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

Vacation Rentals in Cherry Grove

Find 83 available offers from 12 partners
Cherry Grove
Anytime
Guests
Cherry Grove
Anytime
Guests

Popular Filters to find the Perfect Home Rental in Cherry Grove

2 Adults
1 Bedroom
Pool
House
Pets allowed
4 Adults
Cabin

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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Apartments With Balconies or Patios

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
Apr 21 - Apr 28
$975 per night
House ∙ 8 guests ∙ 4 bedrooms

Vacation Home in Sayville with Pool, Patio & Grill + Enjoy Views

4.8
Outstanding (21 ratings)
Cherry Grove, Fire Island, New York, United States
Balcony/Patio
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House  Cherry Grove
May 15 - May 22
$1,358 per night
House ∙ 6 guests ∙ 3 bedrooms

Vacation Home in Sayville with Pool, Patio & Grill + Ocean Views

4.0
Very good (8 ratings)
Cherry Grove, Fire Island, New York, United States
Balcony/Patio
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House  Cherry Grove
Apr 26 - May 3
-38%
$917
$565 per night
House ∙ 4 guests ∙ 2 bedrooms

Wonderful House in Cherry Grove with Grill & Patio + Beautiful View + Next to Beach

4.7
Excellent (6 ratings)
Cherry Grove, Fire Island, New York, United States
Balcony/Patio
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Vacation rentals and apartments with air conditioning

Keep cool during your trip to Cherry Grove and book a vacation rental with air conditioning.

Apartment  Cherry Grove
May 17 - May 24
-27%
$314
$228 per night
Apartment ∙ 4 guests ∙ 1 bedroom

Rental Apartment in Fire Island with Grill & Patio

5.0
Outstanding (12 ratings)
Cherry Grove, Fire Island, New York, United States
Air conditioning
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House  Cherry Grove
May 11 - May 18
-45%
$895
$495 per night
House ∙ 6 guests ∙ 3 bedrooms

Vacation Home in Cherry Grove with Patio & Grill + Close to Beach

5.0
Outstanding (27 ratings)
Cherry Grove, Fire Island, New York, United States
Air conditioning
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House  Cherry Grove
May 30 - Jun 6
$786 per night
House ∙ 6 guests ∙ 3 bedrooms

Pleasant House in Fire Island with Private Garden

5.0
Outstanding (4 ratings)
Cherry Grove, Fire Island, New York, United States
Air conditioning
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Vacation rentals with Wi-Fi

Stay connected while traveling and book a Cherry Grove accommodation with high-speed internet.

Apartment  Cherry Grove
May 30 - Jun 6
$588 per night
Apartment ∙ 7 guests ∙ 3 bedrooms

Lovely Apartment in Fire Island with Grill & Patio

5.0
Outstanding (6 ratings)
Cherry Grove, Fire Island, New York, United States
Internet
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House  Cherry Grove
Apr 26 - May 3
-47%
$1,499
$799 per night
House ∙ 8 guests ∙ 4 bedrooms

Vacation Home in Sayville with Patio, Yard & Pool

5.0
Outstanding (2 ratings)
Cherry Grove, Fire Island, New York, United States
Internet
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House  Cherry Grove
Sep 14 - Sep 21
$570 per night
House ∙ 4 guests ∙ 2 bedrooms

Pleasant Vacation Home in Cherry Grove with Patio & Grill

Cherry Grove, Fire Island, New York, United States
Internet
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Best Vacation Home Deals in Cherry Grove

Save up to 72%

Accommodation Cherry Grove
May 11 - May 18
-54%
$607
$281 per night
Accommodation ∙ 2 guests ∙ 1 bedroom

Rental in Fire Island Pines with Pool & Patio

4.0
Very good (26 ratings)
Cherry Grove, Fire Island, New York, United States
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Bed and breakfast Cherry Grove
May 12 - May 19
-72%
$744
$211 per night
Bed and breakfast ∙ 2 guests ∙ 1 bedroom

Wonderful Bed & Breakfast in Fire Island Pines with Pool, Yard & Patio

Cherry Grove, Fire Island, New York, United States
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Accommodation Cherry Grove
May 11 - May 18
-63%
$583
$214 per night
Accommodation ∙ 2 guests ∙ 1 bedroom

Rental in Fire Island Pines with Patio & Pool

4.0
Very good (26 ratings)
Cherry Grove, Fire Island, New York, United States
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Compare and find the perfect accommodation for as little as $135 per night by searching among the 83 options being offered in Cherry Grove. HomeToGo directly highlights the best offers by comparing all of the available vacation homes in Cherry Grove from 12 different providers.

Recommended Vacation Rentals in Cherry Grove

Find your perfect vacation rental in Cherry Grove: from $135 per night

Accommodation Cherry Grove
Sep 14 - Sep 21
$400 per night
Accommodation ∙ 2 guests ∙ 1 bedroom

Rental in Fire Island Pines with Pool & Patio

4.0
Very good (26 ratings)
Cherry Grove, Fire Island, New York, United States
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Accommodation Cherry Grove
Sep 14 - Sep 21
$422 per night
Accommodation ∙ 2 guests ∙ 1 bedroom

Pleasant Rental in Fire Island Pines with Patio & Pool

4.0
Very good (26 ratings)
Cherry Grove, Fire Island, New York, United States
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Accommodation Cherry Grove
May 11 - May 18
-64%
$585
$214 per night
Accommodation ∙ 2 guests ∙ 1 bedroom

Rental in Fire Island Pines with Patio & Pool

4.0
Very good (26 ratings)
Cherry Grove, Fire Island, New York, United States
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Accommodation Cherry Grove
May 11 - May 18
-65%
$609
$214 per night
Accommodation ∙ 2 guests ∙ 1 bedroom

Beautiful Rental in Fire Island Pines with Pool & Patio

4.0
Very good (26 ratings)
Cherry Grove, Fire Island, New York, United States
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Accommodation Cherry Grove
May 11 - May 18
-60%
$612
$246 per night
Accommodation ∙ 2 guests ∙ 1 bedroom

Rental in Fire Island Pines with Pool & Patio

4.0
Very good (26 ratings)
Cherry Grove, Fire Island, New York, United States
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House Cherry Grove
May 15 - May 22
$1,511 per night
House ∙ 8 guests ∙ 4 bedrooms

Lovely House in Patchogue with Patio, Grill & Yard + 360-Degree View

5.0
Outstanding (22 ratings)
Cherry Grove, Fire Island, New York, United States
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House Cherry Grove
Sep 14 - Sep 21
$1,095 per night
House ∙ 10 guests ∙ 4 bedrooms

House in Sayville

Cherry Grove, Fire Island, New York, United States
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Accommodation Cherry Grove
Sep 14 - Sep 21
$463 per night
Accommodation ∙ 2 guests ∙ 1 bedroom

Wonderful Rental in Fire Island Pines with Patio & Pool

4.0
Very good (26 ratings)
Cherry Grove, Fire Island, New York, United States
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Accommodation Cherry Grove
Sep 14 - Sep 21
$373 per night
Accommodation ∙ 2 guests ∙ 1 bedroom

Rental in Fire Island Pines with Pool & Patio

4.0
Very good (26 ratings)
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
May 30 - Jun 6
$786 per night
House ∙ 6 guests ∙ 3 bedrooms

Vacation Home in Fire Island with Weekly Pool

Cherry Grove, Fire Island, New York, United States
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House Cherry Grove
Sep 14 - Sep 21
$1,750 per night
House ∙ 8 guests ∙ 4 bedrooms

Whole Vacation Home in Fire Island Pines with Direct Pool

5.0
Outstanding (8 ratings)
Cherry Grove, Fire Island, New York, United States
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House Cherry Grove
Jul 17 - Jul 24
$1,736 per night
House ∙ 6 guests ∙ 3 bedrooms

Vacation Home in Kismet with Oversized Fireplace + Water Views

4.2
Very good (10 ratings)
Cherry Grove, Fire Island, New York, United States
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Top-Rated Rentals and Accommodations in Cherry Grove

Book Vacation Rental Offers with the Highest User Rating

House Cherry Grove
Apr 26 - May 3
-23%
$1,950
$1,500 per night
House ∙ 8 guests ∙ 4 bedrooms

House in Fire Island Pines with Sun-Drenched Pool

4.8
Outstanding (30 ratings)
Cherry Grove, Fire Island, New York, United States
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House Cherry Grove
May 30 - Jun 6
$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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House Cherry Grove
Jul 17 - Jul 24
$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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Popular Rental Amenities in Cherry Grove

  • Pet-friendly (26)
  • Pool (63)
  • Air conditioning (72)
  • WiFi (82)
  • TV (54)
  • Kitchen (46)
  • Washing machine (48)
  • Balcony/patio (53)
  • Microwave (38)
  • Dishwasher (35)
  • No smoking (82)
  • Grill (39)

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 are looking for a pet-friendly rental or you're dreaming of days spent poolside. Not as many vacation rentals in Cherry Grove are available if you like to end your days curled up by the fire or if you want to sweat it out in a sauna as "Sauna" and "Fireplace" are not very popular features in this destination.

7-Day Weather Forecast in Cherry Grove

Fri, 19 Apr
46°
44°

5%

1 h

13 mi/h

Sat, 20 Apr
51°
50°

0%

4 h

9 mi/h

Sun, 21 Apr
51°
50°

0%

2 h

14 mi/h

Mon, 22 Apr
57°
55°

0%

5 h

6 mi/h

Tue, 23 Apr
51°
51°

0%

5 h

9 mi/h

Wed, 24 Apr
53°
51°

15%

0 h

13 mi/h

Thu, 25 Apr
51°
50°

10%

6 h

9 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 83 rentals
💳 Possible discounts up to 73%
🌙 Nightly prices starting at $135
⭐ Popular amenities Pets allowed, Pool and Air conditioning
🐾 Pet friendly homes 25 homes
🏊 Vacation rentals with pools 63 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 $135 per night. If you are looking for a house rental, the nightly price is $1,808 on average. A apartment rental Cherry Grove will cost $564 per night on average.

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

There are 83 vacation homes from 12 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 63 vacation rentals available to book in Cherry Grove.

Are dogs allowed in vacation homes in Cherry Grove?

Sure, currently there are 25 vacation rentals in Cherry Grove that allow dogs and the average nightly cost is $1,408.

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