Chatham Vacation Rentals

Vacation Rentals in Chatham

Breathtaking Riverfront Home with a Lovely Deck, Close to Beach - Dogs OK
View from property
Breathtaking Riverfront Home with a Lovely Deck, Close to Beach - Dogs OK
8.0 out of 10, Very Good, 51 reviews
"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
TV
New Lavish Condo in Heart of Downtown Chatham - Walk to Dining, Shops & Beach
9.6 out of 10, Exceptional, 53 reviews
"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
BBQ/picnic area
Holly Tree Resort by VRI Americas
3.0 star property
9.2 out of 10, Wonderful, 301 reviews
"Loved this property "
Holly Tree Resort by VRI Americas
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Cape Winds Resort by VRI Americas
Children's play area - outdoor
Cape Winds Resort by VRI Americas
3.5 star property
8.8 out of 10, Excellent, 392 reviews
"Awesome"
The price is $144
$165 total
includes taxes & fees
11 Jun - 12 Jun
Cape Winds Resort by VRI Americas
Oceanfront Cape Cod Vacation Rental: Beach Access!
Interior
Oceanfront Cape Cod Vacation Rental: Beach Access!
9.2 out of 10, Wonderful, 44 reviews
"The house was perfect for dogs. The beach and new steps to the beach were very nice. Lovely view. The house and property need some TLC. Lawn chairs were rusted and one plastic one was cracked, chipping paint, broken window blinds, toys and debris scattered in yard and caught on bushes. The outdoor torches on ground are all broken and non-working. I know it is early in the season and I picked up as much as I could reach. It was chilly and it took awhile to heat up, as some of the rooms are space...
Oceanfront Cape Cod Vacation Rental: Beach Access!
Cape Cod Oceanfront Condo with Ocean View & Private Sandy Beach! capeoceanvista
Interior
Cape Cod Oceanfront Condo with Ocean View & Private Sandy Beach! capeoceanvista
9.6 out of 10, Exceptional, 110 reviews
"It was a perfect place, the balcony by was in the right position to watch sunrise and sunsets. Condo was very clean and comfortable."
The price is $399
$679 total
includes taxes & fees
4 Jun - 5 Jun
Cape Cod Oceanfront Condo with Ocean View & Private Sandy Beach! capeoceanvista
Quaint condo near private beach access with fireplace - close to dining
Fridge, microwave, stovetop, dishwasher
Quaint condo near private beach access with fireplace - close to dining
9.0 out of 10, Wonderful, 39 reviews
"It was the perfect location for our anniversary getaway! My wife and I would certainly stay here again!! Five stars!!!"
The price is $128
$397 total
includes taxes & fees
27 Jun - 28 Jun
Quaint condo near private beach access with fireplace - close to dining
The Cove at Yarmouth by VRI Americas
Indoor pool, seasonal outdoor pool
The Cove at Yarmouth by VRI Americas
3.5 star property
9.2 out of 10, Wonderful, 278 reviews
"I like how it has indoor pool and access inside so you dont have to go outside in winter to find pool"
The price is $140
$237 total
includes taxes & fees
13 Jun - 14 Jun
The Cove at Yarmouth by VRI Americas
Family-friendly house w/gas grill, deck, streaming services - near Haigis Beach
2 bedrooms, internet, bed sheets
Family-friendly house w/gas grill, deck, streaming services - near Haigis Beach
9.0 out of 10, Wonderful, 33 reviews
"All the things we needed: beach, comfortable place to sleep, eat and shower. Appreciated the extra beach chairs! Plenty of towels for showering. Plenty of movies and games if there’s a bad weather day - we were lucky to have none of those! We hope to return. Thanks for sharing your place!"
The price is $119
$433 total
includes taxes & fees
4 Jun - 5 Jun
Family-friendly house w/gas grill, deck, streaming services - near Haigis Beach
Cape Cod/Oceanfront on Nantucket Sound w/ Private Beach & Deck, Free Kayaks
Interior
Cape Cod/Oceanfront on Nantucket Sound w/ Private Beach & Deck, Free Kayaks
9.8 out of 10, Exceptional, 152 reviews
"Perfect for two. Loved having the ocean at our doorstep. The Murphy bed was sturdy and comfortable. The small kitchen area was likely not suitable for gourmet cooking, but could serve well for basic vacation meals (We ate all our meals out. ). Overall, the cabin was clean and neat and cozy. The early May weather was cool but pleasant. Some of our time was spent (with jackets on) sitting on the deck drinking morning coffee while watching the ocean and the few people who walked by. We also did...
Cape Cod/Oceanfront on Nantucket Sound w/ Private Beach & Deck, Free Kayaks
Steps to the Ocean! Perfect Location!!!
Beach nearby, sun loungers
Steps to the Ocean! Perfect Location!!!
10.0 out of 10, Exceptional, 171 reviews
"The cottage was perfect for a weekend stay for my husband and I. We used this as a "baby moon" getaway before we are a family of 3. The short walk to the beach was perfect, even for a pregant momma. Close to Main street where you can find all types of great food. Also, a shirt distance to other towns in the area. I woukd definitely stay here again."
Steps to the Ocean! Perfect Location!!!
Cozy beachfront cottage at Chases Ocean Grove
Sun loungers
Cozy beachfront cottage at Chases Ocean Grove
10.0 out of 10, Exceptional, 11 reviews
"My friend and I had a wonderful time at your cottage. My friend had not visited the Cape in a long time so it was fun for both of us to go exploring. And it was great that the cottages were right on the beach so we did not have to drive anywhere to soak up the sunshine."
Cozy beachfront cottage at Chases Ocean Grove
Cape Cod Vacation Home Rental - Walk to Beach
TV, DVD player
Cape Cod Vacation Home Rental - Walk to Beach
10.0 out of 10, Exceptional, 7 reviews
"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
New House,2 Masters,Steps to Beach, Main Street, Ferry, Central AC, WiFi, Linens
Beach nearby, sun loungers, beach towels
New House,2 Masters,Steps to Beach, Main Street, Ferry, Central AC, WiFi, Linens
9.8 out of 10, Exceptional, 124 reviews
"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
Oceanfront home with private beach, large deck, & washer/dryer - dog-friendly
TV, books
Oceanfront home with private beach, large deck, & washer/dryer - dog-friendly
9.6 out of 10, Exceptional, 5 reviews
"Thank you for a great stay! Beautiful house and location. We had a great time!"
The price is $1,487
$2,555 total
includes taxes & fees
4 Jun - 5 Jun
Oceanfront home with private beach, large deck, & washer/dryer - dog-friendly
Grandma's Cottage: Olde Cape Cod at its best. Steps to the beach. Dog-friendly!
Beach | Beach nearby, sun loungers, beach towels
Grandma's Cottage: Olde Cape Cod at its best. Steps to the beach. Dog-friendly!
8.4 out of 10, Very Good, 7 reviews
"We recently stayed there for a week on the shoulder season this fall. First few days were cold and rainy, but putting a kettle on kept the place comfortable and warm. Even provided extra blankets for cold nights. We had everything we needed right there and sat outside on sunny days and even got in a beach day when the weather got into the 70's later in the week. Central to the Cape and steps away from the ocean, made for a lasting memory for us and our puppy!"
Grandma's Cottage: Olde Cape Cod at its best. Steps to the beach. Dog-friendly!
Steps to the beach with an ocean view,
Beach | Beach nearby, sun loungers, beach towels
Steps to the beach with an ocean view,
10.0 out of 10, Exceptional, 97 reviews
"A late April getaway was enhanced by staying in this lovely cottage. It was wonderful ‘coming home’ to after a busy day exploring Cape Cod. The cottage is cosy and clean with a well-equipped kitchen - exactly what we want in a vacation rental. Communication was timely and efficient from start to finish. Thank you, Tom!"
Steps to the beach with an ocean view,
Serene Waterview Renovated w/Kayaks Deck Firepit Dogs Welcome 5 Minutes to Ocean
Property grounds
Serene Waterview Renovated w/Kayaks Deck Firepit Dogs Welcome 5 Minutes to Ocean
10.0 out of 10, Exceptional, 21 reviews
"Very clean and efficient cottage with nice view and deck overlooking the lake."
Serene Waterview Renovated w/Kayaks Deck Firepit Dogs Welcome 5 Minutes to Ocean
Charming updated bungalow with firepit, fast WiFi, & walkable locale near beach
Fridge, microwave, oven, stovetop
Charming updated bungalow with firepit, fast WiFi, & walkable locale near beach
8.6 out of 10, Excellent, 20 reviews
"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
Lovely Cape Cottage 2 bedroom with private beach and central air.
Beach nearby
Lovely Cape Cottage 2 bedroom with private beach and central air.
9.8 out of 10, Exceptional, 39 reviews
"This worked out perfectly for a spring getaway. Clean updated property in a great location. Thank you."
The price is $180
$444 total
includes taxes & fees
16 Jun - 17 Jun
Lovely Cape Cottage 2 bedroom with private beach and central air.
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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.

Chatham Vacation Rental Travel Info

Number of vacation rentals
352
Popular accommodation
Chatham private vacation homes
Known landmarks
Skaket Beach, Nickerson State Park and Bank Street Beach
International airports
Boston, MA (BOS-Logan Intl.) and Nantucket, MA (ACK-Nantucket Memorial)

Other types of properties in Chatham you may be interested in

Chatham Bars Inn
Seasonal outdoor pool
Chatham Bars Inn
5.0 star property
9.2 out of 10, Wonderful, 695 reviews
"I really liked the high flow of water in the showers. Room was quiet and relaxing"
The price is $421
$506 total
includes taxes & fees
6 Jun - 7 Jun
Chatham Bars Inn
Chatham Wayside Inn
Beach nearby
Chatham Wayside Inn
3.5 star property
9.2 out of 10, Wonderful, 379 reviews
"Nice stay at the Chatham Wayside Inn! Comfortable, quiet, clean rooms and amenities. Lots of little stores to visit for all kinds of things as well as good dining options all within a few minutes walk. Might make this a yearly visit here actually! I also like that we can drive anywhere on the Cape in under in hour (at least for time we went in late May). "
The price is $239
$314 total
includes taxes & fees
5 Jun - 6 Jun
Chatham Wayside Inn
Chatham Seafarer Inn
Beach nearby
Chatham Seafarer Inn
3.5 star property
9.0 out of 10, Wonderful, 260 reviews
"The staff was very friendly and helpful. The room was comfortable. You could tell that the building was an older one but the room has been well taken care of and clean. The bathroom looks to have been renovated recently. Overall, I would stay again solo or as a couple. "
The price is $171
$196 total
includes taxes & fees
9 Jun - 10 Jun
Chatham Seafarer Inn
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.

Everything you need to know about Chatham vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Chatham vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Chatham vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Chatham vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Chatham. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Chatham in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as CNY862 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Chatham rentals

At Expedia, we put the best Chatham vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Chatham rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Chatham vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Chatham. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently asked questions

Can I find a vacation rental in Chatham?

Yes, you can find vacation rentals in Chatham close to Chatham Railroad Museum, or you can select a more secluded option if you'd like a relaxing place to stay. Visitors like the popular beaches and waterfront in Chatham. While you're here, grab a bite or have a drink at the seafood restaurants.

How many vacation rentals are there in Chatham?

With 308 Expedia vacation rentals, you're sure to find just the right place for your Chatham stay.

What can I see and do in Chatham?

Cultural attractions include Gallery Antonia and Monomoy Theatre, whereas Chatham Lighthouse Beach and Cape Cod Beaches are a couple of picturesque spots to enjoy the outdoors. While here, Chatham Fish Pier and Chatham Lighthouse are other places worth a visit.

What are vacation rentals like in Chatham?

Vacation rentals are privately owned properties you can stay in for several days or longer in Chatham. Vacation rentals offer amenities such as laundry facilities and kitchens so you'll be comfy for your stay. If you're concerned about a sanitized environment, a vacation rental can provide a sense of privacy away from shared hotel elevators and lobbies bustling with people while still allowing you the experience of travel. You'll also find more space in a vacation rental than in a hotel, which makes a vacation rental an attractive option for family trips or small group gatherings.

Recent reviews of Chatham properties
Expedia 亿客行 verified reviews

Hyannis Travel Inn

Hyannis Travel Inn

5/5 Excellent
"We stayed there for memorial weekend. The staff were very friendly and professional, I highly recommend this hotel. "
A verified traveler stayed at Hyannis Travel Inn
Posted 2 days ago
Hyannis Travel Inn