Chatham Vacation Rentals

Start date: Check-in selected.
To Date
End date: Check-out
    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
Sep 25 - Sep 26
Tomorrow
Sep 26 - Sep 27
This weekend
Sep 26 - Sep 28
Next weekend
Oct 3 - Oct 5

Vacation Rentals in Chatham

Our top choices for Chatham vacation rentals

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

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

10.0 out of 10, Exceptional, (38)
"Great place for a family get together "
Downtown Chatham Luxury 9 BR Home with Heated Pool. Pets welcome!
Quaint Chatham home w/beautiful backyard & furnished multi-level deck, dogs OK
Microwave, oven, stovetop, dishwasher

Quaint Chatham home w/beautiful backyard & furnished multi-level deck, dogs OK

9.6 out of 10, Exceptional, (98)
"Stayed here for a weekend with my fiance and our dog and it was perfect. Short 5 minute drive from downtown and all the great restaurants and shopping. Very dog friendly with fenced in backyard. "
The price is ￥16,370
￥65,409 total
includes taxes & fees
Sep 30 - Oct 1
Quaint Chatham home w/beautiful backyard & furnished multi-level deck, dogs OK
Holly Tree Resort
Front of property

Holly Tree Resort

3.0 star property
9.0 out of 10, Wonderful, (355)
"Excellent place to stay, near great restaurants and shopping."
Holly Tree Resort
Edgewater Beach Resort, a VRI resort
BBQ/picnic area

Edgewater Beach Resort, a VRI resort

3.5 star property
8.8 out of 10, Excellent, (286)
"All around a great place to stay!"
The price is ￥27,704
￥31,707 total
includes taxes & fees
Oct 23 - Oct 24
Edgewater Beach Resort, a VRI resort
Brewster Green Resort
Indoor pool, outdoor pool

Brewster Green Resort

3.5 star property
9.4 out of 10, Exceptional, (111)
"I only stayed for a night, but I found the property comfortable and quiet and I enjoyed the hot tub."
The price is ￥27,847
￥31,872 total
includes taxes & fees
Sep 28 - Sep 29
Brewster Green Resort
The Cove at Yarmouth by VRI Americas
Aerial view

The Cove at Yarmouth by VRI Americas

3.5 star property
9.2 out of 10, Wonderful, (317)
"Clean, friendly staff and enjoyed the Loft Shack which is perfectly located adjacent to the outdoor pool. "
The Cove at Yarmouth by VRI Americas
Riverview Resort
Sundeck

Riverview Resort

3.0 star property
9.2 out of 10, Wonderful, (163)
"Overall everything was great. Rooms are clean. Very quiet. The upper outside deck requires repair but my understanding is owners association is aware and addressing. I think its our fourth time there. Keep going back. Only thing is we wished there was an outdoor pool. Would be great on those warm sunny days."
The price is ￥28,030
￥32,080 total
includes taxes & fees
Oct 22 - Oct 23
Riverview Resort
Steps to the beach with an ocean view,
On the beach, sun loungers, beach towels

Steps to the beach with an ocean view,

10.0 out of 10, Exceptional, (129)
"The house is a perfect place to stay. Close to the beach and the town of Hyannis. An ideal location for discovering the Cape Cod area. We felt relaxed and comfortable when we were there."
Steps to the beach with an ocean view,
Steps to the Ocean! Perfect Location!!!
Beach nearby, sun loungers

Steps to the Ocean! Perfect Location!!!

10.0 out of 10, Exceptional, (224)
"Perfect for a couple and two kids"
Steps to the Ocean! Perfect Location!!!
Stunning Oceanfront Home With Amazing Views ~ Private Beach! Ocean Beach Vista!
Interior

Stunning Oceanfront Home With Amazing Views ~ Private Beach! Ocean Beach Vista!

9.4 out of 10, Exceptional, (114)
"This property was as advertised. Right on a private beach, the views here are incredible. Make sure you plan to see a sunrise or sunset! Owner is very easy to work with and responsive. "
The price is ￥133,789
￥228,745 total
includes taxes & fees
Oct 11 - Oct 12
Stunning Oceanfront Home With Amazing Views ~ Private Beach! Ocean Beach Vista!
Cape Cod Oceanfront Condo with Ocean View & Private Sandy Beach! [in Building A]
Interior

Cape Cod Oceanfront Condo with Ocean View & Private Sandy Beach! [in Building A]

9.6 out of 10, Exceptional, (136)
"Great location by the beach. We loved staying here!"
The price is ￥50,450
￥89,420 total
includes taxes & fees
Oct 13 - Oct 14
Cape Cod Oceanfront Condo with Ocean View & Private Sandy Beach! [in Building A]
Steps to a private beach in a classic Cape cottage. Pet-friendly!
On the beach, sun loungers, beach towels

Steps to a private beach in a classic Cape cottage. Pet-friendly!

8.8 out of 10, Excellent, (25)
"Quaint, quiet on the off season, great outdoor shower with plenty of hot water! Perfect beach getaway! "
Steps to a private beach in a classic Cape cottage. Pet-friendly!
2 Bedroom, 2 Bath, 1100 sqft, sun porch, eat in kitchen, Washer/Dryer, Gas Grill
Outdoor dining

2 Bedroom, 2 Bath, 1100 sqft, sun porch, eat in kitchen, Washer/Dryer, Gas Grill

10.0 out of 10, Exceptional, (171)
"Perfect spot for a few days away with the kids. The house had everything we needed and was in a great location! Would definitely rent again. "
The price is ￥13,260
￥46,518 total
includes taxes & fees
Oct 1 - Oct 2
2 Bedroom, 2 Bath, 1100 sqft, sun porch, eat in kitchen, Washer/Dryer, Gas Grill
THE BOAT HOUSE LOFT ~ CAPE COD'S MOST AFFORDABLE WATERFRONT ~ OFF SEASON RATES!
Dining

THE BOAT HOUSE LOFT ~ CAPE COD'S MOST AFFORDABLE WATERFRONT ~ OFF SEASON RATES!

9.4 out of 10, Exceptional, (117)
"Exceptional location on Swan Lake. We enjoyed kayaking and biking every day. Our dog had a blast as well. Very gracious owner, gave us lots of good info."
THE BOAT HOUSE LOFT ~ CAPE COD'S MOST AFFORDABLE WATERFRONT ~ OFF SEASON RATES!
Mermaid Cottage! beautiful propety!
Beach nearby, sun loungers, beach towels

Mermaid Cottage! beautiful propety!

10.0 out of 10, Exceptional, (104)
"Great property and location!"
Mermaid Cottage! beautiful propety!
Cape Cod Oceanfront New Condo with Ocean View & Private Beach! [in Building B]
Property grounds

Cape Cod Oceanfront New Condo with Ocean View & Private Beach! [in Building B]

9.8 out of 10, Exceptional, (112)
"Fantastic property and owner. Highly recommend."
Cape Cod Oceanfront New Condo with Ocean View & Private Beach! [in Building B]
beachfront cottage at Chases Ocean Grove
On the beach, sun loungers

beachfront cottage at Chases Ocean Grove

9.6 out of 10, Exceptional, (33)
"Beautiful cottage within feet of the beach and can walk to almost anything you may need. Great communication with the owner. "
beachfront cottage at Chases Ocean Grove
MAYFLOWER BEACH! Waterview Home with Central A/C Across from Mayflower Beach
On the beach

MAYFLOWER BEACH! Waterview Home with Central A/C Across from Mayflower Beach

9.6 out of 10, Exceptional, (51)
"We’d love to stay here again."
MAYFLOWER BEACH! Waterview Home with Central A/C Across from Mayflower Beach
Luxury 7 BR, 4 BA w/ Unique 60 ft Pool, .4 Miles to Beach
Pool

Luxury 7 BR, 4 BA w/ Unique 60 ft Pool, .4 Miles to Beach

10.0 out of 10, Exceptional, (73)
"Very homey, spacious place!"
Luxury 7 BR, 4 BA w/ Unique 60 ft Pool, .4 Miles to Beach
Oceanfront Escape house on SeaView Beach, Dog-Friendly!
On the beach, sun loungers, beach umbrellas, beach towels

Oceanfront Escape house on SeaView Beach, Dog-Friendly!

9.8 out of 10, Exceptional, (121)
"We had a wonderful time on the Cape visiting with family from out of state. It was their first time on the Cape, and the location couldn't have been better! The host was kind and helpful. We would definitely stay here again. "
Oceanfront Escape house on SeaView Beach, Dog-Friendly!
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Chatham Hotel Reviews

Aiden by Best Western Cape Cod - West Yarmouth

Aiden by Best Western Cape Cod - West Yarmouth

10/10 Excellent
"I have stayed here before and looks like they have done some renovations to the property. nice and clean and very comfortable"
stephen 2-night trip
Posted 4 hours ago
Aiden by Best Western Cape Cod - West Yarmouth

Find out more about Chatham

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:

  • View our selection of featured holiday rentals in Chatham
  • Use the map to find apartments and other holiday homes in the Chatham neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Chatham while they last

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

Explore a world of travel with Expedia

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?

Downtown Chatham Luxury 9 BR Home with Heated Pool. Pets welcome!: Visitors give good reviews to this Chatham vacation home rental, which is located in the city center and has an outdoor pool, a fireplace, and a barbecue grill to put you at ease in your new surroundings. It has 9 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a patio, a garden, and a selection of games so you can immerse yourself in your vacation.

How many vacation rentals are there in Chatham?

With 299 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 Atwood House Museum and Gallery Antonia, 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.