Holiday rentals in Chatham

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Chatham

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

%{current} / %{total}1 / 1
Guest favourite
A serene winter landscape features a blanket of fresh snow covering evergreen trees and shrubs. A cabin can be seen nestled among the trees, with blue sky and fluffy clouds overhead, creating a peaceful and inviting atmosphere.
Cabin in Fryeburg
4.93 out of 5 average rating, 275 reviews

Cozy Cabin*HOT TUB*20 min. North 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
A spacious living area features a tan leather sectional sofa arranged around a black coffee table. Natural wood beams span the ceiling, complemented by woven pendant lights. The cozy space includes a well-equipped kitchen in the background, with natural elements and decor enhancing the cabin feel.
Home in Intervale
4.95 out of 5 average rating, 138 reviews

Luxe Cabin - Quiet, peaceful. Prime skiing spot!

Black Bear Cabin is a newly renovated chalet in Bartlett NH, inspired by organic modern design and woodsy cabin feels. The perfect blend of luxury and cozy. Conveniently located 10 minutes from downtown N. Conway, 1 minute from Story Land and Living Shores Aquarium and a short drive to multiple ski resorts and national forest. Our location gives us the best vantage point for any stay, any season. Follow us on IG @BlackBearCabinNH for more great content and updates. We just created it!

Guest favourite
The living room is furnished with a red sofa and a rocking chair, creating a relaxed seating area. A coffee table is positioned in the center, while a white kitchen can be seen in the background. Natural light filters through sheer curtains, enhancing the space.
Apartment in North Conway
4.82 out of 5 average rating, 204 reviews

Cozy condo with North Conway at your finger tips!

One bedroom condo close to all the North Conway area has to offer. In a large, old 19th century building that was once part of a local resort in its day, this is a 500 square foot one bedroom condo with a full kitchen, bathroom, living room and private front porch. Whether it's skiing, biking, hiking, shopping or dining you are after, this is the center of it all. 1mi to Cranmore 1.4mi to downtown North Conway Walking distance to Whittaker Woods and short drive to many more trails

Top guest favourite
The exterior of a two-story condominium building showcases multiple balconies, surrounded by green trees and a grassy area. A wooden picnic table is positioned on the lawn, accentuated by additional seating arrangements nearby. Clear skies and natural light enhance the inviting outdoor space.
Apartment in Jackson
4.98 out of 5 average rating, 154 reviews

2 bedroom condo, mountain views, pools and jacuzzi

Nordic Village traditional spiral up 2 bedroom, 2 bath condominium with Mountain View’s in the Mount Washington Valley location close to skiing, golf, Storyland/Living Shores, hiking, snow shoeing, cross country skiing and more ... Beautiful stone faced gas log fireplace for heat and ambience, granite counters, jacuzzi, furnished with stylish decor. Perfect for children and couples with indoor and outdoor (heated) pools (free). spa, steam room, pond, tennis court, and a playground.

Top guest favourite
A modern chalet-style exterior is visible, partially covered in fresh snow. Large windows reflect the snowy landscape, while the deck area is blanketed with a layer of snowflakes. The surrounding trees create a serene winter scene, enhancing the retreat’s natural charm.
Home in Sweden
4.99 out of 5 average rating, 119 reviews

Waterfront| Outdoor Sauna| Ski| Mountains| Firepit

Escape to Camp Sweden, an eco-friendly waterfront sanctuary in the foothills of the White Mountains. Paddle across the private pond, go for a hike in the Mountains nearby, or jump in the new outdoor panoramic barrel sauna and let your worries evaporate away. Enjoy a unique and rejuvenating experience that connects you to nature without sacrificing comfort. This retreat offers all-season enjoyment for nature lovers and outdoor enthusiasts alike. Experience Maine’s beauty today

Top guest favourite
A dining area features a small round table and two wooden chairs, positioned by large arched windows. Natural light floods the space, illuminating plants on the table. A vintage ski-themed poster decorates the wall, complementing the serene wooded views outside.
Flat in Jackson
4.97 out of 5 average rating, 594 reviews

Studio, pet friendly, river views, Jackson NH

Sunny studio with king bed, private entrance, garage parking. Small but complete kitchen (under counter refrigerator). Great views of the Wildcat river. WiFi, cable. 1 mile to Jackson cross country trails and close to the village of Jackson. Non smoking. The space is 500 square feet. There is a two night minimum stay. Pet friendly. Starting in 2025, we will allow 1 dog without charge. You will be charged $40/stay for a second dog. Please supply information on breed and size.

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.
Guest house in Jackson
4.86 out of 5 average rating, 113 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
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, 401 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 favourite
The exterior of the home is showcased, featuring a green metal roof and dark wood siding. A decorative weather vane sits atop the roof, while window boxes filled with colorful flowers enhance the front façade. A welcoming porch with white railing is visible beside the entrance.
Guest suite in Gorham
4.97 out of 5 average rating, 483 reviews

Cozy comfort close to White Mountain attractions!

A warm and welcoming home away from home! Located in a quiet residential neighborhood in Gorham NH, in the heart of the White Mountains with all of its attractions. Hiking, ATVing, sight seeing, skiing, fishing, kayaking, all right here! This cozy suite is within walking distance to the town center which has a beautiful park and good eating and drinking. There is plenty of parking and ATV's are welcome. Sleeps 4 with a full sized bed and sleeper sofa!

Top guest favourite
A lofted bedroom features a spacious bed adorned with a vibrant striped blanket. Light filters through a window, highlighting the sloped whitewashed ceilings and simple artwork on the walls. Warm wood accents complement the soft, neutral tones throughout the room.
Home in Bridgton
4.98 out of 5 average rating, 155 reviews

Wren Cabin + Wood fired Sauna

We built the Wren Cabin to be a serene space filled with light and art and with lots of cozy details. Lofted ceilings, a spiral staircase and large open concept with lofted bedroom. The cabin also has a gorgeous wood-fired sauna for those colder days. Wren cabin has a large wraparound deck for relaxing and an outdoor fire pit, as well as shared access to Adams Pond. The space is modern Scandinavian, light and aery, and filled with thoughtful details.

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
5 out of 5 average rating, 370 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
A deck is depicted featuring a round glass table with a black metal base and four red chairs arranged around it. The background showcases a panoramic view of the mountains, framed by colorful foliage in autumn hues.
Home in Jackson
4.94 out of 5 average rating, 127 reviews

Mt. Washington View|Min to Skiing|Wood Stove

Discover a cozy 2-bed, 1-bath retreat in Jackson, NH, offering stunning Mount Washington views from your living room. Perfect for couples or families, enjoy a well-appointed space, a wood burning stove and a deck overlooking the the majestic Mt. Washington. Minutes away from Wildcat, Attitash, downtown North Conway, StoryLand, shops, and dining, it's an ideal base for mountain adventures and relaxation. Your serene escape awaits!

Popular amenities for Chatham holiday rentals

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