Holiday houses in Chatham

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Top-rated holiday rentals in Chatham

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Guest favourite
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

Avail.8/16-20|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 favourite
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, 256 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 favourite
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
4.88 out of 5 average rating, 101 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 favourite
The exterior of The Birch Barn is showcased against a twilight sky, featuring a vibrant red facade. A spacious deck with string lights is positioned above two garage doors. Surrounding greenery enhances the serene atmosphere, creating an inviting entrance to the property.
Barn in Bartlett
4.98 out of 5 average rating, 164 reviews

BirchBarn-HGTV-StoryLand/Hike/Swim/Rivers

Escape to The Birch Barn. Top 5% of Airbnbs. Renovated, private and serene, surrounded by melodies of our brook. Close to Storyland (5mins), North Conway (12 mins) and Jackson Village (5 mins). 10 mins to Black Mtn, restaurants, grocery, shopping. Designed and owned by an HGTV designer. Picturesque, convenient, high on the ridge in the woods, nestled between Jackson and North Conway. Large private deck, outdoor grill and fire pit. A perfect secluded location but in the heart of the valley.

Guest favourite
The A-frame cabin is surrounded by lush greenery, featuring a hot tub on the deck and a red door that adds a vibrant touch. A canoe is visible nearby, with a pathway leading to the entrance, illuminated by soft outdoor lighting as dusk settles.
Cabin in Fryeburg
4.88 out of 5 average rating, 156 reviews

Lake+Beach, Hot Tub, Firepit, Dog+EV OK, N Conway

Your next getaway is calling! ✨ Hot Tub (year-round) 💦 Brook in Front Yard 🔥 Fire Pit +👩‍🍳 Gas Grill 🐶 Pet + ⚡️EV Friendly ⭐️ Wood Stove/Radiant Heat (Fall/Winter) & Portable A/Cs (Summer) ☀️ Walk to Lower Kimball Lake w/Beach 🛶 Canoe & Paddleboard (seasonal) ✔️ Peaceful & Wooded surroundings ✔️ Convenient to N. Conway/Saco River & More! The Hidden Moose offers 4-season fun: Relax🔸Swim🔸Beach🔸Hike🔸Stargaze🔸Winter Activities Book today or ♥ us to easily find us next time!

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
The image captures a lush green landscape in front of a charming red building. A winding drive leads towards the residence, while mountains rise in the background under a partly cloudy sky. Colorful flowers and greenery frame the scene, enhancing its natural beauty.
Guesthouse in Bridgton
4.82 out of 5 average rating, 168 reviews

Private apart with luxury view, mins to everything

Welcome to the Peak View Apartment! This lovely and stylish place is perfect for a honeymoon, anniversary or romantic getaway or for those who crave for retreat. This is what you imagine when you want to relax in the house in the mountains!!! But also great for a small family with kids! Sitting on the ridge of Pleasant Mountain, the place is minutes away from all the attractions and beautiful lakes. The property will give you the full vacation in the woods experience!

Guest favourite
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
4.86 out of 5 average rating, 137 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 favourite
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, 190 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 favourite
The spacious interior features wooden beams and warm, rustic tones. A large bed is centrally positioned, accompanied by a wooden chest. A cozy seating area includes a rocking chair and lamps, while a dining table near windows offers natural light and views of the surroundings.
Guest suite in Conway
4.99 out of 5 average rating, 395 reviews

CloverCroft - "Far from the madding crowd."

CloverCroft, a 200+/- year old farmhouse, is located in the rich farmland of the Saco River Valley at the foot of the White Mountains. We go the extra mile to make your stay enjoyable and comfortable. (Please note our mattress is FIRM and there is a long flight of outdoor stairs to access the suite.) COME ENJOY PRIVACY AND THE GREAT OUTDOORS. There are many summer and winter activities very close by and we look forward to hosting you.

Top Guest favourite
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, 118 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.

Top Guest favourite
A spacious master bedroom features warm wooden walls and ceiling beams, creating a cozy ambiance. A plush bed is positioned in front of a stone fireplace. Large glass doors invite natural light and provide views of the outdoor space, enhancing the overall serenity.
Guest suite in New Hampshire
5 out of 5 average rating, 204 reviews

A luxury log apartment located on the Saco River

This exquisite log apartment offers a one of a kind luxury experience with a private master bedroom including a gas stone fire place, king bed with exquisite bedding and a balcony which overlooks a 140’ private beach on the Saco River. Also included is a fully equipped designer kitchen/living area with a queen sofa bed, a full spa-like bathroom with a steam shower, Kohler bidet, and soaking tub.

Popular amenities for Chatham holiday rentals

  1. Airbnb
  2. United States
  3. New Hampshire
  4. Carroll County
  5. Chatham