Vacation rentals in Chatham

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Top-rated vacation rentals in Chatham

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Guest favorite

Guest suite in Bridgton

4.98 out of 5 average rating, 165 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

May 15 – 22

G$28,611 GYD per night

Guest favorite

Guest suite in Conway

4.99 out of 5 average rating, 419 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.

May 20 – 25

G$25,228 GYD per night

Guest favorite

Apartment in Gorham

4.97 out of 5 average rating, 145 reviews

White Mountains Riverfront Studio

Our quaint town, 8 miles north of Mt. Washington, is a prime location for everything outdoors: year round HIKING, (1.7 miles to AT) & BIKING trails, 100s of groomed ATV/snowmobile trails, swim, fish, canoe, kayak and tube the pristine rivers, waterfalls & emerald pools and SKI THE SKI RESORTS within 10-30 miles. The small town of Gorham caters to tourists: a dozen great restaurants, antique & gift shops, railroad museum, opera house & town common all within easy walking distance of the studio.

May 7 – 14

G$21,481 GYD per night

Guest favorite

Guest suite in Fryeburg

4.99 out of 5 average rating, 185 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!

Feb 11 – 18

G$25,498 GYD per night

Guest favorite

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.

Mar 30 – Apr 6

G$25,435 GYD per night

Guest favorite

Home in Intervale

4.95 out of 5 average rating, 317 reviews

Intervale House

A cozy, clean 3 bedroom home located in the heart of the White Mountains. Sleeps 6 - note bunkbeds are not for large adults (see pic). Central location close to Storyland, shopping and the mountains for skiing, hiking etc. Watch the sunsets on the front porch surrounded by mountains. Trails out back door in small town forest. Scenic overlook, Subway sandwiches, ice cream and Cannell's store is directly down the street. Brew pubs and new distillery easy walk . Host lives on the property.

Oct 12 – 19

G$23,679 GYD per night

Guest favorite

Cabin in Intervale

4.96 out of 5 average rating, 262 reviews

Private Cabin on 1.7 acres w/ Fireplace White Mtns

This is a newer, dog-friendly cabin situated in the heart of the White Mountains and is the perfect mountain getaway for couples, solo adventurers, or anyone who wants to experience a picturesque cabin in a private and quiet wooded setting on 1.7 acres. The cabin is close to all activities that the White Mountains has to offer with several hiking trails just a few miles away. We are a 5 minute drive to North Conway and a 20 minute drive or less to Attitash, Wildcat, & Cranmore ski area!

Apr 16 – 23

G$31,752 GYD per night

Guest favorite

Apartment in Jackson

4.97 out of 5 average rating, 502 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.

Feb 18 – 25

G$31,280 GYD per night

Guest favorite

Guest suite in Gorham

4.97 out of 5 average rating, 322 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!

Mar 21 – 28

G$18,270 GYD per night

Guest favorite

Guest suite in Conway

5.0 out of 5 average rating, 256 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.

Jul 13 – 20

G$28,614 GYD per night

Guest favorite

Cabin in Lovell

4.97 out of 5 average rating, 254 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.

Dec 6 – 13

G$23,709 GYD per night

Guest favorite

Apartment in Chatham

4.99 out of 5 average rating, 179 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.

May 14 – 21

G$32,340 GYD per night