Cherry Grove Holiday Rentals

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Our top choices for Cherry Grove holiday rentals

Apartment in Central Islip

Cozy 2 bedroom retreat in long island
2.0 star property
8.8 out of 10, Excellent, (3)
"Apt was clean and comfortable. Beds were comfortable. Area was nice. Owner communication was good. Only drawback is the plumbing situation was not advertised in the listing. Iif you are comfortable using a bidet and not flushing paper, this apt is perfect. "
United States
Deborah R.
The price is NZ$428
includes taxes & fees
25 Jan - 26 Jan 2026
Cozy 2 bedroom retreat in long island

Apartment in Mastic

South Shore Studio in Mastic
2.0 star property
10.0 out of 10, Exceptional, (2)
"Great stay! Super comfy and clean😊"
United States
ERIN
The price is NZ$329
includes taxes & fees
25 Jan - 26 Jan 2026
South Shore Studio in Mastic
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$339
includes taxes & fees
27 Dec - 28 Dec
Tiny Home Private, Students, Nurses, Tech
10.0 out of 10, Exceptional, (1)
"Patrick is a fantastic host. Super accommodating and attentive! Clean and organized home, comfy bed too!"
United States
Emily D.
The price is NZ$382
includes taxes & fees
4 Jan - 5 Jan 2026
Peaceful private 2-bedroom house in Bayport.Amazing location!
10.0 out of 10, Exceptional, (16)
"Overall, a great crash pad. Hosts were great with communication and convenience. Location was convenient, clean, and comfortable. "
United States
Erika K.
The price is NZ$306
includes taxes & fees
28 Dec - 29 Dec
Charming 1-bedroom apartment in fabulous Kings Park with WiFi, AC
The price is NZ$237
includes taxes & fees
1 Jan - 2 Jan 2026
Fabulous 1-bedroom, 1 bathroom Hotel inspired Room in Ronkonkoma
The price is NZ$205
includes taxes & fees
28 Dec - 29 Dec
Cozy 1-bedroomwith 1 Extra sleep mobile home in awesome Deer Park with AC & More
10.0 out of 10, Exceptional, (22)
"The house was beautiful and the owner was incredibly easy to work with! Will be trying to stay here every year! "
United States
Red F.
The price is NZ$1,068
includes taxes & fees
30 Dec - 31 Dec
3 Story Beach Waterview, 3 KING bed, golf putting green!
10.0 out of 10, Exceptional, (110)
"Amazing stay! Everything was super clean and beautiful "
United States
Liannys P.
The price is NZ$1,044
includes taxes & fees
25 Jan - 26 Jan 2026
East End Retreat - Water Front - Available for the US Open Shinnecock Hills 2026
7.8 out of 10, Good, (10)
"I answered this. Safe and Quit."
United States
John
The price is NZ$588
includes taxes & fees
30 Dec - 31 Dec
Spacious one Bedroom Apt with private entrance
10.0 out of 10, Exceptional, (4)
"5/5 I enjoyed my stay , very clean and spacious. "
United States
Quywana F.
The price is NZ$1,056
includes taxes & fees
2 Jan - 3 Jan 2026
Modern Vacation home. Close to The Hamptons
2.0 star property
10.0 out of 10, Exceptional, (2)
"The property was beautiful inside and out. The host was very responsive. The furnishings where comfortable. Area was very nice with the pond. Although there was a canoe availabe we didnt use dew to our age.lol there where other amenities we didnt use either fire pit a barbecue grill and other outdoor zen spots. We highly recomend this host."
United States
Gregory D.
The price is NZ$446
includes taxes & fees
4 Jan - 5 Jan 2026
Lakefront GetawaY & Romantic NightS + BeacheS NeaR
10.0 out of 10, Exceptional, (1)
"perfect place"
New Zealand
Akaki G.
The price is NZ$1,155
includes taxes & fees
4 Jan - 5 Jan 2026
Stylish 2BR House Near Stony Brook University and shopping, fully renovated

Apartment in Bay Shore

1 bedroom 1 bath private entrance
8.8 out of 10, Excellent, (22)
"Well suited for our needs."
United States
Teresa D.
The price is NZ$337
includes taxes & fees
27 Dec - 28 Dec
1 bedroom 1 bath private entrance
9.4 out of 10, Exceptional, (3)
"Fantastic! Well communicated and perfectly described! Highly recommend and thank you!"
United States
Wayne L.
The price is NZ$370
includes taxes & fees
6 Jan - 7 Jan 2026
Your Perfect Getaway Between Farmingdale & Amityville
9.4 out of 10, Exceptional, (6)
"Very clean and well kept property. Easy communication with ow er/manager"
United States
Tasia P.
The price is NZ$460
includes taxes & fees
2 Jan - 3 Jan 2026
Cozy king suite with kitchen and dining area.
2.0 star property
The price is NZ$693
includes taxes & fees
4 Jan - 5 Jan 2026
Cozy and Modern 2-bedroom apartment in lovely Yaphank
9.4 out of 10, Exceptional, (36)
"Very convenient location for where I needed to be. Perfect room to stay for a night "
United States
Sophie B.
The price is NZ$282
includes taxes & fees
27 Dec - 28 Dec
Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons.
9.6 out of 10, Exceptional, (26)
"It was the perfect landing pad for a family reunion. We hope to stay there again next year."
United States
Amanda
The price is NZ$450
includes taxes & fees
4 Jan - 5 Jan 2026
Private 1 bedroom apt in a quiet neighborhood, close to all!
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$282 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?

Modern Vacation home. Close to The Hamptons: This holiday home rental outside of Cherry Grove is located on the waterfront, and has a fireplace, a garden and air conditioning to put you at ease in your new surroundings. It has 3 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 6 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 Ocean Beach. In the wider area, you’ll find Cherry Grove Community House and Theatre and Heckscher State Park.

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.