Search Vacation Homes in Chatham

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    one key icon
    Treat yourself
    Save instantly and earn perks with One Key
    today icon
    Change your mind
    Book hotels with free cancellation

Compare 2275 Vacation Homes in Chatham with updated reviews, rates, and availability.

Charming Cape Cod Escape! 🏖️🌊⛱️
Charming Cape Cod Escape! 🏖️🌊⛱️
Dog-friendly forest cottage with firepit & great deck, walk to bay beaches
Dog-friendly forest cottage with firepit & great deck, walk to bay beaches
2 Bedroom, 2 Bath, 1100 sqft, sun porch, eat in kitchen, Washer/Dryer, Gas Grill
9.8 out of 10, Exceptional, (125)
"House is spacious, very clean and the area very quiet. Love it, will come back and will recommend to anyone. Thanks"
The price is $70
$288 total
includes taxes & fees
Jun 9 - Jun 10
2 Bedroom, 2 Bath, 1100 sqft, sun porch, eat in kitchen, Washer/Dryer, Gas Grill
Save an average of 15% on thousands of hotels when you're signed in
Cheery house with deck, sunroom & patio - short walk to pond, beach & Rail Trail
9.4 out of 10, Exceptional, (25)
"A Retreat for Three Ladies. The house was spotless, it was beautiful, it was exactly what we needed! Comfortable Beds, HOT HOT (welcoming) Water, and a serene back yard.... we didn't' want to leave."
Cheery house with deck, sunroom & patio - short walk to pond, beach & Rail Trail
2 Blocks to Main Street Hyannis Sleeps 6. 3 bed 2 full baths
9.8 out of 10, Exceptional, (20)
"This property has a great location. Easy walk to downtown Hyannis (lots of restaurants, bars, and shops) and to the shore. And easy to find. The neighborhood is very quiet. There are two suggestions for the property owners: First, it was cool over the weekend that we stayed and there were no blankets for the beds. We ended up going to Target to buy our own. Secondly, the bathrooms are super nice as they have been upgraded. However the suggestion is to turn up the water heater. Our showers were...
2 Blocks to Main Street Hyannis Sleeps 6. 3 bed 2 full baths
Pet-Friendly Cape Cod Getaway < 1 Mi to Beach
10.0 out of 10, Exceptional, (20)
"We found this to be very comfortable and a good location. We visited Provincetown, Nantucket, and everything in between. The house has comfortable beds, plenty of room, nice kitchen. Enjoyed our stay!"
Pet-Friendly Cape Cod Getaway < 1 Mi to Beach
Private, Peaceful & Stylish Getaway | Firepit | Near Beaches, Dining & Shops
9.4 out of 10, Exceptional, (6)
"We had a wonderful time. The property was private and secure. We did use the pots, pans, dishes and glasses. The property had everything we needed and the property was very clean. Loved the mattress, we slept very well. The outdoor fire pit was warm and wonderful in the evening. There are little brown rabbits with white tails that we would see in the early morning and evening, so cute! Packed light and took advantage of their washer and dryer which were very efficient and convenient. The only...
Private, Peaceful & Stylish Getaway | Firepit | Near Beaches, Dining & Shops
Cape Cod Charm: Spacious Summer Retreat Awaits!
The price is $345
$817 total
includes taxes & fees
Jun 27 - Jun 28
Cape Cod Charm: Spacious Summer Retreat Awaits!
Great Island Ocean Club Home
Great Island Ocean Club Home
Charming updated bungalow with firepit, fast WiFi, & walkable locale near beach
8.6 out of 10, Excellent, (20)
"Everything we wanted and more! Located right up the road from the beach. Very cozy feel inside with a fenced in back yard and a fire place! If your looking for a more personal stay at the cape, this is the spot!!!"
Charming updated bungalow with firepit, fast WiFi, & walkable locale near beach
Retreat Cape Cod Centerville Quiet Neighborhood
10.0 out of 10, Exceptional, (1)
"This spotless, commodious home more than met our expectations. The kitchen is stocked with pots, pans, dishes, utensils, bakeware, food storage containers...anything you can think of! Six dining room chairs and five barstools means you can entertain many for dinner. Smart TV. Bowflex upstairs. Washer/dryer in basement stocked with laundry supplies. Huge closets and beach/bath towels everywhere. Comfortable beds. Enough parking for three cars if you are very very careful. And, again, each room is...
Retreat Cape Cod Centerville Quiet Neighborhood
Centrally located in the mid-Cape area.
8.0 out of 10, Very Good, (1)
"Cute neighborhood, short drive to Rte 28 where all the action is."
Centrally located in the mid-Cape area.
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!
Pet-Friendly Hyannis Home w/ Stream Views!
9.0 out of 10, Wonderful, (4)
"Clean and as advertised. Convenient to the heart of Hyannis/Barnstable. Nice view of the marsh from the back deck."
The price is $163
$465 total
includes taxes & fees
Jun 4 - Jun 5
Pet-Friendly Hyannis Home w/ Stream Views!
Charming family vacation home in the heart of Dennis
Charming family vacation home in the heart of Dennis
New House,2 Masters,Steps to Beach, Main Street, Ferry, Central AC, WiFi, Linens
9.8 out of 10, Exceptional, (124)
"I wanted a place close if not on the beach...walkable to town and a rental that did not require a third party to bring in sheets bedding etc. This place fit all my requirements and the owners made everything easy."
New House,2 Masters,Steps to Beach, Main Street, Ferry, Central AC, WiFi, Linens
Cape Cod Vacation Home Rental - Walk to Beach
10.0 out of 10, Exceptional, (7)
"We loved being able to walk to cafes, restaurants and the bookstore and the proximity of the bike path meant that we didn't need our car much at all. We rode bikes to lunch spots, the beach, and to the pickleball courts. The house was tidy and had everything we needed."
Cape Cod Vacation Home Rental - Walk to Beach
Stunning Oceanfront Home With Amazing Views ~ Private Beach - capeoceanvista
9.6 out of 10, Exceptional, (96)
"We had a great family weekend. The house was perfect for our needs."
The price is $1,099
$1,803 total
includes taxes & fees
Jun 15 - Jun 16
Stunning Oceanfront Home With Amazing Views ~ Private Beach - capeoceanvista
Private Sandy Beach, Truly Oceanfront,Private Decks, Free Kayak, Sleeps 5
9.8 out of 10, Exceptional, (128)
"Great place and great location"
Private Sandy Beach, Truly Oceanfront,Private Decks, Free Kayak, Sleeps 5
Jean's Dream - Newly Renovated Cape House .9Miles from the Beach
10.0 out of 10, Exceptional, (4)
"We very much enjoyed our stay in this property. It was very clean and all necessities were provided. Host even has a nice bottle of wine chilled when we came in!"
Jean's Dream - Newly Renovated Cape House .9Miles from the Beach
Don't see what you're looking for?
See all available properties in Chatham
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.

Other property types in Chatham

Breathtaking Riverfront Home with a Lovely Deck, Close to Beach - Dogs OK
8.0 out of 10, Very Good, (51)
"It’s hard to find a place that a 16 year old boy, 13 year old girl and 7 year old boy ALL enjoy but this did it! The space is clean (except the couches could use being replaced) and the location is awesome. Kitchen is well equipped. There’s a grill on the deck too. Aside from the couches it’s really hard to think of something to complain about. The local support team was SUPER responsive! My son forgot his wallet when we checked out and they sent someone over to get it and then drove to...
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, (53)
"My husband and I had a weekend getaway and the space was great! Great location, clean, spacious. We had a wonderful time!"
New Lavish Condo in Heart of Downtown Chatham - Walk to Dining, Shops & Beach
Holly Tree Resort by VRI Americas
3.0 star property
9.2 out of 10, Wonderful, (301)
"Loved this property "
Holly Tree Resort by VRI Americas
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.

Chatham Vacation Homes information

Number of reviews
532
Accommodation
2275 Vacation Homes
Lowest Price
$70
Highest Price
$1,099

Recent reviews of Chatham hotels
Expedia verified reviews