Family-friendly vacation rentals in Dennis Port

Find and book unique family-friendly homes on Airbnb

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Popular amenities for Dennis Port family-friendly rentals

Family-friendly home rentals with a hot tub

Guest favorite
Home in Chatham
4.95 out of 5 average rating, 280 reviews

Slate House - a modern waterfront getaway

LauraRating, 5 stars2 weeks ago
Lovely place to stay on the Cape and relax with friends with beautiful lake views. Very central for beaches and activities. Appreciated the attention to detail for guest needs like beach towels, bug spray, beach chairs, firewood, and so much more. Hope to visit again soon!
Superhost
Home in West Dennis
4.88 out of 5 average rating, 32 reviews

Water Views Private Pool, Hot Tub, Access to Cove!

MichaelRating, 5 stars2 weeks ago
Perfect house for 8 guests (we had 10 guests one night, but they had to sleep on a pull out couch). The pool and hot tub in the backyard is awesome for a summer getaway. Tons of common space/living areas, wish we were able to use it more! Kitchen has everything you need. The layout is pretty unique and took a bit to get used to, but it added to the overall charm. I would definitely stay here again and recommend it for a long weekend (we were here for a wedding and made a weekend out of it) or if you’re looking for a getaway to the Cape for a week. Great location too!
Superhost
Condo in Hyannis

Courtyard Resort Condo Hyannis

NilsRating, 5 stars96 months ago
Great place. Very central to Main Street. Quiet, plenty of space, good parking, easy communication and check-in. We will come again!
Guest favorite
Home in Eastham
4.99 out of 5 average rating, 80 reviews

The Penney House Retreat/Hot Tub Gardens, Peace

KathleenRating, 5 stars10 months ago
The Penny's House is close to all the beaches, great restaurants and the bike path is accessible via the back of the property which we loved. Her house is beautiful and the kitchen was fully stocked with all cookware you needed to make family dinners together. My family was very comfortable with out stay here! Thanks, Kathleen,Jack and family
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 favorite
Home in Dennis
4.92 out of 5 average rating, 50 reviews

Cape Cod Lakefront Home

JustinRating, 5 stars9 months ago
Nice private house with lots of bedrooms, a pool and nice grounds. House was very clean. We had a great time with our family. Can walk to a few places in town, but need to get into the car for most. The Dennis beaches were great and just a short drive away. Would recommend this place for families. The house has access to Scargo Lake, which is nice, but it is a bit of a hike down a good-sized hill. Host was nice and responsive to questions.
Top guest favorite
Home in Centerville, Barnstable
4.97 out of 5 average rating, 155 reviews

Luxury House 0.25 mi from Craigville Beach

AngieRating, 5 stars1 month ago
I had a wonderful experience staying at this Airbnb. The place was exactly as described—clean, cozy, and well-stocked with all the essentials. The host was friendly, responsive, and made check-in and out super easy. The neighborhood was quiet and felt very safe, with great local spots just a short walk or drive away. I’d absolutely stay here again and recommend it to anyone looking for a comfortable and convenient stay!
Guest favorite
Home in East Falmouth
4.9 out of 5 average rating, 60 reviews

Peaceful waterfront home with dock/ hot tub

ConorRating, 5 stars10 months ago
We stayed at this home with a group of five people and the home fit everyone great. The view from the home of the marsh is beautiful and we spent Saturday hanging out on the dock. It is really peaceful and we had an amazing time. Michele was a pleasure to work with and was very accommodating with being flexible for check in and check out times. Thank you again!

Family- and pet-friendly home rentals

Guest favorite
Home in Brewster
4.81 out of 5 average rating, 101 reviews

Walk to Beach, Restaurants and Ocean Edge.

LibbyRating, 5 starstoday
We loved staying here while in town for a wedding. I especially liked how walkable it was - less than 10min walks to the beach, the rail trail (very nice for walks/runs/bike rides), a convenience store, and multiple good food options. We loved not having to hop in the car much throughout the weekend. Elizabeth was easy to communicate with and we would absolutely stay here again! One thing to be aware of: There will be some noise from passing cars if you are sleeping with the windows open, since the house is on a main road - wasn’t a problem for us but just something to consider if you are a light sleeper.
Top guest favorite
Home in Brewster
4.98 out of 5 average rating, 187 reviews

SeaPeace Cottage-East Brewster Deck,Firepit,W/D AC

PaulRating, 5 stars8 months ago
We attended a wedding at the Ocean Edge Resort and we found Paige's home to be convenient to the venue and activities and a great alternative to staying on property. The home was clean and neat and had everything we needed. The weather turned out beautiful so we took full advantage of the outdoor space. I would highly recommend Paige's home to anyone who likes to be close to the beach, restaurants and golf, but far enough away to be quiet and peaceful.
Guest favorite
Cottage in Yarmouth
4.97 out of 5 average rating, 127 reviews

Walk 7/10 mile to Beaches*Summer Fri to Fri*

SharonRating, 5 stars4 weeks ago
Comfortable and cozy cottage to stay in. Bonnie was great at communicating, and the offer (didn't have to ask) to check in early was greatly appreciated. Even though the weather (Nor'easter) wasn't the best, the cottage was great. The gas fireplace was used and added to the warmth of the cottage. Little things that the cottage was stocked with was very helpful (dog bowls) even if weren't used. Just knowing the cottage has little details will have me renting again. Thank you!
Superhost
Home in Wellfleet
4.85 out of 5 average rating, 105 reviews

A Cape Escape with Water Views from Every Room

JonathanRating, 5 stars5 months ago
We stayed at Rob's place for a few days for New Year's Eve and it was great. The house was very comfortable for a few couples to hang out, cook some meals and enjoy the beautiful views. At low tide you can walk from the house down to the marsh and follow some rough trails or walk a little further to Lt. Island for some sandy beach. The wood stove made it great winter haven, to sit by the fire and enjoy the views of the tides rolling in and out. The architecture of the house is also interesting and reminiscent of other Wellfleet modernist homes.
Top guest favorite
Cottage in West Yarmouth
4.84 out of 5 average rating, 240 reviews

Charming Cottage near Beach and Ferry.

SaraRating, 5 stars3 weeks ago
We traveled to the cape for a youth soccer tournament and wanted to find a place with room for our family and dog. Daniel's cottage was perfect for our family of 4 - a nice cozy cottage with beach access, all the comforts of home, and a great location. Daniel was a great host - proactive friendly location and a clean house with everything we needed.
Guest favorite
Apartment in Brewster
4.83 out of 5 average rating, 117 reviews

A quiet, private, unique spot in a great location!

CarlRating, 5 stars3 weeks ago
Second time there- we really enjoyed the cozy space and room for our dog. Space is great for a quick getaway to the cape.
Guest favorite
Home in Chatham
4.96 out of 5 average rating, 210 reviews

Studio cottage in Chatham Ma.

JeanetteRating, 5 stars1 month ago
Absolutely adorable! Would stay here again! Be sure to read the details when you get there (my fault I learned you can’t take 2 hot showers back to back…they do tell you that but I missed it). Great location. Perfect crash pad for a weekend as wedding guests!
Guest favorite
Cottage in Chatham
4.9 out of 5 average rating, 149 reviews

Forbes, a South Chatham cottage

SusanRating, 5 stars2 weeks ago
Joe's cottage was perfectly appointed, cape cod charming, and very comfortable. I must say, the outdoor shower was a decided plus along with the screen porch. And both were artfully decorated with amazing painting - I loved showering with seals and sea turtles! The bed I slept in was very comfortable. Tucked in a quiet little neighborhood and close to the beach, it was perfect for our stay. Joe was a responsive host. Would definitely stay again.

Family-friendly home rentals with a pool

Cottage in Dennis Port
4.84 out of 5 average rating, 25 reviews

Adorable 2BR cottage with pool.

ColeenRating, 5 stars11 months ago
This is our 2nd stay at Marie’s cottage. We love the peaceful environment (patio area especially), the pool, the proximity to the local beach (1 mile) & the proximity to Nauset Beach (20 mins) and the outdoor shower.
Top guest favorite
Home in Plymouth
4.96 out of 5 average rating, 56 reviews

Our families slice of heaven

EmilyRating, 5 stars8 months ago
This place was INCREDIBLE!! Marla and her family were so responsive and so welcoming!! This house was the cleanest I have ever stayed in. The furniture was so comfortable and cozy. I would HIGHLY recommend staying here! I hope to come back in the near future!! Thank you Marla and family for being such amazing hosts!!
Apartment in Dennis Port
5 out of 5 average rating, 16 reviews

BEACHfront RESORT OCEAN VIEW HANDICAP acc. CapeCod

EricRating, 5 stars11 months ago
Amazing stay and great host, thanks Eleonora!
Top guest favorite
Apartment in Hyannis Port
4.84 out of 5 average rating, 51 reviews

1 bedroom apartment located 5 minute walk to beach

MichaelRating, 5 stars10 months ago
We stayed in the tree house suite. It had a lovely deck surrounded by trees and a great view of the sky. Craig and Ginny are as friendly a couple you will ever meet--always quick to answer questions and offer some great suggestions, Craig even offered to drop us off at a few places. They were so kind they felt like old friends. The beach is beautiful and a five minute walk away--which is great because they charge 25 bucks to park. So do the easy walk, and Ginny will provide chairs, towels, and umbrellas. Hyannis itself is a great place to walk around with lots of shops and great restaurants. We also took a ferry to Nantucket which was delightful, as well. I would visit them again without question. Go. You won't be disappointed. Michael and Rebecca
Top guest favorite
Cottage in Dennis Port
4.89 out of 5 average rating, 80 reviews

Bright and Lovely Cottage With Community Pool

KaylaRating, 5 stars3 weeks ago
Sonja's place was great for a weekend away! It was walkable to both the beaches of Dennisport as well as the center of Dennisport for the restaurants and shops. We had a lovely stay and really appreciate the help Sonja gave when we had questions!
Superhost
Condo in Falmouth
4.72 out of 5 average rating, 18 reviews

Condo in Falmouth MA

MarkRating, 5 stars1 month ago
The Condo was clean & comfortable. Having two bedrooms with queen beds was perfect for us, and sharing the 1 bathroom worked fine. The price was better than most other options. It was peaceful, and very quiet during our stay (in early May). Having the pool available would be very nice in summer months.
Home in Dennis Port
4.76 out of 5 average rating, 38 reviews

private pool, spacious, quiet private home,

SashaRating, 5 stars10 months ago
We loved our stay! The house is super family-friendly, the pool was amazing, and we found the house very cozy. There were plenty of cooking utensils/pots, which made cooking easy and a great grill and fire pit. Communication with Joe was super easy too.
Condo in Dennis Port
5 out of 5 average rating, 3 reviews

Oceanfront beach house - Entire 1st floor

KatieRating, 5 stars47 months ago
my family had an awesome time. Great location. Karim was great to rent from. Would rent again.

Quick stats about vacation rentals that are family-friendly in Dennis Port

  • Total rentals

    360 properties

  • Nightly prices starting at

    R1,265 ZAR before taxes and fees

  • Total number of reviews

    9.4K reviews

  • Pet-friendly rentals

    70 properties allow pets

  • Rentals with a pool

    40 properties have a pool

  • Rentals with dedicated workspaces

    110 properties have a dedicated workspace

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