Holiday Homes in Flanders

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Featured Holiday Homes in Flanders

Gorgeous private Hamptons house with pool and volleyball court

8.4 out of 10, Very good, (17)
"Enjoyed this house in a great location. It was perfect for attending a family wedding!"
Gorgeous private Hamptons house with pool and volleyball court

Delightful Southampton Retreat with Heated Pool & Jacuzzi, Near Beach & Shopping

10.0 out of 10, Exceptional, (16)
"Our group of friends stayed at this house for a long weekend in October 2024. The house is just as good or better than the pictures in the listing. Very clean and updated inside and out. Most importantly, the bathrooms and kitchen are clean and updated. And the huge backyard with pool, hot tub, and outdoor shower takes this house to the next level. The backyard space is great for families, small groups, or anyone looking for a quiet private space to relax. The owner/manager was very...
Delightful Southampton Retreat with Heated Pool & Jacuzzi, Near Beach & Shopping

WHB Village,4200sqft,Traffic Free,Private Drive,40ft Heated Pool,Beach,Family Fr

10.0 out of 10, Exceptional, (166)
"Perfect family home"
WHB Village,4200sqft,Traffic Free,Private Drive,40ft Heated Pool,Beach,Family Fr

Holiday Specials!!!/Out Door Theater Fire Pit/ Bocce court- WATCH VIDEO!!!

10.0 out of 10, Exceptional, (34)
"This home is quintessentially charming! I arrived late at night, alone. It has a charming curved drive in and there sat the wood home with a large front porch and Forrest behind it. It seemed like little house on a prairie with the porch and dormer windows. The motion lights went on immediately, which I was grateful for. There is a narrow stairwell up to 3 bedrooms, as is customary in older style homes. High ceilings and windows everywhere enhance this property. When I woke there was a family of...
Holiday Specials!!!/Out Door Theater Fire Pit/ Bocce court- WATCH VIDEO!!!

Coastal Retreat: Waterfront, Deck, Awesome Views

10.0 out of 10, Exceptional, (13)
"My friends and I had a wonderful getaway vacation at this Northfork house. The water views were stunning, and the house had a good mix of indoor and outdoor areas to relax and hangout. Highly recommend. "
Coastal Retreat: Waterfront, Deck, Awesome Views

Quaint Family-sized Home w/private beach — 5 minutes from wineries!

9.6 out of 10, Exceptional, (10)
"Excellent "
Quaint Family-sized Home w/private beach — 5 minutes from wineries!

Northfork Townhouse- walk to all/ newly renovated

9.4 out of 10, Exceptional, (3)
"The place was as advertised and in great walking distance to everything in town! "
Northfork Townhouse- walk to all/ newly renovated

Cozy Bungalow Available Nearby Bridgehampton and Sag Harbor

2.5 star property
10.0 out of 10, Exceptional, (6)
"Great bungalow for weekend getaway. New building with spacious shower and access to pool and hot tub. In a very quiet area of Bridgehampton with close access to restaurants and shopping. Host was very responsive and helpful. "
The price is AU$604
includes taxes & fees
1 Dec - 2 Dec
Cozy Bungalow Available Nearby Bridgehampton and Sag Harbor

Sagaponack, Hamptons Designer Luxury, Tennis Court and 8 Bedrooms

10.0 out of 10, Exceptional, (18)
"Exceptional property, extremely well designed, location is outstanding; it is a true Hamptons Estate fit ideally for family stays and relaxing experience. "
Sagaponack, Hamptons Designer Luxury, Tennis Court and 8 Bedrooms

3 Story Beach Waterview, 3 KING bed, golf putting green!

10.0 out of 10, Exceptional, (15)
"We stayed on Long Island for 4 nights to coach a Perfect Game Baseball Tournament. This property was spacious enough to host my wife and I along with 4 other coaches (6 adults total). We were also able to bring our two jack russells with us. We had a great time, and look forward to staying here again."
The price is AU$937
includes taxes & fees
18 Dec - 19 Dec
3 Story Beach Waterview, 3 KING bed, golf putting green!

5 bedroom Private Family Get Away w/ Heated Pool

10.0 out of 10, Exceptional, (13)
"We were a group age 3 to 75! The house was clean, well stocked and things for everyone’s interest. Our host, Carrie, was kind and responsive. It will be a beautiful memory of spending time with our children and grandchildren. "
5 bedroom Private Family Get Away w/ Heated Pool

Fall in the🌅beautiful sunsets

10.0 out of 10, Exceptional, (24)
"Margaret is just wonderful. We felt like we were staying at a dear family member’s home. Stayed in her very private upstairs suite and it was perfect for me, my wife and our pup. He had a blast running around the yard, meeting the chickens going to the bay beach etc. We had the best time! Thank you Margaret!!"
Fall in the🌅beautiful sunsets

Beautiful remodeled 2 bedroom home — 5 min from the beach! 20 percent for week

9.8 out of 10, Exceptional, (20)
"Great experience. The house was clean and the location was perfect for what we needed. "
Beautiful remodeled 2 bedroom home — 5 min from the beach! 20 percent for week

2 Bedroom Hamptons Waterfront Cottage Rental

10.0 out of 10, Exceptional, (10)
"Everything first class. Air co and heat units in each tooth Everything thing you might need for a great vacation "
2 Bedroom Hamptons Waterfront Cottage Rental

Welcome to the J Luxury Southampton Estate w/Pool

9.8 out of 10, Exceptional, (30)
"Joe was an amazing host - always responsive from the moment of booking throughout the entire stay. The kitchen was a chef's dream - spacious and stocked with every appliance, seasoning, etc you can think of. We were a group of 8 and cooked family dinners each night. The highlight of the property was most definitely the deck, which was beautifully decorated and with a perfect amount of seating. Neighborhood was very walkable and it was a very short drive to the beach! I would note that there are...
Welcome to the J Luxury Southampton Estate w/Pool

Stylish Sunset Retreat: Near Beach, Pool, Hot Tub

9.4 out of 10, Exceptional, (17)
"Overall 👍👍👍👍 Perfect area and vicinity to our wedding venue very nice neighborhood house was perfect unfortunately had to leave a day early due to New York City Marathon. ** Will definitely try to rent in the summer months"
Stylish Sunset Retreat: Near Beach, Pool, Hot Tub

Historic Luxury Seaside Getaway

10.0 out of 10, Exceptional, (32)
"We loved o weekend getaway with the family. The house was beautiful. Everything was perfect. "
Historic Luxury Seaside Getaway

Cozy Modern Ranch House Near Bellport/Hamptons

7.4 out of 10, Good, (3)
"Property was very clean and host was very hospitable and helpful! Lovely place to stay!"
Cozy Modern Ranch House Near Bellport/Hamptons

Southampton Village Luxury with Pool House Spa - Guest Cottage. Walk to Town!

10.0 out of 10, Exceptional, (12)
"Very nice house in very conditions. Thank you for everything."
Southampton Village Luxury with Pool House Spa - Guest Cottage. Walk to Town!

Queen Vic Beach House: 5 min to Vineyards & Farmstands

9.8 out of 10, Exceptional, (32)
"We had a fantastic stay! Property was clean and well-maintained. View towards the water was awesome!"
Queen Vic Beach House: 5 min to Vineyards & Farmstands
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Other property types in Flanders

Cliffside Resort Condominiums

3.0 star property
9.0 out of 10, Wonderful, (206)
"Stove it’s not efficient and refrigerator blocked with the corner of wall"
Cliffside Resort Condominiums

WHB Village,4200sqft,Traffic Free,Private Drive,40ft Heated Pool,Beach,Family Fr

10.0 out of 10, Exceptional, (166)
"Perfect family home"
WHB Village,4200sqft,Traffic Free,Private Drive,40ft Heated Pool,Beach,Family Fr

Beach Apt. Wineries, Shopping, Dining

5.2 out of 10, (7)
"Host was so helpful with check in! Place was super clean and conveniently located near town. Loved the place from top to bottom! 10/10 would recommend! "
The price is AU$419
includes taxes & fees
26 Nov - 27 Nov
Beach Apt. Wineries, Shopping, Dining
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.