Family-friendly vacation rentals in Orleans
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Orleans
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 Orleans family-friendly rentals
Family-friendly home rentals with a hot tub
Home in West Dennis
4.8 out of 5 average rating, 144 reviewsWalk2Beach, HotTub, FirePit, PetsOk
Home in Oak Bluffs
4.93 out of 5 average rating, 177 reviewsSpectacular beach & pool combo; beautiful sunsets!
Home in Centerville, Barnstable
4.97 out of 5 average rating, 144 reviewsLuxury House 0.25 mi from Craigville Beach
Rental unit in Oak Bluffs
4.92 out of 5 average rating, 128 reviewsVictorian Oasis: Driveway, hot tub, grill & more
Home in Eastham
4.99 out of 5 average rating, 77 reviewsThe Penney House Retreat
Home in North Eastham
5 out of 5 average rating, 6 reviewsLovely villa w pool/hottub, central AC, near beach
Condo in Brewster
4.95 out of 5 average rating, 19 reviewsEscape to the Cape
Home in Plymouth
4.85 out of 5 average rating, 67 reviewsAmazing ocean front 3 bedroom
Family- and pet-friendly home rentals
Guesthouse in Plymouth
4.79 out of 5 average rating, 188 reviewsA peaceful retreat on Cape Cod Bay
Tiny home in Dennis Port
4.81 out of 5 average rating, 444 reviews★TINY HOUSE★4/10mi Beach & Village★Pet OK★2 Bikes
Cottage in West Yarmouth
4.82 out of 5 average rating, 212 reviewsCharming Cottage near Beach and Ferry.
Rental unit in Barnstable
4.99 out of 5 average rating, 237 reviewsYour dog will love it here and you will too.
Home in Brewster
4.98 out of 5 average rating, 171 reviewsSeaPeace Cottage-East Brewster Deck,Firepit,W/D AC
Cottage in Sandwich
4.87 out of 5 average rating, 316 reviewsOceanfront Cape Cod Cottage w/Private Beach ~ Pets
Loft in Wellfleet
4.94 out of 5 average rating, 297 reviewsComfortable Studio Apartment
Home in Brewster
4.86 out of 5 average rating, 119 reviewsSun filled single level retreat, outdoor shower
Family-friendly home rentals with a pool
Condo in Provincetown
4.97 out of 5 average rating, 198 reviewsP-Town Beach Beauty on the Bay. Water View!
Home in Sagamore Beach
4.91 out of 5 average rating, 148 reviewsSpacious Upper Cape Retreat with Private Pool
Home in Cotuit
4.93 out of 5 average rating, 15 reviewsShoestringBayHouse, waterfront & pool in Cotuit
Home in Plymouth
4.95 out of 5 average rating, 40 reviewsOur families slice of heaven
Condo in North Truro
4.56 out of 5 average rating, 87 reviewsResort Style Studio Condominium W/Pool, Wifi & A/C
Rental unit in Hyannis Port
4.82 out of 5 average rating, 45 reviews1 bdrm 4ppl apartment,stairs,pool,no meals,deck
Condo in Provincetown
4.93 out of 5 average rating, 97 reviewsWeek of July 6th discount. Had a cancellation.
Home in Cotuit
4.94 out of 5 average rating, 99 reviewsPrivate Pool, near beaches, 3 BR/3 BA, Central Air
Quick stats about vacation rentals that are family-friendly in Orleans
Total rentals
340 properties
Rentals with dedicated workspaces
110 properties have a dedicated workspace
Rentals with a pool
10 properties have a pool
Pet-friendly rentals
120 properties allow pets
Total number of reviews
5.6K reviews
Nightly prices starting at
$80 before taxes and fees
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