Cherry Grove holiday rentals

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
Bathroom
Dining
Exceptional
(54 reviews)

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

Ocean Beach

8% off
AU$9,313
for 7 nights, 1 home
AU$1,330 per night
includes taxes & fees
Last Minute Deal 7-6 7-12 Ocean Beach FI House Perfect distance to beach & town
Property grounds
Interior
Private kitchen
Dining
Exceptional
(15 reviews)

The President Mansion Luxurious Family Retreat - 1.5 Miles to Beach

Bay Shore

8% off
AU$24,882
for 7 nights, 1 home
AU$3,555 per night
includes taxes & fees
The President Mansion Luxurious Family Retreat - 1.5 Miles to Beach
Game room
Bay facing side of house
Custom kitchen
Pool
Exceptional
(17 reviews)

Waterfront house next to Bellport golf course

Patchogue

8% off
AU$8,112
for 7 nights, 1 home
AU$1,159 per night
includes taxes & fees
Waterfront house next to Bellport golf course
Room
Living area
Property grounds
Dining
Very good
(21 reviews)

Fair Harbor Living - Barefoot Beach Getaway

Bay Shore

8% off
AU$8,254
for 7 nights, 1 home
AU$1,179 per night
includes taxes & fees
Fair Harbor Living - Barefoot Beach Getaway
Living area
Private kitchen
Private kitchen
Property grounds
Exceptional
(24 reviews)

Beach Cottage on Fire Island

Ocean Beach

8% off
AU$11,600
for 7 nights, 1 cottage
AU$1,657 per night
includes taxes & fees
Beach Cottage on Fire Island
Outdoor spa tub
Living area
Pool
Dining
Exceptional
(7 reviews)

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

Sayville

8% off
AU$13,344
for 7 nights, 1 home
AU$1,906 per night
includes taxes & fees
Beautiful Fire Island Pines Beach House—Pool, Hot Tub, Rooftop, Garden & More!
Private kitchen
Terrace/patio
Terrace/patio
Room
Exceptional
(19 reviews)

Charming Beach Cottage Steps from beach with delightful ocean views

Sayville

8% off
AU$13,586
for 7 nights, 1 home
AU$1,941 per night
includes taxes & fees
Charming Beach Cottage Steps from beach with delightful ocean views
Private kitchen
Living area
Dining
Interior
Exceptional
(20 reviews)

4 Bedroom Home Steps from the Ocean

Bay Shore

8% off
AU$13,050
for 7 nights, 1 home
AU$1,864 per night
includes taxes & fees
4 Bedroom Home Steps from the Ocean
Dining
Pool
Living area
Private kitchen
Exceptional
(38 reviews)

Beautiful Beach House with Large Swimming Pool in Ocean Beach

Ocean Beach

7% off
AU$9,821
for 7 nights, 1 home
AU$1,403 per night
includes taxes & fees
Beautiful Beach House with Large Swimming Pool in Ocean Beach
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Why visit Cherry Grove

  • Scenic Beaches: Enjoy the inviting sandy shores and refreshing sea breezes that define Cherry Grove’s natural charm.
  • Outdoor Adventures: Engage in water activities and scenic coastal walks amidst the village's picturesque setting.
  • Cultural Vibe: Immerse in the vibrant local arts scene and community events that reflect the area's unique spirit.
  • Family-Friendly Atmosphere: Experience a welcoming retreat with a range of activities suitable for all ages.
  • Serene Natural Retreat: Relish the peaceful environment and stunning landscapes perfect for a rejuvenating holiday.

Popular types of accommodation in Cherry Grove

Cherry Grove, New York, is a charming seaside community known for its stunning beaches and vibrant arts scene. Visitors can explore picturesque coastal paths, enjoy water activities, or relax at local cafés. The town is also famous for its welcoming atmosphere and lively events throughout the year. If you’re seeking a delightful getaway, Cherry Grove offers an array of holiday rentals, including private holiday homes, apartments, and cosy cottages to suit every traveller’s needs.

  • Private Holiday Homes: Enjoy the quintessential retreat in secluded, unique residences that capture the charm of Cherry Grove.
  • Apartments: Experience comfort and convenience in cosy, modern flats ideal for exploring the local scene.
  • Cottages: Delight in the rustic allure of quaint, characterful cottages set amidst picturesque surroundings.
  • Condos: Revel in stylish, contemporary condominiums that offer a blend of luxury and practicality.
  • Villas: Indulge in spacious, elegant villas that provide a serene escape in a vibrant locale.**

Top attractions near Cherry Grove

Cherry Grove, New York offers a delightful blend of outdoor and cultural experiences. Visitors can enjoy its inviting beach, explore the nearby nationalStatePark, and immerse themselves in the local arts centre. Perfect for family holidays, the area provides a serene backdrop for those seeking a mix of beach fun, outdoor pursuits, and a taste of local culture. Its scenic environment promises a memorable retreat for all travellers.

  • Ocean Beach: This nearby beach, located 6km from Cherry Grove, offers a relaxed atmosphere with quintessential beach vibes ideal for seaside strolls and sunbathing.
  • Fire Island Lighthouse: Situated 11km away, this historic lighthouse exudes cultural charm, providing a glimpse into maritime heritage and scenic coastal views.
  • Carrington House: A short 966m journey from Cherry Grove, this historic house showcases rich cultural heritage and local history in a quaint setting.

Things to do recommended for couples

For a romantic getaway in Cherry Grove, indulge in a sunset stroll along the picturesque beach, followed by a candlelit dinner at a charming local eatery. Don't miss the opportunity to explore the vibrant art scene, perfect for couples seeking a unique experience together.

Things to do recommended for families

Families visiting Cherry Grove can enjoy the beautiful beaches perfect for sandcastle building and swimming. Take a scenic bike ride along the picturesque boardwalk or explore the vibrant local shops and eateries, offering delightful treats for all ages.

Things to do recommended for groups

Groups visiting Cherry Grove can enjoy a delightful beach day on the sandy shores, partake in a scenic bike ride along the coastline, and immerse themselves in local art at the Cherry Grove Community House, all while savouring the vibrant atmosphere of this charming seaside village.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

What do I need to keep in mind when booking a vacation in Cherry Grove

Ensure you select the appropriate filters when booking, whether you're travelling with a group, family, pets or planning an extended stay. Here are some helpful Stayz booking tips.

  • Traveling to Cherry Grove with a group: Think about how many bedrooms you'll require, as well as amenities like a fully equipped kitchen or outdoor areas for group gatherings. Luckily, you can easily filter for all these options, and many more, on Stayz.
  • Traveling to Cherry Grove with young kids: Travelling with young children can be quite demanding. It's important to prioritise their comfort and safety, along with suitable facilities, like a private swimming pool. Additionally, it’s wise to think about your closeness to family-friendly attractions.
  • Taking your pets with you to Cherry Grove: For many families, a holiday wouldn’t be the same without their furry companions. If this resonates with you, explore Stayz properties that welcome pets. Most of these pet-friendly accommodations offer feeding bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Cherry Grove: If you’re seeking holiday rentals with discounts for stays of a month or more, you’ve come to the right place. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don’t forget to include features such as a parking space, a well-equipped kitchen, or a private pool in your search as well.

Where to stay near Cherry Grove

Cherry Grove, New York, is a delightful village on Fire Island, perfect for outdoor enthusiasts and family holidays. Visitors can enjoy stunning beaches, serene nature walks, and a welcoming community atmosphere. The village offers a range of recreational activities suitable for all ages, making it an ideal spot for a weekly getaway. Immerse yourself in the unique charm of Cherry Grove, where friendly locals and beautiful scenery create unforgettable experiences.

  • Long Island: Located approximately 14km from Cherry Grove, Long Island is renowned for its diverse experiences, catering to families, city enthusiasts, and outdoor lovers alike. Visitors can explore vibrant shopping areas and educational institutions, making it an ideal spot for a day trip. The island boasts beautiful beaches and lively tourist precincts, perfect for relaxation or leisure activities. With its charming squares and local landmarks, Long Island offers a blend of natural beauty and urban convenience, making it a must-visit destination.
  • Fire Island: Just 5km from Cherry Grove, Fire Island is a serene getaway celebrated for its picturesque beaches and romantic atmosphere. Ideal for outdoor lovers, visitors can stroll along the scenic boardwalks and discover quaint shopping areas. The island is dotted with recreational spaces, perfect for a family outing or a quiet day by the lake. With its stunning beaches and inviting family beach areas, Fire Island is a haven for those seeking both adventure and relaxation in a tranquil setting.
  • Ocean Beach: Situated 6km from Cherry Grove, Ocean Beach is a vibrant city that captures the essence of a beachside retreat. Families flock here for its delightful outdoor experiences, including its sprawling golf course and bustling boardwalk. The local shopping area offers a variety of quaint boutiques and eateries. With easy access to pristine beaches and family-friendly lake areas, Ocean Beach is perfect for those looking to enjoy sun-soaked days and memorable moments by the sea.

Best time to go to Cherry Grove

If you're planning a trip to Cherry Grove, it's a good idea to check both the weather and property rates. The warmest month is July. Peak season runs in April and June to July, while off-peak times, like October to December tend to have fewer bookings and better deals.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January34.7°F (1.5°C)Light RainMostly SunnyAverageModerately Low
February35.4°F (1.9°C)Light RainMostly SunnyAverageModerately Low
March40.5°F (4.7°C)Light RainMostly SunnyAverageModerately Low
April49.3°F (9.6°C)Light RainMostly SunnyHighAverage
May58.5°F (14.7°C)Light RainMostly SunnyAverageAverage
June67.6°F (19.8°C)Light RainMostly SunnyHighModerately High
July75.4°F (24.1°C)Light RainMostly SunnyHighModerately High
August75.0°F (23.9°C)Light RainMostly SunnyAverageModerately High
September69.3°F (20.7°C)Light RainMostly SunnyAverageAverage
October59.9°F (15.5°C)Light RainMostly SunnyLowAverage
November49.1°F (9.5°C)Light RainMostly SunnyLowAverage
December41.4°F (5.2°C)Light RainMostly SunnyLowAverage

Booking with Stayz is simple

Are you aiming to save on your upcoming journey? Being flexible with your travel dates can be beneficial, as prices often fluctuate. Additionally, you can achieve considerable savings by opting for a longer stay. To discover a Stayz property that aligns with your budget, make use of our filters to sort by price, location, and type of holiday rental.

Stayz Trips: Effortless planning

Stayz’s innovative Trip Board offers you a dedicated space to initiate new journeys, pick up where you left off, or review and organise your plans. Any properties you have previously saved or booked are now conveniently categorised as Potential, Upcoming, or Current Trips. To begin using Trip Boards, please visit: https://www.stayz.com.au/trips

**Based on Vrbo properties bookings.

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 Stayz?
Stayz 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?
Stayz 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 Stayz, 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 Stayz?
To find Cherry Grove holiday rentals with free cancellation, just use Stayz'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, Stayz 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 Stayz?
Stayz'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 Stayz 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. Stayz offers something for every taste and budget, from affordable homes in Cherry Grove to more spacious homes.
What can I expect from Stayz customer service and StayzCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, StayzCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, StayzCare™ customer service is available 24/7 to support you every step of the way. Stayz 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 StayzCare™ and how does it work?
Stayz's mission is to help guests relax, reconnect, and enjoy precious time together. With StayzCare™, 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 Stayz as a host?
Joining Stayz 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, Stayz 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 Stayz 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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