A bridge over calm water at sunset.

Cherry Grove Vacation Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Jul 3 - Jul 5
In two months
Aug 14 - Aug 16
In three months
Sep 11 - Sep 13
In four months
Oct 9 - Oct 11

Our top choices for Cherry Grove vacation rentals

Deluxe Apartment, Non Smoking, Private Bathroom | Interior

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 ￥20,723
￥47,633 total
includes taxes & fees
Jul 8 - Jul 9
Sundown Escape-South Shore Long Island
Terrace/patio

Spacious 3BR Family Home Near Everything

Spacious 3BR Family Home Near Everything
3.5 star property
Central Islip
The price is ￥20,322
￥39,185 total
includes taxes & fees
Jun 23 - Jun 24
Spacious 3BR Family Home Near Everything
Smart TV

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

Peaceful private 2-bedroom house in Bayport. Amazing location!
Bayport
10.0 out of 10, Exceptional, (5 reviews)
"Patrick is a fantastic host. Super accommodating and attentive! Clean and organized home, comfy bed too!"
United States
Emily D.
The price is ￥65,327
￥85,327 total
includes taxes & fees
Jun 22 - Jun 23
Peaceful private 2-bedroom house in Bayport. Amazing location!
Outdoor dining

Private Apartment on River Ave. close to main st

Private Apartment on River Ave. close to main st
Patchogue
9.0 out of 10, Wonderful, (4 reviews)
"Nice little property. Perfect for what we needed. Host was great."
United States
A H.
The price is ￥26,131
￥54,918 total
includes taxes & fees
Jun 22 - Jun 23
Private Apartment on River Ave. close to main st
Fridge, microwave, oven, stovetop

Modern Vacation home. Close to The Hamptons

Modern Vacation home. Close to The Hamptons
Shirley
10.0 out of 10, Exceptional, (4 reviews)
"5/5 I enjoyed my stay , very clean and spacious. "
United States
Quywana F.
The price is ￥61,552
￥111,973 total
includes taxes & fees
Jun 22 - Jun 23
Modern Vacation home. Close to The Hamptons
Shower, hair dryer, towels, soap

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, (44 reviews)
"This place was the perfect location for us. Almost exact center between Jones beach and Port Jefferson. Clean and identical to what is shown."
United States
Marcus
The price is ￥15,969
￥26,541 total
includes taxes & fees
Jul 2 - Jul 3
Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons.
Interior

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 ￥28,228
￥43,308 total
includes taxes & fees
Jun 22 - Jun 23
Cozy king suite with kitchen and dining area.
Hair dryer, towels, soap, toilet paper

Your Perfect Getaway Between Farmingdale & Amityville

Your Perfect Getaway Between Farmingdale & Amityville
Amityville
9.8 out of 10, Exceptional, (6 reviews)
"The whole experience was great"
United States
David
The price is ￥21,776
￥39,624 total
includes taxes & fees
Jul 7 - Jul 8
Your Perfect Getaway Between Farmingdale & Amityville
Dining

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, (22 reviews)
"Great property, wonderful communication with owner. Would stay here again"
United States
Robert L.
The price is ￥62,746
￥144,849 total
includes taxes & fees
Jul 7 - Jul 8
3 Story Beach Waterview, 3 KING bed, golf putting green!
1 bedroom, free WiFi, bed sheets

South Shore Studio in Mastic

South Shore Studio in Mastic
Mastic
10.0 out of 10, Exceptional, (4 reviews)
"Really nice and great price! Would stay again. "
United States
Philip P.
The price is ￥21,776
￥35,940 total
includes taxes & fees
Jul 6 - Jul 7
South Shore Studio in Mastic
Shower, hair dryer, soap, toilet paper

The Royal Suite - Ronkonkoma

The Royal Suite - Ronkonkoma
Ronkonkoma
10.0 out of 10, Exceptional, (4 reviews)
"Accommodations were immaculate, very "cozy'. Would stay here again when in the area."
United States
Maureen F.
The price is ￥25,985
￥65,624 total
includes taxes & fees
Jul 5 - Jul 6
The Royal Suite - Ronkonkoma
Smart TV

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
9.6 out of 10, Exceptional, (4 reviews)
"Perfect Fire Island getaway. Great location and beautiful beach home. Would recommend and love to come back!"
United States
Jessica W.
The price is ￥137,105
￥210,453 total
includes taxes & fees
Jun 22 - Jun 23
Bright airy Fair Harbor home with ocean views steps from the soft sandy beach
Outdoor spa tub

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, (10 reviews)
"Wonderful stay"
United States
Kenneth B.
The price is ￥140,170
￥224,830 total
includes taxes & fees
Jun 25 - Jun 26
THE GOOD VIBEZ HOUSE! Mini Golf Course,Heated Pool,Hot Tub,Game Room,Angel Wing
Interior

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, (27 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 ￥48,196
￥73,493 total
includes taxes & fees
Jul 5 - Jul 6
Private 1 bedroom apt in a quiet neighborhood, close to all!
Iron/ironing board, WiFi, bed sheets

A little Home away from Home

A little Home away from Home
Ronkonkoma
The price is ￥56,907
￥74,415 total
includes taxes & fees
Jul 10 - Jul 11
A little Home away from Home
Pool

Private 3Br Apt: King-2Queen -PetPally -LTR-STR

Private 3Br Apt: King-2Queen -PetPally -LTR-STR
Bay Shore
The price is ￥48,793
￥78,296 total
includes taxes & fees
Jun 25 - Jun 26
Private 3Br Apt: King-2Queen -PetPally -LTR-STR
Fridge, microwave, coffee/tea maker, electric kettle

Sundown Escape Near SouthShore University Hospital

Sundown Escape Near SouthShore University Hospital
Bay Shore
The price is ￥23,227
￥55,973 total
includes taxes & fees
Jul 7 - Jul 8
Sundown Escape Near SouthShore University Hospital
Property grounds

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, (29 reviews)
"Lovely time with so many fun games and activities on the property, highly recommend!"
United States
Logan S.
The price is ￥96,780
￥252,655 total
includes taxes & fees
Jun 22 - Jun 23
Spacious Family Retreat with Heated Pool, Hot Tub, Sauna, basketball & Golf.
Beach nearby, sun loungers, beach towels

AIR CONDITIONED 4 Bed/2 Bath Beach House

AIR CONDITIONED 4 Bed/2 Bath Beach House
Fire Island
10.0 out of 10, Exceptional, (24 reviews)
"Had a really enjoyable stay - property was as advertised and Gigi was very responsive to ensure we had a great trip!"
United States
Taylor C.
The price is ￥153,235
￥233,120 total
includes taxes & fees
Jul 20 - Jul 21
AIR CONDITIONED 4 Bed/2 Bath Beach House
Fridge, microwave, oven, stovetop

Tranquil Stay

Tranquil Stay
Shirley
8.0 out of 10, Very Good, (10 reviews)
"Great stay! "
United States
Emily S.
The price is ￥53,632
￥98,499 total
includes taxes & fees
Jun 23 - Jun 24
Tranquil Stay
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Cherry Grove Hotel Reviews

Jake's 58 Casino Hotel - Adult Only

Jake's 58 Casino Hotel - Adult Only

10/10 Excellent
"The elevator"
Latoya 1-night trip
Posted 2 hours ago
Jake's 58 Casino Hotel - Adult Only

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 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?

Spacious Home Located Close to Stony Brook!: This vacation home rental near Cherry Grove offers a patio, a garden, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You and your friends and family can relax into your vacation with amenities like a selection of games.

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 Bowl Long Island at Patchogue, 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 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.