A lighthouse with a white and red tower, a white building, and a grassy area with a path leading to the lighthouse.

Suffolk County Holiday Rentals

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Our top choices for Suffolk County holiday rentals

A spacious hallway with high ceilings, arched columns, and chandeliers.

1. Montauk Manor

Montauk Manor
3.5 star property
Montauk
9.2 out of 10, Wonderful, (1,408 reviews)
"Excellent service, beautiful property, accommodating staff."
United States
Maria
The price is HK$1,012
HK$1,310 total
includes taxes & fees
12 Oct - 13 Oct
Montauk Manor
Room

2. Windward Shores Ocean Resort

Windward Shores Ocean Resort
3.0 star property
Napeague
8.8 out of 10, Excellent, (323 reviews)
"Easy access to the beach. Perfect weather. Nicely furnished and updated rooms and bathrooms. The gym is tiny- not much equipment. The location is perfect for Montauk and Amagansett. The staff were very nice and hard working."
United States
Gaurang J
The price is HK$933
HK$1,279 total
includes taxes & fees
12 Oct - 13 Oct
Windward Shores Ocean Resort
Room

3. Montauk Oceanside Suites

Montauk Oceanside Suites
3.0 star property
Downtown Montauk
8.6 out of 10, Excellent, (452 reviews)
"The room was very clean and spacious."
United States
Jadana
The price is HK$927
HK$1,144 total
includes taxes & fees
20 Oct - 21 Oct
Montauk Oceanside Suites
Terrace/patio

4. Cliffside Resort Condominiums

Cliffside Resort Condominiums
3.0 star property
Greenport
9.0 out of 10, Wonderful, (295 reviews)
"Great place!"
United States
Christine
The price is HK$1,850
HK$2,984 total
includes taxes & fees
25 Oct - 26 Oct
Cliffside Resort Condominiums
A modern house with a deck, outdoor seating, and a fire pit.

5. North Fork Resort

North Fork Resort
3.0 star property
Greenport
9.6 out of 10, Exceptional, (60 reviews)
"Friendly staff. Clean room had everything we needed. Enjoyed our stay!"
United States
Harold
The price is HK$2,090
HK$2,387 total
includes taxes & fees
4 Oct - 5 Oct
North Fork Resort
Room

6. Driftwood Resort

Driftwood Resort
3.5 star property
Montauk
9.0 out of 10, Wonderful, (252 reviews)
"Best value and bang for your buck in Montauk other than Wavecrest in Amagansett."
United States
William
The price is HK$1,075
HK$1,483 total
includes taxes & fees
5 Oct - 6 Oct
Driftwood Resort
A wooden deck with a white railing, a stone pathway, and a white fence in the background.

7. Spacious 3BR Family Home Near Everything

Spacious 3BR Family Home Near Everything
3.5 star property
Central Islip
The price is HK$1,503
HK$2,494 total
includes taxes & fees
30 Sept - 1 Oct
Spacious 3BR Family Home Near Everything
A white shelving unit with decorative items, including a mixtape box, two golden bird figurines, and three glass vases.

8. Sundown Escape-South Shore Long Island

Sundown Escape-South Shore Long Island
2.0 star property
Bay Shore
10.0 out of 10, Exceptional, (1 review)
"Very clean. Easy to get to. Listing as described. Bed and furniture are nice and comfy. Only thing I would add is a broom and dust pain and some Clorox wipes so guest can keep it neat. 5 stars! Very nice host. "
United States
Samantha
The price is HK$1,038
HK$2,351 total
includes taxes & fees
5 Oct - 6 Oct
Sundown Escape-South Shore Long Island
Living area

9. The Surf Club

The Surf Club
3.5 star property
Montauk
8.6 out of 10, Excellent, (302 reviews)
"Found mold under the pull-out couch"
United States
Anna
The price is HK$1,765
HK$2,514 total
includes taxes & fees
7 Oct - 8 Oct
The Surf Club
Interior

10. Shop, Hike, Golf & Swim: Inviting Deer Park Escape

Shop, Hike, Golf & Swim: Inviting Deer Park Escape
3.0 star property
Deer Park
The price is HK$949
HK$3,825 total
includes taxes & fees
22 Oct - 23 Oct
Shop, Hike, Golf & Swim: Inviting Deer Park Escape
A modern living room with a sofa, a coffee table, and a view of the outdoors through large glass doors.

11. Offshore Spa & Residences

Offshore Spa & Residences
4.5 star property
Downtown Montauk
8.4 out of 10, Very good, (5 reviews)
"⭐⭐⭐⭐⭐ We had such a wonderful stay at Offshore Montauk! The hotel is beautifully designed, incredibly clean, and the location couldn’t be better—just steps from the beach and an easy walk to Montauk’s restaurants and shops. The rooms are stylish, comfortable, and so peaceful. We especially loved the pool, sauna, and cold plunge—they were the perfect way to relax and recharge after a day at the beach. Most importantly, the staff was genuinely welcoming and made us feel at home from the moment we...
United States
Iryna
The price is HK$4,370
HK$5,441 total
includes taxes & fees
4 Oct - 5 Oct
Offshore Spa & Residences
A modern kitchen with white cabinets, a dining area with wooden chairs, a large window, and a view of the city.

12. DUNE Fairfield Beach

DUNE Fairfield Beach
3.0 star property
Fairfield Beach
9.0 out of 10, Wonderful, (113 reviews)
"I was there 4 times, excellent location, good rooms and nice people"
United States
slava
The price is HK$1,392
HK$2,079 total
includes taxes & fees
7 Oct - 8 Oct
DUNE Fairfield Beach
The Stamford Suites Hotel entrance with a clear view of the building's facade, a large sign, and a parking area.

13. Stamford Suites

Stamford Suites
4.0 star property
Downtown Stamford
6.4 out of 10, (185 reviews)
"Very friendly staff and nice clean hotel!!"
United States
Alice
The price is HK$1,211
HK$1,393 total
includes taxes & fees
30 Sept - 1 Oct
Stamford Suites
A hotel entrance with a covered walkway, a prominent tower, and a well-lit facade.

14. Guesthouse at Norwalk Inn

Guesthouse at Norwalk Inn
3.5 star property
Historic District
8.6 out of 10, Excellent, (42 reviews)
"Friendly staff. Great room . Walking distance to the district theatre. Will def stay there again "
United States
Ronbert
The price is HK$2,816
HK$3,238 total
includes taxes & fees
30 Sept - 1 Oct
Guesthouse at Norwalk Inn
A spacious living room with a large sofa, a coffee table, and a dining area with chairs and a table.

15. Groton Home < 1 Mi to Beach on Long Island Sound!

Groton Home < 1 Mi to Beach on Long Island Sound!
3.0 star property
Groton
The price is HK$3,098
HK$6,322 total
includes taxes & fees
5 Oct - 6 Oct
Groton Home < 1 Mi to Beach on Long Island Sound!
A modern kitchen with stainless steel appliances, white cabinetry, and a wooden floor.

16. Elegant Hideaway with Free Parking

Elegant Hideaway with Free Parking
2.0 star property
White Plains
2.0 out of 10, (1 review)
The price is HK$1,405
HK$2,776 total
includes taxes & fees
30 Sept - 1 Oct
Elegant Hideaway with Free Parking
A modern living room with a glass coffee table, teal sofa, and a television displaying a colorful scene.

17. Uscale 2BR Escape in the Heart of NYC

Uscale 2BR Escape in the Heart of NYC
2.0 star property
Bryn Mawr
9.0 out of 10, Wonderful, (2 reviews)
"The house was very clean and the areas was quiet too. We had a nice spot to park the car. The staff was calling and checking on me if I didn’t have any issues with the check in. They were available all the time. The only thing we will need next time if possible is the washer and dryer and extra towels because we were 5 and only got 3 towels. But overall we enjoyed the stays."
United States
Adj Fatou
The price is HK$2,464
HK$4,004 total
includes taxes & fees
2 Oct - 3 Oct
Uscale 2BR Escape in the Heart of NYC
A dining table with a variety of pastries and fruits, a vase with flowers, and a view of a brick wall and greenery outside.

18. Luxury NYC Home with Free Parking for 12

Luxury NYC Home with Free Parking for 12
4.0 star property
White Plains
2.0 out of 10, (2 reviews)
"Place didn't exist. Host did not respond to requests to clarify check-in. Upon arriving, the location was not as described and an individual who answered the door informed our party this was not a rental property. Had to last minute book elsewhere."
United States
Kathleen
The price is HK$3,177
HK$4,942 total
includes taxes & fees
30 Sept - 1 Oct
Luxury NYC Home with Free Parking for 12
A modern living room with a glass coffee table, teal sofa, and a television displaying a colorful scene.

19. Luxury 3 BR Near NYC with Easy Parking

Luxury 3 BR Near NYC with Easy Parking
2.0 star property
Bryn Mawr
The price is HK$2,840
HK$4,346 total
includes taxes & fees
30 Sept - 1 Oct
Luxury 3 BR Near NYC with Easy Parking
A living room with a sectional sofa, a white armchair, a patterned rug, and a wooden floor.

20. Spacious 3BR Luxe Escape near NYC

Spacious 3BR Luxe Escape near NYC
2.0 star property
Southeast Yonkers
7.0 out of 10, Good, (4 reviews)
"My family and I were satisfy with the stay I’ll definitely coming back"
United States
Josephine
The price is HK$3,177
HK$4,723 total
includes taxes & fees
2 Oct - 3 Oct
Spacious 3BR Luxe Escape near NYC
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

Courtyard by Marriott Long Island Islip/Courthouse Complex

Courtyard by Marriott Long Island Islip/Courthouse Complex

10/10 Excellent
"Very clean and great parking"
Adriana 1-night trip
Posted 2 hours ago
Courtyard by Marriott Long Island Islip/Courthouse Complex