Jamesport Holiday Rentals from €274: Search Short-Term Rentals

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Our top choices for Jamesport holiday 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.

includes taxes & fees

29 Sept - 30 Sept

A landscaped garden with a tree in a rectangular planter, surrounded by trimmed hedges and a wooden fence in the background.

2. Jacuzzi year-round - Villa Luz Private Home

Hampon Bays

Annie B.

includes taxes & fees

4 Oct - 5 Oct

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

3. Walk to Beach | Seabreeze Cottage #4

Hampton Bays

Weston B.

includes taxes & fees

29 Sept - 30 Sept

A modern building with large windows overlooking a beach.

4. Beachfront Jacuzzi All Year - Black Swan Home

Hampton Bays

Donald J.

includes taxes & fees

12 Oct - 13 Oct

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.

5. 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

includes taxes & fees

4 Oct - 5 Oct

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

6. Elegant 5-Bedroom Hamptons Home with Private Pool

Hampton Bays

Sarah A.

includes taxes & fees

29 Sept - 30 Sept

7. Prime location, walk to all, cozy cottage Westhampton Beach

Westhampton Beach

Chris J.

includes taxes & fees

1 Oct - 2 Oct

A restaurant with wicker furniture and large windows overlooking the ocean at sunset.

8. North Fork Fall Escape - Vineyards visits - Wineries • Apple Picking • Greenport

Mattituck

Glenn F.

includes taxes & fees

24 Oct - 25 Oct

9. Cliffside Resort Condominiums

Greenport

Christine

includes taxes & fees

25 Oct - 26 Oct

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

10. North Fork Resort

Greenport

Harold

includes taxes & fees

25 Oct - 26 Oct

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

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

Southampton

Angelo D.

includes taxes & fees

4 Oct - 5 Oct

A modern kitchen with a stainless steel refrigerator, white cabinets, a window with a view, and a chandelier.

12. Charming Accommodations in the Hamptons

Sag Harbor

includes taxes & fees

29 Sept - 30 Sept

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

13. South Shore Studio in Mastic

Mastic

Philip P.

includes taxes & fees

13 Oct - 14 Oct

A tent with a wooden frame, two red chairs, and a table.

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

East Hampton

Christina V.

includes taxes & fees

1 Oct - 2 Oct

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

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

Pipes Cove

Callie E.

includes taxes & fees

12 Oct - 13 Oct

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

16. The SandPiper

Pipes Cove

Julian V.

includes taxes & fees

18 Oct - 19 Oct

A beach with people relaxing on chairs and sunbathing.

17. Harbor Heights

Pipes Cove

Steven R.

includes taxes & fees

5 Oct - 6 Oct

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

18. Aqua Vista

Pipes Cove

Kerri L.

includes taxes & fees

7 Oct - 8 Oct

A tented accommodation with two beds, a small table, a chair, and a cabinet.

19. Safari Tent Glamping,D27-CedarPt, East Hampton, NY

East Hampton

Brian

includes taxes & fees

1 Oct - 2 Oct

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

20. Cozy Hamptons Escape 3BR Minutes From Beach!

Hampton Bays

Taylor H.

includes taxes & fees

29 Sept - 30 Sept

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Top Jamesport Hotel Reviews

Silver Sands Motel & Beach Bungalows

10/10 Excellent

"This is a great place that brings you back to a special time. Staff were exceptionally friendly and helpful. Made us feel like we were family - highly recommend."

North Fork Resort

8/10 Good

"We enjoyed our stay. The cabin was clean a few areas of feedback is that the hot water was lackluster. We had many periods of no hot water. The light fixture was very bright in the sitting area. It would’ve been nice if they had a light dimmer so we didn’t have to unscrew the bulbs. One bulb made the room shine. We were impressed that during the storm we received a phone call asking us if we wanted to relocate to another cabin that was not near trees and in the open area. We appreciate that they took the time to extend the offer. We were also impressed that they came around to pick up the fallen branches and used leaf blower to blow off the leaves and sticks on our porch. We would consider reserving in the summer a week to explore the area. Thank you."

Zey Hotel

8/10 Good

"We got off the Orient Point ferry late in evening and were welcomed so warmly by the host! Its like stepping back to a lovely time with the cozy living room on 2 floors and elegant furnishings. The complimentary coffee and lemon water. We loved the cozy feel of the living room that we just picked up muffins from a bakery and ate them with the coffee there. The ONLY reason we gave 4 stars, not 5 is the room had no sound barrier abd we heard next door t.v. on til almost midnight. We loved our stay other than that.0"

Sag Harbor Inn

10/10 Excellent

"We asked for a second floor room. The room was large and mostly very quiet. Pillows and bedding were very good. Breakfast included yogurt, oatmeal (from packets), hard boiled eggs. Sugar free yogurt would have been good. Only about a five minute walk from the center of town. Convenient location for exploring the area."

Hilton Garden Inn Riverhead

8/10 Good

"Good hotel benefited by a good lobby and the delightful Annabel who welcomed us when we arrived after a long journey and managed to arrange food for my family just before the kitchen closed. She looked after us and friends over our stay and made us all very welcome Rooms were spacious though a little dark and we were surprised that given the cost of the hotel room they were only cleaned every other day Facilities are good though and it’s a great base to visit this lovely island. Would happily stay here again"

Find out more about Jamesport

Everything you need to know about Jamesport 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 Jamesport holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, 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 holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Jamesport holiday 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 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 Jamesport holiday rentals we have selected for you start as low as €274 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 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 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 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 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 holiday rentals in Jamesport?

Yes, there are holiday rentals close to the most popular sights in Jamesport, or you can select a more secluded option if you're looking for a relaxing stay. Jamesport is known for its beaches and wineries.

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

WHB Village,4200sqft,Traffic Free,Private Dr,40ft Heated Pool,Beach,Fam/Pet Frly: This holiday home rental outside of Jamesport offers an outdoor pool, a patio and a BBQ 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 that you can cook with friends or family. You can relax into your holiday with a garden and a selection of games.

How many holiday rentals will I find in Jamesport?

With 7 Expedia holiday rentals, you're guaranteed 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 wider area, you’ll find Jason's Vineyard and Jamesport Vineyards.

What are holiday rentals like in Jamesport?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Jamesport. Holiday rentals offer extras such as kitchens and laundry facilities so you'll have all the comforts of home. If you're concerned about a clean environment, holiday rentals can offer a sense of seclusion away from public hotel lifts and busy concierge desks while still allowing you the excitement and enjoyment of travel. You'll also have more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a popular choice for small groups.

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Check prices for these dates

Our top choices for Jamesport holiday rentals

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

2. Jacuzzi year-round - Villa Luz Private Home

3. Walk to Beach | Seabreeze Cottage #4

4. Beachfront Jacuzzi All Year - Black Swan Home

5. Steps to the beach | Seabreeze Cottage #3

6. Elegant 5-Bedroom Hamptons Home with Private Pool

7. Prime location, walk to all, cozy cottage Westhampton Beach

8. North Fork Fall Escape - Vineyards visits - Wineries • Apple Picking • Greenport

9. Cliffside Resort Condominiums

10. North Fork Resort

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

12. Charming Accommodations in the Hamptons

13. South Shore Studio in Mastic

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

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

16. The SandPiper

17. Harbor Heights

18. Aqua Vista

19. Safari Tent Glamping,D27-CedarPt, East Hampton, NY

20. Cozy Hamptons Escape 3BR Minutes From Beach!

Find holiday rentals that suit your style

Top Jamesport Hotel Reviews

Silver Sands Motel & Beach Bungalows

Hyatt Place Long Island East End

North Fork Resort

Hampton Bays Hotel on Main

Zey Hotel

Sag Harbor Inn

Hilton Garden Inn Riverhead

The Shoals Suites and Slips

Budget Host East End

Find out more about Jamesport

Frequently asked questions

Go further with the Expedia app

Holiday Rentals in Jamesport

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Jamesport holiday rentals

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

2. Jacuzzi year-round - Villa Luz Private Home

3. Walk to Beach | Seabreeze Cottage #4

4. Beachfront Jacuzzi All Year - Black Swan Home

5. Steps to the beach | Seabreeze Cottage #3

6. Elegant 5-Bedroom Hamptons Home with Private Pool

7. Prime location, walk to all, cozy cottage Westhampton Beach

8. North Fork Fall Escape - Vineyards visits - Wineries • Apple Picking • Greenport

9. Cliffside Resort Condominiums

10. North Fork Resort

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

12. Charming Accommodations in the Hamptons

13. South Shore Studio in Mastic

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

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

16. The SandPiper

17. Harbor Heights

18. Aqua Vista

19. Safari Tent Glamping,D27-CedarPt, East Hampton, NY

20. Cozy Hamptons Escape 3BR Minutes From Beach!

Find holiday rentals that suit your style

Top Jamesport Hotel Reviews

Silver Sands Motel & Beach Bungalows

Find out more about Jamesport

Frequently asked questions

Go further with the Expedia app