
Family-friendly holiday rentals in Dennis Port
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Top-rated family-friendly rentals in Dennis Port
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Popular amenities for Dennis Port family-friendly rentals
Family-friendly home rentals with a hot tub

Slate House - a modern waterfront getaway
We enjoyed our stay—it was a quick 5-minute car ride to Main Street. We also enjoyed watching wildlife in the river! I wish we had brought our binoculars!

The Penney House Retreat/Hot Tub Gardens, Peace
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

Perfect for Group w/ Kids & Dogs w/ Hot Tub
Stayed for a weekend with a few friends right before the Cape busy season and had a great time. Check-in was extremely easy, all instructions and rules were clear and reasonable, and check-out was very convenient and straight forward. The house matched all the pictures and was exactly as described, and everything was clean and well stocked. In the future I’ll look to stay at a Del Mar managed location again!

BEACHfront RESORT OCEAN VIEW HANDICAP acc. CapeCod
Amazing stay and great host, thanks Eleonora!

Walk2Beach, HotTub, FirePit, PetsOk
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.

Cape Cod Lakefront Home
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.

Luxury House 0.25 mi from Craigville Beach
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!

Peaceful waterfront home with dock/ hot tub
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

Oceanfront Cottage w/Private Beach ~ Lil’ Sea Sass
Great stay! The place was clean, cozy, and just like the photos. The host was kind and helpful. I’d definitely stay here again.

Walk to Beach, Restaurants and Ocean Edge.
We had a great weekend at Elizabeth's place in Brewster. For us, the location was perfect with a beautiful walking beach <1/2 a mile down a quiet side street as well as being able to ride our bikes a short distance down a dirt road abutting the property to easily access the Cape Cod Rail Trail. The house was warm and cozy, with comfortable beds, and a well-stocked kitchen with everything needed to cook meals throughout our stay. We especially appreciated being about to bring our pup along and she enjoyed running out on the Brewster flats at low tide to chase seagulls and splash around at the edge of the ocean. We would happily come back to enjoy this wonderful spot again hopefully very soon!

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

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

A Cape Escape with Water Views from Every Room
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.

Charming Cottage near Beach and Ferry.
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.

A quiet, private, unique spot in a great location!
Second time there- we really enjoyed the cozy space and room for our dog. Space is great for a quick getaway to the cape.

Studio cottage in Chatham Ma.
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!
Family-friendly home rentals with a pool

Adorable 2BR cottage with pool.
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.

Our families slice of heaven
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!!

1 bdrm 4ppl apartment,stairs,pool,no meals,deck
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

Waterside Guest House
Super responsive, great host. Very friendly, offered us the local newspaper with deals on places to go and everything. incredible space, right along the water. Thank you, Ron!

Bright and Lovely Cottage With Community Pool
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!

Condo in Falmouth MA
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.

private pool, spacious, quiet private home,
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.

Cute Dennis Port Cottage with pool & A/C
Perfect place to stay on the Cape. The house was clean and adorable, everything you need is there in a small little quiet area. It’s a quiet place in the middle of everything. We mostly ate in the area, and the food was great. We could get to Hyannis in a short drive. We took the Ferry to Martha’s Vineyard . Drove up to Provincetown and had a fun time watching the fisherman bring in their catch at the Chatham fish pier. We saw the seals as the tried to catch the fish that fell in the water. So this place is the perfect place to get away and be in the middle of everything you want on the Cape.
Quick stats about holiday rentals that are family-friendly in Dennis Port
Total rentals
360 properties
Nightly prices starting at
₹6,031 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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- 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