Chatham Vacation Rentals

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Check prices for these dates

Tonight
Aug 8 - Aug 9
Tomorrow
Aug 9 - Aug 10
This weekend
Aug 8 - Aug 10
Next weekend
Aug 15 - Aug 17

Vacation Rentals in Chatham

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

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

7.8 out of 10, Good, (16)
"This rental home set the stage for an enjoyable getaway. It was well stocked with what we needed for a few days away (dish soap, toiletries, sponge, towels, bedding, etc.), and the pictures are accurate to the setup of the home. It is located in a beautiful location near a private beach and marina which were the highlight of our stay. The area was quiet and allowed for quality family time."
The price is ￥72,588
￥131,464 total
includes taxes & fees
Aug 31 - Sep 1
Seaside condo with patio, beach access, loft, board games, gas grill, & firepit
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, (96)
"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 ￥50,841
￥111,361 total
includes taxes & fees
Aug 25 - Aug 26
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, (347)
"Very nice place to stay "
Holly Tree 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, (310)
"Clean, friendly staff and enjoyed the Loft Shack which is perfectly located adjacent to the outdoor pool. "
The price is ￥64,677
￥77,405 total
includes taxes & fees
Aug 13 - Aug 14
The Cove at Yarmouth by VRI Americas
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, (281)
"All around a great place to stay!"
The price is ￥60,426
￥69,156 total
includes taxes & fees
Sep 9 - Sep 10
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, (105)
"Nice and clean"
The price is ￥44,174
￥50,557 total
includes taxes & fees
Sep 7 - Sep 8
Brewster Green Resort
Riverview Resort
Sundeck

Riverview Resort

3.0 star property
9.2 out of 10, Wonderful, (162)
"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 ￥46,088
￥52,749 total
includes taxes & fees
Aug 12 - Aug 13
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, (124)
"We had a wonderful time staying in Hyannis off season (April vacation for CT, but not for MA)! The host provided us with everything we needed and the location can't be beat! It's in a very walkable area, close to Main Street and the beach! We would love to come back again in the warmer weather! "
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, (217)
"Perfect for a couple and two kids"
Steps to the Ocean! Perfect Location!!!
Ocean Breeze Motel - Standard Double
Beach

Ocean Breeze Motel - Standard Double

9.8 out of 10, Exceptional, (48)
"Clean, comfortable hotel with good sized room and great shower. Good coffee and breakfast included with many options. Joanna, the owner was very helpful with suggestions in the area- biking, beach, sunsets, sea food restaurants. Had a great stay! "
The price is ￥23,491
￥30,266 total
includes taxes & fees
Sep 8 - Sep 9
Ocean Breeze Motel - Standard Double
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, (161)
"Place was adorable perfect for what we needed. Perfect location, centralized for all your needs and wants"
The price is ￥19,837
￥54,826 total
includes taxes & fees
Aug 14 - Aug 15
2 Bedroom, 2 Bath, 1100 sqft, sun porch, eat in kitchen, Washer/Dryer, Gas Grill
Stunning Oceanfront Home With Amazing Views ~ Private Beach - capeoceanvista
Interior

Stunning Oceanfront Home With Amazing Views ~ Private Beach - capeoceanvista

9.6 out of 10, Exceptional, (111)
"Absolutely gorgeous location with amazing views and lots of privacy in the winter. Will stay again!"
Stunning Oceanfront Home With Amazing Views ~ Private Beach - capeoceanvista
Mermaid Cottage! beautiful propety!
Beach nearby, sun loungers, beach towels

Mermaid Cottage! beautiful propety!

10.0 out of 10, Exceptional, (102)
"Great property and location!"
Mermaid Cottage! beautiful propety!
Cape Cod/Oceanfront on Nantucket Sound w/ Private Beach & Deck, Free Kayaks
Smart TV, DVD player

Cape Cod/Oceanfront on Nantucket Sound w/ Private Beach & Deck, Free Kayaks

9.8 out of 10, Exceptional, (176)
"Very happy with our stay"
Cape Cod/Oceanfront on Nantucket Sound w/ Private Beach & Deck, Free Kayaks
Deluxe 2 Queens Size Beds Hotel Room in Yarmouth, 2 miles from Hyannis Main St.
1 bedroom, iron/ironing board, WiFi, bed sheets

Deluxe 2 Queens Size Beds Hotel Room in Yarmouth, 2 miles from Hyannis Main St.

9.0 out of 10, Wonderful, (2)
"Very nice and clean. Would definitely stay here again "
The price is ￥58,629
￥86,442 total
includes taxes & fees
Aug 10 - Aug 11
Deluxe 2 Queens Size Beds Hotel Room in Yarmouth, 2 miles from Hyannis Main St.
Steps to private Beach, Golf Course, AC, tandem Kayak for Guests
Beach nearby, sun loungers

Steps to private Beach, Golf Course, AC, tandem Kayak for Guests

9.6 out of 10, Exceptional, (24)
"Enjoyed our stay: clean, modern and great location."
Steps to private Beach, Golf Course, AC, tandem Kayak for Guests
"Awesome Vacation while staying at "HomeAway" from Home"
Indoor pool, outdoor pool

"Awesome Vacation while staying at "HomeAway" from Home"

8.4 out of 10, Very Good, (78)
"Great spot for a beach getaway!"
The price is ￥17,727
￥29,588 total
includes taxes & fees
Sep 7 - Sep 8
"Awesome Vacation while staying at "HomeAway" from Home"
Beachfront Dennis Condo w/ Patio, Dogs Welcome
Fridge, microwave, stovetop, dishwasher

Beachfront Dennis Condo w/ Patio, Dogs Welcome

2.0 star property
Beachfront Dennis Condo w/ Patio, Dogs Welcome
Walk To Beach - Comfortable 2BR Cottage
Fridge, microwave, oven, stovetop

Walk To Beach - Comfortable 2BR Cottage

9.8 out of 10, Exceptional, (32)
"We had a wonderful stay. Convenient location, clean and updated. Would stay here again!"
Walk To Beach - Comfortable 2BR Cottage
beachfront cottage at Chases Ocean Grove
On the beach, sun loungers

beachfront cottage at Chases Ocean Grove

9.8 out of 10, Exceptional, (29)
"Very rustic cottage, close to beach, relaxing"
beachfront cottage at Chases Ocean Grove
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

Margaritaville Resort Cape Cod

Margaritaville Resort Cape Cod

10/10 Excellent
"I knew there would be a lot of kids and there were. That's okay it is a water park. I did not like having to pay $20 for 1pm check in. Really? Loved the Landshark Bar. "
Ernest 4-night trip
Posted 1 day ago
Margaritaville Resort Cape Cod

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?

Ocean Breeze Motel - Standard Double: You might want to consider this vacation home rental near Chatham, which offers a selection of books and air-conditioning to help you feel comfortable in your new surroundings. Kitchen amenities like a fridge and a microwave can make your vacation run smoothly.

How many vacation rentals are there in Chatham?

With 296 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.