Kid-friendly holiday rentals in Dennis

Find and book unique family-friendly rentals on Airbnb

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Popular amenities for Dennis family-friendly rentals

Kid-friendly house rentals

Guest favourite
Home in Dennis Port
4.92 out of 5 average rating, 192 reviews

SUMMERS OFF CAPE HOUSE

CathyRating, 5 stars1 week ago
We loved spending a few days at the end of May at Summers Off. The house was beautifully maintained (we had no issues during our stay) and very comfortable. We especially liked the many spots to just hang out and relax (the screened-in porch, Adirondack chairs in the yard, the outside table for meals, the front porch, and the very comfy living room couches). The neighborhood was quiet and very walkable. Short walk to the beach, to Sundae School for ice cream, and Buckies for morning coffee and breakfast. Antonio and Meghan provided very clear instructions for our arrival and departure, and we thoroughly enjoyed our stay!
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, 264 reviews

Privacy with Cape Cod charm

JacobRating, 5 stars1 week ago
Great stay -proximity to the beach was great!
Superhost
Home in West Dennis
4.79 out of 5 average rating, 171 reviews

Walk2Beach, HotTub, FirePit, PetsOk

NatalieRating, 5 stars1 month ago
Great stay! Place is in a quiet residential area, yet centrally located and easy to get places. Nice yard and hot tub was a plus (clean and good temp). We didn’t have a chance to use the fire pit, but outdoor furniture and sitting area was nice with space for everyone. House was very clean, beds comfortable. Host was very responsive. Would definitely stay again.
Guest favourite
Home in West Dennis
4.93 out of 5 average rating, 111 reviews

Adorable Cottage - Premier Location in West Dennis

KlaudiaRating, 5 stars1 week ago
Excellent stay. Chuck was great! We traveled with a child and it was very accommodating. Very close to the beach.
Superhost
Home in Hyannis
4.83 out of 5 average rating, 202 reviews

Private Beach Theme Loft Entire 2nd Floor

MariaRating, 5 stars1 week ago
It was really nice staying at Sharon’s place! The location is great — close to everything we needed but also tucked away so it felt very private. The space itself was bigger than I expected, which was a pleasant surprise! It was very clean and had some very sweet and thoughtful touches. Sharon was great — she was very responsive and friendly! I would definitely stay here again!
Superhost
Home in Eastham
4.81 out of 5 average rating, 110 reviews

Cute Cottage Living by the Sea!

CoriRating, 5 stars4 weeks ago
It was better than what was advertised! We’d definitely stay again.
Top guest favourite
Home in Dennis
5 out of 5 average rating, 41 reviews

Family Retreat in the Heart of Cape Cod!

RobertRating, 5 stars1 week ago
Comfortable and well-equipped house in great central location for exploring the Cape. Keith is so responsive and reliable. Would stay again.

Family-friendly apartment rentals

Top guest favourite
Flat in Brewster
4.96 out of 5 average rating, 105 reviews

Songbird Studio- Secluded but close to everything!

EvanRating, 5 stars1 week 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
Flat in Eastham
4.93 out of 5 average rating, 190 reviews

Hot Tub/Kayaks/Ebikes/Waterfront-The Lotus

RaquelRating, 5 stars1 week ago
Such a lovely place! Peaceful, super clean, and overall excellence! Best Airbnb experience I've had so far!
Top guest favourite
Flat in Mattapoisett
4.98 out of 5 average rating, 103 reviews

Brand new! Whole apartment, huge tub, full kitchen

MiriamRating, 5 starstoday
If I could give 100 stars I would!! Out of all the airbnbs I have stayed at Jennifer’s listing has outdone them all!! First of all, Jennifer was the most amazing host and treated us like family! Secondly, the house was spotless, not a speck could be found (and I am usually picky about cleanliness) — it was absolutely exceptional!!! I will definitely be coming back multiple times. Thank you Jennifer for hosting us!
Guest favourite
Flat in South Orleans
4.93 out of 5 average rating, 134 reviews

Walk to private beach, spacious peaceful apartment

Terrence MRating, 5 stars2 weeks ago
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!
Superhost
Flat in Fairhaven
4.78 out of 5 average rating, 108 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
Flat in East Orleans
4.95 out of 5 average rating, 294 reviews

Cozy Waterfront Apartment, Private Beach Access

JessicaRating, 5 stars4 days ago
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.
Guest favourite
Flat 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!
Top guest favourite
Flat in Falmouth
4.97 out of 5 average rating, 221 reviews

Modern Luxury Apt. | 7 min from Commons

AustenRating, 5 starstoday
Very clean and well managed. Hosts are very responsive and maintain the property well.

Family-friendly apartment rentals

Superhost
Apartment in Plymouth
4.76 out of 5 average rating, 155 reviews

Clear Pond Pet Friendly Inn

NicklausRating, 5 stars6 months ago
Friendly host! Allowed us to bring our 4 little dogs! Hard to find a host that will allow this. Clean and peaceful property.
Guest favourite
Apartment in Brewster
4.97 out of 5 average rating, 180 reviews

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

JeremyRating, 5 stars1 week 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
Apartment in West Dennis
4.9 out of 5 average rating, 29 reviews

1BR 2nd Floor Condo with pool

MorganRating, 5 stars1 week ago
Amazing stay!! Me and my best friends had a great weekend away!!!! Keith was great!!! Would 100% recommend!
Superhost
Apartment in West Yarmouth
5 out of 5 average rating, 3 reviews

Family-Friendly 1BR Condo w/ Pools & Kitchenette

JoshuaRating, 5 stars7 months ago
Great hosts! Would definitely stay again.
Guest favourite
Apartment in Chatham
4.86 out of 5 average rating, 102 reviews

Steps to Private Beach in Chatham

IsaacRating, 5 stars2 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
Apartment in New Bedford
4.83 out of 5 average rating, 168 reviews

Modern Downtown Condo!

AbigailRating, 5 stars3 days 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
Apartment 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
Apartment in Brewster
5 out of 5 average rating, 71 reviews

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

KevinRating, 5 stars8 months ago
We had a great stay with Rob in his cottage at Ocean Edge! The place had clearly been recently updated and it utilized space well such that it lived much bigger then its footprint. While it rained the whole time we were there, we could see Ocean Edge being a fun community for active folks. We highly recommend you stay here!

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

  • Total rentals

    320 properties

  • Nightly prices starting at

    ₹6,005 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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