Holiday rentals in Chatham

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Top-rated holiday rentals in Chatham

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Superhost

Apartment in North Conway

4.81 out of 5 average rating, 140 reviews

Convenient downtown North Conway location!

Adorable studio close to North Conway Village, Mt Cranmore and all the fun and adventure of the White Mtns! Super cozy with everything you need for a special getaway. You will love this unique space complete with Murphy bed! Great neighborhood 2/10 mile to the shops & food of North Conway Village and 8/10 mile to great skiing, concerts & fun at Mt. Cranmore. Views of Mt Washington are minutes away. Connects to Whittaker Woods for x-c ski and hiking trails. Note: 1 unit, not stand-alone house.

Top guest favourite

Townhouse in Bartlett

4.98 out of 5 average rating, 205 reviews

3 Bears Glen, Across St from Story Land, Pool & AC

Welcome to Three Bears Glen! A cozy condo is located right across the street from StoryLand and Living Shores Aquarium! This 2 Bedroom 1st floor end unit condo is the perfect getaway. This family friendly home features a private entrance, fully equipped kitchen, A/C, Wi-Fi, 3 Roku enabled TVs, games(adults & kids), washer/dryer & patio seating. Golf our 9 hole course located right outside the front door. Enjoy the outdoors at the pool, playground, hiking or mountain biking near the condo.

Guest favourite

Home in Albany

4.83 out of 5 average rating, 460 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!

Guest favourite

Cabin in Conway

4.95 out of 5 average rating, 163 reviews

The Conscious Cabin

Your cozy, mountain retreat awaits. Settle by the fire in this thoughtfully renovated log cabin, located in the heart of the White Mountains & less than 10 minutes from downtown North Conway's local shops, restaurants & adventures. Just 5 minutes from hiking Mt. Chocorua, paddling Lake Chocorua & exploring the scenic Kancamagus Highway. Featuring a bedroom, loft, full bath, kitchen, tea/coffee bar, fireplace, outdoor shower, firepit & more. Bask in the restorative magic of cabin living.

Top guest favourite

Guest suite in Fryeburg

4.99 out of 5 average rating, 244 reviews

Welcome to Chickadee Cottage!

It’s springtime in the mountains! We still have snow to play in and days are sunnier and warmer! Lots to do! New restaurants to try! Spend some time browsing in town! 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, Roku and WiFi. Complimentary coffees, teas and cold drinks. Keurig, microwave and mini fridge at your disposal. Great for couples, families, girls weekends!

Top guest favourite

Cottage in Brownfield

4.99 out of 5 average rating, 254 reviews

Taproot Cottage at Stone Mountain

Taproot Cottage is cozy, quiet, comfortable and nestled in the beautiful White Mountain foothills of Brownfield, ME. Just one mile from the Stone Mountain Arts Center, 30 minutes to North Conway, NH, and easy access to hiking trails, mountain vistas, and the Lakes Region of western Maine. It offers a well-equipped kitchen/dining/ living room combination, full bath, a relaxing sunroom with full-sized futon for additional sleeping, and a loft bedroom with a queen bed.

Top guest favourite

Home in Bridgton

4.97 out of 5 average rating, 119 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

Guest suite in Conway

5 out of 5 average rating, 332 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.

Superhost

Cabin in Intervale

4.82 out of 5 average rating, 153 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.

Guest favourite

Cabin in Lovell

4.97 out of 5 average rating, 349 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.

Top guest favourite

Flat in Chatham

4.99 out of 5 average rating, 203 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.

Guest favourite

Apartment in Bartlett

4.89 out of 5 average rating, 267 reviews

Intimate Garden Style Condo with Mountain Views

One bedroom garden style, end unit condo in scenic Bartlett, New Hampshire is the perfect setting for your next get-away or small family vacation. Cradled in the heart of the Mount Washington Valley, Bartlett plays home to Story Land, Attitash Mountain Resort, great hiking and some of the valley's best restaurants. The condo recently had an update to our kitchen and bath spring of 2023!