Cherry Grove Vacation Rentals

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Check prices for these dates

Our top choices for Cherry Grove vacation homes

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 CA $254
CA $316 total
includes taxes & fees
Nov 22 - Nov 23
Peaceful private 2-bedroom house in Bayport. Amazing location!

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, (57 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 CA $159
CA $241 total
includes taxes & fees
Nov 17 - Nov 18
Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons.

3. Sundown Escape Near SouthShore University Hospital

Sundown Escape Near SouthShore University Hospital
Bay Shore
The price is CA $204
CA $439 total
includes taxes & fees
Nov 18 - Nov 19
Sundown Escape Near SouthShore University Hospital

4. Long Island 2BR Garden Suite + Private Dry Sauna & Ping Pong

Long Island 2BR Garden Suite + Private Dry Sauna & Ping Pong
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.
Long Island 2BR Garden Suite + Private Dry Sauna & Ping Pong

5. 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 CA $166
CA $470 total
includes taxes & fees
Nov 25 - Nov 26
The Royal Suite - Ronkonkoma

6. 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 CA $1,206
CA $1,757 total
includes taxes & fees
Nov 12 - Nov 13
Bright airy Fair Harbor home with ocean views steps from the soft sandy beach

7. Spacious 3BR Family Home Near Everything

Spacious 3BR Family Home Near Everything
3.5 star property
Central Islip
The price is CA $272
CA $451 total
includes taxes & fees
Nov 12 - Nov 13
Spacious 3BR Family Home Near Everything

8. 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 CA $236
CA $659 total
includes taxes & fees
Nov 23 - Nov 24
Bright & Comfortable Home in the Heart of It All

9. 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 CA $301
CA $896 total
includes taxes & fees
Nov 17 - Nov 18
3 Story Beach Waterview, 3 KING bed, golf putting green!

10. 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 CA $258
CA $664 total
includes taxes & fees
Dec 10 - Dec 11
Peaceful 3BR Garden Cottage Long Island Escape

11. 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 CA $695
CA $1,125 total
includes taxes & fees
Nov 13 - Nov 14
Spacious 4BR house Ronkonkoma, NY. Central AC, WiFi...heated pool, many extras

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

Modern 2BR Retreat w/ Full Kitchen & Living
Deer Park
7.4 out of 10, Good, (3 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 CA $212
CA $474 total
includes taxes & fees
Nov 16 - Nov 17
Modern 2BR Retreat w/ Full Kitchen & Living

13. Spacious Family Retreat with Heated Pool, Hot Tub, Sauna, basketball & Golf.

Spacious Family Retreat with Heated Pool, Hot Tub, Sauna, basketball & Golf.
Mastic
10.0 out of 10, Exceptional, (34 reviews)
"Lovely time with so many fun games and activities on the property, highly recommend!"
United States
Logan S.
The price is CA $426
CA $2,112 total
includes taxes & fees
Dec 1 - Dec 2
Spacious Family Retreat with Heated Pool, Hot Tub, Sauna, basketball & Golf.

14. Modern Vacation home. Close to The Hamptons

Modern Vacation home. Close to The Hamptons
Shirley
9.8 out of 10, Exceptional, (7 reviews)
"5/5 I enjoyed my stay , very clean and spacious. "
United States
Quywana F.
The price is CA $407
CA $770 total
includes taxes & fees
Nov 12 - Nov 13
Modern Vacation home. Close to The Hamptons

15. Historic Home near Stony Brook Village & Beach

Historic Home near Stony Brook Village & Beach
Stony Brook
7.4 out of 10, Good, (3 reviews)
"V1 church was nearby "
United States
david w.
The price is CA $651
CA $1,151 total
includes taxes & fees
Nov 12 - Nov 13
Historic Home near Stony Brook Village & Beach

16. 4 BR. 2 BTH, HOT TUB, MINS TO JONES BEACH, MINS TO RIVIERA WALK TO TRAIN TO NYC

4 BR. 2 BTH, HOT TUB, MINS TO JONES BEACH, MINS TO RIVIERA WALK TO TRAIN TO NYC
Massapequa
10.0 out of 10, Exceptional, (12 reviews)
"Just a comfortable, pleasant experience for four generations of family, ages 1 month to 80 Room to spread out, house functions so well. Lots of amenities Restaurants nearby"
United States
Madeleine T.
The price is CA $2,118
CA $4,134 total
includes taxes & fees
Nov 15 - Nov 16
4 BR. 2 BTH, HOT TUB, MINS TO JONES BEACH, MINS TO RIVIERA WALK TO TRAIN TO NYC

17. THE GOOD VIBEZ HOUSE! Mini Golf Course,Heated Pool,Hot Tub,Game Room,Angel Wing

THE GOOD VIBEZ HOUSE! Mini Golf Course,Heated Pool,Hot Tub,Game Room,Angel Wing
Commack
10.0 out of 10, Exceptional, (14 reviews)
"Wonderful stay"
United States
Kenneth B.
The price is CA $1,130
CA $1,745 total
includes taxes & fees
Nov 16 - Nov 17
THE GOOD VIBEZ HOUSE! Mini Golf Course,Heated Pool,Hot Tub,Game Room,Angel Wing

18. Production Studio - 4 Sets / 2 Offices / Light Bank / Hex Lighting - 4k SF

Production Studio - 4 Sets / 2 Offices / Light Bank / Hex Lighting - 4k SF
West Babylon
The price is CA $1,206
CA $1,658 total
includes taxes & fees
Nov 15 - Nov 16
Production Studio - 4 Sets / 2 Offices / Light Bank / Hex Lighting - 4k SF
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.

Learn more about Cherry Grove

This LGBTQ+ haven on Fire Island offers pristine beaches where you can sunbathe and swim in crystal-clear waters. Explore the historic Carrington House or catch performances at the Cherry Grove Community Theatre during summer months.

A pier with a rainbow flag and an American flag, wooden posts, and a bench.

Top reviews in Cherry Grove

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