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Q: 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 traveler favorite. 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.

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Cottages in Chatham

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

￥52,096 total

includes taxes & fees

Oct 19 - Oct 20

"Cape Cod cottage close to the beach."

￥79,188 total

includes taxes & fees

Oct 15 - Oct 16

"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!"

￥58,695 total

includes taxes & fees

Oct 15 - Oct 16

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

￥62,087 total

includes taxes & fees

Oct 21 - Oct 22

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

￥65,104 total

includes taxes & fees

Oct 15 - Oct 16

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

￥65,321 total

includes taxes & fees

Oct 15 - Oct 16

"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. "

￥54,525 total

includes taxes & fees

Oct 15 - Oct 16

"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!"

￥59,056 total

includes taxes & fees

Oct 28 - Oct 29

￥70,957 total

includes taxes & fees

Oct 20 - Oct 21

"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?"

￥69,474 total

includes taxes & fees

Oct 15 - Oct 16

"Great accommodation for what we needed."

￥69,042 total

includes taxes & fees

Oct 15 - Oct 16

"Wonderful property with incredible ocean view. Host provided everything needed, lots of lovely themed decor. We honestly can't wait to stay here again!"

￥63,246 total

includes taxes & fees

Oct 19 - Oct 20

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

￥58,506 total

includes taxes & fees

Oct 15 - Oct 16

￥81,382 total

includes taxes & fees

Oct 19 - Oct 20

"Great location, friendly staff"

￥63,246 total

includes taxes & fees

Oct 19 - Oct 20

"This cottage was lovely. It is a bit small for families. It was very clean and comfortable. Being just steps from the ocean was amazing!"

￥63,246 total

includes taxes & fees

Oct 19 - Oct 20

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

￥63,246 total

includes taxes & fees

Oct 19 - Oct 20

￥81,382 total

includes taxes & fees

Oct 19 - Oct 20

￥81,382 total

includes taxes & fees

Oct 19 - Oct 20

￥63,246 total

includes taxes & fees

Oct 19 - Oct 20

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Top Chatham Hotel Reviews

Aiden by Best Western Cape Cod - West Yarmouth

10/10 Excellent

"Clean room Friendly staff"

Uncommoner Hotel by Reverie Boutique Collection

10/10 Excellent

"Hotel was renovation this year, yes, room is clean and stylish. Also provide everyday room cleaning service. Staffs are so friendly. Parking is easy and feel safe. The location is excellent, walking distance go eating and shopping, vary restaurants are nearby. Will back again. "

Find out more about Chatham

Chatham Cottages information

Number of reviews	76
Accommodation	462 Cottages
Lowest Price	￥52,096
Highest Price	￥81,382

Frequently asked questions

How much do cottages in Chatham cost?

Cottages in Chatham range between ￥52,096 and ￥81,382 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 9.3. 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 vacationing with the family or planning a retreat with your buddies, Expedia can help you find the right place to get back to nature.

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 traveler favorite. 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.

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Search Chatham Cottage Rentals

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Cottages in Chatham

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

Captain's Quarters by Nauset Beach

🐚The Bay Cottage on Thumpertown Beach

Castaway Cottage on the bay~Dog Friendly Too!

Edgewood on Campground Beach/Steps to the Sand

🦀Waterfront at The Velvet Crab~Amazing Sunsets

Pondside/Kayak/Firepit/Dog Friendly~Willow Haven

The Breeze on Minister's Pond

The Mod Pod~2 bd/2.5 bth/dog/games/steps to beach

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

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

Lost at Seaside – Your Cozy Coastal Hideaway

🌊The Ocean Cottage on Thumpertown Beach

The Duck House: Quack Open Your Cape Escape

Stay at The Salt Box - Steps from the Sea

Flip Flops - Where Cape Dreams Meet the Sea

Sundancer – Where Cape Dreams Meet the Sea

Catch a Cape Escape at The Tin Lobster

Seaside Charm Awaits at The Duckling

The Seashell - Your Shoreline Sanctuary

Top Chatham Hotel Reviews

Aiden by Best Western Cape Cod - West Yarmouth

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