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 Chatham
4.95 out of 5 average rating, 241 reviewsSlate House - a modern waterfront getaway
Nov 16 – 23
Home in Centerville, Barnstable
4.97 out of 5 average rating, 142 reviewsLuxury House 0.25 mi from Craigville Beach
Apr 9 – 16
Home in Dennis
4.79 out of 5 average rating, 140 reviewsWalk2Beach, HotTub, FirePit, PetsOk
Apr 26 – May 3
Home in Oak Bluffs
4.93 out of 5 average rating, 169 reviewsSpectacular beach & pool combo; beautiful sunsets!
Dec 21 – 28
Apartment in Oak Bluffs
4.92 out of 5 average rating, 128 reviewsVictorian Oasis: Driveway, hot tub, grill & more
Jan 15 – 22
Home in Edgartown
4.99 out of 5 average rating, 68 reviewsContemporary Edgartown Beauty: The Perfect Retreat
Feb 14 – 21
Home in Plymouth
4.85 out of 5 average rating, 67 reviewsAmazing ocean front 3 bedroom
Jun 7 – 14
Guesthouse in Oak Bluffs
4.99 out of 5 average rating, 73 reviewsMermaid Cottage
Feb 23 – Mar 2
Family- and pet-friendly home rentals
Home in Sandwich
4.93 out of 5 average rating, 195 reviewsCottage in the heart of the village
May 14 – 21
Guesthouse in Sagamore Beach
4.99 out of 5 average rating, 300 reviewsThe Guest House
Dec 17 – 24
Home in Barnstable
4.86 out of 5 average rating, 114 reviewsCape House on Private Peninsula
Feb 19 – 26
Home in Yarmouth Port, Cape Cod
4.99 out of 5 average rating, 312 reviewsFabulous Waterfront! 3bdrm/2bth Kayaks & Firepit
Jan 11 – 18
Home in Mashpee
4.9 out of 5 average rating, 114 reviewsJohns Pond; private BEACH, 2 Kayaks & Fire Pit
Sep 27 – Oct 4
Guesthouse in Plymouth
4.79 out of 5 average rating, 184 reviewsA peaceful retreat on Cape Cod Bay
Jan 1 – 8
Cottage in Yarmouth
4.82 out of 5 average rating, 208 reviewsCharming Cottage near Beach and Ferry.
Aug 26 – Sep 2
Tiny home in Dennis Port
4.81 out of 5 average rating, 439 reviews★TINY HOUSE★4/10mi Beach & Village★Pet OK★2 Bikes
Feb 9 – 16
Family-friendly home rentals with a pool
Home in Middleborough
4.94 out of 5 average rating, 296 reviewsPrivate retreat setting on 4 acres 1
Apr 7 – 14
Home in Plymouth
4.92 out of 5 average rating, 171 reviewsOur Secret Garden
Feb 4 – 11
Home in Sagamore Beach
4.91 out of 5 average rating, 146 reviewsSpacious Upper Cape Retreat with Private Pool
Mar 16 – 23
Home in Barnstable
4.94 out of 5 average rating, 99 reviewsPrivate Pool, near beaches, 3 BR/3 BA, Central Air
May 27 – Jun 3
Home in Cotuit
4.91 out of 5 average rating, 11 reviewsShoestringBayHouse, waterfront & pool in Cotuit
Dec 4 – 11
Apartment in Hyannis
4.82 out of 5 average rating, 45 reviews1 bdrm 4ppl apartment,stairs,pool,no meals,deck
Feb 2 – 9
Home in Plymouth
4.95 out of 5 average rating, 38 reviewsOur families slice of heaven
Dec 4 – 11
Home in Falmouth
4.93 out of 5 average rating, 15 reviewsGorgeous Cape Cod Property!
Feb 16 – 23
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
R1,484 ZAR before taxes and fees
Destinations to explore
- Family-friendly rentals United States
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- Rentals with a fire pit Osterville
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- Family-friendly rentals Barnstable
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