
Family-friendly vacation rentals in Chatham
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Chatham
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Chatham family-friendly rentals
Family-friendly home rentals with a hot tub

The Penney House Retreat/Hot Tub Gardens, Peace

Walk2Beach, HotTub, FirePit, PetsOk

Cape Cod Lakefront Home

Luxury House 0.25 mi from Craigville Beach

Spectacular beach & pool combo; beautiful sunsets!

Victorian Oasis: Driveway, hot tub, grill & more

On HGTV! Gorgeous, AC, Hot Tub, WALK Town & Beach

Edgartown Beauty: The Perfect Retreat, Dogs OK
Family- and pet-friendly home rentals

Cape Cod Getaway 2 Bedroom Cozy Home

Walk to beach - firepit - fireplace

A Cape Escape with Water Views from Every Room

Charming Cottage near Beach and Ferry.

1 of a Kind Pond-Front Home, Minutes from Downtown

A peaceful retreat on Cape Cod Bay

Historic 1799 Retreat, walk to beach and dining

Your dog will love it here and you will too.
Family-friendly home rentals with a pool

Captain Chase Rd 194 #8

P-Town Beach Beauty on the Bay. Water View!

Courtyard Resort Condo Hyannis

Relax....You're on Island Time......

Our families slice of heaven

1 bedroom apartment located 5 minute walk to beach

Private 3bdrm Condo Tashmoo Woods

Modern, clean waterviews
Quick stats about vacation rentals that are family-friendly in Chatham
Total rentals
490 properties
Nightly prices starting at
G$18,838 GYD before taxes and fees
Total number of reviews
12K reviews
Pet-friendly rentals
170 properties allow pets
Rentals with a pool
30 properties have a pool
Rentals with dedicated workspaces
210 properties have a dedicated workspace
Destinations to explore
- Newport Vacation rentals
- Philadelphia Vacation rentals
- Pocono Mountains Vacation rentals
- South Jersey Vacation rentals
- Jersey Shore Vacation rentals
- New York Vacation rentals
- East River Vacation rentals
- Hudson Valley Vacation rentals
- Plainview Vacation rentals
- Long Island Vacation rentals
- The Hamptons Vacation rentals
- Boston Vacation rentals
- Rentals with a washer and dryer Chatham
- Rentals with a kayak Chatham
- Pet-friendly rentals Chatham
- House rentals Chatham
- Rentals with lake access Chatham
- Apartment rentals Chatham
- Luxury rentals Chatham
- Rentals with a patio Chatham
- Rentals with breakfast Chatham
- Rentals with a hot tub Chatham
- Rentals with beach access Chatham
- Beach house rentals Chatham
- Kid-friendly rentals Chatham
- Cottage rentals Chatham
- Rentals with a fireplace Chatham
- Rentals with outdoor seating Chatham
- Rentals with pools Chatham
- Waterfront rentals Chatham
- Beachfront rentals Chatham
- Fitness-friendly rentals Chatham
- Rentals with a fire pit Chatham
- Family-friendly rentals Barnstable County
- Family-friendly rentals Massachusetts
- Family-friendly rentals United States
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Cape Cod
- Mayflower Beach
- West Dennis Beach
- East Sandwich Beach
- Craigville Beach
- Duxbury Beach
- Sagamore Beach
- Sandwich Glass Museum
- Coast Guard Beach
- Owen Park Beach
- Onset Beach
- Nickerson State Park
- Inman Road Beach
- Pinehills Golf Club
- Oyster Harbors Beach
- White Horse Beach
- Kalmus Park Beach
- Ridgevale Beach
- Chapin Memorial Beach
- Scusset Beach
- Forest Beach
- Lighthouse Beach
- Corporation Beach
- Linnell Landing Beach