Holiday rentals in Chatham

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Top-rated holiday rentals in Chatham

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

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Top guest favourite
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, 188 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 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
4.82 out of 5 average rating, 191 reviews

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.

Guest favourite
Cabin in Fryeburg
4.94 out of 5 average rating, 296 reviews

Cozy Cabin|Hot Tub|25 min. N. Conway|Dogs Ok

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 favourite
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.
Guest house in Chatham
4.99 out of 5 average rating, 68 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 favourite
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, 224 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 favourite
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, 35 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.

Guest favourite
The exterior of the lodge features a rustic design with stone and wood accents. A spacious patio is furnished with comfortable seating and a firepit, surrounded by a beautifully landscaped yard. Lush greenery and trees create a serene backdrop, enhancing the inviting outdoor space.
Chalet in Intervale
4.9 out of 5 average rating, 166 reviews

One-of-a-kind log home

A truly unique mountain getaway! Close to all that the White Mountains and North Conway have to offer, in a private and idyllic setting with mountain views. While the main level tends to offer a peaceful retreat, the ground level is the place to entertain. With the hot tub and outdoor firepit overlooking the mountains, no need to go out. A ski enthusiast’s dream location! Delicious dining & plenty of shopping nearby! * The primary guest making the reservation must be at least 21 years old.

Top guest favourite
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, 112 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 favourite
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.

Top guest favourite
An aerial view of Pickering Lodge showcases its spacious layout nestled in the White Mountains. The cozy kids' play area features a tent and plush seating. The speakeasy bar room highlights a pool table and lounge space, while the outdoor firepit area offers seating for relaxation with mountain views.
Home in Bartlett
4.95 out of 5 average rating, 101 reviews

White Mtn Lux Retreat | Hot Tub, Sauna & Game Room

Welcome to Pickering Lodge - a spacious, luxurious 4-bed, 3.5-bath home nestled in the White Mountains in Bartlett, NH. Key Amenities: -Hot Tub -Sauna -Outdoor Firepit -Gas fireplace -Pool/Ping Pong Table/Foosball Table -Kids' Playroom -Bunk Room -Speakeasy Bar Room -Arcade Games -Yard Games Location: -Storyland - 6 min. -Attitash Mountain Ski Resort - 6 min. -Cranmore - 15 min. -Diana's Baths Waterfall - 10 min. -North Conway Village - 12 min.

Top guest favourite
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.
Flat in Chatham
4.99 out of 5 average rating, 230 reviews

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.

Top guest favourite
An aerial view of a charming log cabin is visible, surrounded by lush evergreen trees. Soft warm lights illuminate the porch and windows, creating a welcoming evening scene. The cabin features a sloped roof and a stone chimney, blending harmoniously with the natural surroundings.
Cabin in Jackson
4.96 out of 5 average rating, 161 reviews

Jackson Swimmers Retreat | Cozy Log Cabin Escape

Nestled in the picturesque town of Jackson, this charming log cabin offers a one-of-a-kind getaway experience. Surrounded by the stunning White Mountains and situated alongside the Ellis River with a refreshing swimming hole, this property is the ultimate retreat for those seeking tranquility and natural beauty. Located between Wildcat + Attitash for the perfect ski vacation.

Popular amenities for Chatham holiday rentals