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 13 - Mar 15](https://www.expedia.ca/Hotel-Search?regionId=553248635975872165&startDate=2026-03-13&endDate=2026-03-15&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Apr 24 - Apr 26](https://www.expedia.ca/Hotel-Search?regionId=553248635975872165&startDate=2026-04-24&endDate=2026-04-26&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[May 22 - May 24](https://www.expedia.ca/Hotel-Search?regionId=553248635975872165&startDate=2026-05-22&endDate=2026-05-24&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Jun 19 - Jun 21](https://www.expedia.ca/Hotel-Search?regionId=553248635975872165&startDate=2026-06-19&endDate=2026-06-21&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

![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)

![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)

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

![Shower, hair dryer, towels, soap](https://images.trvl-media.com/lodging/98000000/97450000/97444200/97444106/50f5db54.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

(39 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

Mar 2 - Mar 3

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

![Interior](https://images.trvl-media.com/lodging/120000000/119170000/119160600/119160509/cce4c245.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/120000000/119170000/119160600/119160509/1ff3ceec.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)

### 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 $162

CA $477 total

includes taxes & fees

Mar 2 - Mar 3

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

![Exterior](https://images.trvl-media.com/lodging/90000000/89760000/89752500/89752461/96f04021.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)

![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

Mar 2 - Mar 3

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

![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)

![Terrace/patio](https://images.trvl-media.com/lodging/122000000/121060000/121054100/121054035/fe878138.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

Mar 2 - Mar 3

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

![Smart TV](https://images.trvl-media.com/lodging/103000000/102170000/102169900/102169883/55f80c96.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/103000000/102170000/102169900/102169883/d8b3254e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/103000000/102170000/102169900/102169883/37d2be8e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/103000000/102170000/102169900/102169883/487abbd9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### JC Entire Apartment remodeled, close to Airport and Ferry

[](https://www.expedia.ca/Coram-Hotels-JC-Entire-Apartment-Remodeled.h102169883.Hotel-Information)

Coram

10/10

Exceptional

(3 reviews)

"Would definitely stay again "

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

Katherine R.

CA $116

CA $273 total

includes taxes & fees

Mar 31 - Apr 1

[](https://www.expedia.ca/Coram-Hotels-JC-Entire-Apartment-Remodeled.h102169883.Hotel-Information)

![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)

![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)

![Terrace/patio](https://images.trvl-media.com/lodging/89000000/88250000/88242900/88242863/w3771h2129x0y0-d497ab72.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

[](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

Mar 2 - Mar 3

[](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)

![Interior](https://images.trvl-media.com/lodging/110000000/109400000/109390600/109390515/c68780a7.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)

![Smart TV](https://images.trvl-media.com/lodging/110000000/109400000/109390600/109390515/8176aba3.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 $166

CA $244 total

includes taxes & fees

Mar 31 - Apr 1

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

![Exterior](https://images.trvl-media.com/lodging/109000000/108020000/108011000/108010988/w1109h758x16y4-b628a6e9.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 $613

CA $1,156 total

includes taxes & fees

Mar 2 - Mar 3

[](https://www.expedia.ca/Calverton-Hotels-Spacious-Multiples-Bedroom-House-In-Enchanting-Calverton-With-WiFi.h108010988.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 $316

CA $673 total

includes taxes & fees

Mar 2 - Mar 3

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

![Private kitchen](https://images.trvl-media.com/lodging/78000000/77820000/77815300/77815241/2885b8c1.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)

![Interior](https://images.trvl-media.com/lodging/78000000/77820000/77815300/77815241/12f8a01e.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

Mar 2 - Mar 3

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

![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)

![TV](https://images.trvl-media.com/lodging/105000000/104420000/104411400/104411338/w1022h681x73y40-47b895f7.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)

### 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)

"The host was extremely attentive to any questions or needs. Excellent and immediate communication. Good, quiet location between Islip airport and Port Jefferson. The size of the unit was very adequate for two people. Bathroom was clean and adequately stocked with towels and wash cloths.The reason for 2 stars is we thought the apartment was not very clean from floor to ceiling. This apartment has huge potential to be very cute. In my option, it needs an entire over haul."

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

Russell R.

CA $153

CA $465 total

includes taxes & fees

Mar 11 - Mar 12

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

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

![Smart TV, fireplace](https://images.trvl-media.com/lodging/78000000/78000000/77997600/77997548/6baac7be.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)

### 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 $223

CA $380 total

includes taxes & fees

Mar 3 - Mar 4

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

![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/93000000/92420000/92415900/92415894/6d467d71.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Shower, towels, soap, shampoo](https://images.trvl-media.com/lodging/93000000/92420000/92415900/92415894/8e03b24b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Shower, towels, soap, shampoo](https://images.trvl-media.com/lodging/93000000/92420000/92415900/92415894/167fb5a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/93000000/92420000/92415900/92415894/a7c4d35b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hamptons apartment getaway

[](https://www.expedia.ca/East-Quogue-Hotels-Hamptons-Apartment-Getaway.h92415894.Hotel-Information)

East Quogue

6.0/10

(3 reviews)

"The room was a lot more spacious than I anticipated and everything was very clean. There was some music playing upstairs but it was quiet by nighttime. Check in and check out was very straightforward. Turning into the driveway was a bit difficult when the highway was crowded but was otherwise easy to find "

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

Hilary K.

CA $205

CA $399 total

includes taxes & fees

Mar 2 - Mar 3

[](https://www.expedia.ca/East-Quogue-Hotels-Hamptons-Apartment-Getaway.h92415894.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)

![Private kitchen](https://images.trvl-media.com/lodging/115000000/114380000/114370600/114370562/4b7351d8.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)

![Interior](https://images.trvl-media.com/lodging/115000000/114380000/114370600/114370562/25d2b4af.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

Mar 2 - Mar 3

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

![Sun loungers, beach towels](https://images.trvl-media.com/lodging/123000000/122680000/122676100/122676094/87b5d5a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, stereo, computer monitors](https://images.trvl-media.com/lodging/123000000/122680000/122676100/122676094/55e3b52a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/123000000/122680000/122676100/122676094/3fa38ce8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, stereo, computer monitors](https://images.trvl-media.com/lodging/123000000/122680000/122676100/122676094/3c9d71fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy beach hose minutes from Hamptons

[](https://www.expedia.ca/Calverton-Hotels-4-Bedroom-Beach-House-Minutes-From-Hamptons.h122676094.Hotel-Information)

Calverton

10/10

Exceptional

(1 review)

"Beautiful home and location. Owner was very helpful. Would love to rent again!"

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

Evelyn D.

CA $481

CA $975 total

includes taxes & fees

Mar 9 - Mar 10

[](https://www.expedia.ca/Calverton-Hotels-4-Bedroom-Beach-House-Minutes-From-Hamptons.h122676094.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)

![Exterior](https://images.trvl-media.com/lodging/70000000/69730000/69725000/69724977/101e7863.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)

### 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 $546

CA $1,415 total

includes taxes & fees

Mar 9 - Mar 10

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

![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)

![Smart TV, fireplace, offices](https://images.trvl-media.com/lodging/110000000/109620000/109613300/109613294/a3540f02.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)

### 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

Mar 2 - Mar 3

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

![Interior](https://images.trvl-media.com/lodging/122000000/121240000/121236200/121236129/6ee6a20a.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)

![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)

### 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 $350

CA $456 total

includes taxes & fees

Mar 2 - Mar 3

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

![Property grounds](https://images.trvl-media.com/lodging/83000000/82880000/82876700/82876604/c3b9a651.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Shower, hair dryer, towels, soap](https://images.trvl-media.com/lodging/83000000/82880000/82876700/82876604/bacabad7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, books, stereo, printers](https://images.trvl-media.com/lodging/83000000/82880000/82876700/82876604/bd0c0c36.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/83000000/82880000/82876700/82876604/a6ea86d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Walk to Beach 2BR Near Dining & Shopping

[](https://www.expedia.ca/Rocky-Point-Hotels-Walk-To-Beach-2BR-Near-Dining-Shopping.h82876604.Hotel-Information)

Rocky Point

6.8/10

(28 reviews)

"This is an adequate place to stay. That's about it"

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

Maureen T.

CA $123

CA $335 total

includes taxes & fees

Mar 11 - Mar 12

[](https://www.expedia.ca/Rocky-Point-Hotels-Walk-To-Beach-2BR-Near-Dining-Shopping.h82876604.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/32000000/31140000/31139800/31139776/a7865a6c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach nearby](https://images.trvl-media.com/lodging/32000000/31140000/31139800/31139776/bcbeb24f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Marina](https://images.trvl-media.com/lodging/32000000/31140000/31139800/31139776/5eaf08e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Marina](https://images.trvl-media.com/lodging/32000000/31140000/31139800/31139776/f2607aeb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

[](https://www.expedia.ca/Aquebogue-Hotels-4th-Of-6-Premier-Waterfront-Vacation-Rentals-On-Long-Island-NY-In-Wine-Country-Of-Famed-North-Fork.h31139776.Hotel-Information)

Aquebogue

9.8/10

Exceptional

(19 reviews)

"Great cottage on amazing grounds! We loved the screened in porch. Sandy and john are great hosts. We also loved using the kayaks and checking out the bay."

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

Richard C.

CA $778

CA $1,103 total

includes taxes & fees

Mar 2 - Mar 3

[](https://www.expedia.ca/Aquebogue-Hotels-4th-Of-6-Premier-Waterfront-Vacation-Rentals-On-Long-Island-NY-In-Wine-Country-Of-Famed-North-Fork.h31139776.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=2026-03-15&endDate=2026-03-16&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=2026-05-30&d1=2026-05-30&endDate=2026-06-02&d2=2026-06-02&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=2026-05-30&d1=2026-05-30&endDate=2026-06-02&d2=2026-06-02&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=2026-05-30&d1=2026-05-30&endDate=2026-06-02&d2=2026-06-02&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=2026-05-30&d1=2026-05-30&endDate=2026-06-02&d2=2026-06-02&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=2026-05-30&d1=2026-05-30&endDate=2026-06-02&d2=2026-06-02&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=2026-05-30&d1=2026-05-30&endDate=2026-06-02&d2=2026-06-02&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=2026-05-30&d1=2026-05-30&endDate=2026-06-02&d2=2026-06-02&lodging=HOUSE_BOAT)

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## Top Upton Hotel Reviews

![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

"The hotel all around is great! The hotel is clean and the staff is awesome, very friendly and inviting! The breakfast was perfect! Good quality food and a lot of choices!"

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

"room was immaculate, service amazing, amenities convenient, and breakfast great to boot! Would definitely stay again"

[](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

"Overall atmospher was very nice. Room was well kept and updated. Very happy with my stay. "

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

"Perfect "

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

![SpringHill Suites by Marriott Long Island Brookhaven](https://images.trvl-media.com/lodging/4000000/3490000/3486700/3486603/7acf4f38_y.jpg)

### SpringHill Suites by Marriott Long Island Brookhaven

10/10 Excellent

"Staff was courteous. Room was clean and spacious. Breakfast was good."

[](https://expedia.ca/Yaphank-Hotels-SpringHill-Suites-By-Marriott-Long-Island-Brookhaven.h3486603.Hotel-Information)

![La Quinta Inn & Suites by Wyndham Islip - MacArthur Airport](https://images.trvl-media.com/lodging/2000000/1490000/1487200/1487110/912656f3_y.jpg)

### La Quinta Inn & Suites by Wyndham Islip - MacArthur Airport

8/10 Good

"Everything needs an update"

[](https://expedia.ca/Bohemia-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Islip-MacArthur-Airport.h1487110.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

"Everyone was polite room was great staff is very helpful "

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

![Hilton Garden Inn Riverhead](https://images.trvl-media.com/lodging/2000000/1970000/1962600/1962521/82ff92d7_y.jpg)

### Hilton Garden Inn Riverhead

10/10 Excellent

"The room was was excellent the staff were great everything was good"

[](https://expedia.ca/Riverhead-Hotels-Hilton-Garden-Inn-Riverhead.h1962521.Hotel-Information)

![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 stay!"

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