A bridge over calm water at sunset.

Cherry Grove Vacation Rentals

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Check prices for these dates

In two weeks
13 Nov - 15 Nov
In two months
25 Dec - 27 Dec
In three months
22 Jan - 24 Jan
In four months
19 Feb - 21 Feb

Our top choices for Cherry Grove vacation rentals

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.

1. 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 AED 826
AED 1,078 total
includes taxes & fees
1 Nov - 2 Nov
Peaceful private 2-bedroom house in Bayport. Amazing location!
A cozy room with a bed, a wooden coffee table, a blue ottoman, a guitar, and a cart with bottles.

2. 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 AED 3,122
AED 4,792 total
includes taxes & fees
1 Nov - 2 Nov
Bright airy Fair Harbor home with ocean views steps from the soft sandy beach
A dining area with a table, chairs, a vase with flowers, and a sign that reads 'Relax Unwind & Enjoy'.

3. Charming Secluded Waterfront retreat

Charming Secluded Waterfront retreat
Oakdale
10.0 out of 10, Exceptional, (1 review)
"If we could give 10 stars, we would. Every detail was very thoughtfully planned. Comfortable bed, quiet and peaceful location. Great communication. We will stay again."
United States
Loritha F.
The price is AED 522
AED 999 total
includes taxes & fees
10 Nov - 11 Nov
Charming Secluded Waterfront retreat
A white shelving unit with decorative items, including a mixtape box, two golden bird figurines, and three glass vases.

4. 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 AED 486
AED 1,101 total
includes taxes & fees
31 Oct - 1 Nov
Sundown Escape-South Shore Long Island
A wooden deck with a white railing, a stone pathway, and a white fence in the background.

5. Spacious 3BR Family Home Near Everything

Spacious 3BR Family Home Near Everything
3.5 star property
Central Islip
The price is AED 704
AED 1,168 total
includes taxes & fees
2 Nov - 3 Nov
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.

6. Sundown Escape Near SouthShore University Hospital

Sundown Escape Near SouthShore University Hospital
Bay Shore
The price is AED 529
AED 1,258 total
includes taxes & fees
31 Oct - 1 Nov
Sundown Escape Near SouthShore University Hospital
A bedroom with a bed, a nightstand, a mirror, and a window with curtains.

7. 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, (56 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 AED 413
AED 661 total
includes taxes & fees
1 Nov - 2 Nov
Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons.
A hallway with a white door, a window with a decorative glass design, and a potted plant on a shelf.

8. Spacious 4BR house Ronkonkoma, NY. Central AC, WiFi...heated pool, many extras

Spacious 4BR house Ronkonkoma, NY. Central AC, WiFi...heated pool, many extras
Ronkonkoma
3.0 out of 10, (2 reviews)
"My sister got to the property before me and there were extra guests the owner of the property got in contact with me to let me know what was happening and told me to get everyone out or my stay would be terminated I got to the house and mad everyone leave . There was only 2 people in the house and my 2 year old son and he asked us to leave after he told me if I got everyone out I could stay. It was 1 am and I did everything he asked me to do. "
United States
Mitania L.
The price is AED 1,741
AED 3,105 total
includes taxes & fees
2 Nov - 3 Nov
Spacious 4BR house Ronkonkoma, NY. Central AC, WiFi...heated pool, many extras
A wooden outdoor seating area with a bench and two chairs, a brick wall, and a window.

9. Central 2BR, Garden Suite, Top Amenities & Care!

Central 2BR, Garden Suite, Top Amenities & Care!
Central Islip
10.0 out of 10, Exceptional, (3 reviews)
"Great stay, clean and inviting space. Thanks for a great space away from home; will definietly book again."
United States
Vladamir R.
The price is AED 562
AED 2,174 total
includes taxes & fees
5 Nov - 6 Nov
Central 2BR, Garden Suite, Top Amenities & Care!
A modern bedroom with a large bed, a bedside table, a sofa, and a potted plant.

10. 1 bedroom 1 bath private entrance

1 bedroom 1 bath private entrance
Bay Shore
8.4 out of 10, Very good, (28 reviews)
"Exactly as advertised, comfortable bed easy entry, overall great experience."
United States
Monte P.
The price is AED 430
AED 730 total
includes taxes & fees
2 Nov - 3 Nov
1 bedroom 1 bath private entrance
A modern kitchen with white cabinets, stainless steel appliances, a tiled backsplash, and a view to the outside.

11. Tranquil Stay

Tranquil Stay
Shirley
8.2 out of 10, Very good, (12 reviews)
"Great stay! "
United States
Emily S.
The price is AED 1,570
AED 2,696 total
includes taxes & fees
31 Oct - 1 Nov
Tranquil Stay
Interior

12. 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 AED 518
AED 1,875 total
includes taxes & fees
15 Nov - 16 Nov
Shop, Hike, Golf & Swim: Inviting Deer Park Escape
A modern kitchen with wooden cabinets and a granite countertop.

13. Your Perfect Getaway Between Farmingdale & Amityville

Your Perfect Getaway Between Farmingdale & Amityville
Amityville
9.8 out of 10, Exceptional, (17 reviews)
"Great place to stay. Clean room."
United States
melissa a.
The price is AED 390
AED 853 total
includes taxes & fees
2 Nov - 3 Nov
Your Perfect Getaway Between Farmingdale & Amityville
A dining area with a table set for four, large windows, and a ceiling fan.

14. 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 AED 852
AED 2,547 total
includes taxes & fees
17 Nov - 18 Nov
3 Story Beach Waterview, 3 KING bed, golf putting green!
A wooden deck with a white railing, a set of stairs, and outdoor furniture.

15. 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 AED 612
AED 1,799 total
includes taxes & fees
23 Nov - 24 Nov
Bright & Comfortable Home in the Heart of It All
A room with a closed door, a potted plant, a small table with a sign, and a wall with a decorative sign.

16. Cozy king suite with kitchen and dining area.

Cozy king suite with kitchen and dining area.
Coram
9.4 out of 10, Exceptional, (8 reviews)
"Very clean and well kept property. Easy communication with ow er/manager"
United States
Tasia P.
The price is AED 643
AED 986 total
includes taxes & fees
31 Oct - 1 Nov
Cozy king suite with kitchen and dining area.
A covered outdoor seating area with a white door, a 'No Smoking' sign, and string lights.

17. The Royal Suite - Ronkonkoma

The Royal Suite - Ronkonkoma
Ronkonkoma
9.8 out of 10, Exceptional, (10 reviews)
"Accommodations were immaculate, very "cozy'. Would stay here again when in the area."
United States
Maureen F.
The price is AED 477
AED 1,322 total
includes taxes & fees
25 Nov - 26 Nov
The Royal Suite - Ronkonkoma
A garden with a small waterfall, rocks, and statues.

18. Peaceful 3BR Garden Cottage Long Island Escape

Peaceful 3BR Garden Cottage Long Island Escape
Coram
10.0 out of 10, Exceptional, (1 review)
"Excellent host and peaceful getaway. I highly recommend!"
United States
Greg M.
The price is AED 671
AED 1,820 total
includes taxes & fees
1 Nov - 2 Nov
Peaceful 3BR Garden Cottage Long Island Escape
A compact kitchen with dark cabinets, stainless appliances, and a tiled floor.

19. 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, (30 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 AED 529
AED 932 total
includes taxes & fees
2 Nov - 3 Nov
Private 1 bedroom apt in a quiet neighborhood, close to all!
A two-story house with a front porch, a small garden with various plants, and a tree with red leaves.

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

Charming 1-bedroom apartment in fabulous Kings Park with WiFi, AC
Kings Park
9.4 out of 10, Exceptional, (35 reviews)
"Wonderful all-around, clean, definitely a great experience for my first VRBO stay. "
United States
Tyler M.
The price is AED 496
AED 725 total
includes taxes & fees
10 Nov - 11 Nov
Charming 1-bedroom apartment in fabulous Kings Park with WiFi, AC
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

Best Western Bar Harbour Inn

Best Western Bar Harbour Inn

10/10 Excellent
"Good price, met our needs."
Dave 1-night trip
Posted 2 days ago
Best Western Bar Harbour Inn

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 Blydenburgh County Park, or get out into nature at a spot like Great South Bay. In the larger area, you’ll find Cherry Grove Community House and Theatre and Ocean Beach.

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.