Family-friendly holiday rentals in Assateague Island

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.

Katie’s home was beautiful. The properly was squeaky clean upon arrival and it had everything we needed. Loved the beach chairs and bikes. Perfect location close to the beach and restaurants. Thank you for a wonderful stay!

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!”

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 😊

Hosts were highly communicative and we appreciated the amount of information they provided about the condo, the Sea Colony community, and the surrounding areas. We had a quiet stay the first week of June. We loved the screened porch and loft and had plenty of space for our family of four. Sea Colony’s amenities were great for traveling with kids, especially the pools and splash pad, tram, and easy free parking at the beach. The entire community/resort is well maintained.

We loved staying at Adair’s place. Her home was as pictured and very comfortable for our group of 3. It is beautifully decorated and the location is peaceful and convenient to the bike trail, restaurants and an easy walk to downtown Rehoboth. We had one item in need of repair and Adair responded right away. We highly recommend her place and hope to stay there again.

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!

Lynn and Brian’s house was amazing. It was perfect for our large group! The house had everything we needed and more. The hot tub and outdoor area were a huge plus! The house was very clean and they supplied us with sheets and towels which was a huge help. Brian was very responsive and super easy to communicate with. Couldn’t have asked for a better house or hosts!

Our family had a fabulous reunion. The house was a great space for us. The porch and balcony’s were extra special since we did have some rainy brisk days. Extra special to get to the beach with our 92 year old matriarch that had A-fib, using a beach wheelchair that Paul was so helpful with information on that. Thank you!

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!

Very nice and easy check in and check out.

what can I say...what an amazing home and community. Wachapreague is the best kept secret on the east coast. So much to do. Fishing kayaking exploring the barrier islands. Great restaurant in walking distance of the house. There's everything you need at the house. Super comfortable and clean. Thank you Brian 😊

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!

Catherine's place was great for our family and young son. The location is tremendous and there are great views just eating breakfast and sipping morning coffee. The place itself is well stocked and has a very efficient layout (pocket doors) for the space. Catherine was super responsive and understanding, we really enjoyed our stay.

We had an amazing stay at The Hudson House. Immediately after walking in, I felt right at home. The house was big, but so cozy. This was my first Airbnb but definitely won’t be my last. Allen was always very quick to respond to my messages. He also had a very friendly tone to his messages. I have family in Salisbury. This will be my go to place, if available, each time I visit Salisbury.

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.

Location was excellent right on the beach with a beautiful view of the ocean. The property was easy to find and the security guard at the front desk was super helpful getting us squared away with anything we needed. The condo had great amenities including a nice big fridge and stove, not to mention it has cable television for when you are relaxing (most Airbnb's do not offer this). 5/5 stars for everything except the bed (I am used to a firm bed and this one was beyond soft). We would absolutely stay here again though and I highly suggest this place for a nice getaway. Thanks, Natallia, for being a great host!

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!

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!

Everything was great! The home had everything we needed and was very clean. My girls had a great time. This was my first time renting Airbnb and would definitely do it again. We visited 3 beaches while there, Bethany, Rehoboth and Ocean City MD. There were also great restaurants nearby.

We all loved this place, my family wanted to stay longer. It is so lovely and relaxing. Great location. Thanks for everything!

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!

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.

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