Kid-friendly holiday rentals in Wellfleet Harbor

Find and book unique family-friendly rentals on Airbnb

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Popular amenities for Wellfleet Harbor family-friendly rentals

Kid-friendly house rentals

Guest favourite
Home in Yarmouth
5 out of 5 average rating, 10 reviews

Walk to Beach | Screened Porch | Family Friendly

AlexanderRating, 5 stars7 months ago
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.
Superhost
Home in Wellfleet
4.72 out of 5 average rating, 50 reviews

Wellfleet, MA. Cape Cod sleeps 8

MikeRating, 5 stars3 months ago
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.
Superhost
Home in Eastham
4.78 out of 5 average rating, 18 reviews

The Sandpiper

AndrewRating, 5 stars8 months ago
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!
Superhost
Home in Barnstable
4.88 out of 5 average rating, 133 reviews

The Mills Retreat- 3BR/2Bath - Beach pass included

JulieRating, 5 stars3 months ago
This was a family Christmas getaway, and it was perfect.
Superhost
Home in Dennis
4.83 out of 5 average rating, 6 reviews

Ideal Vacation Home On Dennis Highlands

DanielRating, 5 stars7 months ago
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.
Top guest favourite
Home in Falmouth
5 out of 5 average rating, 36 reviews

Spacious and immaculate custom home.

LeslieRating, 5 stars8 months ago
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!
Superhost
Home in Sandwich
4.76 out of 5 average rating, 25 reviews

Holiday in the sun!

KaylaRating, 5 stars3 days ago
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!
Superhost
Home in Falmouth
4.75 out of 5 average rating, 4 reviews

NEW! 2 Houses, Main House plus Guest House

CassandraRating, 5 stars7 months ago
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

Guest favourite
Flat in Wellfleet
4.88 out of 5 average rating, 146 reviews

In the Heart of Wellfleet and Walk to Mayo Beach

AndrewRating, 5 stars6 months ago
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.
Guest favourite
Flat in Oak Bluffs
4.95 out of 5 average rating, 168 reviews

Beautiful private apartment walk to everything!

ChrisRating, 5 stars2 weeks ago
Brian was a great host. The place was immaculate and well located. Would definitely stay here again no questions asked. 10/10
Guest favourite
Flat in Dennis
4.86 out of 5 average rating, 153 reviews

Peace By The Bay

JohnRating, 5 stars5 months ago
Great apartment. Close to the beach and great restaurants, but also quiet and peaceful. Slept better here than I do at home.
Guest favourite
Flat in South Orleans
4.92 out of 5 average rating, 133 reviews

Walk to private beach, spacious peaceful apartment

Frederick A (Tony)Rating, 5 stars6 months ago
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!
Guest favourite
Flat in Chatham
4.93 out of 5 average rating, 216 reviews

Charming Downtown Chatham Apartment

WillRating, 5 stars7 months ago
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.
Guest favourite
Flat in Barnstable
4.95 out of 5 average rating, 120 reviews

Centerville Studio with Town Beach Pass

CarrieRating, 5 stars4 weeks ago
Great home for our superintendent to stay in while working on a project. Highly recommend!
Guest favourite
Flat in Dennis
4.97 out of 5 average rating, 100 reviews

Apartment suite|pond access|Firepit|Private Deck

Jennifer RRating, 5 stars5 days ago
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!
Guest favourite
Flat in Falmouth
4.95 out of 5 average rating, 170 reviews

Your Private Garden

KotaroRating, 5 stars6 months ago
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

Guest favourite
Apartment in Brewster
4.97 out of 5 average rating, 178 reviews

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

KathleenRating, 5 stars4 months ago
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.
Guest favourite
Apartment in Dennis
4.94 out of 5 average rating, 169 reviews

#6 Ocean Oasis Studio, 300 Yards to Glendon Beach

MarciaRating, 5 stars6 months ago
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!
Guest favourite
Apartment in Chatham
4.86 out of 5 average rating, 100 reviews

Steps to Private Beach in Chatham

HannahRating, 5 stars3 weeks ago
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!!
Superhost
Apartment in Provincetown
4.91 out of 5 average rating, 211 reviews

Romantic Seaside Escape InThe Heart Of P-town

StevenRating, 5 stars5 months ago
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.
Guest favourite
Apartment in Dennis
4.86 out of 5 average rating, 199 reviews

The 5 minute walk to beach Super Cute Beach Condo

ConorRating, 5 stars1 week ago
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.
Guest favourite
Apartment in Provincetown
4.93 out of 5 average rating, 100 reviews

Modern, clean waterviews

JacobRating, 5 stars9 months ago
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.
Guest favourite
Apartment in Brewster
4.88 out of 5 average rating, 237 reviews

Shining Sea Condo

LyndaRating, 5 stars6 days ago
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!
Guest favourite
Apartment in Provincetown
4.86 out of 5 average rating, 118 reviews

Commercial Street Cozy 1/1 In The Center of Ptown!

JonRating, 5 stars3 months ago
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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