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Bayside Vacation Rentals

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Our top choices for Bayside vacation rentals

Bayside Resort -11282 Signature Blvd.

Bayside Resort -11282 Signature Blvd.
The Commons
The price is CA $218
CA $557 total
includes taxes & fees
Jun 23 - Jun 24
Bayside Resort -11282 Signature Blvd.

3 Mi to Bethany Beach: Family Home w/ Movie Room!

3 Mi to Bethany Beach: Family Home w/ Movie Room!
3.0 star property
Ocean View
3 Mi to Bethany Beach: Family Home w/ Movie Room!

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 CA $209
CA $447 total
includes taxes & fees
Jun 14 - Jun 15
BEACH HAVEN Assatique/Berlin Dog friendly, outside bar and kitchen

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 CA $381
CA $772 total
includes taxes & fees
Jun 16 - Jun 17
Majestic Waterfront Condo on Rehoboth Bay Minutes From The Beach, Sleeps 8-10

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, (48 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 CA $157
CA $322 total
includes taxes & fees
Jun 14 - Jun 15
EXTRA CLEAN In-Law-Suite - QUEEN bed, High Speed WIFI, Smart TV & Much More!

Dagsboro Retreat

Dagsboro Retreat
2.0 star property
Dagsboro
The price is CA $277
CA $277 total
includes taxes & fees
Jun 15 - Jun 16
Dagsboro Retreat

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 CA $318
CA $803 total
includes taxes & fees
Jun 14 - Jun 15
Ocean Pines Dog Friendly Cottage

Majestic Hotel & Apartments

Majestic Hotel & Apartments
2.5 star property
Downtown Ocean City
6.0 out of 10, (357 reviews)
"Excellent location. The staff were so nice. Definitely would book again."
United States
KELLY
The price is CA $88
CA $112 total
includes taxes & fees
Jun 16 - Jun 17
Majestic Hotel & Apartments

Spacious 5BR One Level Home Near Ocean City

Spacious 5BR One Level Home Near Ocean City
Berlin
The price is CA $614
CA $1,164 total
includes taxes & fees
Jun 25 - Jun 26
Spacious 5BR One Level Home Near Ocean City

3 BR End Unit Rowhouse 1 Mile to Bethany Boardwalk, Walk to Shops & Restaurants

3 BR End Unit Rowhouse 1 Mile to Bethany Boardwalk, Walk to Shops & Restaurants
Bethany Beach
9.8 out of 10, Exceptional, (20 reviews)
"Our host Scott was very communicative. The accommodation was clean and so comfortable and an excellent location! This was our second stay and we will be back!! Highly recommend!"
United States
lisa M.
The price is CA $308
CA $519 total
includes taxes & fees
Jun 16 - Jun 17
3 BR End Unit Rowhouse 1 Mile to Bethany Boardwalk, Walk to Shops & Restaurants

Spacious Condo•Pond Views•Centrally located

Spacious Condo•Pond Views•Centrally located
Plantations East
9.6 out of 10, Exceptional, (30 reviews)
"Stayed at this VRBO before. Great location. Pet friendly. "
United States
Betty L.
The price is CA $218
CA $539 total
includes taxes & fees
Jul 9 - Jul 10
Spacious Condo•Pond Views•Centrally located

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 CA $314
CA $662 total
includes taxes & fees
Jun 14 - Jun 15
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, (34 reviews)
"We loved everything about our stay! This place is adorable and the location is awesome!"
United States
kelly K.
The price is CA $160
CA $401 total
includes taxes & fees
Jun 23 - Jun 24
On Main Street - Apartment C - Berlin, MD

Club Ocean Villas I 42

Club Ocean Villas I 42
North Ocean City
10.0 out of 10, Exceptional, (1 review)
"Was a great stay, little to no complaints. Management was very responsive and helpful. Definitely recommend"
United States
Thomas V.
The price is CA $136
CA $616 total
includes taxes & fees
Jun 14 - Jun 15
Club Ocean Villas I 42

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, (7 reviews)
"Clean with easy check in/ check out. Good location."
United States
Aaron T.
The price is CA $293
CA $565 total
includes taxes & fees
Jul 5 - Jul 6
Boho Beach Cottage- Quiet, Deck, Private parking, Bikes- 1 mi to Beach & Boards!

13005 Bowline Ln 3

13005 Bowline Ln 3
West Ocean City
The price is CA $332
CA $1,024 total
includes taxes & fees
Jul 5 - Jul 6
13005 Bowline Ln 3

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, (16 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 CA $268
CA $557 total
includes taxes & fees
Jun 15 - Jun 16
Charming 1-bedroom cottage with loft in Rehoboth Beach

2 Bed/1 Bath on the Boardwalk by the Inlet

2 Bed/1 Bath on the Boardwalk by the Inlet
Downtown Ocean City
9.0 out of 10, Wonderful, (6 reviews)
"Great location and the room was clean. Parking is extremely tight so park at the lot unless you have a car."
United States
Andrew V.
The price is CA $433
CA $902 total
includes taxes & fees
Jun 15 - Jun 16
2 Bed/1 Bath on the Boardwalk by the Inlet

< 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 CA $597
CA $1,033 total
includes taxes & fees
Jul 5 - Jul 6
< 3 Mi to Bethany Beach! Wooded Retreat w/ Yard

Ocean Block Dewey Beach and Pet Friendly!

Ocean Block Dewey Beach and Pet Friendly!
Rehoboth by the Sea
10.0 out of 10, Exceptional, (189 reviews)
"Perfect for a quiet off season get away, would be even better in season. "
United States
Robert G.
Ocean Block Dewey Beach and Pet Friendly!
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

Everything you need to know about Bayside vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Bayside vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Bayside vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Bayside vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Bayside. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Bayside vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Bayside vacation rentals we have selected for you start as low as CA $220 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Bayside rentals

At Expedia, we put the best Bayside vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Bayside rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Bayside vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Bayside. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Can I find a vacation rental in Bayside?

Yes, there are vacation rentals close to the most popular attractions in Bayside, or you can go with a more remote option if you'd like a relaxing place to stay.

What's the top vacation rental in Bayside?

Unit 2 South - New Flooring Stairs & Hallways 2026 4bed/3.5 bath/3 car garage: This vacation home rental near Bayside is located near the beach and offers a balcony, air-conditioning, and laundry facilities to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

How many vacation rentals are there in Bayside?

Choose from 39 Expedia vacation rentals in Bayside for a memorable vacation.

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 larger area, you’ll find Bayside Resort Golf Club and Ocean City Beach.

What’s a vacation rental in Bayside like?

A vacation rental is a private property you can book for several days or longer in Bayside. Vacation rentals feature amenities such as kitchens and laundry facilities so you'll have everything you need. If you're concerned about a clean environment, a vacation rental can provide a sense of security away from public hotel elevators and lobbies packed with people while still allowing you a great travel experience. You'll also get more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is a popular option for a small group gathering.