Vacation rentals in Chatham

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Top-rated vacation rentals in Chatham

Guests agree: these stays are highly rated for location, cleanliness, and more.

Guest favorite

Guest suite in Bridgton

4.98 out of 5 average rating, 157 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 16 – 23

$120 per night
Guest favorite

Guest suite in Fryeburg

4.99 out of 5 average rating, 183 reviews

Chickadee Cottage - March Madness! $99

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.

Dec 19 – 26

$106 per night
Guest favorite

Guest suite in Conway

4.99 out of 5 average rating, 416 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 8 – 15

$107 per night

Popular amenities for Chatham vacation rentals

Stay near Chatham's top sights

Black Cap Trail Head28 locals recommend
Emerald Pool23 locals recommend
Mountain Pond Trailhead4 locals recommend

Other great vacation rentals in Chatham

Guest favorite

Guesthouse in Gorham

4.94 out of 5 average rating, 465 reviews

The White Mountain's Bungalow -ski/bike/hike

Jan 24 – 31

$90 per night
Guest favorite

Guesthouse in Conway

4.97 out of 5 average rating, 123 reviews

Private, quiet contemporary studio apartment.

Jun 14 – 21

$106 per night
Guest favorite

Chalet in Fryeburg

4.94 out of 5 average rating, 189 reviews

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

Sep 10 – 17

$196 per night
Guest favorite

Condo in Bartlett

4.88 out of 5 average rating, 238 reviews

Intimate Garden Style Condo with Mountain Views

Aug 25 – Sep 1

$114 per night
Guest favorite

Cabin in Intervale

4.96 out of 5 average rating, 260 reviews

Private Cabin on 1.7 acres w/ Fireplace White Mtns

Nov 6 – 13

$157 per night
Guest favorite

Home in Albany

4.8 out of 5 average rating, 368 reviews

Cozy Guest Suite in White Mountain National Forest

Sep 16 – 23

$65 per night
Guest favorite

Cottage in Jackson

4.98 out of 5 average rating, 289 reviews

The River House In Jackson NH, R&M # 059525

Mar 8 – 15

$172 per night
Guest favorite

Home in Conway

4.95 out of 5 average rating, 152 reviews

Hideaway next to the woods & 5 min walk to town!

Apr 4 – 11

$89 per night
Superhost

Home in Intervale

4.84 out of 5 average rating, 302 reviews

Charming condo in white mountains, near Story Land

Mar 21 – 28

$132 per night
Guest favorite

Apartment in Lovell

4.95 out of 5 average rating, 116 reviews

Mimi's Mountain Retreat Winter Rental

Dec 24 – 31

$115 per night
Guest favorite

Chalet in Jackson

4.96 out of 5 average rating, 100 reviews

Amazing views 3 floors with bed/bath on each floor

Dec 9 – 16

$404 per night
Guest favorite

Apartment in Gorham

4.97 out of 5 average rating, 144 reviews

White Mountains Riverfront Studio

Aug 29 – Sep 5

$99 per night

Destinations to explore

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