Family-friendly holiday rentals in Dennis

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Popular amenities for Dennis family-friendly rentals

Family-friendly home rentals with a hot tub

Guest favourite
Apartment in North Wildwood
4.96 out of 5 average rating, 105 reviews

Beach block condo, pool/spa, 2 parking, 4 bdrms

MichelleRating, 5 stars3 months ago
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.
Guest favourite
Apartment in Galloway
4.9 out of 5 average rating, 69 reviews

Marriott Fairway Villas 2BD sleeps 8

RebeccaRating, 5 stars1 week ago
We really enjoyed our stay. The Marriott is a perfect place for families to enjoy and close enough to the Jersey beaches!
Superhost
Flat in Wildwood Crest
4.91 out of 5 average rating, 103 reviews

Nice and perfect for two. Hot Tub open for Use!

MattRating, 5 stars9 months ago
This is my 4th time staying and every year new improvements are made. I enjoy my time at this location
Guest favourite
Apartment in Rehoboth Beach
4.94 out of 5 average rating, 165 reviews

Classy Beach Getaway

TamaraRating, 5 stars1 day ago
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.
Guest favourite
Home in Atlantic City
4.95 out of 5 average rating, 175 reviews

❤️❤️❤️The Corner Beach House Mansion on The Beach!!!

HenryRating, 5 stars1 month ago
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.
Superhost
Guest suite in Atlantic City
4.65 out of 5 average rating, 413 reviews

Accommodates up to 4 Guests - NEAR BOARDWALK!

BrittanyRating, 5 stars2 days ago
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.
Guest favourite
Home in Rehoboth Beach
4.87 out of 5 average rating, 231 reviews

Dodd House Beach Home w/private pool and hot tub

KerryRating, 5 stars6 days ago
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.
Guest favourite
Apartment in North Wildwood
4.91 out of 5 average rating, 220 reviews

North Wildwood 3 bedroom condo. Nice 18th street

ChristopherRating, 5 stars6 days ago
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

Superhost
Apartment in Cape May
4.81 out of 5 average rating, 207 reviews

Remodeled Cape May condo -with private backyard!

NikiRating, 5 stars2 weeks ago
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 :)
Guest favourite
Guest house in Lewes
4.95 out of 5 average rating, 192 reviews

Very private and cozy, Country Cottage

JulieRating, 5 stars1 week ago
Comfy cottage nicely decorated. Comfortable bed and furniture. Close to everything and the host was great.
Guest favourite
Cottage in Lewes
4.87 out of 5 average rating, 201 reviews

BnB’s Dog-Friendly Cottage

SydneyRating, 5 stars2 months ago
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!
Guest favourite
Home in Cape May
4.95 out of 5 average rating, 369 reviews

Designer House w/ Secluded Salt Meadow

SandyRating, 5 stars1 month ago
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.
Top guest favourite
Guest house in West Cape May
4.96 out of 5 average rating, 182 reviews

Dog Friendly Cape May Cottage

EdwardRating, 5 stars1 week ago
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
Guest favourite
Home in Frederica
4.92 out of 5 average rating, 328 reviews

Bowers Beach - pets ok - low cleaning fee

JaniceRating, 5 stars2 weeks ago
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!
Top guest favourite
Cottage in Lewes
4.99 out of 5 average rating, 189 reviews

Ebb & Flow Beach House - Lewes Bay Beach Retreat

AlexandraRating, 5 stars1 week ago
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!
Superhost
Cottage in Wildwood Crest
4.77 out of 5 average rating, 272 reviews

Fern Road Beach House, surf haven!

MarybethRating, 5 stars6 days ago
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

Guest favourite
Apartment in Rehoboth Beach
4.94 out of 5 average rating, 114 reviews

Cozy Condo on Silver Lake - Walk to the beach!

DeborahRating, 5 stars2 weeks ago
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!
Superhost
Apartment in Rehoboth Beach
4.89 out of 5 average rating, 147 reviews

Right on Silver Lake walk to the beach and town!

WilliamRating, 5 stars1 week ago
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!
Superhost
Townhouse in Diamond Beach
4.93 out of 5 average rating, 100 reviews

Diamond Beach 3 Bedroom - 2 Bath Townhome & Pool

RissRating, 5 stars2 weeks ago
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!
Guest favourite
Apartment in Wildwood
4.96 out of 5 average rating, 160 reviews

Where your toughest decision is beach or pool!

RyanRating, 5 stars9 months ago
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.
Top guest favourite
Home in Cape May
4.99 out of 5 average rating, 103 reviews

Bright, Airy 3 BR on 2 acres w/ POOL-West Cape May

MichaelRating, 5 stars7 months ago
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
Top guest favourite
Home in Rehoboth Beach
5 out of 5 average rating, 196 reviews

Beautiful Beach House in Rehoboth

ChristinaRating, 5 stars3 days ago
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!
Superhost
Apartment in Rehoboth Beach
4.93 out of 5 average rating, 137 reviews

Beach Front living

ChrisRating, 5 stars1 week ago
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!
Top guest favourite
Home in Rehoboth Beach
4.9 out of 5 average rating, 121 reviews

Luxury Carriage House in Rehoboth Beach

LinneaRating, 5 stars5 days ago
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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