Chatham Holiday Rentals: Short-Term Accommodations for Rent

Q: What are some of the best holiday rentals that Chatham has to offer?

Cape Cod's "Beach Rose" : This holiday home rental outside of Chatham offers a patio, a selection of games and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

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In two weeks

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Our top choices for Chatham holiday rentals

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

Chatham

Erin M.

HK$5,524 total

includes taxes & fees

14 Jul - 15 Jul

Waterfront Chatham Village, Short Walk to Town & Lighthouse Beach

Chatham

shelly c.

HK$22,411 total

includes taxes & fees

18 Jul - 19 Jul

Main Street Hyannis 1-bedroom Apartment Walk Everywhere!

Barnstable

HK$4,127 total

includes taxes & fees

15 Jul - 16 Jul

The Nantucket Room Unit - #2

Harwich port

Adriana A.

HK$3,028 total

includes taxes & fees

13 Jul - 14 Jul

Fridge, microwave, stovetop, coffee/tea maker

Private Cape Cod Cottage. Walk to Ellis Landing Beach!

Brewster

Samantha K.

Family-friendly house w/gas grill, deck, streaming services - near Haigis Beach

Dennis Port

HK$4,118 total

includes taxes & fees

15 Jul - 16 Jul

Beach Walks, Books & Bay Sunsets

Brewster

Ocean Edge Resort ground-floor condo with access to pools, hot tub, & tennis

Brewster

Joe K.

HK$5,232 total

includes taxes & fees

14 Jul - 15 Jul

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Top Chatham Hotel Reviews

Holiday Hill Inn & Suites

10/10 Excellent

"Good spot"

Heritage House Inn on Cape Cod, an Ascend Collection Hotel

10/10 Excellent

"The location of the property is terrific. We never used the car once we got there. Easy walk to Hyline ferry and Main St for shopping and restaurants. The hotel was updated this past winter and it shows well. The beds were comfortable and the room was quiet. Great value for this price point!"

Red Jacket Beach Resort

8/10 Good

"It was great to find a property that offered a private beach, an outdoor pool, and an indoor pool all in one location. The rooms were nice and had a nice view overlooking the pool. The only reason I didn’t give it five stars is that the property could use a quick and convenient outdoor food option. The onsite restaurant could also benefit from some updating and more casual, poolside dining choices. Otherwise, if you’re looking for a family-friendly hotel with easy beach access, don’t hesitate to book!"

Chatham Wayside Inn

8/10 Good

"We thought the place was good not great. We upgraded to a king room with patio and we got the room right above the restaurant facing the whale art so very little privacy. The rooms advertised online seem much more private. Cute stay though and great location. The breakfast is bare minimum with eggs being the only warm option."

Uncommoner Hotel by Reverie Boutique Collection

10/10 Excellent

"This location has it all! It's close to main attractions and great restaurants. Onsite restaurant is incredible and there's usually a fun vibe well into the evening. We were is the Madame building which has the indoor pool and restaurant. That was very convenient when traveling with kids. The decor is chic and creative. One slight annoyance was the rug in our room was shedding A LOT! It looked like dust bunnies were everyone. Also the floors/walls are very thin. It is a motel after all! We could hear the kids running in the room above us and the tv in our neighbors room. Lastly, the AC was blowing right next to one of the beds which made it very cold and uncomfortable for our girls to sleep there. Overall it was a great stay! There are just some quirks that come with a building that has old bones."

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:

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Use the map to find apartments and other holiday homes in the Chatham neighbourhood you prefer
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Look no further and take a look at our great range of rental properties in Chatham!

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?

Cape Cod's "Beach Rose": This holiday home rental outside of Chatham offers a patio, a selection of games and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

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 Caleb Nickerson House and Gallery Antonia, whereas Cape Cod Beaches and Chatham Lighthouse Beach are a couple of picturesque spots to enjoy the outdoors. While here, Cape Cod National Seashore 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.

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Check prices for these dates

Our top choices for Chatham holiday rentals

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

Waterfront Chatham Village, Short Walk to Town & Lighthouse Beach

Main Street Hyannis 1-bedroom Apartment Walk Everywhere!

The Nantucket Room Unit - #2

Private Cape Cod Cottage. Walk to Ellis Landing Beach!

Family-friendly house w/gas grill, deck, streaming services - near Haigis Beach

Beach Walks, Books & Bay Sunsets

Ocean Edge Resort ground-floor condo with access to pools, hot tub, & tennis

Stay in a TINY HOUSE!★0.4mi to Beach★Village★Restaurants★Pet Friendly ★ 2 bikes!

Pondside/Kayak/Firepit/Dog Friendly~Willow Haven

Relaxing Cape Cod Cottage Getaway

1 Mi to Ferry: 'Sea Street Cottage' in Hyannis

Adorable Cape Escape W/ Private Beach Access, Full Kitchen, & Perfect Location

Harbor Getaway Unit- #1

🐳 The Whale Song - Dog-Friendly Studio

Coastal Haven in West Dennis

Charming West Yarmouth Cottage- Minutes to Beaches, Dining & Family Fun

New! Island Pines-A Dog Friendly Boutique Oasis

Cheery house with deck, sunroom & patio - short walk to pond, beach & Rail Trail

Secluded-Entire 2nd floor Suite with Private Bath

Find holiday rentals that suit your style

Top Chatham Hotel Reviews

Holiday Hill Inn & Suites

Hyannis Plaza Hotel

Heritage House Inn on Cape Cod, an Ascend Collection Hotel

Cape Sands Inn

Parker Beach Lodge

Red Jacket Beach Resort

Chatham Wayside Inn

Uncommoner Hotel by Reverie Boutique Collection

Hyannis Harbor Hotel

Find out more about Chatham

Frequently asked questions

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