Family-friendly holiday rentals in Delaware Bay

Find and book unique family-friendly homes on Airbnb

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Popular amenities for Delaware Bay 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, 297 reviews

Sea Colony Premier Family Resort

DioneRating, 5 stars1 month ago
Love staying at Marie's condo in Sea Colony. This was the first time that we were in Bethany Beach in early May in many years. It was fun seeing the community get ready for the upcoming season. Marie is proactive and responsive. Her place is perfect for 2 people. :)
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
Home in Strasburg
4.95 out of 5 average rating, 414 reviews

Pine wood retreat

EmilyRating, 5 stars2 weeks ago
The perfect house for a long weekend with friends. We very comfortably fit six adults and five kids (ages 5, 4, 2, 1 and 1). So well equipped for families with a crib in the master bedroom and tons of toys and games. Lots of places to hang out from the beautiful screened in porch to the open layout upstairs and game room downstairs. The location is incredible… a front yard full of horses (you’re living amongst the farms) and a very short drive to the activities we chose. Highly recommend checking out Cherry Crest Farm, Strasbourg train and Dutch Wonderland. Across the street from the house is an Amish stand with fresh baked goods and strawberries. For food, Lancaster Brewing co was fantastic as well as Speckled Hen. Can’t wait to come back!
Guest favourite
Home in Atlantic City
4.95 out of 5 average rating, 174 reviews

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

HenryRating, 5 stars2 weeks 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
Home in Annapolis
4.87 out of 5 average rating, 179 reviews

Charming Annapolis Water View Home

ManningRating, 5 stars1 month ago
This house is uncommonly beautiful. There is something in every space worthy of contemplation whether it is coffee table in the living room that has a turn of the century industrial feel to the lacquered kitchen countertop that has sealed in the natural beauty. I spent the weekend in awe of its intricacies. I was in town for a wedding with my family, but noted how the whole house including the outdoor space included everything a beachfront house would have to enjoy an extended summer vacation for the whole family. Outdoor space was well equipped for outdoor activities and entertainment with fire pits, grills, hot tub, a plugin cooler for outdoor use. I only wish we’d been better suited to enjoy every aspect of the amenities provided. My favorite thing about this place was the view of the Chesapeake in all of her glory on full display from the living room window. Delightful.
Superhost
Home in Asbury Park
4.89 out of 5 average rating, 162 reviews

The Hayworth

MichaelineRating, 5 stars1 month ago
Fabulous home -the owners were very accommodating and Responsive Thank you for a wonderful time With my family Michaeline
Guest favourite
Flat in Arnold
4.96 out of 5 average rating, 174 reviews

Celebrate Summer by Your Private Pool

JennaRating, 5 stars9 months ago
Absolutely amazing! The place had so much to do whether it was outside or in! Swimming in the pool, hot tub, kayaking and/or paddle boarding on the lake, giant yard games. Inside had a pool table, wide variety of board games, and many streaming services. Brenda was extremely friendly and helpful in many way. She had a binder full of local places for food and things to do! She truly showed us the best of Maryland.
Top guest favourite
Home in Deale
4.99 out of 5 average rating, 144 reviews

Chesapeake Waterfront-Kayaks-Crab-Fish-FirePit-Spa

MelissaRating, 5 stars1 week ago
This was a beautiful waterfront home! This home was well equipped with everything you may need! The host was available if we needed anything! Would definitely recommend!

Family- and pet-friendly home rentals

Guest favourite
Home in Ocean City
4.95 out of 5 average rating, 255 reviews

Mad Men Beach House*DogFriendly*7 Min Walk 2 Sea*OUTDOOR MOVIE EXPERIENCE*Private Dock*WORK SPACE*New CRIB

ErikaRating, 5 stars2 weeks ago
Beautiful spot! Great location, close to all the happenings of Ocean City, but peaceful and quiet at the house…perfect set up. Great neighborhood. The house is beautiful, all the beds very comfortable. The back deck is gorgeous, thoroughly enjoyed that space and taking the kayaks out on the canal! It’s worth bringing your own linens and towels, we packed everything into a large tote and it worked out perfectly. Very responsive and friendly host! We had a great time here and plan to return. Highly recommend!
Guest favourite
Cottage in Lewes
4.87 out of 5 average rating, 201 reviews

BnB’s Dog-Friendly Cottage

SydneyRating, 5 stars1 month 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!
Superhost
Flat in Silver Spring
4.92 out of 5 average rating, 444 reviews

Escape to a Sunny Apartment in a Quiet D.C. Suburb

AndrewRating, 5 stars1 month ago
Very responsive host. The side yard is very nice for people with dogs that travel. Location is very nice but DC traffic during rush hour can be rough but this can be planned for. Would stay again.
Guest favourite
Guest suite in Ocean Pines
4.95 out of 5 average rating, 377 reviews

Stunning private waterfront suite

MikeRating, 5 stars6 days ago
We came for peace and quiet, and Julie's place delivered! We came to see the Assateague horses, and just relaxation, and we were totally happy here in Ocean Pines. Our private ground floor of a beautiful house at the end of the lagoon, was in a perfect location to get to Ocean City and Assateague easily. Julie gives a lot of information in her listing, and everything was just the way she described. Checking in and out was seamless. We had a wonderful time relaxing in Julie's hideaway at the lagoon. We loved it!
Guest favourite
Cottage in Millville
4.89 out of 5 average rating, 233 reviews

Grandpa's House

StanleyRating, 5 stars1 week ago
The property was spacious and beautiful! The hosts were incredibly kind and communicative! They even dropped us off a wifi router for the weekend, which was so incredibly kind! I would happily stay here again, what a wonderful host and home!
Guest favourite
Cottage in Cape May
4.9 out of 5 average rating, 256 reviews

House on the Hill- Dog Friendly Near Cape May

KatieRating, 5 stars2 weeks ago
Wow! I cannot say enough good things about this place! First, the hosts were so responsive before our visit even started, attentive, quick responses, and answered all our questions! The place was beautiful and private, exactly as described. The house had everything you could ever need, and then some! Many cases where we forgot something, and dreading having to leave to buy them, but surprise! Ellen and Michael had it stocked and available to use already! So much backyard space for our 2 pups; toys, treats, food bowls provided to us was an excellent touch and really elevated our experience! The hosts were flexible, understanding, and super accomodating! This home was comfortable, easy to access, and super cozy! Would love to book again next time we're in the area!
Top guest favourite
Home in Chincoteague
4.95 out of 5 average rating, 359 reviews

Tranquil Shores - Nature Inspired Relaxation!

AmandaRating, 5 stars2 weeks ago
This is our second year in a row renting Joseph’s place—we love it and booked it again! Great location, reasonable, perfect for our family! Thanks so much!!
Guest favourite
Cabin in York Haven
4.94 out of 5 average rating, 554 reviews

Conewago Cabin #3 (No Cleaning Fee!)

MeganRating, 5 stars1 month ago
We love the area. The wood boring bees provided hours of entertainment for our GSD who caught several. The creek level was the highest we've ever seen and it was exciting, but a long way to go to even getting the driveway wet. Thanks!

Family-friendly home rentals with a pool

Guest favourite
Cabin in Saint Michaels
4.99 out of 5 average rating, 110 reviews

True St. Michaels 6 Acre Waterfront w/heated pool

SheriRating, 5 stars1 month ago
Great place for a getaway! St. Michael’s is a wonderful town and so easy to get to from this lovely place! Was perfect location for our family ladies trip- plenty of space and just a quick trip down town to the shops and restaurants! - I think we’ll be back!
Guest favourite
Townhouse in Millville
4.95 out of 5 average rating, 224 reviews

⛱ Quiet 3 Bed Twinhome just 3 miles from Beach! ⛱

DrewRating, 5 stars1 week ago
Beautiful Home with everything needed for a fantastic stay!
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 stars3 days 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, 146 reviews

Right on Silver Lake walk to the beach and town!

ChrisRating, 5 stars3 weeks ago
Pleasant surroundings, nice quiet location with lovely view. The well equipped kitchen went mostly unused due to myriad eateries within walking distance. Parked our vehicle and chose not to, and never needed to use it during our stay. Oh, and if you're into turtles the Turtle Bridge is aptly named. Good experience overall, would happily stay again.
Top guest favourite
Guest suite in Catonsville
4.94 out of 5 average rating, 524 reviews

Rollingside: Two-Room Guest Suite

Abhaya SeetaramRating, 5 stars2 weeks ago
It was a great place to stay. The days we went were quite rainy, and the house looked like a homestay nestled in the woods. The house was kept clean, cozy, and quiet, just what I needed after a long tiresome day. I enjoyed their book collections as well. Although, I couldn't make use of the local suggestions they had in the house, I'm sure it was well-curated. Overall, a fantastic stay in a safe place.
Guest favourite
Home in Berlin
4.79 out of 5 average rating, 194 reviews

OC MD trip bayside, great amenities

CalistaRating, 5 stars3 weeks ago
Absolutely wonderful hosts!! Very responsive and helpful. There might have been an issue with the lockbox so they called ahead to make sure we could get in! I will definitely be booking with Shawn and Terri again!
Top guest favourite
Home in Rehoboth Beach
5 out of 5 average rating, 195 reviews

Beautiful Beach House in Rehoboth

RebeccaRating, 5 stars1 week ago
Had the absolute best time staying at this gem. The house is stunning and Autumn was a fantastic host! The house is spacious and open. It was exactly as described but better. We couldn’t have been happier. Will definitely be back!
Guest favourite
Home in Rehoboth Beach
4.99 out of 5 average rating, 126 reviews

Secluded beach beauty with private, heated pool

BennyRating, 5 stars9 months ago
This is a great property! The house is gorgeous, the grounds are clean, kept and very private. The house was fully stocked with kitchenware, pool accessories, & decorated tastefully. A lot of delicate artwork and intentional decor- (if traveling with a young child, one needs to watch them closely :) Re: the beds- my 7 year old described it as “sleeping on clouds!” - very comfy! The area is close (2-3 min) to outlet shops and a bunch of restaurants on Costal Highway 1 and about a 6 min drive to the Rehoboth pier. It’s also a central location to other neighboring beach towns.

Destinations to explore