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.
The price is ¥36,553
¥113,776 total
includes taxes & fees
Jul 14 - Jul 15
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.
The price is ¥76,422
¥99,311 total
includes taxes & fees
Jul 6 - Jul 7
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.
The price is ¥283,045
¥462,410 total
includes taxes & fees
Jul 18 - Jul 19
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.
The price is ¥40,435
¥62,579 total
includes taxes & fees
Jul 14 - Jul 15
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
The price is ¥22,346
¥84,521 total
includes taxes & fees
Jul 15 - Jul 16
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
The price is ¥29,558
¥63,635 total
includes taxes & fees
Jul 19 - Jul 20
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.
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.
The price is ¥34,127
¥107,958 total
includes taxes & fees
Jul 14 - Jul 15
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.
The price is ¥21,213
¥84,503 total
includes taxes & fees
Jul 15 - Jul 16
Adorable Cape Escape W/ Private Beach Access, Full Kitchen, & Perfect Location

Relaxing Cape Cod Cottage Getaway

Relaxing Cape Cod Cottage Getaway
Dennis
The price is ¥51,757
¥98,296 total
includes taxes & fees
Jul 1 - Jul 2
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
The price is ¥32,791
¥75,894 total
includes taxes & fees
Jul 1 - Jul 2
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.
The price is ¥21,835
¥60,349 total
includes taxes & fees
Jul 1 - Jul 2
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.
The price is ¥57,062
¥119,219 total
includes taxes & fees
Jul 1 - Jul 2
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.
The price is ¥25,393
¥64,945 total
includes taxes & fees
Jul 21 - Jul 22
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, (5 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.
The price is ¥34,774
¥79,413 total
includes taxes & fees
Jul 1 - Jul 2
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.
The price is ¥35,948
¥101,845 total
includes taxes & fees
Jul 6 - Jul 7
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.
The price is ¥10,837
¥53,839 total
includes taxes & fees
Jul 7 - Jul 8
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.
The price is ¥189,236
¥305,990 total
includes taxes & fees
Jul 8 - Jul 9
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.
The price is ¥21,997
¥37,763 total
includes taxes & fees
Jul 6 - Jul 7
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

Search for holiday rentals in Chatham on Expedia! You can easily find your home rentals, villas, holiday apartments in Chatham using one of the methods below:

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Look no further and take a look at our great range of rental properties in Chatham!

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 283 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.