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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Top Cities in Suffolk County

Our top choices for Suffolk County holiday rentals

1. Cliffside Resort Condominiums

Cliffside Resort Condominiums
3.0 star property
Greenport
9.0 out of 10, Wonderful, (290 reviews)
"Great place!"
United States
Christine
The price is NZ$719
includes taxes & fees
27 Sept - 28 Sept
Cliffside Resort Condominiums

2. North Fork Resort

North Fork Resort
3.0 star property
Greenport
9.6 out of 10, Exceptional, (53 reviews)
"This is the most thoughtfully designed and maintained hotel Everything was excellent"
United States
Lisa
The price is NZ$589
includes taxes & fees
7 Sept - 8 Sept
North Fork Resort

3. Montauk Manor

Montauk Manor
3.5 star property
Montauk
9.2 out of 10, Wonderful, (1,398 reviews)
"Beautiful property"
United States
John
The price is NZ$514
includes taxes & fees
10 Sept - 11 Sept
Montauk Manor

4. Driftwood Resort

Driftwood Resort
3.5 star property
Montauk
9.0 out of 10, Wonderful, (248 reviews)
"Best value and bang for your buck in Montauk other than Wavecrest in Amagansett."
United States
William
The price is NZ$373
includes taxes & fees
5 Oct - 6 Oct
Driftwood Resort

5. 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 NZ$510
includes taxes & fees
14 Sept - 15 Sept
Sundown Escape-South Shore Long Island

6. Offshore Spa & Residences

Offshore Spa & Residences
4.5 star property
Downtown Montauk
9.0 out of 10, Wonderful, (4 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 NZ$1,147
includes taxes & fees
7 Oct - 8 Oct
Offshore Spa & Residences

7. Windward Shores Ocean Resort

Windward Shores Ocean Resort
3.0 star property
Napeague
8.8 out of 10, Excellent, (322 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 NZ$348
includes taxes & fees
4 Oct - 5 Oct
Windward Shores Ocean Resort

8. Montauk Oceanside Suites

Montauk Oceanside Suites
3.0 star property
Downtown Montauk
8.6 out of 10, Excellent, (448 reviews)
"It was wonderful"
United States
christopher
The price is NZ$294
includes taxes & fees
28 Sept - 29 Sept
Montauk Oceanside Suites

9. The Surf Club

The Surf Club
3.5 star property
Montauk
8.6 out of 10, Excellent, (295 reviews)
"Found mold under the pull-out couch"
United States
Anna
The price is NZ$545
includes taxes & fees
30 Sept - 1 Oct
The Surf Club

10. Spacious 3BR Family Home Near Everything

Spacious 3BR Family Home Near Everything
3.5 star property
Central Islip
The price is NZ$541
includes taxes & fees
7 Sept - 8 Sept
Spacious 3BR Family Home Near Everything

11. DUNE Fairfield Beach

DUNE Fairfield Beach
3.0 star property
Fairfield Beach
9.0 out of 10, Wonderful, (112 reviews)
"I was there 4 times, excellent location, good rooms and nice people"
United States
slava
The price is NZ$451
includes taxes & fees
28 Sept - 29 Sept
DUNE Fairfield Beach

12. Stamford Suites

Stamford Suites
4.0 star property
Downtown Stamford
6.2 out of 10, (171 reviews)
"Very friendly staff and nice clean hotel!!"
United States
Alice
The price is NZ$302
includes taxes & fees
7 Sept - 8 Sept
Stamford Suites

13. Beechmont - Perfect for Family Retreat!

Beechmont - Perfect for Family Retreat!
5.0 star property
North End
The price is NZ$2,547
includes taxes & fees
8 Sept - 9 Sept
Beechmont - Perfect for Family Retreat!

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 NZ$420
includes taxes & fees
14 Sept - 15 Sept
Guesthouse at Norwalk Inn

15. Two Wash

Two Wash
2.0 star property
Bryn Mawr
The price is NZ$1,880
includes taxes & fees
10 Sept - 11 Sept
Two Wash

16. 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 NZ$681
includes taxes & fees
10 Sept - 11 Sept
Spacious 3BR Luxe Escape near NYC

17. 4 Mi to Beach & Dtwn! Charming Fairfield Home

4 Mi to Beach & Dtwn! Charming Fairfield Home
3.0 star property
Tunxis Hill
The price is NZ$1,274
includes taxes & fees
7 Sept - 8 Sept
4 Mi to Beach & Dtwn! Charming Fairfield Home

18. 3BR Prime Luxury NY - Free Parking

3BR Prime Luxury NY - Free Parking
2.0 star property
White Plains
6.0 out of 10, (1 review)
"Check-in was confusing and poorly organized, which made the start of the stay frustrating. The room itself was fine and comfortable, but the photos on the website were misleading and didn’t match what we saw in person. Overall, an okay room but not the experience we expected."
United States
Osmond
The price is NZ$1,958
includes taxes & fees
7 Sept - 8 Sept
3BR Prime Luxury NY - Free Parking

19. 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 NZ$698
includes taxes & fees
10 Sept - 11 Sept
Uscale 2BR Escape in the Heart of NYC

20. Luxury 5 BR Home Free Parking

Luxury 5 BR Home Free Parking
2.0 star property
Bryn Mawr
2.0 out of 10, (1 review)
The price is NZ$1,366
includes taxes & fees
7 Sept - 8 Sept
Luxury 5 BR Home Free Parking
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

Find out more about Suffolk County

Everything you need to know about Suffolk County holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Suffolk County holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Suffolk County holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Suffolk County holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Suffolk County. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Suffolk County holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Suffolk County holiday rentals we have selected for you start as low as NZ$294 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Suffolk County rentals

At Expedia, we put the best Suffolk County holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Suffolk County rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Suffolk County holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Suffolk County. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.