A boat on a calm river, a large house with a red roof, and dense greenery in the background.

Chatham Condominium Resorts to Rent

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Check prices for these dates

In two weeks
Sep 11 - Sep 13
In two months
Oct 23 - Oct 25
In three months
Nov 20 - Nov 22
In four months
Dec 18 - Dec 20
No exact matches found, but these alternatives could be just right

Recommended hotels in Chatham

Four sun loungers aligned along a poolside with a tiled floor.

1. Greyfinch Chatham Inn

Greyfinch Chatham Inn
3.0 star property
Chatham
8.8 out of 10, Excellent, (280 reviews)
"Clean room and great location"
United Kingdom
Sara
$238 nightly
The price is $273
Sep 27 - Sep 28
Total with taxes and fees
Greyfinch Chatham Inn
A house with a brick exterior, white exterior walls, and a front porch with white chairs.

2. Chatham Seafarer Inn

Chatham Seafarer Inn
3.5 star property
Chatham
9.0 out of 10, Wonderful, (336 reviews)
"Excellent!"
United States
Nicholas
$233 nightly
The price is $267
Sep 22 - Sep 23
Total with taxes and fees
Chatham Seafarer Inn
A swimming pool with blue water, surrounded by lounge chairs and a waterfall feature.

3. Pleasant Bay Village Resort

Pleasant Bay Village Resort
3.0 star property
Chatham
9.6 out of 10, Exceptional, (326 reviews)
"Loved our recent stay ! This hotel Is so private and nice! My tweens loved the pool and feeding the koi fish everyday! Loved easy access of ordering poolside lunch and just a quick drive to Main Street for shopping. What a gem of a hotel-we will def be back! Thank you for such a great staff! Staff was so polite and helpful"
United States
Allison
$217 nightly
The price is $249
Sep 30 - Oct 1
Total with taxes and fees
Pleasant Bay Village Resort
A sandy beach path with a wooden fence leading to the ocean, under a partly cloudy sky.

4. Chatham Wayside Inn

Chatham Wayside Inn
4.0 star property
Chatham
9.2 out of 10, Wonderful, (723 reviews)
"Spacious room, lovely pool, clean, great location (heart of downtown)"
United States
jacquelyn
$397 nightly
The price is $454
Sep 24 - Sep 25
Total with taxes and fees
Chatham Wayside Inn
A pathway leading to a beach with boats in the background and a building with a tower.

5. Chatham Bars Inn

Chatham Bars Inn
5.0 star property
Chatham
9.2 out of 10, Wonderful, (859 reviews)
"Amazing hospitality, food and location!"
United States
Yousuf Hussain
$645 nightly
The price is $738
Sep 14 - Sep 15
Total with taxes and fees
Chatham Bars Inn
A covered porch with wicker furniture and a red cushion, a brick pathway, and a grassy area with a sign in the background.

6. Surfside Inn Chatham

Surfside Inn Chatham
2.5 star property
Chatham
8.2 out of 10, Very Good, (170 reviews)
"Very nice clean property"
United States
Jenee
$250 nightly
The price is $286
Sep 8 - Sep 9
Total with taxes and fees
Surfside Inn Chatham
A kitchen with white cabinets, a stove, a microwave, and a refrigerator.

7. The Chatham Motel

The Chatham Motel
2.0 star property
Chatham
9.2 out of 10, Wonderful, (636 reviews)
"Its very clean and the staff is nice. Its quiet place and the parking is by your front door i like that its easy to unload and load your stuff. I will definetly going back too stay again.."
United States
William
$275 nightly
The price is $315
Aug 31 - Sep 1
Total with taxes and fees
The Chatham Motel
A sandy beach path with wooden fencing, leading to the ocean.

8. Old Harbor Inn

Old Harbor Inn
3.5 star property
Chatham
9.6 out of 10, Exceptional, (168 reviews)
"The owner was so nice and knowledgeable. He made us feel like home."
United States
Pamela
$519 nightly
The price is $594
Sep 20 - Sep 21
Total with taxes and fees
Old Harbor Inn
A room with a blue sofa, wicker chairs, a round table, a wall-mounted lamp, and a glass door leading outside.

9. Quaint Chatham home w/beautiful backyard & furnished multi-level deck, dogs OK

Quaint Chatham home w/beautiful backyard & furnished multi-level deck, dogs OK
Chatham
9.6 out of 10, Exceptional, (105 reviews)
"Our second year in a row staying here. Cute house and great location! "
United States
Erin M.
$518 nightly
The price is $593
Aug 31 - Sep 1
Total with taxes and fees
Quaint Chatham home w/beautiful backyard & furnished multi-level deck, dogs OK
A spacious living area with a large window, a wooden ceiling, a television, and a sofa.

10. Seaside condo with patio, beach access, loft, board games, gas grill, & firepit

Seaside condo with patio, beach access, loft, board games, gas grill, & firepit
Chatham
10.0 out of 10, Exceptional, (1 review)
"Lovely spot on the water!"
United States
Elizabeth T.
$441 nightly
The price is $505
Sep 1 - Sep 2
Total with taxes and fees
Seaside condo with patio, beach access, loft, board games, gas grill, & firepit
A kitchen with white cabinets, a dining table with chairs, a grill outside, and a view of trees through the window.

11. Chatham Break! 3 BR, A/C, Outdoor Shower + Deck, Near Beaches, Large Quiet Yard

Chatham Break! 3 BR, A/C, Outdoor Shower + Deck, Near Beaches, Large Quiet Yard
Chatham
10.0 out of 10, Exceptional, (108 reviews)
"Great stay. House is in a great location and is well maintained. Bonnie was super helpful. "
United States
Will M.
$541 nightly
The price is $619
Sep 1 - Sep 2
Total with taxes and fees
Chatham Break! 3 BR, A/C, Outdoor Shower + Deck, Near Beaches, Large Quiet Yard
A lighthouse with a cylindrical tower and a white building with a red roof.

12. Quaint & Cozy Downtown Chatham Home, Walk to Town and Beaches

Quaint & Cozy Downtown Chatham Home, Walk to Town and Beaches
Chatham
10.0 out of 10, Exceptional, (127 reviews)
"Our stay was wonderful!"
United States
Corinne J.
$589 nightly
The price is $674
Sep 29 - Sep 30
Total with taxes and fees
Quaint & Cozy Downtown Chatham Home, Walk to Town and Beaches
A sunroom with a white table, a bench with cushions, and a view of the outside.

13. Cozy Chatham Cottage walk to Hardings beach Restaurants & downtown.

Cozy Chatham Cottage walk to Hardings beach Restaurants & downtown.
Chatham
9.8 out of 10, Exceptional, (40 reviews)
"Wonderful stay, property was nicer than expected! Proximity to beaches, restaurants very good with quiet setting. Special extras, bicycles and hot outdoor shower were a huge plus! Many supplies and extras which made our stay easy. We would return in a heartbeat! Thank you!!"
United States
Michael
$429 nightly
The price is $491
Sep 11 - Sep 12
Total with taxes and fees
Cozy Chatham Cottage walk to Hardings beach Restaurants & downtown.

14. Town Center-Full Reno 2026-Steps To Shops & Eateries-Walk To Lighthouse Beach

Town Center-Full Reno 2026-Steps To Shops & Eateries-Walk To Lighthouse Beach
Chatham
9.8 out of 10, Exceptional, (7 reviews)
"Lock didn’t work"
United States
Claudine
$800 nightly
The price is $916
Sep 22 - Sep 23
Total with taxes and fees
Town Center-Full Reno 2026-Steps To Shops & Eateries-Walk To Lighthouse Beach
A sandy beach with a grassy path leading to the water.

15. Beautiful home near Jacknife Beach and bike trail

Beautiful home near Jacknife Beach and bike trail
Chatham
9.8 out of 10, Exceptional, (86 reviews)
"This is second time to stay here! We love the location and hospitality of the hosts! Great place!"
United States
Barbara P.
$675 nightly
The price is $772
Sep 9 - Sep 10
Total with taxes and fees
Beautiful home near Jacknife Beach and bike trail
A lakeside setting with a wooden bench, chairs, and a picnic table.

16. Spacious 4BR house in perfect Chatham with AC

Spacious 4BR house in perfect Chatham with AC
Chatham
$1,066 nightly
The price is $1,220
Sep 13 - Sep 14
Total with taxes and fees
Spacious 4BR house in perfect Chatham with AC
A two-story house with a covered porch and a stone staircase leading to the entrance.

17. Stunning Beach Retreat - Walk to Beach - Chatham Bars Inn - Town + Game Room

Stunning Beach Retreat - Walk to Beach - Chatham Bars Inn - Town + Game Room
Chatham
10.0 out of 10, Exceptional, (22 reviews)
"House was wonderful with plenty of room. Great outdoor spaces with a deck and patio. Very convenient location. Host responsive to our needs. Would definitely stay again. "
United States
Sally S.
$1,516 nightly
The price is $1,735
Sep 21 - Sep 22
Total with taxes and fees
Stunning Beach Retreat - Walk to Beach - Chatham Bars Inn - Town + Game Room
A hotel room with a large bed, teal walls, and a wooden headboard. There are two bedside tables with lamps and small plants.

18. Olde Tavern Motel And Inn

Olde Tavern Motel And Inn
2.5 star property
Orleans
9.4 out of 10, Exceptional, (286 reviews)
"Nice breakfast, the staff was super nice !"
Canada
Rosalie
$113 nightly
The price is $129
Sep 1 - Sep 2
Total with taxes and fees
Olde Tavern Motel And Inn
A room with a bed, two wicker chairs, a small table, a coffee maker, and a view of the sea through a window.

19. Chatham Tides

Chatham Tides
2.5 star property
South Chatham
9.4 out of 10, Exceptional, (756 reviews)
"A good stay!"
United States
Jing
$339 nightly
The price is $388
Sep 27 - Sep 28
Total with taxes and fees
Chatham Tides
A two-story house with a covered porch, a brick pathway leading to the entrance, and a well-maintained lawn.

20. Charm on Main by Ocean Edge

Charm on Main by Ocean Edge
2.0 star property
Sea Pines
9.6 out of 10, Exceptional, (34 reviews)
"Atmosphere was beautiful and the receptionist was wonderful and the food was amazing for breakfast"
United States
Kathleen
$157 nightly
The price is $180
Sep 30 - Oct 1
Total with taxes and fees
Charm on Main by Ocean Edge
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.
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Top Chatham Hotel Reviews

Bayside Resort Hotel

Bayside Resort Hotel

8/10 Good
"Pros-The pool inside and outside were great and the gaming room had a good selection. The free breakfast had a good variety and fire pit on site bar where we could toast samores. It was very picturesque and not too far from the bars and restaurants on Main Street. Cons- the room was damp and housing keeping pretty non existent. We got new towels but the room was not cleaned most days ."
Mr. Anthony 4-night trip
Posted 4 hours ago
Bayside Resort Hotel

Find out more about Chatham

Chatham Condo Resorts information

Number of reviews
3,921
Accommodation
0 Condo Resorts
Lowest Price
$129
Highest Price
$1,735

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