Title: Kingston Vacation Rentals from CA $257: Short-Term Rentals for 2026 | Expedia.ca

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## Check prices for these dates

In two weeks

[Feb 20 - Feb 22](https://www.expedia.ca/Hotel-Search?regionId=553248635975867875&startDate=2026-02-20&endDate=2026-02-22&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Apr 3 - Apr 5](https://www.expedia.ca/Hotel-Search?regionId=553248635975867875&startDate=2026-04-03&endDate=2026-04-05&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[May 1 - May 3](https://www.expedia.ca/Hotel-Search?regionId=553248635975867875&startDate=2026-05-01&endDate=2026-05-03&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[May 29 - May 31](https://www.expedia.ca/Hotel-Search?regionId=553248635975867875&startDate=2026-05-29&endDate=2026-05-31&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Kingston vacation rentals

![Property grounds](https://images.trvl-media.com/lodging/89000000/88410000/88401300/88401206/ec86906c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Indoor pool, outdoor pool](https://images.trvl-media.com/lodging/89000000/88410000/88401300/88401206/dd982d7f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/89000000/88410000/88401300/88401206/be8de05e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/89000000/88410000/88401300/88401206/ee3a513c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Modern Waterfront Retreat- Panoramic Bay Views, Kayaks, Pools & Resort Amenities

[](https://www.expedia.ca/Greenbackville-Hotels-Stunning-Waterfront-Panoramic-View-Getaway-House.h88401206.Hotel-Information)

Captain's Cove

9.8/10

Exceptional

(61 reviews)

"This is a unique home with beautiful views! The amenities were wonderful, the home was so clean, and Nick was great with checking in to make sure everything was good. Would definitely stay here again! "

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

Kristy C.

CA $98

CA $596 total

includes taxes & fees

Feb 9 - Feb 10

[](https://www.expedia.ca/Greenbackville-Hotels-Stunning-Waterfront-Panoramic-View-Getaway-House.h88401206.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/76000000/75700000/75693000/75692925/ab7d0ec2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/76000000/75700000/75693000/75692925/fef6318a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, free WiFi, bed sheets](https://images.trvl-media.com/lodging/76000000/75700000/75693000/75692925/a7a6ec01.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/76000000/75700000/75693000/75692925/0975380d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cottage near the Bay

[](https://www.expedia.ca/Crisfield-Hotels-Cottage-Near-The-Bay.h75692925.Hotel-Information)

Crisfield

8.8/10

Excellent

(52 reviews)

"Great little place "

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

Eric R.

CA $111

CA $257 total

includes taxes & fees

Feb 13 - Feb 14

[](https://www.expedia.ca/Crisfield-Hotels-Cottage-Near-The-Bay.h75692925.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33650000/33646500/33646480/w1182h799x1y1-b08b9aa9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/34000000/33650000/33646500/33646480/9fb6935c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/34000000/33650000/33646500/33646480/w1199h799x1y1-06b1b4fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach nearby, sun loungers](https://images.trvl-media.com/lodging/34000000/33650000/33646500/33646480/w640h423x0y16-2051c24e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Deal Island Bay Cottage

[](https://www.expedia.ca/Deal-Island-Hotels-Deal-Island-Bay-Cottage.h33646480.Hotel-Information)

Deal Island

9.6/10

Exceptional

(58 reviews)

"We got every year and stay here, it’s great! "

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

Margaret H.

CA $191

CA $354 total

includes taxes & fees

Feb 9 - Feb 10

[](https://www.expedia.ca/Deal-Island-Hotels-Deal-Island-Bay-Cottage.h33646480.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/72000000/71440000/71438800/71438740/56e249c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/72000000/71440000/71438800/71438740/e4291777.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, DVD player](https://images.trvl-media.com/lodging/72000000/71440000/71438800/71438740/c001af70.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/72000000/71440000/71438800/71438740/797e0b29.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The purple door at the bay.

[](https://www.expedia.ca/Captains-Cove-Hotels-The-Purple-Door-At-The-Bay.h71438740.Hotel-Information)

Captain's Cove

9.2/10

Wonderful

(54 reviews)

"Price and location was the primary reason the purple door works for us!"

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

Patrick O.

CA $215

CA $613 total

includes taxes & fees

Feb 9 - Feb 10

[](https://www.expedia.ca/Captains-Cove-Hotels-The-Purple-Door-At-The-Bay.h71438740.Hotel-Information)

![Marina](https://images.trvl-media.com/lodging/93000000/92750000/92745600/92745551/a6bebc5a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, table tennis, books](https://images.trvl-media.com/lodging/93000000/92750000/92745600/92745551/7fd7ada2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/93000000/92750000/92745600/92745551/ec0491b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/93000000/92750000/92745600/92745551/f0ee1781.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Come escape to Smith Island for the winter and enjoy nature, peace and quiet 

[](https://www.expedia.ca/Smith-Island-Hotels-Get-Away-To-Relax-On-Smith-Island-In-The-Chesapeake-Bay.h92745551.Hotel-Information)

Smith Island

9.8/10

Exceptional

(15 reviews)

"This was our first visit to Smith Island and the Double H was perfect. It was close to the ferry landing so getting there was very easy. The house was well appointed and felt like home as soon as we arrived. We enjoyed the quiet of the island and we were able to fully disconnect and relax Thank you for a great day."

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

Amanda W.

CA $246

CA $412 total

includes taxes & fees

Feb 9 - Feb 10

[](https://www.expedia.ca/Smith-Island-Hotels-Get-Away-To-Relax-On-Smith-Island-In-The-Chesapeake-Bay.h92745551.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/92000000/91280000/91279900/91279858/w917h683x47y0-f6e9924f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/92000000/91280000/91279900/91279858/w506h683x259y0-39c1ff0b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/92000000/91280000/91279900/91279858/w509h683x258y0-a3af5f23.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/92000000/91280000/91279900/91279858/a05564d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy Barn Loft: Country Views & Central to Beaches

[](https://www.expedia.ca/Pocomoke-City-Hotels-Cozy-Barn-Loft-Country-Views-Central-To-Beaches.h91279858.Hotel-Information)

Pocomoke City

10/10

Exceptional

(19 reviews)

"Very clean and cozy home, they had all the necessary things we needed for our stay and we will certainly be staying there again if it’s available during our next visit. "

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

Ryan B.

CA $204

CA $392 total

includes taxes & fees

Feb 22 - Feb 23

[](https://www.expedia.ca/Pocomoke-City-Hotels-Cozy-Barn-Loft-Country-Views-Central-To-Beaches.h91279858.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=2026-02-22&endDate=2026-02-23&regionId=553248635975867875&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

## Find vacation rentals that suit your style

Apartments

[](https://www.expedia.ca/Hotel-Search?destination=Kingston%2C+Maryland%2C+United+States+of+America&regionId=553248635975867875&latLong=38.074568%2C-75.727985&adults=2&startDate=2026-05-08&d1=2026-05-08&endDate=2026-05-11&d2=2026-05-11&lodging=APARTMENT)

Cabins

[](https://www.expedia.ca/Hotel-Search?destination=Kingston%2C+Maryland%2C+United+States+of+America&regionId=553248635975867875&latLong=38.074568%2C-75.727985&adults=2&startDate=2026-05-08&d1=2026-05-08&endDate=2026-05-11&d2=2026-05-11&lodging=CABIN)

Cottages

[](https://www.expedia.ca/Hotel-Search?destination=Kingston%2C+Maryland%2C+United+States+of+America&regionId=553248635975867875&latLong=38.074568%2C-75.727985&adults=2&startDate=2026-05-08&d1=2026-05-08&endDate=2026-05-11&d2=2026-05-11&lodging=COTTAGE)

Private vacation homes

[](https://www.expedia.ca/Hotel-Search?destination=Kingston%2C+Maryland%2C+United+States+of+America&regionId=553248635975867875&latLong=38.074568%2C-75.727985&adults=2&startDate=2026-05-08&d1=2026-05-08&endDate=2026-05-11&d2=2026-05-11&lodging=VACATION_HOME)

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## Top Kingston Hotel Reviews

![Hampton Inn & Suites Salisbury/Fruitland](https://images.trvl-media.com/lodging/3000000/2220000/2212000/2211931/578c88da_y.jpg)

### Hampton Inn & Suites Salisbury/Fruitland

10/10 Excellent

"Clean room, courteous staff, and a delicious breakfast buffet. I’ll definitely be staying there again on business!"

[](https://expedia.ca/Salisbury-Hotels-Hampton-Inn-Suites-Fruitland.h2211931.Hotel-Information)

![Best Western Plus Pocomoke City](https://images.trvl-media.com/lodging/1000000/480000/477500/477474/89421cb5_y.jpg)

### Best Western Plus Pocomoke City

10/10 Excellent

"This hotel was amazing, cleaned, service was amazing. Everyone is really nice. Family friendly. The room we stayed had a kitchen area without a stove. Two microwave, a fridge. Two tv. A sofa which was cleaner. Room service was provided everyday which i was really happy because i have a toddler. Fresh towels everyday. Pool was cleaner. Breakfast was amazing they had different eggs options everyday. They had pork sausage and turkey as a alternative which i thought was very kind of them since we dont eat pork. Milk, yogurt. Lots of fruits and cereal options. Coffee machine was amazing, u can get any coffee in it. They took care of us very nicely. Highly recommend to anyone. Although theres isnt much to do around. It was a very boring city. Went for a work trip so me and my family enjoyed our stay."

[](https://expedia.ca/Pocomoke-City-Hotels-Best-Western-Plus-Pocomoke-City.h477474.Hotel-Information)

![Rodeway Inn at Somers Cove Marina](https://images.trvl-media.com/lodging/30000000/29760000/29752800/29752751/f024af81_y.jpg)

### Rodeway Inn at Somers Cove Marina

10/10 Excellent

"Great staff and bed was very comfortable with it also being very clean"

[](https://expedia.ca/Salisbury-Hotels-Rodeway-Inn.h29752751.Hotel-Information)

![Home of the Terrapin King](https://images.trvl-media.com/lodging/117000000/116480000/116478300/116478280/55164d3b_y.jpg)

### Home of the Terrapin King

10/10 Excellent

"All around great experience! "

[](https://expedia.ca/Crisfield-Hotels-Home-Of-The-Terrapin-King.h116478280.Hotel-Information)

![Americas Best Value Inn Princess Anne](https://images.trvl-media.com/lodging/1000000/880000/871800/871786/d2fe545c_y.jpg)

### Americas Best Value Inn Princess Anne

10/10 Excellent

"Everything was fine"

[](https://expedia.ca/Salisbury-Hotels-Americas-Best-Value-Inn-Princess-Anne.h871786.Hotel-Information)

![Cabin at Holdens Creek on Eastern Shore of VA](https://images.trvl-media.com/lodging/34000000/33490000/33482400/33482332/bc5d4ed4_y.jpg)

### Cabin at Holdens Creek on Eastern Shore of VA

10/10 Excellent

"The cabin is charming, nicely decorated and very peaceful. The host was very responsive to all our needs and questions. The kitchen didn't have any counter space for food prep which was disappointing because we like to cook. Other than that, the cabin is a great value."

[](https://expedia.ca/Temperanceville-Hotels-Cabin-At-Holdens-Creek-On-Eastern-Shore-Of-VA.h33482332.Hotel-Information)

![Econo Lodge Princess Anne](https://images.trvl-media.com/lodging/1000000/30000/26400/26336/820cd1cf_y.jpg)

### Econo Lodge Princess Anne

10/10 Excellent

"Clean room courteous staff allows pets"

[](https://expedia.ca/Salisbury-Hotels-Econo-Lodge-Princess-Anne.h26336.Hotel-Information)

![Modern Waterfront Retreat- Panoramic Bay Views, Kayaks, Pools & Resort Amenities](https://images.trvl-media.com/lodging/89000000/88410000/88401300/88401206/ec86906c_y.jpg)

### Modern Waterfront Retreat- Panoramic Bay Views, Kayaks, Pools & Resort Amenities

10/10 Excellent

"The kitchen is well stocked and provides top-notch appliances and crockery. Loved cooking for the family while enjoying the views!Amazing house doesn’t even begin to cover it! This place was perfect for my family during the holidays; cozy, spotless, and instantly made us feel at home. The views are unreal, the neighborhood is peaceful and beautiful, and you’re so close to Chincoteague it’s a dream. Between the wildlife, great amenities, and those jaw-dropping sunsets (seriously… WOW), the vibes were absolutely immaculate. So many great memories were made here. Huge thank you to the hosts. We will be recommending this spot to anyone and everyone looking for the ultimate Eastern Shore getaway!"

[](https://expedia.ca/Greenbackville-Hotels-Stunning-Waterfront-Panoramic-View-Getaway-House.h88401206.Hotel-Information)

![Motel 6 Pocomoke City, MD](https://images.trvl-media.com/lodging/1000000/20000/18000/17960/b8cac908_y.jpg)

### Motel 6 Pocomoke City, MD

10/10 Excellent

"Clean room and nice guess"

[](https://expedia.ca/Pocomoke-City-Hotels-Motel-6-Pocomoke-City.h17960.Hotel-Information)

## Find out more about Kingston

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 Kingston. 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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- [Vacation Homes in Kingston ](https://expedia.ca/Kingston-Private-Vacation-Homes.d553248635975867875-aaPrivateVacationHomes.Travel-Guide-Accommodation)
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- [RV Parks in Kingston ](https://expedia.ca/Kingston-RV-Parks.d553248635975867875-aaRVParks.Travel-Guide-Accommodation)
- [B&B in Kingston ](https://expedia.ca/Kingston-Bed-And-Breakfast.d553248635975867875-aaBedAndBreakfast.Travel-Guide-Accommodation)
- [Apartments in Kingston ](https://expedia.ca/Kingston-Apartments.d553248635975867875-aaApartments.Travel-Guide-Accommodation)
- [Cabin Rentals in Kingston ](https://expedia.ca/Kingston-Cabins.d553248635975867875-aaCabins.Travel-Guide-Accommodation)
- [Farmstay in Kingston ](https://expedia.ca/Kingston-Agritourism.d553248635975867875-aaAgritourism.Travel-Guide-Accommodation)
- [Condo Rentals in Kingston ](https://expedia.ca/Kingston-Condos.d553248635975867875-aaCondos.Travel-Guide-Accommodation)

## Frequently asked questions

### Are there vacation rentals in Kingston?

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

### What’s there to see and do in Kingston?

### What’s a vacation rental in Kingston like?

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