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 SAR 852
SAR 2,646 total
includes taxes & fees
14 Jul - 15 Jul
Quaint Chatham home w/beautiful backyard & furnished multi-level deck, dogs OK

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)
"Wonderful house, wonder view and fantastic location!"
United States
shelly c.
The price is SAR 6,571
SAR 10,734 total
includes taxes & fees
18 Jul - 19 Jul
Waterfront Chatham Village, Short Walk to Town & Lighthouse Beach

Main Street Hyannis 1-bedroom Apartment Walk Everywhere!

Main Street Hyannis 1-bedroom Apartment Walk Everywhere!
Barnstable
The price is SAR 1,521
SAR 1,977 total
includes taxes & fees
15 Jul - 16 Jul
Main Street Hyannis 1-bedroom Apartment Walk Everywhere!

The Nantucket Room Unit - #2

The Nantucket Room Unit - #2
Harwich port
9.8 out of 10, Exceptional, (56 reviews)
"amazing location and cute place to stay!"
United States
Adriana A.
The price is SAR 929
SAR 1,451 total
includes taxes & fees
13 Jul - 14 Jul
The Nantucket Room Unit - #2

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, (43 reviews)
"Great location - privacy, comfy, and close to the beach!"
United States
Samantha K.
Private Cape Cod Cottage. Walk to Ellis Landing Beach!

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 SAR 518
SAR 1,973 total
includes taxes & fees
15 Jul - 16 Jul
Family-friendly house w/gas grill, deck, streaming services - near Haigis Beach

Beach Walks, Books & Bay Sunsets

Beach Walks, Books & Bay Sunsets
Brewster
Beach Walks, Books & Bay Sunsets

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 SAR 1,089
SAR 2,932 total
includes taxes & fees
3 Aug - 4 Aug
Ocean Edge Resort ground-floor condo with access to pools, hot tub, & tennis

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 SAR 702
SAR 1,500 total
includes taxes & fees
10 Aug - 11 Aug
Stay in a TINY HOUSE!★0.4mi to Beach★Village★Restaurants★Pet Friendly ★ 2 bikes!

Pondside/Kayak/Firepit/Dog Friendly~Willow Haven

Pondside/Kayak/Firepit/Dog Friendly~Willow Haven
Eastham
10.0 out of 10, Exceptional, (4 reviews)
"Great hideaway location on the Cape. Well equipped rental."
United Kingdom
Richard F.
Pondside/Kayak/Firepit/Dog Friendly~Willow Haven

Relaxing Cape Cod Cottage Getaway

Relaxing Cape Cod Cottage Getaway
Dennis
The price is SAR 1,201
SAR 2,295 total
includes taxes & fees
13 Jul - 14 Jul
Relaxing Cape Cod Cottage Getaway

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 SAR 586
SAR 1,517 total
includes taxes & fees
21 Jul - 22 Jul
1 Mi to Ferry: 'Sea Street Cottage' in Hyannis

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 SAR 492
SAR 1,951 total
includes taxes & fees
15 Jul - 16 Jul
Adorable Cape Escape W/ Private Beach Access, Full Kitchen, & Perfect Location

Harbor Getaway Unit- #1

Harbor Getaway Unit- #1
Harwich
10.0 out of 10, Exceptional, (3 reviews)
"Quaint room, exactly as advertised. Easy to check in. I would recommend this inn to others."
United States
Ashley H.
The price is SAR 760
SAR 1,208 total
includes taxes & fees
15 Jul - 16 Jul
Harbor Getaway Unit- #1

🐳 The Whale Song - Dog-Friendly Studio

🐳 The Whale Song - Dog-Friendly Studio
Eastham
9.6 out of 10, Exceptional, (15 reviews)
"We enjoyed our stay very much "
United States
Gregg P.
The price is SAR 736
SAR 1,599 total
includes taxes & fees
21 Jul - 22 Jul
🐳 The Whale Song - Dog-Friendly Studio

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 SAR 1,246
SAR 2,685 total
includes taxes & fees
13 Jul - 14 Jul
Coastal Haven in West Dennis

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, (2 reviews)
"Cute little cottage. Clean and pull out couch was very comfy! Great stay for a small group. Perfect location near a lot of very nice beaches. Would recommend Gray’s beach for sunset, parking is free!"
United States
Jessica Y.
The price is SAR 1,014
SAR 2,136 total
includes taxes & fees
13 Jul - 14 Jul
Charming West Yarmouth Cottage- Minutes to Beaches, Dining & Family Fun

New! Island Pines-A Dog Friendly Boutique Oasis

New! Island Pines-A Dog Friendly Boutique Oasis
Wellfleet
9.4 out of 10, Exceptional, (12 reviews)
"Beautiful cozy home on a piney coastal island! Wish we could stay longer. Very central for exploring in all directions on the Cape. Awesome hosts with so many great recommendations and thorough info leading up to the stay."
United States
Kaden P.
The price is SAR 1,801
SAR 3,556 total
includes taxes & fees
15 Jul - 16 Jul
New! Island Pines-A Dog Friendly Boutique Oasis

Cheery house with deck, sunroom & patio - short walk to pond, beach & Rail Trail

Cheery house with deck, sunroom & patio - short walk to pond, beach & Rail Trail
West Brewster
9.6 out of 10, Exceptional, (51 reviews)
"We loved the house. Simple and comfortable, exactly what we needed to relax. thank you."
United States
Michael M.
Cheery house with deck, sunroom & patio - short walk to pond, beach & Rail Trail

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 SAR 559
SAR 941 total
includes taxes & fees
19 Jul - 20 Jul
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

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": You might want to consider this vacation home rental near Chatham, which 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.