Chatham Holiday Rentals

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Holiday Rentals in Chatham

Darling, secluded cottage with large yard - walk to Chatham & Lighthouse Beach
9.6 out of 10, Exceptional, (29)
"Great visit! Clean property a bit tucked in the woods but overall close to everything and a great spot for the price!"
United States
Christian B.
The price is NZ$606
includes taxes & fees
26 Oct - 27 Oct
Darling, secluded cottage with large yard - walk to Chatham & Lighthouse Beach
Seaside condo with patio, beach access, loft, board games, gas grill, & firepit
7.8 out of 10, Good, (18)
"The location of property was perfect for the reason I was in Chatham.Bed was comfortable and the unit was clean. Perfect for 1-2 people. "
United States
Gretta M.
The price is NZ$644
includes taxes & fees
21 Oct - 22 Oct
Seaside condo with patio, beach access, loft, board games, gas grill, & firepit
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. "
United States
Mike D.
The price is NZ$717
includes taxes & fees
21 Oct - 22 Oct
Quaint Chatham home w/beautiful backyard & furnished multi-level deck, dogs OK
Quaint & Cozy Downtown Chatham Home, Walk to Town and Beaches
10.0 out of 10, Exceptional, (114)
"Comfortable and terrific location"
United States
Barry L.
The price is NZ$866
includes taxes & fees
21 Oct - 22 Oct
Quaint & Cozy Downtown Chatham Home, Walk to Town and Beaches
Beautiful, cozy ranch home w/ a deck - walking distance to Downtown Chatham
8.6 out of 10, Excellent, (26)
"Our family took our first vacation as a family of 3 and the house was perfect!"
United States
Cara A.
The price is NZ$928
includes taxes & fees
21 Oct - 22 Oct
Beautiful, cozy ranch home w/ a deck - walking distance to Downtown Chatham
Downtown Chatham Gem – Walk to Beach, Shops, C.B.I, & Dining Family-Friendly!
4.0 star property
10.0 out of 10, Exceptional, (17)
"Walk to all the shops and beaches. Quiet neighborhood, yet still in the heart of a beautiful Cape Cod home. Large table on a pretty porch that sits 12 people comfortably. Nice back yard. Very clean. Bill, the owner, was very responsive. You will enjoy your stay here!!"
United States
Diane C.
The price is NZ$3,083
includes taxes & fees
28 Oct - 29 Oct
Downtown Chatham Gem – Walk to Beach, Shops, C.B.I, & Dining Family-Friendly!
Stunning Beach Retreat - Walk to Beach - Chatham Bars Inn - Town + Game Room
4.0 star property
10.0 out of 10, Exceptional, (21)
"We had a lovely time celebrating my wife’s 60th birthday at this beautiful Chatham property. The house fit four generations perfectly, with great spaces to gather, nearby beach access, and a fun swing set for the little ones. The Chatham Bars Inn, where we ate and played tennis, is in easy walking distance. Bill, the property manager, was very responsive. "
United States
Pierre V.
The price is NZ$3,732
includes taxes & fees
28 Oct - 29 Oct
Stunning Beach Retreat - Walk to Beach - Chatham Bars Inn - Town + Game Room
Brewster Green Resort
3.5 star property
9.4 out of 10, Exceptional, (113)
"Great centralized location for all of our travel destinations. Nantucket, Martha’s Vineyard, Hyannis, Chatham and Provincetown. Very clean and spacious accommodations. Highly recommend for families with small children. "
United States
Selma
The price is NZ$305
includes taxes & fees
22 Oct - 23 Oct
Brewster Green Resort
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
Spectacular Private Waterfront Cottage on Bayside. Panoramic Views. Pet Friendly
10.0 out of 10, Exceptional, (74)
"Beautiful views in a quiet and private location. Cottage had everything we needed and nicely appointed."
United States
Janice H.
The price is NZ$940
includes taxes & fees
6 Nov - 7 Nov
Spectacular Private Waterfront Cottage on Bayside. Panoramic Views. Pet Friendly
🌊The Ocean Cottage on Thumpertown Beach
9.4 out of 10, Exceptional, (9)
"We absolutely loved the place and the location right near Thumpertown Beach was perfect!"
United States
Jeff P.
🌊The Ocean Cottage on Thumpertown Beach
Gorgeous lake beachfront private apartment with canoe, kayaks, & home theatre
10.0 out of 10, Exceptional, (107)
"Hosts were very kind and inviting Very nice home with access to a beautiful pond"
United States
Micheal
Gorgeous lake beachfront private apartment with canoe, kayaks, & home theatre
The Alpine/Walk to Beach for 2 or more!
9.2 out of 10, Wonderful, (11)
"Quiet peaceful location. "
United States
Anonymous traveller
The price is NZ$971
includes taxes & fees
21 Oct - 22 Oct
The Alpine/Walk to Beach for 2 or more!
Edgewood on Campground Beach/Steps to the Sand
10.0 out of 10, Exceptional, (9)
"Wonderful location and lovely stay at the cottage. Would book again!"
United States
MelanieC
The price is NZ$746
includes taxes & fees
22 Oct - 23 Oct
Edgewood on Campground Beach/Steps to the Sand
Castaway Cottage on the bay~Dog Friendly Too!
9.8 out of 10, Exceptional, (12)
"Very enjoyable. Staff were quick to answer any questions."
United States
Allison M.
The price is NZ$717
includes taxes & fees
21 Oct - 22 Oct
Castaway Cottage on the bay~Dog Friendly Too!
Cottages at the Even'tide Resort
2.5 star property
9.8 out of 10, Exceptional, (9)
"Great location & resort catering to all your needs to thoroughly enjoy yourself "
United States
Anonymous traveller
Cottages at the Even'tide Resort
Coastal Cape Cod 3 bedroom close to the beach, bike path & ponds!
2.0 star property
10.0 out of 10, Exceptional, (24)
"Very nice house and neighborhood. We enjoyed our stay very much and hope to return next year!"
United States
Lisa D.
The price is NZ$1,124
includes taxes & fees
18 Nov - 19 Nov
Coastal Cape Cod 3 bedroom close to the beach, bike path & ponds!
Beau Breeze~3b/2b by Cooks Brook Beach/Dog Too!
9.4 out of 10, Exceptional, (3)
"The home was clean, cool and comfortable. Booking was easy and effortless! Can’t wait to go back!"
United States
Kim S.
The price is NZ$950
includes taxes & fees
21 Oct - 22 Oct
Beau Breeze~3b/2b by Cooks Brook Beach/Dog Too!
Captain's Quarters by Nauset Beach
10.0 out of 10, Exceptional, (6)
"Cape Cod cottage close to the beach."
United States
Bill B.
The price is NZ$915
includes taxes & fees
21 Oct - 22 Oct
Captain's Quarters by Nauset Beach
Cheery house with deck, sunroom & patio - short walk to pond, beach & Rail Trail
9.6 out of 10, Exceptional, (50)
"Clean, lots of space, great location"
United States
Jenna M. B.
The price is NZ$905
includes taxes & fees
21 Oct - 22 Oct
Cheery house with deck, sunroom & patio - short walk to pond, beach & Rail Trail
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, 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 NZ$305 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.

How many holiday rentals are there in Chatham?

With 280 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.