
Kid-friendly holiday rentals in Orleans
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Top-rated kid-friendly rentals in Orleans
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Child-friendly house rentals

Cape Cod Charmer
Felt like home to us! Wonderful week stay! Just like the previous two year’s stay! We love this home!

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!!

Stunning Cape Cod Escape
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!

Waterfront★ Pvt Beach ★ On Bike Path ★Bikes★Kayaks
Aruna's cottage was even more beautiful, both inside and out, than the photos. The interior was gorgeous, light filled and many decorative touches that made it feel like a 5-star hotel. The furniture was comfortable and there were many lamps which made reading in the evenings very easy. The art TV picture was very nice when the TV wasn't on rather than looking at a big, black screen. We used the dining table with statement chandelier for all our meals. There were all the kitchen pots, pans and utensils we needed. The refrigerator ice maker and water features were appreciated. Both showers were outstanding in function and beauty. Everything was spotless. The patio was so comfortable with a huge umbrella to shade us while we enjoyed the lake view which was ever changing. A highlight was when a huge turtle came out of the lake and walked across the yard. The Cape Cod Rail Trail is just off the property and is screened by a beautiful, tall white fence and evergreens.

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!
Kid-Friendly apartment rentals

Eastham Escape
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!

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.
Child-Friendly Holiday Condos

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!

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.

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

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!

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!

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

Shining Sea Condo
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
$92 AUD 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
- Owen Park Beach
- Coast Guard Beach
- Onset Beach
- Inman Road Beach
- Nickerson State Park
- Oyster Harbors Beach
- Pinehills Golf Club
- Scusset Beach
- Cahoon Hollow Beach
- Kalmus Park Beach
- White Horse Beach
- Peggotty Beach
- Cape Cod National Seashore
- Forest Beach
- Linnell Landing Beach
- Ridgevale Beach