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Holiday Homes in South Chatham

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Our top choices for South Chatham holiday homes

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, (103 reviews)
"Our second year in a row staying here. Cute house and great location! "
United States
Erin M.
The price is AU$1,104
includes taxes & fees
30 Aug - 31 Aug
Quaint Chatham home w/beautiful backyard & furnished multi-level deck, dogs OK

2. Walk to Beach: Chatham Gem w/ Ocean-View Sunroom!

Walk to Beach: Chatham Gem w/ Ocean-View Sunroom!
Chatham
9.2 out of 10, Wonderful, (18 reviews)
"Very close to the beach, great little neighborhood in a quiet part of Chatham"
United States
Alex R.
Walk to Beach: Chatham Gem w/ Ocean-View Sunroom!

3. Beautiful home near Jacknife Beach and bike trail

Beautiful home near Jacknife Beach and bike trail
Chatham
9.8 out of 10, Exceptional, (83 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 AU$1,200
includes taxes & fees
16 Aug - 17 Aug
Beautiful home near Jacknife Beach and bike trail

4. The Pet-Friendly Surf Shack Hideaway on the Cove

The Pet-Friendly Surf Shack Hideaway on the Cove
Eastham
10.0 out of 10, Exceptional, (25 reviews)
"Our host was very responsive and all the instructions were clear. The house was immaculate and a perfect spot of a winter getaway. Would stay again!"
United States
Anna P.
The price is AU$1,090
includes taxes & fees
5 Aug - 6 Aug
The Pet-Friendly Surf Shack Hideaway on the Cove

5. 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.
Great for Families! Brewster Home 6 Mi to Beach

6. Beautiful home in Orleans. Park, Beach, Lake & Ocean. Telsa charge

Beautiful home in Orleans. Park, Beach, Lake & Ocean. Telsa charge
Orleans
9.8 out of 10, Exceptional, (17 reviews)
"Property was clean and as described in the listing, owner was communicative and easy to check in"
United States
Darren Y.
The price is AU$4,691
includes taxes & fees
11 Aug - 12 Aug
Beautiful home in Orleans. Park, Beach, Lake & Ocean. Telsa charge

7. 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 AU$1,916
includes taxes & fees
22 Aug - 23 Aug
New! 4BR Fire Pit, Ping Pong, Movie Room

8. 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, (10 reviews)
"Very comfortable and clean home in Harwich. We had prompt and excellent communication with the host."
United States
Amber J.
The price is AU$2,032
includes taxes & fees
22 Aug - 23 Aug
Secluded, Walk to Rail Trail, Dog-Friendly, Fire Pit

9. 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, (2 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 AU$1,136
includes taxes & fees
16 Aug - 17 Aug
Harwich Port Hideaway: 3-bedroom pet-friendly house with AC for relaxing stays

10. Modern Family Getaway In Harwich

Modern Family Getaway In Harwich
Harwich
9.8 out of 10, Exceptional, (6 reviews)
"The house was very comfortable, we had a great time. The fire pit and game room were fun,location was great for us. "
United States
Ann B.
The price is AU$1,410
includes taxes & fees
31 July - 1 Aug
Modern Family Getaway In Harwich

11. Captain Alexander’s Spa & Putting Green not a vacation home but a destination.

Captain Alexander’s Spa & Putting Green not a vacation home but a destination.
West Harwich
9.2 out of 10, Wonderful, (15 reviews)
"Captain Alexander’s was perfect for our family! Fenced yard for the toddler as well as the proximity to the beach! The adults enjoyed the hot tub and the outdoor shower. Perfectly close to our wedding venue as well. "
United States
Martha V.
Captain Alexander’s Spa & Putting Green not a vacation home but a destination.

12. Luxe Lakefront Retreat★Sauna★Media Rm★Kayaks-SUPs★Bikes★Steps to BikePath★Pet OK

Luxe Lakefront Retreat★Sauna★Media Rm★Kayaks-SUPs★Bikes★Steps to BikePath★Pet OK
Harwich
10.0 out of 10, Exceptional, (1 review)
"My family came to town and we booked last minute. Owner was great with communication and made sure we had what we needed. Home is beautiful and very clean! Will definitely book again in the future."
United States
Jordan R.
The price is AU$2,454
includes taxes & fees
18 Aug - 19 Aug
Luxe Lakefront Retreat★Sauna★Media Rm★Kayaks-SUPs★Bikes★Steps to BikePath★Pet OK

13. Waterfront Cottage - fantastic unobstructed views!!

Waterfront Cottage - fantastic unobstructed views!!
Wellfleet
9.8 out of 10, Exceptional, (83 reviews)
"Perfect location, beautiful views, clean and comfortable. "
United States
Lori H.
The price is AU$1,809
includes taxes & fees
22 Aug - 23 Aug
Waterfront Cottage - fantastic unobstructed views!!

14. 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 AU$1,694
includes taxes & fees
14 Aug - 15 Aug
Cheery house with deck, sunroom & patio - short walk to pond, beach & Rail Trail

15. Walk to Beach, Pet-Friendly, Ping Pong & Fire Pit

Walk to Beach, Pet-Friendly, Ping Pong & Fire Pit
Dennis
10.0 out of 10, Exceptional, (12 reviews)
"We had a great stay! Beds were super comfy! House was great. So close to the beach and my dogs had a great time!"
United States
Lynne
The price is AU$1,414
includes taxes & fees
21 Aug - 22 Aug
Walk to Beach, Pet-Friendly, Ping Pong & Fire Pit

16. Starfish Cottage★0.4mi walk Beach & Village★Pet Friendly★Bikes★Fireplace★Firepit

Starfish Cottage★0.4mi walk Beach & Village★Pet Friendly★Bikes★Fireplace★Firepit
Dennis
9.8 out of 10, Exceptional, (64 reviews)
"Properly was very clean, supplied with everything we needed. Welcoming for dogs, no reissued from previous pets. Communication was excellent. Loved the welcoming touches of lights, chocolates, books and games. Thank you"
United States
Lucy D.
The price is AU$1,281
includes taxes & fees
23 Aug - 24 Aug
Starfish Cottage★0.4mi walk Beach & Village★Pet Friendly★Bikes★Fireplace★Firepit

17. 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, (198 reviews)
"Very comfortable and tidy, with all expected amenities. Centrally located, but in a quiet neighborhood. We did leave a few items behind, and Melissa was very responsive and had them in the mail to us same day. Would stay again."
United States
Kate S.
2 Bedroom, 2 Bath, 1100 sqft, sun porch, eat in kitchen, Washer/Dryer, Gas Grill

18. 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, (25 reviews)
"Loved this property. "
United States
Carol S.
The price is AU$824
includes taxes & fees
30 Aug - 31 Aug
Adorable Cape Escape W/ Private Beach Access, Full Kitchen, & Perfect Location

19. 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 AU$801
includes taxes & fees
31 July - 1 Aug
Family-friendly house w/gas grill, deck, streaming services - near Haigis Beach

20. The Swan River House

The Swan River House
dennis
9.6 out of 10, Exceptional, (23 reviews)
"Wonderful accommodations and exactly as described on line. Just a beautiful spot on the river!"
United States
Richard D.
The price is AU$1,519
includes taxes & fees
26 Aug - 27 Aug
The Swan River House
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 South Chatham Hotel Reviews

Find out more about South Chatham

South Chatham Holiday Homes information

Number of reviews
666
Accommodation
2560 Holiday Homes
Lowest Price
AU$801
Highest Price
AU$4,791