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, (102 reviews)
"We absolutely loved this house, very comfortable, well decorated and welcoming atmosphere. It was exactly what we needed for a weekend getaway. We will be back!"
United States
Margot C.
The price is ¥14,268
¥75,819 total
includes taxes & fees
Mar 30 - Mar 31
Quaint Chatham home w/beautiful backyard & furnished multi-level deck, dogs OK

Quaint & Cozy Downtown Chatham Home, Walk to Town and Beaches

Quaint & Cozy Downtown Chatham Home, Walk to Town and Beaches
Chatham
10.0 out of 10, Exceptional, (117 reviews)
"Clean, quiet, and great location."
United States
Tyler B.
The price is ¥28,856
¥79,261 total
includes taxes & fees
Mar 31 - Apr 1
Quaint & Cozy Downtown Chatham Home, Walk to Town and Beaches

Seaside condo with patio, beach access, loft, board games, gas grill, & firepit

Seaside condo with patio, beach access, loft, board games, gas grill, & firepit
Chatham
7.8 out of 10, Good, (18 reviews)
"The property was nice and quiet getaway from the city"
United States
Jorge Z.
The price is ¥22,123
¥81,241 total
includes taxes & fees
Apr 16 - Apr 17
Seaside condo with patio, beach access, loft, board games, gas grill, & firepit

Downtown Chatham Luxury 9 BR Home with Heated Pool. Pets welcome!

Downtown Chatham Luxury 9 BR Home with Heated Pool. Pets welcome!
Chatham
10.0 out of 10, Exceptional, (40 reviews)
"We’ve stayed here 3 times and always love it. Kitchen is very well-stocked, beds are comfortable and you cannot beat the location. Owner is very responsive if there are issues. "
United States
Coleen and Brian F.
Downtown Chatham Luxury 9 BR Home with Heated Pool. Pets welcome!

Walk to Beaches & Dining: Classic Cape Cod Cottage

Walk to Beaches & Dining: Classic Cape Cod Cottage
3.0 star property
Dennis Port
The price is ¥17,634
¥70,121 total
includes taxes & fees
Apr 20 - Apr 21
Walk to Beaches & Dining: Classic Cape Cod Cottage

The Cove at Yarmouth by Westgate Resorts

The Cove at Yarmouth by Westgate Resorts
3.0 star property
West Yarmouth
9.2 out of 10, Wonderful, (256 reviews)
"The staff are amazing! Love the amenities - the pool, recreation center, activities for the kids such as windchime arts and crafts. The arcade is always a hit. The Loft makes it so easy to not have to stress about a place to go to for dinner. The Cove is a great place for everyone! "
United States
Lauren
The price is ¥17,948
¥20,540 total
includes taxes & fees
Mar 30 - Mar 31
The Cove at Yarmouth by Westgate Resorts

Ocean Edge Cape Cod 2 Bed 2 Bath, Golf & Free Resort Access - Brewster, MA

Ocean Edge Cape Cod 2 Bed 2 Bath, Golf & Free Resort Access - Brewster, MA
Brewster
10.0 out of 10, Exceptional, (43 reviews)
"Great place!"
United States
Michael P.
The price is ¥35,925
¥62,402 total
includes taxes & fees
Mar 30 - Mar 31
Ocean Edge Cape Cod 2 Bed 2 Bath, Golf & Free Resort Access - Brewster, MA

The Mod Pod~2 bd/2.5 bth/dog/games/steps to beach

The Mod Pod~2 bd/2.5 bth/dog/games/steps to beach
Wellfleet
The price is ¥31,422
¥89,353 total
includes taxes & fees
Apr 12 - Apr 13
The Mod Pod~2 bd/2.5 bth/dog/games/steps to beach

Coastal Cape Cod 3 bedroom close to the beach, bike path & ponds!

Coastal Cape Cod 3 bedroom close to the beach, bike path & ponds!
West Brewster
10.0 out of 10, Exceptional, (25 reviews)
"Lovely house with nice location."
United States
amy d.
The price is ¥20,440
¥110,545 total
includes taxes & fees
Mar 30 - Mar 31
Coastal Cape Cod 3 bedroom close to the beach, bike path & ponds!

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)
"House was perfect for our family reunion! "
United States
Gregg H.
The price is ¥21,161
¥94,953 total
includes taxes & fees
Mar 30 - Mar 31
Cheery house with deck, sunroom & patio - short walk to pond, beach & Rail Trail

Edgewood on Campground Beach/Steps to the Sand

Edgewood on Campground Beach/Steps to the Sand
Eastham
10.0 out of 10, Exceptional, (9 reviews)
"Cozy cottage right by the beach. Great area not for to restaurants and beaches. Would definitely stay again!"
United States
Melinda W.
The price is ¥31,773
¥78,013 total
includes taxes & fees
Apr 19 - Apr 20
Edgewood on Campground Beach/Steps to the Sand

Coastal Haven in West Dennis -15

Coastal Haven in West Dennis -15
2.0 star property
West Dennis
The price is ¥48,600
¥120,285 total
includes taxes & fees
Apr 17 - Apr 18
Coastal Haven in West Dennis -15

🐚The Bay Cottage on Thumpertown Beach

🐚The Bay Cottage on Thumpertown Beach
Eastham
9.8 out of 10, Exceptional, (11 reviews)
"My group and I had another wonderful stay at the Bay Cottage! The space is sparkling clean when we arrived and the location cannot be beat. Tara is also very responsive and attentive which makes for an even better stay!"
United States
Sophia I.
The price is ¥23,873
¥60,900 total
includes taxes & fees
Apr 16 - Apr 17
🐚The Bay Cottage on Thumpertown Beach

Sal's Place

Sal's Place
2.0 star property
Hyannis
The price is ¥64,124
¥92,627 total
includes taxes & fees
Mar 30 - Mar 31
Sal's Place

Bike to Beach: Centerville Home w/ Deck!

Bike to Beach: Centerville Home w/ Deck!
3.0 star property
Centerville
Bike to Beach: Centerville Home w/ Deck!

The Nantucket Room Unit - #2

The Nantucket Room Unit - #2
Harwich port
9.8 out of 10, Exceptional, (52 reviews)
"amazing location and cute place to stay!"
United States
Adriana A.
The price is ¥15,871
¥30,652 total
includes taxes & fees
Mar 30 - Mar 31
The Nantucket Room Unit - #2

Brewster Green Resort

Brewster Green Resort
3.5 star property
Brewster
9.4 out of 10, Exceptional, (128 reviews)
"Mike is the best. Very clean environment and family welcome"
United States
Catherine
The price is ¥36,711
¥42,017 total
includes taxes & fees
Mar 30 - Mar 31
Brewster Green Resort

Hot Tub/Kayaks/Ebikes/Waterfront-The Lotus

Hot Tub/Kayaks/Ebikes/Waterfront-The Lotus
Eastham
10.0 out of 10, Exceptional, (19 reviews)
"Just a great location, and a very comfortable place. We loved the porch bed and chair. We are looking forward to returning."
United States
David B.
The price is ¥28,965
¥78,286 total
includes taxes & fees
Apr 6 - Apr 7
Hot Tub/Kayaks/Ebikes/Waterfront-The Lotus

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, (6 reviews)
"Lovely property with attentive hosts "
United States
marian t.
The price is ¥103,881
¥193,934 total
includes taxes & fees
Mar 30 - Mar 31
Cape Cod Villa pond front vacation home, retreat, spa, venue, film location

Sleeps 2-8/Soaking Tub/FirePit~Burrows

Sleeps 2-8/Soaking Tub/FirePit~Burrows
Eastham
10.0 out of 10, Exceptional, (7 reviews)
"Overall, we had a really great stay. The home is in a quiet neighborhood & close to the beach. Everything was clean and as described in the listing. "
United States
Kallee M.
The price is ¥24,927
¥83,389 total
includes taxes & fees
Apr 12 - Apr 13
Sleeps 2-8/Soaking Tub/FirePit~Burrows
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?

Quaint & Cozy Downtown Chatham Home, Walk to Town and Beaches: This highly rated vacation home rental in Chatham is located in the city center and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. You can relax into your vacation with a garden and a selection of games. Another good choice for your trip to Chatham is Downtown Chatham Luxury 9 BR Home with Heated Pool. Pets welcome!.

How many vacation rentals are there in Chatham?

With 273 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 Chatham Railroad Museum, whereas Chatham Lighthouse Beach and Ridgevale Beach are a couple of picturesque spots to enjoy the outdoors. While here, Chatham Lighthouse and Cape Cod Beaches 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.