Chatham Hotel Guide - Family Friendly Hotels in Chatham, Massachusetts

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check availability on Chatham Family Friendly Hotels

This weekend
Next weekend

Our top choices for Chatham family-friendly hotels

Chatham Wayside Inn

Chatham Wayside Inn
4.0 star property
Chatham
9.2 out of 10, Wonderful, (635 reviews)
"Yes, lovely place to stay."
United States
Angela
The price is €151
includes taxes & fees
4 Mar - 5 Mar
Chatham Wayside Inn

Solace in the Sun- Adj. Beds/Game Rm/Soakng Tub/Dog Ok

Solace in the Sun- Adj. Beds/Game Rm/Soakng Tub/Dog Ok
Eastham
10.0 out of 10, Exceptional, (2 reviews)
"The house was beautiful, tucked away, and clean. It was spacious for two families with room for more comfortably. "
United States
michele I.
The price is €559
includes taxes & fees
1 Mar - 2 Mar
Solace in the Sun- Adj. Beds/Game Rm/Soakng Tub/Dog Ok

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

Cheery house with deck, sunroom & patio - short walk to pond, beach & Rail Trail
West Brewster
9.6 out of 10, Exceptional, (50 reviews)
"House was perfect for our family reunion! "
United States
Gregg H.
The price is €490
includes taxes & fees
2 Mar - 3 Mar
Cheery house with deck, sunroom & patio - short walk to pond, beach & Rail Trail

Coastal Haven in West Dennis

Coastal Haven in West Dennis
Dennis
10.0 out of 10, Exceptional, (3 reviews)
"Overall the property was perfect. Great location, super clean and plenty of room for our family of 4. The only negative I can say is that the property is a duplex and that’s not mentioned in the listing. Overall great spot and would stay there again!"
United States
Edward R.
The price is €487
includes taxes & fees
2 Mar - 3 Mar
Coastal Haven in West Dennis

Sleeps 2-8/Soaking Tub/FirePit~Burrows

Sleeps 2-8/Soaking Tub/FirePit~Burrows
Eastham
10.0 out of 10, Exceptional, (7 reviews)
"Overall, we had a really great stay. The home is in a quiet neighborhood & close to the beach. Everything was clean and as described in the listing. "
United States
Kallee M.
The price is €422
includes taxes & fees
12 Mar - 13 Mar
Sleeps 2-8/Soaking Tub/FirePit~Burrows

Cozy Large Home in Harwich with Patio near Wequassett Resort

Cozy Large Home in Harwich with Patio near Wequassett Resort
Harwich
9.8 out of 10, Exceptional, (11 reviews)
"Host was very responsive and the house provided everything we needed. Great location! "
United States
Ashley M.
The price is €430
includes taxes & fees
28 Feb - 1 Mar
Cozy Large Home in Harwich with Patio near Wequassett Resort

Modern Beach & Pond Getaway; Heart of Cape Cod

Modern Beach & Pond Getaway; Heart of Cape Cod
South Yarmouth
10.0 out of 10, Exceptional, (12 reviews)
"Great location and very comfortable rental home. Everything you need is included and the house is well stocked and clean!"
United States
Dennis S.
The price is €474
includes taxes & fees
4 Mar - 5 Mar
Modern Beach & Pond Getaway; Heart of Cape Cod

Sand Bar-Dog Friendly on Cooks Brook Beach

Sand Bar-Dog Friendly on Cooks Brook Beach
Eastham
10.0 out of 10, Exceptional, (25 reviews)
"The hosts were so thoughtful and the sunset view was incredible "
United States
Jill K.
The price is €443
includes taxes & fees
4 Mar - 5 Mar
Sand Bar-Dog Friendly on Cooks Brook Beach

Cape Cod Hotel

Cape Cod Hotel
2.5 star property
Hyannis
7.4 out of 10, Good, (1,000 reviews)
"Room was clean and what we needed. Very comfortable. Breakfast options were nice. Pancakes, scrambled eggs, potatoes and a variety of yogurt among a few other danishes. Enjoyed our stay. "
United States
Matthew
The price is €81
includes taxes & fees
2 Mar - 3 Mar
Cape Cod Hotel

Nauset Beach Inn

Nauset Beach Inn
3.0 star property
East Orleans
9.4 out of 10, Exceptional, (176 reviews)
"very accommodating. Great location. Loved my stay!"
United States
Peter
The price is €237
includes taxes & fees
28 Feb - 1 Mar
Nauset Beach Inn
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.

Choose what matters most at family-friendly hotels in Chatham

Top Chatham Hotel Reviews

Frequently asked questions

What's Chatham like for family-friendly holidays?
The destination of Chatham is a great choice if you've been thinking about a holiday with your children. The beaches, baseball matches and seafood restaurants are just some of the things that make this an attractive spot for a family holiday. Arrange a flight into Hyannis, MA (HYA-Barnstable Municipal), which is located 16.8 mi (27 km) from the city centre.
What's the best family accommodation in Chatham?
Chatham Wayside Inn is a hotel with a restaurant and free parking, and it's a top choice on Expedia for families. Greyfinch Chatham Inn is another good option for your child-friendly holiday.
When's the best time to book a family-friendly holiday in Chatham?
The hottest months are usually August and July, with an average temperature of 19°C, while the coldest months are February and January, with an average of 3°C. Average annual precipitation for Chatham is 1362 mm.
What's there to see and do with your family in Chatham?
While you are visiting Chatham, you and the family may want to explore some interesting spots such as Gallery Antonia, Monomoy Theatre and Veterans Field. Make sure that you have lots of time for activities such as Chase Park and Chatham Drama Guild.