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Bayside Holiday Rentals

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Our top choices for Bayside holiday rentals

1. 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 NZ$200
includes taxes & fees
28 Nov - 29 Nov
Coconut Malorie Resort Ocean City, an Ascend Collection Hotel

2. Shore Point Cottages

Shore Point Cottages
3.0 star property
Berlin
9.4 out of 10, Exceptional, (403 reviews)
"Everything was clean and comfortable. Would stay here again."
United States
Kelly
The price is NZ$210
includes taxes & fees
1 Dec - 2 Dec
Shore Point Cottages

3. 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

4. Walk to Maryland Beach: Coastal Condo w/ Balcony

Walk to Maryland Beach: Coastal Condo w/ Balcony
4.0 star property
North Ocean City
The price is NZ$849
includes taxes & fees
6 Nov - 7 Nov
Walk to Maryland Beach: Coastal Condo w/ Balcony

5. The Mallard Apartments

The Mallard Apartments
2.5 star property
Downtown Ocean City
5.6 out of 10, (60 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$1,023
includes taxes & fees
14 Nov - 15 Nov
The Mallard Apartments

6. 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 NZ$393
includes taxes & fees
13 Nov - 14 Nov
Dagsboro Retreat

7. Plantation Lakes Townhouse

Plantation Lakes Townhouse
2.0 star property
Millsboro
The price is NZ$522
includes taxes & fees
16 Nov - 17 Nov
Plantation Lakes Townhouse

8. Beach Front Villa in Dewey Beach

Beach Front Villa in Dewey Beach
4.0 star property
Rehoboth by the Sea
The price is NZ$5,026
includes taxes & fees
14 Nov - 15 Nov
Beach Front Villa in Dewey Beach

9. Luxury Home 3 Mi to Bethany Beach Boardwalk!

Luxury Home 3 Mi to Bethany Beach Boardwalk!
3.0 star property
Ocean View
The price is NZ$1,415
includes taxes & fees
16 Nov - 17 Nov
Luxury Home 3 Mi to Bethany Beach Boardwalk!

10. 2 1/2 Mi to Bethany Boardwalk! Private Retreat!

2 1/2 Mi to Bethany Boardwalk! Private Retreat!
3.0 star property
Ocean View
The price is NZ$895
includes taxes & fees
16 Nov - 17 Nov
2 1/2 Mi to Bethany Boardwalk! Private Retreat!

11. 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 NZ$1,429
includes taxes & fees
8 Nov - 9 Nov
Game Room! Waterfront Group Haven in Ocean Pines
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 Bayside Hotel Reviews

Find out more about Bayside

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 Bayside 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 Bayside. 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 Bayside. Seeing all the best attractions is bound to make you fall in love with Bayside. 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 Bayside short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find a holiday rental in Bayside?

Yes, there are holiday rentals close to the most popular sights in Bayside, 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 Bayside has to offer?

Quiet Beachfront Retreat with Private Balcony: This holiday home rental outside of Bayside 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.

How many holiday rentals are there in Bayside?

Choose from 52 Expedia holiday rentals in Bayside for a memorable holiday.

What’s there to see and do in Bayside?

Cultural attractions include Freeman Arts Pavilion, whereas Assawoman Bay is a spot to enjoy nature. In the wider area, you’ll find Bayside Resort Golf Club and Ocean City Beach.

What’s a holiday rental in Bayside like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Bayside. Holiday rentals offer amenities such as laundry facilities and kitchens to help you enjoy your stay. If you're concerned about a sanitised environment, a holiday rental can provide a sense of security away from shared hotel lifts and busy lobbies while still allowing you to travel. You'll also have more space in a holiday rental than in a hotel, which makes a holiday rental a great option for a small group gathering.