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South Jamesport Vacation Rentals

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Our top choices for South Jamesport vacation rentals

1. Nicely Furnished apartment; Ideal for Travelling nurses, Resident doctors, etc,

Nicely Furnished apartment; Ideal for Travelling nurses, Resident doctors, etc,
Flanders
10.0 out of 10, Exceptional, (6 reviews)
"The host was very welcoming and the house was very clean"
United States
James W.
The price is CA $237
CA $489 total
includes taxes & fees
Sep 8 - Sep 9
Nicely Furnished apartment; Ideal for Travelling nurses, Resident doctors, etc,

2. Seabreeze #3 Cozy Cottage steps to the beach

Seabreeze #3 Cozy Cottage steps to the beach
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 $154
CA $684 total
includes taxes & fees
Sep 3 - Sep 4
Seabreeze #3 Cozy Cottage steps to the beach

3. Seabreeze 4 Charming Cottage footsteps to beach

Seabreeze 4 Charming Cottage footsteps to beach
Hampton Bays
9.0 out of 10, Wonderful, (7 reviews)
"Great stay. Would stay again. "
United States
Weston B.
The price is CA $154
CA $684 total
includes taxes & fees
Sep 8 - Sep 9
Seabreeze 4 Charming Cottage footsteps to beach

4. North Fork Resort

North Fork Resort
3.0 star property
Greenport
9.6 out of 10, Exceptional, (52 reviews)
"This is the most thoughtfully designed and maintained hotel Everything was excellent"
United States
Lisa
The price is CA $412
CA $470 total
includes taxes & fees
Oct 1 - Oct 2
North Fork Resort

5. 5th of 6 Premier Waterfront Vacation Rentals on Long Island NY in Wine Country of Famed North Fork

5th of 6 Premier Waterfront Vacation Rentals on Long Island NY in Wine Country of Famed North Fork
Aquebogue
10.0 out of 10, Exceptional, (3 reviews)
"Fantastic experience. Cabin was clean and quiet. Beautiful mornings on the water."
United States
Leah O.
The price is CA $942
CA $1,297 total
includes taxes & fees
Sep 3 - Sep 4
5th of 6 Premier Waterfront Vacation Rentals on Long Island NY in Wine Country of Famed North Fork

6. 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 $624
CA $1,357 total
includes taxes & fees
Sep 8 - Sep 9
Elegant 5-Bedroom Hamptons Home with Private Pool

7. Villa Luz Family Home w/ heated pool & jacuzzi

Villa Luz Family Home w/ heated pool & jacuzzi
Hampon Bays
9.6 out of 10, Exceptional, (26 reviews)
"Everything was in order. When there were a couple of very minor glitches, the manager of the property was immediately responsive - and glitch gone, fast. This was one of the smoothest VRBO experiences we've had, and we've had many."
United States
Carola C.
The price is CA $446
CA $2,690 total
includes taxes & fees
Sep 8 - Sep 9
Villa Luz Family Home w/ heated pool & jacuzzi

8. Stunning Bayfront Views

Stunning Bayfront Views
Hampton Bays
9.8 out of 10, Exceptional, (41 reviews)
"We really enjoyed our stay. House was clean, comfortable and in a beautiful location. Even an impendimg noreaster couldn't dampen our stay!"
United States
Maria G.
The price is CA $1,384
CA $2,709 total
includes taxes & fees
Sep 3 - Sep 4
Stunning Bayfront Views

9. Prime location, walk to all, cozy cottage WHB, 30 minutes from Shinnecock Hills

Prime location, walk to all, cozy cottage WHB, 30 minutes from Shinnecock Hills
Westhampton Beach
10.0 out of 10, Exceptional, (2 reviews)
"Adorable cottage in a perfect location to walk into West Hampton town and the beaches. Easy check-in with great communication. Plenty of amenities, including bikes, beach chairs, towels, and all you need to have a BBQ. Peaceful backyard - perfect to relax and read or enjoy an outside BBQ with family. I was with 2 girls friends and it was great for our needs."
United States
Cindy M.
The price is CA $486
CA $883 total
includes taxes & fees
Oct 1 - Oct 2
Prime location, walk to all, cozy cottage WHB, 30 minutes from Shinnecock Hills

10. 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 CA $406
CA $587 total
includes taxes & fees
Sep 27 - Sep 28
Cliffside Resort Condominiums

11. 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)
"great experience"
United States
Jordan
The price is CA $485
CA $811 total
includes taxes & fees
Sep 3 - Sep 4
Light, Airy, Wood-floors, 1 mile from Southampton Village, Pet Friendly, sleep 6

12. South Shore Studio in Mastic

South Shore Studio in Mastic
Mastic
10.0 out of 10, Exceptional, (6 reviews)
"Really nice and great price! Would stay again. "
United States
Philip P.
The price is CA $187
CA $312 total
includes taxes & fees
Sep 7 - Sep 8
South Shore Studio in Mastic

13. A Quiet Place in the Hamptons

A Quiet Place in the Hamptons
East Quogue
9.8 out of 10, Exceptional, (40 reviews)
"Fantastic house for the extended family ! We loved the pool , enjoyed bbq grilling and hanging out together! "
United States
Anonymous traveller
The price is CA $1,371
CA $2,421 total
includes taxes & fees
Sep 3 - Sep 4
A Quiet Place in the Hamptons

14. Immaculate Waterfront 2 bedroom!

Immaculate Waterfront 2 bedroom!
Hampton Bays
10.0 out of 10, Exceptional, (5 reviews)
"Clean and fully updated home situated on a canal with a partial view of the bay . A perfect location ."
United States
Michael L.
The price is CA $762
CA $1,303 total
includes taxes & fees
Sep 3 - Sep 4
Immaculate Waterfront 2 bedroom!

15. 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 $271
CA $581 total
includes taxes & fees
Sep 7 - Sep 8
Beach Block Hideaway

16. Black Swan Beachfront Home with Jacuzzi year round

Black Swan Beachfront Home with Jacuzzi year round
Hampton Bays
9.8 out of 10, Exceptional, (18 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 $593
CA $2,209 total
includes taxes & fees
Sep 8 - Sep 9
Black Swan Beachfront Home with Jacuzzi year round

17. Safari Tent Glamping,S2-CedarPt, East Hampton, NY

Safari Tent Glamping,S2-CedarPt, East Hampton, NY
East Hampton
10.0 out of 10, Exceptional, (2 reviews)
"Outstanding place"
United States
Michael H.
The price is CA $298
CA $448 total
includes taxes & fees
Sep 8 - Sep 9
Safari Tent Glamping,S2-CedarPt, East Hampton, NY

18. 4th of 6 Premier Waterfront Vacation Rentals on Long Island NY in Wine Country of Famed North Fork

4th of 6 Premier Waterfront Vacation Rentals on Long Island NY in Wine Country of Famed North Fork
Aquebogue
9.8 out of 10, Exceptional, (19 reviews)
"Great cottage on amazing grounds! We loved the screened in porch. Sandy and john are great hosts. We also loved using the kayaks and checking out the bay."
United States
Richard C.
The price is CA $942
CA $1,297 total
includes taxes & fees
Sep 3 - Sep 4
4th of 6 Premier Waterfront Vacation Rentals on Long Island NY in Wine Country of Famed North Fork

19. 2nd of 6 Premier Waterfront Vacation Rentals on Long Island NY in Wine Country of Famed North Fork

2nd of 6 Premier Waterfront Vacation Rentals on Long Island NY in Wine Country of Famed North Fork
Aquebogue
9.6 out of 10, Exceptional, (5 reviews)
"Great rental experience. Owners friendly and available"
United States
Patricia and Michael F.
The price is CA $792
CA $1,123 total
includes taxes & fees
Sep 11 - Sep 12
2nd of 6 Premier Waterfront Vacation Rentals on Long Island NY in Wine Country of Famed North Fork
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 South Jamesport Hotel Reviews

Find out more about South Jamesport

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 South Jamesport. 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 vacation rentals in South Jamesport?

Yes, we give you a choice of vacation rentals near well known attractions in South Jamesport, or you can select a secluded option if you'd like a relaxing place to stay. South Jamesport is known for its beaches.

What's the top vacation rental in South Jamesport?

Bayfront 5 bedrooms family home. Panoramic sea view from all rooms: This vacation home rental near South Jamesport is located by the ocean and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 5 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 books.

How many vacation rentals are there in South Jamesport?

Choose from 12 Expedia vacation rentals in South Jamesport for a memorable vacation.

What’s there to see and do in South Jamesport?

While exploring the area, visit family-friendly sights like Safari Adventure, or get outside and enjoy nature at South Jamesport Park. Jamesport Vineyards and Paumanok Vineyards are a couple of places you'll find in the larger area.

What’s a vacation rental in South Jamesport like?

Vacation rentals are private properties where you can stay for a few weeks or just a few days in South Jamesport. Vacation rentals feature extras like kitchens and laundry facilities so you'll have all the comforts of home. If you're concerned about cleanliness, vacation rentals can offer a sense of safety away from public hotel elevators and busy lobbies while still allowing you the experience of travel. You'll also have more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is an attractive option for family trips.