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

Beach block condo, pool/spa, 2 parking, 4 bdrms
The house was very spacious and accommodating. Great location near the beach and boardwalk. The host always responded quickly and was very easy going. We would definitely stay here again.

Marriott Fairway Villas 2BD sleeps 8
We really enjoyed our stay. The Marriott is a perfect place for families to enjoy and close enough to the Jersey beaches!

Nice and perfect for two. Hot Tub open for Use!
This is my 4th time staying and every year new improvements are made. I enjoy my time at this location

Classy Beach Getaway
The condo was located in a beautiful gated community. The home was clean and offered a relaxing atmosphere. Plenty of room with a little one and the separation of bedrooms offered privacy. The description was accurate and easy to follow. The pool was kid friendly with a shallow end for a toddler and plenty of area to sit and relax. Access to the surrounding restaurants and attractions was easy to navigate.

❤️❤️❤️The Corner Beach House Mansion on The Beach!!!
The Corner Beach house was WONDERFUL for our stay. I went with a group of 15 other people for a bachelor party weekend. The moment we walked in we were floored. The house was gorgeous, there was wonderful outdoor space with decks, tables, and a roof deck. Everything was clean and there were more than enough beds for everyone. The beach was literally across the street and easily accessible, quiet, and safe. I would highly recommend this place for anyone looking for a place to stay in atlantic city.

Accommodates up to 4 Guests - NEAR BOARDWALK!
Very clean, very spacious. No issues with the resort team. The elevator situation in the building was troublesome, but that’s just the nature of having a large building/complex. Very happy though. We would stay again.

Dodd House Beach Home w/private pool and hot tub
Our family enjoyed the Dodd home. There was adequate space for everyone. We loved the location which was in close proximity to Dewey and Rehoboth beach. The kids really enjoyed having a pool. They said they don’t want to go to a hotel ever again. We enjoyed cooking on the grill & playing games in the evening. We can’t forget to mention the wonderful hot tub. It was such a great added attraction. We will return next year for sure.

North Wildwood 3 bedroom condo. Nice 18th street
We have stayed in several AirB&Bs in the Wildwoods and this place was one of the best. We enjoyed North Wildwood, the proximity to the beach & the coffee shop on 17th Street. The condo was roomy with lots of natural light, despite the poor weather we had. We usually look for a new place to stay each summer, but we will check with Chris first next year when we book our annual trip to Wildwood. We loved your space!
Family- and pet-friendly home rentals

Remodeled Cape May condo -with private backyard!
The place was just perfect for out little mini-vacation! The place was big for the two of us & the dog. Everything was as expected :)

Very private and cozy, Country Cottage
Comfy cottage nicely decorated. Comfortable bed and furniture. Close to everything and the host was great.

BnB’s Dog-Friendly Cottage
Jacki's home was so lovely and perfect for a weekend getaway with some friends. We brought our dog who absolutely loved the fenced-in yard and extra loved the mountain of toys stocked in the house!

Designer House w/ Secluded Salt Meadow
House was even better than the pictures. Very quiet and serene. Got to see birds and rabbits while having morning coffee on the back porch. Would definitely stay there again.

Dog Friendly Cape May Cottage
Mike and Lisa's cottage was a perfect place for us and our senior dogs.They went above and beyond to make all of us feel welcomed.They were very helpful in recommendations on places to go and directions. The cottage was perfect for our needs and very quiet and peaceful. We would definitely stay again with them and recommend to anyone looking for a quiet/peaceful place to relax,but yet close enough to everything in cape may.Thanks again

Bowers Beach - pets ok - low cleaning fee
Wonderful little get away to an adorable bayside "village". Enjoyed our visit, brought back memories of living in Delaware years ago. Thanks for having us!

Ebb & Flow Beach House - Lewes Bay Beach Retreat
This was our second time staying at Frank and Dayle's. Their place is perfectly located, just a few minutes walk to the beach or to the shops and restaurants in town. The bike trail and tennis courts are also close by. The house was clean, welcoming, and comfortable for our family of four, including parents and two young adults. Our son was able to work remotely and found the enclosed porch provided a perfect work space. WiFi was also excellent. Frank and Dayle are responsive and helpful hosts. Our family have stayed in close to two dozen Airbnbs and I would rank Ebb and Flow beach house as one of the best!

Fern Road Beach House, surf haven!
A great place with lots of rooms! For a smaller place, there are several rooms and three bathrooms! I was very grateful for the crib; my only complaint was the crib was in the middle room, so it was difficult for us to walk through that room to get to the other bathroom and back bedroom after the baby was asleep.
Family-friendly home rentals with a pool

Cozy Condo on Silver Lake - Walk to the beach!
We have two elementary aged kids and the location was perfect for us - we were next to the pool, and two playgrounds and the basketball and tennis courts were a few minutes walk away. We enjoyed the wildlife and quiet but were able to go into town and visit the boardwalk easily. Thank you for a lovely stay Sue!

Right on Silver Lake walk to the beach and town!
I can't say enough good things about Ana and this lovely condo. First things first, Ana as a host is everything you'd wish for- friendly, sincere, gracious, patient and very helpful! A week and a half before check-in, my sister had a specific question about parking in town so I asked Ana. She took the time to point me in the right direction and also suggested Salt Air for the kind of restaurant we wanted. And she was right! This condo is lovely, I've been going to turtle bridge for years so the proximity to the bridge and Silver Lake was wonderful. We are already daydreaming of when we'll come back. Nothing is more soothing than sitting with your morning tea and checking emails with the lake moving so close to you. We were able to go out and play badminton, walk to the market, walk into town and visit our old friends- just a dream. I even had to leave half a day early, unexpectedly- everything was smooth. I forgot to throw away my mouthwash bottle in the bathroom when leaving- sorry!

Diamond Beach 3 Bedroom - 2 Bath Townhome & Pool
John’s place was great for our weekend in Wildwood. We attended a wedding at the ICONA just a block away and had 6 people with us all fitting comfortably. John was extremely responsive and very helpful with any questions or concerns I had!

Where your toughest decision is beach or pool!
Rudi and Kristina’s place was clean and exactly as described. It fit the three of us comfortably and had everything we needed to enjoy our stay. I would recommend this place for small families looking for a relaxing time at the beach.

Bright, Airy 3 BR on 2 acres w/ POOL-West Cape May
Once again, we had a great time at Cara's home! Our third year here and we continue to be very happy with the location, amenities, and charm of the house. Thank you so much for your flexibity and for the wonderful note and delightful bottle of wine. Andrea & Michael

Beautiful Beach House in Rehoboth
Autumn’s place was such a gem in a great location. I’m so glad I found Autumn’s place and that it was available because it was the perfect for girl’s weekend with 9 other girls! Autumn’s place was stocked with beach towels and chairs so we did not need to pack our own and this was such a great amenity. The pool was also a nice feature because we liked to relax there after a day on the beach. There were plenty of sleeping accommodations for everyone and the beds were comfortable. Autumn was very responsive and accommodating and provided great recommendations on things to do in the area. All the girls were very impressed with the house and it is laid out perfectly for a large gathering and was very spacious. Thanks for being a great host, Autumn! We’d love to come back if we are lucky enough to find any availability!

Beach Front living
I had a wonderful stay! This unit is in a prime location, easily accessible to the beach and walkable to all the local attractions. Great ocean views. Hosts were excellent, very accommodating, great communication and an easy to check in and out. Highly recommended!

Luxury Carriage House in Rehoboth Beach
My family had a wonderful stay at Linda’s. She is so responsive and even brought over a pack and play for our daughter. The house is clean and spacious and the beds are very comfortable. Centrally located a short drive and about a 20 min walk to the boardwalk/beach. I would definitely recommend this to others!
Quick stats about holiday rentals that are family-friendly in Dennis
Total rentals
110 properties
Nightly prices starting at
$102 SGD before taxes and fees
Total number of reviews
1.8K reviews
Pet-friendly rentals
20 properties allow pets
Rentals with a pool
10 properties have a pool
Rentals with dedicated workspaces
20 properties have a dedicated workspace
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- Brigantine Beach
- Broadkill Beach
- Fortescue Beach
- Cape May Beach NJ
- Mile Beach
- Public Beach
- Higbee Beach
- Poverty Beach
- Dewey Beach Access
- Cape Henlopen State Park
- Diggerland
- Chicken Bone Beach
- Willow Creek Winery & Farm
- Ocean City Beach
- Lucy the Elephant
- Towers Beach
- Stone Harbor Beach
- Poodle Beach
- Delaware Seashore State Park
- Pearl Beach
- Ventnor City Beach
- Peninsula Golf & Country Club
- Whiskey Beach
- Renault Winery