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Whaleyville Vacation Rentals

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Check prices for these dates

In two weeks
28 Aug - 30 Aug
In two months
9 Oct - 11 Oct
In three months
6 Nov - 8 Nov
In four months
4 Dec - 6 Dec

Our top choices for Whaleyville vacation rentals

Pool

1. Snowbird Bay Cottage | Playground + Community Pool

Snowbird Bay Cottage | Playground + Community Pool
Ocean Pines
9.2 out of 10, Wonderful, (15 reviews)
"nice little place."
United States
Dwayne C.
The price is AED 959
AED 2,094 total
includes taxes & fees
25 Aug - 26 Aug
Snowbird Bay Cottage | Playground + Community Pool
Deluxe Apartment, 4 Bedrooms, Non Smoking, Ocean View | Terrace/patio

2. Majestic Hotel & Apartments

Majestic Hotel & Apartments
2.0 star property
Downtown Ocean City
5.8 out of 10, (473 reviews)
"Great location--Very close to the steps and boardwalk!"
United States
ALEXIS
The price is AED 294
AED 348 total
includes taxes & fees
1 Sep - 2 Sep
Majestic Hotel & Apartments
Fitness facility

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, (1,316 reviews)
"The hotel did not disappoint. The room, the tub and especially the shower was the best. We also loved the view. Would come back again and get the same room. We had the presidential suite."
United States
Nichole
The price is AED 250
AED 280 total
includes taxes & fees
14 Sep - 15 Sep
Coconut Malorie Resort Ocean City, an Ascend Collection Hotel
Exterior

4. 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 AED 1,653
AED 3,291 total
includes taxes & fees
17 Aug - 18 Aug
CANAL FRONT - GREAT VIEWS - 5 BDRM, 3&1/2 BATHS, 2 KINGS, GOLF, RELAX...
Beach nearby

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

On Main Street - Apartment C - Berlin, MD
Downtown Berlin
9.4 out of 10, Exceptional, (39 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 AED 456
AED 1,095 total
includes taxes & fees
24 Aug - 25 Aug
On Main Street - Apartment C - Berlin, MD
Private kitchen

6. 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 AED 2,408
AED 6,592 total
includes taxes & fees
18 Aug - 19 Aug
NEW! Sleeps 23 Mins to OCMD w/Gym-Game Room-Firepit
Deluxe Cottage | View from room

7. Shore Point Cottages

Shore Point Cottages
3.0 star property
Berlin
9.2 out of 10, Wonderful, (357 reviews)
"Perfect space!"
United States
Brandi
The price is AED 308
AED 406 total
includes taxes & fees
13 Sep - 14 Sep
Shore Point Cottages
Outdoor dining

8. 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, (110 reviews)
"Great hosting by Laurie"
United States
Jim C.
The price is AED 735
AED 1,411 total
includes taxes & fees
13 Sep - 14 Sep
BEACH HAVEN Assatique/Berlin Dog friendly, outside bar and kitchen
Flat-screen TV

9. Dagsboro Retreat

Dagsboro Retreat
2.0 star property
Dagsboro
10.0 out of 10, Exceptional, (1 review)
"I loved it"
United States
Alexandra
The price is AED 846
AED 846 total
includes taxes & fees
1 Sep - 2 Sep
Dagsboro Retreat
Exterior

10. Ocean Pines Dog Friendly Cottage

Ocean Pines Dog Friendly Cottage
Ocean Pines
9.0 out of 10, Wonderful, (12 reviews)
"It was nice& quiet…The yard was wonderful for our dog…Kelly our host was great in communication checkin was easy it was keyless…"
United States
Shelly P.
The price is AED 760
AED 2,037 total
includes taxes & fees
19 Aug - 20 Aug
Ocean Pines Dog Friendly Cottage
3 bedrooms, iron/ironing board, WiFi (free), bed sheets

11. Ocean Pines Retreat with Beach Club

Ocean Pines Retreat with Beach Club
Ocean Pines
10.0 out of 10, Exceptional, (41 reviews)
"The place is beautiful and very, very clean. We had so much space. My 13 year old daughter loved the room she stayed in and having her own bathroom. Our dog quickly learned where the basket of toys was. The location was very close to the boardwalk and in town there were a lot of good restaurants.Bill made it easy to communicate with and gave immediate responses to any questions we had.We will definitely stay here again!"
United States
Anna A.
The price is AED 1,028
AED 2,024 total
includes taxes & fees
15 Sep - 16 Sep
Ocean Pines Retreat with Beach Club
House (3 Bedrooms) | Interior

12. 8 Mi to Ocean City: Warm & Cozy 3BR Family Home

8 Mi to Ocean City: Warm & Cozy 3BR Family Home
3.0 star property
Ocean Pines
The price is AED 621
AED 2,205 total
includes taxes & fees
21 Aug - 22 Aug
8 Mi to Ocean City: Warm & Cozy 3BR Family Home
Exterior

13. Ocean City Paradise, Large Outside Deck, Bar&Grill

Ocean City Paradise, Large Outside Deck, Bar&Grill
West Ocean City
9.2 out of 10, Wonderful, (18 reviews)
"This is our 4th year staying here. We love it it's perfect for our needs."
United States
Joe S.
The price is AED 1,457
AED 3,668 total
includes taxes & fees
17 Aug - 18 Aug
Ocean City Paradise, Large Outside Deck, Bar&Grill
Exterior

14. Pool, Trail Access! Dog-Friendly Ocean Pines Haven

Pool, Trail Access! Dog-Friendly Ocean Pines Haven
Ocean Pines
9.6 out of 10, Exceptional, (24 reviews)
"We enjoyed our stay and the house was perfect for our family and my kids loved it. "
United States
Vannessa H.
The price is AED 485
AED 1,641 total
includes taxes & fees
27 Aug - 28 Aug
Pool, Trail Access! Dog-Friendly Ocean Pines Haven
Property grounds

15. 5 Bed/3.5 Bath in Bayside near West Ocean City

5 Bed/3.5 Bath in Bayside near West Ocean City
Bayside
10.0 out of 10, Exceptional, (25 reviews)
"This was our 3rd year of staying here & it really works for our family of 12. It is always clean & well keep & the hosts have been great to work with"
United States
Brent S.
The price is AED 1,521
AED 4,048 total
includes taxes & fees
17 Aug - 18 Aug
5 Bed/3.5 Bath in Bayside near West Ocean City
Exterior

16. Ocean City MD waterfront rental with skyline views, canal access, bring your boat or jet ski!

Ocean City MD waterfront rental with skyline views, canal access, bring your boat or jet ski!
Ocean Pines
10.0 out of 10, Exceptional, (20 reviews)
"This rental property is in a very nice location and is well maintained and furnished. Everyone in our group, ages 10 to 77, enjoyed the stay. "
United States
Eric D.
The price is AED 2,330
AED 8,020 total
includes taxes & fees
8 Sep - 9 Sep
Ocean City MD waterfront rental with skyline views, canal access, bring your boat or jet ski!
Smart TV, Netflix, Hulu, books

17. BeachParadise107-DOWNTOWN OCEANVIEW Luxury Townhome 3BR-Steps to Beach&Boardwalk

BeachParadise107-DOWNTOWN OCEANVIEW Luxury Townhome 3BR-Steps to Beach&Boardwalk
Downtown Ocean City
10.0 out of 10, Exceptional, (4 reviews)
"The house was as listed, it was an enjoyable stay. Ann was easy to work with. Thanks VRBO."
United States
Anonymous traveler
The price is AED 2,002
AED 3,645 total
includes taxes & fees
23 Aug - 24 Aug
BeachParadise107-DOWNTOWN OCEANVIEW Luxury Townhome 3BR-Steps to Beach&Boardwalk
Dining

18. Beautiful 5-bedroom apartment in Ocean City perfect for families

Beautiful 5-bedroom apartment in Ocean City perfect for families
North Ocean City
9.0 out of 10, Wonderful, (75 reviews)
"We had such a wonderful time at this location. The place and all the amenities were perfect for our family. We would highly recommend! "
United States
Jason E.
The price is AED 1,967
AED 2,520 total
includes taxes & fees
14 Sep - 15 Sep
Beautiful 5-bedroom apartment in Ocean City perfect for families
Outdoor pool

19. 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, (52 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 AED 735
AED 1,645 total
includes taxes & fees
1 Sep - 2 Sep
Comfortable cottage in gated community, 5 mins to OC and Assateague
Sun loungers, beach towels

20. Boho Beach Cottage- Quiet, Deck, Private parking, Bikes- 1 mi to Beach & Boards!

Boho Beach Cottage- Quiet, Deck, Private parking, Bikes- 1 mi to Beach & Boards!
West Ocean City
10.0 out of 10, Exceptional, (9 reviews)
"Clean with easy check in/ check out. Good location."
United States
Aaron T.
The price is AED 716
AED 1,427 total
includes taxes & fees
25 Aug - 26 Aug
Boho Beach Cottage- Quiet, Deck, Private parking, Bikes- 1 mi to Beach & Boards!
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

Francis Scott Key Family Resort

Francis Scott Key Family Resort

10/10 Excellent
"Amazing !"
Briana 2-night trip
Posted less than an hour ago
Francis Scott Key Family Resort

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?

Beach comfort-lovely home, beach, pools, pet friendly!: Visitors like this Whaleyville vacation home rental. It is located near the beach and has a patio, a barbecue grill, and air-conditioning to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

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. Maryland Beach and Main Street Berlin 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.