Bayside Holiday Rentals from €145: Search Short-Term Rentals

Q: What are some of the best holiday rentals that Bayside has to offer?

2 Bedroom Home Located in Lewes : This holiday home rental outside of Bayside has air conditioning and WiFi to help you feel perfectly comfortable in your new surroundings.

Check prices for these dates

Tonight

Tomorrow

This weekend

Next weekend

Holiday Rentals in Bayside

Enjoy a refreshing swim in the pool surrounded by a beautifully landscaped garden.

"The place was very clean, nice and cozy. Excellent communication with the host."

includes taxes & fees

27 Jul - 28 Jul

Guests can enjoy a serene lakeside setting with a wooden pier, benches, and a covered area.

"The snowbird cottage was better than described, a comfortable, adorable home in a great family location. Beautiful grounds to enjoy outdoor activities. Close to local food and attractions. Will recommend to friends! "

includes taxes & fees

8 Aug - 9 Aug

Relax on the beach with comfortable sun loungers and umbrellas, surrounded by lush greenery and the soothing sound of the ocean.

"We stayed in Ocean pines. It made it convenient to go to ocean city, Berlin, and Assateague Island It was a nice place and perfect location"

includes taxes & fees

25 Jul - 26 Jul

Relax on the covered porch with two Adirondack chairs.

"Absolutely beautiful and very comfortable"

includes taxes & fees

9 Aug - 10 Aug

Cozy mobile home with a front porch and well-manicured lawn.

"This property is exceptional in every way. Clean, dog friendly and all fenced in, all of our needs met. You can't beat the location, close to the boardwalk, Assateague Nat'l Seashore, dog park, Casino and great food! Quiet area, comfortable home. Loved our stay! Maiya (my dog) loved it too! "

Enjoy cooking in this well-equipped kitchen with a central island, microwave, oven, and dishwasher.

"Everything was clean, the house has everything needed for a nice stay. Comfy beds, dishes if you want to cook, accessible shower in the main bedroom. Loved it!"

includes taxes & fees

19 Aug - 20 Aug

Relax by the pool or enjoy the ocean view from this resort's leisure area, offering on-site parking and beach access.

"We had a great time here. The location was perfect close enough to everything yet far enough away for peace and quiet."

includes taxes & fees

6 Aug - 7 Aug

Enjoy cooking in this well-equipped kitchen with a central island, sink, and modern appliances.

"We were there for bike week and loved the location. Sat out front and watched the bikes. Short walk to the beach."

includes taxes & fees

24 Jul - 25 Jul

Kitchen area with stainless steel stove, oven, and microwave, featuring pots, pans, and kitchen utensils.

"How lucky were we to find this little gem near the beach. OMG We cannot say enough good things about it. So spacious and yet still cozy. Close to everything yet far enough away to enjoy the peace and quiet. House decor is perfect. Not too beachy yet quite stylish and relaxing. Sooo many rooms, beds and sofas to enjoy. Awesome screened in sunroom and Water views from just about everywhere in the house. If no water view, then it's woods and fields. Huge tall windows that show the trees and light...

includes taxes & fees

6 Aug - 7 Aug

Enjoy access to the beach from this designated area.

"The place was perfect! Hosts were very friedly and very prompt in communication. Would definitely stay here again!"

includes taxes & fees

10 Aug - 11 Aug

Cozy home with a front porch and well-manicured lawn.

"Very cute house. Not to far from beaches."

Welcome to this charming two-story house with a front porch and covered entryway, featuring a small garden and stone pathway.

"Nice visit "

Relax in a serene outdoor space with Adirondack chairs, a small table, and a covered seating area.

"The property was nice and matched the overall description. The location was convenient to the beach and many area attractions."

includes taxes & fees

4 Aug - 5 Aug

Guests can enjoy a serene lakeside retreat with a dock offering a bench and ladder for relaxation.

"We loved this house! It was very clean and the layout was perfect for our stay. We will definitely stay here again."

Enjoy a serene evening in the beautifully landscaped backyard with potted plants and flowers, a charming shed, and twinkling string lights.

"Enjoying Can’t wait to stay again"

includes taxes & fees

23 Aug - 24 Aug

Enjoy cooking in this well-equipped kitchen with a central island, microwave, sink, and stove.

"Great first experience staying in Dewey. Cute town and house was close to beach, restaurants, shops etc! "

Relax on the deck with two comfortable rocking chairs, surrounded by a serene wooded area.

"It was nice& quiet…The yard was wonderful for our dog…Kelly our host was great in communication checkin was easy it was keyless…"

includes taxes & fees

6 Aug - 7 Aug

Guests can enjoy serene lake views from the dock, featuring a bench and ladder for relaxation.

"Well appointed townhouse in a central location. Lovely stay. Highly recommended!"

Enjoy cooking in this well-equipped kitchen with a double sink, stovetop, and microwave.

includes taxes & fees

31 Jul - 1 Aug

Save an average of 15% on thousands of hotels when you're signed in

Sign in

Sign up, it's free

Top Bayside Hotel Reviews

Henlopen Oceanfront Hotel

10/10 Excellent

"Everything was great except front desk staff. The 3 times we had to interact they were on their cell phones and it was as if we were bothering them. One encounter was due to lack of housekeeping that day and the reply from the girl at the desk was “so what do you want me to do?”. For such a great hotel they really need to step up the face of the hotel."

Grand Hotel Ocean City Oceanfront

10/10 Excellent

"The hotel staff was very attentive, the hotel itself was clean, and the amenities were nice. We loved the pool and the outside bar (shout out to Chris!). Drinks were good. Hotel was quiet and the view was great from our oceanview room. LOVED the garage, never moved the car. The only negative we had for the whole trip was when we went to the indoor pool. It was extremely cloudy and there was a lot of dark stuff swirling around the bottom. We told the front desk when we checked out, and they were upset and said maintenance was up there every day. I dont know what happened, but we didnt stay in it and didnt go back to it. We'll be back though."

Find out more about Bayside

Everything you need to know about Bayside holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Bayside holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, 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 holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Bayside holiday 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 holiday 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 holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Bayside holiday rentals we have selected for you start as low as €145 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 holiday 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 holiday.

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 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 Bedroom Home Located in Lewes: This holiday home rental outside of Bayside has air conditioning and WiFi to help you feel perfectly comfortable in your new surroundings.

How many holiday rentals are there in Bayside?

Choose from 130 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.

Members save 10% or more on over 100,000 hotels worldwide when you’re signed in

Holiday Rentals in Bayside

Change your mind

Treat yourself

Be picky

Check prices for these dates

Holiday Rentals in Bayside

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

Snowbird Bay Cottage

Coastal Colonial Charm located in Ocean Pines

Coastal Charm Oasis!

Pet friendly with fenced in backyard!

Modern Comfort meets coastal Charm! New Listing!

Martinique Beach Retreat!

Private Home only 500 feet from the beach Oceanside!

Waterfront w/ Kayaks Firepit 100Mbs Inet EV Chrgr Near Assateague, Berlin, OC!

Beautiful updated condo w modern decor, overlooking Fenwick lighthouse from deck

The Lighthouse Cottage. Close to Ocean City, MD and Fenwick Island, DE. PETS OK

Birdnest Beach Bungalow Dog Friendly

Mountaineer Ocean Escape

5 Bed/3.5 Bath in Bayside near West Ocean City

BEACH HAVEN Assatique/Berlin Dog friendly, outside bar and kitchen

Renovated Duplex in Dewey Beach

Ocean Pines Dog Friendly Cottage

NEW Bayside Townhouse Community Pool & Hot Tub

Bayshore Beach Bungalow 46