Chatham Vacation Rentals

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Vacation Rentals in Chatham

View from property
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
Beach
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
BBQ/picnic area
Holly Tree Resort by VRI Americas
3.0 star property
9.2 out of 10, Wonderful, (301)
"Great place to stay."
Holly Tree Resort by VRI Americas
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Children's play area - outdoor
Cape Winds Resort by VRI Americas
3.5 star property
8.8 out of 10, Excellent, (389)
"The facilities are old and there are things that do not work well"
The price is CA $179
CA $204 total
includes taxes & fees
May 27 - May 28
Cape Winds Resort 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, (273)
"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 CA $159
CA $287 total
includes taxes & fees
Jun 3 - Jun 4
The Cove at Yarmouth by VRI Americas
Interior
Oceanfront Cape Cod Vacation Rental: Beach Access!
9.2 out of 10, Wonderful, (43)
"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!
Interior
Cape Cod Oceanfront Condo with Ocean View & Private Sandy Beach! capeoceanvista
9.6 out of 10, Exceptional, (110)
"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 CA $544
CA $926 total
includes taxes & fees
Jun 4 - Jun 5
Cape Cod Oceanfront Condo with Ocean View & Private Sandy Beach! capeoceanvista
2 bedrooms, internet, bed sheets
Family-friendly house w/gas grill, deck, streaming services - near Haigis Beach
9.0 out of 10, Wonderful, (33)
"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 CA $151
CA $577 total
includes taxes & fees
May 29 - May 30
Family-friendly house w/gas grill, deck, streaming services - near Haigis Beach
Fridge, microwave, stovetop, dishwasher
Quaint condo near private beach access with fireplace - close to dining
9.0 out of 10, Wonderful, (39)
"It was the perfect location for our anniversary getaway! My wife and I would certainly stay here again!! Five stars!!!"
Quaint condo near private beach access with fireplace - close to dining
Interior
Cape Cod/Oceanfront on Nantucket Sound w/ Private Beach & Deck, Free Kayaks
9.8 out of 10, Exceptional, (151)
"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
Beach nearby, sun loungers
Steps to the Ocean! Perfect Location!!!
10.0 out of 10, Exceptional, (168)
"Wonderful stay at this cottage. Very clean and comfortable! Beds comfortable. Location!! Steps away from beach. Will definitely stay at this cottage again."
Steps to the Ocean! Perfect Location!!!
Sun loungers
Cozy beachfront cottage at Chases Ocean Grove
10.0 out of 10, Exceptional, (11)
"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
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, (123)
"Clean, well located, between beach and downtown. Responsive and friendly host."
New House,2 Masters,Steps to Beach, Main Street, Ferry, Central AC, WiFi, Linens
Beach
Steps to the beach with an ocean view,
10.0 out of 10, Exceptional, (97)
"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,
TV, books
Oceanfront home with private beach, large deck, & washer/dryer - dog-friendly
9.6 out of 10, Exceptional, (5)
"Thank you for a great stay! Beautiful house and location. We had a great time!"
The price is CA $1,687
CA $3,030 total
includes taxes & fees
May 24 - May 25
Oceanfront home with private beach, large deck, & washer/dryer - dog-friendly
BBQ/picnic area
Edgewater Beach Resort, a VRI resort
3.5 star property
8.8 out of 10, Excellent, (236)
"We love the proximity to the beach! "
Edgewater Beach Resort, a VRI resort
Beach nearby
Lovely Cape Cottage 2 bedroom with private beach and central air.
9.8 out of 10, Exceptional, (38)
"The location was excellent, close to beaches and amenities. Property was clean and tidy, and host was easy to contact. Would visit again."
Lovely Cape Cottage 2 bedroom with private beach and central air.
Property grounds
Serene Waterview Renovated w/Kayaks Deck Firepit Dogs Welcome 5 Minutes to Ocean
10.0 out of 10, Exceptional, (20)
"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
Fridge, microwave, oven, stovetop
Charming updated bungalow with firepit, fast WiFi, & walkable locale near beach
8.6 out of 10, Excellent, (20)
"Clean place, quiet neighborhood. No more than 2 people should stay here. The tiny table only has 2 unraveling patio chairs and the fold out couch can’t be slept on. The queen bed is fine, sheets and towels clean. Kitchen is minimally outfitted. Walk to the beach, bike trails nearby."
Charming updated bungalow with firepit, fast WiFi, & walkable locale near beach
TV, DVD player
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
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.

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

Seasonal outdoor pool
Chatham Bars Inn
5.0 star property
9.2 out of 10, Wonderful, (689)
"Chatham Bars Inn was everything I'd hoped it would be. Perfect location. Beautiful views of the coastline. Lovely rooms and staff. "
The price is CA $576
CA $692 total
includes taxes & fees
Jun 9 - Jun 10
Chatham Bars Inn
Beach nearby
Chatham Wayside Inn
3.5 star property
9.2 out of 10, Wonderful, (374)
"Very clean, nice restaurant, bar, walking on Main Street"
The price is CA $299
CA $396 total
includes taxes & fees
May 27 - May 28
Chatham Wayside Inn
Beach nearby
Chatham Seafarer Inn
3.5 star property
9.0 out of 10, Wonderful, (260)
"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 CA $234
CA $267 total
includes taxes & fees
May 27 - May 28
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, cottages, cabins, villas... 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Chatham vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Chatham vacation rentals we have selected for you start as low as CA $151 per night. Entering your travel dates in the search wizard 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.

What are some of the best vacation rentals that Chatham has to offer?

2 Bedroom, 2 Bath, 1100 sqft, sun porch, eat in kitchen, Washer/Dryer, Gas Grill: Visitors like this Chatham vacation home rental. It is equipped with a barbecue grill, air-conditioning, and laundry facilities to help you feel comfortable during your stay. Kitchen amenities include a dishwasher, a fridge, and a stovetop.

How many vacation rentals are there in Chatham?

With 306 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 Ridgevale Beach 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 verified reviews

Hyannis Travel Inn

Hyannis Travel Inn

5/5 Excellent
"Just what I was looking for easy access to where I wanted to go Great Italian restaurant directly across the street all great!"
A verified traveller stayed at Hyannis Travel Inn
Posted 1 day ago
Hyannis Travel Inn