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Compare 2271 Vacation Homes in Chatham with updated reviews, rates, and availability.

FALL DISCOUNT- Coastal Cape Cod 3 bedroom close to the beach, bike path & ponds!
2.0 star property
10.0 out of 10, Exceptional, (3)
"My family and I had a great stay at this property. Everything was as listed and very clean and comfortable. The host was prompt with communication both prior to and during our stay. I would stay here again and highly recommend this property. "
The price is AED 551
AED 2,644 total
includes taxes & fees
1 Dec - 2 Dec
FALL DISCOUNT- Coastal Cape Cod 3 bedroom close to the beach, bike path & ponds!
2 Bedroom, 2 Bath, 1100 sqft, sun porch, eat in kitchen, Washer/Dryer, Gas Grill
10.0 out of 10, Exceptional, (149)
"2 days, just slept there"
2 Bedroom, 2 Bath, 1100 sqft, sun porch, eat in kitchen, Washer/Dryer, Gas Grill
Cozy Cape home with outdoor shower and deck - minutes to beach
9.8 out of 10, Exceptional, (60)
"House was perfect. Wonderful location. Enjoyed stay so much."
Cozy Cape home with outdoor shower and deck - minutes to beach
Heart of Brewster .5 Miles to Beach!
10.0 out of 10, Exceptional, (10)
"The house was very nice and well stocked. Would like the check in earlier, but other than that the house and area were very enjoyable."
Heart of Brewster .5 Miles to Beach!
WATERFRONT w/Kayaks & SUP’s ★ Pet friendly ★ HOT TUB★Firepit & FPL★Deck & Patio
10.0 out of 10, Exceptional, (76)
"The house was beautifully appointed. The hot tub and kayaks were a hit with the kids. The recommendations from the hosts were very helpful as we were new to the area. And it was nice to go to a house rental and have basics like paper towels, toilet paper, soap, etc available."
WATERFRONT w/Kayaks & SUP’s ★ Pet friendly ★ HOT TUB★Firepit & FPL★Deck & Patio
Spacious cape house near Craigville Beach, downtown Centerville, Hyannis & more!
9.6 out of 10, Exceptional, (15)
"A group of friends and I had a lovely long weekend stay here. The yard is so big and perfect for games and relaxing, and the house is close to several beaches, mini golf, restaurants, ice cream, etc. The layout is kind of weird, but we had plenty of space for everything. Would stay here again!"
Spacious cape house near Craigville Beach, downtown Centerville, Hyannis & more!
Charming updated bungalow with firepit, fast WiFi, & walkable locale near beach
8.4 out of 10, Very Good, (32)
"great, cozy"
Charming updated bungalow with firepit, fast WiFi, & walkable locale near beach
Pristine bungalow with amazing walkable location - fast WiFi, firepit, & grill
8.2 out of 10, Very Good, (25)
"Small and simple but exactly what you need for a little getaway where you’re out and about! It was really great. I like the neighborhood and easy to access everything. The customer service was really great and helpful when we got stranded on Nantucket for longer than expected. Appreciate the customer service and the simplicity of our stay! "
Pristine bungalow with amazing walkable location - fast WiFi, firepit, & grill
✸Private Sandy Beach✸ Nantucket Sound-2 Min Walk! Kayak & SUP, Near Harbor &Town
10.0 out of 10, Exceptional, (80)
"This house and location was beyond our expectations! Beautifully furnished, comfortable and well stocked with anything you would need or want for a perfect vacation. Would love to come back! "
✸Private Sandy Beach✸ Nantucket Sound-2 Min Walk! Kayak & SUP, Near Harbor &Town
Magnificent Mansion, Privacy, Pool, Water Views in Brewster; 419-B
10.0 out of 10, Exceptional, (17)
"This was a beautiful property. The grounds are amazing and the house is large but very inviting. We enjoyed our stay so much! I highly recommend this house to anyone looking to stay on Cape Cod needing a home for a large group. "
Magnificent Mansion, Privacy, Pool, Water Views in Brewster; 419-B
Walk to bike trail, sleeps 6 w/ 2 kings! AC, nearby bay and ocean beaches
10.0 out of 10, Exceptional, (36)
"We just returned from a week long vacation at Bayberry Trails and it was fantastic! The house is conveniently located to everything- bike trails, beaches, restaurants, mini golf, theater and more. The house is beautifully decorated, clean and has everything you need for a stay. Mel and Rich are wonderful hosts. So easy to communicate with, very responsive and great with recommendations! We have stayed at other houses at the Cape over the years and this is one we will surely come back to!"
Walk to bike trail, sleeps 6 w/ 2 kings! AC, nearby bay and ocean beaches
Panoramic Water Views w/ Private Beach!
9.6 out of 10, Exceptional, (4)
"Great location. Fantastic views. We hope to return soon!"
Panoramic Water Views w/ Private Beach!
5BR Comfortable, Spacious South Yarmouth Family Retreat
9.2 out of 10, Wonderful, (9)
"this was a lovely house to stay in. very spacious and it has a beautiful backyard "
5BR Comfortable, Spacious South Yarmouth Family Retreat
East Orleans - walk to Nauset Beach
10.0 out of 10, Exceptional, (71)
"Very comfortable home, great location. We look forward to staying here again."
East Orleans - walk to Nauset Beach
The Barn at Hardings Beach
10.0 out of 10, Exceptional, (3)
"This property is 100% worth it. 10/10 would definitely stay again."
The Barn at Hardings Beach
Updated Hyannis Home < 2 Mi to Beach & Golf!
9.8 out of 10, Exceptional, (9)
"It was a great stay. Cozy home. Clean. Close to Main St."
Updated Hyannis Home < 2 Mi to Beach & Golf!
Mid-Cape Remodeled House with WiFi, AC, Smart TV, Laundry, and Fenced-in Yard
2.0 star property
9.2 out of 10, Wonderful, (12)
"The house was clean and comfortable in a great location on the Cape, and Rachel was a wonderfully attentive and responsive host who made the check-in process a breeze and was quick to answer any questions that came up. Would book again!"
Mid-Cape Remodeled House with WiFi, AC, Smart TV, Laundry, and Fenced-in Yard
Comfy Cape Home: Close to Mayflower Beach, golf course, and Downtown
10.0 out of 10, Exceptional, (5)
"This house was perfect for our stay in Cape Cod with our family of 5 which includes 3 adult children. It is centrally located to everything we wanted to see. Nice and close to 3 beaches with about a 10-15 minute drive. The house itself was clean with a fully stocked kitchen with plenty of pot, pans and utensils. The only thing missing was utensils for the grill but we made do. There was a ring camera on the back deck which I guess is for security. All in all we had a great stay at this home and...
Comfy Cape Home: Close to Mayflower Beach, golf course, and Downtown
Dream coastal dog-friendly vacation 4-bedroom home. Steps from Keyes Beach!
9.8 out of 10, Exceptional, (143)
"The house was very nice and the perfect layout for our gang. The check out pricess briught some grumbles from some family membersas well as the 10 AM check out. I explained its a lot of house to clean before a new group at 4PM. A relative that lives on the Cape said the other side of Sea Street is a bit shady, which is why I gave the 4 star for location. "
Dream coastal dog-friendly vacation 4-bedroom home. Steps from Keyes Beach!
Quiet Northside Beach House
9.8 out of 10, Exceptional, (23)
"The home is maintained beautifully with lovely grounds. The extra room does have a door so works as a third bedroom. "
Quiet Northside Beach 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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Other property types in Chatham

Breathtaking Riverfront Home with a Lovely Deck, Close to Beach - Dogs OK
8.0 out of 10, Very Good, (61)
"The location is lovely, however, I would recommend the owners perhaps put in some type of steps that lead down to the house and provide lighting along the way since the dirt path is uneven and when wet can be slippery and messy. There were coverings on the couches since they are white and had many stains on them. Otherwise the house is comfortable and sitting outside loverlooking the water and boats is very pretty and relaxing. It is also convenient to get into the center of Chatham which is...
Breathtaking Riverfront Home with a Lovely Deck, Close to Beach - Dogs OK
New Lavish Condo in Heart of Downtown Chatham - Walk to Dining, Shops & Beach
9.6 out of 10, Exceptional, (61)
"Great rental! Location and cleanliness can't be beat. Very walkable in the heart of Chatham, as well as a ten minute walk to the beach. "
New Lavish Condo in Heart of Downtown Chatham - Walk to Dining, Shops & Beach
Edgewater Beach Resort, a VRI resort
3.5 star property
8.8 out of 10, Excellent, (252)
"We loved our stay! The 1 bedroom was very clean fully equipped with everything we needed. All the extras like soap for dishes , dishwasher towels for the pool. Pool area very clean beautiful grounds. Friendly staff. "
Edgewater Beach Resort, a VRI resort
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.