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
28 Aug - 30 Aug
In two months
9 Oct - 11 Oct
In three months
6 Nov - 8 Nov
In four months
4 Dec - 6 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 779
AED 2,508 total
includes taxes & fees
30 Aug - 31 Aug
Quaint Chatham home w/beautiful backyard & furnished multi-level deck, dogs OK
Dining

2. 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, (105 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 1,928
AED 2,522 total
includes taxes & fees
10 Sep - 11 Sep
Chatham Break! 3 BR, A/C, Outdoor Shower + Deck, Near Beaches, Large Quiet Yard
Sun loungers, beach towels

3. 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 1,653
AED 3,123 total
includes taxes & fees
13 Sep - 14 Sep
Beautiful home near Jacknife Beach and bike trail
Exterior

4. 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 6,155
AED 7,969 total
includes taxes & fees
14 Sep - 15 Sep
Stunning Beach Retreat - Walk to Beach - Chatham Bars Inn - Town + Game Room
Pool

5. 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 2,014 total
includes taxes & fees
8 Sep - 9 Sep
Cozy Large Home in Harwich with Patio near Wequassett Resort
4 bedrooms, iron/ironing board, WiFi, bed sheets

6. 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
10.0 out of 10, Exceptional, (3 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 918
AED 1,412 total
includes taxes & fees
13 Sep - 14 Sep
Harwich Port Hideaway: 3-bedroom pet-friendly house with AC for relaxing stays
Exterior

7. Family Cottage Close to Beach!!

Family Cottage Close to Beach!!
Harwichport
9.8 out of 10, Exceptional, (78 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!!
Outdoor dining

8. 2 Bedroom, 2 Bath, 1100 sqft, sun porch, eat in kitchen, Washer/Dryer, Gas Grill

2 Bedroom, 2 Bath, 1100 sqft, sun porch, eat in kitchen, Washer/Dryer, Gas Grill
Dennis
9.8 out of 10, Exceptional, (200 reviews)
"Great property. So happy to find a rental welcoming to our pets. "
United States
Laura R.
2 Bedroom, 2 Bath, 1100 sqft, sun porch, eat in kitchen, Washer/Dryer, Gas Grill
TV, offices

9. 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 995
AED 3,000 total
includes taxes & fees
16 Sep - 17 Sep
Cheery house with deck, sunroom & patio - short walk to pond, beach & Rail Trail
TV, DVD player, offices

10. 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 415
AED 1,835 total
includes taxes & fees
16 Sep - 17 Sep
Adorable Cape Escape W/ Private Beach Access, Full Kitchen, & Perfect Location
Sun loungers, beach towels

11. 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 Brewster Pearl
Beach nearby, sun loungers, beach umbrellas, beach towels

12. 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)
"Loved our stay. The location is a perfect central point for exploring Cape Cod. Plenty of amenities in the home, bikes, beach supplies. Well equipped home and John was so helpful the entire stay. "
United States
Ed N.
Beach Chic Chatham 5 Star 5 Min Walk to Beach-Newly Renovated Private Retreat AC
Outdoor dining

13. 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 1,524
AED 3,434 total
includes taxes & fees
2 Sep - 3 Sep
Walk to Wychmere, Beach & Downtown Harwich - Firepit, Fenced Yard & AC!
Property grounds

14. Private Beach on Pond, Linens Included, Kayak & Canoe. All Rooms w/ Pond Views!

Private Beach on Pond, Linens Included, Kayak & Canoe. All Rooms w/ Pond Views!
Chatham
10.0 out of 10, Exceptional, (32 reviews)
"Lots of room for families to gather, easy remote check in."
United States
Michelle S.
The price is AED 2,938
AED 5,040 total
includes taxes & fees
12 Sep - 13 Sep
Private Beach on Pond, Linens Included, Kayak & Canoe. All Rooms w/ Pond Views!
Terrace/patio

15. 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

16. 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 474
AED 1,933 total
includes taxes & fees
14 Sep - 15 Sep
Family-friendly house w/gas grill, deck, streaming services - near Haigis Beach
Smart TV, books

17. 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
16 Sep - 17 Sep
Coastal Cape Cod 3 bedroom close to the beach, bike path & ponds!
Exterior

18. 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.
Lovely House 5 Min to Beach with Deck, Grill, Garage
Property grounds

19. Secluded, Walk to Rail Trail, Dog-Friendly, Fire Pit

Secluded, Walk to Rail Trail, Dog-Friendly, Fire Pit
Harwich
10.0 out of 10, Exceptional, (11 reviews)
"Very comfortable and clean home in Harwich. We had prompt and excellent communication with the host."
United States
Amber J.
The price is AED 2,678
AED 5,250 total
includes taxes & fees
22 Aug - 23 Aug
Secluded, Walk to Rail Trail, Dog-Friendly, Fire Pit
Beach nearby

20. Seaside Getaway - Harwichport Beachhouse

Seaside Getaway - Harwichport Beachhouse
Harwich
9.2 out of 10, Wonderful, (15 reviews)
"Great stay! Clean and comfortable and close to town."
United States
Meredith R.
The price is AED 1,282
AED 2,354 total
includes taxes & fees
13 Sep - 14 Sep
Seaside Getaway - Harwichport Beachhouse
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

Red Jacket Beach Resort

Red Jacket Beach Resort

10/10 Excellent
"Great place for a family vacation. Well maintained and clean. Awesome location right on the beach. Staff was helpful and friendly. Located near many shops and restaurants."
Darin 3-night trip
Posted 8 hours ago
Red Jacket Beach Resort