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Whaleyville Vacation Rentals

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Our top choices for Whaleyville vacation 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 CA $103
CA $329 total
includes taxes & fees
Oct 18 - Oct 19
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, (1,327 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 CA $126
CA $141 total
includes taxes & fees
Oct 14 - Oct 15
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 CA $103
CA $329 total
includes taxes & fees
Oct 18 - Oct 19
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.
The price is CA $231
CA $339 total
includes taxes & fees
Oct 12 - Oct 13
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, (530 reviews)
"Very bice"
United States
Robert
The price is CA $91
CA $109 total
includes taxes & fees
Oct 12 - Oct 13
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, (65 reviews)
"There isn’t a lot if parking for the property but besides that it was great"
United States
Pamela
The price is CA $101
CA $114 total
includes taxes & fees
Oct 12 - Oct 13
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 CA $117
CA $306 total
includes taxes & fees
Oct 26 - Oct 27
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 CA $98
CA $359 total
includes taxes & fees
Oct 12 - Oct 13
Salisbury Riverfront Lofts

9. Ocean Pines Retreat with Beach Club

Ocean Pines Retreat with Beach Club
Ocean Pines
10.0 out of 10, Exceptional, (45 reviews)
"This is our family's second year staying here and we loved it just as much!"
United States
Ashleigh N.
The price is CA $278
CA $628 total
includes taxes & fees
Nov 9 - Nov 10
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, (57 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 CA $192
CA $516 total
includes taxes & fees
Oct 12 - Oct 13
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 CA $196
CA $624 total
includes taxes & fees
Nov 10 - Nov 11
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 CA $413
CA $894 total
includes taxes & fees
Oct 13 - Oct 14
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 CA $549
CA $1,049 total
includes taxes & fees
Oct 12 - Oct 13
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 CA $217
CA $642 total
includes taxes & fees
Oct 18 - Oct 19
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, (342 reviews)
"Had a great stay "
United States
Ed B.
The price is CA $70
CA $326 total
includes taxes & fees
Oct 26 - Oct 27
#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 CA $85
CA $343 total
includes taxes & fees
Oct 12 - Oct 13
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 CA $120
CA $290 total
includes taxes & fees
Nov 1 - Nov 2
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.
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 CA $221
CA $760 total
includes taxes & fees
Oct 12 - Oct 13
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 CA $90
CA $295 total
includes taxes & fees
Oct 12 - Oct 13
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

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Whaleyville. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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?

Quiet Beachfront Retreat with Private Balcony: You might want to consider this vacation home rental near Whaleyville, which 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 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.