Title: Upton Vacation Rentals from CA $231: Short-Term Rentals for 2026 | Expedia.ca

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## Check prices for these dates

In two weeks

[Mar 6 - Mar 8](https://www.expedia.ca/Hotel-Search?regionId=553248635975872165&startDate=2026-03-06&endDate=2026-03-08&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Apr 17 - Apr 19](https://www.expedia.ca/Hotel-Search?regionId=553248635975872165&startDate=2026-04-17&endDate=2026-04-19&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[May 15 - May 17](https://www.expedia.ca/Hotel-Search?regionId=553248635975872165&startDate=2026-05-15&endDate=2026-05-17&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Jun 12 - Jun 14](https://www.expedia.ca/Hotel-Search?regionId=553248635975872165&startDate=2026-06-12&endDate=2026-06-14&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Upton vacation rentals

![Smart TV, books](https://images.trvl-media.com/lodging/89000000/88250000/88242900/88242863/198debbc.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)

![3 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/89000000/88250000/88242900/88242863/947d5053.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![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)

### Homelike, peaceful and centrally- home located in the hamlet of Rocky Point NY

[](https://www.expedia.ca/Rocky-Point-Hotels-Homelike.h88242863.Hotel-Information)

Rocky Point

10/10

Exceptional

(25 reviews)

"It was perfect for what we needed and the hostess made it very simple and easy to check in and check out and answer any questions thank you"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

ken g.

CA $366

CA $742 total

includes taxes & fees

Feb 23 - Feb 24

[](https://www.expedia.ca/Rocky-Point-Hotels-Homelike.h88242863.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/110000000/109400000/109390600/109390515/5ec58198.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/110000000/109400000/109390600/109390515/8176aba3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/110000000/109400000/109390600/109390515/9238431e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/110000000/109400000/109390600/109390515/c68780a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Charming 1-bedroom apartment in fabulous Kings Park with WiFi, AC

[](https://www.expedia.ca/Kings-Park-Hotels-Charming-1-Bedroom-Apartment-In-Fabulous-Kings-Park-With-WiFi.h109390515.Hotel-Information)

Kings Park

10/10

Exceptional

(18 reviews)

"Perfect spot for a quick trip"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

James P.

CA $169

CA $247 total

includes taxes & fees

Mar 15 - Mar 16

[](https://www.expedia.ca/Kings-Park-Hotels-Charming-1-Bedroom-Apartment-In-Fabulous-Kings-Park-With-WiFi.h109390515.Hotel-Information)

![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/98000000/97450000/97444200/97444106/5f132b0c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Shower, hair dryer, towels, soap](https://images.trvl-media.com/lodging/98000000/97450000/97444200/97444106/1a1f9a27.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/98000000/97450000/97444200/97444106/8395ef9d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/98000000/97450000/97444200/97444106/ca9d85f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons. 

[](https://www.expedia.ca/Brentwood-Hotels-Cozy-Studio-Near-Major-Highways-45mins-From-NYC-60-Mins-From-Hamptons.h97444106.Hotel-Information)

Brentwood

9.4/10

Exceptional

(38 reviews)

"We had a good experience and we brought our little pup and she was welcome there. Clean and quiet stay "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

janice s.

CA $141

CA $231 total

includes taxes & fees

Feb 20 - Feb 21

[](https://www.expedia.ca/Brentwood-Hotels-Cozy-Studio-Near-Major-Highways-45mins-From-NYC-60-Mins-From-Hamptons.h97444106.Hotel-Information)

![Exterior detail](https://images.trvl-media.com/lodging/109000000/108020000/108011000/108010988/0757fd7f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/109000000/108020000/108011000/108010988/22c7cce7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/109000000/108020000/108011000/108010988/w1137h756x16y5-a14c23d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![5 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/109000000/108020000/108011000/108010988/w1131h754x6y7-9ef245fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Spacious multiples bedroom house in enchanting Calverton with WiFi, AC

[](https://www.expedia.ca/Calverton-Hotels-Spacious-Multiples-Bedroom-House-In-Enchanting-Calverton-With-WiFi.h108010988.Hotel-Information)

Calverton

8.6/10

Excellent

(8 reviews)

"This was a great place to stay! Nice house, great backyard on a river and the house was well stocked with essentials. Owner was accommodating and easy to communicate with."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Nicole A.

CA $399

CA $873 total

includes taxes & fees

Feb 20 - Feb 21

[](https://www.expedia.ca/Calverton-Hotels-Spacious-Multiples-Bedroom-House-In-Enchanting-Calverton-With-WiFi.h108010988.Hotel-Information)

![TV](https://images.trvl-media.com/lodging/105000000/104420000/104411400/104411338/w1021h679x8y7-bd3e4216.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/105000000/104420000/104411400/104411338/w1018h695x16y32-f2872852.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/105000000/104420000/104411400/104411338/w1019h679x11y27-7ee52eb4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/105000000/104420000/104411400/104411338/w1023h681x14y26-c255a5b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Spacious one Bedroom Apt with private entrance

[](https://www.expedia.ca/Centereach-Hotels-Spacious-One-Bedroom-Apt-With-Private-Entrance.h104411338.Hotel-Information)

Centereach

7.8/10

Good

(10 reviews)

"My husband, two boys (6 & 11) and I stayed in this quaint, little, clean apartment for four nights. They provided coffee, creamer and bathroom necessities. It was perfect for a short stay. When we did need something the owner was quick to reply and get it to us. If need be we will stay here again."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

NATALIE P.

CA $153

CA $465 total

includes taxes & fees

Feb 23 - Feb 24

[](https://www.expedia.ca/Centereach-Hotels-Spacious-One-Bedroom-Apt-With-Private-Entrance.h104411338.Hotel-Information)

![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/122000000/121060000/121054100/121054035/2ba6f7e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/122000000/121060000/121054100/121054035/ecfc5d05.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/122000000/121060000/121054100/121054035/512e4780.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/122000000/121060000/121054100/121054035/985b79b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### South Shore Studio in Mastic

[](https://www.expedia.ca/Mastic-Hotels-South-Shore-Studio-In-Mastic.h121054035.Hotel-Information)

Mastic

10/10

Exceptional

(3 reviews)

"Great stay! Super comfy and clean😊"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

ERIN

CA $184

CA $309 total

includes taxes & fees

Feb 20 - Feb 21

[](https://www.expedia.ca/Mastic-Hotels-South-Shore-Studio-In-Mastic.h121054035.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/70000000/69730000/69725000/69724977/ff4cf65d.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)

![Smart TV, fireplace](https://images.trvl-media.com/lodging/70000000/69730000/69725000/69724977/27ee1d1b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/70000000/69730000/69725000/69724977/101e7863.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Spacious Family Retreat with Heated Pool, Hot Tub, Sauna, basketball & Golf.

[](https://www.expedia.ca/Shirley-Hotels-Beautiful-House.h69724977.Hotel-Information)

Mastic

10/10

Exceptional

(28 reviews)

"Lovely time with so many fun games and activities on the property, highly recommend!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Logan S.

CA $682

CA $1,592 total

includes taxes & fees

Mar 4 - Mar 5

[](https://www.expedia.ca/Shirley-Hotels-Beautiful-House.h69724977.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/120000000/119170000/119160600/119160509/30130f27.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/120000000/119170000/119160600/119160509/63c3bfdb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/120000000/119170000/119160600/119160509/e2f0cc6f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/120000000/119170000/119160600/119160509/cce4c245.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Royal Suite - Ronkonkoma

[](https://www.expedia.ca/Ronkonkoma-Hotels-The-Royal-Suite-Ronkonkoma.h119160509.Hotel-Information)

Ronkonkoma

10/10

Exceptional

(4 reviews)

"Accommodations were immaculate, very "cozy'. Would stay here again when in the area."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Maureen F.

CA $157

CA $471 total

includes taxes & fees

Mar 1 - Mar 2

[](https://www.expedia.ca/Ronkonkoma-Hotels-The-Royal-Suite-Ronkonkoma.h119160509.Hotel-Information)

![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)

![Smart TV, fireplace](https://images.trvl-media.com/lodging/75000000/74430000/74426400/74426394/80ce4755.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/75000000/74430000/74426400/74426394/6f3a1a21.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/bdf0ec86.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Modern Vacation home. Close to The Hamptons

[](https://www.expedia.ca/Shirley-Hotels-Modern-Vacation-Home-Close-To-The-Hamptons.h74426394.Hotel-Information)

Shirley

10/10

Exceptional

(4 reviews)

"5/5 I enjoyed my stay , very clean and spacious. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Quywana F.

CA $340

CA $708 total

includes taxes & fees

Mar 1 - Mar 2

[](https://www.expedia.ca/Shirley-Hotels-Modern-Vacation-Home-Close-To-The-Hamptons.h74426394.Hotel-Information)

![Dining](https://images.trvl-media.com/lodging/90000000/89760000/89752500/89752461/b2184623.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/90000000/89760000/89752500/89752461/72e675cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/90000000/89760000/89752500/89752461/96f04021.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![4 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/90000000/89760000/89752500/89752461/e5f157f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 3 Story Beach Waterview, 3 KING bed, golf putting green!

[](https://www.expedia.ca/Shirley-Hotels-3-Story-Beach-Waterview.h89752461.Hotel-Information)

Shirley

10/10

Exceptional

(22 reviews)

"The house was beautiful and the owner was incredibly easy to work with! Will be trying to stay here every year! "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Red F.

CA $244

CA $848 total

includes taxes & fees

Feb 23 - Feb 24

[](https://www.expedia.ca/Shirley-Hotels-3-Story-Beach-Waterview.h89752461.Hotel-Information)

![2 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/115000000/114380000/114370600/114370562/09615457.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/115000000/114380000/114370600/114370562/25d2b4af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Shower, towels, soap, toilet paper](https://images.trvl-media.com/lodging/115000000/114380000/114370600/114370562/872debe3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/115000000/114380000/114370600/114370562/825161c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Spacious 2-bedroom apartment with WiFi, AC in wonderful Hauppauge/ Smithtown

[](https://www.expedia.ca/Smithtown-Hotels-Spacious-2-Bedroom-Apartment-With-WiFi.h114370562.Hotel-Information)

Smithtown

6.8/10

(3 reviews)

"We enjoyed our stay. The apartment was simple, clean, and comfortable. The neighborhood felt safe, and it was easy to call Uber for rides. LIRR access was also convenient, which made traveling to New York City and Stony Brook very manageable. The highlight was the beautiful backyard, which made the place feel relaxing."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Jing L.

CA $213

CA $310 total

includes taxes & fees

Feb 20 - Feb 21

[](https://www.expedia.ca/Smithtown-Hotels-Spacious-2-Bedroom-Apartment-With-WiFi.h114370562.Hotel-Information)

![Smart TV](https://images.trvl-media.com/lodging/122000000/121240000/121236200/121236129/adbf35af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Microwave, oven, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/122000000/121240000/121236200/121236129/4c270e45.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Microwave, oven, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/122000000/121240000/121236200/121236129/7b269548.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/122000000/121240000/121236200/121236129/45929767.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Peaceful private 2-bedroom house in Bayport.Amazing location!

[](https://www.expedia.ca/Bayport-Hotels-Peaceful-Private-2-Bedroom-House-In-BayportAmazing-Location.h121236129.Hotel-Information)

Bayport

10/10

Exceptional

(1 review)

"Patrick is a fantastic host. Super accommodating and attentive! Clean and organized home, comfy bed too!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Emily D.

CA $270

CA $349 total

includes taxes & fees

Feb 22 - Feb 23

[](https://www.expedia.ca/Bayport-Hotels-Peaceful-Private-2-Bedroom-House-In-BayportAmazing-Location.h121236129.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/71000000/70870000/70866200/70866153/3063b965.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/71000000/70870000/70866200/70866153/be5ccde8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/71000000/70870000/70866200/70866153/w1179h1286x0y13-cf797d90.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, foosball, table tennis](https://images.trvl-media.com/lodging/71000000/70870000/70866200/70866153/ba457ef0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy Hamptons Escape 3BR Minutes From Beach!

[](https://www.expedia.ca/Hampton-Bays-Hotels-Cozy-Hamptons-Escape-3BR-Minutes-From-Beach.h70866153.Hotel-Information)

Hampton Bays

9.2/10

Wonderful

(5 reviews)

"Great place. It's exactly like the listing! Would stay again!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Taylor H.

CA $1,637

CA $2,132 total

includes taxes & fees

Feb 20 - Feb 21

[](https://www.expedia.ca/Hampton-Bays-Hotels-Cozy-Hamptons-Escape-3BR-Minutes-From-Beach.h70866153.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/78000000/77820000/77815300/77815241/7751f798.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/78000000/77820000/77815300/77815241/12f8a01e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom](https://images.trvl-media.com/lodging/78000000/77820000/77815300/77815241/508abed7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/78000000/77820000/77815300/77815241/c42f5795.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy king suite with kitchen and dining area.

[](https://www.expedia.ca/Coram-Hotels-Cozy-King-Suite-With-Kitchen-And-Dining-Area.h77815241.Hotel-Information)

Coram

9.4/10

Exceptional

(6 reviews)

"Very clean and well kept property. Easy communication with ow er/manager"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Tasia P.

CA $239

CA $365 total

includes taxes & fees

Feb 20 - Feb 21

[](https://www.expedia.ca/Coram-Hotels-Cozy-King-Suite-With-Kitchen-And-Dining-Area.h77815241.Hotel-Information)

![Dining](https://images.trvl-media.com/lodging/110000000/109620000/109613300/109613294/9831bf6a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/110000000/109620000/109613300/109613294/5f161b56.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, offices](https://images.trvl-media.com/lodging/110000000/109620000/109613300/109613294/8e07e880.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/110000000/109620000/109613300/109613294/6539ee58.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 3 Bedroom Historic Home near Stony Brook Village, University, Hospital & Beaches

[](https://www.expedia.ca/Stony-Brook-Hotels-3-Bedroom-Historic-Home-Near-Stony-Brook-Village.h109613294.Hotel-Information)

Stony Brook

6.0/10

(2 reviews)

"Very comfortable and welcoming Only problem was only one bathroom door closed the other one appeared to be in disrepair Other then that all was well"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Kathleen

CA $515

CA $958 total

includes taxes & fees

Feb 22 - Feb 23

[](https://www.expedia.ca/Stony-Brook-Hotels-3-Bedroom-Historic-Home-Near-Stony-Brook-Village.h109613294.Hotel-Information)

![Dining](https://images.trvl-media.com/lodging/115000000/114880000/114870700/114870621/1f475673.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool](https://images.trvl-media.com/lodging/115000000/114880000/114870700/114870621/w1277h963x0y2-5f3a0d81.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![4 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/115000000/114880000/114870700/114870621/19d41332.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/115000000/114880000/114870700/114870621/47303731.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Pure Paradise Hamptons Getaway

[](https://www.expedia.ca/Patchogue-Hotels-Pure-Paradise-Hamptons-Getaway.h114870621.Hotel-Information)

East Patchogue

10/10

Exceptional

(1 review)

"Nice house and great pool. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Bret C.

CA $1,705

CA $2,750 total

includes taxes & fees

Feb 23 - Feb 24

[](https://www.expedia.ca/Patchogue-Hotels-Pure-Paradise-Hamptons-Getaway.h114870621.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/78000000/78000000/77997600/77997548/ea00485e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/78000000/78000000/77997600/77997548/a32e8083.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/78000000/78000000/77997600/77997548/87a12dfc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/78000000/78000000/77997600/77997548/0515577a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Private 1 bedroom apt in a quiet neighborhood, close to all!

[](https://www.expedia.ca/Centereach-Hotels-Private-1-Bedroom-Apt-In-A-Quiet-Neighborhood.h77997548.Hotel-Information)

Centereach

9.6/10

Exceptional

(26 reviews)

"It was the perfect landing pad for a family reunion. We hope to stay there again next year."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Amanda

CA $145

CA $276 total

includes taxes & fees

Feb 22 - Feb 23

[](https://www.expedia.ca/Centereach-Hotels-Private-1-Bedroom-Apt-In-A-Quiet-Neighborhood.h77997548.Hotel-Information)

![Smart TV, video games, books, stereo](https://images.trvl-media.com/lodging/121000000/120830000/120821200/120821112/73229139.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, video games, books, stereo](https://images.trvl-media.com/lodging/121000000/120830000/120821200/120821112/863b7a1c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/121000000/120830000/120821200/120821112/a71602d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/121000000/120830000/120821200/120821112/829c9e1e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy Modern Gateway

[](https://www.expedia.ca/Centereach-Hotels-Cozy-Modern-Gateway.h120821112.Hotel-Information)

Centereach

CA $178

CA $235 total

includes taxes & fees

Feb 20 - Feb 21

[](https://www.expedia.ca/Centereach-Hotels-Cozy-Modern-Gateway.h120821112.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/67000000/66060000/66051600/66051563/a5bd41de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace, DVD player](https://images.trvl-media.com/lodging/67000000/66060000/66051600/66051563/95d035a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/67000000/66060000/66051600/66051563/5191a32f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/67000000/66060000/66051600/66051563/2920a4ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Breakwater Estate… perfect for Large Group Getaways!

[](https://www.expedia.ca/Mattituck-Hotels-Breakwater-Estate-Perfect-For-Large-Group-Getaways.h66051563.Hotel-Information)

Mattituck

10/10

Exceptional

(35 reviews)

"Beautiful property. Great pool, We had a great time."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

william p.

CA $717

CA $1,669 total

includes taxes & fees

Feb 27 - Feb 28

[](https://www.expedia.ca/Mattituck-Hotels-Breakwater-Estate-Perfect-For-Large-Group-Getaways.h66051563.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=2026-03-05&endDate=2026-03-06&regionId=553248635975872165&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

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## Find vacation rentals that suit your style

Aparthotels

[](https://www.expedia.ca/Hotel-Search?destination=Upton%2C+New+York%2C+United+States+of+America&regionId=553248635975872165&latLong=40.868237%2C-72.879173&adults=2&startDate=2026-05-19&d1=2026-05-19&endDate=2026-05-22&d2=2026-05-22&lodging=APART_HOTEL)

Apartments

[](https://www.expedia.ca/Hotel-Search?destination=Upton%2C+New+York%2C+United+States+of+America&regionId=553248635975872165&latLong=40.868237%2C-72.879173&adults=2&startDate=2026-05-19&d1=2026-05-19&endDate=2026-05-22&d2=2026-05-22&lodging=APARTMENT)

Cottages

[](https://www.expedia.ca/Hotel-Search?destination=Upton%2C+New+York%2C+United+States+of+America&regionId=553248635975872165&latLong=40.868237%2C-72.879173&adults=2&startDate=2026-05-19&d1=2026-05-19&endDate=2026-05-22&d2=2026-05-22&lodging=COTTAGE)

Private vacation homes

[](https://www.expedia.ca/Hotel-Search?destination=Upton%2C+New+York%2C+United+States+of+America&regionId=553248635975872165&latLong=40.868237%2C-72.879173&adults=2&startDate=2026-05-19&d1=2026-05-19&endDate=2026-05-22&d2=2026-05-22&lodging=VACATION_HOME)

Condos

[](https://www.expedia.ca/Hotel-Search?destination=Upton%2C+New+York%2C+United+States+of+America&regionId=553248635975872165&latLong=40.868237%2C-72.879173&adults=2&startDate=2026-05-19&d1=2026-05-19&endDate=2026-05-22&d2=2026-05-22&lodging=CONDO)

Villas

[](https://www.expedia.ca/Hotel-Search?destination=Upton%2C+New+York%2C+United+States+of+America&regionId=553248635975872165&latLong=40.868237%2C-72.879173&adults=2&startDate=2026-05-19&d1=2026-05-19&endDate=2026-05-22&d2=2026-05-22&lodging=VILLA)

Houseboats

[](https://www.expedia.ca/Hotel-Search?destination=Upton%2C+New+York%2C+United+States+of+America&regionId=553248635975872165&latLong=40.868237%2C-72.879173&adults=2&startDate=2026-05-19&d1=2026-05-19&endDate=2026-05-22&d2=2026-05-22&lodging=HOUSE_BOAT)

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## Top Upton Hotel Reviews

![Hampton Inn Long Island-Brookhaven](https://images.trvl-media.com/lodging/1000000/880000/874700/874604/ef933cf5_y.jpg)

### Hampton Inn Long Island-Brookhaven

10/10 Excellent

"Great staff at the front desk. "

[](https://expedia.ca/Farmingville-Hotels-Hampton-Inn-Long-Island-Brookhaven.h874604.Hotel-Information)

![Hyatt Place Long Island East End](https://images.trvl-media.com/lodging/5000000/4260000/4258100/4258052/9bf973cb_y.jpg)

### Hyatt Place Long Island East End

10/10 Excellent

"Clean . Friendly staff . Beautiful comfortable rooms."

[](https://expedia.ca/Riverhead-Hotels-Hyatt-Place-Long-Island-East-End.h4258052.Hotel-Information)

![Residence Inn by Marriott New York Long Island East End](https://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

"Huge room, bed was comfy "

[](https://expedia.ca/Riverhead-Hotels-Residence-Inn-By-Marriott-New-York-Long-Island-East-End.h18516036.Hotel-Information)

![Hampton Inn Long Island/Islandia](https://images.trvl-media.com/lodging/1000000/20000/16300/16251/c2a13e12_y.jpg)

### Hampton Inn Long Island/Islandia

10/10 Excellent

"Everything,,Excellent experience,,"

[](https://expedia.ca/Islandia-Hotels-Hampton-Inn-Long-IslandIslandia.h16251.Hotel-Information)

![Hilton Garden Inn Islip/MacArthur Airport](https://images.trvl-media.com/lodging/1000000/970000/966200/966117/d442162d_y.jpg)

### Hilton Garden Inn Islip/MacArthur Airport

10/10 Excellent

"Great place everything was great "

[](https://expedia.ca/Ronkonkoma-Hotels-Hilton-Garden-Inn-IslipMacArthur-Airport.h966117.Hotel-Information)

![Home2 Suites by Hilton Long Island Brookhaven](https://images.trvl-media.com/lodging/37000000/36450000/36448400/36448313/f49ff2dd_y.jpg)

### Home2 Suites by Hilton Long Island Brookhaven

10/10 Excellent

"Definitely recommend. "

[](https://expedia.ca/Yaphank-Hotels-Home2-Suites-By-Hilton-Long-Island-Brookhaven.h36448313.Hotel-Information)

![Holiday Inn Express Stony Brook by IHG](https://images.trvl-media.com/lodging/1000000/20000/13200/13198/185106c2_y.jpg)

### Holiday Inn Express Stony Brook by IHG

10/10 Excellent

"Good room and great breakfast"

[](https://expedia.ca/Centereach-Hotels-Holiday-Inn-Express-Stony-Brook-By-IHG.h13198.Hotel-Information)

![ Holiday Inn Express Hauppauge-Long Island](https://images.trvl-media.com/lodging/1000000/690000/687900/687847/b9a8a7cb_y.jpg)

###  Holiday Inn Express Hauppauge-Long Island

10/10 Excellent

"Amazing stay "

[](https://expedia.ca/Hauppauge-Hotels-Holiday-Inn-Express-Hauppauge.h687847.Hotel-Information)

![Courtyard by Marriott Long Island Islip/Courthouse Complex](https://images.trvl-media.com/lodging/23000000/22280000/22278600/22278519/47e2b0c9_y.jpg)

### Courtyard by Marriott Long Island Islip/Courthouse Complex

10/10 Excellent

"Everything was fantastic. Clean room comfortable beds , staff was all so friendly and helpful. The bistro had great food . Bathroom was huge and well equipped. Close to whatever we needed in town!! We will definitely recommend to all our family and friends! Thank you for the great experience!!"

[](https://expedia.ca/Central-Islip-Hotels-Courtyard-By-Marriott-Long-Island-IslipCourthouse-Complex.h22278519.Hotel-Information)

## Find out more about Upton

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 Upton. 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.   

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- [Prince Edward Island Vacation Rentals ](https://www.expedia.ca/Destinations-In-Prince-Edward-Island.d6058122.Vacation-Rental-Destinations)
- [Québec Vacation Rentals ](https://www.expedia.ca/Quebec-Vacation-Rentals.d180017.Travel-Guide-VacationRentals)

- [Vacation Homes in Upton ](https://expedia.ca/Upton-Private-Vacation-Homes.d553248635975872165-aaPrivateVacationHomes.Travel-Guide-Accommodation)
- [Apartments in Upton ](https://expedia.ca/Upton-Apartments.d553248635975872165-aaApartments.Travel-Guide-Accommodation)
- [Cottages in Upton ](https://expedia.ca/Upton-Cottages.d553248635975872165-aaCottages.Travel-Guide-Accommodation)
- [Condo Rentals in Upton ](https://expedia.ca/Upton-Condos.d553248635975872165-aaCondos.Travel-Guide-Accommodation)
- [Villas in Upton ](https://expedia.ca/Upton-Villas.d553248635975872165-aaVillas.Travel-Guide-Accommodation)
- [Motels in Upton ](https://expedia.ca/Upton-Motels.d553248635975872165-aaMotels.Travel-Guide-Accommodation)
- [B&B in Upton ](https://expedia.ca/Upton-Bed-And-Breakfast.d553248635975872165-aaBedAndBreakfast.Travel-Guide-Accommodation)
- [Houseboats in Upton ](https://expedia.ca/Upton-Houseboats.d553248635975872165-aaHouseboats.Travel-Guide-Accommodation)
- [Guest Houses in Upton ](https://expedia.ca/Upton-Guest-Houses.d553248635975872165-aaGuestHouses.Travel-Guide-Accommodation)
- [Aparthotels in Upton ](https://expedia.ca/Upton-Apart-Hotels.d553248635975872165-aaApartHotels.Travel-Guide-Accommodation)
- [Farmstay in Upton ](https://expedia.ca/Upton-Agritourism.d553248635975872165-aaAgritourism.Travel-Guide-Accommodation)

## Frequently asked questions

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