A bridge over calm water at sunset.

Cherry Grove Holiday Rentals

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Check prices for these dates

In two weeks
21 Aug - 23 Aug
In two months
2 Oct - 4 Oct
In three months
30 Oct - 1 Nov
In four months
27 Nov - 29 Nov

Our top choices for Cherry Grove holiday rentals

Interior

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
The price is HK$1,038
HK$2,351 total
includes taxes & fees
12 Aug - 13 Aug
Sundown Escape-South Shore Long Island
Smart TV, fireplace, books

2. Fire Island-pines-historic House-heated Pool AND HOT TUB

Fire Island-pines-historic House-heated Pool AND HOT TUB
Sayville
8.6 out of 10, Excellent, (12 reviews)
"We loved our stay! The heated pool was perfect and we had everything we needed for a wonderful week in Fire Island Pines."
United States
Brian P.
The price is HK$9,878
HK$15,103 total
includes taxes & fees
19 Aug - 20 Aug
Fire Island-pines-historic House-heated Pool AND HOT TUB
Coffee/tea maker, fridge, microwave, electric kettle

3. Sundown Escape Near SouthShore University Hospital

Sundown Escape Near SouthShore University Hospital
Bay Shore
The price is HK$1,130
HK$2,679 total
includes taxes & fees
12 Aug - 13 Aug
Sundown Escape Near SouthShore University Hospital
1 bedroom, iron/ironing board, free WiFi, bed sheets

4. 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, (49 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 HK$863
HK$1,389 total
includes taxes & fees
1 Sept - 2 Sept
Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons.
Terrace/patio

5. Spacious 3BR Family Home Near Everything

Spacious 3BR Family Home Near Everything
3.5 star property
Central Islip
The price is HK$1,316
HK$2,280 total
includes taxes & fees
18 Aug - 19 Aug
Spacious 3BR Family Home Near Everything
Smart TV

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

Peaceful private 2-bedroom house in Bayport. Amazing location!
Bayport
9.4 out of 10, Exceptional, (6 reviews)
"Quiet and respectful owner. Welcoming and a great nights sleep. "
United States
Jason P.
The price is HK$2,471
HK$3,227 total
includes taxes & fees
8 Sept - 9 Sept
Peaceful private 2-bedroom house in Bayport. Amazing location!
Outdoor pool, a heated pool

7. Oceanfront renovated home in FI Pines, stunning views & spacious outdoor oasis

Oceanfront renovated home in FI Pines, stunning views & spacious outdoor oasis
Fire Island Pines
10.0 out of 10, Exceptional, (3 reviews)
"An absolutely beautiful property! Stephen was very communicative throughout the entire stay and was an excellent host! Highly recommend staying here!"
United States
Sam D.
The price is HK$20,005
HK$32,105 total
includes taxes & fees
27 Aug - 28 Aug
Oceanfront renovated home in FI Pines, stunning views & spacious outdoor oasis
Terrace/patio

8. The Royal Suite - Ronkonkoma

The Royal Suite - Ronkonkoma
Ronkonkoma
9.8 out of 10, Exceptional, (8 reviews)
"Accommodations were immaculate, very "cozy'. Would stay here again when in the area."
United States
Maureen F.
The price is HK$1,574
HK$3,591 total
includes taxes & fees
18 Aug - 19 Aug
The Royal Suite - Ronkonkoma
1 bedroom, WiFi, bed sheets

9. 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.
The price is HK$918
HK$1,559 total
includes taxes & fees
11 Aug - 12 Aug
1 bedroom 1 bath private entrance
Exterior

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

Bright & Comfortable Home in the Heart of It All
Central Islip
10.0 out of 10, Exceptional, (2 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 HK$1,307
HK$3,841 total
includes taxes & fees
8 Sept - 9 Sept
Bright & Comfortable Home in the Heart of It All
Dining

11. Fire Island Beach House Ocean Bay Park

Fire Island Beach House Ocean Bay Park
Ocean Beach
10.0 out of 10, Exceptional, (72 reviews)
"Very nice place for a family to stay"
United States
James K.
The price is HK$6,268
HK$11,239 total
includes taxes & fees
1 Sept - 2 Sept
Fire Island Beach House Ocean Bay Park
TV

12. Spacious one Bedroom Apt with private entrance

Spacious one Bedroom Apt with private entrance
Centereach
7.8 out of 10, Good, (10 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 HK$883
HK$2,693 total
includes taxes & fees
11 Aug - 12 Aug
Spacious one Bedroom Apt with private entrance
1 bedroom, free WiFi, bed sheets

13. South Shore Studio in Mastic

South Shore Studio in Mastic
Mastic
10.0 out of 10, Exceptional, (6 reviews)
"Great stay! The property is very cozy. The host has it well equipped. There are shops 5 minutes away. I would highly recommend this property."
United States
Jonathan
The price is HK$1,059
HK$1,757 total
includes taxes & fees
16 Aug - 17 Aug
South Shore Studio in Mastic
Interior

14. 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, (28 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 HK$1,843
HK$2,921 total
includes taxes & fees
12 Aug - 13 Aug
Private 1 bedroom apt in a quiet neighborhood, close to all!
1 bedroom, iron/ironing board, free WiFi, bed sheets

15. Your Perfect Getaway Between Farmingdale & Amityville

Your Perfect Getaway Between Farmingdale & Amityville
Amityville
10.0 out of 10, Exceptional, (11 reviews)
"Love being able to park off the street."
United States
Joan
The price is HK$840
HK$1,713 total
includes taxes & fees
18 Aug - 19 Aug
Your Perfect Getaway Between Farmingdale & Amityville
Exterior

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

Charming 1-bedroom apartment in fabulous Kings Park with WiFi, AC
Kings Park
10.0 out of 10, Exceptional, (24 reviews)
"Wonderful all-around, clean, definitely a great experience for my first VRBO stay. "
United States
Tyler M.
The price is HK$953
HK$1,403 total
includes taxes & fees
18 Aug - 19 Aug
Charming 1-bedroom apartment in fabulous Kings Park with WiFi, AC
Interior

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.
The price is HK$1,373
HK$2,088 total
includes taxes & fees
11 Aug - 12 Aug
Cozy king suite with kitchen and dining area.
Dining

18. 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 HK$2,612
HK$6,471 total
includes taxes & fees
1 Sept - 2 Sept
3 Story Beach Waterview, 3 KING bed, golf putting green!
Coffee/tea maker, fridge, microwave, oven

19. Tranquil Stay

Tranquil Stay
Shirley
8.2 out of 10, Very good, (11 reviews)
"Great stay! "
United States
Emily S.
The price is HK$3,354
HK$5,759 total
includes taxes & fees
11 Aug - 12 Aug
Tranquil Stay
Coffee/tea maker, fridge, microwave, oven

20. Modern Vacation home. Close to The Hamptons

Modern Vacation home. Close to The Hamptons
Shirley
9.6 out of 10, Exceptional, (5 reviews)
"5/5 I enjoyed my stay , very clean and spacious. "
United States
Quywana F.
The price is HK$3,234
HK$5,756 total
includes taxes & fees
9 Sept - 10 Sept
Modern Vacation home. Close to The Hamptons
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

Hampton Inn Long Island/Islandia

Hampton Inn Long Island/Islandia

10/10 Excellent
"There was nothing to criticize. Everything worked fine. The place looks great. Parking is good especially when your Hilton Honors member."
Francis 2-night trip
Posted less than an hour ago
Hampton Inn Long Island/Islandia

Find out more about Cherry Grove

Search for holiday rentals in Cherry Grove on Expedia! You can easily find your home rentals, villas, holiday apartments in Cherry Grove using one of the methods below:

  • View our selection of featured holiday rentals in Cherry Grove
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  • Enter your travel dates to view the best deals on holiday rentals in Cherry Grove while they last

Look no further and take a look at our great range of rental properties in Cherry Grove!

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?

Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons. : This holiday home rental outside of Cherry Grove has air conditioning and WiFi to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a microwave and a coffee maker.

How many holiday rentals will I find in Cherry Grove?

Expedia has 9 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 Sailors' Haven. In the wider area, you’ll find Cherry Grove Community House and Theatre and Carrington House.

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.