Cherry Grove Holiday Rentals

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Holiday Rentals in Cherry Grove

Our top choices for Cherry Grove holiday rentals

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!

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 NZ$281
includes taxes & fees
29 Sept - 30 Sept
Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons.

“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 NZ$569
includes taxes & fees
1 Oct - 2 Oct
“THE GOOSE” A Charming 2-bedroom bungalow with WiFi and AC in Mastic Beach.

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 NZ$2,003
includes taxes & fees
29 Sept - 30 Sept
Newly Renovated Luxury Beach House Ocean Bay Park

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 NZ$346
includes taxes & fees
29 Sept - 30 Sept
Tiny Home Private, Students, Nurses, Tech

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

9.0 out of 10, Wonderful, (16)
"The property was very quaint and comfortable. We'll probably stay again in the future"
The price is NZ$256
includes taxes & fees
29 Sept - 30 Sept
Private Queen BedRm Pet Pally, Work, Events, LTR, MTR, STR

East End Cottage Retreat - Dock, Fireplace, Beaches, Wineries & More!

10.0 out of 10, Exceptional, (98)
"Great indoor and outdoor spaces to hang out. Took SUP on the water - so nice and calm. "
The price is NZ$876
includes taxes & fees
19 Oct - 20 Oct
East End Cottage Retreat - Dock, Fireplace, Beaches, Wineries & More!

1 bedroom 1 bath private entrance

8.8 out of 10, Excellent, (20)
"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 NZ$339
includes taxes & fees
1 Oct - 2 Oct
1 bedroom 1 bath private entrance

Spacious 5-bedroom house, sleeps 11 with AC, WiFi in adorable Ocean Bay Park

Spacious 5-bedroom house, sleeps 11 with AC, WiFi in adorable Ocean Bay Park

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

10.0 out of 10, Exceptional, (39)
"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.

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 NZ$1,615
includes taxes & fees
29 Sept - 30 Sept
Luxury and Affordable Family Home

Beautiful historic home in Stony Brook!

2.0 star property
8.2 out of 10, Very good, (14)
"Thank you Great Location Would book again"
Beautiful historic home in Stony Brook!

Modern Vacation home. Close to The Hamptons

10.0 out of 10, Exceptional, (3)
"good time"
The price is NZ$1,076
includes taxes & fees
30 Sept - 1 Oct
Modern Vacation home. Close to The Hamptons

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!

Weekends, midweeks and full weeks available! Steps to Beach, town and ferries!

9.8 out of 10, Exceptional, (21)
"Great time...close to the beach or the bay"
Weekends, midweeks and full weeks available! Steps to Beach, town and ferries!

Comfort Suite in charming Bay Shore

10.0 out of 10, Exceptional, (1)
"We had a great stay here! Property was a new addition separate from the house. Especially enjoyed the jetted tub! The owners were very kind and accommodating! Would recommend to anyone looking to stay in Bay Shore."
The price is NZ$381
includes taxes & fees
30 Sept - 1 Oct
Comfort Suite in charming Bay Shore

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

2.0 star property
10.0 out of 10, Exceptional, (7)
"Honestly i do not know where to start, everything was perfect. My friend and i needed a place to stay while celebrating a baby shower and this rental was not only the perfect location but it was a great price as well. The place was very clean, very roomy, had all the amenities we needed, and the host were very kind and attentive. This place checked all our boxes and we would absolutely stay here again next time we visit the Island. I highly recommend this rental to others!"
The price is NZ$305
includes taxes & fees
29 Sept - 30 Sept
Charming 1-bedroom apartment in fabulous Kings Park with WiFi, AC

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

Spacious 5-bedroom villa in pleasant Setauket- East Setauket with WiFi, AC

2.0 out of 10, (1)
"While we received multiple confirmations of our reservation, including the morning we were to check in, the property manager never sent us check in instructions, even after we emailed asking for them. Then, after spending over an hour with multiple calls to VRBO customer service, who also couldn’t get ahold of the property manager, we arrived at the location. There was a 4ft high, 10ft wide heap of garbage in the front yard and looking in through the windows it was apparent the house was under...
The price is NZ$1,870
includes taxes & fees
1 Oct - 2 Oct
Spacious 5-bedroom villa in pleasant Setauket- East Setauket with WiFi, AC

Windows on the Sea ★ Modern Pool & Beach Retreat ★ 100 ft to Beach ★ 2 Masters

10.0 out of 10, Exceptional, (58)
"3rd year in a row!! Another great trip to Windows on the Sea. Already planning our return next year. Anthony & Whitney always go above and beyond."
Windows on the Sea ★ Modern Pool & Beach Retreat ★ 100 ft to Beach ★ 2 Masters
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

Find out more about Cherry Grove

Find out more about Cherry Grove

Everything you need to know about Cherry Grove holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Cherry Grove holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Cherry Grove holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Cherry Grove holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Cherry Grove. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Cherry Grove holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Cherry Grove holiday rentals we have selected for you start as low as NZ$256 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Cherry Grove rentals

At Expedia, we put the best Cherry Grove holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Cherry Grove rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Cherry Grove holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Cherry Grove. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Are there holiday rentals in Cherry Grove?

Yes, there are holiday rentals close to the most popular sights in Cherry Grove, 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?

Spacious Home Located Close to Stony Brook!: This holiday home rental outside of Cherry Grove offers a patio, a selection of games and a BBQ 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 that you can cook with friends or family.

How many holiday rentals will I find in Cherry Grove?

Expedia has 8 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 Sunken Forest. In the wider area, you’ll find Cherry Grove Community House and Theatre and Ocean Beach.

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.