Family-friendly holiday 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 favourite
Condo in Bethany Beach
4.93 out of 5 average rating, 299 reviews

Sea Colony Premier Family Resort

ReneeRating, 5 stars5 days 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
Home in Dewey Beach
4.96 out of 5 average rating, 170 reviews

McAvoy B & B

DimitrisRating, 5 stars3 days ago
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!
Superhost
Condo 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
Cabin in North East
4.97 out of 5 average rating, 172 reviews

Waterfront Cabin on the Chesapeake

HannahRating, 5 stars6 days ago
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!
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 stars2 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
Home in Severn
4.88 out of 5 average rating, 170 reviews

Large Home with Pool & 7 bedrooms; sleeps 21

SamihahRating, 5 stars2 weeks ago
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!
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 favourite
Apartment 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.

Family- and pet-friendly home rentals

Superhost
Cottage in Wittman
4.87 out of 5 average rating, 151 reviews

Perfect St. Michaels Getaway

SamRating, 5 stars1 month ago
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.
Top Guest favourite
Guest suite in Dunnsville
5 out of 5 average rating, 269 reviews

The Bird's Nest at Holly Bluff-Riverfront. Beach.

AkaleiRating, 5 stars1 month ago
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!?
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
Cottage in Onancock
4.95 out of 5 average rating, 164 reviews

A "True" Chesapeake Bay Waterfront Experience!

MaryRating, 5 stars6 days ago
Awesome house and location. Very nicely furnished and stocked with more items that I am accustomed to for an air bnb.
Top Guest favourite
Apartment in Lexington Park
4.97 out of 5 average rating, 569 reviews

Historic St. Mary's City, MD

AnnaRating, 5 stars1 week ago
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.
Top Guest favourite
Home in Greensboro
4.97 out of 5 average rating, 155 reviews

Cozy Riverside Cottage in the Woods

ChuckRating, 5 stars1 month ago
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.
Top Guest favourite
Home in Salisbury
4.87 out of 5 average rating, 124 reviews

Hudson House

KarenRating, 5 stars1 week ago
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.
Guest favourite
Apartment in Washington
4.92 out of 5 average rating, 190 reviews

Sojourn Studio Bright & Sunny Luxury | By Capitol

MichaelRating, 5 stars2 days ago
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

Guest favourite
Cabin in Saint Michaels
4.99 out of 5 average rating, 112 reviews

True St. Michaels 6 Acre Waterfront w/heated pool

KateRating, 5 stars2 weeks ago
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.
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 stars6 days 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!
Guest favourite
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.
Guest favourite
Home in Berlin
4.79 out of 5 average rating, 194 reviews

OC MD trip bayside, great amenities

CalistaRating, 5 stars1 month 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 stars2 weeks 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!
Top Guest favourite
Home in Rehoboth Beach
4.9 out of 5 average rating, 120 reviews

Luxury Carriage House in Rehoboth Beach

LoriRating, 5 stars3 weeks ago
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.
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.
Top Guest favourite
Condo in Rehoboth Beach
4.98 out of 5 average rating, 202 reviews

Comfy and Convenient 2 bedroom/2 bath condo

KerriRating, 5 stars1 week ago
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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