House Rentals in Cherry Grove - HomeToGo base64Hash

House Rentals in Cherry Grove

Find 28 available offers from 5 partners

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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.

Save up to 41%

Best Vacation Home Deals in 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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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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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

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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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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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

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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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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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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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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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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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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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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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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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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Find Fantastic yet Inexpensive Offers

Budget-friendly Vacation Rentals in 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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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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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.

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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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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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!

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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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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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.

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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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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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.

Waterfront Vacation Rentals in Cherry Grove

Want to find the perfect beach house rental in Cherry Grove?

Try out the 'distance to water' filter while searching and find the perfect waterfront homes for your vacation. There is a range of vacation rentals in Cherry Grove that are located within walking distance from the beach. From dog-friendly rentals by the beach to waterfront cabins with jacuzzis, the ideal accommodation in Cherry Grove awaits - find it now with HomeToGo.

7-Day Weather Forecast in Cherry Grove

Fri, 24 Mar

50°

44°

Sat, 25 Mar

46°

42°

Sun, 26 Mar

53°

46°

Mon, 27 Mar

44°

42°

Tue, 28 Mar

48°

39°

Wed, 29 Mar

48°

39°

Thu, 30 Mar

50°

44°

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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:

House Rentals in Cherry Grove

Choose the perfect vacation rental

Experience Relaxing Seaside Life with a Cherry Grove Vacation Home

Best Vacation Home Deals in Cherry Grove

Top-Rated Rentals and Accommodations in Cherry Grove

Recommended Vacation Rentals in Cherry Grove

Budget-friendly Vacation Rentals in Cherry Grove

Vacation Houses With Pools

Dog-Friendly Vacation Rentals

Best vacation rentals with a balcony

Popular Rental Amenities in Cherry Grove

Waterfront Vacation Rentals in Cherry Grove

Want to find the perfect beach house rental in Cherry Grove?

7-Day Weather Forecast in Cherry Grove

Great Eats in Cherry Grove

Quality Time Outdoors

Living it Up

Excursions by the Sea

Celebrating a Unique History

Information about vacation rentals in Cherry Grove

Frequently Asked Questions

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

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

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

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

Are dogs allowed in vacation rentals in Cherry Grove?

Vacation Destinations Near Cherry Grove