
Kid-friendly holiday rentals in Brewster
Find and book unique kid-friendly rentals on Airbnb
Top-rated kid-friendly rentals in Brewster
Guests agree: These kid-friendly rentals are highly rated for location, cleanliness and more.
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Popular amenities for Brewster kid-friendly rentals
Child-friendly house rentals

Adorable Cottage - Premier Location in West Dennis
Excellent stay. Chuck was great! We traveled with a child and it was very accommodating. Very close to the beach.

Bayside retreat - Brewster flats
This was my 4th time staying at Vinnie’s. He is a great host and always quick to respond if you have notified him about anything. The cottage is always clean/great location to so many things to do on the Cape. Some great restaurants near by and an awesome little coffee shop. When you drive up and see the cottage you will feel immediate peace. Walk in and you are at home. Love love this place. I can’t say enough wonderful things about it. Already looking forward to next year

*NEW* fire pit, by Long Pond + Greenland Pond
A beautiful home with the perfect Cape Cod vibe! Sat by the fire-pit in the backyard a couple of nights and it was so peaceful! It’s centrally located on the Cape. I walked a couple mornings in the neighborhood and felt safe, it’s a very quaint neighborhood!

Old Cape Charmer
The Cape Charmer was better than expected. It was suprisingly kid friendly. Our one year old really loved crawling around the soft carpet in the living room. The space was even nicer than the photos and the beds were extremely comfortable. Would book again.

Water Front Pond House - 3 acre Cape Cod Sanctuary
The house is clean and comfortable, well equipped with kayaks, life vests in different sizes, and table tennis. We enjoyed kayaking on the pond and fishing from the dock in the garden. The location is very convenient: it's near Brewster flats, seashores, Chatham Pier fish market, and Snow Owl cafe. We visited some antique shops in Brewser and played mini golf in Yarmouth. We really enjoyed our stay in Cape Cod.

Relaxing Eco-Friendly Home Next to Long Pond Beach
Very responsive host. Clean house with separate TV room and dining room. Equipped kitchen. Quiet neighborhood with short drives to many amenities. Walking distance to pond. Perfect for a girls weekend away. We added a day mid-trip because we were having such a good time!

4BR/3B | Pond | BikePth | W/D | FireTbl | AC |Deck
Peter was kind, gracious and very responsive. They have a pristine, lovely home in a very peaceful neighborhood and we are grateful for the opportunity! Would love to come back.

Waterfront 4BR Home on Cape Cod
We had a wonderful stay at Jasmine's place. Everything was perfect. Jasmine was there to communicate with at all times. I would recommend this place for others. Thank you Jasmine.
Kid-Friendly apartment rentals

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!

Walk to private beach, spacious peaceful apartment
Diana and Greg's place is a wonderful place to stay, brimming with nature, quaint and comfortable living space and wonderful hosts. A nice walk to the beach, enjoyed the birds and frog sounds were the highlights and Orleans allows the entire Cape Cod to be accessible under an hour drive. An awesome weekend adventure and appreciate Diana and Greg opening up their doors! Cheers!

2 BD Suite Mayflower Beach & Dennis Village
Christina’s home was pretty, quiet, comfortable and well stocked. We appreciated that there was coffee, tea, sugar, soap and everything we needed in the kitchen. The location was also superb- very close to several gorgeous beaches plus multiple restaurants and shops. We did not have a chance to use them, but she even had bikes, which would be wonderful in warm weather. This is a great listing. I thoroughly recommend it!

Cape Cod Suite Near Private Beach
Spent a wonderful weekend at Arthur’s with a friend. Eastham is a great home base for Ptown, Wellfleet, Truro, Chatham, and all the rest the Cape has to offer. Arthur’s place was the perfect size for us two ladies, the beds were exceptionally comfy, and the surroundings couldn’t be better. Arthur is a gracious host who greeted us warmly then gave us space to enjoy.

The Knoll
Peg’s home was perfect for our stay in Chatham. It was quiet and peaceful but close enough to Main Street and everywhere we would want to go during our visit.

Cozy Waterfront Apartment, Private Beach Access
My fiancé, dog Bandit, and I stayed here for a few days and it was comfortable & had everything we needed. The private beach was a 10/10. Perfect place to watch the sunrise and there are gray seals constantly swimming by near the shore, so cool!! Make sure you take a look at the ideas and recommendations that Patty left in the blue ring binder. I recommend the Rock Harbor Grill for dinner & Ice Cream Cafe for dessert. Close by to the awesome rail trail for dog walks and only a 50ish minute drive to the tip of the Cape Cod National Seashore. I will say BEWARE of ticks if you’re walking your dog. They are plentiful in Cape Cod, believe it or not. Finally, Patty was a wonderful host. We would definitely choose this Airbnb when visiting Cape Cod again.

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.

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

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.

Walk to beach! Chatham Luxury near downtown, CBI!
Perfect for a long weekend trip to Cape Cod. The condo was exactly as described and conveniently located near downtown Chatham. Highly recommended Chatham Sunrise for breakfast (walking distance).

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.

Golf Course Views and Pools
My wife and I wanted a little end of summer get away and we couldn’t have been happier choosing Alexa’s condo at Ocean Edge! The condo was beautifully decorated, very clean, and everything we could have wanted for our short vacation. Alexa was always very responsive and friendly, we’ll certainly be keeping her in mind for our next cape vacation! Highly recommend for small families and couples!

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!

6 Min to Beach - Pool - Private Balcony - Central
My boyfriend and I stayed in this beautiful and quaint condo for a wedding weekend in Dennis and it couldn’t have been a more perfect place with a more perfect location!We both felt safe and comfortable immediately upon arrival and loved spending time outside on the porch and enjoying walking around the area! We would both recommend this stay to anyone!

Oceanview Condo w/ Fireplace & Patio
The place was very comfortable with beautiful views of the ocean. It was off season & a bit cool so we really enjoyed the indoor heated pool & jacuzzi and walking the beach. So nice to hear the surf when falling asleep! The space was clean & comfortable and the cozy fireplace delightful on the cool nights.
Quick stats about holiday rentals that are kid-friendly in Brewster
Total rentals
110 properties
Nightly prices starting at
$150 NZD before taxes and fees
Total number of reviews
4.6K reviews
Family-friendly rentals
100 properties are a good fit for families
Pet-friendly rentals
40 properties allow pets
Rentals with a pool
10 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
- Linnell Landing Beach
- Ridgevale Beach