close to local favorite trailheads for hiking and mountain biking as well having nearby ski mountains and snowmobile trails.

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, 194 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.

Top guest favorite
The rustic log cabin is surrounded by lush greenery and features a spacious deck with a green umbrella. A wooden railing encases the deck, allowing comfortable outdoor seating. The cabin's facade showcases natural wood tones, blending harmoniously with the serene forest setting.
Cabin in Lovell
4.96 out of 5 average rating, 126 reviews

Cozy Log Cabin with wonderful sunsets.

This original Maine Log Cabin is tucked into the foothills of the White Mountains.. It has open concept with a queen size bed in the sleeping loft. With a lodge feeling to it, it has a beautiful gas fireplace to snug up to on those cool nights. There is a full kitchen with everything provided for your convenience. Outside there is a great fire pit, and if not the fire pit, there is deck with a new gas grill for outside dinning.

Popular amenities for Chatham vacation rentals