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House Rentals in Cherry Grove

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$100 - $199
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Rating
Outstanding: 4.5+
Very Good: 4+
Good: 3.5+

Experience Relaxing Seaside Life with a Cherry Grove Vacation Home

The hamlet of Cherry Grove, in the Town of Brookhaven on New York's Fire Island, is a paradise for anyone looking for a carefree seaside vacation. One of the best things about this artsy, diverse village is that there are no cars; visitors can only access the best destinations on foot. Vacationers are free to enjoy welcoming restaurants, historic landmarks, and contemporary beach rentals with stunning views of the sea.

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Save up to 63%

Best Vacation Home Deals in Cherry Grove

Apartment Cherry Grove
May 18 - May 25
-63%
$579
$213 per night
Apartment ∙ 4 guests ∙ 1 bedroom
5.0
"Excellent" (8 ratings)
Cherry Grove, Fire Island, New York, United States
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House Cherry Grove
Nov 18 - Nov 25
-50%
$1,080
$543 per night
House ∙ 4 guests ∙ 2 bedrooms
5.0
"Excellent" (19 ratings)
Cherry Grove, Fire Island, New York, United States
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Apartment Cherry Grove
May 18 - May 25
-58%
$1,663
$690 per night
Apartment ∙ 11 guests ∙ 4 bedrooms
Cherry Grove, Fire Island, New York, United States
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Compare and find the perfect accommodation for as little as $196 per night by searching among the 30 options being offered in Cherry Grove. HomeToGo directly highlights the best offers by comparing all of the available vacation homes in Cherry Grove from 5 different providers.

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Top-Rated Rentals and Accommodations in Cherry Grove

House Cherry Grove
Dec 6 - Dec 13
-23%
$1,950
$1,500 per night
House ∙ 8 guests ∙ 4 bedrooms
4.8
"Excellent" (28 ratings)
Cherry Grove, Fire Island, New York, United States
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House Cherry Grove
Dec 24 - Dec 31
$1,800 per night
House ∙ 6 guests ∙ 3 bedrooms
4.9
"Excellent" (14 ratings)
Cherry Grove, Fire Island, New York, United States
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House Cherry Grove
Dec 24 - Dec 31
-17%
$1,568
$1,295 per night
House ∙ 6 guests ∙ 2 bedrooms
5.0
"Excellent" (2 ratings)
Cherry Grove, Fire Island, New York, United States
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Recommended Vacation Rentals in Cherry Grove

Find your perfect vacation rental in Cherry Grove: from $197 per night

House Cherry Grove
Nov 11 - Nov 18
-32%
$1,615
$1,100 per night
House ∙ 8 guests ∙ 4 bedrooms
Cherry Grove, Fire Island, New York, United States
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House Cherry Grove
Dec 6 - Dec 13
-31%
$725
$500 per night
House ∙ 4 guests ∙ 2 bedrooms
4.5
"Outstanding" (4 ratings)
Cherry Grove, Fire Island, New York, United States
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House Cherry Grove
May 20 - May 27
-60%
$1,695
$676 per night
House ∙ 8 guests ∙ 4 bedrooms
Cherry Grove, Fire Island, New York, United States
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House Cherry Grove
Feb 25 - Mar 4
-29%
$1,375
$975 per night
House ∙ 6 guests ∙ 4 bedrooms
4.7
"Outstanding" (13 ratings)
Cherry Grove, Fire Island, New York, United States
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House Cherry Grove
Dec 24 - Dec 31
-17%
$1,568
$1,295 per night
House ∙ 6 guests ∙ 2 bedrooms
5.0
"Excellent" (2 ratings)
Cherry Grove, Fire Island, New York, United States
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House Cherry Grove
Jan 14 - Jan 21
$1,229 per night
House ∙ 4 guests ∙ 3 bedrooms
3.9
"Good" (7 ratings)
Cherry Grove, Fire Island, New York, United States
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House Cherry Grove
Dec 6 - Dec 13
-23%
$1,950
$1,500 per night
House ∙ 8 guests ∙ 4 bedrooms
4.8
"Excellent" (28 ratings)
Cherry Grove, Fire Island, New York, United States
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House Cherry Grove
Dec 3 - Dec 10
$1,800 per night
House ∙ 6 guests ∙ 3 bedrooms
4.9
"Excellent" (14 ratings)
Cherry Grove, Fire Island, New York, United States
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Apartment Cherry Grove
May 27 - Jun 3
$475 per night
Apartment ∙ 4 guests ∙ 2 bedrooms
3.7
"Good" (6 ratings)
Cherry Grove, Fire Island, New York, United States
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Find Fantastic yet Inexpensive Offers

Budget-friendly Vacation Rentals in Cherry Grove

House Cherry Grove
Dec 6 - Dec 13
-31%
$725
$500 per night
House ∙ 4 guests ∙ 2 bedrooms
4.5
"Outstanding" (4 ratings)
Cherry Grove, Fire Island, New York, United States
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House Cherry Grove
Dec 24 - Dec 31
-49%
$1,911
$975 per night
House ∙ 6 guests ∙ 4 bedrooms
4.7
"Outstanding" (13 ratings)
Cherry Grove, Fire Island, New York, United States
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House Cherry Grove
Nov 11 - Nov 18
-32%
$1,615
$1,100 per night
House ∙ 8 guests ∙ 4 bedrooms
Cherry Grove, Fire Island, New York, United States
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Vacation Houses With Pools

Make a splash on your next vacation! Over 59% of in Cherry Grove vacation rentals have a swimming pool.

House Pool Cherry Grove
May 20 - May 27
$1,383 per night
House ∙ 6 guests ∙ 3 bedrooms
5.0
"Excellent" (19 ratings)
Cherry Grove, Fire Island, New York, United States
Pool
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House Pool Cherry Grove
Dec 24 - Dec 31
-47%
$1,753
$925 per night
House ∙ 6 guests ∙ 3 bedrooms
5.0
"Excellent" (3 ratings)
Cherry Grove, Fire Island, New York, United States
Pool
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House Pool Cherry Grove
Jun 11 - Jun 18
$2,572 per night
House ∙ 6 guests ∙ 3 bedrooms
Cherry Grove, Fire Island, New York, United States
Pool
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Dog-Friendly Vacation Rentals

Bring Fido on your next trip and book a stay in one of these pet-friendly rentals in Cherry Grove!

House Pet-friendly Cherry Grove
Mar 4 - Mar 11
-55%
$1,338
$600 per night
House ∙ 6 guests ∙ 3 bedrooms
5.0
"Excellent" (25 ratings)
Cherry Grove, Fire Island, New York, United States
Pet-friendly
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Apartment Pet-friendly Cherry Grove
May 18 - May 25
-59%
$1,214
$497 per night
Apartment ∙ 7 guests ∙ 3 bedrooms
5.0
"Excellent" (3 ratings)
Cherry Grove, Fire Island, New York, United States
Pet-friendly
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House Pet-friendly Cherry Grove
Nov 18 - Nov 25
-53%
$1,080
$510 per night
House ∙ 6 guests ∙ 3 bedrooms
Cherry Grove, Fire Island, New York, United States
Pet-friendly
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Best vacation rentals with a balcony

Looking for a home with a balcony? Check out these vacation homes in Cherry Grove with their own private patios and balconies.

House Balcony Cherry Grove
Jun 11 - Jun 18
$1,600 per night
House ∙ 14 guests ∙ 6 bedrooms
5.0
"Excellent" (6 ratings)
Cherry Grove, Fire Island, New York, United States
Balcony
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House Balcony Cherry Grove
May 18 - May 25
-29%
$2,226
$1,576 per night
House ∙ 8 guests ∙ 4 bedrooms
Cherry Grove, Fire Island, New York, United States
Balcony
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House Balcony Cherry Grove
Dec 3 - Dec 10
-58%
$1,797
$750 per night
House ∙ 14 guests ∙ 3 bedrooms
4.3
"Very good" (8 ratings)
Cherry Grove, Fire Island, New York, United States
Balcony
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Popular Rental Amenities in Cherry Grove

  • Internet (65)
  • No smoking (64)
  • Air conditioning (63)
  • TV (63)
  • Kitchen (58)
  • Microwave (56)
  • Grill (55)
  • Washer (43)
  • Dishwasher (43)
  • Pool (38)
  • No pets (37)
  • Pet allowed (28)

Accommodations can be filtered based on the amenities they offer. Above, you will find the number of rentals that provide a specific amenity in Cherry Grove. Many vacation rentals in Cherry Grove offer "Internet" or "TV," which makes it a wonderful destination if you can't imagine a vacation without internet or you never miss an episode of your favorite show. Not as many vacation rentals in Cherry Grove are available if you plan to go fishing or if you want a rental with a sauna as "Sauna" and "Fishing" are not very popular features in this destination.

7-Day Weather Forecast in Cherry Grove

Wed, 30 Nov
57°
44°

15%

0 h

21 mi/h

Thu, 1 Dec
42°
37°

0%

9 h

15 mi/h

Fri, 2 Dec
50°
37°

0%

9 h

10 mi/h

Sat, 3 Dec
57°
53°

15%

0 h

22 mi/h

Sun, 4 Dec
44°
39°

0%

9 h

7 mi/h

Mon, 5 Dec
55°
48°

15%

1 h

12 mi/h

Tue, 6 Dec
59°
48°

15%

0 h

17 mi/h

Where to find the best food in Cherry Grove?

Great Eats in Cherry Grove

Cherry Grove's culinary scene will appeal to any diner, whether you're on a tasting spree or simply in need of a scrumptious dish to satisfy your hunger. For an all-American dining experience, head out to Top of the Bay. This enchanting spot offers its patrons delicious selections including jumbo lump crab cakes, spinach dip, roasted chicken breast, and braised short ribs.

Floyd's, located along Bayview Walk, wows both residents and travelers with its delightful breakfast dishes. Pick a seat in the outdoor dining area, and enjoy tasty fixings like rosemary potatoes and crispy bacon. There's also options like a sandwich with bacon and Swiss cheese, or a challah French toast.

What are the best activities for families in Cherry Grove?

Quality Time Outdoors

Cherry Grove's local beaches and parks offer fun for the family. Look no further than the Fire Island National Seashore, on the back side of Cherry Grove. This stretch of beach boasts a heavenly sandy beachfront and relatively warm waters in summer. Your kids will enjoy building sandcastles and swimming, and selected playground areas where kids can swing and slide.

Heckscher State Park, just across the bay on Long Island, boasts an abundance of picnic grounds where families can enjoy some time hanging out while spotting birds and whitetail deer. Afterwards, enjoy swimming on its beaches, or in the park's pool. Kids who prefer other activities can enjoy the open field and playground areas for activities like biking, baseball, and soccer.

What are the best nightlife spots in Cherry Grove?

Living it Up

Although it's a small village, Cherry Grove has several lively venues that will get you out of your vacation rental. Cherry's On The Bay is a place to interact with locals and enjoy great dinner and cocktails. Apart from a lineup of weekday shows such as Monday's Dining with the Divas and Tuesday's Bingo with Boudoir, weekends are time to party. On Fridays and Saturdays, dance to great music by DJs Tanco, Susan Levine, Tommy Bruno, and Richard Luchese.

Another fun option is the Island Breeze, yet another popular local hangout, and enjoy great entertainment after dinner. Catch weekly entertainment programs such as Burlesque and TGIFunk. If you're looking to keep the groove going, move your bodies to fun music mixes by DJs Mo Faux and Chauncey. Beyond the action, there's also a great menu of food and drinks.

Where are the unique attractions in Cherry Grove?

Excursions by the Sea

Adventurers can discover some breathtaking attractions in the Cherry Grove area. When the weather permits, visit the Sunken Forest in Sailor's Haven. This holly forest got its name due to the towering dunes that separate it from the beach. When strolling within the trees, you experience the illusion that you're below sea level. A walk through this rare forest brings you close to unique flora and fauna. Capture these moments with a photo or two.

The Fire Island Lighthouse is one of the Great South Bay's most well-known landmarks. Originally constructed in 1826, it served as a navigation beacon until 1974. Today, it's listed on the National Register of Historic Places. Visitors to the lighthouse can learn more about the history of the park, visit the keeper's quarters, and see artifacts dating back to the 19th century.

What are the best events and festivals in Cherry Grove?

Celebrating a Unique History

Cherry Grove has long been known as a vacation destination popular with the LGBT community, and many of its festivals and community events reflect this history. The Performance Festival is a yearly summer event celebrating Fire Island's LGBT residents. It brings together celebrated artists and dancers to nurture community connections and harmony.

Another must-attend event in Cherry Grove is The Invasion, which commemorates the first time Cherry Grove's gay culture "invaded" the more traditional town of Fire Island Pines back in the 1970s. Since then, the event has grown to become New York's largest drag parade. Wearing colorful, eye-catching, and often amusing attire, local participants gather at the docks as onlookers cheer them on.

Frequently Asked Questions

How much does it cost to rent a vacation rental in Cherry Grove?

The average nightly price for vacation rentals in Cherry Grove is $197.

What amenities are most popular for vacation homes in Cherry Grove?

Most travelers search for Internet, TV, and Grill when booking a vacation rental in Cherry Grove.

Are pets allowed in vacation rentals in Cherry Grove?

Yes, there are 28 vacation homes in Cherry Grove that allow pets, with an average price of $1,313 per night.

We list offers from thousands of providers, including:

Booking.com Vacation Rentals in Cherry Grove TripAdvisor Vacation Rentals in Cherry Grove Vrbo Vacation Rentals in Cherry Grove VacationRentals.com Vacation Rentals in Cherry Grove HouseTrip Vacation Rentals in Cherry Grove FlipKey Vacation Rentals in Cherry Grove Homestay.com Vacation Rentals in Cherry Grove Only-apartments Vacation Rentals in Cherry Grove Interhome Vacation Rentals in Cherry Grove Novasol Vacation Rentals in Cherry Grove HomeEscape Vacation Rentals in Cherry Grove

Vacation Destinations Near Cherry Grove

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