Cherry Grove Vacation Rentals

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Check prices for these dates

In two weeks
Oct 24 - Oct 26
In two months
Dec 5 - Dec 7
In three months
Jan 2 - Jan 4
In four months
Jan 30 - Feb 1

Vacation Rentals in Cherry Grove

Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons.
1 bedroom, iron/ironing board, free WiFi, bed sheets

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

9.4 out of 10, Exceptional, (29)
"its small but very nice for a short stay would recommend."
The price is ￥14,600
￥24,265 total
includes taxes & fees
Oct 7 - Oct 8
Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons.
Spacious Home Located Close to Stony Brook!
Property grounds

Spacious Home Located Close to Stony Brook!

7.0 out of 10, Good, (20)
"Great stay great people great costumer care definitely reccomend"
Spacious Home Located Close to Stony Brook!
Newly Renovated Luxury Beach House Ocean Bay Park
Outdoor dining

Newly Renovated Luxury Beach House Ocean Bay Park

10.0 out of 10, Exceptional, (71)
"Very nice place for a family to stay"
The price is ￥92,773
￥174,060 total
includes taxes & fees
Oct 7 - Oct 8
Newly Renovated Luxury Beach House Ocean Bay Park
Private Queen BedRm Pet Pally, Work, Events, LTR, MTR, STR
Dining

Private Queen BedRm Pet Pally, Work, Events, LTR, MTR, STR

9.0 out of 10, Wonderful, (18)
"The property was very quaint and comfortable. We'll probably stay again in the future"
The price is ￥12,166
￥22,105 total
includes taxes & fees
Oct 7 - Oct 8
Private Queen BedRm Pet Pally, Work, Events, LTR, MTR, STR
Tiny Home Private, Students, Nurses, Tech
Property grounds

Tiny Home Private, Students, Nurses, Tech

9.0 out of 10, Wonderful, (4)
"We wanted an inexpensive place to stay out on Long Island for July 4th weekend. We were a 15-20 minute drive to the beautiful beaches of Robert Moses and a 2 hour drive from Montauk.We were able to stay for a very reasonable price over a notoriously expensive weekend.Jenelle's communication was direct, welcoming and helpful.We would definitely stay here again!"
The price is ￥17,033
￥31,432 total
includes taxes & fees
Oct 7 - Oct 8
Tiny Home Private, Students, Nurses, Tech
East End Retreat - Water Front - Available for the US Open Shinnecock Hills 2026
Smart TV, fireplace, video games, stereo

East End Retreat - Water Front - Available for the US Open Shinnecock Hills 2026

10.0 out of 10, Exceptional, (101)
"Great indoor and outdoor spaces to hang out. Took SUP on the water - so nice and calm. "
The price is ￥33,181
￥76,663 total
includes taxes & fees
Oct 16 - Oct 17
East End Retreat - Water Front - Available for the US Open Shinnecock Hills 2026
Modern Vacation home. Close to The Hamptons
Fridge, microwave, oven, stovetop

Modern Vacation home. Close to The Hamptons

10.0 out of 10, Exceptional, (3)
"good time"
The price is ￥50,435
￥94,689 total
includes taxes & fees
Oct 7 - Oct 8
Modern Vacation home. Close to The Hamptons
1 bedroom 1 bath private entrance
Interior

1 bedroom 1 bath private entrance

8.8 out of 10, Excellent, (21)
"Augustine was very helpful and nice!It was a great price that enabled us to visit friends and family for the holidays "
The price is ￥17,254
￥28,981 total
includes taxes & fees
Oct 9 - Oct 10
1 bedroom 1 bath private entrance
Beautiful historic home in Stony Brook!
Interior

Beautiful historic home in Stony Brook!

2.0 star property
8.4 out of 10, Very Good, (15)
"Was a great place is a small town. Everything was clean and nice just wish there was a small sheer curtain in the bathroom where you shower. "
Beautiful historic home in Stony Brook!
OCEAN BEACH, Fire Island, 3 bedroom, close to ferry, village and all beaches!
Fridge, microwave, oven, stovetop

OCEAN BEACH, Fire Island, 3 bedroom, close to ferry, village and all beaches!

9.0 out of 10, Wonderful, (53)
"Has a very nice stay."
OCEAN BEACH, Fire Island, 3 bedroom, close to ferry, village and all beaches!
One Bedroom Apt. in Ocean Bay Park with Rooftop Deck
Dining

One Bedroom Apt. in Ocean Bay Park with Rooftop Deck

9.0 out of 10, Wonderful, (32)
"This is a charming little guest house that allows dogs and is steps away from the beach. What more can I say…"
One Bedroom Apt. in Ocean Bay Park with Rooftop Deck
Luxury and Affordable Family Home
Interior

Luxury and Affordable Family Home

7.4 out of 10, Good, (8)
"My family and I had the pleasure of staying here during the Christmas holidays, and it was an excellent experience. We were especially grateful for the accessibility features, as my grandmother (85 years young), who uses a walker and had recently undergone surgery, was able to comfortably stay on the main floor. The property had just a few steps to enter, and best of all, there was a bedroom and full bathroom on the main level, along with ample room for a walker or wheelchair.The home itself was...
The price is ￥67,689
￥139,504 total
includes taxes & fees
Oct 7 - Oct 8
Luxury and Affordable Family Home
Charming 1-bedroom apartment in fabulous Kings Park with WiFi, AC
Fridge, microwave, coffee/tea maker, cookware/dishes/utensils

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

2.0 star property
10.0 out of 10, Exceptional, (7)
"What a nice place to stay! Key code entry, clean, quiet, comfortable and spacious. This basement apartment exceeded expectations and met all our needs. We would definitely rent this space again."
The price is ￥17,918
￥26,370 total
includes taxes & fees
Oct 12 - Oct 13
Charming 1-bedroom apartment in fabulous Kings Park with WiFi, AC
Tranquil Stay
Fridge, microwave, oven, stovetop

Tranquil Stay

10.0 out of 10, Exceptional, (6)
"Great stay with family to see a couple of our son's shows at the Gateway Theatre. Thank you Andre for be a great host...!!!"
The price is ￥44,478
￥84,006 total
includes taxes & fees
Oct 7 - Oct 8
Tranquil Stay
3 Bedroom Historic Home near Stony Brook Village, University, Hospital & Beaches
Interior

3 Bedroom Historic Home near Stony Brook Village, University, Hospital & Beaches

6.0 out of 10, (2)
"Very comfortable and welcoming Only problem was only one bathroom door closed the other one appeared to be in disrepair Other then that all was well"
The price is ￥55,710
￥102,234 total
includes taxes & fees
Oct 8 - Oct 9
3 Bedroom Historic Home near Stony Brook Village, University, Hospital & Beaches
Luxury 8BR Villa w/ Heated Pool, Hot Tubs, Home Theater – Sleeps 16
Exterior

Luxury 8BR Villa w/ Heated Pool, Hot Tubs, Home Theater – Sleeps 16

10.0 out of 10, Exceptional, (20)
"Super clean, spacious, and plenty of sleeping space"
Luxury 8BR Villa w/ Heated Pool, Hot Tubs, Home Theater – Sleeps 16
Ocean Beach FI House Perfect distance to beach and town
Fridge, microwave, oven, stovetop

Ocean Beach FI House Perfect distance to beach and town

9.8 out of 10, Exceptional, (47)
"It's a nice, recently renovated house/new furniture, centrally located; very responsive hosts."
Ocean Beach FI House Perfect distance to beach and town
“THE GOOSE” A Charming 2-bedroom bungalow with WiFi and AC in Mastic Beach.
Beach

“THE GOOSE” A Charming 2-bedroom bungalow with WiFi and AC in Mastic Beach.

10.0 out of 10, Exceptional, (2)
"Friendly host, very good location and a simple check-in process. Few minutes drive to the beach. "
The price is ￥35,172
￥48,778 total
includes taxes & fees
Oct 13 - Oct 14
“THE GOOSE” A Charming 2-bedroom bungalow with WiFi and AC in Mastic Beach.
Cozy 4-bedroom house with AC and WiFi in Centereach, New York.
Microwave, oven, stovetop, dishwasher

Cozy 4-bedroom house with AC and WiFi in Centereach, New York.

10.0 out of 10, Exceptional, (40)
"Great place to stay. It was prefect for our family of six. We really enjoyed the stay and would stay there again. It was very clean and organized."
Cozy 4-bedroom house with AC and WiFi in Centereach, New York.
Private 1 bedroom apt in a quiet neighborhood, close to all!
Fridge, microwave, oven, stovetop

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

9.6 out of 10, Exceptional, (26)
"It was the perfect landing pad for a family reunion. We hope to stay there again next year."
The price is ￥21,103
￥36,915 total
includes taxes & fees
Oct 15 - Oct 16
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

La Quinta Inn & Suites by Wyndham Islip - MacArthur Airport

La Quinta Inn & Suites by Wyndham Islip - MacArthur Airport

10/10 Excellent
"I like the fact that I was able to travel with my dog and they accommodate her. She was comfortable and that made me happy."
Jonathan 4-night trip
Posted 2 days ago
La Quinta Inn & Suites by Wyndham Islip - MacArthur Airport

Find out more about Cherry Grove

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
  • Use the map to find apartments and other holiday homes in the Cherry Grove neighbourhood you prefer
  • 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 vacation rentals in Cherry Grove?

Yes, we give you a choice of vacation rentals close to well known sights in Cherry Grove, or you can select a secluded option if you're looking for relaxation. Cherry Grove is known for its beaches.

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

Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons. : This vacation home rental near 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 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 Sunken Forest. 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.