
Family-friendly holiday rentals in Delmarva Peninsula
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Top-rated family-friendly rentals in Delmarva Peninsula
Guests agree: These family-friendly homes are highly rated for location, cleanliness and more.
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Popular amenities for Delmarva Peninsula family-friendly rentals
Family-friendly home rentals with a hot tub

Sea Colony Premier Family Resort
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.

McAvoy B & B
Highly recommended! The house is at a great location, is clean and spacious, and the host is very responsive and friendly. Would go back again!

Beautiful Beach-View Condo
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 😊

Waterfront Cabin on the Chesapeake
Cannot give enough stars to this property and hosts!!! What’s a paradise on the Bay. The hosts ensured our stay was stress free, comfortable and that we knew all about the location. The property has some of the most comfortable beds we have ever slept on. Linens were high quality and the cabin is spotless! The extra little design features just made it FUN! We spent a lot of time on the deck, in the hot tub, and at the fire pit! The neighborhood is peaceful and the neighbors are so kind and welcoming! Don’t forget to hang out on the dock and definitely walk down to the beach! We will see this property again next year and cannot wait to book it!

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.

Large Home with Pool & 7 bedrooms; sleeps 21
This home was the perfect place to celebrate my daughter’s graduation! We had family travel in from several states, and everyone felt comfortable and truly enjoyed the spacious layout. It was a bit too chilly to use the pool, but I’m already looking forward to booking this home again. I’ll definitely be a repeat renter!

Amazing Bay Vista Beauty with Private Pool!
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.

Celebrate Summer by Your Private Pool
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.
Family- and pet-friendly home rentals

Perfect St. Michaels Getaway
This cottage was a gorgeous place to relax with my wife for her birthday. The proximity to the bay cannot be beat - especially since she made kayaks available for our stay. I would happily re-book next time I am in the area.

The Bird's Nest at Holly Bluff-Riverfront. Beach.
T’s place was absolute perfection! It was beautiful, tastefully decorated and the homemade muffins and cookies were amazing! She and John were so lovely and accommodating. Relaxing on the dock on the river was a sublime experience as well! I really can’t say enough about my time spent there and if I’m ever in the area again I will definitely be staying at T’s! Why would you stay anywhere else!?

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!

A "True" Chesapeake Bay Waterfront Experience!
Awesome house and location. Very nicely furnished and stocked with more items that I am accustomed to for an air bnb.

Historic St. Mary's City, MD
Our second time here! An absolutely adorable gem of an Airbnb with the nicest hosts and most beautiful garden and dock on the River! Great restaurant recommendations, super comfortable beds, and lovely living room. Perfect for families visiting the beloved St. Mary’s River.

Cozy Riverside Cottage in the Woods
Just a wonderful location. Very private and the property is beautiful. The house was well-equipped; it included a couple of kayaks that we used on the Choptank River, where we saw ospreys, eagles, and even a beaver. The beds were comfortable and the decor and other items in the house were very interesting. We likely will be back some time.

Hudson House
This house is very spacious, comfortable and very homey. We had a great stay! We were initially concerned about it having only one and half bathrooms but once we were there we didn’t even notice it. The bathroom is so big and the half bathroom is ideally situated at the other end of the house, which was very convenient. We would definitely recommend it and will book it again on our next trip to Salisbury.

Sojourn Studio Bright & Sunny Luxury | By Capitol
I needed a place with easy access to Congress and this was ideal, the parking permit enable me to park very close to it, or walk to it. Felt the neighborhood was safe. Was in the heart of DC so no highway traffic to contend. The place was clean and pleasant, good AC for DC’s hot and humid weather.
Family-friendly home rentals with a pool

True St. Michaels 6 Acre Waterfront w/heated pool
WOW. This was one of the most wonderful homes we’ve ever stayed in. Everything was clean, comfortable and accessible. Marissa was so helpful with recommendations, flexible check-in times so we could get my little one down for a nap, my three-year-old love the pool, dedicated playroom, toys, swing set and s’mores that were such a perfect gift from Marissa. My son asked if we could move there! My husband and I loved the kayaks and pond. We saw bunnies in the morning - it’s truly magical. It’s so private and just 2 mins away from town. We made so many memories and I can’t recommend staying at this property enough.

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!

Oceanfront Family Oasis: Pool, Beach & Parking!
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.

OC MD trip bayside, great amenities
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!

Beautiful Beach House in Rehoboth
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!

Luxury Carriage House in Rehoboth Beach
Linda was so friendly and responsive to all my questions. Her place is absolutely beautiful, clean, close to the beach and shopping outlets. It felt like home away from home. She thought about every need for her guests, even having bike available! This was my first time booking an Airbnb and the experience will absolutely make me a returning customer.

Secluded beach beauty with private, heated pool
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.

Comfy and Convenient 2 bedroom/2 bath condo
Jane was a great person to work with! She was very responsive to my questions and concerns. She was also very supportive with my daughter and her friends visiting the beach together! Their little get away was one that they will always remember! Thank you
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