Kid-friendly holiday rentals in Orleans

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.

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.

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!!

Beautiful, clean home in a great location to explore everywhere on the cape! Excellent communication with Rhonda. We would definitely stay again in the future!

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.

Everything was wonderful. The place is excellent, clean, with a lovely outdoor area, and well-located for biking. I would not hesitate to come back :)

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.

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!

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!

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.

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 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

Peter and Ann’s Cozy3A apartment was exactly what we needed for a long weekend stay. It was close to many restaurants and local points of interest. We loved being at the center of Commercial St. Upon entering, it was clean and tidy and had everything we needed.

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.

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.

Nice and very comfortable and quiet area.

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.

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!

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.

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!

A very nice clean and peaceful place close to beaches and restaurants. Looking forward to coming back again soon.

We loved Tony’s place! A bit off the beaten path but very walkable to the main strip and centrally located on the Cape. The instructions and photos were very helpful, & the space was immaculately clean and just as described. We’d definitely stay again if we find ourselves back in Chatham!

The place was very comfortable with beautiful views of the ocean. It was off season & a bit cool so we really enjoyed the indoor heated pool & jacuzzi and walking the beach. So nice to hear the surf when falling asleep! The space was clean & comfortable and the cozy fireplace delightful on the cool nights.

Steps away from the waterfront just as promised. Really beautiful view of the pier and the shore. There was some work going on next door at the time, which Steven proactively warned us of as soon as he learned about it. It wasn't even bothersome but he still was gracious enough to give us a credit for a portion of the stay. I'll definitely check here for availability next time I head to PTown!