A bridge over calm water at sunset.

Holiday Rentals in Cherry Grove

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Check prices for these dates

In two weeks
23 Oct - 25 Oct
In two months
4 Dec - 6 Dec
In three months
1 Jan - 3 Jan
In four months
29 Jan - 31 Jan

Our top choices for Cherry Grove holiday rentals

A cozy room with a bed, a wooden coffee table, a blue ottoman, a guitar, and a cart with bottles.

1. Bright airy Fair Harbor home with ocean views steps from the soft sandy beach

Bright airy Fair Harbor home with ocean views steps from the soft sandy beach
Fire Island
9.8 out of 10, Exceptional, (7 reviews)
"Great location to the beach, owner was extremely nice. My family had a great time."
United States
Gregory C.
The price is €1,172
includes taxes & fees
18 Oct - 19 Oct
Bright airy Fair Harbor home with ocean views steps from the soft sandy beach
A modern living room with a grey sofa, a wooden coffee table, a flat-screen TV mounted on the wall, and a ceiling light fixture.

2. Peaceful private 2-bedroom house in Bayport. Amazing location!

Peaceful private 2-bedroom house in Bayport. Amazing location!
Bayport
8.8 out of 10, Excellent, (8 reviews)
"He’s an excellent hosts and his place is well worth it."
United States
Rowena V.
The price is €263
includes taxes & fees
1 Nov - 2 Nov
Peaceful private 2-bedroom house in Bayport. Amazing location!
An outdoor patio area with a grill, seating, and string lights.

3. Private Apartment on River Ave. close to main st

Private Apartment on River Ave. close to main st
Patchogue
9.6 out of 10, Exceptional, (8 reviews)
"Nice little property. Perfect for what we needed. Host was great."
United States
A H.
The price is €281
includes taxes & fees
20 Oct - 21 Oct
Private Apartment on River Ave. close to main st
A kitchen with white cabinets, a microwave, a stove, and a sink. There is a window with blinds, a trash can, and a wooden stool.

4. Charming Secluded Waterfront retreat

Charming Secluded Waterfront retreat
Oakdale
The price is €251
includes taxes & fees
22 Oct - 23 Oct
Charming Secluded Waterfront retreat
A white shelving unit with decorative items, including a mixtape box, two golden bird figurines, and three glass vases.

5. Sundown Escape-South Shore Long Island

Sundown Escape-South Shore Long Island
2.0 star property
Bay Shore
10.0 out of 10, Exceptional, (1 review)
"Very clean. Easy to get to. Listing as described. Bed and furniture are nice and comfy. Only thing I would add is a broom and dust pain and some Clorox wipes so guest can keep it neat. 5 stars! Very nice host. "
United States
Samantha
The price is €268
includes taxes & fees
14 Oct - 15 Oct
Sundown Escape-South Shore Long Island
A wooden deck with a white railing, a stone pathway, and a white fence in the background.

6. Spacious 3BR Family Home Near Everything

Spacious 3BR Family Home Near Everything
3.5 star property
Central Islip
The price is €264
includes taxes & fees
22 Oct - 23 Oct
Spacious 3BR Family Home Near Everything
A modern kitchen with a stainless steel sink, a white countertop, and a backsplash with a mosaic tile pattern.

7. Sundown Escape Near SouthShore University Hospital

Sundown Escape Near SouthShore University Hospital
Bay Shore
The price is €313
includes taxes & fees
18 Oct - 19 Oct
Sundown Escape Near SouthShore University Hospital
A covered outdoor seating area with a white door, a 'No Smoking' sign, and string lights.

8. The Royal Suite - Ronkonkoma

The Royal Suite - Ronkonkoma
Ronkonkoma
9.8 out of 10, Exceptional, (9 reviews)
"Accommodations were immaculate, very "cozy'. Would stay here again when in the area."
United States
Maureen F.
The price is €309
includes taxes & fees
25 Oct - 26 Oct
The Royal Suite - Ronkonkoma
A modern bedroom with a large bed, a bedside table, a sofa, and a potted plant.

9. 1 bedroom 1 bath private entrance

1 bedroom 1 bath private entrance
Bay Shore
8.6 out of 10, Excellent, (25 reviews)
"Exactly as advertised, comfortable bed easy entry, overall great experience."
United States
Monte P.
The price is €161
includes taxes & fees
13 Oct - 14 Oct
1 bedroom 1 bath private entrance
A bedroom with a bed, a nightstand, a mirror, and a window with curtains.

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

Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons.
Brentwood
9.4 out of 10, Exceptional, (55 reviews)
"This stay was very clean and easy. The check-in process was efficient. Thank you, I would definitely book again for a short stay!"
United States
Jaelyn
The price is €151
includes taxes & fees
18 Oct - 19 Oct
Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons.
Interior

11. Shop, Hike, Golf & Swim: Inviting Deer Park Escape

Shop, Hike, Golf & Swim: Inviting Deer Park Escape
3.0 star property
Deer Park
The price is €435
includes taxes & fees
22 Oct - 23 Oct
Shop, Hike, Golf & Swim: Inviting Deer Park Escape
A living room with a blue door, a white shelf, a grey sofa with patterned cushions, and a small table with a decorative item.

12. Bright & Comfortable Home in the Heart of It All

Bright & Comfortable Home in the Heart of It All
Central Islip
8.8 out of 10, Excellent, (3 reviews)
"My stay was amazing! The place was bigger in person than i expected, which was such a pleasant surprise. The house was spotless and very clean, making me feel comfortable from the moment I arrived. The host was incredibly helpful, responsive, and made the entire experience smooth and stress-free. I enjoyed my stay and would absolutely book this home again. Highly recommend to anyone looking for a clean, spacious, and welcoming place to stay!"
United States
Tatiana J.
The price is €446
includes taxes & fees
9 Nov - 10 Nov
Bright & Comfortable Home in the Heart of It All
A compact kitchen with dark cabinets, stainless appliances, and a tiled floor.

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

Private 1 bedroom apt in a quiet neighborhood, close to all!
Centereach
9.6 out of 10, Exceptional, (29 reviews)
"It was the perfect landing pad for a family reunion. We hope to stay there again next year."
United States
Amanda
The price is €231
includes taxes & fees
18 Oct - 19 Oct
Private 1 bedroom apt in a quiet neighborhood, close to all!
A water park with multiple slides and pools, surrounded by trees and a parking lot.

14. Private 3Br Apt: King-2Queen -PetPally -LTR-STR

Private 3Br Apt: King-2Queen -PetPally -LTR-STR
Bay Shore
10.0 out of 10, Exceptional, (1 review)
"These were nice rooms. Very professionally set-up."
United States
Marcus P.
The price is €349
includes taxes & fees
10 Nov - 11 Nov
Private 3Br Apt: King-2Queen -PetPally -LTR-STR
A two-story house with a front porch, a small garden with various plants, and a tree with red leaves.

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

Charming 1-bedroom apartment in fabulous Kings Park with WiFi, AC
Kings Park
9.6 out of 10, Exceptional, (31 reviews)
"The property was very easy to find, clean, and comfortable. The hosts were very communicative and accommodating. Highly recommend!"
United States
Karen D.
The price is €164
includes taxes & fees
14 Oct - 15 Oct
Charming 1-bedroom apartment in fabulous Kings Park with WiFi, AC
A dining area with a table set for four, large windows, and a ceiling fan.

16. 3 Story Beach Waterview, 3 KING bed, golf putting green!

3 Story Beach Waterview, 3 KING bed, golf putting green!
Shirley
10.0 out of 10, Exceptional, (24 reviews)
"Great property, wonderful communication with owner. Would stay here again"
United States
Robert L.
The price is €635
includes taxes & fees
2 Nov - 3 Nov
3 Story Beach Waterview, 3 KING bed, golf putting green!
A compact kitchen with wooden cabinets, a built-in oven, a coffee maker, and a microwave.

17. Your Perfect Getaway Between Farmingdale & Amityville

Your Perfect Getaway Between Farmingdale & Amityville
Amityville
9.8 out of 10, Exceptional, (16 reviews)
"Great place to stay. Clean room."
United States
melissa a.
The price is €215
includes taxes & fees
13 Oct - 14 Oct
Your Perfect Getaway Between Farmingdale & Amityville
A living room with a brown sofa, a glass coffee table with decorative items, and a kitchen in the background with wooden cabinets and a black refrigerator.

18. Spacious one Bedroom Apt with private entrance

Spacious one Bedroom Apt with private entrance
Centereach
8.2 out of 10, Very good, (12 reviews)
"The place was great. It was clean and spacious, and located on a quiet street. It was also accessible to all the major roads. The host was very accommodating. Very pleased with it all and would highly recommend! "
United Kingdom
Selective Travel M.
The price is €312
includes taxes & fees
18 Oct - 19 Oct
Spacious one Bedroom Apt with private entrance
A compact hotel room with a bed, a sofa, a desk with a chair, a TV, and a small kitchenette.

19. South Shore Studio in Mastic

South Shore Studio in Mastic
Mastic
10.0 out of 10, Exceptional, (7 reviews)
"Really nice and great price! Would stay again. "
United States
Philip P.
The price is €204
includes taxes & fees
13 Oct - 14 Oct
South Shore Studio in Mastic
A living room with a large mirror, a grey sofa, a small round table with a plant, and a grey throw blanket.

20. Modern 2BR Retreat w/ Full Kitchen & Living

Modern 2BR Retreat w/ Full Kitchen & Living
Deer Park
6.0 out of 10, (2 reviews)
"Needs lots of repairs and cleaning.Didn’t understand how one room had two AC and two TV while the other room had none. I would liked to hang out on the porch but also not clean and there was no table but a couple dirty chairs."
United States
marlene D.
The price is €312
includes taxes & fees
14 Oct - 15 Oct
Modern 2BR Retreat w/ Full Kitchen & Living
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

Holiday Inn Express Hauppauge-Long Island

Holiday Inn Express Hauppauge-Long Island

10/10 Excellent
"Very nice room and staff clean"
Donald 3-night trip
Posted 1 hour ago
Holiday Inn Express Hauppauge-Long Island

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, 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 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 €151 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 in Cherry Grove close to Cherry Grove Community House and Theatre, 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?

Large Beach House Steps From Town and Ocean: This holiday home rental outside of Cherry Grove has air conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings.

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 Blydenburgh County Park, or get out into nature at a spot like Great South Bay. 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.