Holiday houses in Chatham

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Top-rated holiday rentals in Chatham

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Guest favourite

Guest suite in Bridgton

4.98 out of 5 average rating, 168 reviews

Barn on Pleasant-walk to town

Welcome to our charming loft in a peaceful neighborhood, ideal for comfort and convenience. This well maintained property provides a cozy living space. The loft features a kitchenette, a beautiful stone fireplace and a big, comfy reclining couch. Visit Bridgton this spring and summer, walking distance to Highland Lake, shops, and restaurants. Just minutes from Pleasant Mountain for hiking, 30 minutes from North Conway, and an hour from Portland a perfect central location to relax after exploring

Guest favourite

Guest suite in Conway

4.99 out of 5 average rating, 424 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

Guest suite in Fryeburg

4.99 out of 5 average rating, 186 reviews

Chickadee Cottage - A little slice of heaven!

Springtime in the mountains! A nice time to to visit, still quiet and no bugs! Come and hike, bike or just enjoy the spectacular scenery and our great restaurants and shops! Lots to do! 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, friends!

Guest favourite

Condo in Bartlett

4.92 out of 5 average rating, 390 reviews

Across from Storyland & in the Heart of the Mtns

Welcome to the perfect getaway condo in the heart of the mountains! Our 2 BR home is directly across from Storyland, close to major ski resorts, minutes from downtown North Conway, &located on a Country Club where you can enjoy golf and the in-ground pool (typically June-August, Thursday-Sunday) making this the perfect NH getaway. The condo has a private entrance, a fully equipped kitchen, grill, cable & WiFi and video & board games so all you are left to bring are your toiletries and food!

Guest favourite

Guesthouse in Conway

4.97 out of 5 average rating, 123 reviews

Private, quiet contemporary studio apartment.

Experience the glory of the seasons from our newly remodeled studio apartment nestled in the woods of New Hampshire’s White Mountains. The apartment has its own private entrance, clean, modern furnishings with a soft contemporary color scheme. We live at the end of a 2.8 mile state designated scenic dirt/gravel road, on 50 acres with a beaver pond, relaxing spaces and colorful gardens. All of this is within 20 minutes of North Conway's shopping and its' majestic mountains, lakes and rivers.

Guest favourite

Chalet in Fryeburg

4.94 out of 5 average rating, 194 reviews

Cozy Chalet*A/C*HOT TUB*Pets*<30 min N. Conway

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!

Guest favourite

Townhouse in Bartlett

4.98 out of 5 average rating, 139 reviews

3 Bears Glen-Storyland & Living Shores across St.

Welcome to Three Bears Glen! A cozy condo nestled in the heart of the White Mountains! This 2 Bedroom 1st floor end unit condo is located right across the street from StoryLand and Living Shores Aquarium! Golf our 9 hole course located right outside the front door. Hiking and mountain biking available near the condo. 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.

Guest favourite

Apartment in Jackson

4.97 out of 5 average rating, 506 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

Guest suite in Gorham

4.97 out of 5 average rating, 323 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!

Guest favourite

Apartment in Conway

4.92 out of 5 average rating, 103 reviews

Unique & Opulent Rustic Luxury

Experience one of the most unique airbnbs yet. This place has a style all its own. The lofty space is thoughtfully designed to provide you with all the comforts of home. From the moment you enter, you will be greeted by warm, earthy tones & natural textures, which perfectly complement the opulent furnishings & finishes. Every detail has been carefully considered to create a exclusive, special ambiance. Truly a one-of-a-kind experience.

Guest favourite

Guest suite in Conway

5.0 out of 5 average rating, 258 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.

Guest favourite

Cabin in Lovell

4.97 out of 5 average rating, 259 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.