Vacation rentals in Chatham

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Top-rated vacation rentals in Chatham

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Guest favorite

Guest suite in Fryeburg

4.99 out of 5 average rating, 184 reviews

Chickadee Cottage - A little slice of heaven!

Winter is our favorite time of year! Come and play in the snow!…go skiing, snowshoe, snowmobile or just enjoy the spectacular scenery and our great restaurants and shops! Lots to do! Unique guest suite in the midst of spectacular 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 or friends.

May 24 – 31

R2,321 ZAR per night

Guest favorite

Guest suite in Conway

4.99 out of 5 average rating, 418 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.

Sep 18 – 25

R2,315 ZAR per night

Guest favorite

Cabin in Conway

4.95 out of 5 average rating, 291 reviews

N. Conway…Cozy Cabin, Centrally Located

Our newly renovated cabin is family friendly (childproofed), stylish, and cozy with lovely wooden accents throughout! It is newly furnished and has brand new mattresses! This cabin is wonderfully located just off of Westside Rd. a mere skip away from Echo Lake, Cathedral Ledge, Diana's Baths etc...It is a 5 - 8 minute drive to North Conway Village and Cranmore Ski Resort; and a 5 - 8 minute drive from Settler's Green Outlets, grocery stores etc...with numerous other popular destinations nearby.

Dec 10 – 17

R2,522 ZAR 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.

Aug 16 – 23

R2,315 ZAR per night

Guest favorite

Home in Albany

4.81 out of 5 average rating, 370 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!

Aug 29 – Sep 5

R1,423 ZAR per night

Superhost

Condo in Conway

4.8 out of 5 average rating, 131 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

Apr 26 – May 3

R1,717 ZAR per night

Guest favorite

Cabin in Jackson

4.83 out of 5 average rating, 781 reviews

Cozy Log Cabin/Private Hot Tub/Brook/Fireplace

Cozy, RUSTIC, quiet, wooded setting. Private babbling brook, gas fireplace, hot tub, memory foam Mattress, cozy comforter, full kitchen, fresh linens, SMART TV, WiFi, clean bath, charcoal grill, picnic table, fire pit. Minutes to award winning restaurants, skiing, sleigh rides and all attractions. 1/2 mile to Black MT, horseback/pony rides, Shovel Handle pub, farm stand, etc. Hike, snow shoe (2 provided), backcountry ski, sled from your FRONT DOOR. 2 twin beds and fold out futon.

May 13 – 20

R3,124 ZAR per night

Guest favorite

Chalet in Fryeburg

4.94 out of 5 average rating, 191 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!

Sep 23 – 30

R4,768 ZAR per night

Guest favorite

Apartment in Jackson

4.97 out of 5 average rating, 501 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 20 – 27

R2,692 ZAR per night

Guest favorite

Townhouse in Bartlett

4.98 out of 5 average rating, 135 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 just 8 minutes away from Attitash, Black Mountain is 9 minutes, Cranmore is 15 minutes & Wildcat just 20 minutes away. Golf our 9 hole course located right outside the front door. This family friendly home features a private entrance, fully equipped kitchen, Wi-Fi, 3 TVs, games(adults & kids), washer/dryer & patio seating.

Dec 10 – 17

R2,529 ZAR 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 14 – 21

R1,663 ZAR per night

Guest favorite

Guest suite in Conway

5.0 out of 5 average rating, 255 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.

Jun 11 – 18

R2,154 ZAR per night