Kid-friendly holiday rentals in Dennis

Find and book unique kid-friendly rentals on Airbnb

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Popular amenities for Dennis kid-friendly rentals

Child-friendly house rentals

Guest favourite
Home in Dennis Port
4.92 out of 5 average rating, 193 reviews

SUMMERS OFF CAPE HOUSE

HarrietRating, 5 stars5 days ago
We really enjoyed the comforts of Antonio and Meghan's home as well as the location and walkability to the ocean. Nice, quiet neighborhood. The process and communication with them was easy and flowed. 5 stars all around and would highly recommend!!
Superhost
Home in West Dennis
4.93 out of 5 average rating, 135 reviews

Violet’s Place- king bed- pet friendly- hot tub!

MelisaRating, 5 stars3 weeks ago
Believe the 5 star reviews!! What a fabulous cozy slice of heaven quietly nestled right off a main road and in proximity to so much!! The bungalow itself is the cutest quaintest most charmingly decorated place. They have everything you could need and more, and yes the bathroom is what dreams are made of Highly highly highly recommended for a couple or a small group and for hoomans with furbabies!!! <3 Violet's place is perfect and we can't wait to return.
Guest favourite
Home in West Dennis
4.96 out of 5 average rating, 108 reviews

Sunny, bright 4b/3ba Cape Cod house, near it all!

RachelRating, 5 stars1 month ago
This was our second stay at Erica and Chris’s and we had a blast! It’s exactly as advertised, extremely clean, conveniently located, and the hosts are so friendly, helpful, and responsive! Highly recommend!
Guest favourite
Home in Brewster
4.92 out of 5 average rating, 265 reviews

Privacy with Cape Cod charm

SunnyRating, 5 stars1 day ago
It was a peaceful property. The host was very responsive. We loved getting to explore the community private beach.
Superhost
Home in Eastham
4.81 out of 5 average rating, 110 reviews

Cute Cottage Living by the Sea!

CoriRating, 5 stars1 month ago
It was better than what was advertised! We’d definitely stay again.
Guest favourite
Home in Dennis Port
4.91 out of 5 average rating, 117 reviews

Spacious Dennisport 5 Bed Charmer Walk to Beach!

KorenRating, 5 stars1 week ago
We loved the house. It was perfect for our family wedding at the Pelham House. Would love to come back again.
Top Guest favourite
Home in West Harwich
4.98 out of 5 average rating, 504 reviews

cape cod riverview cottage

DonnaRating, 5 stars8 months ago
First of all, Nancy is a wonderful hostess. She responds almost immediately to inquiries. Now, about the cottage, this is absolutely one of the loveliest cottages I have ever stayed in. Nancy has decorated it in such a manner that it is comfortable, gorgeous, efficient, and I could go on and on. The cottage is actually more lovely than the photos on the website. The home is on the river and the views are lovely. We spent each evening sitting in lounge chairs watching fish jump. There are two bedrooms upstairs and the second floor has its own air conditioning/heat controls. The bathroom is large, and the shower is amazing. Downstairs is a laundry room with washer & dryer, sink and toilet. The first floor has the living room, kitchen and dining area. The first floor has its own ac/heat controls. The kitchen has everything you will ever need. The house is fragrance free and mold free. I definitely would stay here again.
Guest favourite
Home in West Dennis
4.83 out of 5 average rating, 263 reviews

West Dennis Beach Retreat

WilliamRating, 5 stars2 weeks ago
The cottage was a good place for our one night stay. Sitting on the back patio and enjoying the peaceful view was great. We wish we had the time to stay longer, it would be a great place for a week long stay. The owner was very helpful and accommodating.

Kid-Friendly apartment rentals

Top Guest favourite
Apartment in Brewster
4.96 out of 5 average rating, 105 reviews

Songbird Studio- Secluded but close to everything!

EvanRating, 5 stars2 weeks ago
this was a great place to stay in brewster. it is across the street from my favorite coffee shop and walkable to several great restaurants in the area. ann was a great host and easy to talk to. i definitely recommend staying here!
Guest favourite
Apartment in Eastham
4.93 out of 5 average rating, 190 reviews

Hot Tub/Kayaks/Ebikes/Waterfront-The Lotus

RaquelRating, 5 stars2 weeks ago
Such a lovely place! Peaceful, super clean, and overall excellence! Best Airbnb experience I've had so far!
Superhost
Apartment in Fairhaven
4.77 out of 5 average rating, 109 reviews

Main Street on the Park

VivekRating, 5 stars3 weeks ago
Beautiful and well-maintained place. We had a minor issue, but Jonas was very proactive in resolving it. Felt right at home.
Top Guest favourite
Apartment in Oak Bluffs
4.98 out of 5 average rating, 206 reviews

Sunny Studio Apartment on Martha's Vineyard

TracyRating, 5 stars3 weeks ago
We had such a great stay! The hosts were super accommodating and really attentive to anything we needed. The place was spotless, cozy, and fully stocked with all the essentials (and then some). They went out of their way to make us feel at home, and it honestly made the whole experience so relaxing and enjoyable. We loved everything about our stay and are already looking forward to making this an annual tradition! Tracy Thomas and Drenary Gwynn Baltimore Maryland
Top Guest favourite
Apartment in Edgartown
5 out of 5 average rating, 108 reviews

Stylish retreat | walk to town | fire pit

KatherineRating, 5 stars3 weeks ago
The apartment is just perfect for a week on the Vineyard, and Jennifer has thought of all the details. So easy to use and find everything. And it is a lovely space.
Guest favourite
Apartment in Dennis Port
4.97 out of 5 average rating, 104 reviews

Apartment suite|pond access|Firepit|Private Deck

EstebanRating, 5 stars2 weeks ago
I got this Airbnb for the weekend because I was proposing to my girlfriend in a Hyannis dinner train. This was the only spot that looked private and worthy of an “engagement weekend getaway” vibe as opposed to hotels and other Airbnbs. Meagan even allowed a friend of mine to show up and decorate the apartment with “Just Engaged” signs and fake candles and fake rose petals, which made the bedroom look even more romantic. My now-fiancé could not express enough how much she loved the place. Quiet, safe neighborhood, good eating spots less than 10 mins away in car, great water pressure, everything you could ask for. If we’re going to be knit-picky, the only thing we can complain about was that the A/C did not seem to work. The wall unit was open like if it was working, but no air was coming out of it. I forgot to mention this to Meagan during our stay, as I’m sure she would have rushed to help us. We slept with the windows slightly open and it was just as nice.
Guest favourite
Apartment in Hyannis Port
4.88 out of 5 average rating, 126 reviews

Great Location. Near Beach & Main Street. Unit M1

EmmaRating, 5 stars1 week ago
This was my second time staying at Chris’ place and it’s was just as nice and convenient as I remembered. Great location, efficient studio condo with everything you need. I look forward to coming back and staying there again!
Guest favourite
Apartment in Harwich Port
4.98 out of 5 average rating, 188 reviews

Cozy Apartment in Downtown Harwich Port

MeaghanRating, 5 stars5 months ago
This is my third time staying at this quaint place! Great location, quiet, and everything you need for a couple!

Child-Friendly Holiday Condos

Guest favourite
Condo in Brewster
4.97 out of 5 average rating, 180 reviews

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

JeremyRating, 5 stars2 weeks ago
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!
Guest favourite
Condo in Chatham
4.86 out of 5 average rating, 103 reviews

Steps to Private Beach in Chatham

IsaacRating, 5 stars3 weeks ago
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.
Superhost
Condo in West Dennis
4.84 out of 5 average rating, 51 reviews

Hidden Hideaway

JennyRating, 5 stars7 months ago
The location is fabulous and very close to many amenities - coffee, groceries, restaurants and the beach. While it was a small space, it was well laid out, comfortable to be in, very clean and had a respectable kitchen for its small size (which I used). Devon was very proactive and friendly when I asked him about the microwave not working - I had missed that it wasn't plugged in! The condo was very quiet at night even though it is close to a road. I will definitely return to Devon's place should I need to travel there and it is available.
Guest favourite
Condo in Dennis Port
4.86 out of 5 average rating, 203 reviews

The 5 minute walk to beach Super Cute Beach Condo

JonathanRating, 5 stars1 week ago
I had a wonderful stay! The space was clean, quiet, and very comfortable. Perfect for a good night’s sleep after spending the day out. I came to Dennis, MA to celebrate a friend’s birthday and used the space primarily for resting, and it was just what I needed. The heat worked well, and the check-in and check-out process was smooth and hassle-free. Overall, I really enjoyed my stay and would definitely return if I’m in the area again.
Superhost
Condo in New Bedford
4.83 out of 5 average rating, 168 reviews

Modern Downtown Condo!

AbigailRating, 5 stars1 week ago
Alex’s place was a great stay to recharge and relax after the long days we had last week. I would highly recommended this place for anyone popping through New Bedford, or staying for a few days! The airbnb was spotless and quiet and clean. I will be renting here again when I need somewhere to stay when I’m back in New Bedford! Also very close to downtown all the coffee shops, and restaurants! Quiet neighborhood.
Superhost
Condo in East Dennis
4.89 out of 5 average rating, 9 reviews

Bright & Breezy Bayside Condo

KingsleyRating, 5 stars8 months ago
Joanne’s place was spacious and comfortable. There was plenty of closet and drawer space and it would work well for an extended stay. It’s quite near the beaches and harbor in Dennis/Quivet Neck, and there is a good restaurant (Marshside) with a scenic view that is a short walk away. Easy to find, although if you check in at night a flashlight will be very helpful. ;-) The kitchen was small but usable, and the refrigerator was modern and had plenty of room.
Guest favourite
Condo in Brewster
5 out of 5 average rating, 72 reviews

Ocean Edge Resort/Pool access/2bedroom-2bath Condo

DonnyRating, 5 stars8 months ago
We really enjoyed our stay. Great condition, really clean, easy parking, and great location right at the Ocean Edge resort. Rob was an excellent host, super communicative and responsive. Would stay again!
Top Guest favourite
Condo in Chatham
4.96 out of 5 average rating, 330 reviews

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

Madeleine & CaseyRating, 5 stars2 weeks ago
Thank you for the warm welcome, useful information, and a lovely space to stay while visiting the Cape! We would definitely come back!

Quick stats about holiday rentals that are kid-friendly in Dennis

  • Total rentals

    320 properties

  • Nightly prices starting at

    $116 NZD before taxes and fees

  • Total number of reviews

    16K reviews

  • Family-friendly rentals

    290 properties are a good fit for families

  • Pet-friendly rentals

    90 properties allow pets

  • Rentals with a pool

    30 properties have a pool

Destinations to explore