Title: Jamesport Vacation Home Rentals from CA $393: Search Top Private Vacation Homes for Rent | Expedia.ca [Hotels in Jamesport](https://expedia.ca/Jamesport-Hotels.d6323751.Travel-Guide-Hotels)[Vacation Rentals in Jamesport](https://expedia.ca/Jamesport-Vacation-Rentals.d6323751.Travel-Guide-VacationRentals)[Things to do in Jamesport](https://expedia.ca/Things-To-Do-In-Jamesport.d6323751.Travel-Guide-Activities)[Jamesport Car Rentals](https://expedia.ca/Car-Rentals-In-Jamesport.d6323751.Car-Rental-Guide)[Jamesport Vacation Packages](https://expedia.ca/Jamesport.d6323751.Destination-Travel-Guides) ![](https://mediaim.expedia.com/destination/2/060a16d1d875e7287a13e6f7c8f27fcb.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Nina Dinoff # Jamesport Vacation Rentals - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check prices for these dates Next weekend [Nov 14 - Nov 16](https://www.expedia.ca/Hotel-Search?regionId=6323751&startDate=2025-11-14&endDate=2025-11-16&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Nov 21 - Nov 23](https://www.expedia.ca/Hotel-Search?regionId=6323751&startDate=2025-11-21&endDate=2025-11-23&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Dec 5 - Dec 7](https://www.expedia.ca/Hotel-Search?regionId=6323751&startDate=2025-12-05&endDate=2025-12-07&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Jan 2 - Jan 4](https://www.expedia.ca/Hotel-Search?regionId=6323751&startDate=2026-01-02&endDate=2026-01-04&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Jamesport Vacation Homes ![Terrace/patio](https://images.trvl-media.com/lodging/67000000/66480000/66472400/66472313/47172b27.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/67000000/66480000/66472400/66472313/6ca48340.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Children's area](https://images.trvl-media.com/lodging/67000000/66480000/66472400/66472313/3f78326f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/67000000/66480000/66472400/66472313/02ffbf91.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Year-Round Private Jacuzzi / Peaceful Fenced Yard Hampon Bays 9.6/10 Exceptional (22) "What a great place for a family gathering! The backyard is to die for and the host was very helpful throughout the stay. We’ll be back!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lisa w. CA $139 CA $1,787 total includes taxes & fees Nov 9 - Nov 10 [](https://www.expedia.ca/Hampton-Bays-Hotels-Private-Completely-Fenced-In-Property-Near-Beach.h66472313.Hotel-Information) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/79000000/78750000/78740400/78740383/b3f1fe2e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/79000000/78750000/78740400/78740383/3368cbed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, table tennis, books](https://images.trvl-media.com/lodging/79000000/78750000/78740400/78740383/441cf856.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, table tennis, books](https://images.trvl-media.com/lodging/79000000/78750000/78740400/78740383/98c458f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### NEW Luxury 7BR Water Mill Estate – Salt Pool, Sauna & Cold Plunge, Mins to Beach Water Mill 10/10 Exceptional (6) "Our family / extended family was in town for over a week for the Hampton Classic horse show. We all enjoyed or stay at this wonderful home: beautiful newly renovated open space, outstanding kitchens (indoors and outdoors), numerous areas to have separate down time, excellent in suite bedroom / bathrooms including three bedrooms suites with king beds, fabulous backyard with a private pool, and exceptionally clean with all amenities needed. The owners were also incredible; extremely responsive,... ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kristin C. CA $3,795 CA $7,704 total includes taxes & fees Nov 5 - Nov 6 [](https://www.expedia.ca/Water-Mill-Hotels-Ultimate-Water-Mill-Southampton-Escape-Stunning-7BR-Estate-For-Family-Friends.h78740383.Hotel-Information) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/106000000/105960000/105954000/105953994/c1c14546.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/106000000/105960000/105954000/105953994/200490ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/106000000/105960000/105954000/105953994/b0e8e3c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/106000000/105960000/105954000/105953994/9a2f74fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy Bungalow Available Nearby Bridgehampton and Sag Harbor Bridgehampton 9.6/10 Exceptional (16) "A new clean cozy space. Perfect for a weekend getaway. Very easy experience. Highly recommended!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) John W. CA $246 CA $563 total includes taxes & fees Nov 11 - Nov 12 [](https://www.expedia.ca/Bridgehampton-Hotels-Cozy-Bungalow-Available-Nearby-Bridgehampton-And-Sag-Harbor.h105953994.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/93000000/92510000/92502500/92502496/f20bc122.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/93000000/92510000/92502500/92502496/00b024ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/93000000/92510000/92502500/92502496/8791fbfd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/93000000/92510000/92502500/92502496/8ea39820.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Private beach on a fenced in property sunset views Hampton Bays 10/10 Exceptional (12) "Beautiful sunrise, sunsets and scenery. Beautiful property" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Elaine P. CA $280 CA $1,879 total includes taxes & fees Nov 6 - Nov 7 [](https://www.expedia.ca/Hampton-Bays-Hotels-Unique-Location-Fenced-In-Private-Beach.h92502496.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/72000000/71950000/71943300/71943248/0195b6df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/72000000/71950000/71943300/71943248/e69dbcaa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/72000000/71950000/71943300/71943248/18f698b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/72000000/71950000/71943300/71943248/9e0f05a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### American Beech in Greenport - Petite King Room 7 Greenport 9.0/10 Wonderful (4) "We thoroughly enjoyed our stay!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Parent From The Heart, Inc. E. CA $252 CA $393 total includes taxes & fees Nov 10 - Nov 11 [](https://www.expedia.ca/Greenport-Hotels-American-Beech-In-Greenport-Petite-King-Room-7.h71943248.Hotel-Information) ![Oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/109000000/108020000/108011000/108010988/w1133h742x19y0-50746f6c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/109000000/108020000/108011000/108010988/w1169h768x0y0-20f93b3c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/109000000/108020000/108011000/108010988/w1109h758x16y4-b628a6e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/109000000/108020000/108011000/108010988/w1133h693x19y0-54cefabf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Spacious multiples bedroom house in enchanting Calverton with WiFi, AC Calverton 8.4/10 Very good (7) "A fantastic location, and would certainly stay again! The bed was a bit hard but we all like something different. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ethan L. CA $433 CA $931 total includes taxes & fees Nov 9 - Nov 10 [](https://www.expedia.ca/Calverton-Hotels-Spacious-5-Bedroom-House-In-Enchanting-Calverton-With-WiFi.h108010988.Hotel-Information) ![Outdoor spa tub](https://images.trvl-media.com/lodging/70000000/69730000/69725000/69724977/bf53ce9a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/70000000/69730000/69725000/69724977/9fcec15b_edited_9ac7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/70000000/69730000/69725000/69724977/74a32c05.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/70000000/69730000/69725000/69724977/b9b09185.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hottub, ⛳️, htd pool, Sauna, Basketball Mastic 10/10 Exceptional (27) "My family from Europe came to visit and we needed extra space so we rented this property and it was absolutely fantastic. Everything from the pool, the hot tub, the basketball court and putting green, and the cozy house which was spacious and lovely. My family and I enjoyed ourselves so much that we will be renting it again. The owner Louis was an absolute gentleman. Extremely helpful, courteous and accommodating. We were grateful to create priceless family memories in this fine home and can't... ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) David CA $392 CA $1,702 total includes taxes & fees Nov 9 - Nov 10 [](https://www.expedia.ca/Shirley-Hotels-Beautiful-House.h69724977.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/89000000/88250000/88242900/88242863/9c8f5b0d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/89000000/88250000/88242900/88242863/eda634ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/89000000/88250000/88242900/88242863/ccec8913.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Combined shower/tub, hair dryer, towels, soap](https://images.trvl-media.com/lodging/89000000/88250000/88242900/88242863/e738d4f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Homelike, peaceful and centrally- home located in the hamlet of Rocky Point NY Rocky Point 10/10 Exceptional (23) "Pet friendly " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Steven CA $378 CA $769 total includes taxes & fees Nov 22 - Nov 23 [](https://www.expedia.ca/Rocky-Point-Hotels-Homelike.h88242863.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/114000000/113100000/113098300/113098265/10ef3e76.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![5 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/114000000/113100000/113098300/113098265/52e5aba4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/114000000/113100000/113098300/113098265/5f36ce70.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, video games, printers](https://images.trvl-media.com/lodging/114000000/113100000/113098300/113098265/30fcbecb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beautifully farmhouse Southold 10/10 Exceptional (3) "good experience" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Anonymous traveller CA $841 CA $1,645 total includes taxes & fees Dec 4 - Dec 5 [](https://www.expedia.ca/Southold-Hotels-Magic-Place.h113098265.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/75000000/74430000/74426400/74426394/bdf0ec86.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/75000000/74430000/74426400/74426394/70b7a4d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/75000000/74430000/74426400/74426394/069535cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/75000000/74430000/74426400/74426394/cebba0a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Modern Vacation home. Close to The Hamptons Shirley 10/10 Exceptional (3) "good time" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Roy T. CA $476 CA $894 total includes taxes & fees Nov 17 - Nov 18 [](https://www.expedia.ca/Shirley-Hotels-Modern-Vacation-Home-Close-To-The-Hamptons.h74426394.Hotel-Information) ![Beach](https://images.trvl-media.com/lodging/114000000/113540000/113530200/113530184/f6c15885.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/114000000/113540000/113530200/113530184/d416d8d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/114000000/113540000/113530200/113530184/aeb85212.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/114000000/113540000/113530200/113530184/126bef9e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Spacious 5-bedroom house with water views and 2 houses from the bay. Sag Harbor CA $5,604 CA $9,069 total includes taxes & fees Dec 1 - Dec 2 [](https://www.expedia.ca/Sag-Harbor-Hotels-Spacious-5-Bedroom-House-With-Water-Views-And-2-Houses-From-The-Bay.h113530184.Hotel-Information) ![5 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/114000000/113440000/113439500/113439409/7a209baf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/114000000/113440000/113439500/113439409/8f1986e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/114000000/113440000/113439500/113439409/b061fa88.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/114000000/113440000/113439500/113439409/f8c8a8d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sag Harbor Water View w Dock 1.5ml from town Bay Point CA $6,325 CA $8,987 total includes taxes & fees Nov 7 - Nov 8 [](https://www.expedia.ca/Sag-Harbor-Hotels-Sag-Harbor-Water-View-W-Dock.h113439409.Hotel-Information) ![A heated pool](https://images.trvl-media.com/lodging/51000000/50610000/50607400/50607334/55e69dfa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, iron/ironing board, travel crib, internet](https://images.trvl-media.com/lodging/51000000/50610000/50607400/50607334/861024c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, stereo](https://images.trvl-media.com/lodging/51000000/50610000/50607400/50607334/bce95391.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/51000000/50610000/50607400/50607334/d0d2900f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Contemporary Southampton Village Home Walking Distance to Town, Pool,... Southampton 10/10 Exceptional (15) "The house was great! Super spacious and clean and looks even better than the pictures. Lots of amenities like a washer and dryer, umbrellas for the pool, dishes and some stocked items in the fridge. I connected with Anne and she was incredible and super flexible, as well as responsive to all of our questions and requests. The area is also super pretty and peaceful." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tina CA $2,034 CA $2,955 total includes taxes & fees Nov 5 - Nov 6 [](https://www.expedia.ca/Southampton-Hotels-Contemporary-Southampton-Village-Home-Walking-Distance-To-Town.h50607334.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/86000000/85380000/85374000/85373907/b8434d45.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/86000000/85380000/85374000/85373907/305503f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/86000000/85380000/85374000/85373907/02a1d23b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/86000000/85380000/85374000/85373907/4bc52833.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Immaculate Waterfront 2 bedroom! Hampton Bays 10/10 Exceptional (5) "Highly recommend. Very close to the beach. Cute updated little home. We loved it!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Gail R. CA $455 CA $900 total includes taxes & fees Nov 9 - Nov 10 [](https://www.expedia.ca/Hampton-Bays-Hotels-Immaculate-Waterfront-2-Bedroom.h85373907.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/40000000/39940000/39934500/39934446/7033cd48.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/40000000/39940000/39934500/39934446/f2189685.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/40000000/39940000/39934500/39934446/a1d1bd69.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![5 bedrooms, in-room safe, desk, free WiFi](https://images.trvl-media.com/lodging/40000000/39940000/39934500/39934446/24362044.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Work and Play Special! Extended Stay Discount Shelter Island 10/10 Exceptional (52) "We've booked this property multiple times and always had a wonderful time. The hosts are responsive and helpful and the house is always clean and put together. We will definitely be returning. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tessa W. CA $1,012 CA $1,871 total includes taxes & fees Nov 6 - Nov 7 [](https://www.expedia.ca/Shelter-Island-Hotels-Work-And-Play-Special-Extended-Stay-Discount-At-A-Hideaway-With-Stellar-Wifi.h39934446.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/75000000/74200000/74196800/74196767/bb644073.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/75000000/74200000/74196800/74196767/4bd3774d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/75000000/74200000/74196800/74196767/107032d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/75000000/74200000/74196800/74196767/6a96971c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Northfork Townhouse- walk to all/ newly renovated Greenport 9.6/10 Exceptional (9) "The place was as advertised and in great walking distance to everything in town! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Liz H. CA $633 CA $1,156 total includes taxes & fees Nov 9 - Nov 10 [](https://www.expedia.ca/Greenport-Hotels-Greenport-Village-Townhouse.h74196767.Hotel-Information) ![Smart TV, fireplace, computer monitors, printers](https://images.trvl-media.com/lodging/116000000/115140000/115137600/115137583/a7ab8c0e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/116000000/115140000/115137600/115137583/66b0cea3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/116000000/115140000/115137600/115137583/423d6e94.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/116000000/115140000/115137600/115137583/4a07f854.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 5 Bedrooms! 4 Min to the Beach! HEATED POOL! Westhampton Beach 10/10 Exceptional (2) "awesome house and awesome host" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Matthew M. CA $2,242 CA $3,376 total includes taxes & fees Dec 1 - Dec 2 [](https://www.expedia.ca/Westhampton-Beach-Hotels-5-Bedrooms-4-Min-To-The-Beach-HEATED-POOL.h115137583.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/105000000/104830000/104820900/104820817/c3191410.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/105000000/104830000/104820900/104820817/0defc87a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/105000000/104830000/104820900/104820817/511f61bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, stereo](https://images.trvl-media.com/lodging/105000000/104830000/104820900/104820817/e7a48081.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Minutes from the beach, brand new 4 bedroom Southampton 10/10 Exceptional (3) "perfect for families" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Okito H. CA $630 CA $1,554 total includes taxes & fees Nov 9 - Nov 10 [](https://www.expedia.ca/Southampton-Hotels-Renovated-Hamptons-4-Bedroom.h104820817.Hotel-Information) ![Private kitchen](https://images.trvl-media.com/lodging/120000000/119900000/119891500/119891409/w906h683x58y0-bc7fef2a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/120000000/119900000/119891500/119891409/w905h683x60y0-6196bd68.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/120000000/119900000/119891500/119891409/w905h683x60y0-297b69ba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/120000000/119900000/119891500/119891409/w905h683x60y0-467ebb28.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy 5 Bedroom With Wi-fi And Air Condition Wainscott CA $1,867 CA $2,425 total includes taxes & fees Nov 5 - Nov 6 [](https://www.expedia.ca/Wainscott-Hotels-Cozy-5-Bedroom-With-Wi-Fi-And-Air-Condition.h119891409.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/120000000/120000000/119994200/119994127/df52c5e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/120000000/120000000/119994200/119994127/823ad6dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/120000000/120000000/119994200/119994127/82837070.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/120000000/120000000/119994200/119994127/d549b5c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Tranquil 4-bedroom house with AC in East Quogue. Covered patio. East Quogue CA $1,476 CA $2,385 total includes taxes & fees Nov 13 - Nov 14 [](https://www.expedia.ca/East-Quogue-Hotels-Tranquil-4-Bedroom-House-With-AC-In-East-Quogue-Heated-Pool-Covered-Patio.h119994127.Hotel-Information) 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. [View all properties](https://expedia.ca/Hotel-Search?startDate=2025-11-18&endDate=2025-11-19®ionId=6323751&adults=2&lodging=VACATION_HOME&sort=RECOMMENDED&openPlayBack=true) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FJamesport-Private-Vacation-Homes.d6323751-aaPrivateVacationHomes.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FJamesport-Private-Vacation-Homes.d6323751-aaPrivateVacationHomes.Travel-Guide-Accommodation) ## Top Jamesport Hotel Reviews ![The Bentley Hotel Southampton](//images.trvl-media.com/lodging/54000000/53970000/53963000/53962986/60534d98_y.jpg) ### The Bentley Hotel Southampton 10/10 Excellent "It was clean and the staff was very nice they " [](https://expedia.ca/Southampton-Hotels-Bentley-Southampton.h53962986.Hotel-Information) ![Budget Host East End Hotel in Riverhead](//images.trvl-media.com/lodging/2000000/1140000/1130500/1130479/ad0c5cd3_y.jpg) ### Budget Host East End Hotel in Riverhead 10/10 Excellent "Very nice room for the price. Very clean, clean bed sheets, nice pillows and good mattress. Definitely will stay again." [](https://expedia.ca/Riverhead-Hotels-Budget-Host-East-End-Hotel-In-Riverhead.h1130479.Hotel-Information) ![Sound View Greenport](//images.trvl-media.com/lodging/16000000/15280000/15273200/15273178/b52e0fa4_y.jpg) ### Sound View Greenport 10/10 Excellent "We love the Sound View. We stay every year for a girls’ weekend. Rooms are great with a beautiful view. One thing the rooms could use are a standing closet for your clothes. Otherwise, it’s lovely." [](https://expedia.ca/Greenport-Hotels-Sound-View-Greenport.h15273178.Hotel-Information) ![The Sagaponack](//images.trvl-media.com/lodging/82000000/81150000/81143200/81143153/d64f35e8_y.jpg) ### The Sagaponack 10/10 Excellent "An all round lovely experience. Perfect location and attention to detail. Lovely layout and amenities. It was a peaceful stay. " [](https://expedia.ca/Wainscott-Hotels-The-Wainscott-Inn.h81143153.Hotel-Information) ![The Preston House & Hotel](//images.trvl-media.com/lodging/22000000/21830000/21825900/21825843/1f765cec_y.jpg) ### The Preston House & Hotel 10/10 Excellent "Was greeted by Christian, it was a smooth, friendly and easy check in. Hotel is super clean, super modern and in a great location. Breakfast was good. Yogurt, really good croissants, coffee, pastries, cereal, very nice selection and also fresh fruit and juices. Bed was comfortable and i wish i stayed longer to check out the bar and restaurant. Easy breezy check out with another great staff member that i didnt catch her name. Looking forward to booking this place again. " [](https://expedia.ca/Riverhead-Hotels-The-Preston-House-Hotel.h21825843.Hotel-Information) ![Residence Inn by Marriott New York Long Island East End](//images.trvl-media.com/lodging/19000000/18520000/18516100/18516036/b5361d70_y.jpg) ### Residence Inn by Marriott New York Long Island East End 10/10 Excellent "The room was clean sand comfortable " [](https://expedia.ca/Riverhead-Hotels-Residence-Inn-By-Marriott-New-York-Long-Island-East-End.h18516036.Hotel-Information) ![The Atlantic Hotel](//images.trvl-media.com/lodging/1000000/450000/447900/447803/0c137ed2_y.jpg) ### The Atlantic Hotel 10/10 Excellent "Perfect " [](https://expedia.ca/Southampton-Hotels-The-Atlantic-Hotel.h447803.Hotel-Information) ![Greenview Inn Riverhead](//images.trvl-media.com/lodging/2000000/1380000/1374000/1373980/d1b868c8_y.jpg) ### Greenview Inn Riverhead 10/10 Excellent "The place is a little bit outdated nature a little bit of uplift but other than that it's still the best deal on Long Island and especially around Riverhead. Well worth the $97 that they are charging, but every other place is $200 and not worth it." [](https://expedia.ca/Riverhead-Hotels-Greenview-Inn-Riverhead.h1373980.Hotel-Information) ![The Harbor Front Inn](//images.trvl-media.com/lodging/44000000/43540000/43532300/43532300/46cd22ca_y.jpg) ### The Harbor Front Inn 10/10 Excellent "Beautiful view and room. Staff friendly and accommodating. Excellent location. " [](https://expedia.ca/Greenport-Hotels-The-Harborfront-Inn.h43532300.Hotel-Information) ## Find out more about Jamesport ## Jamesport Vacation Homes information | Number of reviews | 190 | | --- | --- | | Accommodation | 1355 Vacation Homes | | Lowest Price | CA $393 | | Highest Price | CA $9,069 | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - Other - More ways to book - [3 Star Hotels in Flanders](https://www.expedia.ca/3Star-Flanders-Hotels.s30-0-d3000475689.Travel-Guide-Filter-Hotels) - [5 Star Hotels in Indian Island County Park](https://www.expedia.ca/5Star-Indian-Island-County-Park-Hotels.s50-0-d6224460.Travel-Guide-Filter-Hotels) - [5 Star Hotels in North Fork](https://www.expedia.ca/5Star-North-Fork-Hotels.s50-0-d553248635074841663.Travel-Guide-Filter-Hotels) - [Aparthotels in Aquebogue](https://www.expedia.ca/Aquebogue-Apart-Hotels.d3000008654-aaApartHotels.Travel-Guide-Accommodation) - [Guest Houses in Aquebogue](https://www.expedia.ca/Aquebogue-Guest-Houses.d3000008654-aaGuestHouses.Travel-Guide-Accommodation) - 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