Whaleyville Holiday Rentals

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Our top choices for Whaleyville holiday 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
The price is NZ$177
includes taxes & fees
8 Jan - 9 Jan 2026
Coconut Malorie Resort Ocean City, Ascend Collection Hotel

Cottage in Berlin

Shore Point Cottages
3.0 star property
9.4 out of 10, Exceptional, (302)
"The location of shore point cottages is a pleasant and peaceful one. It's far enough out of the hustle and bustle of the boardwalk area. Yet close enough to everything that makes Ocean City a fun place to visit. Definitely a place to come back to and stay again."
United States
Mike
Shore Point Cottages
10.0 out of 10, Exceptional, (1)
"Great place to stay!"
United States
Joseph D.
The price is NZ$517
includes taxes & fees
22 Jan - 23 Jan 2026
BeachParadise1208-Charming 4BR Townhouse•DOWNTOWN•Short walk to Beach&Boardwalk
9.0 out of 10, Wonderful, (35)
"Perfect place to stay for oceans calling! On bus route but not in the craziness of the direct festival area."
United States
Jennifer F.
The price is NZ$376
includes taxes & fees
1 Jan - 2 Jan 2026
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.
The price is NZ$615
includes taxes & fees
4 Jan - 5 Jan 2026
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.
The price is NZ$536
includes taxes & fees
4 Jan - 5 Jan 2026
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.
The price is NZ$538
includes taxes & fees
4 Jan - 5 Jan 2026
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.
The price is NZ$538
includes taxes & fees
11 Jan - 12 Jan 2026
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
Americana Condos 10th street
9.2 out of 10, Wonderful, (5)
"Clean, convenient, affordable. "
United States
Jonathon C.
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.
Enjoy the Beachlife!! —> 2Bed & 2Bath Condo
10.0 out of 10, Exceptional, (317)
"Great location"
United States
Joshua I.
The price is NZ$494
includes taxes & fees
31 Jan - 1 Feb 2026
#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.
The price is NZ$634
includes taxes & fees
1 Jan - 2 Jan 2026
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.
The price is NZ$764
includes taxes & fees
4 Jan - 5 Jan 2026
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.
Oceanfront 2 Bedroom-Sleeps 8
9.6 out of 10, Exceptional, (71)
"Great location. "
United States
Connie N.
The price is NZ$460
includes taxes & fees
7 Jan - 8 Jan 2026
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.
The price is NZ$582
includes taxes & fees
2 Jan - 3 Jan 2026
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.
The price is NZ$404
includes taxes & fees
4 Jan - 5 Jan 2026
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.
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.
The price is NZ$552
includes taxes & fees
11 Jan - 12 Jan 2026
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 holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Whaleyville holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Whaleyville holiday 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Whaleyville holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Whaleyville holiday rentals we have selected for you start as low as NZ$177 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Whaleyville rentals

At Expedia, we put the best Whaleyville holiday 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 holiday.

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 holiday rentals in Whaleyville?

Yes, there are holiday rentals close to the most popular sights in Whaleyville, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Whaleyville has to offer?

"BEACH PARADISE II" 4-BR/3.5-BA Exquisite Townhouse with POOL & GARAGE: This holiday home rental outside of Whaleyville 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 that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as 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 wider area.

What’s a holiday rental in Whaleyville like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Whaleyville. Holiday rentals offer extras such as kitchens and laundry facilities so you'll have all the conveniences of home. If you're concerned about a sanitised environment, holiday rentals can offer a sense of safety away from public hotel lifts and busy concierge desks while still allowing you the experience of travel. You'll also find more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a popular choice for families.