Book Kid-Friendly Hotels in Chatham from $417

Name: Chatham 3 Bedroom/2 Bath Retreat
Rating: 8.8

Find & compare hotels, resorts and vacation rentals for the whole family

Top Chatham Kid Friendly Hotels

Pleasant Bay Village Resort

1191 Orleans Road Chatham MA

This hotel features an outdoor pool, a hot tub, and a restaurant. Guests will appreciate free perks like free self parking and WiFi in public areas. A garden, ...

9.6/10 Exceptional! (304 reviews)

Fantastic hotel! Super friendly, helpful staff, clean and spacious rooms, beautiful propert!

Reviewed on Nov 2, 2025

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Old Harbor Inn

22 Old Harbor Rd. Chatham MA

A gym, free self parking, and laundry facilities are featured at this bed & breakfast. Guests will appreciate free perks like buffet breakfast and WiFi in public ...

9.6/10 Exceptional! (161 reviews)

The room was cozy and very clean. Service was friendly and welcoming. We fell in love with the whole Chatham area and had a great time!

Reviewed on Oct 16, 2025

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The Chatham Motel

1487 Main Street Chatham MA

A seasonal outdoor pool, free self parking, and free newspapers are featured at this motel. WiFi in public areas is free. A garden, a picnic area, and express ...

9.2/10 Wonderful! (630 reviews)

Very safe . Cafe Mood great food run by Jamaican family

Reviewed on Oct 11, 2025

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The Hawthorne

196 Shore Rd Chatham MA

This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. A business center, a terrace, and a garden are also on offer.

9.2/10 Wonderful! (195 reviews)

This is the find!! Water front efficiency units-- while they may be small, they do the job. You can not find anything else like them. And the owners are wonderful. I understand now why so many people return here annually.

Reviewed on Nov 15, 2025

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Chatham Bars Inn

297 Shore Rd Chatham MA

$364 nightly

$417 total

Jan 28 - Jan 29

Total with taxes and fees

A private beach, a full-service spa, and 3 outdoor tennis courts are all featured at this luxury resort. Relax with beach cabanas and sun loungers, and cool ...

9/10 Wonderful! (803 reviews)

Room was very clean but a little dated also there is very little space to put your clothes away…no dressers

Reviewed on Jan 3, 2026

Greyfinch Chatham Inn

946 Main Street (Rte 28) Chatham MA

A seasonal outdoor pool is featured at this motel, along with free self parking. WiFi in public areas is free. A picnic area and luggage storage are also ...

8.8/10 Excellent! (253 reviews)

Families like: Outdoor pool, close to beach, bicycle rentals

Travelers say...

Lovely room, well kept and cozy

Reviewed on Oct 24, 2025

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Chatham 3 Bedroom/2 Bath Retreat

Chatham MA

This vacation home features a garden, laundry facilities, and barbecue grills.

8.8/10 Excellent! (48 reviews)

Beautiful home and very concerned owners who were supper easy to communicate with and very accommodating. Excellent location close to Chatham center. Would love to stay there again.

Reviewed on Oct 13, 2025

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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.

Hotels With Pools in Chatham

Pleasant Bay Village Resort

1191 Orleans Road Chatham MA

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9.6/10 Exceptional! (304 reviews)

Hotels with Childcare in Chatham

Pleasant Bay Village Resort

1191 Orleans Road Chatham MA

Get rates

9.6/10 Exceptional! (304 reviews)

Chatham Kid-Friendly Hotels

It’s not a family vacation if you can’t bring the entire clan with you, is it? Next time you have a few days off from work, plan a family-friendly getaway. Set off on an adventure the entire family will love, and book your stay at one of the kid-friendly hotels in Chatham.

Your little ones are the most important thing in your life, so make sure they enjoy your accommodation as much as you do. From a kids-only room service menu (macaroni and cheese, anyone?) to special perks like in-room video game consoles, these lodgings provide a little something extra for the smaller members of your crew. The best family-friendly hotels in Chatham may even offer playgrounds and other activities to keep the kiddos busy. What’s more, some hotels provide a babysitting service so you can get a few hours to yourself!

Whether you’re traveling with one small child or hauling around your entire extended family, Travelocity is here to help. Let us hook you up with hotels for kids in Chatham that will keep your youngsters happy without breaking the bank. You can save even more when you bundle your flight and hotel together, so what are you waiting for? Grab your family and get ready to explore!