Jamesport Vacation Rentals from CA $446: Short-Term Rentals for 2026

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Our top choices for Jamesport vacation rentals

A dining area with a wooden table, chairs, and a decorative wall with a cityscape picture.

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

Flanders

James W.

CA $466 total

includes taxes & fees

Sep 20 - Sep 21

A spacious living room with a large sofa, a round coffee table, and a television. A kitchen with a refrigerator and cabinets is visible in the background.

2. Seabreeze #3 Cozy Cottage steps to the beach

Hampton Bays

CA $869 total

includes taxes & fees

Aug 30 - Aug 31

A suburban house with a driveway and parked cars.

3. Beautiful Private Studio Apartment!

Ridge

Wendy

A modern house with a deck, outdoor seating, and a fire pit.

4. North Fork Resort

Greenport

Lisa

CA $481 total

includes taxes & fees

Sep 20 - Sep 21

A covered patio area with a white sofa, wooden chairs, and a ceiling fan.

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

Hampon Bays

Carola C.

CA $2,853 total

includes taxes & fees

Sep 7 - Sep 8

A hammock under a tree by a lake with boats in the background and a sign for J&S Reeves Cottages.

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

Aquebogue

Richard C.

CA $1,295 total

includes taxes & fees

Sep 7 - Sep 8

7. Cliffside Resort Condominiums

Greenport

Christine

CA $601 total

includes taxes & fees

Sep 21 - Sep 22

A beach with footprints leading to the water, a sunset in the background, and a clear sky.

8. Seabreeze 4 Charming Cottage footsteps to beach

Hampton Bays

Weston B.

CA $869 total

includes taxes & fees

Sep 7 - Sep 8

A row of tents with a grassy field and trees in the background.

9. Safari Tent Glamping,S4-CedarPt, East Hampton, NY

East Hampton

CA $442 total

includes taxes & fees

Sep 20 - Sep 21

10. Safari Tent Glamping,S10-CedarPt, East Hampton, NY

East Hampton

Christina V.

CA $446 total

includes taxes & fees

Sep 7 - Sep 8

A two-story building with a prominent sign reading 'Ivy Restaurant & Bar' on the front window.

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

Westhampton Beach

Cindy M.

CA $756 total

includes taxes & fees

Sep 7 - Sep 8

A swimming pool with a white deck, surrounded by lush greenery and a swan inflatable float.

12. Elegant 5-Bedroom Hamptons Home with Private Pool

Hampton Bays

Sarah A.

CA $1,841 total

includes taxes & fees

Aug 30 - Aug 31

A beach with people relaxing on chairs and sunbathing.

13. Harbor Heights

Pipes Cove

Nigel

CA $497 total

includes taxes & fees

Sep 3 - Sep 4

A compact hotel room with a bed, a sofa, a desk with a chair, a TV, and a small kitchenette.

14. South Shore Studio in Mastic

Mastic

Philip P.

CA $311 total

includes taxes & fees

Sep 7 - Sep 8

A covered patio with a table and chairs, large windows, and a view of greenery.

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

Southampton

Jordan

CA $809 total

includes taxes & fees

Aug 30 - Aug 31

A beach with people sunbathing, a pier extending into the water, and a clear blue sky.

16. The SandPiper

Pipes Cove

Kendric S.

CA $491 total

includes taxes & fees

Sep 10 - Sep 11

A beach with people relaxing under umbrellas, a dock extending into the water, and a forested hill in the background.

17. Aqua Vista

Pipes Cove

Anonymous traveller

CA $531 total

includes taxes & fees

Sep 15 - Sep 16

18. Hamptons Tiana Bay Oasis

Hampton Bays

Anonymous traveller

A sandy beach with footprints leading to the water, a wooden bench, and a pair of shoes on the ground.

19. Heart of Hamptons Retreat/Southampton/4 Bedrooms/Beaches/5 Star Restaurants

Southampton

Beverly J.

CA $1,443 total

includes taxes & fees

Sep 15 - Sep 16

A modern kitchen with white cabinetry, a large island with bar stools, stainless steel appliances, and pendant lighting.

20. Best location! Cozy and Chic Retreat 5 min to beach and close to town, peaceful!

Hampton Bays

Travis A.

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Top Jamesport Hotel Reviews

The Hampton Maid

10/10 Excellent

"Breakfast!"

Home2 Suites by Hilton Long Island Brookhaven

8/10 Good

"the room was nice and spacious, the staff was very kind and thoughtful, and it was a clean space! only downside was the noise level. I was near the elevator and would hear anytime there was a lot of commotion/loud speaking. And could hear any dragging from the floor above me. But besides the noise, i enjoyed the stay!"

Budget Host East End

8/10 Good

"We came for the pool and enjoyed every minute of a few relaxing days poolside. Lush green grounds provided some shady picnic tables when it was time to get out of the sun. If you are looking for an inexpensive stay not far from the Hamptons or North Fork this is your place. Staff, especially, front desk, very nice, friendly and informative. Rooms had a mini fridge and comfy bed. A/C worked great. Try to get a poolside room. Hotel includes continental breakfast on weekends. Multiple excellent restaurant options nearby on Main Street. We would recommend Olga's for breakfast, offers outdoor/indoor seating. For dinner there is Cliff's Rendezvous steak house. Call and go when they offer their steak special night. Jerry and the Mermaid for seafood, also has outdoor/indoor seating by the water. There is Tweed's where you can try Buffalo. And a few hidden gems with great water views and outdoor seating -Turkuaz (Turkish food ) and Country Farm Kitchen. There is Atlantis Aquarium nearby, that also offers boat tours of the Peconic by day and booze cruises weekend eves. Suffolk Theatre offers well known artists in concert on the weekends. There are at least 4 breweries a short drive away and homemade ice cream at Snowflake and homemade chocolate at North Fork Chocolate & Eatery. Polish Town is nearby if you want Polish food try the Birchwood Restaurant or groceries from the town's deli's."

Hyatt Place Long Island East End

8/10 Good

"Booked the 2nd time as our first time last year was superb. This year, we booked same type of room and requested for 1st flr room so we'll be closer to the indoor pool but ended up being assigned to a 5th floor room with view of parking lot. Other than that, location was convenient as it's next to the aquarium. Though we might reconsider staying in another hotel next year we go back to the area."

Find out more about Jamesport

Everything you need to know about Jamesport vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Jamesport vacation rental for you. At Expedia, you can take your pick from private vacation 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 Jamesport vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Jamesport vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Jamesport. 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 Jamesport vacation 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 vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Jamesport vacation rentals we have selected for you start as low as CA $446 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Jamesport rentals

At Expedia, we put the best Jamesport vacation 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 Jamesport 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 Jamesport vacation.

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

Frequently asked questions

Are there vacation rentals in Jamesport?

Yes, we have vacation rentals near the most popular sights in Jamesport, or you can go with a more remote option if you're looking for a relaxing stay. Jamesport is known for its beaches and wineries.

What are some of the best vacation home rentals that Jamesport has to offer?

Bayfront 5 bedrooms family home. Panoramic sea view from all rooms: This vacation home rental outside of 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 will I find in Jamesport?

With 7 Expedia vacation rentals, you're sure to find just the right place for your Jamesport stay.

What can I see and do in Jamesport?

While exploring the area, visit family-friendly sights like Safari Adventure, or get outside and enjoy nature at Meschutt Beach. In the larger area, you’ll find Jason's Vineyard and Jamesport Vineyards.

What are vacation rentals like in Jamesport?

Vacation rentals are privately owned accommodations you can book for a couple days or more in Jamesport. Vacation rentals feature extras such as hot tubs, fire pits, and patios to help you enjoy your stay. If you're concerned about cleanliness, a vacation rental can offer a sense of safety away from public hotel elevators and lobbies packed with people while still allowing you the enjoyment of travel. You'll also have more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a great option for small groups.

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Check prices for these dates

Our top choices for Jamesport vacation rentals

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

2. Seabreeze #3 Cozy Cottage steps to the beach

3. Beautiful Private Studio Apartment!

4. North Fork Resort

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

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

7. Cliffside Resort Condominiums

8. Seabreeze 4 Charming Cottage footsteps to beach

9. Safari Tent Glamping,S4-CedarPt, East Hampton, NY

10. Safari Tent Glamping,S10-CedarPt, East Hampton, NY

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

12. Elegant 5-Bedroom Hamptons Home with Private Pool

13. Harbor Heights

14. South Shore Studio in Mastic

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

16. The SandPiper

17. Aqua Vista

18. Hamptons Tiana Bay Oasis

19. Heart of Hamptons Retreat/Southampton/4 Bedrooms/Beaches/5 Star Restaurants

20. Best location! Cozy and Chic Retreat 5 min to beach and close to town, peaceful!

Find vacation rentals that suit your style

Top Jamesport Hotel Reviews

The Hampton Maid

Sound View Greenport

Greenview Inn Riverhead

The Chequit

The Pridwin Hotel

Home2 Suites by Hilton Long Island Brookhaven

The Bentley Hotel Southampton

Budget Host East End

Hyatt Place Long Island East End

Find out more about Jamesport

Frequently asked questions

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