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

SUMMERS OFF CAPE HOUSE
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!!

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

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

Privacy with Cape Cod charm
It was a peaceful property. The host was very responsive. We loved getting to explore the community private beach.

Cute Cottage Living by the Sea!
It was better than what was advertised! We’d definitely stay again.

Spacious Dennisport 5 Bed Charmer Walk to Beach!
We loved the house. It was perfect for our family wedding at the Pelham House. Would love to come back again.

cape cod riverview cottage
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.

West Dennis Beach Retreat
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

Songbird Studio- Secluded but close to everything!
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!

Hot Tub/Kayaks/Ebikes/Waterfront-The Lotus
Such a lovely place! Peaceful, super clean, and overall excellence! Best Airbnb experience I've had so far!

Main Street on the Park
Beautiful and well-maintained place. We had a minor issue, but Jonas was very proactive in resolving it. Felt right at home.

Sunny Studio Apartment on Martha's Vineyard
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

Stylish retreat | walk to town | fire pit
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.

Apartment suite|pond access|Firepit|Private Deck
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.

Great Location. Near Beach & Main Street. Unit M1
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!

Cozy Apartment in Downtown Harwich Port
This is my third time staying at this quaint place! Great location, quiet, and everything you need for a couple!
Child-Friendly Holiday Condos

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.

Hidden Hideaway
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.

The 5 minute walk to beach Super Cute Beach Condo
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.

Modern Downtown Condo!
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.

Bright & Breezy Bayside Condo
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.

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

In-town, Pied-a-Terre. Private, Sunny Urban Oasis
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
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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
- Ridgevale Beach
- Linnell Landing Beach