Photo by George Sykes

Holiday Rentals in Chatham

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Our top choices for Chatham holiday rentals

9.6 out of 10, Exceptional, (30)
"CutePrivateGreat outdoor showe "
United States
Stephanie D.
The price is €288
includes taxes & fees
10 Jan - 11 Jan
Darling, secluded cottage with large yard - walk to Chatham & Lighthouse Beach
9.6 out of 10, Exceptional, (102)
"House was as advertised. Very clean and comfortable.we loved the fireplace and the large deck was great.we walked to Hardings beach in the morning.Highly recommend this vacation home"
United States
Linda W.
The price is €366
includes taxes & fees
11 Jan - 12 Jan
Quaint Chatham home w/beautiful backyard & furnished multi-level deck, dogs OK
10.0 out of 10, Exceptional, (117)
"Clean, lovely cottage. Excellent location. "
United States
Dottie P.
The price is €429
includes taxes & fees
15 Jan - 16 Jan
Quaint & Cozy Downtown Chatham Home, Walk to Town and Beaches
8.6 out of 10, Excellent, (26)
"This was a very nice place to stay, the location was perfect. A short walk to town and centrally located on the Cape as a whole. This home had all of the amenities need for a comfortable stay."
United States
Jeffrey A.
The price is €477
includes taxes & fees
21 Jan - 22 Jan
Beautiful, cozy ranch home w/ a deck - walking distance to Downtown Chatham

Aparthotel in West Yarmouth

The Cove at Yarmouth by Westgate Resorts
3.0 star property
9.2 out of 10, Wonderful, (244)
"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 €126
includes taxes & fees
11 Jan - 12 Jan
The Cove at Yarmouth by Westgate Resorts

Aparthotel in Brewster

Brewster Green Resort
3.5 star property
9.4 out of 10, Exceptional, (123)
"The front desk staff are So pleasant to deal with. Pool is huge and the kids loved the game room"
United States
PAUL
The price is €136
includes taxes & fees
10 Jan - 11 Jan
Brewster Green Resort

Condo in Harwich port

The Nantucket Room Unit - #2
9.8 out of 10, Exceptional, (49)
"amazing location and cute place to stay!"
United States
Adriana A.
The price is €168
includes taxes & fees
21 Jan - 22 Jan
The Nantucket Room Unit - #2
9.0 out of 10, Wonderful, (63)
"Clean, beautiful, great location "
United States
Jennifer B.
The price is €280
includes taxes & fees
10 Jan - 11 Jan
Quaint condo near private beach access with fireplace - close to dining
10.0 out of 10, Exceptional, (76)
"Beautiful views in a quiet and private location. Cottage had everything we needed and nicely appointed."
United States
Janice H.
The price is €395
includes taxes & fees
12 Jan - 13 Jan
Spectacular Private Waterfront Cottage on Bayside. Panoramic Views. Pet Friendly
2.0 star property
9.0 out of 10, Wonderful, (2)
"Very cute cottage. Very clean and grounds well manicured. "
United States
Anonymous traveller
The price is €284
includes taxes & fees
12 Jan - 13 Jan
Cottage Oasis by Lake with Kayaks, Fire Pit & a Huge Yard

Holiday Home in Dennis

Eazy Breezy Beach Home
9.4 out of 10, Exceptional, (3)
"Great location"
United States
alyssa w.
The price is €202
includes taxes & fees
11 Jan - 12 Jan
Eazy Breezy Beach Home
2.0 star property
10.0 out of 10, Exceptional, (25)
"Lovely house with nice location."
United States
amy d.
The price is €632
includes taxes & fees
16 Jan - 17 Jan
Coastal Cape Cod 3 bedroom close to the beach, bike path & ponds!
10.0 out of 10, Exceptional, (2)
"Great house with comfy beds. Would consider staying again. "
United States
Susan C.
The price is €426
includes taxes & fees
21 Jan - 22 Jan
Lovely House 5 Min to Beach with Deck, Grill, Garage
The price is €396
includes taxes & fees
11 Jan - 12 Jan
Relaxed coastal cottage close to the beach with e-bikes, firepit, deck & AC
9.8 out of 10, Exceptional, (7)
"Great location, walk to beach. Close to restaurants and pirate's cove mini golf. Beds were comfy. In-house laundry was convenient. Great outdoor shower. "
United States
Amanda W.
The price is €526
includes taxes & fees
11 Jan - 12 Jan
Charming House by the Beach with Patio, Grill, FirePit
9.2 out of 10, Wonderful, (11)
"The location was awesome, the house was clean and spacious, and overall it was terrific! I would highly recommend."
United States
Jennifer G.
The price is €463
includes taxes & fees
11 Jan - 12 Jan
The Alpine/Walk to Beach for 2 or more!
9.8 out of 10, Exceptional, (11)
"Host was very responsive and the house provided everything we needed. Great location! "
United States
Ashley M.
The price is €454
includes taxes & fees
16 Jan - 17 Jan
Cozy Large Home in Harwich with Patio near Wequassett Resort
10.0 out of 10, Exceptional, (21)
"We loved the luxury bed linens, large kitchen & living area & the fact that it was pet friendly in a lovely neighborhood!"
United States
Jennifer G.
The price is €438
includes taxes & fees
11 Jan - 12 Jan
The Pet-Friendly Surf Shack Hideaway on the Cove
10.0 out of 10, Exceptional, (41)
"Great clean place. Host was very quick to respond. I would definitely recommend staying here. "
United States
Ginnie W.
The price is €297
includes taxes & fees
11 Jan - 12 Jan
Ocean Edge Cape Cod 2 Bed 2 Bath, Golf & Free Resort Access - Brewster, MA
10.0 out of 10, Exceptional, (23)
"The beach view was wonderful. The beds are comfy. Local restaurants are abundant. It was easy to feel comfortable in this cottage. "
United States
Gerard B.
The price is €461
includes taxes & fees
11 Jan - 12 Jan
Sand Bar-Dog Friendly on Cooks Brook Beach
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

Everything you need to know about Chatham holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Chatham holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Chatham holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Chatham holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Chatham. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Chatham holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Chatham holiday rentals we have selected for you start as low as €126 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Chatham rentals

At Expedia, we put the best Chatham holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Chatham rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Chatham holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Chatham. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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. Some other top choices in Chatham are Breathtaking Riverfront Home with a Lovely Deck, Close to Beach - Dogs OK and Walk to Chatham Main St., boutiques, restaurants, galleries, and nightlife!.

How many holiday rentals are there in Chatham?

With 274 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 Gallery Antonia and Monomoy Theatre, whereas Chatham Lighthouse Beach and Ridgevale Beach are a couple of picturesque spots to enjoy the outdoors. While here, Chatham Lighthouse and Cockle Cove Beach 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.