Whaleyville Vacation Rentals

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Our top choices for Whaleyville vacation rentals

3.0 star property
7.4 out of 10, Good, (1297)
"Scenic area with wonderful wooden bridges and view of water. There was no hot water to shower, but not a deal breaker."
United States
Isolda
$87 nightly
The price is $98
Jan 27 - Jan 28, 2026
Total with taxes and fees
Coconut Malorie Resort Ocean City, Ascend Collection Hotel

Cottage in Berlin

Shore Point Cottages
3.0 star property
9.4 out of 10, Exceptional, (300)
"Was a great place to bring kids and dogs! "
United States
AMANDA
$123 nightly
The price is $138
Jan 4 - Jan 5, 2026
Total with taxes and fees
Shore Point Cottages
10.0 out of 10, Exceptional, (1)
"Great place to stay!"
United States
Joseph D.
$271 nightly
The price is $301
Jan 5 - Jan 6, 2026
Total with taxes and fees
BeachParadise1208-Charming 4BR Townhouse•DOWNTOWN•Short walk to Beach&Boardwalk
9.0 out of 10, Wonderful, (35)
"We really enjoyed our stay here! Close to the beach and in walking distance of a lot of activities but also very quiet! Loved it!"
United States
Renee P.
$176 nightly
The price is $195
Dec 29 - Dec 30
Total with taxes and fees
Ocean calling & country concert availability!
9.8 out of 10, Exceptional, (62)
"The condo was very convenient to get to the beach. Beautiful view of the bay. Plenty of room for everyone to enjoy the stay. "
United States
David H.
$319 nightly
The price is $354
Jan 4 - Jan 5, 2026
Total with taxes and fees
Beach Paradise IV-Downtown Waterfront, Top Floor, Luxury Penthouse Condo
9.2 out of 10, Wonderful, (19)
"Really nice place,had everything we needed very elegant and relaxing,tvs nice and updated will come back again "
United States
George H.
$278 nightly
The price is $309
Jan 4 - Jan 5, 2026
Total with taxes and fees
Beach Paradise VII-Brand New Luxury Townhouse with Pool, Garage, and Water View
10.0 out of 10, Exceptional, (17)
"Fantastic clean rental. Great location!"
United States
Jeremy & Karen W.
$278 nightly
The price is $309
Jan 4 - Jan 5, 2026
Total with taxes and fees
Beach Paradise X-NEW, Luxury Townhouse with POOL, Garage !!PRIME BOARDWALK!!
9.8 out of 10, Exceptional, (135)
"Very lovely pkace!! Would def book again!!"
United States
Brenda F.
$278 nightly
The price is $309
Jan 4 - Jan 5, 2026
Total with taxes and fees
BEACH PARADISE I - 4BR/3.5BA NEW GARAGE Townhouse with POOL in PRIME MIDTOWN OC!

Condo in Downtown Ocean City

Americana Condos 10th street
3.5 star property
8.4 out of 10, Very Good, (19)
"straight fire, definitely going back"
United States
stephen
$412 nightly
The price is $458
Dec 29 - Dec 30
Total with taxes and fees
Americana Condos 10th street
9.2 out of 10, Wonderful, (5)
"Clean, convenient, affordable. "
United States
Jonathon C.
$249 nightly
The price is $279
Dec 29 - Dec 30
Total with taxes and fees
Oceanfront Studio-Sleeps 4-Pool-Pvt Balcony-WiFi
9.4 out of 10, Exceptional, (18)
"We really enjoyed our stay beautiful place and view ..your own home in a different place"
United States
Adrian L.
$218 nightly
The price is $242
Dec 29 - Dec 30
Total with taxes and fees
Enjoy the Beachlife!! —> 2Bed & 2Bath Condo
10.0 out of 10, Exceptional, (317)
"Great location"
United States
Joshua I.
$256 nightly
The price is $284
Jan 2 - Jan 3, 2026
Total with taxes and fees
#1 Rated Condo, Oceanfront, with Bay View Too
9.2 out of 10, Wonderful, (79)
"The house and property was very spacious and comfortable. We enjoyed our stay and visit to the area very much."
United States
gisela j.
$364 nightly
The price is $367
Dec 29 - Dec 30
Total with taxes and fees
Bethany Beach and Close by Marinas! Family and Pet Friendly!!
9.6 out of 10, Exceptional, (93)
"Nice place. Great views"
United States
Jill M.
$396 nightly
The price is $440
Jan 3 - Jan 4, 2026
Total with taxes and fees
Top-Rated Luxury Oceanfrt Condo Spectacular Views-Outstanding Reviews

Condo in North Ocean City

Oceanfront 2 Bedroom-Sleeps 8
2.0 star property
9.6 out of 10, Exceptional, (5)
"Stay was very good. Owner was very helpful and accommodating "
United States
Michael L.
$324 nightly
The price is $362
Dec 29 - Dec 30
Total with taxes and fees
Oceanfront 2 Bedroom-Sleeps 8
9.6 out of 10, Exceptional, (71)
"Great location. "
United States
Connie N.
$235 nightly
The price is $261
Jan 7 - Jan 8, 2026
Total with taxes and fees
Direct OceanFront Condo/ on the center of the Boardwalk/ Newly Remodeled w/Pool
10.0 out of 10, Exceptional, (32)
"Great location, place very clean and perfect for our trip!"
United States
Ed S.
$303 nightly
The price is $336
Dec 29 - Dec 30
Total with taxes and fees
Charming 2-Bed Condo Steps From the Beach!
10.0 out of 10, Exceptional, (18)
"The condo is beautifully decorated and only steps from the beach! "
United States
Pamela H.
$237 nightly
The price is $251
Dec 29 - Dec 30
Total with taxes and fees
Oceanside Haven -Steps to Sand + Indoor Pool + Game Rm - Perfect Beach Getaway
9.8 out of 10, Exceptional, (39)
"Loved this property! Owners were very responsive! "
United States
Michelle K.
$297 nightly
The price is $303
Dec 29 - Dec 30
Total with taxes and fees
Mallard Lakes Waterfront Beach Condo in Fenwick Island with Two Pools
9.8 out of 10, Exceptional, (43)
"This was the perfect little home for our stay. Everything was clean and comfortable and “cozy”. The location was wonderful with easy access to both Assateague Island and Ocean City. Everything needed for a great stay was provided. We are already planning our vacation for next year and will definitely book again. "
United States
Alecia C.
$274 nightly
The price is $304
Jan 4 - Jan 5, 2026
Total with taxes and fees
Comfortable cottage in gated community, 5 mins to OC and Assateague
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Whaleyville Hotel Reviews

Find out more about Whaleyville

Everything you need to know about Whaleyville vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Whaleyville vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Whaleyville vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Whaleyville vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Whaleyville. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Whaleyville in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $98 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Whaleyville rentals

At Expedia, we put the best Whaleyville vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Whaleyville rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Whaleyville vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Whaleyville. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently asked questions

Can I find vacation rentals in Whaleyville?

Yes, we offer vacation rentals near well known sights in Whaleyville, or you can choose a secluded option if you're looking for a relaxing stay.

What are some of the best vacation rentals in Whaleyville?

"BEACH PARADISE II" 4-BR/3.5-BA Exquisite Townhouse with POOL & GARAGE: Visitors like this Whaleyville vacation home rental. It offers an outdoor pool, a balcony, and air-conditioning to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You and your friends and family can relax into your vacation with amenities like a selection of games.

What’s there to see and do in Whaleyville?

While exploring the area, visit family-friendly sights like Frontier Town Water Park and Golf, or get outside and enjoy nature at Assawoman Bay. Main Street Berlin and Casino at Ocean Downs are a couple of places you'll find in the larger area.

What’s a vacation rental in Whaleyville like?

A vacation rental is a private property you can book for several days or longer in Whaleyville. Vacation rentals offer amenities like WiFi and washers and dryers to help you enjoy your stay. If you're concerned about a clean environment, vacation rentals can offer a sense of seclusion away from public hotel elevators and busy concierge desks while still allowing you a great travel experience. You'll also get more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a great choice for families.