Holiday rentals in Chatham

4.83 out of 5 average rating, 201 reviews

Chalet in Intervale

Cozy 1 Bed Chalet w/ King Bed & Indoor Fireplace

Cozy up at this unique and tranquil getaway cabin. Perfectly set up for 2 people, this charming A-frame is spacious, peaceful and well thought out. If its a romantic getaway you are looking for, look no further!! - with the king four-poster bed, the indoor fireplace & large, private back deck with grill you will have everything you need to enjoy & relax during your stay in the White Mountains. Close enough to everything to be convenient yet far enough away from it all for privacy and peace!

4.98 out of 5 average rating, 528 reviews

Guest suite in Conway

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.

4.82 out of 5 average rating, 451 reviews

Home in Albany

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!

Apartment in North Conway

4.83 out of 5 average rating, 176 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

4.99 out of 5 average rating, 234 reviews

Guest suite in Fryeburg

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!

4.97 out of 5 average rating, 561 reviews

Flat in Jackson

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.

4.99 out of 5 average rating, 250 reviews

Cottage in Brownfield

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.

4.99 out of 5 average rating, 177 reviews

Cottage in Jackson

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.

4.97 out of 5 average rating, 422 reviews

Guest suite in Gorham

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!

5 out of 5 average rating, 326 reviews

Guest suite in Conway

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.

4.96 out of 5 average rating, 341 reviews

Cabin in Lovell

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.

4.99 out of 5 average rating, 200 reviews

Flat in Chatham

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.

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Other great holiday rentals in Chatham

4.89 out of 5 average rating, 45 reviews

Cabin in Fryeburg

Shared beach, kayaks, fire pit, screen porch

BillRating, 5 stars3 weeks ago

We had a great time in this beautiful cabin! It was clean, peaceful, beautiful, well-equipped, and our two kids appreciated all the toys and games. We would happily stay again!

5 out of 5 average rating, 18 reviews

Home in Fryeburg

Fryeburg home away from home

TinaRating, 5 stars2 weeks ago

Perfect home away from home for our needs. Minutes away from Hardy Farm, and 15-20 minutes away from great breakfast and lunch options just over the border in NH. Space was so clean and lovely, new bathroom with washer and dryer, very comfortable bed and couch as well. Rene was so kind to let me know about their steamer / iron as my husband and I were visiting to attend a friends wedding - it absolutely came in handy. Easy check in with a code, as we didn’t arrive until 2am in the morning bc of delayed flights.

5 out of 5 average rating, 4 reviews

Apartment in Glen

Stunning Mt Washington Views

DanielleRating, 5 stars1 week ago

Tim's place was great! Felt like home. View is amazing! Cathedral wood ceilings make the place so warm and cozy. Kitchen and bathroom clean with upgrades. Comfortable beds and spacious rooms. Location is perfect. Close to restaurants, N. Conway, and both Crawford and Pinkham notch for hiking and other adventures. Tim was super responsive and friendly. Would definitely rent again!

4.84 out of 5 average rating, 70 reviews

Flat in Jackson

Jackson Hideaway in Jackson NH - 2 Bedroom APT

KatieRating, 5 stars14 months ago

We have stayed here 3 times now. Anthony is one of the most responsive hosts I have communicated with. We love the location as it is right in Jackson, very close to all the outdoor activities in the area as well as North Conway. The apartment is clean, has everything you need and good space. It is always a treat to stay here and we look forward to going again.

5 out of 5 average rating, 4 reviews

Cabin in Greenwood

Luxury Nordic Cabin | Lakefront w Hot Tub + Sauna

MarianRating, 5 stars3 months ago

An absolute gem if you want to reconnect with family/nature, relax and unplugg. It was so peaceful and tranquil. my 5 year old son loved being in the loft stargazing at night. we would be sitting in the deck by the firepit for smores and some snacks every night. Truly, one of our best family trips. Kendra is also very responsive.

4.9 out of 5 average rating, 39 reviews

Guest suite in Lovell

Stylish 2br Suite- 10 Mins from Kezar Lake!

JennRating, 5 stars2 months ago

This place is an absolute gem! From the linens to the fixtures, lighting, decor, artwork…all of it, cozy, refined rustic luxury meticulously curated to equal the laid back charm of an old family place passed through the generations. Seemingly in the middle of nowhere, tranquil and remote, yet close enough to all the things, you will find everything you need without the clutter of things you don’t. This is a great place to unwind, sleep like a log, (the beds are super comfy, and it smells SO good) and take a few steps back in time…just a truly elevated experience worth every penny! I live right up the road, and will refer all my overflow guests here, as well as book again for myself! We hated to leave, can’t wait to come back!

4.88 out of 5 average rating, 73 reviews

Guest house in Jackson

Best View in New Hampshire

JonathanRating, 5 stars1 day ago

Ray and Kayla's place is the best view you can get in this part of the world. Up above it all, you feel far away from everything, but in just a few minutes you're in the lovely town of Jackson and less than 30 minutes from so many fun things to do! Highly recommend!!