Are there any family-friendly cottages in Chatham?

Settle in at 16 Flakeyard Way - Four Bedroom House , a 3.5-star cottage not far from town. Amenities here include WiFi and a patio. Another family-friendly option where you can swap the urban jungle for fresh air and nature is 10 Squanto Drive - One Bedroom House . WiFi and a stovetop help make this 3.5-star cottage a traveller favourite. After checking in and chilling together in your comfortable new digs, it's time to head out and visit some of the local sights. Skaket Beach and Sea Street Beach are popular family-friendly attractions in Chatham.

Why book your cottage in Chatham with Expedia?

Expedia has some superb cottages in Chatham, so start planning for a memorable stay close to nature. If you need to stick to a budget, select how much you want to spend and your preferred property star rating. Or, use our filters to search for cottages with free WiFi or a pool. We'll help you find the right place whatever your trip looks like.

How can I find cheap cottages in Chatham?

Expedia can help you easily track down cheap cottages in Chatham. To discover your special stay in a couple of quick clicks, try out the filter tool to tailor your search results by amenities, star rating and budget.

What is there to do in Chatham near my cottage?

No matter your interests, Chatham has loads of things to keep you occupied. Chatham Fish Pier , Chatham Lighthouse and Atwood House Museum are on most visitors' to-do lists. Don't forget to check out Chatham Railroad Museum , Chatham Drama Guild and Monomoy National Wildlife Refuge either. With Expedia's hotel deals in Chatham, you'll be able to discover more fabulous attractions like these with the cash you save.

Chatham which includes a house and boating

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Featured Cottages in Chatham and around

"Great visit! Clean property a bit tucked in the woods but overall close to everything and a great spot for the price!"

includes taxes & fees

6 Oct - 7 Oct

includes taxes & fees

6 Oct - 7 Oct

"My group and I had another wonderful stay at the Bay Cottage! The space is sparkling clean when we arrived and the location cannot be beat. Tara is also very responsive and attentive which makes for an even better stay!"

includes taxes & fees

6 Oct - 7 Oct

"Wonderful stay! Comfortable cottage in fantastic location on the bay. Comfy beds, nice open living area, steps from the bay."

includes taxes & fees

8 Oct - 9 Oct

"Wonderful location and lovely stay at the cottage. Would book again!"

includes taxes & fees

6 Oct - 7 Oct

"Very enjoyable. Staff were quick to answer any questions."

includes taxes & fees

6 Oct - 7 Oct

"Cape Cod cottage close to the beach."

includes taxes & fees

6 Oct - 7 Oct

"We had a lovely time at the Breeze for a few days away from NYC. Tara was a great host and provided us with everything we needed so we had more time to relax and enjoy the area. Will definitely be back to explore the area more!"

includes taxes & fees

8 Oct - 9 Oct

"Cosy retreat with pond view. Great for canoeing with the dog. Sweet porch for reading and morning coffee. Tara was an excellent host who communicated immediately and went well above and beyond to correct an issue that was out of her control.A great central location that allowed us to roam freely to our favorite beaches, hikes, and restaurants. We will gladly return in the future. "

includes taxes & fees

14 Oct - 15 Oct

"Great cottage! In a neighborhood of about a dozen houses with access to Town Cove. Not big, but very well equipped and great outdoor space with lingers, sofa, fire pit, grill and more. Morning and evening visits from a family of 5-6 bunnies - who knew?"

includes taxes & fees

6 Oct - 7 Oct

"Everything was great, we really enjoyed our stay!"

includes taxes & fees

14 Oct - 15 Oct

"Great accommodation for what we needed."

includes taxes & fees

6 Oct - 7 Oct

"We absolutely loved the place and the location right near Thumpertown Beach was perfect!"

includes taxes & fees

7 Oct - 8 Oct

includes taxes & fees

6 Oct - 7 Oct

"Stay was short but a nice stay. The cottage could use a little updating but was very comfortable and close to the beach."

includes taxes & fees

19 Oct - 20 Oct

"Great location, friendly staff"

includes taxes & fees

19 Oct - 20 Oct

includes taxes & fees

19 Oct - 20 Oct

includes taxes & fees

19 Oct - 20 Oct

includes taxes & fees

19 Oct - 20 Oct

includes taxes & fees

19 Oct - 20 Oct

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Top Chatham Hotel Reviews

Hyannis Travel Inn

10/10 Excellent

"The manager was like having your personal travel expert onsite. So helpful! The only problem we had was the WiFi was not reliable. "

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Chatham Cottages information

Number of reviews	9,747
Accommodation	462 Cottages
Lowest Price	€87
Highest Price	€387

Frequently asked questions

How much do cottages in Chatham cost?

Cottages in Chatham range between €87 and €387 per night. These stays offer a chance to reconnect with nature — at a price you can afford. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.

What are the best cottages in Chatham?

There are multiple cottages in Chatham that have a total average guest review rating of 9.1. 16 Flakeyard Way - Four Bedroom House is a terrific place to relax and put your feet up between adventures. This 3.5-star cottage also offers a water view and WiFi. 10 Squanto Drive - One Bedroom House is another top pick with visitors to the area. It has a 3.5-star rating and amenities including WiFi and clothes washing facilities.

How many cottages are there in Chatham?

You can choose from 462 cottages in Chatham. No matter if you're holidaying with the family or planning a retreat with your buddies, Expedia can help you find the right place to get back to nature.

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Search Cottages in Chatham

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Featured Cottages in Chatham and around

Darling, secluded cottage with large yard - walk to Chatham & Lighthouse Beach

Darling, secluded cottage with large yard - walk to Chatham & Lighthouse Beach

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

🐚The Bay Cottage on Thumpertown Beach

🐚The Bay Cottage on Thumpertown Beach

Windswept on Campground Beach

Windswept on Campground Beach

Edgewood on Campground Beach/Steps to the Sand

Edgewood on Campground Beach/Steps to the Sand

Castaway Cottage on the bay~Dog Friendly Too!

Castaway Cottage on the bay~Dog Friendly Too!

Captain's Quarters by Nauset Beach

Captain's Quarters by Nauset Beach

The Breeze on Minister's Pond

The Breeze on Minister's Pond

Pondside/Kayak/Firepit/Dog Friendly~Willow Haven

Pondside/Kayak/Firepit/Dog Friendly~Willow Haven

Seaside Escape-Art-filled 2 Bd on Cove w/Dock Access

Seaside Escape-Art-filled 2 Bd on Cove w/Dock Access

🦀Waterfront at The Velvet Crab~Amazing Sunsets

🦀Waterfront at The Velvet Crab~Amazing Sunsets

Charming 2-bedroom cottage in fabulous Harwich with WiFi, AC

Charming 2-bedroom cottage in fabulous Harwich with WiFi, AC

🌊The Ocean Cottage on Thumpertown Beach

🌊The Ocean Cottage on Thumpertown Beach

Cozy Seaside Cottage with Spectacular Water Views

Cozy Seaside Cottage with Spectacular Water Views

Cozy Studio Cottage Steps from the Beach

Cozy Studio Cottage Steps from the Beach

The Salt Box – Cozy Studio Steps from Private Beach Bliss

The Salt Box – Cozy Studio Steps from Private Beach Bliss

The Seashell – Cozy Studio Steps from Nantucket Sound

The Seashell – Cozy Studio Steps from Nantucket Sound

Cozy coastal retreat with stunning Nantucket Sound views!

Cozy coastal retreat with stunning Nantucket Sound views!

Cozy 1BR Seaside Cottage with Stunning Nantucket Sound Views

Cozy 1BR Seaside Cottage with Stunning Nantucket Sound Views

Romantic Seaside Studio with Private Beach & Partial Ocean Views!

Romantic Seaside Studio with Private Beach & Partial Ocean Views!

Top Chatham Hotel Reviews

Hyannis Travel Inn

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