A bridge over calm water at sunset.

Cherry Grove Vacation Rentals

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Check prices for these dates

In two weeks
Sep 25 - Sep 27
In two months
Nov 6 - Nov 8
In three months
Dec 4 - Dec 6
In four months
Jan 1 - Jan 3

Our top choices for Cherry Grove vacation rentals

A white shelving unit with decorative items, including a mixtape box, two golden bird figurines, and three glass vases.

1. 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
$276 nightly
The price is $315
Sep 15 - Sep 16
Total with taxes and fees
Sundown Escape-South Shore Long Island
A bedroom with a bed, a nightstand, a mirror, and a window with curtains.

2. 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, (52 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
$144 nightly
The price is $165
Sep 14 - Sep 15
Total with taxes and fees
Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons.
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.
$320 nightly
The price is $366
Sep 14 - Sep 15
Total with taxes and fees
Private Apartment on River Ave. close to main st
A modern kitchen with a stainless steel sink, a white countertop, and a backsplash with a mosaic tile pattern.

4. Sundown Escape Near SouthShore University Hospital

Sundown Escape Near SouthShore University Hospital
Bay Shore
$313 nightly
The price is $343
Sep 14 - Sep 15
Total with taxes and fees
Sundown Escape Near SouthShore University Hospital
A dining area with a table, chairs, a vase with flowers, and a sign that reads 'Relax Unwind & Enjoy'.

5. Charming Secluded Waterfront retreat

Charming Secluded Waterfront retreat
Oakdale
$235 nightly
The price is $268
Sep 28 - Sep 29
Total with taxes and fees
Charming Secluded Waterfront retreat
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
$276 nightly
The price is $316
Sep 15 - Sep 16
Total with taxes and fees
Spacious 3BR Family Home Near Everything
A covered outdoor seating area with a white door, a 'No Smoking' sign, and string lights.

7. 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.
$275 nightly
The price is $314
Sep 22 - Sep 23
Total with taxes and fees
The Royal Suite - Ronkonkoma
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.

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

Peaceful private 2-bedroom house in Bayport. Amazing location!
Bayport
8.6 out of 10, Excellent, (7 reviews)
"He’s an excellent hosts and his place is well worth it."
United States
Rowena V.
$294 nightly
The price is $335
Oct 4 - Oct 5
Total with taxes and fees
Peaceful private 2-bedroom house in Bayport. Amazing location!
A water park with multiple slides and pools, surrounded by trees and a parking lot.

9. Tiny Home Private, Students, Nurses, Tech

Tiny Home Private, Students, Nurses, Tech
Bay Shore
8.0 out of 10, Very Good, (9 reviews)
"Great host, nice place."
United States
Brian C.
$200 nightly
The price is $210
Sep 16 - Sep 17
Total with taxes and fees
Tiny Home Private, Students, Nurses, Tech
A room with a wooden table and benches, large windows, and a hanging light fixture.

10. Fire Island Beach House Ocean Bay Park

Fire Island Beach House Ocean Bay Park
Ocean Beach
10.0 out of 10, Exceptional, (73 reviews)
"House was very big and spacious enough for our large group. The host was also very communicative and accommodating, would definitely love to come back and stay again."
United States
Mohit M.
$1,256 nightly
The price is $1,435
Sep 14 - Sep 15
Total with taxes and fees
Fire Island Beach House Ocean Bay Park
A modern bedroom with a large bed, a bedside table, a sofa, and a potted plant.

11. 1 bedroom 1 bath private entrance

1 bedroom 1 bath private entrance
Bay Shore
8.6 out of 10, Excellent, (25 reviews)
"Well suited for our needs."
United States
Teresa D.
$154 nightly
The price is $176
Oct 1 - Oct 2
Total with taxes and fees
1 bedroom 1 bath private entrance
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.
$436 nightly
The price is $498
Sep 29 - Sep 30
Total with taxes and fees
Bright & Comfortable Home in the Heart of It All
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.

13. Spacious one Bedroom Apt with private entrance

Spacious one Bedroom Apt with private entrance
Centereach
8.0 out of 10, Very Good, (11 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.
$285 nightly
The price is $325
Sep 14 - Sep 15
Total with taxes and fees
Spacious one Bedroom Apt with private entrance
A cozy room with a bed, a wooden coffee table, a blue ottoman, a guitar, and a cart with bottles.

14. 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)
"Perfect Fire Island getaway. Great location and beautiful beach home. Would recommend and love to come back!"
United States
Jessica W.
$1,120 nightly
The price is $1,280
Sep 30 - Oct 1
Total with taxes and fees
Bright airy Fair Harbor home with ocean views steps from the soft sandy beach
A compact hotel room with a bed, a sofa, a desk with a chair, a TV, and a small kitchenette.

15. South Shore Studio in Mastic

South Shore Studio in Mastic
Mastic
10.0 out of 10, Exceptional, (6 reviews)
"Really nice and great price! Would stay again. "
United States
Philip P.
$199 nightly
The price is $227
Sep 14 - Sep 15
Total with taxes and fees
South Shore Studio in Mastic
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.
$583 nightly
The price is $666
Sep 16 - Sep 17
Total with taxes and fees
3 Story Beach Waterview, 3 KING bed, golf putting green!
A room with a white door, a sign reading "Relax", a potted plant, and a small table with a sign and a lamp.

17. Cozy king suite with kitchen and dining area.

Cozy king suite with kitchen and dining area.
Coram
9.6 out of 10, Exceptional, (7 reviews)
"Very clean and well kept property. Easy communication with ow er/manager"
United States
Tasia P.
$222 nightly
The price is $254
Sep 14 - Sep 15
Total with taxes and fees
Cozy king suite with kitchen and dining area.
A dining area with a white table, gold chairs, and a potted plant.

18. The Bay House Patchogue Bay & Town 10 Minutes Walk

The Bay House Patchogue Bay & Town 10 Minutes Walk
Patchogue
10.0 out of 10, Exceptional, (1 review)
"Had a lovely stay at this home. Nice amenities, comfy beds, private back patio. Location was perfect for our trip."
United States
Adam B.
The Bay House Patchogue Bay & Town 10 Minutes Walk
A water park with multiple slides and pools, surrounded by trees and a parking lot.

19. 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.
$385 nightly
The price is $404
Oct 6 - Oct 7
Total with taxes and fees
Private 3Br Apt: King-2Queen -PetPally -LTR-STR
A compact kitchen with dark cabinets, stainless appliances, and a tiled floor.

20. 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
$257 nightly
The price is $293
Sep 22 - Sep 23
Total with taxes and fees
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

Holiday Inn Express Stony Brook by IHG

Holiday Inn Express Stony Brook by IHG

10/10 Excellent
"When on Long Island I will continue to stay at this property."
Mark 3-night trip
Posted 7 hours ago
Holiday Inn Express Stony Brook by IHG

Find out more about Cherry Grove

Everything you need to know about Cherry Grove vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Cherry Grove vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Cherry Grove vacation 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 low season months. For more hustle and bustle, you may prefer to visit Cherry Grove in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $165 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Cherry Grove rentals

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

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.

Explore a world of travel with Expedia

Frequently asked questions

Are there vacation rentals in Cherry Grove?

Yes, we give you a choice of vacation rentals in Cherry Grove close to Cherry Grove Community House and Theatre, or you can select a more secluded option if you'd like a relaxing place to stay. Cherry Grove is known for its beaches.

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

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

How many vacation rentals will I find in Cherry Grove?

Expedia has 8 vacation 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 Monster Mini Golf, or get out into nature at a spot like Ocean Beach. In the larger area, you’ll find Cherry Grove Community House and Theatre and Carrington House.

What are vacation rentals like in Cherry Grove?

Vacation rentals are private accommodations you can book for a few days or a quick weekend in Cherry Grove. Vacation rentals offer extras such as patios, hot tubs, and fire pits so you'll have a home away from home. If you're concerned about cleanliness, a vacation rental can offer a sense of safety away from public hotel elevators and lobbies bustling with people while still allowing you the enjoyment of travel. You'll also find more space in a vacation rental than in a hotel, which is another reason why a vacation rental is an attractive option for a small group gathering.