Condo vacation rentals in Assateague Island

Find and book unique condos on Airbnb

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Popular amenities for Assateague Island condo rentals

Weekly condo rentals

Top guest favorite
Condo in Ocean City
5 out of 5 average rating, 22 reviews

Great Convention Center Efficiency

MeganRating, 5 stars3 weeks ago
The place was super cute and in a great location. Linda was super responsive and the place was exactly as described. Everything you would need she had! Highly recommended!
Guest favorite
Condo in Ocean City
4.91 out of 5 average rating, 34 reviews

Cozy 1 BR Condo - 5 Minute walk to Beach, w/ Pool!

DanielleRating, 5 stars1 week ago
Our stay was very peaceful and relaxing all thanks to Clint’s place! We were able to walk to the boardwalk and restaurants. The place itself was clean and has everything you would need on vacation. Thank you Clint!
Top guest favorite
Condo in Ocean City
4.91 out of 5 average rating, 58 reviews

Luxury Oceanfront Cottage|Romantic & Cozy Getaway

SeanRating, 5 stars1 week ago
We were fortunate during our particular weekend that OC was not very busy in general. There were no other neighbors present in the other units in the buidling which made it very quiet. No other neighbors also meant we had the deck to ourselves. When it was not raining, the deck view of the ocean was beautiful. The walk to the beach was quick. Anna and Patrick were very accessible, responsive, and kind. It was perfect for our plans and needs.
Guest favorite
Condo in Ocean City
4.89 out of 5 average rating, 28 reviews

Sea Side Studio 45! Newly Renovated, Modern, Clean

KobeyRating, 5 stars3 weeks ago
Great host and great stay. Beach right there, mini golf, right there, restaurants. You almost don’t need to get in the car again once you get settled. Room was very clean, quiet and peaceful. 10/10 would recommend.
Guest favorite
Condo in Ocean City
4.94 out of 5 average rating, 53 reviews

Direct Oceanfront Boardwalk - Steps To The Beach

PushkarRating, 5 stars5 days ago
We really loved our stay here! This was a great place for our getaway to Ocean City. Absolutely spectacular ocean views and you can’t miss the sunrise! The home was exactly as described, everything neat and clean, very well setup for convenience. We were steps away from the beach and parking was easy in a reserved spot. Jason was absolutely great to work with, very helpful and responsive. We would definitely recommend this place and come back!!
Guest favorite
Condo in Ocean City
5 out of 5 average rating, 6 reviews

Spectacular Oceanfront Penthouse | Unit 1203

SallyRating, 5 stars5 days ago
This AIRBNB property has been totally renovated, with literally, everything from floor to ceiling being brand new. The pictures don’t lie. The building is old, and the pool and amenities were not available during our visit, due to renovations, as noted in the listing, but the beach, weather, views, location, price, & condo, made up for the lack of amenities. We were a little nervous about the entrance door (some rusty metal), but when we opened the uncomplicated/reinforced digital combo entrance, we were pleasantly surprised & immediately felt reassured that we had made a great choice! In the 2 bedrooms, there are a king, 2 queens, & even a new queen sofa bed in the living room, all with nice NEW mattresses! The kitchen is gorgeous, & well stocked with dishes. We stayed 4 nights/5 days, and only ate one meal out on the last evening. This was a very last minute decision for some much needed R&R, & this property didn’t disappoint!
Superhost
Condo in Ocean City
4.92 out of 5 average rating, 12 reviews

Oceanfront Condo in Ocean City | Sleeps 6

SophiaRating, 5 stars9 months ago
Andew was so good at providing timely and detailed information. I think I only had to ask him one question. We were missing one item in the condo and he had it dropped outside the door within the hour. The condo was perfect for the five of us and so close to the beach. We had an extra car which we were able to park for free on the street. We didn't have any problems getting a spot. Loved the place and loved Andrew.
Guest favorite
Condo in Ocean City
4.98 out of 5 average rating, 43 reviews

Luxury 2 bedrooms condo 180 ocean view

RobynRating, 5 stars1 month ago
Absolutely beautiful. View of the beach was perfect. Great location!

Pet-friendly condo rentals

Guest favorite
Condo in Dewey Beach
4.95 out of 5 average rating, 102 reviews

Luxury Dog Friendly Condo At The Residences

LisaRating, 5 stars4 weeks ago
Vey comfortable condo for our stay. So dog friendly and very walkable location! Bright, clean and modern condo with a well stocked kitchen.
Guest favorite
Condo in Dewey Beach
4.88 out of 5 average rating, 196 reviews

Read Ave Dewey Condo - Bay Front, Private Beach

AngelinaRating, 5 stars1 week ago
Very nice and easy check in and check out.
Superhost
Condo in Lewes
4.86 out of 5 average rating, 166 reviews

Elegant 3-Bedroom Condo in Lewes with Pond Views

RachelRating, 5 stars4 weeks ago
We were coming to spend time in Rohoboth Beach, and it was such a short drive (10-15 min) and very easy to travel back and forth to this apartment in Lewes. Perfect for our family, very homey. We especially loved the porch with a hammock, and the bed in the primary suite was super comfortable. Would come again!
Top guest favorite
Condo in Rehoboth Beach
4.95 out of 5 average rating, 112 reviews

Beach Perfect Getaway: 2-Bedroom Apartment

ChristopherRating, 5 stars1 week ago
This was the cleanest Airbnb I’ve ever stayed in. The place was IMMACULATE. Nice modern furnishings and decor. Everything was incredibly clean, shiny, and pristine, yet still warm and cozy. I felt safe and secure because it is on the first floor, and it’s very quick and easy to access once you park. The neighbors were friendly and the area is very clean and quiet. I never actually spoke with the host because I didn’t need to ask for anything. It was a completely seamless experience. If I had to mention one downside, I’d say it’s a bit on the pricier side, even with the discounted rate I seemed to receive. But that might just be because I chose to pay for the entire two-night trip on my own. In the end, I would stay here again a hundred times over. I’m glad there are hosts and property owners who actually take care of their listings. 10/10. I would absolutely recommend it.
Top guest favorite
Condo in Dewey Beach
4.97 out of 5 average rating, 262 reviews

Sweet getaway - beach block, steps from the beach!

HannahRating, 5 stars2 weeks ago
We had a great stay and loved the short walk to the beach! Brian communicated very well and accommodated an early and late check in for us! Would stay here again.
Top guest favorite
Condo in Rehoboth Beach
4.98 out of 5 average rating, 104 reviews

Rehoboth 1st floor, Pool, Beaches, Shopping

RachelRating, 5 stars6 months ago
Rich & Fil’s place was the PERFECT spot for me, my husband, 2mo old, and our dog. The space was extremely clean and very comfortable. They had a ton of nice touches that made it exceptionally welcoming - our pup particularly enjoyed the dog biscuits. Separately from the space, Rich & Fil were very communicative, friendly, and hospitable. Don’t wait to book this gem!
Top guest favorite
Condo in Lewes
4.94 out of 5 average rating, 255 reviews

Spacious| Modern &Cozy| Pool| Close to the Beaches

JennieRating, 5 stars5 days ago
We really enjoyed our stay! Comfortable beds and more spacious than I anticipated. Plenty of room for me and my family. Full kitchen to cook some of our own meals. We enjoyed time at both Rehoboth and Cape Henlopen. We didn’t get to check out the pool, but if we come back when it’s warmer, we definitely will! Overall, I felt it was a good value… Yes, you have to drive 10 mins to the beach, but it’s not far at all and it’s right by all the shopping -With tons of good places to eat.
Superhost
Condo in Rehoboth Beach
4.85 out of 5 average rating, 111 reviews

Rehoboth Downtown Updated Condo - Walk Everywhere

ColleenRating, 5 stars3 days ago
Excellent stay. Completely as described and exactly what was wanted to a stay in town walking distance to shops, food and boardwalk. Linda was easy to communicate with and flexible on arrival and guest additions. Parking: Great. Balcony: Great. A/C: Great. Flatware and appliances: Great. Thank you for a wonderful stay. Hopefully will be able to return in the future.

Condo rentals with a pool

Top guest favorite
Condo in Rehoboth Beach
4.99 out of 5 average rating, 128 reviews

Family Friendly Top Floor Condo Near Boardwalk

AlexandraRating, 5 starstoday
A Perfect Rehoboth Beach Getaway – Thank You, Theresa! Our stay at Theresa’s home in Rehoboth Beach was absolutely phenomenal from start to finish. The house is pristine, beautifully decorated, and incredibly comfortable — every corner felt like it was designed with care and intention. One of the highlights? Theresa’s incredible hospitality. She had welcome goodie bags waiting for us, and the fridge was thoughtfully stocked with breakfast yogurts and other essentials — such a warm and generous touch that made us feel right at home the moment we walked in. The home itself is spacious, spotless, and perfectly equipped with everything we needed — from high-quality linens to a fully stocked kitchen. We especially loved relaxing in the cozy living space after a day at the beach, which is just a short drive or bike ride away. Theresa was an outstanding host: responsive, kind, and genuinely invested in making our stay unforgettable. Her attention to detail and personal touches made thi
Superhost
Condo in Ocean City
4.81 out of 5 average rating, 75 reviews

𝙂𝙪𝙚𝙨𝙩 𝙛𝙖𝙫𝙤𝙧𝙞𝙩𝙚 Lovely 2lvl Condo Steps 2Beach+Pool

MadisonRating, 5 stars1 month ago
This place was beautiful, only a couple minute walk to the beach! Nadiia was an amazing host as well, always replied very fast if I had any questions! Perfect place for a peaceful vacation.
Guest favorite
Condo in Ocean City
4.91 out of 5 average rating, 309 reviews

Oceanfront Family Oasis: Pool, Beach & Parking!

CarolynRating, 5 stars3 weeks ago
I had absolutely the greatest time the most relaxing experience I’ve had in probably 20 years . Kathryne was so amazing to work with!! And the home was lovely! I can’t say enough good things!
Top guest favorite
Condo in Ocean City
4.95 out of 5 average rating, 20 reviews

The Coastal Condo

RitaRating, 5 stars2 days ago
Colleen's home was amazing! Everything we could have wanted and more. steps from the beach, local attractions, and she is a wonderful hostess. We look forward to coming back! Thank you for everything!
Guest favorite
Condo in Ocean City
4.9 out of 5 average rating, 201 reviews

Prime Condo North OC 2 Blocks to Beach w/ Pool

CaitlinRating, 5 stars4 weeks ago
This was an amazing place to stay. Beautiful home, very clean, very responsive and proactive host. 5 stars for everything. Beautiful view from balcony, accessible pool, great area. Will definitely be back in the future!
Superhost
Condo in Ocean City
4.88 out of 5 average rating, 195 reviews

🌊Oceanfront studio w/ amazing views & amenities🏖

RichelleRating, 5 stars2 weeks ago
Everything was just as described only better. The view is breathtaking,right on the beach and great location. City bus stop literally outside building took us everywhere for 4 bucks all day! Outdoor and indoors pools and outdoor bar and little shops… it was perfect! Thanks, Lisa…we will be back!
Guest favorite
Condo in Ocean City
4.95 out of 5 average rating, 106 reviews

OCEAN FRONT Gem w/Pools, Movie Theater, Gameroom

JonathanRating, 5 stars1 week ago
We loved staying here! Spacious and good location. Rodrigo was super organized and responsive and checked in to make sure all was with our stay. Would definitely recommend!
Superhost
Condo in Ocean City
4.84 out of 5 average rating, 170 reviews

Romantic Beach Inscape-Best Ocean View+Heated Pool

AdamRating, 5 stars2 months ago
The view and easy access to the beach make this perfect for a weekend getaway. Quiet in the offseason and close to tons of great local restaurants.

Destinations to explore