Flanders holiday rentals

We found 1,454 holiday rentals — enter your dates for availability
Discover a selection of 18 homes and other holiday rentals in Flanders that are perfect for your trip. Whether you’re travelling with friends, family or just with your pet, holiday homes have the amenities that you expect for your stay, such as air conditioning and Wi-Fi. You'll be sure to find a property to rent that has what everyone needs, including places that are non-smoking or accessible.

Holiday rentals with weekly discounts – Flanders

Showing deals for:18 Dec - 25 Dec

Pool
Exterior
Private kitchen
Pool
Exceptional
(6 reviews)

Newly Built Hamptons House, Pool, Beach Access + Easy Access off Montauk Highway

Hampton Bays

8% off
AU$14,240
for 7 nights, 1 home
AU$2,034 per night
includes taxes & fees
Newly Built Hamptons House, Pool, Beach Access + Easy Access off Montauk Highway
Heated pool with gorgeous water and natural wetland view
Dining table and picnic table
water view
Chef kitchen with breakfast area on 2nd floor
2nd floor deck with additional dining and leisure seating.
Exceptional
(38 reviews)

Luxurious Waterfront Retreat in Southampton: Breathtaking Views, Pool, and More!

Southampton

8% off
AU$15,202
for 7 nights, 1 home
AU$2,172 per night
includes taxes & fees
Luxurious Waterfront Retreat in Southampton: Breathtaking Views, Pool, and More!
Interior
Exterior
Outdoor dining
Interior
Exceptional
(8 reviews)

Beautiful Colonial Mint Condition Summer House Walking Distance to Beach

Jamesport

12% off
AU$6,052
for 7 nights, 1 home
AU$865 per night
includes taxes & fees
Beautiful Colonial Mint Condition Summer House Walking Distance to Beach
Dining
Living area
Living area
Children’s area
Exceptional
(15 reviews)

Beautiful Hamptons Family Escape.

Westhampton

8% off
AU$9,893
for 7 nights, 1 home
AU$1,413 per night
includes taxes & fees
Beautiful Hamptons Family Escape.
Property grounds
Living area
Living area
Private kitchen
Exceptional
(29 reviews)

Incredible Beachfront Home w/ Private Beach!

Mattituck

7% off
AU$5,199
for 7 nights, 1 cottage
AU$743 per night
includes taxes & fees
Incredible Beachfront Home w/ Private Beach!
An elegant dining room (to 10 ppl, joins kitchen +8 and outdoor dining  +10,)
Living area
park-like grounds
Front entrance, park-like grounds
Exceptional
(26 reviews)

Southampton Pickleball Walk to beach. Kayaks on lake Park-like grounds Pool

Southampton

30% off
AU$14,236
for 7 nights, 1 home
AU$2,034 per night
includes taxes & fees
Southampton Pickleball Walk to beach. Kayaks on lake Park-like grounds Pool
Welcome to Vineyard View
Outdoor dining
More vineyard views
Living area
Exceptional
(26 reviews)

Vineyard View, Bike to the Most Beautiful Beach

Mattituck

8% off
AU$9,805
for 7 nights, 1 home
AU$1,401 per night
includes taxes & fees
Vineyard View, Bike to the Most Beautiful Beach
Living area
Exterior
Room
Pool
Exceptional
(39 reviews)

11-Bedroom Mansion with a Seasonal Outdoor Pool open now plus 10.5 bathrooms

Eastport

8% off
AU$21,987
for 7 nights, 1 home
AU$3,141 per night
includes taxes & fees
11-Bedroom Mansion with a Seasonal Outdoor Pool open now plus 10.5 bathrooms
Property grounds
Exterior
Private kitchen
Property grounds
Exceptional
(40 reviews)

Spacious home near Aquarium & heart of wine country Shopping & close to Hamptons

Riverhead

8% off
AU$7,297
for 7 nights, 1 home
AU$1,042 per night
includes taxes & fees
Spacious home near Aquarium & heart of wine country Shopping & close to Hamptons
Interior
.
Private kitchen
Outdoor dining
Exceptional
(82 reviews)

Southampton Estate, Newly Renovated , Excellent For Families! Sleeps 12-14

Hampton Bays

7% off
AU$10,609
for 7 nights, 1 home
AU$1,516 per night
includes taxes & fees
Southampton Estate, Newly Renovated , Excellent For Families! Sleeps 12-14
Interior
Living area
Terrace/patio
Dining
Excellent
(27 reviews)

Relaxing Cottage -- Walk to private Beach!

Calverton

7% off
AU$3,185
for 7 nights, 1 cottage
AU$455 per night
includes taxes & fees
Relaxing Cottage -- Walk to private Beach!
Spacious living room with sliders to the patio pool and backyard
Kitchen is stocked with a selection of pots dishes and utensils
Plenty of comfortable chairs for lounging
This area is perfect for reading and relaxing
Exceptional
(108 reviews)

Hampton’s Haven: Heated Pool, Hot Tub & Gameroom! 2 miles to Rogers Beach

Westhampton Beach

8% off
AU$7,453
for 7 nights, 1 home
AU$1,065 per night
includes taxes & fees
Hampton’s Haven: Heated Pool, Hot Tub & Gameroom! 2 miles to Rogers Beach
Private kitchen
Dining
Living area
Outdoor dining
Exceptional
(18 reviews)

Great Getaway! Exceptional Home. Walking distance to The Christmas Tree Shoppe

Cutchogue

8% off
AU$6,944
for 7 nights, 1 cottage
AU$992 per night
includes taxes & fees
Great Getaway! Exceptional Home. Walking distance to The Christmas Tree Shoppe
Living area
Exterior
Pool, gazebo, fire table
Hot tub open all year
Exceptional
(45 reviews)

Westhampton Beach Town and Country

Westhampton Beach

8% off
AU$11,203
for 7 nights, 1 home
AU$1,600 per night
includes taxes & fees
Westhampton Beach Town and Country
outdoor shower
Dining
living room
Pool
Exceptional
(60 reviews)

Southampton Village Renovated Sun-filled Charming Home, Heated Salt water Pool

Southampton

8% off
AU$19,701
for 7 nights, 1 home
AU$2,814 per night
includes taxes & fees
Southampton Village Renovated Sun-filled Charming Home, Heated Salt water Pool
Stairs to the upstairs living room, kitchen and dining room
Pool
Living room
Terrace/patio
Exceptional
(27 reviews)

Modern Family Retreat with Heated Pool, Playground and Peloton

Hampton Bays

8% off
AU$11,379
for 7 nights, 1 home
AU$1,626 per night
includes taxes & fees
Modern Family Retreat with Heated Pool, Playground and Peloton
Hydrangeas blooming all summer.these are the August bloomers
Featured as one of most beautiful poolsides
Living area on 1st floor with wood burning fireplace
Kitchen walks out to covered porch across length of entire back
Exceptional
(7 reviews)

IN THE ViILLAGE OF SOUTHAMPTON POOL,TENNIS,PICKLEBALL COURTS BEACH CHAIRS&BIKES

Southampton

8% off
AU$25,566
for 7 nights, 1 home
AU$3,652 per night
includes taxes & fees
IN THE ViILLAGE OF SOUTHAMPTON POOL,TENNIS,PICKLEBALL COURTS BEACH CHAIRS&BIKES
Interior
Exterior detail
Private kitchen
Interior
Exceptional
(15 reviews)

Farm and Wine Lovers’ Cottage Near the Hamptons

East Moriches

8% off
AU$5,143
for 7 nights, 1 home
AU$735 per night
includes taxes & fees
Farm and Wine Lovers’ Cottage Near the Hamptons
Exterior
Property grounds
Room
Interior
Exceptional
(17 reviews)

Charming Riverhead home with large outdoor patio & backyard firepit

Riverhead

12% off
AU$4,148
for 7 nights, 1 home
AU$593 per night
includes taxes & fees
Charming Riverhead home with large outdoor patio & backyard firepit
Interior
Dining
75 inch TV w/ Bose Soundbar
Resort inspired backyard with heated pool, outdoor seating, and complete privacy
Exceptional
(17 reviews)

NEW DECK! Private 1 Acre Family Friendly Home - Heated Pool, Home Office & Gym

Westhampton

8% off
AU$9,045
for 7 nights, 1 home
AU$1,292 per night
includes taxes & fees
NEW DECK! Private 1 Acre Family Friendly Home - Heated Pool, Home Office & Gym
Room
Dining
Dining
Living area
Exceptional
(10 reviews)

Southampton Village Charmer - South of Highway

Southampton

8% off
AU$30,443
for 7 nights, 1 home
AU$4,349 per night
includes taxes & fees
Southampton Village Charmer - South of Highway
Bathroom 1- upstairs
Dining
Private kitchen
Den/ play room has a sofa with queen sized pullout sofa
Exceptional
(14 reviews)

Renovated Farmhouse on Vineyard-Heated Pool + mins from Beach + Walk to Harbes!

Riverhead

8% off
AU$8,632
for 7 nights, 1 home
AU$1,233 per night
includes taxes & fees
Renovated Farmhouse on Vineyard-Heated Pool + mins from Beach + Walk to Harbes!
Private kitchen
Pool
Interior
Exterior
Wonderful
(20 reviews)

2-Acre Modern Estate in Southampton. Beach, winery, farm, pool, and hot tub

Riverhead

8% off
AU$6,009
for 7 nights, 1 home
AU$858 per night
includes taxes & fees
2-Acre Modern Estate in Southampton. Beach, winery, farm, pool, and hot tub
Kitchen Fireplace Eat In Kitchen & in the next photo includes new kitchen table
Crushpad of Charming Boutique vineyard nearby-  Rosehill
Living area
Exceptional
(30 reviews)

North Fork Ranch Home in Wine Country with Pool- 2 Beaches 5 Min Walk

Laurel

26% off
AU$3,415
for 7 nights, 1 home
AU$488 per night
includes taxes & fees
North Fork Ranch Home in Wine Country with Pool- 2 Beaches 5 Min Walk
  • Peace of mind

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  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more
  • More for less

    More space, more privacy, more amenities — more value

Explore the beachside setting in Flanders

Enjoy the architecture and other features of Flanders. One of the city's many top draws is its beaches. If you're looking for accommodation options with space to entertain friends and family, HomeAway has plenty of options to choose from. Many rental homes offer full kitchens and laundry facilities, perfect for big groups.

Sightseeing in and around Flanders

Are you searching for top things to see and do in the area? Venture out of your holiday home and check out everything that makes Flanders a fun spot to go on holiday. These are some of the most popular attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • Jamesport Vineyards (3.3 mi / 5.3 km)
  • Safari Adventure (3.4 mi / 5.5 km)
  • Martha Clara Vineyards (5.7 mi / 9.1 km)
  • Splish Splash Water Park (6.1 mi / 9.8 km)
  • Macari Vineyards (6.3 mi / 10.1 km)
  • Shinnecock Hills Golf Course (9.3 mi / 15 km)

Exploring the natural features in Flanders

Whether you're looking for fun outdoor activities or just want to spend some time taking in the scenery, Flanders is a great place to spend some time outside. These are a few of the area's most eye-catching features, all within 30 miles (48.2 km) of the city centre:

  • Meschutt Beach (6.1 mi / 9.9 km)
  • Tiana Beach (7.6 mi / 12.3 km)
  • Ponquogue Beach (7.9 mi / 12.8 km)
  • Shinnecock East County Park (8.7 mi / 14 km)
  • Cooper's Beach (11.4 mi / 18.3 km)
  • Smith Point County Park (13.6 mi / 21.9 km)

Transport options to and around Flanders

Fly into Westhampton, NY (FOK-Francis S. Gabreski), the closest airport, located 4.4 mi (7.1 km) from the city centre. If you can't find a flight that works for your travel itinerary, you could also fly into Shirley, NY (WSH-Brookhaven Calabro), which is 14.3 mi (23.1 km) away.

Frequently asked questions

When is the best time to visit Flanders for a holiday rental?
April marks the beginning of the peak season in Flanders, making it an ideal time for travellers seeking a holiday rental. From March through May, the region comes alive with vibrant spring blooms and pleasant weather, great for outdoor activities and leisurely sightseeing. During this time, you can enjoy mild temperatures, typically ranging from 10 to 20 degrees Celsius, creating a comfortable atmosphere for exploring the beautiful local parks and vineyards.April, in particular, offers a fantastic blend of natural beauty and festive events, including local spring fairs and farmers' markets. This month is particularly popular for those looking to indulge in the area's exceptional culinary offerings and enjoy picturesque walks along the scenic waterways.For those who prefer a quieter experience, visiting in October can be a great option. This month showcases the stunning autumn foliage, providing a beautiful backdrop for outdoor adventures, while also allowing you to explore the charming local communities without the summer crowds.Ultimately, the best time to visit Flanders depends on whether you crave the lively energy of springtime festivities or the tranquil beauty of autumn's colours.
What are the top attractions in Flanders?
In Flanders, New York, visitors can enjoy a range of attractions that highlight the area's natural beauty and local culture. One of the primary draws is the scenic Shinnecock Bay, where travellers can partake in a variety of water activities such as kayaking and fishing. The nearby Meschutt Beach County Park offers a lovely spot for sunbathing and picnicking, with its sandy shores and calm waters being superb for families.For those interested in history and culture, the area has proximity to the charming town of Southampton, known for its historic architecture and boutiques. The Southampton Arts Centre frequently hosts exhibitions and events, making it a great place to immerse oneself in the local art scene.Nature enthusiasts can explore the expansive trails at the nearby Pine Barrens, which provide opportunities for hiking and observing local wildlife.
Are all fees included in the Flanders 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 Flanders holiday homes with parking?
Stayz offers a wide selection of holiday homes in Flanders 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 Flanders holiday homes?
You can find great discounts on holiday homes in Flanders 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 Flanders holiday home booking on Stayz?
To find Flanders 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 Flanders?
A long-stay holiday home in Flanders 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 Flanders holiday home?
Book your Flanders 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 Flanders?
Prices for holiday homes in Flanders 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 Flanders 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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