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 holiday 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 £543
includes taxes & fees
2 Sept - 3 Sept
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 £511
includes taxes & fees
10 Sept - 11 Sept
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 £633
includes taxes & fees
1 Sept - 2 Sept
Beautiful home near Jacknife Beach and bike trail
Outdoor dining

4. Waterfront, No Pet Fee, Fenced Yard, Close to Town and Beach

Waterfront, No Pet Fee, Fenced Yard, Close to Town and Beach
Chatham
10.0 out of 10, Exceptional, (13 reviews)
"Great location, easy access to Chatham and the Cape Cod area, clean and quiet neighborhood and home. Would stay here again. "
United States
Farris T.
The price is £1,046
includes taxes & fees
15 Aug - 16 Aug
Waterfront, No Pet Fee, Fenced Yard, Close to Town and Beach
Exterior

5. 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 £1,610
includes taxes & fees
8 Sept - 9 Sept
Stunning Beach Retreat - Walk to Beach - Chatham Bars Inn - Town + Game Room
Outdoor dining

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

Great for Families! Brewster Home 6 Mi to Beach
Brewster
9.8 out of 10, Exceptional, (10 reviews)
"The kitchen was well stocked. The Beds were comfortable. "
United States
Stacey P.
The price is £527
includes taxes & fees
1 Sept - 2 Sept
Great for Families! Brewster Home 6 Mi to Beach
Pool

7. 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 £395
includes taxes & fees
7 Sept - 8 Sept
Cozy Large Home in Harwich with Patio near Wequassett Resort
Exterior

8. 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 £637
includes taxes & fees
7 Sept - 8 Sept
Family Cottage Close to Beach!!
Outdoor dining

9. 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)
"House is adorable, sparkling clean and comfy. The backyard is wonderful! Our host was responsive and helpful. We would stay again if we visit the area. "
United States
SUSAN M.
The price is £563
includes taxes & fees
8 Sept - 9 Sept
Walk to Wychmere, Beach & Downtown Harwich - Firepit, Fenced Yard & AC!
Outdoor dining

10. 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, (199 reviews)
"Great property. So happy to find a rental welcoming to our pets. "
United States
Laura R.
The price is £274
includes taxes & fees
16 Aug - 17 Aug
2 Bedroom, 2 Bath, 1100 sqft, sun porch, eat in kitchen, Washer/Dryer, Gas Grill
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)
"We loved the house. Simple and comfortable, exactly what we needed to relax. thank you."
United States
Michael M.
The price is £591
includes taxes & fees
8 Sept - 9 Sept
Cheery house with deck, sunroom & patio - short walk to pond, beach & Rail Trail
TV, DVD player, offices

12. 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 £407
includes taxes & fees
1 Sept - 2 Sept
Adorable Cape Escape W/ Private Beach Access, Full Kitchen, & Perfect Location
Terrace/patio

13. 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.
The price is £1,003
includes taxes & fees
22 Aug - 23 Aug
New! 4BR Fire Pit, Ping Pong, Movie Room
Beach nearby, sun-loungers, beach umbrellas, beach towels

14. 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.
The price is £1,157
includes taxes & fees
7 Sept - 8 Sept
Beach Chic Chatham 5 Star 5 Min Walk to Beach-Newly Renovated Private Retreat AC
Property grounds

15. 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 £1,020
includes taxes & fees
12 Sept - 13 Sept
Private Beach on Pond, Linens Included, Kayak & Canoe. All Rooms w/ Pond Views!
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 £408
includes taxes & fees
9 Sept - 10 Sept
Family-friendly house w/gas grill, deck, streaming services - near Haigis Beach
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
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.
Harwich Port Hideaway: 3-bedroom pet-friendly house with AC for relaxing stays
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.
The price is £442
includes taxes & fees
9 Sept - 10 Sept
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 £1,064
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 £474
includes taxes & fees
13 Sept - 14 Sept
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

Margaritaville Resort Cape Cod

Margaritaville Resort Cape Cod

10/10 Excellent
"Beautifully renovated resort. We loved that the room keys were wrist bracelets, easy to keep track of. The room was clean, fun, nautical theme touches, and very comfortable bed. The pool and waterpark were super fun for kids, they also had a great arcade. We ate dinner at their restaurant Landshark, solid food, but the wait was extremely long. They did compensate us well with a free drink and dessert, which was much appreciated. The breakfast buffet was extra, but not too much, and also very good. The grounds had additional games such as cornhole, tetherball, and large chess. Music in the late afternoon in the courtyard was a nice touch. Highly recommend, will definitely be back!"
Lindsay 1-night trip
Posted 3 hours ago
Margaritaville Resort Cape Cod

Find out more about Chatham

Chatham Holiday Homes information

Number of reviews
867
Accommodation
2541 Holiday Homes
Lowest Price
£274
Highest Price
£1,610