
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!
Home was very cute and met our needs. It snow while there and Craig messaged to see if we needed to be plowed out. They did an amazing job! The stay was great!

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-law apt. with all the amenities of Home.
We had a short but pleasant stay at Gail’s and the in-law apartment was perfect! Check in was easy and the apartment was clean, comfortable, and well-appointed with great snacks! This is a great location for exploring Falmouth and the rest of the Cape and Gail is super friendly and responsive. We hope to stay longer next time!

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.

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.

Cozy 3rd Floor Apartment with a View
My husband and I booked Peter's place for a New Year's Eve celebration with friends. It was everything we were looking for and fit our budget. Location is fabulous and the place was clean and perfect for our needs. Will keep this place in mind for next year! Highly recommend for one person, or a couple.

2 BD Suite Mayflower Beach & Dennis Village
This place is wonderful for a family. It's our second time here and we probably will come again! The price is great and the place is immaculate. Officially, I think it's week-long rental or there's a minimum night stay, but Christina adjusted it for us so that we could come for three nights in October. It was a perfect vacation. We also used the yard and the fire pit and data hot dogs and s'mores dinner for the kids. The cape is so beautiful in off-season And this is a perfect spot to explore it from. Don't skip Scargo Tower and Scargo Pottery! Two gems right nextdoor. Fabulous private condo.

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!

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
Sam was a great host! He was very helpful and quite nice. The condo was a beautiful little place and looked exactly like the photos. Very clean and homey. I would absolutely stay here again!

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
My wife and I stayed at Courtney’s condo for the month of February. We really enjoyed our time at Shining Sea, it worked out perfectly for us. The location is beautiful and close to the beaches and restaurants in Brewster. The condo has two good sized rooms and two bathrooms and a comfortable living room. When it snowed, Courtney made sure the walks and stairs had been cleared. We took full advantage of all of the amenities in the condo and couldn’t have been happier with our stay.

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!

Two Bedroom Condo Steps from Beach and Town
Easy to make ourselves comfortable. Stayed for a week and there were lots of drawers and shelf space to put our stuff, and purchases. The condo had everything we needed to have a great stay in P’town. The view from the porch was beautiful, and there was a comfortable deck where we could sit and watch the boats. Overall, we made a great choice for our visit. Would definitely stay here again.
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