Family-friendly holiday rentals in Milton

Find and book unique family-friendly homes on Airbnb

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Popular amenities for Milton family-friendly rentals

Family-friendly home rentals with a hot tub

Top guest favourite
Apartment in Bethany Beach
4.93 out of 5 average rating, 299 reviews

Sea Colony Premier Family Resort

ReneeRating, 5 stars1 week ago
Great place to stay at Sea Colony. The place was very nice and looked just like the pictures, and the amenities at the resort were excellent. My husband loved the open pickleball play and we both liked the pools and tram. Great location between many beach towns and boardwalks.
Guest favourite
Flat in Bethany Beach
4.87 out of 5 average rating, 139 reviews

Sea Colony Beach And Tennis Resort

JudithRating, 5 stars3 days ago
Beautiful, clean home that was perfect for vacation for family of 7. Great location with lots to do. We took advantage of the fitness facility, pool, beach, pickle ball, playground, community grills, tram and Sea Colony shops. Caroline was extremely easy to communicate with as she was highly responsive and proactive in providing helpful information. Would definitely recommend.
Guest favourite
Villa in Ocean View
4.89 out of 5 average rating, 151 reviews

3 BR 1st floor condo, near beach, resort community

KelliRating, 5 stars1 month ago
We appreciated your quick responses and helpful recommendations. Staying with Beth was a pleasure. The location was perfect, the home was cozy and Beth was always available to answer our questions. Highly recommended!”
Superhost
Apartment in Bethany Beach
4.89 out of 5 average rating, 176 reviews

Beautiful Beach-View Condo

EricaRating, 5 stars3 weeks ago
We loved Raj’s place! We have two young children and his place was fully equipped to entertain them with books, toys, etc. Best Airbnb we have stayed in so far 😊
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.
Superhost
Apartment in Bethany Beach
4.89 out of 5 average rating, 122 reviews

Featured on HGTV! Bethany Beach Ocean Front Condo

NinaRating, 5 stars3 weeks ago
Better view than the pic shows! The private beach was clean and very close to the condo. Rentable chairs and umbrellas available on the beach. There are 2 chairs and umbrellas in the condo to use. Some of the furnishings could use a freshen-up. Mattress was excellent and we are picky! The place was very clean upon arrival and the owner was very responsive to any questions we had! Bethany Beach Boardwalk is less than a mile and a delightful treat with great restaurants and shops along with beach access- something we did not expect and thoroughly enjoyed!
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.
Superhost
Townhouse in Bethany Beach
4.92 out of 5 average rating, 110 reviews

Lakefront slps 6; beach, pools, tennis, gym, view!

ValeriaRating, 5 stars12 months ago
Sherri’s place is awesome and the community and surroundings are beautiful. The kitchen is furnished with everything you need for cooking. The deck is such a plus, with the view of the pond and the ducks, as well as the private little beach. The community is very friendly and walkable, and the different options for pools were very fun for us to explore. Taking walks in the morning was amazing. It is very close to Bethany “downtown” and 6 min drive to the beach. You can also walk or take the tram. I had a great time with my kids and would definitely recommend and come back!

Family- and pet-friendly home rentals

Guest favourite
Home in Bethany Beach
4.94 out of 5 average rating, 115 reviews

Bethany Beach 116 5th St Oceanblock

LynnRating, 5 stars1 week ago
We loved our stay! The house was beautiful with lots of space and exceptionally well stocked. The pictures really don’t do it justice. We spent a lot of time on the very comfortable screened in porch. A few nice surprises: the water pressure was fantastic, the washer and dryer are huge, and there was ample fridge space upstairs and a second one on the first floor. Paul was also very responsive during our stay and very nice! We’d love to come back again!
Top guest favourite
Townhouse in Dewey Beach
4.9 out of 5 average rating, 122 reviews

McKinley Duplex

JessRating, 5 stars2 months ago
We loved our stay in Dewey Beach, the home was a great location near the beach and great shops and restaurants. The kitchen was stocked with everything we could need and more to make our stay feel right at home. We'll definitely stay here again when in Dewey!
Guest favourite
Apartment in Dewey Beach
4.88 out of 5 average rating, 197 reviews

Read Ave Dewey Condo - Bay Front, Private Beach

StephenRating, 5 starstoday
Beautiful views and close to everything!
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
Apartment in Dewey Beach
4.85 out of 5 average rating, 199 reviews

On the Bay, Private Beach-Boat Slip

WilliamRating, 5 stars1 month ago
Beautiful view and proximity to the bay. Walking distance to shops, restaurants and ocean beach. Home was as described clean and comfortable. This is our second year staying at Catherine's home. Looking forward staying next year
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 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
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!

Family-friendly home rentals with a pool

Guest favourite
Home in Cape May
4.83 out of 5 average rating, 135 reviews

Beautiful 5BR house with inground salt water pool

LisaRating, 5 stars1 week ago
We had a wonderful stay in Maria's home. She made us feel very welcome and she was accessible for any questions we had. The accommodations were comfortable for all of us. It felt like we were in our home rather than feeling like a guest. It was evident that Maria wanted us to enjoy our stay and did whatever she could to make it special. Maria is warm and kind. The grounds are beautiful and we enjoyed the pool. My grandchildren really had fun. The location was convenient and tranquil. Our stay will hold a special place in our memory. Thank you Maria!
Top guest favourite
Townhouse in Rehoboth Beach
4.94 out of 5 average rating, 180 reviews

Modern Beach Vibe - Rehoboth Beach

KellyRating, 5 stars1 week ago
We had a great time for a girl's weekend and will return. The house was spacious and close to the beach, stores and restaurants. We enjoyed the outdoor patio on the third floor to relax. It's a comfortable home, tucked away in a quiet and very friendly neighborhood but close to everything you need. Very enjoyable!
Guest favourite
Apartment in Rehoboth Beach
4.88 out of 5 average rating, 116 reviews

Coastal Beach Retreat: 3BR | Pool | Patio | W/D

EileenRating, 5 stars3 days ago
We had a great stay at this house! It was clean, comfortable, and had everything we needed. The location was peaceful but still close enough to drive to restaurants, shops, and local attractions. Would definitely stay here again!
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!
Guest favourite
Townhouse in Frankford
4.86 out of 5 average rating, 121 reviews

Seaside Getaway: Bethany Beach Charm

JacquelineRating, 5 stars6 days ago
Our family had a wonderful time exploring and enjoying the area. It was nice to have a clean, comfortable space to come back to. It have everything we needed to cook, we enjoyed the games, and we especially enjoyed the back porch room. I read and had my coffee in there every morning. We really enjoyed our stay and were very happy with our accommodations.
Top guest favourite
Apartment in Ocean City
4.95 out of 5 average rating, 154 reviews

Waterview, Steps from Beach, Linens Included!

NaydaRating, 5 stars4 days ago
⭐️⭐️⭐️⭐️⭐️ A Perfect Beach Getaway for Families This condo was absolutely beautiful and spacious—perfect for our group of 8 (two families). The location couldn’t be better: right on the beach and within walking distance to many shops, restaurants, and attractions. We loved waking up early to catch the sunrise with our little ones, such a peaceful and unforgettable part of our trip! The condo had everything we needed to feel right at home, and we were all very comfortable throughout our stay. We would definitely come back and highly recommend this place to other families looking for a relaxing and convenient stay in Ocean City!
Top guest favourite
Home in Wildwood Villas
4.92 out of 5 average rating, 118 reviews

Wilde Rose By The Bay - Salt water Inground pool

AmberRating, 5 stars6 days ago
This residence was spotlessly clean and well-stocked with all that was needed for a great stay with family. Spacious rooms, multiple porches/decks, nice view of the bay, and beautiful pool/patio area were all enjoyable features of the home.
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

Quick stats about holiday rentals that are family-friendly in Milton

  • Total rentals

    20 properties

  • Nightly prices starting at

    $128 SGD before taxes and fees

  • Total number of reviews

    1K reviews

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    20 properties include access to wifi

  • Popular amenities

    Kitchen, Wifi and Pool

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