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Holiday Homes in South Chatham

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Our top choices for South Chatham holiday homes

1. 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, (33 reviews)
"The location of the house is great. We loved the view of the water we got to enjoy every day. Plus it’s just a short drive from Main Street in South Chatham, the Nantucket ferry on Harwich, and sunsets on Skaket beach or Rock Harbor. We enjoyed the fire pit and boating on the lake too. Perfect spot for a family."
United States
Anonymous traveller
Private Beach on Pond, Linens Included, Kayak & Canoe. All Rooms w/ Pond Views!

2. 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)
"Very communicative and helpful host. Be prepared to bring your own linens or rent them. Enjoyed our stay"
United States
Amanda B.
The price is €1,149
includes taxes & fees
7 Sept - 8 Sept
Beach Chic Chatham 5 Star 5 Min Walk to Beach-Newly Renovated Private Retreat AC

3. 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.
The price is €464
includes taxes & fees
5 Oct - 6 Oct
Quaint Chatham home w/beautiful backyard & furnished multi-level deck, dogs OK

4. 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.
The price is €552
includes taxes & fees
1 Oct - 2 Oct
Beautiful home near Jacknife Beach and bike trail

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, (14 reviews)
"Host was very responsive and the house provided everything we needed. Great location! "
United States
Ashley M.
The price is €414
includes taxes & fees
7 Sept - 8 Sept
Cozy Large Home in Harwich with Patio near Wequassett Resort

6. Family Cottage Close to Beach!!

Family Cottage Close to Beach!!
Harwichport
9.8 out of 10, Exceptional, (81 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 €709
includes taxes & fees
13 Sept - 14 Sept
Family Cottage Close to Beach!!

7. 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, (9 reviews)
"Excellent location "
United States
Norman Y.
The price is €702
includes taxes & fees
8 Sept - 9 Sept
Walk to Wychmere, Beach & Downtown Harwich - Firepit, Fenced Yard & AC!

8. 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 €566
includes taxes & fees
8 Sept - 9 Sept
Cheery house with deck, sunroom & patio - short walk to pond, beach & Rail Trail

9. 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.
Chatham Break! 3 BR, A/C, Outdoor Shower + Deck, Near Beaches, Large Quiet Yard

10. 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 €463
includes taxes & fees
29 Sept - 30 Sept
Seaside Getaway - Harwichport Beachhouse

11. Cape Cod Cottage Near Beaches & Bike Trail

Cape Cod Cottage Near Beaches & Bike Trail
Harwich
9.4 out of 10, Exceptional, (3 reviews)
"We absolutely LOVED this home. We have stayed in condo style prior each year, and we loved the space, inside and outside, of this quintessential Cape Cod home and neighborhood. It has been updated with appliances and home decor which made it comfortable for all. It is a pet friendly home, as we had a dog with us- and we didn’t walk in to anything different than a non pet friendly home. I will request to rent this home again and again and recommend it highly. The owners were very communicative...
United States
Holly c.
The price is €946
includes taxes & fees
29 Sept - 30 Sept
Cape Cod Cottage Near Beaches & Bike Trail

12. 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
9.8 out of 10, Exceptional, (6 reviews)
The price is €506
includes taxes & fees
4 Oct - 5 Oct
Harwich Port Hideaway: 3-bedroom pet-friendly house with AC for relaxing stays

13. 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.
The price is €580
includes taxes & fees
4 Oct - 5 Oct
Quaint & Cozy Downtown Chatham Home, Walk to Town and Beaches

14. 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
10.0 out of 10, Exceptional, (201 reviews)
"Great location and great host!! We’ll be back!!!"
United States
Patrick T.
The price is €307
includes taxes & fees
27 Sept - 28 Sept
2 Bedroom, 2 Bath, 1100 sqft, sun porch, eat in kitchen, Washer/Dryer, Gas Grill

15. Cape Calm: A Harwich Port Coastal Haven

Cape Calm: A Harwich Port Coastal Haven
Harwich
10.0 out of 10, Exceptional, (3 reviews)
"Very nice place close to town and lots of beaches"
United States
Lee C.
The price is €593
includes taxes & fees
21 Sept - 22 Sept
Cape Calm: A Harwich Port Coastal Haven

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

Adorable Cape Escape W/ Private Beach Access, Full Kitchen, & Perfect Location
Dennis Port
9.2 out of 10, Wonderful, (27 reviews)
"Loved this property. "
United States
Carol S.
The price is €386
includes taxes & fees
1 Oct - 2 Oct
Adorable Cape Escape W/ Private Beach Access, Full Kitchen, & Perfect Location

17. 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 €577
includes taxes & fees
5 Oct - 6 Oct
The Brewster Pearl

18. 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, (14 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 €601
includes taxes & fees
17 Sept - 18 Sept
Walk to Beach, Pet-Friendly, Ping Pong & Fire Pit

19. 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, (32 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 €783
includes taxes & fees
5 Oct - 6 Oct
Coastal Cape Cod 3 bedroom close to the beach, bike path & ponds!

20. Gorgeous Home 1 mile to Beach, by Cape Cod Bikepath

Gorgeous Home 1 mile to Beach, by Cape Cod Bikepath
Dennis
The price is €466
includes taxes & fees
14 Sept - 15 Sept
Gorgeous Home 1 mile to Beach, by Cape Cod Bikepath
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
916
Accommodation
2156 Holiday Homes
Lowest Price
€307
Highest Price
€1,149