Cherry Grove Holiday Rentals

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Holiday Rentals in Cherry Grove

East End cottage on water! Outdoor tub&shower! Minutes from Hamptons & wineries.

10.0 out of 10, Exceptional, (88)
"Great property, great views and the owner was terrific in his communication and hospitality.Thank you! "
The price is HK$2,473
HK$5,022 total
includes taxes & fees
28 Jul - 29 Jul
East End cottage on water! Outdoor tub&shower! Minutes from Hamptons & wineries.

Spacious 5-bedroom house in charming Bay Shore with AC, WiFi

4.8 out of 10, (3)
"Lots of space, great location, suited our extended family well."
Spacious 5-bedroom house in charming Bay Shore with AC, WiFi

Spacious 2-bedroom apartment with WiFi, AC in wonderful Hauppauge/ Smithtown

2.0 out of 10, (1)
"We went to check in around 5pm since check in was at 4. Luckily we were able to leave our kids with family while we went to check out the place and unload our luggage. We arrived and parked in the street like we were told and walked to the back around the whole yard on an unfinished path. We had to step over a large roof drain pipe to get to the basement door which was not very safe. We went inside turned on the lights and proceeded to check the rooms to find the floors filthy, crumbs were all...
Spacious 2-bedroom apartment with WiFi, AC in wonderful Hauppauge/ Smithtown

2 Bedroom Apt. in Ocean Bay Park, walk to beach and entertainment

8.8 out of 10, Excellent, (27)
"My family rented the unit for two nights while staying at the beach. Great beach access and great l place to see. Shopping eating and night life with in walking distance"
2 Bedroom Apt. in Ocean Bay Park, walk to beach and entertainment

Charming 1-bedroom apartment-20 minutes from the Hamptons! 10 minutes from beach

10.0 out of 10, Exceptional, (2)
"Everything was as pictured, and the whole place was very clean. It was a perfect stay for us, and we will come again soon!"
The price is HK$1,046
HK$1,823 total
includes taxes & fees
5 Aug - 6 Aug
Charming 1-bedroom apartment-20 minutes from the Hamptons! 10 minutes from beach

LUXURY BAY SHORE HOME

2.0 star property
LUXURY BAY SHORE HOME

Luxury Waterfront Retreat • Private Hot Tub & Dock Near Sayville

10.0 out of 10, Exceptional, (82)
"Great location. Very peaceful. Great house"
Luxury Waterfront Retreat • Private Hot Tub & Dock Near Sayville

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

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

2.0 star property
10.0 out of 10, Exceptional, (5)
"This was far beyond our expectations. Good to know that there are people that continue to take pride in their property and do not disillusion people. "
The price is HK$954
HK$1,404 total
includes taxes & fees
31 Jul - 1 Aug
Charming 1-bedroom apartment in fabulous Kings Park with WiFi, AC

Waterfront & private beach Scandinavian style house near Bellport, NY

9.6 out of 10, Exceptional, (54)
"Beautiful views and a comfortable stay."
Waterfront & private beach Scandinavian style house near Bellport, NY

One Bedroom Apt. in Ocean Bay Park with Rooftop Deck

8.8 out of 10, Excellent, (27)
"Nice location close to the ferry"
One Bedroom Apt. in Ocean Bay Park with Rooftop Deck

3 Story Beach Waterview, 3 KING bed, golf putting green!

9.8 out of 10, Exceptional, (19)
"This place was clean and comfortable, just what we needed."
The price is HK$2,206
HK$5,946 total
includes taxes & fees
13 Aug - 14 Aug
3 Story Beach Waterview, 3 KING bed, golf putting green!

Updated home in great location with spacious living & outdoor features

8.8 out of 10, Excellent, (58)
"Bunk beds, it was very clean and kitchen was great"
Updated home in great location with spacious living & outdoor features

Private King Bedrm, Pet Pally, Work, Events, LTR, MTR, STR

8.0 out of 10, Very good, (2)
"She was very thorough on the walkthrough and an exceptional host."
The price is HK$948
HK$1,493 total
includes taxes & fees
29 Jul - 30 Jul
Private King Bedrm, Pet Pally, Work, Events, LTR, MTR, STR

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

9.8 out of 10, Exceptional, (19)
"Great time...close to the beach or the bay"
Weekends, midweeks and full weeks available! Steps to Beach, town and ferries!

Tiny Home Private, Students, Nurses, Tech

10.0 out of 10, Exceptional, (2)
"I was very pleased with the property, and the host made me feel more than welcome."
The price is HK$950
HK$1,692 total
includes taxes & fees
28 Jul - 29 Jul
Tiny Home Private, Students, Nurses, Tech

Dog-friendly home just blocks from the bay with deck & private hot tub

8.0 out of 10, Very good, (25)
"Nice, private area. Perfect for a quick getaway."
Dog-friendly home just blocks from the bay with deck & private hot tub

Relaxing Smith Point Beach House on private canal

9.6 out of 10, Exceptional, (58)
"Great location, so close to the beach! We very much enjoyed our time at the property, had everything we could need. The hosts were amazing!"
Relaxing Smith Point Beach House on private canal

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

10.0 out of 10, Exceptional, (34)
"Great place. Total of 7 of us travelled. Will absolutely use this property again. Thank you for everything!"
Cozy 4-bedroom house with AC and WiFi in Centereach, New York.

Fair Harbor Living - Barefoot Beach Getaway

8.8 out of 10, Excellent, (14)
"Ideal location in Fair Harbor! Beautiful beaches, sunsets and slower pace the minute you get off the ferry. House has all the essentials including fabulous outside shower along with plenty of rainy day games and reading activities. We had a great stay! Michael was a great host, providing helpful info ahead of trip and accessible during our stay as well. Check-in/out could not have been easier"
Fair Harbor Living - Barefoot Beach Getaway
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

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 5-bedroom house in charming Bay Shore with AC, WiFi: This holiday home rental outside of Cherry Grove has air conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings.

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 Town of Brookhaven Wildlife and Ecology Center, 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.