Cherry Grove Holiday Rentals

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Holiday Rentals in Cherry Grove

Cozy 2 bedroom retreat in long island

2.0 star property
Central Islip
8.0 out of 10, Very good, (1)
"Some noise at night. Great shower and great water pressure but shower head suction cup does not stay on wall."
United States
Suzanne S.
The price is NZ$439
includes taxes & fees
11 Nov - 12 Nov
Cozy 2 bedroom retreat in long island

Newly Renovated Luxury Beach House Ocean Bay Park

Ocean Beach
10.0 out of 10, Exceptional, (71)
"We had a fantastic experience. Beautiful home, excellent communication with the owner. Highly recommended."
United States
Laura S.
Newly Renovated Luxury Beach House Ocean Bay Park

Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons.

Brentwood
9.6 out of 10, Exceptional, (33)
"Jennifer was a nice host, very communicative. We felt very at home and safe. There was no noise and it was peaceful, I would definitely book here again, thanks Jeniffier!!!"
United States
Cindy E.
The price is NZ$293
includes taxes & fees
11 Nov - 12 Nov
Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons.

LUXURY BAY SHORE HOME

2.0 star property
Bay Shore
2.0 out of 10, (1)
The price is NZ$1,878
includes taxes & fees
11 Nov - 12 Nov
LUXURY BAY SHORE HOME

Luxury Waterfront Retreat • Private Hot Tub & Dock Near Sayville

Bayport
10.0 out of 10, Exceptional, (88)
"Great location. Very peaceful. Great house"
United States
Richard D.
Luxury Waterfront Retreat • Private Hot Tub & Dock Near Sayville

Charming 1-bedroom apartment in fabulous Kings Park with WiFi, AC

2.0 star property
Kings Park
10.0 out of 10, Exceptional, (11)
"IF I COULD COULD 10 STARS I WOULD, APARTMENT WAS CLEAN , EVERYTHING WORKED PROPERLY, WAS A PLEASURE"
United States
Thomas
The price is NZ$318
includes taxes & fees
15 Nov - 16 Nov
Charming 1-bedroom apartment in fabulous Kings Park with WiFi, AC

One Bedroom Apt. in Ocean Bay Park with Rooftop Deck

Ocean Bay Park
9.0 out of 10, Wonderful, (32)
"This is a charming little guest house that allows dogs and is steps away from the beach. What more can I say…"
United States
Lois G.
One Bedroom Apt. in Ocean Bay Park with Rooftop Deck

OCEAN BEACH, Fire Island, 3 bedroom, close to ferry, village and all beaches!

Ocean Beach
9.0 out of 10, Wonderful, (53)
"What a great place! Second time staying here and it was as awesome as last year! The location is perfect! Peter is the most excellent host! Can’t wait to come back!"
United States
Jill K.
OCEAN BEACH, Fire Island, 3 bedroom, close to ferry, village and all beaches!

Home Away from Home – 3BR Retreat with Amenities

Hauppauge
10.0 out of 10, Exceptional, (7)
Home Away from Home – 3BR Retreat with Amenities

Modern Vacation home. Close to The Hamptons

Shirley
10.0 out of 10, Exceptional, (3)
"good time"
United States
Roy T.
The price is NZ$1,169
includes taxes & fees
11 Nov - 12 Nov
Modern Vacation home. Close to The Hamptons

Cozy 4-bedroom house with AC and WiFi in Centereach, New York.

Centereach
10.0 out of 10, Exceptional, (44)
"Great experience and stay!"
United States
Annie P.
Cozy 4-bedroom house with AC and WiFi in Centereach, New York.

East End Retreat - Water Front - Available for the US Open Shinnecock Hills 2026

Center Moriches
10.0 out of 10, Exceptional, (105)
"Place was beautiful. It was very clean. Easy to get to. Would stay again"
United States
Lori C.
The price is NZ$1,394
includes taxes & fees
1 Dec - 2 Dec
East End Retreat - Water Front - Available for the US Open Shinnecock Hills 2026

Tiny Home Private, Students, Nurses, Tech

Bay Shore
8.4 out of 10, Very good, (6)
"We wanted an inexpensive place to stay out on Long Island for July 4th weekend. We were a 15-20 minute drive to the beautiful beaches of Robert Moses and a 2 hour drive from Montauk.We were able to stay for a very reasonable price over a notoriously expensive weekend.Jenelle's communication was direct, welcoming and helpful.We would definitely stay here again!"
United States
Melanie M.
The price is NZ$381
includes taxes & fees
15 Nov - 16 Nov
Tiny Home Private, Students, Nurses, Tech

3 Bedroom Historic Home near Stony Brook Village, University, Hospital & Beaches

Stony Brook
6.0 out of 10, (2)
"Very comfortable and welcoming Only problem was only one bathroom door closed the other one appeared to be in disrepair Other then that all was well"
United States
Kathleen
3 Bedroom Historic Home near Stony Brook Village, University, Hospital & Beaches

Newly renovated Private bedroom near Stony Brook University

2.0 star property
Stony Brook
6.0 out of 10, (1)
"A one family home still undergoing renovations to its kitchen, the property was clean and properly appointed for our one-night stay, which only required one bedroom, sheets and towels. "
United States
Rudolph
The price is NZ$403
includes taxes & fees
11 Nov - 12 Nov
Newly renovated Private bedroom near Stony Brook University

fully Modern 3 bedroom 65"smart tvs cable bluetooth speakers etc

Islip
9.8 out of 10, Exceptional, (21)
"Worked well for our visit."
United States
Mark G.
fully Modern 3 bedroom 65"smart tvs cable bluetooth speakers etc

Ocean Beach FI House Perfect distance to beach and town

Ocean Beach
9.8 out of 10, Exceptional, (48)
"So much fun and amazing location!"
United States
Jake R.
Ocean Beach FI House Perfect distance to beach and town

Private 1 bedroom apt in a quiet neighborhood, close to all!

Centereach
9.6 out of 10, Exceptional, (26)
"Property is close to Stony Brook University and was very comfortable and clean. Would definitely stay here again."
United States
Erik
The price is NZ$442
includes taxes & fees
11 Nov - 12 Nov
Private 1 bedroom apt in a quiet neighborhood, close to all!

Modern 1 bedroom apartment near Stony Brook university hospital walking distance

Stony Brook
10.0 out of 10, Exceptional, (1)
"There was a slight hiccup but it was resolved in a prompt timely manner. I appreciate the host and her accommodating me when a problem came up. I will definitely stay at one of her properties again. Thank you!"
United States
Margaret A.
Modern 1 bedroom apartment near Stony Brook university hospital walking distance

Fair Harbor: 30 Seconds to the Ocean ★★★★★

Fair Harbor
10.0 out of 10, Exceptional, (33)
"Perfectly appointed house close to the beach with excellent beach chairs, umbrellas and cruisers "
United States
Eileen M.
Fair Harbor: 30 Seconds to the Ocean ★★★★★
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 Cherry Grove Hotel Reviews

Find out more about Cherry Grove

Everything you need to know about Cherry Grove 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 Cherry Grove holiday rental for you. At Expedia, you can take your pick from private holiday 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 Cherry Grove holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Cherry Grove holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Cherry Grove. 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 Cherry Grove 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 Cherry Grove holiday rentals we have selected for you start as low as NZ$293 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Cherry Grove rentals

At Expedia, we put the best Cherry Grove 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 Cherry Grove 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 Cherry Grove 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 Cherry Grove. 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

Are there holiday rentals in Cherry Grove?

Yes, there are holiday rentals close to the most popular sights in Cherry Grove, or you can select a more secluded option if you're looking for a relaxing stay. Cherry Grove is known for its beaches.

What are some of the best holiday rentals that Cherry Grove has to offer?

Newly Renovated Luxury Beach House Ocean Bay Park: This holiday home rental outside of Cherry Grove is located near the beach, and has a patio, a selection of games and a BBQ to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

How many holiday rentals will I find in Cherry Grove?

Expedia has 8 holiday rentals for your stay in Cherry Grove.

What can I see and do in Cherry Grove?

Explore the area and family-friendly sights such as Bowl Long Island at Patchogue, or get out into nature at a spot like Sunken Forest. In the wider area, you’ll find Cherry Grove Community House and Theatre and Ocean Beach.

What are holiday rentals like in Cherry Grove?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Cherry Grove. Holiday rentals offer extras like laundry facilities and kitchens so you'll have all the conveniences of home. If you're concerned about cleanliness, holiday rentals can provide a sense of safety away from public hotel lifts and busy front desks while still allowing you the enjoyment of travel. You'll also get more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a popular choice for family trips.