Cherry Grove Holiday Rentals

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Holiday Rentals in Cherry Grove

Private Lake house with cable!! Treehouse, kayaks, fishing and quads. 1.3 Acres
8.8 out of 10, Excellent, (13)
"4 families came from CA for a graduation celebration. Enough room and beds for all 10 of us. Easy access to lake. Backyard is huge, had fun playing badminton and volleyball. Also lit a fire at the fire pit one night. Managers were very responsive to our questions and requests There is a projector and we were able to watch movies at night. Pretty cool. Had a great stay."
The price is NZ$1,681
includes taxes & fees
1 Jun - 2 Jun
Private Lake house with cable!! Treehouse, kayaks, fishing and quads. 1.3 Acres
The President's Mansion Stunning 7-Bedroom 4 Bath
10.0 out of 10, Exceptional, (1)
"This is a huge house and brand new kitchen and living room and spacious bathrooms and guest rooms. We love and enjoyed it, our kids and parents were very excited to come and spend time together, we appreciate the opportunity to stay together! BTW, it was nice price to compare others!"
The President's Mansion Stunning 7-Bedroom 4 Bath
Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons.
9.4 out of 10, Exceptional, (9)
"It’s was perfect for what I needed. A comfortable place to sleep and a hot shower. The room was perfectly appointed also. I would recommend and stay there again. "
The price is NZ$242
includes taxes & fees
3 Jun - 4 Jun
Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons.
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Charming home close to beach with fast WiFi & washer/dryer - dog-friendly
8.4 out of 10, Very good, (5)
"We found the house to be really cute and fun to stay in. The location was excellent and we even saw a deer on our last morning! Our main issues, and why this isn’t a 5 star rating, were that multiple lighting fixtures weren’t working and there was an entire bed missing. The ad mentions “1 queen, 1 double, 4 twin’ beds however there’s really 1 queen and 4 twins. This could have caused a big problem if our group was just a bit larger. The ad should be changed to reflect the accurate information...
Charming home close to beach with fast WiFi & washer/dryer - dog-friendly
Remodeled, cozy, family friendly, central place. Entire 2nd & 3rd floor to use.
The price is NZ$731
includes taxes & fees
1 Jun - 2 Jun
Remodeled, cozy, family friendly, central place. Entire 2nd & 3rd floor to use.
1 bedroom 1 bath private entrance
9.6 out of 10, Exceptional, (8)
"Neat, clean & quite"
The price is NZ$323
includes taxes & fees
2 Jun - 3 Jun
1 bedroom 1 bath private entrance
One Bedroom Apt. in Ocean Bay Park with deck & gas grill
9.4 out of 10, Exceptional, (31)
"It’s our fourth year in a row…and we’ll be back."
One Bedroom Apt. in Ocean Bay Park with deck & gas grill
Spacious Home Located Close to Stony Brook!
9.0 out of 10, Wonderful, (2)
"It was a good place for what we needed. Only issues were a very loose handrail to the second floor and the wall ways were not shoveled and were slippery"
The price is NZ$1,233
includes taxes & fees
4 Jun - 5 Jun
Spacious Home Located Close to Stony Brook!
Designer cottage with amazing view, serene deck & outdoor shower - walk to beach
9.4 out of 10, Exceptional, (14)
"The home exceeded our expectations. Beautifully decorated, very very clean, great beds and linens, roomier than expected. The only issue was not with the house, but with the management company. They gave the wrong code to enter and we had to wait for the on site manager to give us the code. The next day they gave the wrong for bike locks and we once again had to wait for the manager to come to fix the issue. Having updated and correct information provided should be high on Vacasa’s priority...
Designer cottage with amazing view, serene deck & outdoor shower - walk to beach
Dog-friendly home just blocks from the bay with deck & private hot tub
8.4 out of 10, Very good, (17)
"The house was clean. Communication with management company was subpar. We got scripted responses to all questions, and false information. For example, we asked if hot tub was working and was told it was. When we arrived, the hot tub was broken and dirty. Also, check-out is at 10am and there is nowhere to leave belongings if you’d like to stay in FI for the day. They should allow a place to keep luggage prior to departure. Overall, great and clean house and amazing location!"
Dog-friendly home just blocks from the bay with deck & private hot tub
Windows on the Sea ★ Modern Pool & Beach Retreat ★ 100 ft to Beach ★ 2 Masters
10.0 out of 10, Exceptional, (49)
"Beautiful home in a great location with a wonderful view. Thoughtfully designed, furnished and stocked with everything you'll need. Also, great communication from the owners! Spent the weekend with teens and can't wait to return for a more relaxing adult trip!"
Windows on the Sea ★ Modern Pool & Beach Retreat ★ 100 ft to Beach ★ 2 Masters
“The Cool House” Waterfront Oasis, 3 Bedrm 2 bath
10.0 out of 10, Exceptional, (9)
"My family and I had wonderful stay at the "Cool House." The host were great and responded in a timely manner. We were down in L.I. for my sons baseball tournament and it was perfect located 20 minutes away from Lasorda Legacy park. It was great to wake up in the morning and see the bay from the deck. House was clean and had all the amenities."
“The Cool House” Waterfront Oasis, 3 Bedrm 2 bath
Spacious Dog-Friendly Home with Renovated Kitchen and Bathrooms
8.0 out of 10, Very good, (38)
"The property was misrepresented and unsafe. My parents didnt stay with us due to conditions of the property. We contacted Vacasa the rental management company and decided to leave the property and stay with friends as the windows were broken and shattered and the master bed was broken, no wifi, no functional washer and the list goes on. I expect a full refund from VRBO....I am a frequent client of VRBO and this was not acceptable. Please advise how to go about obtaining a full refund or I will...
Spacious Dog-Friendly Home with Renovated Kitchen and Bathrooms
2 Bedroom Apt. in Ocean Bay Park, walk to beach and entertainment
8.6 out of 10, Excellent, (21)
"We had a great time the property looked like the picture minor hiccups"
2 Bedroom Apt. in Ocean Bay Park, walk to beach and entertainment
Private 1 bedroom apt in a quiet neighborhood, close to all!
9.4 out of 10, Exceptional, (11)
"Thank you very much for being so accommodating with our stay! It was very clean, had all the essentials plus extra and we really liked how we had our own private patio. Will definitely be staying again in the future!"
The price is NZ$395
includes taxes & fees
11 Jun - 12 Jun
Private 1 bedroom apt in a quiet neighborhood, close to all!
Charming Cape Close to the Ocean
5.2 out of 10, (5)
"Great area and good rental"
Charming Cape Close to the Ocean
20 Minutes from the Hamptons! Quiet 4 bedroom getaway with pool.
8.6 out of 10, Excellent, (8)
"The property was clean and large and the outdoor space made for a fun gathering place, especially for the children in our group. It would have been nice to have dedicated spaces to hang towels and clothes, especially as we had so many people staying. The hosts were friendly and accommodating and we would stay again."
20 Minutes from the Hamptons! Quiet 4 bedroom getaway with pool.
Beautiful 3 BR Full House w/ King Bed on Dead End- 5 min from town!
9.8 out of 10, Exceptional, (11)
"Great location to visit family on the South Shore. Easy access to town/restaurants. Very responsive host! We’ll be back."
Beautiful 3 BR Full House w/ King Bed on Dead End- 5 min from town!
Harbor Water Views: Embrace the Tranquil Tide at this Oasis escape!
9.8 out of 10, Exceptional, (32)
"The house was perfect for our weekend stay. Very clean and comfortable plus a great location! Our host Derek was incredibly kind and responsive. We will be back!!"
Harbor Water Views: Embrace the Tranquil Tide at this Oasis escape!
3 Story Beach Waterview, 3 KING bed, golf putting green!
10.0 out of 10, Exceptional, (8)
"My family and I, rented this beautiful BNB to stay in while in town for my Grandmothers 90th Birthday. The home was exactly as pictured on the site, it was by far the cleanest and best taken care property that we have rented through VRBO! We were beyond impressed by the Host Eddie and his home! We willlllll be back!"
The price is NZ$899
includes taxes & fees
3 Jun - 4 Jun
3 Story Beach Waterview, 3 KING bed, golf putting green!
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See all available properties in Cherry Grove
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.

Other types of properties in Cherry Grove you may be interested in

Grove Hotel
2.0 star property
8.8 out of 10, Excellent, (115)
"Nice clean rooms , friendly frond desk , near the beach . Always a good experience "
The price is NZ$241
includes taxes & fees
2 Jun - 3 Jun
Grove Hotel
Hyatt Regency Long Island
3.5 star property
8.0 out of 10, Very good, (1006)
"Nice clean property. Comfy bed. "
The price is NZ$334
includes taxes & fees
2 Jun - 3 Jun
Hyatt Regency Long Island
Radisson Hotel Hauppauge-Long Island
3.5 star property
6.0 out of 10, (1005)
"Should have a free breakfast for the price they charged. "
The price is NZ$233
includes taxes & fees
25 Jun - 26 Jun
Radisson Hotel Hauppauge-Long Island
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.

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Cherry Grove holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Cherry Grove. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Cherry Grove. Seeing all the best attractions is bound to make you fall in love with Cherry Grove. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Cherry Grove short-term rentals, that won’t be hard to do.

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.

How many holiday rentals will I find in Cherry Grove?

Expedia has 6 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 Ocean Beach. In the wider area, you’ll find Cherry Grove Community House and Theatre and Heckscher State Park.

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.

Recent reviews of Cherry Grove properties
Expedia verified reviews