
Kid-friendly holiday rentals in Wellfleet Harbor
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Top-rated family-friendly rentals in Wellfleet Harbor
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Kid-friendly house rentals

Walk to Beach | Screened Porch | Family Friendly
Madison has been an exemplary host, and the house was a great fit for 6 adults and 4 kids aged 4, 3, 1 and below 1. Even though we came for only a few days, I had lots of questions. Madison always responded promptly and helpfully. The host went beyond the call of duty by checking with cleaners when house became available, and facilitating an earlier check-in. That was greatly appreciated by our party. The house layout with bedrooms on two floors was perfect for us, where some kids who wake up real early slept on one floor, and others who wake up later are on another floor. Huge dinner table that could fit us all. Lack of clutter that let the energetic kids move around freely. Three bathrooms conveniently located, one on each floor. The availability of good quality, foldable beach chairs and a beach umbrella were a huge plus. The location of the house is in a quiet neighborhood, where we enjoyed walking, jogging or pushing strollers.

Wellfleet, MA. Cape Cod sleeps 8
Clifford's place worked out perfectly for my crew that was working in the area for a multi week project. I would definitely book again if we have more work in the area.

The Sandpiper
Easy access to restaurants, grocery stores, beach and mini golf! Great area to take a walk or run around the neighborhood. Had all the basic supplies for cooking and comfortable furniture in the living room and bedrooms. The outdoor patio and yard is where we spent most of our time, the chairs and set up was perfect. The outdoor shower is a nice touch too!

The Mills Retreat- 3BR/2Bath - Beach pass included
This was a family Christmas getaway, and it was perfect.

Ideal Vacation Home On Dennis Highlands
This place was everything we could’ve wanted for a week at the Cape. It’s in one of the best areas we have ever stayed on Cape Cod. We loved how they have the house decorated it was perfect. We had PLENTY of room for my wife, our two kids and me to relax when we were spent from activities. The yard was huge and there was wildlife all around. Nice and private location but 5-10 minute drive to get to anything you want. They were super accommodating to our last minute schedule shift and very responsive and give spot on recommendations on some things to check out. We would hands down stay again.

Spacious and immaculate custom home.
We had a fantastic family vacation in Falmouth and Anne’s house greatly exceeded all of our expectations! Comfortable, beautiful decorated and appointed with every amenity. We will be back!

Holiday in the sun!
Craig was awesome and extremely nice and understanding! The house was clean and one of the best I have stayed in. The location is quiet and tucked in a small neighborhood. I had the most amazing stay and would suggest this to anyone going to this location!

NEW! 2 Houses, Main House plus Guest House
We stayed here with a large group of friends including toddlers and babies for a friend’s wedding. We loved the space, especially sitting out on the deck together, having two separate spaces so some friends could stay up chatting while the kids slept in the other house was excellent. We would highly recommend this house for a fun and relaxing group trip!
Family-friendly apartment rentals

In the Heart of Wellfleet and Walk to Mayo Beach
wonderful property in beautiful town. Great location on Main Street with walking access to all the amenities. Frances was very accommodating with great advice for travellers.

Beautiful private apartment walk to everything!
Brian was a great host. The place was immaculate and well located. Would definitely stay here again no questions asked. 10/10

Peace By The Bay
Great apartment. Close to the beach and great restaurants, but also quiet and peaceful. Slept better here than I do at home.

Walk to private beach, spacious peaceful apartment
We enjoyed our stay very much, the space was cozy, clean, and well appointed furnishings. Diana was welcoming, and helpful. The home in a quiet location was a great base for exploring the Cape!

Charming Downtown Chatham Apartment
Had a great stay in Chatham at this Airbnb. Heather the host was extremely friendly and made us feel very welcome. The place was very well located in Chatham, well appointed and comfortable. We were very happy with our stay there, including a pack and play for our 16 month old. Would highly recommend a stay here to anyone.

Centerville Studio with Town Beach Pass
Great home for our superintendent to stay in while working on a project. Highly recommend!

Apartment suite|pond access|Firepit|Private Deck
Immaculate, comfortable and accurately advertised. The bed was very comfortable and we loved sitting out on the deck to enjoy the beautiful weather. Close to nearby restaurants and beaches. We would definitely stay again!

Your Private Garden
Mary Alice's place is so charming, equipped with everything I needed in daily life, and surrounded by full of green and peaceful neighbors. She is also very responsive and supportive in the communication. Definetely recommend, and wish to come back again!
Family-friendly apartment rentals

Ocean Edge Resort-Pool Access-End Unit-2 bdr/2 bth
It is always comforting to stay at Anna’s condo. It feels like home with well thought out amenities, clean spaces, quiet surroundings and such a helpful host. It is a great space for families and has all you need to cook in. I highly recommend staying here.

#6 Ocean Oasis Studio, 300 Yards to Glendon Beach
What a darling space! We felt right at home. It was quiet and cute inside and we were able to really relax. Thank you, Sam for such creating an inviting living area!

Steps to Private Beach in Chatham
We absolutely loved our stay at Julia’s home! It was in amazing location close to the beautiful downtown but also very private. The private beach is hard to beat! The space was clean, exactly as pictured, and was stocked with anything you could need. Julia was an amazing host who provided clear instructions and responded quickly. We can’t wait to return for our next stay here. Thanks again Julia!!

Romantic Seaside Escape InThe Heart Of P-town
Debra had a beautiful apartment in a perfect location. The balcony was especially enjoyable. It was very clean and had everything you could possibly need.

The 5 minute walk to beach Super Cute Beach Condo
Perfect space for a long weekend or low key beach trip. Walking distance to the beach and very quick drive to other restaurants, bars, coffee shops, etc. While the space is smaller it has all the amenities to handle everything you’d need like a full kitchen, grill, etc. We went in the offseason and still found plenty to do but you could tell the area would be more active during the peak cape season.

Modern, clean waterviews
This was my second stay at Garrett’s and the place was just as nice as I remembered (plus a a few upgrades). Garrett’s always quick to respond to inquiries, unit had just about everything we needed including beach towels and location is great as it’s a short bike ride from center town and peaceful/quiet if you’re looking for a balanced vacation.

Shining Sea Condo
This is our second time staying at the Shining Sea & we loved it! Quaint condo with privacy & the 2 bathrooms are always good to have with a family situation. It's been clean each time & we felt right at home!

Commercial Street Cozy 1/1 In The Center of Ptown!
We truly enjoyed our stay at this charming, clean apartment. It was the perfect size for two people and the location on Commercial Street was ideal for accessing everything in Ptown. Paul was proactive in ensuring we had everything we needed and answered questions promptly. Thank you!
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- Cape Cod National Seashore
- Sandwich Glass Museum
- Owen Park Beach
- Sagamore Beach
- New Silver Beach
- Onset Beach
- Lighthouse Beach
- Grey's Beach
- Scusset Beach
- Pinehills Golf Club
- Nickerson State Park
- Earle Road Beach
- Chapin Memorial Beach
- Oyster Harbors Beach
- Englewood Beach
- Springhill Beach
- Surfside Beach
- Pilgrim Beach
- Peggotty Beach
- Minot Beach
- Forest Beach
- Cahoon Hollow Beach
- Sunken Meadow Beach
- Coast Guard Beach