Cherry Grove holiday homes

We found 376 holiday rentals — enter your dates for availability
Discover a selection of 8 homes and other holiday rentals in Cherry Grove that are perfect for your trip. Holiday rentals provide the best amenities for your stay with friends, family or just your pet, such as parking and a washer and dryer. You'll be sure to find a property to rent that has what everyone needs, including options that are accessible or non-smoking.

Holiday rentals with weekly discounts – Cherry Grove

Showing deals for:18 Dec - 25 Dec

Exterior
Living area
Room
Dining
Exceptional
(54 reviews)

Last Minute Deal 7-6 7-12 Ocean Beach FI House Perfect distance to beach & town

Ocean Beach

7% off
NZ$12,090
for 7 nights, 1 home
NZ$1,727 per night
includes taxes & fees
Last Minute Deal 7-6 7-12 Ocean Beach FI House Perfect distance to beach & town
Dining
Interior
Property grounds
Private kitchen
Exceptional
(15 reviews)

The President Mansion Luxurious Family Retreat - 1.5 Miles to Beach

Bay Shore

8% off
NZ$31,148
for 7 nights, 1 home
NZ$4,450 per night
includes taxes & fees
The President Mansion Luxurious Family Retreat - 1.5 Miles to Beach
Exterior
Bay facing side of house
Custom kitchen
Pool
Exceptional
(17 reviews)

Waterfront house next to Bellport golf course

Patchogue

8% off
NZ$10,258
for 7 nights, 1 home
NZ$1,465 per night
includes taxes & fees
Waterfront house next to Bellport golf course
Dining
Living area
Property grounds
Room
Very good
(21 reviews)

Fair Harbor Living - Barefoot Beach Getaway

Bay Shore

8% off
NZ$10,308
for 7 nights, 1 home
NZ$1,473 per night
includes taxes & fees
Fair Harbor Living - Barefoot Beach Getaway
Private kitchen
Private kitchen
Room
Property grounds
Exceptional
(24 reviews)

Beach Cottage on Fire Island

Ocean Beach

7% off
NZ$15,274
for 7 nights, 1 cottage
NZ$2,182 per night
includes taxes & fees
Beach Cottage on Fire Island
Pool
Living area
Outdoor spa tub
Property grounds
Exceptional
(7 reviews)

Beautiful Fire Island Pines Beach House—Pool, Hot Tub, Rooftop, Garden & More!

Sayville

8% off
NZ$16,551
for 7 nights, 1 home
NZ$2,364 per night
includes taxes & fees
Beautiful Fire Island Pines Beach House—Pool, Hot Tub, Rooftop, Garden & More!
Terrace/patio
Terrace/patio
Room
Private kitchen
Exceptional
(19 reviews)

Charming Beach Cottage Steps from beach with delightful ocean views

Sayville

8% off
NZ$16,853
for 7 nights, 1 home
NZ$2,408 per night
includes taxes & fees
Charming Beach Cottage Steps from beach with delightful ocean views
Interior
Living area
Private kitchen
Exterior
Exceptional
(20 reviews)

4 Bedroom Home Steps from the Ocean

Bay Shore

7% off
NZ$17,286
for 7 nights, 1 home
NZ$2,469 per night
includes taxes & fees
4 Bedroom Home Steps from the Ocean
we love our new tile work on front steps!
Pool
Dining
Living area
Exceptional
(38 reviews)

Beautiful Beach House with Large Swimming Pool in Ocean Beach

Ocean Beach

7% off
NZ$12,798
for 7 nights, 1 home
NZ$1,828 per night
includes taxes & fees
Beautiful Beach House with Large Swimming Pool in Ocean Beach

  • Peace of mind

    Our Book with Confidence guarantee gives you 24/7 support

  • More quality time

    From booking to staying, the whole process is simple and enjoyable

  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

The waterfront setting of Cherry Grove is ready to explore

The island views and wildlife provide a pleasant backdrop to your holiday home in Cherry Grove. This city has something for everyone. Whether you're planning a family holiday, romantic stay or trip with friends, holiday rentals offer features like full kitchens and laundry facilities for a more convenient stay.

Sightseeing in and around Cherry Grove

Are you hoping to find top things to see and do in the area? Venture out of your cosy holiday rental and check out everything that Cherry Grove has to offer. Here are some of the most popular attractions to explore, all within 30 miles (48.2 km) of the city centre:

  • Stonebridge Golf Links and Country Club (13.5 mi / 21.7 km)
  • Bellport Country Club (9.8 mi / 15.8 km)
  • Bergen Point Golf Course (13.3 mi / 21.4 km)
  • Suffolk County Community College - Michael J. Grant Campus West (13.7 mi / 22 km)
  • Bowl Long Island at Patchogue (7.9 mi / 12.8 km)
  • Boomers! Medford (12.6 mi / 20.3 km)

Exploring the natural features in Cherry Grove

Whether you're an adventurous traveller or just want to take in the scenery, you'll be sure to find the perfect setting for your holiday in Cherry Grove. These are some of the area's most enchanting features, all within 30 miles (48.2 km) of the city centre:

  • Ocean Beach (3.5 mi / 5.6 km)
  • Islip Town Beach (7.3 mi / 11.7 km)
  • Shorefront Park (7.6 mi / 12.2 km)
  • Fire Island National Seashore (7.6 mi / 12.3 km)
  • Robert Moses Beach (10.1 mi / 16.2 km)
  • Lake Ronkonkoma (11.6 mi / 18.7 km)

How to get to and around Cherry Grove

The nearest airport is in Islip, NY (ISP-MacArthur), located 9 mi (14.5 km) from the city centre. If you're unable to find a flight that fits your schedule, you can also fly into Shirley, NY (WSH-Brookhaven Calabro), which is 16.2 mi (26.1 km) away.

Frequently asked questions

What is the best area to stay in Cherry Grove when booking a holiday rental?
When considering a holiday rental in Cherry Grove, New York, the best area to stay in would be near the beachfront. This vibrant neighbourhood is known for its welcoming atmosphere, making it a popular choice for visitors looking for a relaxing getaway. The properties available range from charming cottages to modern beachfront homes, providing a variety of options for different preferences and budgets.One of the top attractions in this area is the stunning Cherry Grove Beach, which offers pristine sands and beautiful ocean views, great for sunbathing, swimming, or simply enjoying a leisurely stroll. Additionally, the lively community is home to a number of delightful restaurants and bars, where you can indulge in local cuisine and enjoy the vibrant nightlife.Another point of interest is the Cherry Grove Community House, a historical venue that hosts various events and performances throughout the season, contributing to the lively cultural scene. Staying in this area not only puts you close to the beach but also immerses you in the friendly and inclusive spirit that Cherry Grove is celebrated for.
When is the best time to visit Cherry Grove for a holiday rental?
The best time to visit Cherry Grove for a holiday rental is during the peak season from June to August, with July being the most popular month. This vibrant period attracts those seeking sun-soaked days and the lively option of the beach. With warm temperatures typically ranging from 20 to 30 degrees Celsius, it's great for enjoying outdoor activities, from lounging on the sandy shores to exploring the charming local shops and restaurants.During these months, you'll find plenty of events and activities tailored to visitors, including art shows, music festivals, and various water sports. The summer evenings are particularly enjoyable, as they often feature open-air performances and social gatherings, creating a wonderful sense of community.For those looking for a more budget-friendly option, consider visiting in November when the crowds have thinned. While the weather is cooler, ranging from 5 to 15 degrees Celsius, this month offers a peaceful retreat, allowing you to enjoy the stunning coastal scenery without the hustle and bustle of the peak season.
What are the top attractions in Cherry Grove?
In Cherry Grove, visitors can enjoy a unique blend of natural beauty and vibrant community life. The picturesque Cherry Grove Beach is a major attraction, offering pristine sands and a relaxed atmosphere, superb for sunbathing and swimming. The iconic Fire Island National Seashore is nearby, providing opportunities for hiking and exploring diverse ecosystems, including coastal forests and wetlands.The community is also known for its lively arts scene, with various events and performances throughout the summer that celebrate local talent. Additionally, visitors can explore the charming boardwalk which features quaint shops, restaurants, and bars, making it a great spot for socialising and enjoying local cuisine.
Are all fees included in the Cherry Grove holiday homes prices shown on Bookabach?
Bookabach provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
Are there any Cherry Grove holiday homes with parking?
Bookabach offers a wide selection of holiday homes in Cherry Grove with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Are there any discounts for Cherry Grove holiday homes?
You can find great discounts on holiday homes in Cherry Grove on Bookabach, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for last-minute bookings, and early-bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Can I change or cancel my Cherry Grove holiday home booking on Bookabach?
To find Cherry Grove holiday rentals with free cancellation, just use Bookabach's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Whether you're adjusting your plans or looking for flexible payment options, Bookabach makes it easy to book with confidence.
Can I find long-stay holiday homes in Cherry Grove?
A long-stay holiday home in Cherry Grove is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Bookabach?
Bookabach's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favourites, and build the perfect itinerary together.
How early should I book a Cherry Grove holiday home?
Book your Cherry Grove holiday home at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price. *Based on analysis of Bookabach booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Cherry Grove?
Prices for holiday homes in Cherry Grove vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're travelling solo, as a couple, with family, or in a group. Bookabach offers something for every taste and budget, from affordable homes in Cherry Grove to more spacious homes.
What can I expect from Bookabach customer service and Bookabach Care™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, Bookabach Care™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Bookabach customer service is available 24/7 to support you every step of the way. Bookabach also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
What is Bookabach Care™ and how does it work?
Bookabach's mission is to help guests relax, reconnect, and enjoy precious time together. With Bookabach Care™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable. If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
Why should I join Bookabach as a host?
Joining Bookabach as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Bookabach makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Bookabach handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.

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