Holiday rentals in Chatham

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Top-rated holiday rentals in Chatham

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Top guest favourite

Guest suite in Conway

4.98 out of 5 average rating, 571 reviews

Mountain View Studio

This over-garage studio has a private entrance, a queen-sized bed, a futon, gas fireplace, kitchenette & bathroom. There is a refrigerator/freezer, microwave, coffeemaker & toaster but no oven/stovetop. There is a small gas grill available May-Oct. We have beautiful mountain views & are located 10 minutes from downtown. NOTE: Our driveway is long and steep. 4WD/AWD vehicles are often needed to safely get up our driveway in the winter. Also, you will hear the garage door when it opens & closes.

Guest favourite

Cabin in Fryeburg

4.93 out of 5 average rating, 257 reviews

Cozy Cabin*HOT TUB*Screened Porch

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

Home in Albany

4.83 out of 5 average rating, 473 reviews

Cozy Guest Suite in White Mountain National Forest

Guest Suite, mother-in-law apartment with private entrance. One bedroom with living room, dining area, kitchen, stove, full refrigerator. WiFi and a futon couch that turns into a bed in the living room. The converted basement apartment is a comfortable, and cozy place to stay while visiting the Mount Washington Valley. Perfect for adventuring, climbers, hikers, bikers and skier/snowboarders. Have a hot pot of organic local coffee and get outside in the beautiful Mount Washington Valley!

Top guest favourite

Guest suite in Fryeburg

4.98 out of 5 average rating, 249 reviews

Welcome to Chickadee Cottage!

Ahh it’s autumn, the most beautiful time of year in the mountains. The air is crisp and the foliage is always spectacular! 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 favourite

Flat in Jackson

4.97 out of 5 average rating, 575 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.

Superhost

Cabin in Fryeburg

4.87 out of 5 average rating, 125 reviews

3N+ PROMO - Hot Tub|Lake+Beach|Dog OK| N Conway

✨ Hot Tub 💦 Brook in Front Yard 🔥 Solo Stove Fire Pit +👩‍🍳 Gas Grill 🐶 Pet + ⚡️EV Friendly ⭐️ Portable A/Cs (Summer) & Wood Stove/Radiant Heat (Fall/Winter) ☀️ 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!

Top guest favourite

Cottage in Jackson

4.99 out of 5 average rating, 183 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

Guest suite in Conway

5 out of 5 average rating, 342 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

Cabin in Lovell

4.96 out of 5 average rating, 103 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 favourite

Cabin in Intervale

4.83 out of 5 average rating, 161 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.

Top guest favourite

Home in Jackson

4.95 out of 5 average rating, 106 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!

Top guest favourite

Cabin in Lovell

4.97 out of 5 average rating, 361 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.