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Whaleyville Holiday Rentals

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Our top choices for Whaleyville holiday rentals

1. On Main Street - Apartment C - Berlin, MD

On Main Street - Apartment C - Berlin, MD
Downtown Berlin
9.4 out of 10, Exceptional, (43 reviews)
"A perfect location if you want to explore downtown Berlin. It’s right in the heart of Main Street walking distance to everything.The apartment had everything we needed and was very cozy and clean . Would definitely book this spot again."
United States
Sarah V.
The price is AU$332
includes taxes & fees
18 Oct - 19 Oct
On Main Street - Apartment C - Berlin, MD

2. Coconut Malorie Resort Ocean City, an Ascend Collection Hotel

Coconut Malorie Resort Ocean City, an Ascend Collection Hotel
3.0 star property
Midtown Ocean City
7.4 out of 10, Good, (1,329 reviews)
"Our room.seemed to be all new and we loved how there was a separate living room and bedroom with privacy doors. We had a beautiful view of the bay too from the second floor and we loved being on the sunset side of OC:)"
United States
cara
The price is AU$151
includes taxes & fees
14 Oct - 15 Oct
Coconut Malorie Resort Ocean City, an Ascend Collection Hotel

3. On Main Street - Apartment B - Berlin, MD

On Main Street - Apartment B - Berlin, MD
Downtown Berlin
8.8 out of 10, Excellent, (47 reviews)
"Great location and the place was clean and spacious. Nice little surprise seeing the farmers market right out front Sunday morning."
United States
April M.
The price is AU$330
includes taxes & fees
18 Oct - 19 Oct
On Main Street - Apartment B - Berlin, MD

4. Cozy 2-bedroom bungalow, 10 minutes from beach, pet friendly

Cozy 2-bedroom bungalow, 10 minutes from beach, pet friendly
Berlin
9.8 out of 10, Exceptional, (48 reviews)
"Super clean, owner is beyond friendly and attentive, would definitely stay here again!"
United States
Andrea S.
Cozy 2-bedroom bungalow, 10 minutes from beach, pet friendly

5. Majestic Hotel & Apartments

Majestic Hotel & Apartments
2.0 star property
Downtown Ocean City
5.8 out of 10, (531 reviews)
"Right in front of the board walk and almost center to everything"
United States
Wilber
The price is AU$110
includes taxes & fees
14 Oct - 15 Oct
Majestic Hotel & Apartments

6. Ocean Terrace Family Apartments

Ocean Terrace Family Apartments
3.0 star property
Downtown Ocean City
7.6 out of 10, Good, (67 reviews)
"There isn’t a lot if parking for the property but besides that it was great"
United States
Pamela
The price is AU$91
includes taxes & fees
15 Oct - 16 Oct
Ocean Terrace Family Apartments

7. Monte Carlo Condos

Monte Carlo Condos
3.0 star property
Downtown Ocean City
7.0 out of 10, Good, (74 reviews)
"Unexpected pet fee on top of resort fees we did expect. Nice and close to boardwalk. Room was quiet, private, spacious."
United States
Ben
The price is AU$306
includes taxes & fees
26 Oct - 27 Oct
Monte Carlo Condos

8. Salisbury Riverfront Lofts

Salisbury Riverfront Lofts
3.0 star property
Salisbury
9.4 out of 10, Exceptional, (27 reviews)
"Excellent choice for the price, recommended for larger groups."
United States
Marcos
The price is AU$351
includes taxes & fees
13 Nov - 14 Nov
Salisbury Riverfront Lofts

9. Ocean Pines Retreat with Beach Club

Ocean Pines Retreat with Beach Club
Ocean Pines
10.0 out of 10, Exceptional, (46 reviews)
"This is our family's second year staying here and we loved it just as much!"
United States
Ashleigh N.
The price is AU$629
includes taxes & fees
11 Nov - 12 Nov
Ocean Pines Retreat with Beach Club

10. Comfortable cottage in gated community, 5 mins to OC and Assateague

Comfortable cottage in gated community, 5 mins to OC and Assateague
Assateague Pointe
9.8 out of 10, Exceptional, (58 reviews)
"The cottage location is great for golf, less than 20 minutes ride to most courses. Also dining in Berlin is better than traffic to Oean City."
United States
Joe
The price is AU$506
includes taxes & fees
14 Oct - 15 Oct
Comfortable cottage in gated community, 5 mins to OC and Assateague

11. Secluded Waterfront•15mi to Assateague Beach•Fast Wifi•Kayaks•Near Berlin, OC!

Secluded Waterfront•15mi to Assateague Beach•Fast Wifi•Kayaks•Near Berlin, OC!
Newark
10.0 out of 10, Exceptional, (20 reviews)
"Beautiful, clean, well appointed house in a peaceful setting. Easy & quick (20 minute) access to Assateague & Ocean City beaches without the chaos of staying in OC. Berlin and Snow Hill are fun historic eastern shore towns to explore. Take a day trip south to Pokomoke State Park for a calming non-beach nature experience. So nice we booked it again on our first day there."
United States
David M.
The price is AU$631
includes taxes & fees
3 Nov - 4 Nov
Secluded Waterfront•15mi to Assateague Beach•Fast Wifi•Kayaks•Near Berlin, OC!

12. Costal Modern Retreat with 4 bedrooms and cental air

Costal Modern Retreat with 4 bedrooms and cental air
Ocean Pines
10.0 out of 10, Exceptional, (2 reviews)
"Great place!"
United States
John H.
The price is AU$885
includes taxes & fees
26 Oct - 27 Oct
Costal Modern Retreat with 4 bedrooms and cental air

13. Charming 4-bedroom Beach House in Ocean Pines

Charming 4-bedroom Beach House in Ocean Pines
Ocean Pines
9.8 out of 10, Exceptional, (18 reviews)
"The house was so nice! Highly recommend this property"
United States
Anonymous traveller
The price is AU$1,015
includes taxes & fees
24 Oct - 25 Oct
Charming 4-bedroom Beach House in Ocean Pines

14. Americana Condos 10th street

Americana Condos 10th street
3.5 star property
Downtown Ocean City
8.4 out of 10, Very good, (33 reviews)
"Wonderful views and so big!"
United States
Liz
The price is AU$633
includes taxes & fees
13 Nov - 14 Nov
Americana Condos 10th street

15. #1 Rated Condo, Oceanfront, with Bay View Too

#1 Rated Condo, Oceanfront, with Bay View Too
North Ocean City
10.0 out of 10, Exceptional, (343 reviews)
"Had a great stay "
United States
Ed B.
The price is AU$329
includes taxes & fees
26 Oct - 27 Oct
#1 Rated Condo, Oceanfront, with Bay View Too

16. BeachBox V • 5th-Floor Oceanfront • Expansive View • Beachfront Bliss

BeachBox V • 5th-Floor Oceanfront • Expansive View • Beachfront Bliss
North Ocean City
10.0 out of 10, Exceptional, (8 reviews)
"We truly enjoyed our stay. The place was very clean with an amazing view. Excellent communication with the owners. The check in process was very smooth. "
United States
Natasha H.
The price is AU$439
includes taxes & fees
31 Oct - 1 Nov
BeachBox V • 5th-Floor Oceanfront • Expansive View • Beachfront Bliss

17. Ocean City Maryland Condo, The Mermaid Lounge! Ocean side 50 steps to the beach!

Ocean City Maryland Condo, The Mermaid Lounge! Ocean side 50 steps to the beach!
Midtown Ocean City
9.8 out of 10, Exceptional, (275 reviews)
"Great spot, clean and affordable!"
United States
Beth H.
The price is AU$295
includes taxes & fees
1 Nov - 2 Nov
Ocean City Maryland Condo, The Mermaid Lounge! Ocean side 50 steps to the beach!

18. BeachBox I • Oceanfront Balcony • Sunrise Views • East Winds 202

BeachBox I • Oceanfront Balcony • Sunrise Views • East Winds 202
North Ocean City
10.0 out of 10, Exceptional, (71 reviews)
"Great location and owners were very accommodating! It is so nice being able to work with the owners directly rather than a management company!"
United States
Lindsey S.
The price is AU$343
includes taxes & fees
19 Oct - 20 Oct
BeachBox I • Oceanfront Balcony • Sunrise Views • East Winds 202

19. Dog Friendly: Pool, Game Room, Near Bethany Beach

Dog Friendly: Pool, Game Room, Near Bethany Beach
Dagsboro
The price is AU$680
includes taxes & fees
14 Oct - 15 Oct
Dog Friendly: Pool, Game Room, Near Bethany Beach

20. Beach Days & Bay Sunsets. Your Easy OCMD Escape! Raffles Unit 339 N

Beach Days & Bay Sunsets. Your Easy OCMD Escape! Raffles Unit 339 N
North Ocean City
9.2 out of 10, Wonderful, (54 reviews)
"check in/check out were super simple. place was clean, but a little tight for 5. location is great."
United States
Theodore B.
The price is AU$296
includes taxes & fees
15 Oct - 16 Oct
Beach Days & Bay Sunsets. Your Easy OCMD Escape! Raffles Unit 339 N
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 favourite 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 depend 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 AU$91 per night. Entering your travel dates in the search wizard might find you 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?

Quiet Beachfront Retreat with Private Balcony: This holiday home rental outside of Whaleyville is located by the ocean, and has a balcony, a selection of books and air conditioning to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave.

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 Ocean City Beach. Casino at Ocean Downs and Bayside Resort Golf Club 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.