Family-friendly vacation rentals in Delmarva Peninsula

Find and book unique family-friendly homes on Airbnb

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Popular amenities for Delmarva Peninsula family-friendly rentals

Family-friendly home rentals with a hot tub

Top guest favorite
Condo 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 favorite
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.
Top guest favorite
Townhouse in Baltimore
4.96 out of 5 average rating, 527 reviews

Parkfront Hot Tub Haven for Families & Pets

CatieRating, 5 stars1 week ago
We had an excellent stay! We were able to get a parking spot right out front before the post-work rush. The park across the street and neighborhood were very nice. It was a 20m walk to Fell’s Point and the grocery store and waterfront were a 10m walk. Brandon was a communicative and very thoughtful host. We would certainly stay here again!
Guest favorite
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 stars1 week 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 favorite
Home in Severn
4.88 out of 5 average rating, 172 reviews

Large Home with Pool & 7 bedrooms; sleeps 21

debbieRating, 5 stars1 week ago
Our son was getting married and we needed a place that could host family members. Douglas's house fit that bill with lots of bedrooms. Unfortunately only two full baths, but we worked with it. The home is spacious and served our needs well. Douglas allowed us to host a family gathering the day after the wedding to celebrate father's day. The kids loved the pool and the beautiful large yard. Douglas was very responsive and easy to work with. Highly recommend for family stays!
Superhost
Home in Rehoboth Beach
4.95 out of 5 average rating, 105 reviews

Amazing Bay Vista Beauty with Private Pool!

RobertRating, 5 stars10 months ago
We have stayed here many times & wouldn't consider any place else. The home is very well furnished. The kitchen is very well supplied. It is minutes from Lewes, Rehoboth Beach, and Delaware State Parks and provides a very large swimming pool + hot tub. And you can't beat it for privacy which is very important to our large family. I'd give then place more stars if they were available.
Guest favorite
Apartment in Arnold
4.96 out of 5 average rating, 175 reviews

Celebrate Summer by Your Private Pool

SaraRating, 5 stars3 days ago
We had a wonderful stay at Brenda’s place! The pool is amazing and the whole outdoor area is great. With the grill, chairs and tables, outdoor fire (two of them!) we had such a great weekend escape. Very quiet area, we didn’t see the hosts the whole time which made it feel private. They were so responsive and helpful all weekend. Wonderful stay and we will definitely be back!
Top guest favorite
Home in Deale
4.99 out of 5 average rating, 146 reviews

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

LauraRating, 5 stars1 week ago
Natalie’s place was just like the pictures. Everything was clean and well stocked for our stay of 6 adults. The sunsets were beautiful from the dock and the kayaks were a definite bonus! We enjoyed time outside on the dock, deck, and in the hot tub! The beds were very comfortable and our stay was great!

Family- and pet-friendly home rentals

Guest favorite
Cottage in Deale
4.82 out of 5 average rating, 182 reviews

Watrfnt Cottage @ChesapeakeParadise Kayaks/Dogs OK

LaurieRating, 5 stars2 weeks ago
The cottage was in a perfect location for my sisters and I to stay for our "sisters weekend" escape. The setting is beautiful and so relaxing. There was plenty of room for us and everything was clean and tidy. We took advantage of the kayaks during the day and had a wonderful fire with s'mores in the evening looking out over the water. We will be back!
Guest favorite
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 favorite
Cottage in Onancock
4.95 out of 5 average rating, 164 reviews

A "True" Chesapeake Bay Waterfront Experience!

MaryRating, 5 stars1 week ago
Awesome house and location. Very nicely furnished and stocked with more items that I am accustomed to for an air bnb.
Top guest favorite
Home in Chincoteague
4.95 out of 5 average rating, 361 reviews

Tranquil Shores - Nature Inspired Relaxation!

LucilleRating, 5 stars2 weeks ago
Tranquil Shores has become our home away from home. Lovely, peaceful setting . Love to watch the sunrise and the plethora of lovely shore birds flying to Eel Creek and the marsh.
Top guest favorite
Home in Deltaville
4.99 out of 5 average rating, 113 reviews

Camp Rappahannock - Deltaville Waterfront Living

CamRating, 5 stars6 months ago
We had an amazing stay at Camp Rappahannock to celebrate our mother’s 90th birthday and a family thanksgiving. The house is thoughtfully outfitted and the kitchen had everything we needed to cook our feast. The location was just perfect, beautiful setting and so relaxing. We hope to visit again!
Guest favorite
Home in Perryville
4.93 out of 5 average rating, 218 reviews

Top of the Chesapeake - Private Waterfront Home

DebRating, 5 stars1 month ago
We had a wonderful stay. We enjoyed being outdoors on the deck and walking the shoreline. The interior accommodations were very comfortable and met all our needs and expectations. The weather was perfect, too! Would definitely like to return again. 👍🏻👍🏻👍🏻
Top guest favorite
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!
Guest favorite
Cottage in Gloucester Courthouse
4.98 out of 5 average rating, 215 reviews

Historic Ware River Cottage at Glebefield

SteveRating, 5 stars6 days ago
This was the third year in a row that we’ve stayed here - one renting from the previous owner and two from Sherri. We love it here. It’s great for two folks. The previous two times we had our early-teen granddaughter with us. Three folks is just a slight amount less spacious tha it was with two this year. Three was certainly doable though and not really inconvenient.

Family-friendly home rentals with a pool

Superhost
Condo 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!
Top guest favorite
Condo 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!
Guest favorite
Condo in Ocean City
4.91 out of 5 average rating, 310 reviews

Oceanfront Family Oasis: Pool, Beach & Parking!

JasonRating, 5 stars1 month ago
Great place to stay in Ocean City! clean and wonderful place situated right off the beach secluded and quiet. had lots of beach materials for use. would stay again.
Superhost
Home in Queenstown
4.81 out of 5 average rating, 157 reviews

Bay Breeze Retreat

TobyRating, 5 stars1 month ago
Fabulous views of Chesapeake Bay, pool was great, deer everywhere, house was spacious with three living areas. Would definitely stay there again.
Guest favorite
Home in Berlin
4.79 out of 5 average rating, 195 reviews

OC MD trip bayside, great amenities

SandraRating, 5 stars5 days ago
I arrived after dark, on a Friday, so I was thinking I’d have some challenge to find the house. I was wrong! There was a guard at the gate who was quite friendly and helpful, gave me the parking pass for my stay and a map with outlined directions to find the street and the house. I found it first time through. Keys were in the lockbox, instructions were clear and the gate pass card was in the dish on the table. I had a lovely quiet night in a very comfortable bed with no noise or distractions. After a 10 hour drive I needed that! In the morning I had a small convenience issue, which Terri and Shawn were immediately responsive to, offered me a self service solution which worked fabulously and I had no other problems during my stay for a total of 8 nights. I especially loved the water pressure in the shower! Love that the house is a short hop from both OC and Assateague! I would definitely stay here again!
Top guest favorite
Home in Rehoboth Beach
5 out of 5 average rating, 196 reviews

Beautiful Beach House in Rehoboth

ChristinaRating, 5 stars4 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
Condo in Ocean City
4.83 out of 5 average rating, 283 reviews

🏖 *Ocean *Ocean *Ocean* 🏖 Beautiful Condo!!

ErinRating, 5 stars4 days ago
We had a fantastic stay at Adam’s place. Location was amazing and the description of the unit was exactly on point. Place was clean and comfortable and even had some toys and games for the kiddos! Great communication with the host and we’ll definitely be back!!
Superhost
Condo 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!

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