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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 NZ$403
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, (1,324 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 NZ$189
includes taxes & fees
16 Oct - 17 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 NZ$403
includes taxes & fees
18 Oct - 19 Oct
On Main Street - Apartment B - Berlin, MD

4. BEACH HAVEN Assatique/Berlin Dog friendly, outside bar and kitchen

BEACH HAVEN Assatique/Berlin Dog friendly, outside bar and kitchen
Berlin
9.8 out of 10, Exceptional, (112 reviews)
"Great hosting by Laurie"
United States
Jim C.
The price is NZ$676
includes taxes & fees
5 Oct - 6 Oct
BEACH HAVEN Assatique/Berlin Dog friendly, outside bar and kitchen

5. Majestic Hotel & Apartments

Majestic Hotel & Apartments
2.0 star property
Downtown Ocean City
5.8 out of 10, (529 reviews)
"Very bice"
United States
Robert
The price is NZ$151
includes taxes & fees
5 Oct - 6 Oct
Majestic Hotel & Apartments

6. 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 NZ$730
includes taxes & fees
4 Nov - 5 Nov
Ocean Pines Retreat with Beach Club

7. 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 NZ$435
includes taxes & fees
4 Nov - 5 Nov
Salisbury Riverfront Lofts

8. Ocean Terrace Family Apartments

Ocean Terrace Family Apartments
3.0 star property
Downtown Ocean City
7.6 out of 10, Good, (62 reviews)
"There isn’t a lot if parking for the property but besides that it was great"
United States
Pamela
Ocean Terrace Family Apartments

9. The Mallard Apartments

The Mallard Apartments
2.5 star property
Downtown Ocean City
5.8 out of 10, (58 reviews)
"Not what is lists for, place was very dirty, sheets, sofa, carpets, beds, bathroom. Place smelled like must, humidity and mold. . Do not recommend anyone staying here"
United States
Diego
The price is NZ$224
includes taxes & fees
5 Oct - 6 Oct
The Mallard Apartments

10. BeachBox II • Panoramic Inlet Views • Bayside Pool • Park Free • Couple's Corner

BeachBox II • Panoramic Inlet Views • Bayside Pool • Park Free • Couple's Corner
Downtown Ocean City
10.0 out of 10, Exceptional, (40 reviews)
"This place was super clean and had everything we needed. We will definitely be back in the summer because the location is perfect and the views from the balcony are outstanding!"
United States
Donna B.
BeachBox II • Panoramic Inlet Views • Bayside Pool • Park Free • Couple's Corner

11. Wilmington Terrace

Wilmington Terrace
3.0 star property
Downtown Ocean City
8.2 out of 10, Very good, (12 reviews)
"The staff was very friendly, the apartment was very clean, I love that pets are welcome and the beach and boardwalk are less than 2 minutes walk. EXCELLENT!"
United States
Jennifer
The price is NZ$375
includes taxes & fees
5 Oct - 6 Oct
Wilmington Terrace

12. 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 NZ$733
includes taxes & fees
19 Oct - 20 Oct
Secluded Waterfront•15mi to Assateague Beach•Fast Wifi•Kayaks•Near Berlin, OC!

13. Monte Carlo Condos

Monte Carlo Condos
3.0 star property
Downtown Ocean City
7.0 out of 10, Good, (73 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 NZ$412
includes taxes & fees
11 Oct - 12 Oct
Monte Carlo Condos

14. 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, (56 reviews)
"Convenient amenities at Assateague Point, easy access to Assateague Island and OCMD. Everything in the unit was clean, in proper working order, and we had everything we needed for our family with young children. Would definitely stay here again."
United States
Alexandra
The price is NZ$636
includes taxes & fees
7 Oct - 8 Oct
Comfortable cottage in gated community, 5 mins to OC and Assateague

15. Studio Charm w/ Deck, Fireplace & Fooseball!: Walk to Beach, Boardwalk & Dining!

Studio Charm w/ Deck, Fireplace & Fooseball!: Walk to Beach, Boardwalk & Dining!
Midtown Ocean City
9.8 out of 10, Exceptional, (20 reviews)
"Very friendly and helpful host! The room was lovely and very clean when we arrived. We would stay with this host again."
United States
Hannah
The price is NZ$389
includes taxes & fees
2 Nov - 3 Nov
Studio Charm w/ Deck, Fireplace & Fooseball!: Walk to Beach, Boardwalk & Dining!

16. Mallard Lakes Waterfront Beach Condo in Fenwick Island with Two Pools

Mallard Lakes Waterfront Beach Condo in Fenwick Island with Two Pools
Selbyville
9.8 out of 10, Exceptional, (49 reviews)
"Ideal location and very nice accommodations!"
United States
Jeff A.
The price is NZ$525
includes taxes & fees
5 Oct - 6 Oct
Mallard Lakes Waterfront Beach Condo in Fenwick Island with Two Pools

17. #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 NZ$487
includes taxes & fees
5 Oct - 6 Oct
#1 Rated Condo, Oceanfront, with Bay View Too

18. BeachBox IV • Walk to Boardwalk • Bayside Pool • Free Parking • Couple's Escape

BeachBox IV • Walk to Boardwalk • Bayside Pool • Free Parking • Couple's Escape
Downtown Ocean City
10.0 out of 10, Exceptional, (15 reviews)
"Checked all our boxes… clean comfortable beds… stocked supplies… and a good location! Not the first time we stayed with this host… won’t be the last!"
United States
Kim F.
BeachBox IV • Walk to Boardwalk • Bayside Pool • Free Parking • Couple's Escape

19. 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 NZ$1,294
includes taxes & fees
5 Oct - 6 Oct
Charming 4-bedroom Beach House in Ocean Pines

20. 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 NZ$813
includes taxes & fees
18 Oct - 19 Oct
Americana Condos 10th street
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 holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Whaleyville holiday 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. 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 holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Whaleyville. 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 Whaleyville. 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 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 holiday 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 Whaleyville short-term rentals, that won’t be hard to do.

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.