A boat on a calm river, a large house with a red roof, and dense greenery in the background.

Chatham Vacation Rentals

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Our top choices for Chatham vacation rentals

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, (103 reviews)
"Our second year in a row staying here. Cute house and great location! "
United States
Erin M.
$593 nightly
The price is $679
Jul 14 - Jul 15
Total with taxes and fees
Quaint Chatham home w/beautiful backyard & furnished multi-level deck, dogs OK

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, (101 reviews)
"Clean, clear communication and close to all the cape has to offer. Walking distance to shops and other good spots. "
United States
Mckay P.
$537 nightly
The price is $614
Jul 6 - Jul 7
Total with taxes and fees
Chatham Break! 3 BR, A/C, Outdoor Shower + Deck, Near Beaches, Large Quiet Yard

Waterfront Chatham Village, Short Walk to Town & Lighthouse Beach

Waterfront Chatham Village, Short Walk to Town & Lighthouse Beach
Chatham
10.0 out of 10, Exceptional, (136 reviews)
"Perfect location near shops, on the water. Spotlessly clean, comfortable beds, well equipped kitchen, and very responsive hosts. This was a perfect spot for our multigenerational family vacation. "
United States
Maggie N.
$1,642 nightly
The price is $1,879
Jul 6 - Jul 7
Total with taxes and fees
Waterfront Chatham Village, Short Walk to Town & Lighthouse Beach

The Blue Crab Unit 7

The Blue Crab Unit 7
Harwich
9.6 out of 10, Exceptional, (15 reviews)
"Nice place, decent central location "
United States
hannah k.
$345 nightly
The price is $387
Jul 14 - Jul 15
Total with taxes and fees
The Blue Crab Unit 7

Family-friendly house w/gas grill, deck, streaming services - near Haigis Beach

Family-friendly house w/gas grill, deck, streaming services - near Haigis Beach
Dennis Port
$446 nightly
The price is $510
Jul 15 - Jul 16
Total with taxes and fees
Family-friendly house w/gas grill, deck, streaming services - near Haigis Beach

Stay in a TINY HOUSE!★0.4mi to Beach★Village★Restaurants★Pet Friendly ★ 2 bikes!

Stay in a TINY HOUSE!★0.4mi to Beach★Village★Restaurants★Pet Friendly ★ 2 bikes!
Dennis
9.6 out of 10, Exceptional, (115 reviews)
"perfect for couples, clean and pet friendly"
Canada
Jonathan
$295 nightly
The price is $338
Jul 19 - Jul 20
Total with taxes and fees
Stay in a TINY HOUSE!★0.4mi to Beach★Village★Restaurants★Pet Friendly ★ 2 bikes!

Private Cape Cod Cottage. Walk to Ellis Landing Beach!

Private Cape Cod Cottage. Walk to Ellis Landing Beach!
Brewster
10.0 out of 10, Exceptional, (42 reviews)
"Great location - privacy, comfy, and close to the beach!"
United States
Samantha K.
$474 nightly
The price is $542
Jul 21 - Jul 22
Total with taxes and fees
Private Cape Cod Cottage. Walk to Ellis Landing Beach!

Ocean Edge Resort ground-floor condo with access to pools, hot tub, & tennis

Ocean Edge Resort ground-floor condo with access to pools, hot tub, & tennis
Brewster
9.0 out of 10, Wonderful, (20 reviews)
"Facility was excellent"
United States
Joe K.
$575 nightly
The price is $658
Jul 13 - Jul 14
Total with taxes and fees
Ocean Edge Resort ground-floor condo with access to pools, hot tub, & tennis

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

Adorable Cape Escape W/ Private Beach Access, Full Kitchen, & Perfect Location
Dennis Port
9.0 out of 10, Wonderful, (25 reviews)
"Loved this property. "
United States
Carol S.
$447 nightly
The price is $512
Jul 15 - Jul 16
Total with taxes and fees
Adorable Cape Escape W/ Private Beach Access, Full Kitchen, & Perfect Location

Relaxing Cape Cod Cottage Getaway

Relaxing Cape Cod Cottage Getaway
Dennis
$527 nightly
The price is $603
Jul 5 - Jul 6
Total with taxes and fees
Relaxing Cape Cod Cottage Getaway

Charming West Yarmouth Cottage- Minutes to Beaches, Dining & Family Fun

Charming West Yarmouth Cottage- Minutes to Beaches, Dining & Family Fun
Yarmouth
10.0 out of 10, Exceptional, (1 review)
"Great stay the cottage was very clean and welcoming"
United States
Alex r.
$482 nightly
The price is $552
Jul 5 - Jul 6
Total with taxes and fees
Charming West Yarmouth Cottage- Minutes to Beaches, Dining & Family Fun

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, (193 reviews)
"Good location, pet friendly and clean"
United States
Megan R.
$343 nightly
The price is $393
Jul 27 - Jul 28
Total with taxes and fees
2 Bedroom, 2 Bath, 1100 sqft, sun porch, eat in kitchen, Washer/Dryer, Gas Grill

Coastal Haven in West Dennis

Coastal Haven in West Dennis
Dennis
10.0 out of 10, Exceptional, (3 reviews)
"This was a great place to stay and relax, just a short walk to the beach and quick drive to great restaurants and activities. Highly recommend!!"
United States
Melissa J.
$785 nightly
The price is $866
Jul 12 - Jul 13
Total with taxes and fees
Coastal Haven in West Dennis

1 Mi to Ferry: 'Sea Street Cottage' in Hyannis

1 Mi to Ferry: 'Sea Street Cottage' in Hyannis
Hyannis
8.8 out of 10, Excellent, (19 reviews)
"Perfect weekend getaway- super location. Cozy spot! Loved the area "
United States
Jill S.
$345 nightly
The price is $391
Jul 21 - Jul 22
Total with taxes and fees
1 Mi to Ferry: 'Sea Street Cottage' in Hyannis

Charming 3 bed room with magnificent views & large deck

Charming 3 bed room with magnificent views & large deck
Barnstable
8.8 out of 10, Excellent, (6 reviews)
"We had a great stay in Hyannis! The location is great for catching a ferry to Nantucket or the vineyard, and Main Street is within walking distance. The backyard is also very peaceful for a cup of coffee in the morning! "
United States
Meghan H.
$474 nightly
The price is $543
Jul 21 - Jul 22
Total with taxes and fees
Charming 3 bed room with magnificent views & large deck

Quaint condo near private beach access with fireplace - close to dining

Quaint condo near private beach access with fireplace - close to dining
Dennis Port
9.0 out of 10, Wonderful, (66 reviews)
"Great location and very nice apartment"
United States
Phil M.
$550 nightly
The price is $629
Jul 6 - Jul 7
Total with taxes and fees
Quaint condo near private beach access with fireplace - close to dining

Family-Friendly Home! Walk to Sea Street Beach

Family-Friendly Home! Walk to Sea Street Beach
Dennis Port
7.0 out of 10, Good, (2 reviews)
"Location was great! Cozy house. Easy to get in touch with host. Bathroom could use update. "
United States
Devin L.
$287 nightly
The price is $325
Jul 7 - Jul 8
Total with taxes and fees
Family-Friendly Home! Walk to Sea Street Beach

10 min walk to Beach - Home with Amazing View & Huge Deck

10 min walk to Beach - Home with Amazing View & Huge Deck
Eastham
10 min walk to Beach - Home with Amazing View & Huge Deck

Cape Cod Villa pond front vacation home, retreat, spa, venue, film location

Cape Cod Villa pond front vacation home, retreat, spa, venue, film location
Harwich - Brewster Border
10.0 out of 10, Exceptional, (7 reviews)
"Lovely property with attentive hosts "
United States
marian t.
$1,103 nightly
The price is $1,263
Jul 5 - Jul 6
Total with taxes and fees
Cape Cod Villa pond front vacation home, retreat, spa, venue, film location

Secluded-Entire 2nd floor Suite with Private Bath

Secluded-Entire 2nd floor Suite with Private Bath
Barnstable
10.0 out of 10, Exceptional, (2 reviews)
"Great, very close to downtown hyannis. Charming and a nice owner. "
United States
sam s.
$182 nightly
The price is $208
Jul 7 - Jul 8
Total with taxes and fees
Secluded-Entire 2nd floor Suite with Private Bath
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 Chatham Hotel Reviews

Find out more about Chatham

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 $338 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.

Explore a world of travel with Expedia

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?

Cape Cod's "Beach Rose": Visitors like this Chatham vacation home rental. It offers a patio, a selection of games, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

How many vacation rentals are there in Chatham?

With 280 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 Caleb Nickerson House and Gallery Antonia, whereas Cape Cod Beaches and Chatham Lighthouse Beach are a couple of picturesque spots to enjoy the outdoors. While here, Cape Cod National Seashore 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.