
Family-friendly vacation rentals in Osterville
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Osterville
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 family-friendly rentals
Family-friendly home rentals with a hot tub

Gold Anchor Cottage - private hot tub getaway!

Ocean Edge Resort-Pool Access-End Unit-2 bdr/2 bth

Cape Cod Lake house home

Violet’s Place- king bed- pet friendly- hot tub!

Hideout at Water's Edge, 131 North Shore Blvd, #4

Walk2Beach, HotTub, FirePit, PetsOk

Local Beach+ Fireplace + Hot Tub Under the *Stars*

2 Acre Waterfront Oasis Overlooking Waquoit Bay
Family- and pet-friendly home rentals

Oceanfront Cottage w/Private Beach ~ Lil’ Sea Sass

Fabulous Waterfront! 3bdrm/2bth Kayaks & Firepit

Relax w/ Amenities | King Beds * Sauna * Bar Shed

Spacious house steps to Craigville beach! Dog ok!

Peaceful Cottage in Heart of Osterville Village

Spacious 4 BR Beach House Perfect for the Family

Charming Cottage near Beach and Ferry.

Charming cape cod cottage
Family-friendly home rentals with a pool

Beautiful Mashpee Home with Pool

Stunning Cape Home - Inground Pool, 5 Min To Beach

"Cape Escape" luxury home w/pool & beach access.

Falmouth, Cozy Studio Near Old Silver Beach

Home in Hyannis Port

Great Location. Near Beach & Main Street. Unit M1

The Sea Salt Studio - Steps to the Beach!

Cape Cod Hideaway
Quick stats about vacation rentals that are family-friendly in Osterville
Total rentals
130 properties
Nightly prices starting at
$207 CAD before taxes and fees
Total number of reviews
2.3K reviews
Pet-friendly rentals
50 properties allow pets
Rentals with a pool
20 properties have a pool
Rentals with dedicated workspaces
80 properties have a dedicated workspace
Destinations to explore
- House rentals Osterville
- Rentals with outdoor seating Osterville
- Rentals with a washer and dryer Osterville
- Rentals with a patio Osterville
- Rentals with a fireplace Osterville
- Rentals with beach access Osterville
- Rentals with a firepit Osterville
- Fitness-friendly rentals Osterville
- Pet-friendly rentals Osterville
- Rentals with pools Osterville
- Family-friendly rentals Barnstable
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- Cape Cod National Seashore
- Sandwich Glass Museum
- Onset Beach
- Owen Park Beach
- New Silver Beach
- Lighthouse Beach
- Scusset Beach
- Corn Hill Beach
- Cherry and Webb Beach
- Baker's Beach Club
- Lake Tashmoo Town Beach
- Tappens Beach
- Lobsterville Beach
- Sandy Neck Beach
- Lloyd's Beach
- Sakonnet Golf Course
- 3rd Beach
- Peabody's Beach
- McCorrie Point Beach
- Easton's Beach
- Newport National Golf Club
- Sandy Point Beach
- Island Park Beach
- Pebble Beach