in Cherry Grove Vacation Rentals - HomeToGo base64Hash in Cherry Grove Vacation Rentals - HomeToGo

in Cherry Grove Vacation Rentals

Find 58 available offers from 5 partners
Cherry Grove
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Price per night
Up to $100
$100 - $199
From $200
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Rating
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4+
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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Best Vacation Home Deals in Cherry Grove

Save up to 22%

Boat Cherry Grove
Sep 21 - Sep 28
-22%
$900
$700 per night
Boat ∙ 2 guests ∙ 2 bedrooms
Boat in Fire Island
5.0
Outstanding (2 ratings)
Cherry Grove, Fire Island, New York, United States
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Apartment Cherry Grove
Oct 12 - Oct 19
-17%
$570
$475 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
Nov 2 - Nov 9
-17%
$1,500
$1,250 per night
House ∙ 12 guests ∙ 5 bedrooms
House in Fire Island Pines with Huge Pool
5.0
Outstanding (4 ratings)
Cherry Grove, Fire Island, New York, United States
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Compare and find the perfect accommodation for as little as $171 per night by searching among the 58 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.

Top-Rated Rentals and Accommodations in Cherry Grove

Book Vacation Rental Offers with the Highest User Rating

House Cherry Grove
Aug 4 - Aug 11
$1,568 per night
House ∙ 6 guests ∙ 2 bedrooms
House in Sayville with Pool
5.0
Outstanding (2 ratings)
Cherry Grove, Fire Island, New York, United States
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House Cherry Grove
Sep 21 - Sep 28
$1,335 per night
House ∙ 6 guests ∙ 3 bedrooms
Nice Vacation Home in Sayville with Sunny Pool + Magnificent Views + Close to Beach
5.0
Outstanding (20 ratings)
Cherry Grove, Fire Island, New York, United States
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House Cherry Grove
Nov 2 - Nov 9
$2,250 per night
House ∙ 8 guests ∙ 3 bedrooms
House in Fire Island Pines with Modern Fireplace
5.0
Outstanding (4 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 $171 per night

House Cherry Grove
Sep 30 - Oct 7
$601 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
Aug 4 - Aug 11
$2,500 per night
House ∙ 8 guests ∙ 4 bedrooms
Vacation Home in Sayville with Pool & Grill
Cherry Grove, Fire Island, New York, United States
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House Cherry Grove
Dec 30 - Jan 6
$1,353 per night
House ∙ 6 guests ∙ 3 bedrooms
Vacation Home in Sayville with Beautiful Garden + Great Views
5.0
Outstanding (5 ratings)
Cherry Grove, Fire Island, New York, United States
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House Cherry Grove
Aug 4 - Aug 11
$725 per night
House ∙ 6 guests ∙ 2 bedrooms
Vacation Home in Cherry Grove with Grill
5.0
Outstanding (2 ratings)
Cherry Grove, Fire Island, New York, United States
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House Cherry Grove
Sep 30 - Oct 7
-50%
$1,901
$946 per night
House ∙ 8 guests ∙ 4 bedrooms
Nice Vacation Home in Sayville with Grill, Pool & Yard
Cherry Grove, Fire Island, New York, United States
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House Cherry Grove
Aug 4 - Aug 11
$2,058 per night
House ∙ 6 guests ∙ 3 bedrooms
Modern House in Fire Island Pines with Grill, Yard & Pool + Ocean View
5.0
Outstanding (1 rating)
Cherry Grove, Fire Island, New York, United States
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House Cherry Grove
Nov 2 - Nov 9
-53%
$1,585
$750 per night
House ∙ 6 guests ∙ 3 bedrooms
Vacation Home in Sayville with Grill + Next to Beach
4.3
Very good (8 ratings)
Cherry Grove, Fire Island, New York, United States
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House Cherry Grove
Dec 30 - Jan 6
-45%
$3,286
$1,804 per night
House ∙ 6 guests ∙ 3 bedrooms
Vacation Home in Sayville with Pool & Grill + Spectacular Views
4.9
Outstanding (16 ratings)
Cherry Grove, Fire Island, New York, United States
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House Cherry Grove
Sep 30 - Oct 7
$1,995 per night
House ∙ 7 guests ∙ 4 bedrooms
Vacation Home in Fire Island Pines with Grill & Pool + Beautiful Views
Cherry Grove, Fire Island, New York, United States
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Budget-friendly Vacation Rentals in Cherry Grove

Find Fantastic yet Inexpensive Offers

House Cherry Grove
Dec 22 - Dec 29
$500 per night
House ∙ 5 guests ∙ 2 bedrooms
Vacation Home in Fire Island with Grill
4.5
Excellent (8 ratings)
Cherry Grove, Fire Island, New York, United States
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House Cherry Grove
Sep 30 - Oct 7
$1,604 per night
House ∙ 14 guests ∙ 6 bedrooms
Beautiful House in Point O\' Woods with Yard & Grill
5.0
Outstanding (6 ratings)
Cherry Grove, Fire Island, New York, United States
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House Cherry Grove
Oct 6 - Oct 13
-59%
$943
$391 per night
House ∙ 10 guests ∙ 3 bedrooms
Lovely Vacation Home in Fire Island with Grill + Next to Beach
5.0
Outstanding (51 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 78% of in Cherry Grove vacation rentals have a swimming pool.

House  Cherry Grove
Mar 30 - Apr 6
-69%
$1,600
$502 per night
House ∙ 12 guests ∙ 6 bedrooms
House in Fire Island with Private Pool
5.0
Outstanding (23 ratings)
Cherry Grove, Fire Island, New York, United States
Pool
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House  Cherry Grove
Sep 30 - Oct 7
-72%
$2,207
$620 per night
House ∙ 10 guests ∙ 5 bedrooms
Family Friendly Vacation Home in Ocean Beach with Private Pool
5.0
Outstanding (29 ratings)
Cherry Grove, Fire Island, New York, United States
Pool
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House  Cherry Grove
Oct 21 - Oct 28
-26%
$1,215
$900 per night
House ∙ 14 guests ∙ 5 bedrooms
Vacation Home in Fire Island with Pool
4.8
Outstanding (4 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!

Apartment  Cherry Grove
Sep 21 - Sep 28
-49%
$448
$230 per night
Apartment ∙ 4 guests ∙ 1 bedroom
Rental Apartment in Fire Island
4.7
Excellent (7 ratings)
Cherry Grove, Fire Island, New York, United States
Pet-friendly
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House  Cherry Grove
Oct 21 - Oct 28
$323 per night
House ∙ 10 guests ∙ 3 bedrooms
Vacation Home in Fire Island with Grill
4.5
Excellent (4 ratings)
Cherry Grove, Fire Island, New York, United States
Pet-friendly
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House  Cherry Grove
Dec 16 - Dec 23
-52%
$839
$405 per night
House ∙ 10 guests ∙ 4 bedrooms
Vacation Home in Ocean Beach with Juliet Balcony + Close to Beach
4.9
Outstanding (41 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  Cherry Grove
Dec 16 - Dec 23
-82%
$1,958
$355 per night
House ∙ 12 guests ∙ 4 bedrooms
House in Ocean Beach with Pool, Yard & Grill + Beach Nearby
5.0
Outstanding (57 ratings)
Cherry Grove, Fire Island, New York, United States
Balcony
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House  Cherry Grove
Mar 23 - Mar 30
$1,114 per night
House ∙ 14 guests ∙ 5 bedrooms
Pleasant Vacation Home in Ocean Beach with Grill
5.0
Outstanding (5 ratings)
Cherry Grove, Fire Island, New York, United States
Balcony
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House  Cherry Grove
Mar 30 - Apr 6
$603 per night
House ∙ 8 guests ∙ 3 bedrooms
Pleasant House in Ocean Beach with Grill & Yard + Next to Beach
4.0
Very good (1 rating)
Cherry Grove, Fire Island, New York, United States
Balcony
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Popular Rental Amenities in Cherry Grove

  • Pet-friendly (16)
  • Pool (44)
  • Air conditioning (55)
  • WiFi (56)
  • TV (46)
  • Kitchen (36)
  • Washing machine (38)
  • Microwave (30)
  • Dishwasher (30)
  • No smoking (39)
  • Grill (32)
  • Fishing (7)

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 "Pets allowed" or "Pool," which makes it a wonderful destination if you bring your pet everywhere or you want a rental with a pool. Not as many vacation rentals in Cherry Grove are available if you want a rental with a fireplace or if you love sweating the stress away in saunas as "Sauna" and "Fireplace" are not very popular features in this destination.

7-Day Weather Forecast in Cherry Grove

Thu, 28 Sep
60°
59°

15%

0 h

18 mi/h

Fri, 29 Sep
66°
57°

15%

5 h

7 mi/h

Sat, 30 Sep
68°
64°

15%

3 h

6 mi/h

Sun, 1 Oct
64°
60°

15%

0 h

13 mi/h

Mon, 2 Oct
66°
60°

15%

10 h

15 mi/h

Tue, 3 Oct
60°
59°

15%

0 h

21 mi/h

Wed, 4 Oct
62°
60°

15%

0 h

25 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 available 58 homes
💳 Possible discounts up to 17%
🌙 Nightly prices starting at $171
⭐ Popular amenities Pets allowed, Pool and Air conditioning
🐾 Pet friendly homes 18 homes
🏊 Vacation rentals with pools 45 homes

Frequently Asked Questions

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

The average accommodation in Cherry Grove is priced at $171 per night. If you are looking for a house rental, the nightly price is $1,948 on average. A apartment rental Cherry Grove will cost $417 per night on average.

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

There are 58 vacation homes from 5 providers in Cherry Grove.

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

If you're looking to book a vacation rental in Cherry Grove, others search for homes with these amenities: Pets allowed, Pool and Air conditioning.

How many vacation homes with a pool are in Cherry Grove?

Browse 45 vacation rentals available to book in Cherry Grove.

Are dogs allowed in vacation homes in Cherry Grove?

Sure, currently there are 18 vacation rentals in Cherry Grove that allow dogs and the average nightly cost is $1,926.

Vacation Destinations Near Cherry Grove

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