Photo by Robbie Martin

Search and Rent Chatham Condos

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals

  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings

  • Upfront pricing

    We are not like the others - we include taxes and fees

Find vacation rentals that suit your style

cabin image
Cabins
Cabins
Apartment image
Apartments
Apartments

Check prices for these dates

Next weekend
Nov 13 - Nov 15
In two weeks
Nov 20 - Nov 22
In one month
Dec 4 - Dec 6
In two months
Jan 1 - Jan 3

Our top choices for Chatham condo rentals

A room with a large window, a sofa with patterned cushions, a small table with a vase of flowers, and a radiator.

1. Evergreen Valley Inn by Coolvacay

Evergreen Valley Inn by Coolvacay
3.0 star property
Stoneham
8.0 out of 10, Very good, (211 reviews)
"Great place, had an amazing time!"
United States
SHREOSHI
$116 nightly
The price is $126
Dec 6 - Dec 7
Total with taxes and fees
Evergreen Valley Inn by Coolvacay
A riverside view with a house, a grassy area, and a rocky riverbank.

2. Cozy Queen, Fireplace, Boutique Inn

Cozy Queen, Fireplace, Boutique Inn
Intervale
$155 nightly
The price is $168
Nov 9 - Nov 10
Total with taxes and fees
Cozy Queen, Fireplace, Boutique Inn
A living room with a sofa, a coffee table, a TV, a kitchen area, and a door leading to another room.

3. Sleeps 4 • 1BR • Conway • Walk to Settlers Green

Sleeps 4 • 1BR • Conway • Walk to Settlers Green
Settlers Green
7.8 out of 10, Good, (26 reviews)
"Room was clean enough, but the location in the midst of a outlet mall left a lot to be desired for a stop on a leaf peeping vacation."
United States
Kelly C.
$222 nightly
The price is $224
Nov 8 - Nov 9
Total with taxes and fees
Sleeps 4 • 1BR • Conway • Walk to Settlers Green
Living area

4. Sleeps 6 • 1BR • Conway • Near Settlers Green

Sleeps 6 • 1BR • Conway • Near Settlers Green
Settlers Green
$220 nightly
The price is $222
Nov 22 - Nov 23
Total with taxes and fees
Sleeps 6 • 1BR • Conway • Near Settlers Green
A large, two-story house with a red exterior and a blue roof, surrounded by a well-maintained lawn and several trees.

5. Couples Retreat, Fireplace, 5 mins to N. Conway

Couples Retreat, Fireplace, 5 mins to N. Conway
Intervale
$175 nightly
The price is $189
Nov 9 - Nov 10
Total with taxes and fees
Couples Retreat, Fireplace, 5 mins to N. Conway
A multi-story hotel with a stone facade, large windows, and a well-maintained lawn with rocks.

6. True Ski-In/Out Cranmore | Ground Floor Slopeside

True Ski-In/Out Cranmore | Ground Floor Slopeside
Brookside
10.0 out of 10, Exceptional, (64 reviews)
"Loved the place and location...we will be back!"
United States
Steve S.
$647 nightly
The price is $672
Nov 8 - Nov 9
Total with taxes and fees
True Ski-In/Out Cranmore | Ground Floor Slopeside
A riverside view with a house, a grassy area, and a rocky riverbank.

7. Riverfront escape, Gas Fireplace, 5 mins to N. Conway

Riverfront escape, Gas Fireplace, 5 mins to N. Conway
Intervale
$172 nightly
The price is $187
Nov 9 - Nov 10
Total with taxes and fees
Riverfront escape, Gas Fireplace, 5 mins to N. Conway
An indoor swimming pool with a pebble deck, lounge chairs, and a lifeguard station.

8. Family Friendly Studio with Resort like amenities

Family Friendly Studio with Resort like amenities
Bartlett
10.0 out of 10, Exceptional, (52 reviews)
"Great stay. Great unit. Great location. Absolutely would stay again. "
United States
Ryan F.
$284 nightly
The price is $305
Nov 9 - Nov 10
Total with taxes and fees
Family Friendly Studio with Resort like amenities
A stone pathway leading to a river, surrounded by greenery and two Adirondack chairs.

9. 2 Baths, Gas Fireplace, River Views, Sleeps 4

2 Baths, Gas Fireplace, River Views, Sleeps 4
Intervale
$233 nightly
The price is $253
Nov 9 - Nov 10
Total with taxes and fees
2 Baths, Gas Fireplace, River Views, Sleeps 4
A cozy cabin interior with a stone fireplace, wooden furniture, a leather sofa, a dining table, and a spiral staircase.

10. Boutique Hotel Room, 2 Bunks, Shared Bathrooms

Boutique Hotel Room, 2 Bunks, Shared Bathrooms
Jackson
$78 nightly
The price is $85
Nov 19 - Nov 20
Total with taxes and fees
Boutique Hotel Room, 2 Bunks, Shared Bathrooms
A cozy living room with a stone fireplace, a leather sofa with decorative pillows, and a flat-screen TV mounted above the fireplace.

11. Cranmore · Pool· Cranmore· Luxury· Slope side

Cranmore · Pool· Cranmore· Luxury· Slope side
Brookside
10.0 out of 10, Exceptional, (35 reviews)
"We were there before the resort opened for the summer so we basically had the place to ourselves. We got to explore several of the beautiful sights nearby like Diana's Baths, Echo Lake, Glen Ellis Falls, Lake Winnie, and even got the rare beautiful day on top of Mt Washington. The condo was as advertised and would definitely stay again."
United States
John R.
$507 nightly
The price is $549
Nov 8 - Nov 9
Total with taxes and fees
Cranmore · Pool· Cranmore· Luxury· Slope side
A cozy cabin interior with a stone fireplace, wooden furniture, a leather sofa, a dining table, and a spiral staircase.

12. Boutique Hotel Room, King, 2 Bunks, Shared Bathrooms

Boutique Hotel Room, King, 2 Bunks, Shared Bathrooms
Jackson
9.8 out of 10, Exceptional, (6 reviews)
"Great place to stay for some winter mountain adventures!"
United States
Susan B.
$126 nightly
The price is $137
Nov 19 - Nov 20
Total with taxes and fees
Boutique Hotel Room, King, 2 Bunks, Shared Bathrooms
A cozy cabin interior with a stone fireplace, wooden furniture, a leather sofa, a dining table, and a spiral staircase.

13. Room, Double Bed, 2 Bunks, Shared Bathroom in a boutique hotel

Room, Double Bed, 2 Bunks, Shared Bathroom in a boutique hotel
Jackson
10.0 out of 10, Exceptional, (3 reviews)
"We checked in much later than we anticipated yet they were more than accommodating"
United States
William S.
$126 nightly
The price is $137
Nov 19 - Nov 20
Total with taxes and fees
Room, Double Bed, 2 Bunks, Shared Bathroom in a boutique hotel
A cozy cabin interior with a stone fireplace, wooden furniture, a leather sofa, a dining table, and a spiral staircase.

14. Boutique Hotel Room, Double Bed, 3 Bunks, Shared Bathroom

Boutique Hotel Room, Double Bed, 3 Bunks, Shared Bathroom
Jackson
10.0 out of 10, Exceptional, (2 reviews)
"Clean room, perfect as home base for hiking Mt Washington."
United States
gabriel M.
$126 nightly
The price is $137
Nov 19 - Nov 20
Total with taxes and fees
Boutique Hotel Room, Double Bed, 3 Bunks, Shared Bathroom
A cozy room with a sloped ceiling, a fireplace, a sofa set, and a bed.

15. Private 3rd-Floor Retreat, 2BR, Gas Fireplace

Private 3rd-Floor Retreat, 2BR, Gas Fireplace
Intervale
$330 nightly
The price is $359
Nov 8 - Nov 9
Total with taxes and fees
Private 3rd-Floor Retreat, 2BR, Gas Fireplace
A spacious living room with a high wooden ceiling, a round coffee table, blue armchairs, and a view through a window.

16. Dog friendly, Jacuzzi tub, Full kitchen, River Patio

Dog friendly, Jacuzzi tub, Full kitchen, River Patio
Intervale
10.0 out of 10, Exceptional, (1 review)
"Clear timely communication from host; central location to nearly all White Mountain ski hills; gas fireplace makes it cozy. Spa-like bath"
United States
Cindy C.
$388 nightly
The price is $421
Nov 9 - Nov 10
Total with taxes and fees
Dog friendly, Jacuzzi tub, Full kitchen, River Patio
A bedroom with a stone fireplace, a large bed, a TV, and a wooden floor.

17. Barn on Pleasant-walk to Highland beach & town

Barn on Pleasant-walk to Highland beach & town
Bridgton
10.0 out of 10, Exceptional, (29 reviews)
"Absolutely beautiful place to stay! The room was very welcoming and cozy. "
United States
Robyn N.
$187 nightly
The price is $203
Nov 8 - Nov 9
Total with taxes and fees
Barn on Pleasant-walk to Highland beach & town
A riverside view with a house, a grassy area, and a rocky riverbank.

18. 3BR Riverfront Suite w/ Full Kitchen & Game Room

3BR Riverfront Suite w/ Full Kitchen & Game Room
Intervale
$503 nightly
The price is $546
Nov 9 - Nov 10
Total with taxes and fees
3BR Riverfront Suite w/ Full Kitchen & Game Room
A large, modern building with a metal roof, surrounded by lush greenery and mountains in the background.

19. Bretton Woods, Free Hiker Breakfast, Hike/Ski Trail Access, Shared Bath

Bretton Woods, Free Hiker Breakfast, Hike/Ski Trail Access, Shared Bath
Bretton Woods
10.0 out of 10, Exceptional, (1 review)
"Brilliant place to stop over, a hikers paradise!"
United Kingdom
Calum
$162 nightly
The price is $176
Nov 8 - Nov 9
Total with taxes and fees
Bretton Woods, Free Hiker Breakfast, Hike/Ski Trail Access, Shared Bath
An indoor swimming pool with clear water, white walls, and blue trim.

20. Two-story ski-in/ski-out condo with balcony, indoor pool and sauna access

Two-story ski-in/ski-out condo with balcony, indoor pool and sauna access
Newry
$361 nightly
The price is $394
Nov 8 - Nov 9
Total with taxes and fees
Two-story ski-in/ski-out condo with balcony, indoor pool and sauna access
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all properties

Learn more about Chatham

Explore Chatham: its adventures and more!

See all hotels in Chatham
A mountain landscape with autumn foliage reflecting in a calm lake.
Photo by Robbie Martin
Open Photo by Robbie Martin

Explore a world of travel with Expedia