Vacation rentals in Chatham

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Top-rated vacation rentals in Chatham

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

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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

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

4.89 out of 5 average rating, 185 reviews

Superhost

A hot tub bubbles gently, surrounded by towering trees and a serene view of Moose Pond. The water reflects the clear blue sky and is framed by a tranquil landscape, creating a peaceful atmosphere for relaxation.

Cabin in Bridgton

Waterfront,Hot tub,Private dock,Freshly renovated

Welcome to the freshly renovated Cabin on a Moose Pond!Nestled near the hills of Pleasant Mountain.Enjoy a day at the lake fishing,swimming,skiing,hiking or snowmobiling. In the evening,relax in the new hot tub,watch a movie on the home theater or challenge friends to video games.End your day by the campfire making s’mores by the pond. Spend a lazy day on the hammock or take a day trip to explore regional attractions in beautiful ME and NH. For your safety, the area is under video surveillance.

4.82 out of 5 average rating, 190 reviews

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

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

4.94 out of 5 average rating, 295 reviews

Top guest favorite

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

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.

4.99 out of 5 average rating, 67 reviews

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

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.

4.97 out of 5 average rating, 34 reviews

Guest favorite

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

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.

4.96 out of 5 average rating, 110 reviews

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

#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.

5.0 out of 5 average rating, 25 reviews

Guest favorite

A deck area features two black chairs positioned around a circular fire pit. The space is surrounded by a white railing, offering expansive views of the distant mountains and trees, creating a serene setting for relaxation or gathering.

Home in Fryeburg

4BR near Skiing, Tubing, N Conway, White mtns

If you're looking to enjoy the Mt. Washington Valley and the White Mountains, then this is the place for you! Located just inside Maine, you'll be able to spread out in this tastefully furnished, cabin-style home. Whether you're here for watching the leaves change, skiing, or sitting back and enjoying the views, this house has it all! You're about 15 minutes to North Conway and Bridgton and an hour to Portland making this the perfect jumping off point for all your adventures!

4.92 out of 5 average rating, 118 reviews

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

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!

4.99 out of 5 average rating, 293 reviews

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

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.

4.87 out of 5 average rating, 148 reviews

Guest favorite

Cabin in Intervale

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.

4.86 out of 5 average rating, 225 reviews

Top guest favorite

A carriage house features a light-colored exterior, framed by blooming pink flowering trees. The spacious two-car garage is visible, with large windows on the upper level offering natural light. The surrounding greenery complements the serene setting under a clear blue sky.

Apartment in Chatham

Charming Carriage House in the White Mountains

Escape to a serene haven in the White Mountains, away from tourists, noise & busy traffic. Our carriage house offers peace for remote workers, hikers, leaf-watchers, kayakers, painters, nature enthusiasts, stargazers & riders. Pet-friendly with garage parking & gear storage. Modern amenities include fast Internet & electric car charger. Reserve now for a serene nature experience today.

4.99 out of 5 average rating, 230 reviews