Jamesport Vacation Rentals from CA $76: 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

Sherri K.

CA $457 total

includes taxes & fees

Dec 9 - Dec 10

A hot tub with a checkered roof structure and surrounding greenery.

2. Jacuzzi year-round - Villa Luz Private Home

Hampon Bays

Annie B.

CA $1,533 total

includes taxes & fees

Nov 9 - Nov 10

A brick patio with outdoor seating, a wooden staircase, and a house with a window and door.

3. Cozy Cottage by the beach - Seabreeze #1

Hampton Bays

CA $632 total

includes taxes & fees

Nov 16 - Nov 17

A modern building with large windows overlooking a beach.

4. Beachfront Jacuzzi All Year - Black Swan Home

Hampton Bays

John M.

CA $1,756 total

includes taxes & fees

Nov 9 - Nov 10

A wooden interior with a staircase, a blue sofa, and a fireplace.

5. Breakwater Estate: Heated Saltwater Pool, Sleeps 12

Mattituck

Frank T.

CA $1,907 total

includes taxes & fees

Nov 30 - Dec 1

A modern kitchen with a central island, white cabinetry, and a dining area with a table set for two.

6. Immaculate Waterfront 2 bedroom!

Hampton Bays

Michael L.

CA $772 total

includes taxes & fees

Nov 9 - Nov 10

A single-story house with a gabled roof, a front porch, and a well-maintained garden.

7. Walk to Beach | Seabreeze Cottage #4

Hampton Bays

Weston B.

CA $679 total

includes taxes & fees

Nov 30 - Dec 1

A balcony with a view of the ocean, a lawn, and a house in the background.

8. Cliffside Resort Condominiums

Greenport

William

CA $467 total

includes taxes & fees

Nov 26 - Nov 27

9. Hamptons Oceanfront Oasis - Cozy 1-bedroom cottage

Hampton Bays

CA $572 total

includes taxes & fees

Nov 15 - Nov 16

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

10. North Fork Resort

Greenport

Altynai

CA $503 total

includes taxes & fees

Nov 9 - Nov 10

A cozy room with a white sofa, a small table, and a window with blinds.

11. Prime location, walk to all, cozy cottage WHB

Westhampton Beach

Matt S.

CA $728 total

includes taxes & fees

Nov 9 - Nov 10

A spacious living area with a white sofa, a white armchair, and a dining table. There is a staircase leading to an upper level.

12. Steps to the beach | Seabreeze Cottage #3

Hampton Bays

"The property needs a major cleaning and repairs. The floors were sticky, and the carpet was dirty. Furniture was dirty and soiled. There was dried food on the utensils. The pipes groaned at all hours, several times an hour. The bed creaked with every movement. Bedroom blinds were broken and wouldn’t close all the way. The bedside lamp on the wall was falling off. The last straw was the huge spider that jumped down from the closet onto me. We ended up leaving after less than 24 hours and...

Lydia

CA $642 total

includes taxes & fees

Nov 15 - Nov 16

A spacious living area with a fireplace, a wooden staircase, and large windows.

13. Cozy beach hose minutes from Hamptons

Calverton

Robin M.

CA $870 total

includes taxes & fees

Nov 9 - Nov 10

A spacious living room with a grey sectional sofa, a round coffee table, and a white armchair.

14. Minutes from the beach, brand new 4 bedroom

Southampton

Okito H.

CA $1,485 total

includes taxes & fees

Nov 9 - Nov 10

A doorway with a "WELCOME" mat, a small potted plant on each side, and a hallway leading to a living room with a couch and a lamp.

15. Private One Bedroom Apartment with full kitchen, LR, full bath and private yard

Ridge

Diane J.

A modern living room with a stone fireplace, two sofas, a coffee table, and a chandelier.

16. Elegant 5-Bedroom Hamptons Home with Private Pool

Hampton Bays

Judith M.

CA $2,418 total

includes taxes & fees

Nov 9 - Nov 10

A modern living room with a sofa, armchairs, a coffee table, and a TV.

17. Minutes from the beach, brand new 3 bedroom

Southampton

Kathy B.

CA $1,564 total

includes taxes & fees

Nov 9 - Nov 10

A small cabin with a porch, surrounded by trees and a fenced area.

18. Lovely studio with AC in charming Sag Harbor

Sag Harbor

"For a last minute trip, we couldn't beat the location. Less than 10 minutes from Sag Harbor and Bridgehampton main streets as well as from Sagaponack beaches. The space is quaint and offers everything you need, a small kitchenette, a work desk, outdoor space. There was several communications sent regarding privacy and not interacting with other guests on property which I can appreciate but felt excessive.My two biggest complaints and likely why I would not rebook was first the cleanliness of the...

Emily t.

CA $668 total

includes taxes & fees

Nov 9 - Nov 10

A modern kitchen with white cabinets, a dining area with a round table, and a living area with a sofa and decorative pillows.

19. Cozy Hamptons Escape 3BR Minutes From Beach!

Hampton Bays

Taylor H.

CA $2,103 total

includes taxes & fees

Nov 9 - Nov 10

A house with a sliding glass door, a white door, and a small porch with potted plants.

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

Sag Harbor

maria m.

CA $1,567 total

includes taxes & fees

Nov 11 - Nov 12

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Top Jamesport Hotel Reviews

A Holiday Inn Express hotel with a stone facade, large windows, and a covered entrance.

Holiday Inn Express & Suites Riverhead - Long Island by IHG

Riverhead

10/10 Excellent

Carrie

A tented area with a pool view, wooden lounge chairs, and a table with a drink and food.

Canoe Place Inn and Cottages

Hampton Bays

10/10 Excellent

Corrado

An outdoor patio area with a stone fireplace, red outdoor furniture, and two standing heaters.

Hotel Indigo Long Island - East End by IHG

Riverhead

10/10 Excellent

Anonymous traveller

A modern two-story building with a pool area featuring sun loungers and umbrellas.

Seven Beach Lane

Westhampton Beach

10/10 Excellent

My stay was absolutely incredible! From the moment I arrived, Jen made me feel so welcome. After an early travel day, her warmth and kindness immediately made me feel comfortable and at home. She gave me so many great recommendations and was incredibly attentive, making everything over the last two days feel completely seamless and enjoyable. As a solo traveler, I also felt incredibly safe on the property, which was so important to me. The location is amazing and within easy walking distance of...

Mel

A conservatory with a sofa, chairs, a small table, and a view of houses.

The Penny Lane

Hampton Bays

10/10 Excellent

Angela

A spacious hotel lobby with multiple levels, a central chandelier, and a staircase leading to the upper floor.

The Inn And Spa At East Wind

Calverton

8/10 Good

Deodat

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 $76 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?

WHB Village,4200sqft,Traffic Free,Private Dr,40ft Heated Pool,Beach,Fam/Pet Frly: This vacation home rental outside of Jamesport 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 Jamesport?

With 6 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.

Jamesport Vacation Rentals

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Jamesport vacation rentals

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

2. Jacuzzi year-round - Villa Luz Private Home

3. Cozy Cottage by the beach - Seabreeze #1

4. Beachfront Jacuzzi All Year - Black Swan Home

5. Breakwater Estate: Heated Saltwater Pool, Sleeps 12

6. Immaculate Waterfront 2 bedroom!

7. Walk to Beach | Seabreeze Cottage #4

8. Cliffside Resort Condominiums

9. Hamptons Oceanfront Oasis - Cozy 1-bedroom cottage

10. North Fork Resort

11. Prime location, walk to all, cozy cottage WHB

12. Steps to the beach | Seabreeze Cottage #3

13. Cozy beach hose minutes from Hamptons

14. Minutes from the beach, brand new 4 bedroom

15. Private One Bedroom Apartment with full kitchen, LR, full bath and private yard

16. Elegant 5-Bedroom Hamptons Home with Private Pool

17. Minutes from the beach, brand new 3 bedroom

18. Lovely studio with AC in charming Sag Harbor

19. Cozy Hamptons Escape 3BR Minutes From Beach!

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

Find vacation rentals that suit your style

Top Jamesport Hotel Reviews

Holiday Inn Express & Suites Riverhead - Long Island by IHG

10/10 Excellent

Find out more about Jamesport

Jamesport vacation rentals: An excellent choice for every season

How to find incredible deals on Jamesport rentals

Frequently Asked Questions

Are there vacation rentals in Jamesport?

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

How many vacation rentals will I find in Jamesport?

What can I see and do in Jamesport?

What are vacation rentals like in Jamesport?