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

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Check prices for these dates

In two weeks
4 Sep - 6 Sep
In two months
16 Oct - 18 Oct
In three months
13 Nov - 15 Nov
In four months
11 Dec - 13 Dec

Our top choices for Chatham vacation homes

TV, fireplace

1. 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, (104 reviews)
"Our second year in a row staying here. Cute house and great location! "
United States
Erin M.
The price is AED 716
AED 2,397 total
includes taxes & fees
2 Sep - 3 Sep
Quaint Chatham home w/beautiful backyard & furnished multi-level deck, dogs OK
Sun loungers, beach towels

2. Beautiful home near Jacknife Beach and bike trail

Beautiful home near Jacknife Beach and bike trail
Chatham
9.8 out of 10, Exceptional, (84 reviews)
"This is second time to stay here! We love the location and hospitality of the hosts! Great place!"
United States
Barbara P.
The price is AED 1,286
AED 2,645 total
includes taxes & fees
14 Sep - 15 Sep
Beautiful home near Jacknife Beach and bike trail
Dining

3. 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, (106 reviews)
"Great stay. House is in a great location and is well maintained. Bonnie was super helpful. "
United States
Will M.
The price is AED 1,421
AED 1,858 total
includes taxes & fees
23 Aug - 24 Aug
Chatham Break! 3 BR, A/C, Outdoor Shower + Deck, Near Beaches, Large Quiet Yard
Exterior

4. Walk to Chatham Main St., boutiques, restaurants, galleries, and nightlife!

Walk to Chatham Main St., boutiques, restaurants, galleries, and nightlife!
Chatham
10.0 out of 10, Exceptional, (112 reviews)
"Loved this property and location!"
United States
Grant R.
Walk to Chatham Main St., boutiques, restaurants, galleries, and nightlife!
Property grounds

5. Spacious 4BR house in perfect Chatham with AC

Spacious 4BR house in perfect Chatham with AC
Chatham
The price is AED 2,071
AED 4,240 total
includes taxes & fees
13 Sep - 14 Sep
Spacious 4BR house in perfect Chatham with AC
Exterior

6. 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, (21 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.
The price is AED 5,296
AED 6,683 total
includes taxes & fees
8 Sep - 9 Sep
Stunning Beach Retreat - Walk to Beach - Chatham Bars Inn - Town + Game Room
Outdoor dining

7. Great for Families! Brewster Home 6 Mi to Beach

Great for Families! Brewster Home 6 Mi to Beach
Brewster
10.0 out of 10, Exceptional, (11 reviews)
"The kitchen was well stocked. The Beds were comfortable. "
United States
Stacey P.
The price is AED 382
AED 2,594 total
includes taxes & fees
23 Aug - 24 Aug
Great for Families! Brewster Home 6 Mi to Beach
Pool

8. Cozy Large Home in Harwich with Patio near Wequassett Resort

Cozy Large Home in Harwich with Patio near Wequassett Resort
Harwich
9.8 out of 10, Exceptional, (13 reviews)
"Host was very responsive and the house provided everything we needed. Great location! "
United States
Ashley M.
The price is AED 657
AED 2,018 total
includes taxes & fees
7 Sep - 8 Sep
Cozy Large Home in Harwich with Patio near Wequassett Resort
Terrace/patio

9. New! 4BR Fire Pit, Ping Pong, Movie Room

New! 4BR Fire Pit, Ping Pong, Movie Room
Harwich
10.0 out of 10, Exceptional, (2 reviews)
"Very responsive and friendly host. "
United States
Matt M.
New! 4BR Fire Pit, Ping Pong, Movie Room
Outdoor dining

10. Walk to Wychmere, Beach & Downtown Harwich - Firepit, Fenced Yard & AC!

Walk to Wychmere, Beach & Downtown Harwich - Firepit, Fenced Yard & AC!
Harwich
10.0 out of 10, Exceptional, (8 reviews)
"Excellent location "
United States
Norman Y.
The price is AED 1,212
AED 3,027 total
includes taxes & fees
8 Sep - 9 Sep
Walk to Wychmere, Beach & Downtown Harwich - Firepit, Fenced Yard & AC!
TV, offices

11. Cheery house with deck, sunroom & patio - short walk to pond, beach & Rail Trail

Cheery house with deck, sunroom & patio - short walk to pond, beach & Rail Trail
West Brewster
9.6 out of 10, Exceptional, (51 reviews)
"House was perfect for our family reunion! "
United States
Gregg H.
The price is AED 848
AED 2,762 total
includes taxes & fees
16 Sep - 17 Sep
Cheery house with deck, sunroom & patio - short walk to pond, beach & Rail Trail
Exterior

12. Family Cottage Close to Beach!!

Family Cottage Close to Beach!!
Harwichport
9.8 out of 10, Exceptional, (79 reviews)
"Everything was exactly as described - they provided beach towels and chairs which we used - the property was perfect for our stay"
United States
John N.
The price is AED 1,286
AED 3,170 total
includes taxes & fees
6 Sep - 7 Sep
Family Cottage Close to Beach!!
TV, DVD player, offices

13. Adorable Cape Escape W/ Private Beach Access, Full Kitchen, & Perfect Location

Adorable Cape Escape W/ Private Beach Access, Full Kitchen, & Perfect Location
Dennis Port
9.0 out of 10, Wonderful, (26 reviews)
"Loved this property. "
United States
Carol S.
The price is AED 386
AED 1,788 total
includes taxes & fees
16 Sep - 17 Sep
Adorable Cape Escape W/ Private Beach Access, Full Kitchen, & Perfect Location
Sun loungers, beach towels

14. The Brewster Pearl

The Brewster Pearl
Brewster
10.0 out of 10, Exceptional, (2 reviews)
"The home is so beautiful and the decor is like out of a magazine. Immaculately clean, our standards are high, being hosts ourselves. Every amenity thoughtfully provided. The furnishings, bedding, towels are of premium quality and top brand. Our host was incredible, responsive, kind and helpful. This home is perfectly located to many beaches , excellent restaurants and coffee shops. Brewster is a special place. I can understand why the owner chose it. Our family was immensely blessed to have the...
United States
PAULA
The price is AED 1,194
AED 2,884 total
includes taxes & fees
17 Sep - 18 Sep
The Brewster Pearl
Outdoor dining

15. Family-friendly house w/gas grill, deck, streaming services - near Haigis Beach

Family-friendly house w/gas grill, deck, streaming services - near Haigis Beach
Dennis Port
4.0 out of 10, (1 review)
"Excellent vacation in a great spot but the property needs some care."
United States
Art E.
The price is AED 459
AED 1,909 total
includes taxes & fees
24 Aug - 25 Aug
Family-friendly house w/gas grill, deck, streaming services - near Haigis Beach
Beach nearby, sun loungers, beach umbrellas, beach towels

16. Beach Chic Chatham 5 Star 5 Min Walk to Beach-Newly Renovated Private Retreat AC

Beach Chic Chatham 5 Star 5 Min Walk to Beach-Newly Renovated Private Retreat AC
Chatham
10.0 out of 10, Exceptional, (88 reviews)
The price is AED 2,924
AED 4,893 total
includes taxes & fees
7 Sep - 8 Sep
Beach Chic Chatham 5 Star 5 Min Walk to Beach-Newly Renovated Private Retreat AC
4 bedrooms, iron/ironing board, WiFi, bed sheets

17. Harwich Port Hideaway: 3-bedroom pet-friendly house with AC for relaxing stays

Harwich Port Hideaway: 3-bedroom pet-friendly house with AC for relaxing stays
Harwich
9.6 out of 10, Exceptional, (4 reviews)
"We loved staying at this beautiful house in Harwich. The property was clean, cozy and felt just like home. There was a fenced in back yard which was perfect for our dog and kids. Very private and close to shops, restaurants and the beach. We look forward to visiting again in the future!"
United States
Nicole M.
The price is AED 1,836
AED 2,619 total
includes taxes & fees
19 Sep - 20 Sep
Harwich Port Hideaway: 3-bedroom pet-friendly house with AC for relaxing stays
Dining

18. Cape Cod's "Beach Rose"

Cape Cod's "Beach Rose"
Dennis
10.0 out of 10, Exceptional, (26 reviews)
"Very clean, great place for kids!"
United States
Ruth
The price is AED 645
AED 843 total
includes taxes & fees
9 Sep - 10 Sep
Cape Cod's "Beach Rose"
Exterior

19. Lovely House 5 Min to Beach with Deck, Grill, Garage

Lovely House 5 Min to Beach with Deck, Grill, Garage
Eastham
10.0 out of 10, Exceptional, (3 reviews)
"Great house with comfy beds. Would consider staying again. "
United States
Susan C.
The price is AED 841
AED 2,164 total
includes taxes & fees
9 Sep - 10 Sep
Lovely House 5 Min to Beach with Deck, Grill, Garage
Smart TV, books

20. Coastal Cape Cod 3 bedroom close to the beach, bike path & ponds!

Coastal Cape Cod 3 bedroom close to the beach, bike path & ponds!
West Brewster
10.0 out of 10, Exceptional, (31 reviews)
"This house was a perfect place for us to stay during our trip exploring Cape Cod. It was centrally located to the various places we drove to and the proximity to the Cape Cod Rail Trail was great. The house is spacious and beautiful! It was clean and on a quiet street."
United States
Reba W.
The price is AED 1,194
AED 3,481 total
includes taxes & fees
15 Sep - 16 Sep
Coastal Cape Cod 3 bedroom close to the beach, bike path & ponds!
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

Sunbird Cape Cod Resort

Sunbird Cape Cod Resort

10/10 Excellent
"The property was very clean. The pool and fire pit area looked very nice, I didn’t use it, but it seemed very family friendly! Very convenient to the Ferry!"
Dana m 2-night trip
Posted 4 hours ago
Sunbird Cape Cod Resort