Kid-friendly vacation rentals in Dennis

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Popular amenities for Dennis kid-friendly rentals

Kid-friendly house rentals

Guest favorite
A single-story home is positioned on a large corner lot, surrounded by a well-maintained lawn. A covered front porch enhances the entrance, while landscaping features add visual interest. The semi-private driveway leads to a spacious backyard with trees in the distance.
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
A private hot tub is set beneath a wooden pergola, surrounded by vertical slatted fencing. Natural light filters through the structure, casting patterns on the spa surface. Green foliage is visible in the background, creating a serene outdoor retreat.
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 favorite
A well-appointed bedroom features a spacious bed with light grey bedding and decorative pillows. Two modern lamps sit on either side of the bed, and artwork depicting a beach scene adorns the wall above. Soft light filters through partially drawn blinds.
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 favorite
A charming two-story structure features dark wooden siding and a welcoming entryway. Surrounding greenery includes tall trees and well-maintained shrubs, providing a serene outdoor setting. A grassy area leads up to the building, emphasized by a clear blue sky overhead.
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
A charming two-story cottage is set amidst lush greenery, featuring a light-colored exterior with large windows. An outdoor deck includes a gas grill, while a stone pathway leads to an arched trellis, enhancing the inviting outdoor space.
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 favorite
A charming two-story home features light blue siding and green shutters, complemented by neatly manicured landscaping. An American flag hangs by the front door, while a spacious yard provides an inviting outdoor setting. The sun room on the side enhances the overall appeal.
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 favorite
The charming front exterior of a gambrel style cottage is visible, featuring shingled siding and a symmetrically gabled roof. Flower boxes are positioned beneath the windows, showcasing vibrant plants. A welcoming dark front door is centered, flanked by two tall, lush evergreens.
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 favorite
A charming cottage is framed by a well-maintained lawn and pathway. The exterior features natural wood shingles and dark shutters on large windows, inviting soft light inside. The peaceful setting is enhanced by the surrounding greenery and the distant outlines of neighboring houses.
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 favorite
A charming studio cottage with wooden shingles is nestled among trees, featuring a private deck and gas grill. Colorful flowers line the pathway leading to the entrance. A lush green lawn surrounds the building, creating a tranquil outdoor setting.
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 favorite
A collage features a swinging bed on a private porch, a cozy living area with plush seating, and an inviting hot tub. The bedroom highlights a spacious layout with soft linens, while a close-up shows elegant glassware resting on a woven surface, enhancing the retreat's serene ambiance.
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
A cozy living area is presented with a dark couch and a wooden dining table accompanied by black chairs. A TV is situated on a light-colored media unit, while bookshelves filled with books line one wall. Natural light filters in through sheer curtains.
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 favorite
An open studio space features a cozy sleeping area with a spacious bed covered in light bedding. A soft armchair and a wooden bench provide additional seating. Natural light streams in from a window, enhancing the room's bright atmosphere. Shelving displays books and decorative items.
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 favorite
A private garden patio is showcased, featuring a circular table surrounded by four chairs. Plush cushions in vibrant blue patterns adorn the seating. Nearby, two wooden lounge chairs offer additional relaxation options. Lush greenery and flowers provide a natural backdrop, enhancing the outdoor ambiance.
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 favorite
A spacious bedroom features a four-poster bed with a light bedding set, complemented by two large, round ottomans. A patterned wall adds texture, while a cozy seating area is visible in the background. Soft lighting enhances the calm ambiance.
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 favorite
A spacious studio features a queen bed with grey bedding, two chairs, and a small table. A ceiling fan is positioned above. A kitchenette area is visible in the background, alongside a door leading to additional space. Natural light comes through the window, highlighting the wood flooring.
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 favorite
A brightly lit living area features large windows adorned with soft shades. A striped sofa is complemented by a comfortable armchair and a light-colored coffee table. A flat-screen television is positioned against the wall, with framed artwork adding character to the space.
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!

Kid-friendly condo rentals

Guest favorite
A welcoming entryway is observed, featuring a rustic 'WELCOME' sign on the wall. Light wood flooring extends into a cozy living and dining space, illuminated by natural light. A dining table is visible in the background, surrounded by comfortable chairs.
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 favorite
An open-concept living area features a spacious blue sectional sofa and a flat-screen TV mounted on the wall. Natural light floods the room through large windows, offering views of the surrounding greenery. A decorative plant and a textured area rug add warmth to the space.
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
A wooden sign is displayed on a light-colored wall, featuring the phrase 'Heaven is a little closer by the Beach' in white lettering on a teal background. The sign is framed in a rustic white border, enhancing its coastal charm.
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 favorite
A bright studio interior is displayed, featuring a queen-size bed with striped bedding, a sleeper sofa in a bold hue, and a small wooden table. A blue dresser stands nearby, while large windows provide natural light with views of the private patio.
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
A modern kitchen features stainless steel appliances, including a refrigerator, microwave, and gas stove. White cabinetry and a light countertop create a clean, streamlined look. Natural light fills the space, enhancing the warm wooden floor.
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
A bright living area features a cozy couch and armchair arranged around a wooden coffee table. Large glass doors open to a deck, allowing natural light to fill the space. Wood beams add character, while a soft area rug complements the warm hardwood floor.
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 favorite
An open living area features large glass doors that provide views of the golf course. A comfortable seating arrangement includes a recliner and a sectional sofa. A spiral staircase leads to the loft above, and a mounted television is positioned above a modern fireplace.
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 favorite
The inviting living area features large windows with blue curtains, allowing natural light to brighten the space. A comfortable sectional sofa is situated around a small coffee table. A door leads to a private balcony, while a bar counter with stools is visible in the background.
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 vacation rentals that are kid-friendly in Dennis

  • Total rentals

    320 properties

  • Nightly prices starting at

    R1,256 ZAR 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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