Cherry Grove Condo & Vacation Rentals

Our Favorite Vacation Rentals in Cherry Grove

  • Fantastic Urban Contemporary Home in Venice
     2br Home/Apartment
    RedAwning
    From
    $687
  • 10 Cayuga
     Country House
    Booking.com
    From
    $283
  • Summer 2019 - steps from the ocean
     4br Home/Apartment
    Flipkey
    From
    $859
  • 11 Cayuga Street
     Country House
    Booking.com
    From
    $301
  • Quaint and Comfortable
     Home/Apartment
    HolidayLettings
    From
    $97
  • 15 Seneca
     Country House
    Booking.com
    From
    $381
  • Updated home w/ great location spacious living & outdoor features!
     4br Home/Apartment
    HolidayLettings
    From
    $459
  • 77 Bay View Walk
     Country House
    Booking.com
    From
    $268

Check prices for these upcoming dates

Cherry Grove Vacation Rentals with a Pool

  • Classic 1960's Fire Island Pines
    Excellent3br Home/Apartment
    Airbnb
    From
    $989
  • Beach bound living
    GoodHome/Apartment
    Airbnb
    From
    $237
  • Backyard Venue w/Pool
     Home/Apartment
    Airbnb
    From
    $1,356
  • Newly Restored Bellport Farmhouse w/ Heated Pool
    Excellent4br Home/Apartment
    Airbnb
    From
    $678

Cherry Grove Vacation Rentals with Wi-Fi

  • Great South Bay Cottage
    ExcellentHome/Apartment
    Airbnb
    From
    $161
  • Catalina House in Ocean Beach
    Excellent4br Home/Apartment
    Airbnb
    From
    $226
  • Exquisite spacious waterfront all modern-sleeps 10
    Excellent3br Home/Apartment
    Airbnb
    From
    $695
  • Surfers' Paradise-Fire Island Living
    Nice3br Home/Apartment
    Airbnb
    From
    $381

Cherry Grove Pet-Friendly Vacation Rentals

  • Newly remodeled home w/ sun deck, outdoor shower, & great location
     4br Home/Apartment
    HolidayLettings
    From
    $501
  • New pool/hot tub in a tranquil outdoor area w/ amazing master suite
     3br Home/Apartment
    HolidayLettings
    From
    $610
  • NEW LISTING! Designer home one minute from beach w/bike use and full kitchen!
     3br Home/Apartment
    HolidayLettings
    From
    $582
  • Large home with ocean views, fireplace & gas grill - dogs ok!
     8br Home/Apartment
    HolidayLettings
    From
    $875

Cherry Grove Travel Guide

Cherry Grove is located on Fire Island in New York state, and is a barrier island separate from the southern side of Long Island. Cherry Grove isa popular summer getaway for many New Yorkers and travelers from across the U.S. As a smaller, less population island, couples and families often choose Fire Island over Long Island for a vacation.

The island is beautiful and its pristine beaches add to the postcard atmosphere, as well as providing an array of water sports to take part in. Fire Island is packed with things to do, sights to see, and new adventures to be had.

Things to Do in Cherry Grove

There are plenty of great things to do in Cherry Grove and on Fire Island as a whole. Visit Robert Moses State Park which llies on a beach and has great amenities like beach volleyball, picnic areas, playgrounds for children, and more. You can also rent out boats and jet skis, go snorkeling and take a boat out on a sailing trip. Fishing is very popular around these parts too -- jump aboard a boat or fishing tour and enjoy the ocean breeze while trying your luck at a big catch.The Fire Island Lighthouse is also a great place to visit, it's open to the public every day and visitors can climb all the steps to check out the stunning view from the top, which looks across nearly the whole island. For something unique, make your way to The Sunken Forest which is an interesting wetland that appears to be above sea level and is one of only five in world.

Ocean Beach, Cherry Grove Beach, Fire Island National Seashore, and Kismet Beach are the most popular beaches on the island, boasting soft sands and lots of space for everyone to comfortably unwind. While here, why not go parasailing? The sights are incredible and it's bound to be an experience you'll never forget. Once you've worked up an appetite, there's a wide choice of restaurants in Cherry Grove, particularly those serving seafood with seafront views.

Best Places to Stay in Cherry Grove

The island is relatively small so most of the towns share the shores and are great to stay in. There's additionally a wide selection of vacation rentals on Fire Island, and Cherry Grove in particular has lots of vacation rental houses for families and large groups, with fully equipped kitchens, pools, hot tubs, and many bedrooms. If you prefer small accommodation with an ocean view bedroom, these are available also. Cherry Grove has some of the best selection of vacation rental properties in the New York and visitors are bound to find their next home away from home here.

Best Time to Visit Cherry Grove

The best time to visit Cherry Grove is in July and August when the weather is warm. 4th of July is a big celebration on the island and the weather certainly helps the festivities begin! The average temperature during summer months is 75 degrees, while from November through to March the weather is chilly and often goes under 40 degrees.

Price and Availability in Cherry Grove

Most expensive
Most availability
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The cheapest day to stay at a vacation rental in Cherry Grove tends to be Tuesday, while the most expensive day tends to be Friday. Vacation homes in Cherry Grove tend to be busiest on Saturdays, while it tends to be much quieter on Tuesdays.
The most expensive month to stay in a vacation rental in Cherry Grove is in November, while the cheapest month is in September. The most popular time to book a vacation rental in Cherry Grove is in the high season in August. Cherry Grove has its low season in November, when less people are visiting and the vacation home occupancy rate drops.

The Weather in Cherry Grove

Rainy days
92 º51
5
77 º32
6
67 º15
8
60 º18
7
58 º2
4
64 º11
6
61 º24
7
72 º26
4
84 º41
4
89 º48
4
95 º54
3
92 º57
6
Sep
Oct
Nov
Dec
Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Rainy days

This climate histogram shows you the weather patterns in Cherry Grove. The hottest month in Cherry Grove is June, when temperatures peak at 95 ˚F. The coolest month is December, when temperatures drop to 2 ˚F. The wettest month in Cherry Grove is February with 8.42 inches of rain, while the driest month is June with 2.98 inches of rain.

What Expert Travelers Think

  • — I love how AllTheRooms shows a map with room price tags straight away when you search, it makes it so quick and easy to choose the right hotel, at the right price in the right location. Perfect for those with busy lifestyles! The AllTheRooms website is so user friendly. WiFi. Brilliant!

    Amanda Alston
    Amanda AlstonAmanda Alston
  • — Site is easy to use; clean, laid out well, good colors and branding, fun logo and title that connects to the purpose of the brand. The blog, vacation destinations, and rental destinations is a great feature and really make the brand stand apart from other sites!

    Laurelle McVicker
    Laurelle McVickerLaurelle McVicker
  • — Like the buttons on the calendar which say today, tomorrow - that will make it easy for booking on the road. Website looks great - clean and easy to understand.

    Samantha Wragg
    Samantha WraggCoco Travels

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