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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Guest favorite
Home in Jackson
4.91 out of 5 average rating, 156 reviews

Cozy Mountain Home in the Beautiful Jackson, NH

This Jackson home is sure to enhance your White Mountain experience. This rental property is a cozy 2 Bedroom, 2.5 Bathroom, 2 Family Room (1 of the FR's has 2 set of bunk beds) and another room with a full bunk bed. Close to Storyland (5 min) Santas Village (45 min) Wildcat/Attitash (15 min) North Conway (15 min);AMC Pinkham Notch (12 mins)~No Pets. No Smoking. License No. 060611 This property is located in a Quiet Neighborhood. Quiet hours start at 10:30 pm, please do not rent for parties.

Top guest favorite
The exterior of the chalet showcases a striking design with a sloped roof and large windows. Soft lighting emanates from within, creating a warm glow against the dark wood finish. Surrounding greenery enhances the natural setting, while a deck with a patio umbrella is visible.
Cabin in Stoneham
4.99 out of 5 average rating, 209 reviews

Mad Moose Lodge• Secluded Cabin w/ Mountain View’s

Welcome to the Mad Moose Lodge! Year-round adventures begin at this 2-bed, 2.5-bath Stoneham chalet. This vacation rental provides incredible fall foliage views and easy access to mountains and lakes! Close by to cross-country skiing and snowshoeing in the winter and hiking, mountain biking, boating and swimming in the summer there are endless options of outdoor enjoyment. Enjoy stunning sunsets over the mountains from the comfort of the couch, or while enjoying a game of pool in the game room!

Guest favorite
Cabin in Fryeburg
4.94 out of 5 average rating, 288 reviews

Avail.7/4*Hot Tub*Lake Access+Beach*A/C*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

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, 251 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
An A-frame cabin nestled among trees displays a charming facade with large windows. The porch extends outward and is surrounded by a blanket of fallen leaves in autumn hues. Vibrant red foliage can be seen in the foreground, creating a serene woodland setting.
Home in Bartlett
4.96 out of 5 average rating, 137 reviews

Cranmore Mountain & Conway Center 2 miles away!

This quaint A-frame is located just outside the heart of North Conway! Close enough to spend the day enjoying all the local activities, but just outside all the hustle to have a quiet relaxing fire in the woods. Cranmore Mountain Resort and Saco river is 2 miles down the road for all your skiing/snowboarding, mountain biking, tubing and adventures! Ice Cream, Craft beer store and some of the best restaurants with in 2 miles! Need more space? We have a 2 bedroom house down the street! DM us!

Guest favorite
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, 152 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!

Guest favorite
A patio area features several Adirondack chairs arranged around a fire pit, set against a backdrop of rolling green mountains and a clear blue sky. A rocky wall borders the space, enhancing the scenic view of the landscape.
Guesthouse in Jackson
4.87 out of 5 average rating, 127 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
Guest suite in Fryeburg
4.99 out of 5 average rating, 278 reviews

A little slice of heaven!

Spring has finally sprung! Cmon up for a weekend getaway! Daffodils are popping and the fields are green! 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!

Top guest favorite
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 favorite
A charming farmhouse is depicted under a serene winter sky, with a dusting of snow covering the roof and surrounding landscape. A colorful staircase leads to the entrance, illuminated by soft orange light, while trees in the foreground frame the setting sun in the background.
Guest suite in Conway
5 out of 5 average rating, 390 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 favorite
A rustic log cabin is situated among tall trees, featuring a welcoming front deck adorned with a green umbrella over a seating area. The natural surroundings enhance the cabin's charm, creating a serene outdoor space for relaxation.
Cabin in Lovell
4.96 out of 5 average rating, 112 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.

Guest favorite
Cabin in Intervale
4.85 out of 5 average rating, 212 reviews

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.

Popular amenities for Chatham vacation rentals

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