Vacation rentals in Flanders

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Top-rated vacation rentals in Flanders

Guests agree: these stays are highly rated for location, cleanliness, and more.

Guest favorite

Cottage in Riverhead

4.98 out of 5 average rating, 126 reviews

Savor Blazing Ocean Sunsets at a Soothing Beachfront Haven

Newly renovated, The Beach Cottage has been designed and decorated in a modern organic style, with a palette of whites and neutrals to create a serene and peaceful escape. Relax in the airy, light and open living room, which features a wall of glass for indoor/outdoor living with expansive, uninterrupted water views. Enjoy the designer kitchen with all new appliances, as well as a brand new bathroom, updated bedrooms and outdoor shower. This chic 2-bedroom, 1-bathroom home, which can sleep up to 5, has been designed with an eye for detail, style and relaxation. The master bedroom enjoys a queen sized bed that's perfect for 2 adults. The second bedroom can accommodate up to 3 people with a double bed for two people, and a single bed for one person. Only 80-miles from Manhattan, a 90-minute drive and close to the towns of Jamesport, Southold and Greenport, The Beach Cottage is the perfect summer escape. Stay on the property for swimming, paddle boarding, beach walks and BBQs or venture out to enjoy all the North Fork has to offer. Wine tasting at the French run winery Croteaux, lunch at the world class North Fork Table and Inn, shop at the many Organic Farms or explore the charming historic seaport village of Greenport, all short drives from the cottage. Upon request, Pets are allowed, for an extra fee of $200 per stay. Guests have access the entire property, including a private path to the beach. This stylish retreat is nestled on a private Soundfront beach at the end of a 7-acre property. Wine tasting at Croteaux, lunch at world-class North Fork Table and Inn, and the historic seaport village of Greenport are all within a short drive. The closest Jitney stop is Aquebogue or Riverhead. I am an Australian born designer that lives in NYC and has been renovating homes for the past several years. Our Flatiron loft in NYC was featured in Dwell Magazine, I designed the Upper West Side apartment for the founder & CEO of Soul Cycle, and my husband and I recently renovated our family's weekend beach house on the North Fork. I have a passion for turning houses into homes by bringing the clean, breezy and natural aesthetic, inspired by my homeland in Australia.

Mar 26 – Apr 2

R14,103 ZAR per night
Guest favorite

Guest suite in Hampton Bays

4.98 out of 5 average rating, 311 reviews

CHARMING OCEAN BUNGALOW

My ocean Bungalow is super well located in Hampton Bays. You will be 10 minutes away from the center of town where the Hampton Bays train station is. You also have Starbucks, Ride Aid, king Kullen, and great eateries at your fingertips. You will also have another two great supermarkets; Stop&Shop and Wild by Nature natural food store. You will be staying in a room with a feeling of a Junior Suite with approximately 400sq feet, a much larger area than a standard room. It has an attached small full bathroom, a living space that I call “home theater” with a 75” smart TV, a wet Bar with Coffee, Expresso and Tea, your own refrigerator. No heavy cooking is allowed indoors but I will offer a grill outside, for the most gastronomically inclined guests ... there’s no dining area but you are more welcome to use the dining table at the outdoor stone patio. One of the nicest thing about our location is that we are 5 minutes from Ponquogue Beach with excellent near by restaurants such as Oklands, Sundays on the Bay, on Beach Road and Dockers waterside on Dune Road. Meschutt beach is also a great location with live music throughout the summer, not a beach for surfers or adventure swimmers, since it’s on Peconic Bay, but on a plus side, there’s a full outdoor bar for adults, I love their Rum punch, and a full service snack bar, and a gift shop that sells beach gear... etc.

Oct 12 – 19

R5,423 ZAR per night
Guest favorite

Cottage in Riverhead

4.85 out of 5 average rating, 127 reviews

Affordable Wine Country Cozy Cottage

Cozy cottage for relaxation in the beautiful, wooded, secluded historic community in Jamesport, on the North Fork just minutes from the Hamptons, wineries, bay beaches, antique shops, farms, bicycling and shopping. A walkable vacation with 6 wineries, 6 outstanding restaurants and bay beaches. Hampton Jitney bus from Jamesport to Manhattan. The 1 BR cottage includes complete kitchen, laundry, free parking, free swimming, tennis and basketball privileges at the Town Beach and one free wine tour.

Mar 8 – 15

R4,628 ZAR per night

Popular amenities for Flanders vacation rentals

Stay near Flanders's top sights

Indian Island Golf Course16 locals recommend
Hubbard County Park4 locals recommend
Sears Bellows County Park11 locals recommend

Other great vacation rentals in Flanders

Guest favorite

Guesthouse in Westhampton

5.0 out of 5 average rating, 18 reviews

The “Birdy” Guest house

Jun 7 – 14

R6,218 ZAR per night
Superhost

Apartment in Hampton Bays

4.92 out of 5 average rating, 24 reviews

Sunny and Spacious 1BR Apartment

Sep 5 – 12

R6,402 ZAR per night
Guest favorite

Home in Hampton Bays

4.97 out of 5 average rating, 29 reviews

3 bedroom house with heated, salt water pool

Dec 31 – Jan 7

R7,659 ZAR per night
Guest favorite

Home in Riverhead

5.0 out of 5 average rating, 7 reviews

Private Beach access along the Wine Trail

Nov 17 – 24

R6,494 ZAR per night
Guest favorite

Home in East Quogue

5.0 out of 5 average rating, 17 reviews

Hamptons Getaway Home, Sleeps 5

Jul 24 – 31

R10,350 ZAR per night
Guest favorite

Home in Hampton Bays

4.96 out of 5 average rating, 26 reviews

Luxury retreat w/ heated pool, steps to the Beach!

Mar 8 – 15

R14,259 ZAR per night
Guest favorite

Home in Riverhead

4.96 out of 5 average rating, 48 reviews

Stunning Farmhouse W/Heated pool in NoFo by winery

Jan 13 – 20

R15,991 ZAR per night
Guest favorite

Home in Aquebogue

4.92 out of 5 average rating, 13 reviews

Vineyard Views from the Backyard

Jul 19 – 26

R11,325 ZAR per night
Guest favorite

Guest suite in Shirley

4.83 out of 5 average rating, 29 reviews

JD Cozynest

Jan 18 – 25

R2,043 ZAR per night
Guest favorite

Home in Jamesport

5.0 out of 5 average rating, 56 reviews

Walk to Vineyards, Beach, Restaurants • Sleeps 8

Feb 18 – 25

R12,699 ZAR per night
Guest favorite

Home in Mattituck

4.92 out of 5 average rating, 88 reviews

Modern Farmhouse Steps to Beach & Love Lane

Oct 27 – Nov 3

R5,519 ZAR per night
Guest favorite

Cottage in Hampton Bays

4.94 out of 5 average rating, 35 reviews

Hamptons Cottage.

Apr 19 – 26

R4,677 ZAR per night

Quick stats about vacation rentals in Flanders

Total rentals

50 properties

Rentals with a pool

30 properties have a pool

Pet-friendly rentals

20 properties allow pets

Family-friendly rentals

40 properties are a good fit for families

Total number of reviews

1.8K reviews

Nightly prices starting at

R1,136 ZAR before taxes and fees

Frequently Asked Questions

  • Are there vacation rentals with a dedicated workspace in Flanders?

    Yes! Work meets play with ease at over 30 vacation rentals in Flanders featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Do house rentals in Flanders have a kitchen?

    Absolutely! We offer over 30 house rentals with a kitchen in Flanders. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Flanders have air conditioning?

    Absolutely! We offer over 40 house rentals with air conditioning in Flanders. Enjoy a tailored experience with all the comforts you desire.

  • What are the most popular amenities for House Rentals in Flanders?

    Enhance your stay in our House Rentals with the most popular amenities: over 40 homes with air conditioning, over 40 homes with free parking, over 30 homes with a kitchen, over 40 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.

  • Are there pet-friendly vacation rentals in Flanders?

    Four-legged friends are welcome in Flanders. Choose from more than 20 vacation rentals for guests traveling with pets.

  • Do house rentals in Flanders have wifi?

    Absolutely! We offer over 40 house rentals with wifi in Flanders. Enjoy a tailored experience with all the comforts you desire.

  • Are there Flanders vacation rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 30 vacation homes with pools in Flanders, available on Airbnb. Make a splash and soak up the sun in style!

  • How much does it cost to stay in house rentals in Flanders?

    Experience the best of Flanders with our house rentals, starting at about $60 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Do house rentals in Flanders have free parking?

    Absolutely! We offer over 40 house rentals with free parking in Flanders. Enjoy a tailored experience with all the comforts you desire.

  • Are there family-friendly vacation rentals in Flanders?

    Flanders has more than 40 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

Destinations to explore

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