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 Dennis
4.79 out of 5 average rating, 141 reviewsWalk2Beach, HotTub, FirePit, PetsOk
Apr 1 – 8
Home in Centerville, Barnstable
4.97 out of 5 average rating, 142 reviewsLuxury House 0.25 mi from Craigville Beach
Oct 26 – Nov 2
Home in Eastham
5.0 out of 5 average rating, 6 reviewsLovely villa w pool/hottub, central AC, near beach
Sep 30 – Oct 7
Home in Eastham
4.99 out of 5 average rating, 77 reviewsThe Penney House Retreat
Dec 21 – 28
Home in Plymouth
4.85 out of 5 average rating, 67 reviewsAmazing ocean front 3 bedroom
Dec 3 – 10
Condo in Brewster
4.95 out of 5 average rating, 19 reviewsEscape to the Cape
Apr 23 – 30
Home in Dennis
4.91 out of 5 average rating, 43 reviewsCape Cod Lakefront Home
Oct 26 – Nov 2
Home in Falmouth
4.89 out of 5 average rating, 57 reviewsPeaceful waterfront home with dock/ hot tub
Apr 20 – 27
Family- and pet-friendly home rentals
Home in Brewster
4.98 out of 5 average rating, 168 reviewsSeaPeace Cottage-East Brewster Deck,Firepit,W/D AC
Sep 13 – 20
Home in Truro
4.89 out of 5 average rating, 174 reviewsCape Cod Getaway 2 Bedroom Cozy Home
Nov 11 – 18
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 10 – 17
Home in Yarmouth Port, Cape Cod
4.99 out of 5 average rating, 312 reviewsFabulous Waterfront! 3bdrm/2bth Kayaks & Firepit
Feb 9 – 16
Cottage in Chatham
4.9 out of 5 average rating, 128 reviewsForbes, a South Chatham cottage
Nov 11 – 18
Loft in Wellfleet
4.94 out of 5 average rating, 293 reviewsComfortable Studio Apartment
Oct 16 – 23
Guesthouse in Plymouth
4.79 out of 5 average rating, 185 reviewsA peaceful retreat on Cape Cod Bay
Feb 22 – Mar 1
Home in Dennis
4.98 out of 5 average rating, 247 reviewsShirley's Place - Pet Friendly Sleeps Six!
Nov 20 – 27
Family-friendly home rentals with a pool
Condo in Provincetown
4.97 out of 5 average rating, 191 reviewsP-Town Beach Beauty on the Bay. Water View!
Mar 15 – 22
Home in Barnstable
4.93 out of 5 average rating, 105 reviewsMagical pool home with windmill/new kitchen
Nov 26 – Dec 3
Home in Sagamore Beach
4.91 out of 5 average rating, 146 reviewsSpacious Upper Cape Retreat with Private Pool
Apr 5 – 12
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
Aug 27 – Sep 3
Home in Plymouth
4.95 out of 5 average rating, 38 reviewsOur families slice of heaven
Sep 24 – Oct 1
Home in Barnstable
4.94 out of 5 average rating, 99 reviewsPrivate Pool, near beaches, 3 BR/3 BA, Central Air
May 29 – Jun 5
Condo in Provincetown
4.93 out of 5 average rating, 96 reviewsModern, clean waterview
Jan 5 – 12
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
R1,486 ZAR before taxes and fees
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