Bay Shore Holiday Rentals

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Holiday Rentals in Bay Shore

The President's Mansion Stunning 7-Bedroom 4 Bath
Interior
The President's Mansion Stunning 7-Bedroom 4 Bath
10.0 out of 10, Exceptional, (1)
"This is a huge house and brand new kitchen and living room and spacious bathrooms and guest rooms. We love and enjoyed it, our kids and parents were very excited to come and spend time together, we appreciate the opportunity to stay together! BTW, it was nice price to compare others!"
The President's Mansion Stunning 7-Bedroom 4 Bath
1 bedroom 1 bath private entrance
1 bedroom, WiFi, bed sheets
1 bedroom 1 bath private entrance
9.6 out of 10, Exceptional, (8)
"Neat, clean & quite"
The price is NZ$323
per night
2 Jun - 3 Jun
1 bedroom 1 bath private entrance
2 Bedroom Apt. in Ocean Bay Park, walk to beach and entertainment
Fridge, microwave, oven, stovetop
2 Bedroom Apt. in Ocean Bay Park, walk to beach and entertainment
8.6 out of 10, Excellent, (21)
"We had a great time the property looked like the picture minor hiccups"
2 Bedroom Apt. in Ocean Bay Park, walk to beach and entertainment
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Windows on the Sea ★ Modern Pool & Beach Retreat ★ 100 ft to Beach ★ 2 Masters
View from property
Windows on the Sea ★ Modern Pool & Beach Retreat ★ 100 ft to Beach ★ 2 Masters
10.0 out of 10, Exceptional, (49)
"Beautiful home in a great location with a wonderful view. Thoughtfully designed, furnished and stocked with everything you'll need. Also, great communication from the owners! Spent the weekend with teens and can't wait to return for a more relaxing adult trip!"
Windows on the Sea ★ Modern Pool & Beach Retreat ★ 100 ft to Beach ★ 2 Masters
Fair Harbor Living - Barefoot Beach Getaway
Property grounds
Fair Harbor Living - Barefoot Beach Getaway
9.2 out of 10, Wonderful, (10)
"Michael is an excellent host. The house is as advertised - 3 bedrooms, one of which is disconnected from the main house. We very much enjoyed the enclosed patio and the outdoor grill. Michael keeps the house well stocked with towels and pretty much everything else that you need. The only reason for the 4 star rating is that this is an older house, so it is a bit run down, particularly the kitchen. Bug spray is also a must as bugs do get in the house."
Fair Harbor Living - Barefoot Beach Getaway
One Bedroom Apt. in Ocean Bay Park with Rooftop Deck
Interior
One Bedroom Apt. in Ocean Bay Park with Rooftop Deck
9.2 out of 10, Wonderful, (23)
"We stayed in Unit #2 for 11 nights in the 2nd half of September. We had a very nice time, really enjoyed spending time on the roof deck and hopefully will visit again. We stayed in Unit #1 for the last two summers so we're repeat custom First let me say they provide shampoo, conditioner, bar soap, dish soap, dish sponge and paper towels plus there were 4 large beach towels. With that said, there were many items missing or not working and we called the next morning asking for assistance. No one...
One Bedroom Apt. in Ocean Bay Park with Rooftop Deck
Dog-Friendly Condo with High-Speed WiFi, Outdoor Shower, Gas Grill, Beach Access
Fridge, oven, stovetop, dishwasher
Dog-Friendly Condo with High-Speed WiFi, Outdoor Shower, Gas Grill, Beach Access
7.6 out of 10, Good, (11)
"Our stay was really wonderful. A true beach getaway. The place had everything we needed, was comfortable, spacious. A few minor things arised but the management communicated right away and our vacation time was not effected. Overall, our experience was great."
Dog-Friendly Condo with High-Speed WiFi, Outdoor Shower, Gas Grill, Beach Access
Spacious duplex with ocean views & hot tub - 100' from the beach
Beach nearby
Spacious duplex with ocean views & hot tub - 100' from the beach
7.8 out of 10, Good, (21)
"Second time staying here and it is AMAZING!"
Spacious duplex with ocean views & hot tub - 100' from the beach
Private Lake house with cable!! Treehouse, kayaks, fishing and quads. 1.3 Acres
Interior
Private Lake house with cable!! Treehouse, kayaks, fishing and quads. 1.3 Acres
8.8 out of 10, Excellent, (13)
"4 families came from CA for a graduation celebration. Enough room and beds for all 10 of us. Easy access to lake. Backyard is huge, had fun playing badminton and volleyball. Also lit a fire at the fire pit one night. Managers were very responsive to our questions and requests There is a projector and we were able to watch movies at night. Pretty cool. Had a great stay."
The price is NZ$1,681
per night
4 Jun - 5 Jun
Private Lake house with cable!! Treehouse, kayaks, fishing and quads. 1.3 Acres
Waterfront Home magnificent view!
Property grounds
Waterfront Home magnificent view!
9.4 out of 10, Exceptional, (92)
"Clean, property owner was nice and reasonable price!"
The price is NZ$458
per night
3 Jun - 4 Jun
Waterfront Home magnificent view!
Luxurious NYC Retreat / Central Location / Wi-Fi
Fridge, microwave, oven, stovetop
Luxurious NYC Retreat / Central Location / Wi-Fi
10.0 out of 10, Exceptional, (1)
"Cozy & up to date place, great for couples."
The price is NZ$358
per night
3 Jun - 4 Jun
Luxurious NYC Retreat / Central Location / Wi-Fi
Poolside play with a relaxing hot tub, fire pit, & gazebo with a television.
Outdoor pool
Poolside play with a relaxing hot tub, fire pit, & gazebo with a television.
9.4 out of 10, Exceptional, (33)
"We stayed at Jess' place as a hub for visiting family on Long Island and for going into Manhattan for day-trips. The place was nice, clean and easy to access, and we slept wonderfully on the comfy mattresses. We would definitely recommend Jess' place for a stay."
Poolside play with a relaxing hot tub, fire pit, & gazebo with a television.
Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons.
1 bedroom, iron/ironing board, WiFi, bed sheets
Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons.
9.4 out of 10, Exceptional, (9)
"It’s was perfect for what I needed. A comfortable place to sleep and a hot shower. The room was perfectly appointed also. I would recommend and stay there again. "
The price is NZ$242
per night
3 Jun - 4 Jun
Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons.
Charming home close to beach with fast WiFi & washer/dryer - dog-friendly
Interior
Charming home close to beach with fast WiFi & washer/dryer - dog-friendly
8.4 out of 10, Very good, (5)
"We found the house to be really cute and fun to stay in. The location was excellent and we even saw a deer on our last morning! Our main issues, and why this isn’t a 5 star rating, were that multiple lighting fixtures weren’t working and there was an entire bed missing. The ad mentions “1 queen, 1 double, 4 twin’ beds however there’s really 1 queen and 4 twins. This could have caused a big problem if our group was just a bit larger. The ad should be changed to reflect the accurate information...
Charming home close to beach with fast WiFi & washer/dryer - dog-friendly
Waterfront Cottage cute and cozy
TV
Waterfront Cottage cute and cozy
9.4 out of 10, Exceptional, (73)
"Waterfront location is what saved this stay. Neighbors were great"
The price is NZ$350
per night
5 Jun - 6 Jun
Waterfront Cottage cute and cozy
45 foot yacht with heat! 2 bedroom apartment inside with 2 TVs and full kitchen.
Exterior
45 foot yacht with heat! 2 bedroom apartment inside with 2 TVs and full kitchen.
9.2 out of 10, Wonderful, (5)
"Honestly the crew that takes care of this place definitely loves what they do. They go above and beyond with everything. I really appreciated the communication process and I had to change the date and they were way more than accommodating. If you’re looking for a personal touch and a cool experience then definitely try this yacht out."
The price is NZ$466
per night
3 Jun - 4 Jun
45 foot yacht with heat! 2 bedroom apartment inside with 2 TVs and full kitchen.
Spacious Dog-Friendly Home with Renovated Kitchen and Bathrooms
Fridge, microwave, oven, stovetop
Spacious Dog-Friendly Home with Renovated Kitchen and Bathrooms
8.0 out of 10, Very good, (38)
"The property was misrepresented and unsafe. My parents didnt stay with us due to conditions of the property. We contacted Vacasa the rental management company and decided to leave the property and stay with friends as the windows were broken and shattered and the master bed was broken, no wifi, no functional washer and the list goes on. I expect a full refund from VRBO....I am a frequent client of VRBO and this was not acceptable. Please advise how to go about obtaining a full refund or I will...
Spacious Dog-Friendly Home with Renovated Kitchen and Bathrooms
Dog-friendly home just blocks from the bay with deck & private hot tub
Property grounds
Dog-friendly home just blocks from the bay with deck & private hot tub
8.4 out of 10, Very good, (17)
"The house was clean. Communication with management company was subpar. We got scripted responses to all questions, and false information. For example, we asked if hot tub was working and was told it was. When we arrived, the hot tub was broken and dirty. Also, check-out is at 10am and there is nowhere to leave belongings if you’d like to stay in FI for the day. They should allow a place to keep luggage prior to departure. Overall, great and clean house and amazing location!"
Dog-friendly home just blocks from the bay with deck & private hot tub
Remodeled, cozy, family friendly, central place. Entire 2nd & 3rd floor to use.
Interior
Remodeled, cozy, family friendly, central place. Entire 2nd & 3rd floor to use.
The price is NZ$731
per night
1 Jun - 2 Jun
Remodeled, cozy, family friendly, central place. Entire 2nd & 3rd floor to use.
20 Minutes from the Hamptons! Quiet 4 bedroom getaway with pool.
Microwave, dishwasher, coffee/tea maker, cookware/dishes/utensils
20 Minutes from the Hamptons! Quiet 4 bedroom getaway with pool.
8.6 out of 10, Excellent, (8)
"The property was clean and large and the outdoor space made for a fun gathering place, especially for the children in our group. It would have been nice to have dedicated spaces to hang towels and clothes, especially as we had so many people staying. The hosts were friendly and accommodating and we would stay again."
20 Minutes from the Hamptons! Quiet 4 bedroom getaway with pool.
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See all available properties in Bay Shore
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.

Other types of properties in Bay Shore you may be interested in

The President's Mansion Stunning 7-Bedroom 4 Bath
Interior
The President's Mansion Stunning 7-Bedroom 4 Bath
10.0 out of 10, Exceptional, (1)
"This is a huge house and brand new kitchen and living room and spacious bathrooms and guest rooms. We love and enjoyed it, our kids and parents were very excited to come and spend time together, we appreciate the opportunity to stay together! BTW, it was nice price to compare others!"
The President's Mansion Stunning 7-Bedroom 4 Bath
1 bedroom 1 bath private entrance
1 bedroom, WiFi, bed sheets
1 bedroom 1 bath private entrance
9.6 out of 10, Exceptional, (8)
"Neat, clean & quite"
The price is NZ$323
per night
2 Jun - 3 Jun
1 bedroom 1 bath private entrance
Hyatt Regency Long Island
Exterior
Hyatt Regency Long Island
3.5 star property
8.0 out of 10, Very good, (1004)
"Nice clean property. Comfy bed. "
The price is NZ$334
per night
2 Jun - 3 Jun
Hyatt Regency Long Island
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.

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

Frequently asked questions

Can I find a holiday rental in Bay Shore?

Yes, there are holiday rentals in Bay Shore close to Bay Shore Mini Golf, or you can select a more secluded option if you're looking for a relaxing stay. Bay Shore is known for its beaches.

What are some of the best holiday rentals that Bay Shore has to offer?

Stunning 7-bedroom 8000 SQFT Mansion with 3 car garage in Bayshore New York: This highly rated holiday home rental in Bay Shore offers a fireplace, a patio and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 7 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You can relax into your holiday with a garden and 1 hot tub.

How many holiday rentals are there in Bay Shore?

With 87 Expedia holiday rentals, you're guaranteed to find just the right place for your Bay Shore stay.

What’s there to see and do in Bay Shore?

Cultural attractions include Bay Shore Historical Society and YMCA Boulton Center for the Performing Arts, whereas Robert Moses Beach and Robert Moses State Park are a couple of picturesque spots to enjoy the outdoors. Other places in town to visit include Fair Harbor Ferry Terminal and Fire Island Lighthouse.

What’s a holiday rental in Bay Shore like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Bay Shore. Holiday rentals offer extras like kitchens and laundry facilities so you'll have everything you want. If you're concerned about cleanliness, a holiday rental can provide a sense of security away from shared hotel lifts and busy front desks while still allowing you the experience of travel. You'll also have more space in a holiday rental than in a standard hotel, which makes a holiday rental a popular option for family gatherings.

Recent reviews of Bay Shore properties
Expedia verified reviews

Viana Hotel and Spa, Trademark Collection by Wyndham

Viana Hotel and Spa, Trademark Collection by Wyndham

5/5 Excellent
"I had a nice stay. "
A verified traveller stayed at Viana Hotel and Spa, Trademark Collection by Wyndham
Posted 22 hours ago
Viana Hotel and Spa, Trademark Collection by Wyndham