Kid-friendly holiday rentals in Orleans

Find and book unique kid-friendly rentals on Airbnb

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Popular amenities for Orleans kid-friendly rentals

Child-friendly house rentals

Top Guest favourite
Home in Orleans
5 out of 5 average rating, 64 reviews

Cape Cod Charmer

KarenRating, 5 stars8 months ago
Felt like home to us! Wonderful week stay! Just like the previous two year’s stay! We love this home!
Guest favourite
Home in East Orleans
4.91 out of 5 average rating, 11 reviews

Orleans, MA Luxury Getaway

JoshRating, 5 stars3 weeks ago
We had a wonderful stay at Sam’s place. Very close to a bunch of good restaurants and very accessible to the entirety of the cape. Couldn’t recommend more highly. Sam was an excellent host.
Superhost
Home in Orleans
4.92 out of 5 average rating, 26 reviews

5-bedroom Cape with a pool and yard games.

CatherineRating, 5 stars9 months ago
We enjoyed our stay very much ~ the house and large fenced yard w/deck (perfect for pup) are amazing & the hosts were very kind, accommodating & responsive. The location was great with a short ride to local beaches and/or Chatham for a fun day of shopping or night out. The host’s welcome basket with treats & seltzers were a great surprise after a long day of travel. We loved playing ping pong in the garage! I do suggest the listing bedroom descriptions & photos be updated as we were pleased to find a king bed in the master BR (vs the queen shown) and a full bed (vs the twin) in the downstairs guest-room. Perhaps renovations are underway so we were pleasantly surprised! The only improvements I would suggest are adding a screen door to the deck & heat for the pool, having more wine glasses (the kitchen was wonderfully stocked otherwise), & adding amenities like blankets, washcloths, a hair dryer, beach/pool towels & chairs (we brought our own). We hope to be back next year!!
Superhost
Home in Orleans
4.89 out of 5 average rating, 57 reviews

Romantic Orleans waterfront cottage

JamesRating, 5 stars9 months ago
cute little cottage on a cove with that classic old cape look and feel. Plenty of things to do and great food around! the Ice Cream cafe is fantastic! and really liked friends market. Nauset beach is beautiful and the cape as a whole is lovely as it always has been.
Superhost
Home in Orleans
4.89 out of 5 average rating, 35 reviews

Private beach

OlivierRating, 5 stars2 weeks ago
We had an amazing time in Tracy’s home. The view from the garden is breathtaking and the kids loved playing on the beach and enjoyed canoeing and paddling on Pleasant Bay. We will come back!
Top Guest favourite
Home in East Orleans
5 out of 5 average rating, 71 reviews

4 Season Cottage, Nauset Beach, tennis court

AbigailRating, 5 stars1 week ago
A dreamy Cape Cod getaway. If you have the privilege of staying here please take full advantage! The surroundings alone are stunning. Ken ensured the actual space is designed for your comfort & leisure. The kitchen was well-equipped and clean. The outdoor& indoor showers were great too. If I hadn’t just had neck surgery we would have taken full advantage of the pickleball court. I could go on and on about how special this place is!
Top Guest favourite
Home in South Dennis
5 out of 5 average rating, 64 reviews

Beachfront· Sauna· Screened Patio· 2Kings· DogsYes

MichaelRating, 5 stars1 day ago
Amazing home. Fantastic location. Peaceful and relaxing. One of our favorite vacation stays ever. Never turned the tv on… unusual for me. Hosts really thought of everything and more. Highly recommend if you are visiting Cape COD. 5+ stars.
Superhost
Home in East Orleans
4.71 out of 5 average rating, 7 reviews

5 minutes from Nauset Beach!

LeslieRating, 5 stars10 months ago
What a great house to enjoy the Cape! It was everything the host said it would be. It was comfortable, quiet, and close to all beaches and places to eat. Darya was an excellent host who responded to my questions very quickly. Check out was easy and I would absolutely stay here again! Thank you Darya!

Kid-Friendly apartment rentals

Guest favourite
Apartment in North Eastham
4.91 out of 5 average rating, 268 reviews

Eastham Escape

BruceRating, 5 stars1 week ago
My son and I had a wonderful weekend visit to Eastham. Min's place was very clean, comfortable, and cosy. Coffee bar was well stocked and much appreciated!
Superhost
Apartment in Eastham
4.89 out of 5 average rating, 106 reviews

Peaceful retreat in the woods...

StephenRating, 5 stars8 months ago
We had a wonderful week visiting familiar places and exploring new ones. Mary was a great hostess and the downstairs apartment more than met our simple needs. Quiet. Easy to find. Close to good restaurants and beaches. And the flock of turkeys that strolled through the yard occasionally were entertaining.
Top Guest favourite
Apartment in Wellfleet
4.96 out of 5 average rating, 190 reviews

Beautiful Creekside Apartment in Wellfleet Center

BenRating, 5 stars1 week ago
Beautiful little condo with great views and everything within walking distance. The photos do not do it justice! Will definitely be back and would recommend for anyone looking for a relaxing vacation on the cape
Guest favourite
Apartment in Provincetown
4.96 out of 5 average rating, 406 reviews

Cozy 3rd Floor Apartment with a View

SarahRating, 5 stars2 weeks ago
We had a fantastic stay at Peter’s place! It exceeded expectations in terms of cleanliness and decor - very cozy! The apartment also was perfectly situated on the main street near lots of restaurants and shops. Peter was a great host and very responsive - highly recommend!
Top Guest favourite
Apartment in Chatham
4.97 out of 5 average rating, 263 reviews

The Knoll

ZackRating, 5 stars1 week ago
Peg’s home was perfect for our stay in Chatham. It was quiet and peaceful but close enough to Main Street and everywhere we would want to go during our visit.
Guest favourite
Apartment in North Eastham
4.88 out of 5 average rating, 266 reviews

Cape Cod Suite Near Private Beach

KristinaRating, 5 stars1 day ago
Spent a wonderful weekend at Arthur’s with a friend. Eastham is a great home base for Ptown, Wellfleet, Truro, Chatham, and all the rest the Cape has to offer. Arthur’s place was the perfect size for us two ladies, the beds were exceptionally comfy, and the surroundings couldn’t be better. Arthur is a gracious host who greeted us warmly then gave us space to enjoy.
Guest favourite
Apartment in Dennis Port
4.97 out of 5 average rating, 104 reviews

Apartment suite|pond access|Firepit|Private Deck

EstebanRating, 5 stars2 weeks ago
I got this Airbnb for the weekend because I was proposing to my girlfriend in a Hyannis dinner train. This was the only spot that looked private and worthy of an “engagement weekend getaway” vibe as opposed to hotels and other Airbnbs. Meagan even allowed a friend of mine to show up and decorate the apartment with “Just Engaged” signs and fake candles and fake rose petals, which made the bedroom look even more romantic. My now-fiancé could not express enough how much she loved the place. Quiet, safe neighborhood, good eating spots less than 10 mins away in car, great water pressure, everything you could ask for. If we’re going to be knit-picky, the only thing we can complain about was that the A/C did not seem to work. The wall unit was open like if it was working, but no air was coming out of it. I forgot to mention this to Meagan during our stay, as I’m sure she would have rushed to help us. We slept with the windows slightly open and it was just as nice.
Guest favourite
Apartment in North Truro
4.95 out of 5 average rating, 201 reviews

Beautiful North Truro apartment - Walk to beach

HelenRating, 5 stars4 months ago
A beautiful classically outer cape styled home in Truro. Easy walking to beach and market right across the street. Host gave local recommendations and updates and the home was cozy and clean!

Child-Friendly Holiday Condos

Guest favourite
Condo in Provincetown
4.97 out of 5 average rating, 216 reviews

P-Town Beach Beauty on the Bay. Water View!

OctaviaRating, 5 stars1 week ago
Rob was a great host ! He responded within a timely manner and the place was very clean and felt just like home. I would suggest bringing board games and such for the rainy days. For the folks who enjoy cooking the kitchen was fully stocked with everything you need. I would also recommend renting bikes or taking an Uber if you don't like walking. The walk to town was about 25 minutes. Overall great stay would love you stay her again it gives you the peace and quiet while also being close enough to everything and a beautiful view of the ocean.
Guest favourite
Condo in Brewster
4.97 out of 5 average rating, 180 reviews

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

JeremyRating, 5 stars2 weeks ago
Anna’s place was exactly what we needed to have a peaceful and relaxing Memorial Day weekend stay. We knew the weather might be on the cooler side, so purposefully wanted to stay where there was the possibility of using the indoor pool – the sponsored guest passes were a huge benefit here, and Oceans Edge staff even went above and beyond, adding an extra day to our pool access since we were picking them up so late in the day. The condo was clean and filled with all the essentials, in a very quiet area of the property. Would definitely stay again!
Guest favourite
Condo in Chatham
4.86 out of 5 average rating, 103 reviews

Steps to Private Beach in Chatham

IsaacRating, 5 stars3 weeks ago
Great location for a quiet, peaceful Cape Cod family getaway. Perfect space for group of 4, located on quiet corner of Chatham/cape cod. Very walkable to downtown and lighthouse beach (best beach in cape cod). Julia is a wonderful host, extremely responsive and her local recommendations for visitors were outstanding, especially for first time visitors to CC. Would recommend.
Top Guest favourite
Condo in Provincetown
4.97 out of 5 average rating, 148 reviews

Bargain: July 5 Week: Waterview In Heart of Ptown!

MarkRating, 5 stars1 month ago
Alan's place was a perfect home base for our Provincetown getaway. Checking in/out was a breeze, we found the condo clean and lovely and the location cannot be beat. We would definitely stay here again - thank you!
Guest favourite
Condo in Dennis Port
4.86 out of 5 average rating, 204 reviews

The 5 minute walk to beach Super Cute Beach Condo

KristaRating, 5 stars1 week ago
Great place to stay. Close to the beach and also easy to drive from to hit major spots along the Cape Cod bay. Sam provided some good local recommendations and we loved our stay!
Guest favourite
Condo in Provincetown
4.89 out of 5 average rating, 187 reviews

Bayshore 2:Direct waterfront/Parking/Pets welcome

WendyRating, 5 stars2 weeks ago
This is an easy place to stay. The kitchen is super well equipped, and a great refrigerator, comfortable place to be in, really great location and view. Thank you so much!
Top Guest favourite
Condo in Chatham
4.96 out of 5 average rating, 330 reviews

In-town, Pied-a-Terre. Private, Sunny Urban Oasis

Madeleine & CaseyRating, 5 stars2 weeks ago
Thank you for the warm welcome, useful information, and a lovely space to stay while visiting the Cape! We would definitely come back!
Guest favourite
Condo in Brewster
4.88 out of 5 average rating, 253 reviews

Shining Sea Condo

SpencerRating, 5 stars3 days ago
Courtney was an amazing host! Her place was beautiful and clean. I would definitely stay again! Check this place out it’s perfect!

Quick stats about holiday rentals that are kid-friendly in Orleans

  • Total rentals

    80 properties

  • Nightly prices starting at

    $100 NZD before taxes and fees

  • Total number of reviews

    2.8K reviews

  • Family-friendly rentals

    80 properties are a good fit for families

  • Pet-friendly rentals

    30 properties allow pets

  • Rentals with dedicated workspaces

    50 properties have a dedicated workspace

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