Chatham Holiday Rentals

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Check prices for these dates

In two weeks
24 Oct - 26 Oct
In one month
7 Nov - 9 Nov
In two months
5 Dec - 7 Dec
In three months
2 Jan - 4 Jan

Holiday Rentals in Chatham

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, (99)
"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 HK$693
HK$3,178 total
includes taxes & fees
13 Oct - 14 Oct
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, (358)
"Nice rooms nice property great location"
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, (287)
"All around a great place to stay!"
The price is HK$1,568
HK$1,795 total
includes taxes & fees
16 Oct - 17 Oct
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, (113)
"Nice big space. "
The price is HK$1,860
HK$2,129 total
includes taxes & fees
23 Oct - 24 Oct
Brewster Green Resort
Riverview Resort
Sun deck

Riverview Resort

3.0 star property
9.2 out of 10, Wonderful, (165)
"The room was big and very clean. The hotel is quaint and quiet. It does not have an elevator which could be an issue for some but we made it work. Overall a great place to stay. Very comfortable and inviting and we loved the amenities."
The price is HK$1,552
HK$1,776 total
includes taxes & fees
19 Oct - 20 Oct
Riverview 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, (319)
"Clean, friendly staff and enjoyed the Loft Shack which is perfectly located adjacent to the outdoor pool. "
The Cove at Yarmouth by VRI Americas
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, (133)
"Great stay."
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, (227)
"Perfect for a couple and two kids"
Steps to the Ocean! Perfect Location!!!
Oceanfront w/Private Stairs to Beach and Spectacular Sunsets!
Terrace/patio

Oceanfront w/Private Stairs to Beach and Spectacular Sunsets!

10.0 out of 10, Exceptional, (26)
"Heaven! Best spot on the end of cul de sac with stunning water views from all rooms, especially the outdoor deck. Clean, comfortable and nicely decorated. Great communication pre check-in and during stay. Did not want to leave! Look forward to future stay. "
Oceanfront w/Private Stairs to Beach and Spectacular Sunsets!
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, (26)
"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, (172)
"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 HK$693
HK$2,433 total
includes taxes & fees
16 Oct - 17 Oct
2 Bedroom, 2 Bath, 1100 sqft, sun porch, eat in kitchen, Washer/Dryer, Gas Grill
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 HK$2,639
HK$4,677 total
includes taxes & fees
13 Oct - 14 Oct
Cape Cod Oceanfront Condo with Ocean View & Private Sandy Beach! [in Building A]
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, (118)
"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!
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
Gorgeous Cottage steps from the beach
Beach nearby, sun-loungers

Gorgeous Cottage steps from the beach

8.4 out of 10, Very good, (24)
"Location to town & beach was great. Cottage was listed accurate online. Communication with owner was welcoming. The cottage was a nice weekend get away."
Gorgeous Cottage steps from the beach
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, (115)
"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 HK$4,896
HK$9,255 total
includes taxes & fees
11 Oct - 12 Oct
Stunning Oceanfront Home With Amazing Views ~ Private Beach! Ocean Beach Vista!
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, (123)
"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!
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

9.4 out of 10, Exceptional, (29)
"Nice little spot to get away for a few days. Great location, very accommodating. "
Steps to private Beach, Golf Course, AC, tandem Kayak for Guests
OCEANFRONT, PRIVATE BEACH AND DECK, AMAZING VIEWS, KAYAKS, 2 Story House, 4+BR
Exterior

OCEANFRONT, PRIVATE BEACH AND DECK, AMAZING VIEWS, KAYAKS, 2 Story House, 4+BR

10.0 out of 10, Exceptional, (110)
"Location!!! Really beautiful spot. Perfectly nice house with comfortable beds. "
OCEANFRONT, PRIVATE BEACH AND DECK, AMAZING VIEWS, KAYAKS, 2 Story House, 4+BR
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

Hyannis Harbor Hotel

Hyannis Harbor Hotel

10/10 Excellent
"Execelwl "
Mark 2-night trip
Posted 3 days ago
Hyannis Harbor Hotel

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 holiday rental in Chatham?

Yes, there are holiday rentals in Chatham close to Chatham Railroad Museum, or you can select a more secluded option if you're looking for a relaxing 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 holiday rentals that Chatham has to offer?

Downtown Chatham Luxury 9 BR Home with Heated Pool. Pets welcome!: This highly rated holiday home rental in Chatham is located in the city centre, and has an outdoor pool, a fireplace and a BBQ 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 that you can cook with friends or family. It offers a patio, a garden and a selection of games so that you can immerse yourself in your holiday.

How many holiday rentals are there in Chatham?

With 283 Expedia holiday rentals, you're guaranteed 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 holiday rentals like in Chatham?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Chatham. Holiday rentals offer extras such as hot tubs, fire pits and patios to help you enjoy your stay. If you're concerned about a clean environment, a holiday rental can offer a sense of safety away from public hotel lifts and lobbies bustling with people while still allowing you the enjoyment of travel. You'll also have more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is an attractive choice for families.