Holiday Homes in Suffolk County

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Check prices for these dates

Next weekend
1 Aug - 3 Aug
In two weeks
8 Aug - 10 Aug
In one month
22 Aug - 24 Aug
In two months
19 Sept - 21 Sept

Top Cities in Suffolk County

Ditch Plains Beach which includes a beach and general coastal views as well as a small group of people
Holiday HomesHoliday Homes

Montauk

Montauk
East Hampton Main Beach
Holiday HomesHoliday Homes

East Hampton

East Hampton

Featured Holiday Homes in Suffolk County

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, (8)
"Michael's cottage was incredibly well-appointed. The location to Southampton, Coopers Beach and neighboring townships made this very convenient for my trip. The true star of this cottage is the upstairs deck which was perfect for relaxing and stargazing. I will certainly return next summer. "
Charming Two-Story Retreat in Southampton Village walk to town, beach and train.
Hamptons Retreat
Terrace/patio

Hamptons Retreat

Hamptons Retreat
Serene Beach Cottage Robbins Rest, Fire Island
Step into this charming cabin, featuring a cozy porch and a wooden deck surrounded by lush greenery.

Serene Beach Cottage Robbins Rest, Fire Island

Serene Beach Cottage Robbins Rest, Fire Island
Spacious 5-bedroom house in charming Bay Shore with AC, WiFi
Private kitchen

Spacious 5-bedroom house in charming Bay Shore with AC, WiFi

4.8 out of 10, (3)
"Lots of space, great location, suited our extended family well."
Spacious 5-bedroom house in charming Bay Shore with AC, WiFi
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 €201
includes taxes & fees
5 Aug - 6 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, (42)
"Clean and friendly, great location"
Sag Harbor Village Gem
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!
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, (90)
"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
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
Walk to the beach from 4 Bedroom house in Amagansett - Private Beach Path Access
Walk along the beach, flanked by pine trees and a wooden fence.

Walk to the beach from 4 Bedroom house in Amagansett - Private Beach Path Access

Walk to the beach from 4 Bedroom house in Amagansett - Private Beach Path Access
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, (16)
"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.
Perfection in Sag Harbor : 5 Bedrooms with saltwater pool - walk to Beach
Pool

Perfection in Sag Harbor : 5 Bedrooms with saltwater pool - walk to Beach

10.0 out of 10, Exceptional, (2)
"The property was exactly as posted. The host was great, super helpful and responsive. The pool was awesome for the kids. It was private and a wonderful stay in Sag Harbor. The town was cute and close. We would definitely stay again ! Thanks so much!"
Perfection in Sag Harbor : 5 Bedrooms with saltwater pool - walk to Beach
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
Luxury Waterfront Retreat • Private Hot Tub & Dock Near Sayville
Enjoy a home away from home in this charming two-story house with a front yard and garden.

Luxury Waterfront Retreat • Private Hot Tub & Dock Near Sayville

10.0 out of 10, Exceptional, (82)
"Great location. Very peaceful. Great house"
Luxury Waterfront Retreat • Private Hot Tub & Dock Near Sayville
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 €795
includes taxes & fees
6 Aug - 7 Aug
Spacious multiples bedroom house in enchanting Calverton with WiFi, AC
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, (28)
"We’ll kept - great layout, great backyard would love to go bakc"
Southampton Newly-renovated Home / Heated Pool!
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
Spacious 5-bedroom house, sleeps 11 with AC, WiFi in adorable Ocean Bay Park
TV

Spacious 5-bedroom house, sleeps 11 with AC, WiFi in adorable Ocean Bay Park

Spacious 5-bedroom house, sleeps 11 with AC, WiFi in adorable Ocean Bay Park
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
Charming 3-bedroom, 3 bath house in l Sag village, Harbor with pool, AC, WiFi
Relax in this serene bedroom with a large bed, chandelier, and window offering a view of lush greenery.

Charming 3-bedroom, 3 bath house in l Sag village, Harbor with pool, AC, WiFi

2.0 star property
8.0 out of 10, Very good, (6)
"We had a fantastic stay! The home was exactly as described — clean and very comfortable. The location was perfect. We loved being close to town. Communication was smooth and easy — Frank was quick to respond. We’d absolutely stay here again and recommend it to anyone visiting the area! "
Charming 3-bedroom, 3 bath house in l Sag village, Harbor with pool, AC, WiFi
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 Suffolk County Hotel Reviews

Montauk Blue Hotel

Montauk Blue Hotel

10/10 Excellent
"Our stay was lovely. We had an Ocean view corner room which was a little far from where they put out chairs for the hotel residents, but we had our own. The service was excellent . The location of the Blue is excellent, no need to use a car when going into town."
PATRICIA 7-night trip
Posted 2 days ago
Montauk Blue Hotel