Family-friendly vacation 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.
Vacation 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
Home in Oak Bluffs
4.93 out of 5 average rating, 177 reviewsSpectacular beach & pool combo; beautiful sunsets!
Home in West Dennis
4.8 out of 5 average rating, 144 reviewsWalk2Beach, HotTub, FirePit, PetsOk
Home in Centerville, Barnstable
4.97 out of 5 average rating, 144 reviewsLuxury House 0.25 mi from Craigville Beach
Home in Chatham
4.96 out of 5 average rating, 248 reviewsSlate House - a modern waterfront getaway
Rental unit in Oak Bluffs
4.92 out of 5 average rating, 128 reviewsVictorian Oasis: Driveway, hot tub, grill & more
Home in Edgartown
4.99 out of 5 average rating, 70 reviewsContemporary Edgartown Beauty: The Perfect Retreat
Home in Edgartown
5 out of 5 average rating, 49 reviewsOn HGTV! Gorgeous, AC, Hot Tub, WALK Town & Beach
Home in Plymouth
4.85 out of 5 average rating, 67 reviewsAmazing ocean front 3 bedroom
Family- and pet-friendly home rentals
Home in Sandwich
4.93 out of 5 average rating, 198 reviewsCottage in the heart of the village
Cottage in East Falmouth
4.91 out of 5 average rating, 340 reviewsAccess to Great Pond, 2 Kayaks
Guesthouse in Plymouth
4.79 out of 5 average rating, 188 reviewsA peaceful retreat on Cape Cod Bay
Home in Chatham
4.96 out of 5 average rating, 197 reviewsStudio cottage in Chatham Ma.
Guesthouse in Sagamore Beach
4.99 out of 5 average rating, 303 reviewsThe Guest House
Home in Mashpee
4.9 out of 5 average rating, 115 reviewsJohns Pond; private BEACH, 2 Kayaks & Fire Pit
Cottage in Tisbury
4.95 out of 5 average rating, 222 reviewsNot Your Great Aunt's Island Cottage
Tiny home in Dennis Port
4.81 out of 5 average rating, 444 reviews★TINY HOUSE★4/10mi Beach & Village★Pet OK★2 Bikes
Family-friendly home rentals with a pool
Home in Middleborough
4.94 out of 5 average rating, 298 reviewsPrivate retreat setting on 4 acres 1
Home in Sagamore Beach
4.91 out of 5 average rating, 148 reviewsSpacious Upper Cape Retreat with Private Pool
Home in Plymouth
4.92 out of 5 average rating, 172 reviewsOur Secret Garden
Home in Cotuit
4.93 out of 5 average rating, 15 reviewsShoestringBayHouse, waterfront & pool in Cotuit
Home in Cotuit
4.94 out of 5 average rating, 99 reviewsPrivate Pool, near beaches, 3 BR/3 BA, Central Air
Rental unit in Hyannis Port
4.82 out of 5 average rating, 45 reviews1 bdrm 4ppl apartment,stairs,pool,no meals,deck
Home in Plymouth
4.95 out of 5 average rating, 40 reviewsOur families slice of heaven
Home in Aquinnah
5 out of 5 average rating, 3 reviewsNine Acres Secluded Escape
Quick stats about vacation rentals that are family-friendly in Osterville, Barnstable
Total rentals
120 properties
Rentals with dedicated workspaces
80 properties have a dedicated workspace
Rentals with a pool
10 properties have a pool
Pet-friendly rentals
40 properties allow pets
Total number of reviews
2K reviews
Nightly prices starting at
$80 before taxes and fees
Destinations to explore
- Family-friendly rentals United States
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- Rentals with beach access Osterville
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