
Kid-friendly vacation rentals in Orleans
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Top-rated kid-friendly rentals in Orleans
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Kid-friendly house rentals

Orleans, MA Luxury Getaway
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.

Sweetbriar ~ Charming Cape Cottage ~ Dog-Friendly!
We had a great time. Although the weather did not let us get to the beach. There was a lot to do. Quick 30 minute ride to Provincetown. Cottage was more than enough room. Tea kettle and k cup coffee maker were perfect. Cozy and warm. Didn’t need the air conditioners since it was only 60 degrees but a great option. We would love to do this again. Host was proactive and very responsive to any questions. Thank you Andrei.

5-bedroom Cape with a pool and yard games.
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!!

Romantic Orleans waterfront cottage
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.

Chatham Charmer
A lovely home with plenty of space, well equipped for a couple or family with young children. The bed was huge, and so comfortable! Comfortable lounge for chilling out in front of the big smart TV, good kitchen with modern appliances. We made use of the gas grill for BBQ, and it was great to have the 2 bikes available to use, with the cycle trail 2 minutes away. Chatham is a great location, a lovely main street, restaurants and shops, 20 minute walk away or a short drive with plenty of parking. We'd recommend "Pain d'Avignon" for great coffee, and lovely bistro food for lunch. Great communication from Godelieve from the moment we booked, good information in advance, through check-in. Responsive and helpful with any small queries. We had a lovely time, thank you, we'll be back.

4 Season Cottage, Nauset Beach, tennis court
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!

Cozy Cottage Overlooking Rock Harbor Creek
We had the best time in Orleans. The house is great - amazing location (close drive to the beach, shops, and other towns on the Cape), the kitchen is well equipped for cooking, and good storage in the bedroom closet and bathroom. The sunlight in the kitchen / living room is fantastic. Quiet neighbors and not much traffic. Washer / dryer is a huge plus! Printed guides for the house and the area were very helpful. Perfect for a couple or solo vacation. We will be back!!

5 minutes from Nauset Beach!
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

Songbird Studio- Secluded but close to everything!
Songbird Studio was the perfect b&b for me and my partner during our 3 days on the Cape. Private and peaceful, yet centrally located made getting anywhere of interest within 45 minutes extremely easy. The space was both clean and comfortable while also being very affordable compared to other listings. Ann was also such a gracious and hospitable host. The coffee shop right across the street was an added bonus in the mornings! Overall could not recommend this location enough and would 1000% stay here again.

Peace By The Bay
Bill and Trish were amazing hosts, and they made sure the place was exceptionally clean. They even had fresh flowers for us when we arrived.

Peaceful retreat in the woods...
Mary's place was amazing! It had everything we needed for a long weekend on the Cape. The space is private, and very quiet, which was nice. We loved being tucked in the trees. Plenty of space for our bikes outside too. Mary was very friendly and welcoming, and we felt right at home. We would definitely stay again!

Beautiful Creekside Apartment in Wellfleet Center
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

Cozy 3rd Floor Apartment with a View
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!

The Knoll
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.

Cape Cod Suite Near Private Beach
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.

Hip Studio Area, Skylights & Moonbeams
Nice and very comfortable and quiet area.
Kid-friendly condo rentals

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

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

Best location in Ptown,1 Bedroom,PARKING/WaterVIEW
Airbnb virgin….. but NOT ANY MORE! When I couldn’t figure out how to get in, at first I felt alone, scared, betrayed, abandoned, and almost closed my eyes to self sooth. But I forced myself to keep my eyes open, figured things out. All of a sudden I didn’t feel alone, I even felt loved/protected. Everybody was really nice. Even when I wasn’t. Thank you for letting me into your home!!

#6 Ocean Oasis Studio, 300 Yards to Glendon Beach
Loved my stay! Amazing location and comfortable, neat place. Will definitely be coming back!

Steps to Private Beach in Chatham
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.

The 5 minute walk to beach Super Cute Beach Condo
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!

Apartment in East Orleans Historic Home
A very nice clean and peaceful place close to beaches and restaurants. Looking forward to coming back again soon.

Bayshore 2:Direct waterfront/Parking/Pets welcome
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!
Quick stats about vacation rentals that are kid-friendly in Orleans
Total rentals
80 properties
Nightly prices starting at
R1,081 ZAR 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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- Cape Cod
- Mayflower Beach
- West Dennis Beach
- East Sandwich Beach
- Craigville Beach
- Duxbury Beach
- Sagamore Beach
- Sandwich Glass Museum
- Coast Guard Beach
- Owen Park Beach
- Onset Beach
- Nickerson State Park
- Inman Road Beach
- Pinehills Golf Club
- Oyster Harbors Beach
- White Horse Beach
- Kalmus Park Beach
- Ridgevale Beach
- Chapin Memorial Beach
- Scusset Beach
- Peggotty Beach
- Forest Beach
- Lighthouse Beach
- Corporation Beach