Holiday Homes in Hampton Bays

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Check prices for these dates

Next weekend
15 Aug - 17 Aug
In two weeks
22 Aug - 24 Aug
In one month
5 Sept - 7 Sept
In two months
3 Oct - 5 Oct

Featured Holiday Homes in Hampton Bays and around

Charming Two-Story Retreat in Southampton Village walk to town, beach and train.
Relax in a serene outdoor oasis with a pool, lounge chairs, and lush greenery.

Charming Two-Story Retreat in Southampton Village walk to town, beach and train.

10.0 out of 10, Exceptional, (10)
"Great property for two people right next to the downtown. Our stay was comfortable and clean!"
Charming Two-Story Retreat in Southampton Village walk to town, beach and train.
Hamptons Retreat
Terrace/patio

Hamptons Retreat

Hamptons Retreat
Charming 1-bedroom apartment-20 minutes from the Hamptons! 10 minutes from beach
Compact kitchen area with microwave, coffee maker, and kitchenware, featuring a herringbone-patterned backsplash.

Charming 1-bedroom apartment-20 minutes from the Hamptons! 10 minutes from beach

10.0 out of 10, Exceptional, (2)
"Everything was as pictured, and the whole place was very clean. It was a perfect stay for us, and we will come again soon!"
The price is €149
includes taxes & fees
10 Aug - 11 Aug
Charming 1-bedroom apartment-20 minutes from the Hamptons! 10 minutes from beach
Sag Harbor Village Gem
Stunning two-story home with a charming facade, complete with a front door, windows, and a beautifully manicured lawn.

Sag Harbor Village Gem

10.0 out of 10, Exceptional, (43)
"Clean and friendly, great location"
Sag Harbor Village Gem
Mid-Century Modern Beach House: Private Beach Access, Pool, and Chef’s Kitchen
Relax in this spacious living area with a high ceiling, large windows offering views of the surrounding trees, and a comfortable seating arrangement.

Mid-Century Modern Beach House: Private Beach Access, Pool, and Chef’s Kitchen

10.0 out of 10, Exceptional, (91)
"Beautiful house with lots of light and comfort. Excellent quiet location by the ocean with outstanding communication with the host who answered all pertinent questions and addressed all outstanding issues. "
Mid-Century Modern Beach House: Private Beach Access, Pool, and Chef’s Kitchen
Perfect Mid-Century Private Waterfront East Hampton Retreat!
Enjoy a serene meal on the deck overlooking the tranquil waters of East Hampton, New York.

Perfect Mid-Century Private Waterfront East Hampton Retreat!

10.0 out of 10, Exceptional, (79)
"Very nice and relaxing stay in Springs! "
Perfect Mid-Century Private Waterfront East Hampton Retreat!
Spacious multiples bedroom house in enchanting Calverton with WiFi, AC
Oven, stovetop, dishwasher

Spacious multiples bedroom house in enchanting Calverton with WiFi, AC

2.0 star property
8.0 out of 10, Very good, (2)
"A fantastic location, and would certainly stay again! The bed was a bit hard but we all like something different. "
The price is €751
includes taxes & fees
7 Aug - 8 Aug
Spacious multiples bedroom house in enchanting Calverton with WiFi, AC
Driftwood Cottage by RoveTravel| 3BR Quiet Cottage
Enjoy a serene poolside retreat surrounded by lush gardens and neatly trimmed hedges.

Driftwood Cottage by RoveTravel| 3BR Quiet Cottage

9.4 out of 10, Exceptional, (10)
"Great for families!"
Driftwood Cottage by RoveTravel| 3BR Quiet Cottage
The Cooper-Burke House
Relax on the beach with a bench and picnic table nearby, surrounded by a natural wooden fence.

The Cooper-Burke House

10.0 out of 10, Exceptional, (27)
"Nice location and house "
The Cooper-Burke House
Another rental season is coming up.
Relax by the pool surrounded by a covered seating area and lounge chairs.

Another rental season is coming up.

10.0 out of 10, Exceptional, (18)
"Absolutely beautiful home with everything you need for an enjoyable vacation. The host was a pleasure to work with making sure we were comfortable with our accommodations. Definitely a great place to stay. "
Another rental season is coming up.
Southampton Newly-renovated Home / Heated Pool!
Relax by the pool surrounded by lush greenery and comfortable seating options.

Southampton Newly-renovated Home / Heated Pool!

10.0 out of 10, Exceptional, (29)
"We’ll kept - great layout, great backyard would love to go bakc"
Southampton Newly-renovated Home / Heated Pool!
NORTHFORK COTTAGE with POOL & HOT TUB - thru Columbus day
Outdoor spa tub

NORTHFORK COTTAGE with POOL & HOT TUB - thru Columbus day

4.0 star property
9.6 out of 10, Exceptional, (133)
"Loved our stay and will be back"
NORTHFORK COTTAGE with POOL & HOT TUB - thru Columbus day
Heated pool/5 min walk to Beach/Beautiful Sag Harbor Village /Restaurant/Museum
Relax in this stylish living room with a view of the pool, featuring a sofa, coffee table, and dining area.

Heated pool/5 min walk to Beach/Beautiful Sag Harbor Village /Restaurant/Museum

10.0 out of 10, Exceptional, (46)
"Great house, kitchen is well equipped which made dining in very easy. Loved the pool and backyard."
Heated pool/5 min walk to Beach/Beautiful Sag Harbor Village /Restaurant/Museum
New and Modern East Hampton Summer Home w/ Pool
Relax by the pool surrounded by lush greenery and enjoy a game of basketball or a leisurely float.

New and Modern East Hampton Summer Home w/ Pool

10.0 out of 10, Exceptional, (2)
"This was the best Hamptons stay I have ever experienced - and primarily because of this beautiful, modern home. The pictures do not do justice to this incredible abode; clean, modern lines emanate from within and are only accentuated by the beautiful pool. Moreover, the host was beyond gracious and available. The home is also conveniently located in a beautiful neighborhood close to such fine establishments such as Sisi restaurant. Overall, the premier Hamptons experience."
New and Modern East Hampton Summer Home w/ Pool
Newly Renovated, Centrally Located East Hampton Home, Total Privacy,...
Enjoy a peaceful retreat in this two-story house surrounded by lush greenery and trees, with a spacious deck and swimming pool.

Newly Renovated, Centrally Located East Hampton Home, Total Privacy,...

10.0 out of 10, Exceptional, (4)
"Great house!"
Newly Renovated, Centrally Located East Hampton Home, Total Privacy,...
Prime location! Walk to Beach! Wainscott Family House & Cottage. Pool & Hot Tub!
Relax in this serene bedroom with a large bed, comfortable seating area, and stunning views of the surrounding greenery.

Prime location! Walk to Beach! Wainscott Family House & Cottage. Pool & Hot Tub!

10.0 out of 10, Exceptional, (26)
"Thoroughly enjoyed our stay, property manager was incredibly helpful and responsive, highly recommend! "
Prime location! Walk to Beach! Wainscott Family House & Cottage. Pool & Hot Tub!
Private completely fenced in property. Near beach
Relax in a serene patio area with a sofa and chairs, sheltered by a pergola and ceiling fan.

Private completely fenced in property. Near beach

9.6 out of 10, Exceptional, (22)
"The place is in nice neighborhood and private entrance. It has all the amenities for a good staying. Definitely will stay again in the future."
The price is €1,662
includes taxes & fees
2 Sept - 3 Sept
Private completely fenced in property. Near beach
Luxury Beach House, Heated Pool, Dune Rd beaches, pets yes
Relax by the serene pool surrounded by lush greenery and comfortable lounge chairs.

Luxury Beach House, Heated Pool, Dune Rd beaches, pets yes

10.0 out of 10, Exceptional, (11)
"An absolute perfect home for a family looking to enjoy"
Luxury Beach House, Heated Pool, Dune Rd beaches, pets yes
The SandPiper
Relax on the covered porch with a single chair and small table, surrounded by lush greenery and a residential neighborhood view.

The SandPiper

9.8 out of 10, Exceptional, (24)
"My friends and I stayed here for a night after a wedding. It was the perfect place to stay after a long day. Host was kind and helpful with anything I needed! "
The SandPiper
NEW 7 Bedrm House-Pool, Swim-Up Bar, Grill, Pool Table, Fitness and play room
Relax by the serene pool surrounded by lush greenery and a shaded pavilion.

NEW 7 Bedrm House-Pool, Swim-Up Bar, Grill, Pool Table, Fitness and play room

9.8 out of 10, Exceptional, (11)
"Beautiful property! Well stocked with essentials and perfect for our group with and age range o16 - 83"
NEW 7 Bedrm House-Pool, Swim-Up Bar, Grill, Pool Table, Fitness and play room
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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Top Hampton Bays Hotel Reviews

The Hampton Maid

The Hampton Maid

10/10 Excellent
"This place is always a 10/10. Truly the nicest staff, everyone is so helpful. Clean. Great amenities. Would highly recommend for a quiet cozy weekend. "
Cassidy 2-night trip
Posted 2 days ago
The Hampton Maid