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New Suffolk Vacation Rentals

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Our top choices for New Suffolk vacation rentals

1. Cliffside Resort Condominiums

Cliffside Resort Condominiums
3.0 star property
Greenport
9.0 out of 10, Wonderful, (294 reviews)
"Great place!"
United States
Christine
The price is CA $391
CA $603 total
includes taxes & fees
Oct 25 - Oct 26
Cliffside Resort Condominiums

2. North Fork Resort

North Fork Resort
3.0 star property
Greenport
9.6 out of 10, Exceptional, (58 reviews)
"Friendly staff. Clean room had everything we needed. Enjoyed our stay!"
United States
Harold
The price is CA $360
CA $411 total
includes taxes & fees
Oct 26 - Oct 27
North Fork Resort

3. Elegant 5-Bedroom Hamptons Home with Private Pool

Elegant 5-Bedroom Hamptons Home with Private Pool
Hampton Bays
9.4 out of 10, Exceptional, (43 reviews)
"My family and I really enjoyed this home. Everything you can think of is provided for you. We would definitely stay here again!"
United States
Sarah A.
The price is CA $635
CA $1,374 total
includes taxes & fees
Sep 29 - Sep 30
Elegant 5-Bedroom Hamptons Home with Private Pool

4. Steps to the beach | Seabreeze Cottage #3

Steps to the beach | Seabreeze Cottage #3
Hampton Bays
8.0 out of 10, Very good, (2 reviews)
"Camila was very communicative and helpful. The cottage clearly has a history of high traffic, and while it holds a certain rustic charm, it's undeniably showing its age. The property feels quite worn and tired, with fixtures and furnishings having seen better days. On the surface, the cottage was tidy upon arrival, but closer inspection revealed that it lacked a deep, thorough cleaning. While the main living areas were presentable, the corners, baseboards, and other area's not immediately...
United States
Anonymous traveller
The price is CA $157
CA $696 total
includes taxes & fees
Oct 5 - Oct 6
Steps to the beach | Seabreeze Cottage #3

5. Work and Play Special! Extended Stay Discount

Work and Play Special! Extended Stay Discount
Shelter Island
10.0 out of 10, Exceptional, (59 reviews)
"Beautiful property. Everything so clean and welcoming. Slept so great in the comfortable beds. Pool is awesome. Everyone especially loved the outdoor shower"
United States
Kathleen Andrews K.
The price is CA $1,015
CA $1,877 total
includes taxes & fees
Sep 27 - Sep 28
Work and Play Special! Extended Stay Discount

6. Beach Block Hideaway

Beach Block Hideaway
Pipes Cove
10.0 out of 10, Exceptional, (10 reviews)
"Beautiful 2 bedroom close to town. The house is well kept we would rent here again."
United States
Teresa C.
The price is CA $345
CA $681 total
includes taxes & fees
Oct 11 - Oct 12
Beach Block Hideaway

7. Light, Airy, Wood-floors, 1 mile from Southampton Village, Pet Friendly, sleep 6

Light, Airy, Wood-floors, 1 mile from Southampton Village, Pet Friendly, sleep 6
Southampton
9.6 out of 10, Exceptional, (10 reviews)
"Very nice place and super responsive host. "
United States
Angelo D.
The price is CA $494
CA $828 total
includes taxes & fees
Sep 28 - Sep 29
Light, Airy, Wood-floors, 1 mile from Southampton Village, Pet Friendly, sleep 6

8. COLONIAL COMPOUND WITH OVERSIZED LIVING ROOMS, GYM, AND ARCADE ROOM, CLOSE...

COLONIAL COMPOUND WITH OVERSIZED LIVING ROOMS, GYM, AND ARCADE ROOM, CLOSE...
Southampton
9.2 out of 10, Wonderful, (29 reviews)
"I loved the area and the home was beautiful and very spacious."
United States
Melissa
The price is CA $3,014
CA $4,118 total
includes taxes & fees
Oct 5 - Oct 6
COLONIAL COMPOUND WITH OVERSIZED LIVING ROOMS, GYM, AND ARCADE ROOM, CLOSE...

9. Newly Renovated Pristine Southampton Colonial

Newly Renovated Pristine Southampton Colonial
Southampton
9.8 out of 10, Exceptional, (12 reviews)
"Great property, worked perfectly for my crew that was in town for an event. Great communication with Brian the owner and very easy stay. Would stay again!"
United States
Brian M.
The price is CA $2,537
CA $3,826 total
includes taxes & fees
Sep 28 - Sep 29
Newly Renovated Pristine Southampton Colonial

10. Jacuzzi year-round - Villa Luz Private Home

Jacuzzi year-round - Villa Luz Private Home
Hampon Bays
9.6 out of 10, Exceptional, (27 reviews)
"Overall really great stay! Would definitely stay here again was so peaceful. Had a great weekend!"
United States
Annie B.
The price is CA $158
CA $2,367 total
includes taxes & fees
Sep 29 - Sep 30
Jacuzzi year-round - Villa Luz Private Home

11. Blue Bay Dream w/ Seasonal Outdoor Jacuzzi, Cabana + Office

Blue Bay Dream w/ Seasonal Outdoor Jacuzzi, Cabana + Office
Pipes Cove
10.0 out of 10, Exceptional, (31 reviews)
"We had a great stay!! "
United States
Callie E.
The price is CA $247
CA $600 total
includes taxes & fees
Oct 5 - Oct 6
Blue Bay Dream w/ Seasonal Outdoor Jacuzzi, Cabana + Office

12. Beachfront Jacuzzi All Year - Black Swan Home

Beachfront Jacuzzi All Year - Black Swan Home
Hampton Bays
9.4 out of 10, Exceptional, (20 reviews)
"Views are incredible. Lucky enough to have had great weather before Memorial Day weekend! Our family loved it! Hot tub was wonderful."
United States
Donald J.
The price is CA $190
CA $1,728 total
includes taxes & fees
Sep 29 - Sep 30
Beachfront Jacuzzi All Year - Black Swan Home

13. Beachfront Greenport Villa

Beachfront Greenport Villa
Greenport
9.8 out of 10, Exceptional, (13 reviews)
"Beautiful home, great views and host!"
United States
Kate R.
The price is CA $1,006
CA $1,677 total
includes taxes & fees
Oct 20 - Oct 21
Beachfront Greenport Villa

14. Designer Sag Harbor Home w/ Pool + Fire Pit + Yard

Designer Sag Harbor Home w/ Pool + Fire Pit + Yard
Sag Harbor
10.0 out of 10, Exceptional, (1 review)
"excellent and convenient stay!! located close into town, perfect for the small family group I was traveling with. home was very clean, cozy, had everything we needed! backyard with pool was a dream, beautifully landscaped, plenty of seating, very clean pool, would stay again! thanks for a delightful escape!"
United States
maria m.
The price is CA $799
CA $1,472 total
includes taxes & fees
Sep 26 - Sep 27
Designer Sag Harbor Home w/ Pool + Fire Pit + Yard

15. Spacious & Modern 5-bedroom in Sag Harbor, walk to bay

Spacious & Modern 5-bedroom in Sag Harbor, walk to bay
Sag Harbor
The price is CA $2,650
CA $3,776 total
includes taxes & fees
Sep 28 - Sep 29
Spacious & Modern 5-bedroom in Sag Harbor, walk to bay

16. Huge Island Getaway Pool Hot Tub Walk To Beach

Huge Island Getaway Pool Hot Tub Walk To Beach
Menantic Creek
9.8 out of 10, Exceptional, (9 reviews)
"Property great. Beautiful home with great amenities"
United States
Harry K.
The price is CA $939
CA $1,689 total
includes taxes & fees
Oct 5 - Oct 6
Huge Island Getaway Pool Hot Tub Walk To Beach

17. Cozy Hamptons Escape 3BR Minutes From Beach!

Cozy Hamptons Escape 3BR Minutes From Beach!
Hampton Bays
9.2 out of 10, Wonderful, (7 reviews)
"Great place. It's exactly like the listing! Would stay again!"
United States
Taylor H.
The price is CA $1,410
CA $1,840 total
includes taxes & fees
Sep 26 - Sep 27
Cozy Hamptons Escape 3BR Minutes From Beach!

18. Harbor Heights

Harbor Heights
Pipes Cove
10.0 out of 10, Exceptional, (26 reviews)
"Perfect spot to stay on the North Fork!"
United States
Steven R.
The price is CA $184
CA $424 total
includes taxes & fees
Oct 5 - Oct 6
Harbor Heights

19. American Beech in Greenport - Petite King Room 7

American Beech in Greenport - Petite King Room 7
Greenport
9.4 out of 10, Exceptional, (6 reviews)
"Great place! So nice."
United States
Paul F.
The price is CA $281
CA $432 total
includes taxes & fees
Oct 5 - Oct 6
American Beech in Greenport - Petite King Room 7
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 New Suffolk Hotel Reviews

Find out more about New Suffolk

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with New Suffolk. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find a vacation rental in New Suffolk?

Yes, there are vacation rentals near well known local attractions in New Suffolk, or you can go with a more remote option if you want a relaxing place to stay.

What's the top vacation rental that New Suffolk has to offer?

WHB Village,4200sqft,Traffic Free,Private Dr,40ft Heated Pool,Beach,Fam/Pet Frly: This vacation home rental near New Suffolk offers an outdoor pool, a patio, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 6 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You can relax into your vacation with a garden and a selection of games.

How many vacation rentals will I find in New Suffolk?

With 10 Expedia vacation rentals, you're sure to find just the right place for your New Suffolk stay.

What can I see and do in New Suffolk?

Explore the area and family-friendly sights such as East End Seaport Maritime Museum, or get out into nature at a spot like Meschutt Beach. In the larger area, you’ll find Peconic Bay Winery and Bedell Cellars.

What are vacation rentals like in New Suffolk?

Vacation rentals are private accommodations you can reserve for a few days or a quick weekend in New Suffolk. Vacation rentals offer extras such as patios, hot tubs, and fire pits so you'll have everything you want. If you're concerned about cleanliness, a vacation rental can provide a sense of safety away from shared hotel elevators and bustling concierge desks while still allowing you the experience of travel. You'll also find more space in a vacation rental than in a traditional hotel, which makes a vacation rental a popular choice for families.