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

Slate House - a modern waterfront getaway

The Penney House Retreat/Hot Tub Gardens, Peace

Perfect for Group w/ Kids & Dogs w/ Hot Tub

Walk2Beach, HotTub, FirePit, PetsOk

Summer St 17

Cape Cod Lakefront Home

Luxury House 0.25 mi from Craigville Beach

Spectacular beach & pool combo; beautiful sunsets!
Family- and pet-friendly home rentals

Walk to Beach, Restaurants and Ocean Edge.

Summer House Close To Beaches

Adorable Gray Gables Beach Cottage

Sunny, Spacious Vineyard Retreat

Mermaid's Garden Apartment Cape Cod

Walk to beach - firepit - fireplace

Waterfront Cape Cod Family Home in Bourne

Cottage in the heart of the village
Family-friendly home rentals with a pool

New Seabury pool/hot tub near beach,Popponesett

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

Craigsville: 4BR+ with private indoor heated pool

Beautiful Home w/ Pool, Fire pit and Game Room!

1 bdrm 4ppl apartment,stairs,pool,no meals,deck

Sunny Cape w/Private Pool, Steps to Private Lake

Private 3bdrm Condo Tashmoo Woods

Waterside Guest House
Quick stats about holiday rentals that are family-friendly in Osterville, Barnstable
Total rentals
120 properties
Nightly prices starting at
$216 NZD before taxes and fees
Total number of reviews
2.3K reviews
Pet-friendly rentals
40 properties allow pets
Rentals with a pool
20 properties have a pool
Rentals with dedicated workspaces
70 properties have a dedicated workspace
Destinations to explore
- Rentals with outdoor seating Osterville
- Rentals with beach access Osterville
- House rentals Osterville
- Rentals with a washing machine and dryer Osterville
- Pet-friendly rentals Osterville
- Rentals with a fireplace Osterville
- Rentals with pools Osterville
- Rentals with a patio Osterville
- Kid-friendly rentals Osterville
- Rentals with a fire pit Osterville
- Fitness-friendly rentals Osterville
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- Cape Cod
- Mayflower Beach
- West Dennis Beach
- East Sandwich Beach
- Craigville Beach
- Duxbury Beach
- Easton Beach
- Sagamore Beach
- Sandwich Glass Museum
- Owen Park Beach
- Coast Guard Beach
- Onset Beach
- Inman Road Beach
- South Shore Beach
- Nickerson State Park
- Second Beach
- Oyster Harbors Beach
- Pinehills Golf Club
- Scusset Beach
- Cahoon Hollow Beach
- Island Park Beach
- Kalmus Park Beach
- White Horse Beach
- Peggotty Beach