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House Rentals in Cherry Grove

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$100 - $199
From $200
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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 41%

Best Vacation Home Deals in Cherry Grove

Apartment Cherry Grove
May 13 - May 20
-31%
$310
$213 per night
Apartment ∙ 4 guests ∙ 1 bedroom
Rental Apartment in Fire Island with Grill
5.0
"Excellent" (8 ratings)
Cherry Grove, Fire Island, New York, United States
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House Cherry Grove
Oct 7 - Oct 14
-30%
$1,689
$1,183 per night
House ∙ 8 guests ∙ 4 bedrooms
Lovely House in Sayville with Grill, Yard & Pool + 360-Degree View
4.9
"Excellent" (21 ratings)
Cherry Grove, Fire Island, New York, United States
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House Cherry Grove
Apr 15 - Apr 22
-41%
$1,670
$985 per night
House ∙ 8 guests ∙ 4 bedrooms
Vacation Home in Fire Island with Real Fireplace + Sweeping Views
Cherry Grove, Fire Island, New York, United States
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Compare and find the perfect accommodation for as little as $205 per night by searching among the 28 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
May 6 - May 13
-66%
$3,858
$1,329 per night
House ∙ 6 guests ∙ 3 bedrooms
Vacation Home in Sayville with Pool & Grill + Spectacular Views
4.9
"Excellent" (14 ratings)
Cherry Grove, Fire Island, New York, United States
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House Cherry Grove
Dec 23 - Dec 30
$1,600 per night
House ∙ 14 guests ∙ 6 bedrooms
Beautiful House in Point O\' Woods with Yard & Grill
5.0
"Excellent" (6 ratings)
Cherry Grove, Fire Island, New York, United States
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House Cherry Grove
Mar 9 - Mar 16
$1,572 per night
House ∙ 6 guests ∙ 2 bedrooms
House in Sayville with Pool
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 $206 per night

House Cherry Grove
Jun 29 - Jul 6
$2,250 per night
House ∙ 8 guests ∙ 3 bedrooms
House in Fire Island Pines with Modern Fireplace
5.0
"Excellent" (4 ratings)
Cherry Grove, Fire Island, New York, United States
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House Cherry Grove
Apr 15 - Apr 22
-17%
$599
$499 per night
House ∙ 4 guests ∙ 2 bedrooms
Pleasant Vacation Home in Cherry Grove with Grill
Cherry Grove, Fire Island, New York, United States
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House Cherry Grove
May 5 - May 12
$1,376 per night
House ∙ 6 guests ∙ 3 bedrooms
Nice Vacation Home in Sayville with Sunny Pool + Magnificent Views + Close to Beach
5.0
"Excellent" (18 ratings)
Cherry Grove, Fire Island, New York, United States
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Apartment Cherry Grove
Sep 23 - Sep 30
-38%
$801
$579 per night
Apartment ∙ 11 guests ∙ 4 bedrooms
Nice Rental Apartment in Fire Island with Grill
Cherry Grove, Fire Island, New York, United States
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House Cherry Grove
Mar 24 - Mar 31
-31%
$725
$500 per night
House ∙ 4 guests ∙ 2 bedrooms
Wonderful House in Cherry Grove with Endless Pool + Beautiful View + Next to Beach
4.5
"Outstanding" (4 ratings)
Cherry Grove, Fire Island, New York, United States
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Apartment Cherry Grove
Sep 16 - Sep 23
-66%
$1,250
$427 per night
Apartment ∙ 7 guests ∙ 3 bedrooms
Lovely Apartment in Fire Island with Grill
5.0
"Excellent" (4 ratings)
Cherry Grove, Fire Island, New York, United States
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Apartment Cherry Grove
Mar 9 - Mar 16
$474 per night
Apartment ∙ 4 guests ∙ 2 bedrooms
Rental Apartment in Ocean Beach with Yard + Beach Nearby
3.7
"Good" (6 ratings)
Cherry Grove, Fire Island, New York, United States
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House Cherry Grove
May 13 - May 20
-58%
$1,992
$838 per night
House ∙ 8 guests ∙ 3 bedrooms
Vacation Home in Sayville with Pool + Pool Views
Cherry Grove, Fire Island, New York, United States
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House Cherry Grove
Sep 23 - Sep 30
$879 per night
House ∙ 6 guests ∙ 2 bedrooms
Vacation Home in Cherry Grove with Grill & Yard
5.0
"Excellent" (2 ratings)
Cherry Grove, Fire Island, New York, United States
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Budget-friendly Vacation Rentals in Cherry Grove

Apartment Cherry Grove
May 13 - May 20
-21%
$268
$213 per night
Apartment ∙ 4 guests ∙ 1 bedroom
Rental Apartment in Fire Island with Grill
5.0
"Excellent" (8 ratings)
Cherry Grove, Fire Island, New York, United States
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House Cherry Grove
Apr 15 - Apr 22
-41%
$1,661
$985 per night
House ∙ 8 guests ∙ 4 bedrooms
Vacation Home in Fire Island with Real Fireplace + Sweeping Views
Cherry Grove, Fire Island, New York, United States
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House Cherry Grove
Oct 7 - Oct 14
-30%
$1,689
$1,177 per night
House ∙ 8 guests ∙ 4 bedrooms
Lovely House in Sayville with Grill, Yard & Pool + 360-Degree View
4.9
"Excellent" (21 ratings)
Cherry Grove, Fire Island, New York, United States
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Vacation Houses With Pools

Make a splash on your next vacation! Over 54% of in Cherry Grove vacation rentals have a swimming pool.

House Pool Cherry Grove
May 5 - May 12
$1,335 per night
House ∙ 6 guests ∙ 3 bedrooms
Nice Vacation Home in Sayville with Sunny Pool + Magnificent Views + Close to Beach
5.0
"Excellent" (18 ratings)
Cherry Grove, Fire Island, New York, United States
Pool
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House Pool Cherry Grove
Jul 20 - Jul 27
$2,250 per night
House ∙ 8 guests ∙ 3 bedrooms
House in Fire Island Pines with Modern Fireplace
5.0
"Excellent" (4 ratings)
Cherry Grove, Fire Island, New York, United States
Pool
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House Pool Cherry Grove
Oct 7 - Oct 14
-22%
$1,523
$1,185 per night
House ∙ 8 guests ∙ 4 bedrooms
Lovely House in Sayville with Grill, Yard & Pool + 360-Degree View
4.9
"Excellent" (21 ratings)
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 25 - Apr 1
-31%
$725
$500 per night
House ∙ 4 guests ∙ 2 bedrooms
Wonderful House in Cherry Grove with Endless Pool + Beautiful View + Next to Beach
4.5
"Outstanding" (4 ratings)
Cherry Grove, Fire Island, New York, United States
Pet-friendly
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Apartment Pet-friendly Cherry Grove
Sep 16 - Sep 23
-43%
$1,007
$579 per night
Apartment ∙ 11 guests ∙ 4 bedrooms
Nice Rental Apartment in Fire Island with Grill
Cherry Grove, Fire Island, New York, United States
Pet-friendly
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House Pet-friendly Cherry Grove
Mar 25 - Apr 1
-50%
$1,207
$600 per night
House ∙ 6 guests ∙ 3 bedrooms
Vacation Home in Cherry Grove with Grill + Close to Beach
5.0
"Excellent" (24 ratings)
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
May 13 - May 20
-30%
$1,400
$985 per night
House ∙ 8 guests ∙ 4 bedrooms
Vacation Home in Fire Island with Real Fireplace + Sweeping Views
Cherry Grove, Fire Island, New York, United States
Balcony
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House Balcony Cherry Grove
Nov 4 - Nov 11
-23%
$1,275
$985 per night
House ∙ 6 guests ∙ 4 bedrooms
Vacation Home in Sayville with Pool, Grill & Yard + Enjoy Views
4.7
"Outstanding" (14 ratings)
Cherry Grove, Fire Island, New York, United States
Balcony
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House Balcony Cherry Grove
Mar 25 - Apr 1
-30%
$2,150
$1,500 per night
House ∙ 8 guests ∙ 4 bedrooms
House in Fire Island Pines with Sun-Drenched Pool
4.8
"Excellent" (29 ratings)
Cherry Grove, Fire Island, New York, United States
Balcony
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Popular Rental Amenities in Cherry Grove

  • Internet (68)
  • Air conditioning (67)
  • No smoking (63)
  • Kitchen (60)
  • TV (59)
  • Microwave (55)
  • Grill (51)
  • No pets (42)
  • Washer (42)
  • Dishwasher (40)
  • Pool (38)
  • Pet allowed (27)

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 "Air conditioning," which makes it a wonderful destination if you can't imagine a vacation without internet or you want to tune out with some TV time. Not as many vacation rentals in Cherry Grove are available if you want a rental with a sauna or if you want a rental with a sauna as "Wheelchair accessible" and "Sauna" are not very popular features in this destination.

7-Day Weather Forecast in Cherry Grove

Fri, 24 Mar
50°
44°

15%

0 h

5 mi/h

Sat, 25 Mar
46°
42°

15%

0 h

13 mi/h

Sun, 26 Mar
53°
46°

0%

10 h

7 mi/h

Mon, 27 Mar
44°
42°

15%

0 h

7 mi/h

Tue, 28 Mar
48°
39°

0%

6 h

8 mi/h

Wed, 29 Mar
48°
39°

0%

10 h

7 mi/h

Thu, 30 Mar
50°
44°

15%

1 h

16 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.

Information about vacation rentals in Cherry Grove

🏡 Vacation rentals 28 properties
💳 Possible discounts up to 50%
🌙 Nightly prices starting at $206
⭐ Popular amenities Internet, Air conditioning and Non-smoking
🐾 Pet friendly accommodations 27 properties
🏊 Vacation rentals with pools 39 properties

Frequently Asked Questions

What is the nightly price for a vacation rental in Cherry Grove?

The nightly price of accommodations in Cherry Grove starts at $206. If you would like to stay in a house rental, the average price is $1,845 per night. A apartment rental Cherry Grove will cost on average $584 per night.

How many vacation homes are available for booking in Cherry Grove?

Currently there are 28 vacation homes from 5 providers in Cherry Grove.

What are the most popular amenities for vacation rentals in Cherry Grove?

The most popular amenities for vacation rentals in Cherry Grove include accommodations that have: Air conditioning, Internet, and Non-smoking.

How many vacation rentals with a pool are there in Cherry Grove?

Browse 39 vacation rentals available to book in Cherry Grove.

Are dogs allowed in vacation rentals in Cherry Grove?

Yes, currently there are 27 vacation homes in Cherry Grove that allow dogs , with an average nightly price of $1,473.

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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