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Bayside Holiday Rentals

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Our top choices for Bayside holiday rentals

Bayside Resort -11282 Signature Blvd.

Bayside Resort -11282 Signature Blvd.
The Commons
The price is NZ$708
includes taxes & fees
23 June - 24 June
Bayside Resort -11282 Signature Blvd.

Beds Made, 2 King Suites, 2 Living Rooms, Bikes & Bayside Resort Pools, Courts

Beds Made, 2 King Suites, 2 Living Rooms, Bikes & Bayside Resort Pools, Courts
Selbyville
10.0 out of 10, Exceptional, (32 reviews)
"The house was clean and comfortable; the pictures don't do it full justice. We had everything we needed and more! Amy was extremely nice and responsive, even checking in on us after we arrived. Our family would definitely stay here again if we are in the area."
United States
Schnelle B.
The price is NZ$1,692
includes taxes & fees
28 June - 29 June
Beds Made, 2 King Suites, 2 Living Rooms, Bikes & Bayside Resort Pools, Courts

EXTRA CLEAN In-Law-Suite - QUEEN bed, High Speed WIFI, Smart TV & Much More!

EXTRA CLEAN In-Law-Suite - QUEEN bed, High Speed WIFI, Smart TV & Much More!
Georgetown
9.8 out of 10, Exceptional, (50 reviews)
"The place was extremely nice but the could not sleep on that bed again. Sinks way down like you are in two hammocks with a big lump in the middle. May work for some people but we couldn’t sleep. Other than that extremely nice and very well stocked. Good location to sports on the Beach complex for tournaments."
United States
Walter
The price is NZ$400
includes taxes & fees
28 June - 29 June
EXTRA CLEAN In-Law-Suite - QUEEN bed, High Speed WIFI, Smart TV & Much More!

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, (104 reviews)
"This property and its owner were everything we look for in a vacation rental. Listing is as an old farm house does not do it justice. The owner has carefully curated it it with an electric collection of furniture ,pottery and various hand crafted items. She has put her heart and soul into this house and you can feel.it ad soon as you step inside. We will definitely be back.😍😍😍😍😍 The McCartney's and the Horneffs.......Thanks again for everything Laurie."
United States
Melinda
The price is NZ$603
includes taxes & fees
23 June - 24 June
BEACH HAVEN Assatique/Berlin Dog friendly, outside bar and kitchen

Spacious Condo•Pond Views•Centrally located

Spacious Condo•Pond Views•Centrally located
Plantations East
9.8 out of 10, Exceptional, (31 reviews)
"Stayed at this VRBO before. Great location. Pet friendly. "
United States
Betty L.
The price is NZ$667
includes taxes & fees
9 July - 10 July
Spacious Condo•Pond Views•Centrally located

Majestic Hotel & Apartments

Majestic Hotel & Apartments
2.0 star property
Downtown Ocean City
6.0 out of 10, (367 reviews)
"Amazing location and staff was very nice! It felt super safe. As a female solo traveler, felt super safe here!"
United States
Mia
The price is NZ$158
includes taxes & fees
23 June - 24 June
Majestic Hotel & Apartments

Modern Minimalist Condo

Modern Minimalist Condo
North Ocean City
The price is NZ$420
includes taxes & fees
23 June - 24 June
Modern Minimalist Condo

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, (48 reviews)
"great place, great location, safe secure and everything we needed to get to assateague where the rest of the family were camping"
United States
Thomas B.
The price is NZ$826
includes taxes & fees
25 June - 26 June
Comfortable cottage in gated community, 5 mins to OC and Assateague

On Main Street - Apartment C - Berlin, MD

On Main Street - Apartment C - Berlin, MD
Downtown Berlin
9.4 out of 10, Exceptional, (35 reviews)
"We loved everything about our stay! This place is adorable and the location is awesome!"
United States
kelly K.
The price is NZ$539
includes taxes & fees
5 July - 6 July
On Main Street - Apartment C - Berlin, MD

Charming 1-bedroom cottage with loft in Rehoboth Beach

Charming 1-bedroom cottage with loft in Rehoboth Beach
Truitts Park
9.8 out of 10, Exceptional, (17 reviews)
"Very cute, clean and cozy and had everything we needed. Quiet location but, only a short distance from all we wanted to go to.."
United States
Jody M.
The price is NZ$802
includes taxes & fees
15 July - 16 July
Charming 1-bedroom cottage with loft in Rehoboth Beach

Ocean Pines Dog Friendly Cottage

Ocean Pines Dog Friendly Cottage
Ocean Pines
9.2 out of 10, Wonderful, (9 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 NZ$984
includes taxes & fees
30 June - 1 July
Ocean Pines Dog Friendly Cottage

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
9.0 out of 10, Wonderful, (41 reviews)
"We really enjoyed our stay here! Close to the beach and in walking distance of a lot of activities but also very quiet! Loved it!"
United States
Renee P.
The price is NZ$574
includes taxes & fees
24 June - 25 June
Beach Days & Bay Sunsets. Your Easy OCMD Escape! Raffles Unit 339 N

Ocean Pines Retreat with Beach Club

Ocean Pines Retreat with Beach Club
Ocean Pines
10.0 out of 10, Exceptional, (41 reviews)
"Host was wonderful...great communication! House and environment was absolutely beautiful!"
United States
Steph M.
The price is NZ$856
includes taxes & fees
23 June - 24 June
Ocean Pines Retreat with Beach Club

Majestic Waterfront Condo on Rehoboth Bay Minutes From The Beach, Sleeps 8-10

Majestic Waterfront Condo on Rehoboth Bay Minutes From The Beach, Sleeps 8-10
Lewes
9.4 out of 10, Exceptional, (16 reviews)
"Perfect weekend stay"
United States
Joan W.
The price is NZ$1,036
includes taxes & fees
25 June - 26 June
Majestic Waterfront Condo on Rehoboth Bay Minutes From The Beach, Sleeps 8-10

2 Bedroom Condo Henlopen Station w/ Brand New Bed

2 Bedroom Condo Henlopen Station w/ Brand New Bed
West Rehoboth
9.6 out of 10, Exceptional, (29 reviews)
"Great communication with host! "
United States
Lisa B.
The price is NZ$541
includes taxes & fees
24 June - 25 June
2 Bedroom Condo Henlopen Station w/ Brand New Bed

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, (24 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 NZ$2,229
includes taxes & fees
19 July - 20 July
5 Bed/3.5 Bath in Bayside near West Ocean City

Steps to Boardwalk! Couples Retreat in Ocean City

Steps to Boardwalk! Couples Retreat in Ocean City
Midtown Ocean City
9.6 out of 10, Exceptional, (48 reviews)
"Very clean. Great place. Was a wonderful trip and plenty of space plus a balcony!"
United States
Mark
Steps to Boardwalk! Couples Retreat in Ocean City

< 3 Mi to Bethany Beach! Wooded Retreat w/ Yard

< 3 Mi to Bethany Beach! Wooded Retreat w/ Yard
3.0 star property
Ocean View
The price is NZ$1,291
includes taxes & fees
5 July - 6 July
< 3 Mi to Bethany Beach! Wooded Retreat w/ Yard

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, (17 reviews)
"This is our 4th year staying here. We love it it's perfect for our needs."
United States
Joe S.
Ocean City Paradise, Large Outside Deck, Bar&Grill

Ocean City 2BR Beach Getaway

Ocean City 2BR Beach Getaway
Midtown Ocean City
The price is NZ$688
includes taxes & fees
24 June - 25 June
Ocean City 2BR Beach Getaway
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?

2 Br bungalow, downtown OC will take pets and groups/ has pool: This holiday home rental outside Bayside offers a balcony and WiFi to help you feel comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave.

How many holiday rentals are there in Bayside?

Choose from 45 Expedia holiday rentals in Bayside for a memorable holiday.

What’s there to see and do in Bayside?

Cultural attractions include The Freeman Stage at Bayside, 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.