Default HTG hotel image

Whaleyville Vacation Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Nov 13 - Nov 15
In two months
Dec 25 - Dec 27
In three months
Jan 22 - Jan 24
In four months
Feb 19 - Feb 21

Our top choices for Whaleyville vacation rentals

A row of mobile homes with a one-way sign, a covered porch, and a street sign indicating 'Shore Point Lane'.

1. Shore Point Cottages

Shore Point Cottages
3.0 star property
Berlin
9.4 out of 10, Exceptional, (401 reviews)
"Everything was clean and comfortable. Would stay here again."
United States
Kelly
The price is ￥14,220
￥18,572 total
includes taxes & fees
Nov 8 - Nov 9
Shore Point Cottages
A living room with a sofa, a coffee table, a chair, and a dining table. There are two windows with curtains, a lamp, and a painting on the wall.

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

On Main Street - Apartment C - Berlin, MD
Downtown Berlin
9.2 out of 10, Wonderful, (44 reviews)
"Had great mini vac . The vrbo was right down town lots great shops and good choices for meals. All ready thinking about going back"
United States
Jeffry C.
The price is ￥11,912
￥34,872 total
includes taxes & fees
Nov 3 - Nov 4
On Main Street - Apartment C - Berlin, MD
A balcony with a view of a river, greenery, and distant buildings.

3. 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, (1,331 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 ￥15,736
￥17,624 total
includes taxes & fees
Nov 28 - Nov 29
Coconut Malorie Resort Ocean City, an Ascend Collection Hotel
A living room with hardwood flooring, a blue sofa, a small table with a lamp, and a large window with a view.

4. Pet-Friendly Cottage on 1.5 Acres Near Beaches!

Pet-Friendly Cottage on 1.5 Acres Near Beaches!
Selbyville
The price is ￥9,529
￥32,961 total
includes taxes & fees
Dec 1 - Dec 2
Pet-Friendly Cottage on 1.5 Acres Near Beaches!
A modern kitchen with white cabinets, granite countertops, and stainless steel appliances.

5. NEW! Sleeps 23 Mins to OCMD w/Gym-Game Room-Firepit

NEW! Sleeps 23 Mins to OCMD w/Gym-Game Room-Firepit
Berlin
The price is ￥85,795
￥239,205 total
includes taxes & fees
Nov 2 - Nov 3
NEW! Sleeps 23 Mins to OCMD w/Gym-Game Room-Firepit
A marina with boats docked, wooden chairs on a deck, and houses in the background.

6. Charming 4-bedroom Beach House in Ocean Pines

Charming 4-bedroom Beach House in Ocean Pines
Ocean Pines
9.8 out of 10, Exceptional, (19 reviews)
"The house was so nice! Highly recommend this property"
United States
Anonymous traveler
The price is ￥60,661
￥110,116 total
includes taxes & fees
Nov 5 - Nov 6
Charming 4-bedroom Beach House in Ocean Pines
A cozy room with a wooden dining table, two chairs, a vase with yellow flowers, a sofa with a patterned cushion, and a view of a brick building outside.

7. 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 ￥11,912
￥35,401 total
includes taxes & fees
Nov 5 - Nov 6
On Main Street - Apartment B - Berlin, MD
A brick poolside area with lounge chairs and a pool.

8. Near Beach & Golf! Sleep 26-Basketball Court-Game Room-Pool

Near Beach & Golf! Sleep 26-Basketball Court-Game Room-Pool
Berlin
10.0 out of 10, Exceptional, (3 reviews)
"Great property for large group. Close to golf courses and OC. Will definitely be back."
United States
James F K.
The price is ￥85,795
￥253,675 total
includes taxes & fees
Nov 2 - Nov 3
Near Beach & Golf! Sleep 26-Basketball Court-Game Room-Pool
A room with a bed, a chair, a table, and a potted plant.

9. Ocean Pines Retreat with Beach Club

Ocean Pines Retreat with Beach Club
Ocean Pines
10.0 out of 10, Exceptional, (47 reviews)
"This is our family's second year staying here and we loved it just as much!"
United States
Ashleigh N.
The price is ￥24,816
￥56,205 total
includes taxes & fees
Nov 2 - Nov 3
Ocean Pines Retreat with Beach Club
A spacious living area with a large window overlooking a body of water, a fireplace, and a modern staircase.

10. Game Room! Waterfront Group Haven in Ocean Pines

Game Room! Waterfront Group Haven in Ocean Pines
3.0 star property
Ocean Pines
The price is ￥44,117
￥135,760 total
includes taxes & fees
Nov 8 - Nov 9
Game Room! Waterfront Group Haven in Ocean Pines
A two-story house with a covered porch, a brick chimney, and a view of the lake.

11. CANAL FRONT - GREAT VIEWS - 5 BDRM, 3&1/2 BATHS, 2 KINGS, GOLF, RELAX...

CANAL FRONT - GREAT VIEWS - 5 BDRM, 3&1/2 BATHS, 2 KINGS, GOLF, RELAX...
Ocean Pines
10.0 out of 10, Exceptional, (65 reviews)
"We had a great time. The house was nice, clean and was in a great location. We had a wonderful time! "
United States
Kim c.
The price is ￥70,902
￥134,115 total
includes taxes & fees
Nov 5 - Nov 6
CANAL FRONT - GREAT VIEWS - 5 BDRM, 3&1/2 BATHS, 2 KINGS, GOLF, RELAX...
A waterfront property with multiple balconies, a dock with boats, and a clear blue sky.

12. Canal front with boat slip, boat ramp, WiFi, and roku streaming TV

Canal front with boat slip, boat ramp, WiFi, and roku streaming TV
Midtown Ocean City
9.8 out of 10, Exceptional, (10 reviews)
"Really cute place in a great location!"
United States
Mindie F.
The price is ￥3,939
￥22,941 total
includes taxes & fees
Nov 5 - Nov 6
Canal front with boat slip, boat ramp, WiFi, and roku streaming TV
A two-story house with a front porch, a small staircase, and a garage.

13. 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 ￥44,668
￥92,557 total
includes taxes & fees
Nov 5 - Nov 6
Costal Modern Retreat with 4 bedrooms and cental air
A cozy living room with a ceiling fan, a wooden floor, a sofa, a blue armchair, a coffee table, and a chair with a cushion.

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, (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 ￥21,271
￥54,705 total
includes taxes & fees
Nov 3 - Nov 4
Comfortable cottage in gated community, 5 mins to OC and Assateague
A living room with a fireplace, a ceiling fan, a large window, and a balcony.

15. Beach Paradise VI-Downtown Waterfront Bayview, Luxury Boardwalk Condo with POOL!

Beach Paradise VI-Downtown Waterfront Bayview, Luxury Boardwalk Condo with POOL!
Downtown Ocean City
9.8 out of 10, Exceptional, (53 reviews)
"Clean, good location, great host with good communication. Would stay again!"
United States
Christine L.
The price is ￥5,672
￥53,469 total
includes taxes & fees
Nov 2 - Nov 3
Beach Paradise VI-Downtown Waterfront Bayview, Luxury Boardwalk Condo with POOL!
A spacious living area with a large window overlooking a body of water, a fireplace, and a modern staircase.

16. Game Room! Waterfront Group Haven in Ocean Pines

Game Room! Waterfront Group Haven in Ocean Pines
Ocean Pines
10.0 out of 10, Exceptional, (9 reviews)
"Beautiful views, quiet neighborhood close to the beach. "
United States
James C.
Game Room! Waterfront Group Haven in Ocean Pines
A covered patio with a table and chairs, a sliding glass door, and a white fence.

17. Monte Carlo Condos

Monte Carlo Condos
3.0 star property
Downtown Ocean City
7.0 out of 10, Good, (75 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
Monte Carlo Condos
A modern kitchen with white cabinetry, a stainless steel refrigerator, a microwave, and a dining area with white chairs and a wooden table.

18. Beach Paradise VII-Brand New Luxury Townhouse with Pool, Garage, and Water View

Beach Paradise VII-Brand New Luxury Townhouse with Pool, Garage, and Water View
Downtown Ocean City
9.6 out of 10, Exceptional, (33 reviews)
"Great space, close to the beach, we had an amazing stay!"
United States
Olivia R.
The price is ￥7,090
￥48,175 total
includes taxes & fees
Nov 2 - Nov 3
Beach Paradise VII-Brand New Luxury Townhouse with Pool, Garage, and Water View
A dining area with a wooden table set for four, surrounded by wicker chairs.

19. "BEACH PARADISE II" 4-BR/3.5-BA Exquisite Townhouse with POOL & GARAGE

"BEACH PARADISE II" 4-BR/3.5-BA Exquisite Townhouse with POOL & GARAGE
North Ocean City
9.6 out of 10, Exceptional, (143 reviews)
"We had a good stay"
United States
Nicole G.
The price is ￥5,672
￥46,411 total
includes taxes & fees
Nov 2 - Nov 3
"BEACH PARADISE II" 4-BR/3.5-BA Exquisite Townhouse with POOL & GARAGE
A beachside table with a decorative centerpiece, two lanterns, and a view of the ocean.

20. BeachBox® III • Unreal Views • Oceanfront Balcony • Worcester House 401

BeachBox® III • Unreal Views • Oceanfront Balcony • Worcester House 401
Midtown Ocean City
10.0 out of 10, Exceptional, (29 reviews)
"A true gem! Perfect location, excellent accommodations, and quick, friendly communication from the host. We had a wonderful stay and would happily return."
United States
Bethzaida
The price is ￥9,558
￥33,999 total
includes taxes & fees
Nov 2 - Nov 3
BeachBox® III • Unreal Views • Oceanfront Balcony • Worcester House 401
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Whaleyville Hotel Reviews

Grand Hotel Ocean City Oceanfront

Grand Hotel Ocean City Oceanfront

8/10 Good
"Ok stay"
Danielle 1-night trip
Posted 5 hours ago
Grand Hotel Ocean City Oceanfront

Find out more about Whaleyville

Search for holiday rentals in Whaleyville on Expedia! You can easily find your home rentals, villas, holiday apartments in Whaleyville using one of the methods below:

  • View our selection of featured holiday rentals in Whaleyville
  • Use the map to find apartments and other holiday homes in the Whaleyville neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Whaleyville while they last

Look no further and take a look at our great range of rental properties in Whaleyville!

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.