Title: Chester Vacation Rentals from $190: Search Short-Term Rentals | Expedia.com

[Chester Travel Guide](https://expedia.com/Chester.dx58468)[Hotels in Chester](https://expedia.com/Chester-Hotels.d58468.Travel-Guide-Hotels)[Flights to Chester](https://expedia.com/Cheap-Flights-To-Chester.d58468.Travel-Guide-Flights)[Car Rentals in Chester](https://expedia.com/Car-Rentals-In-Chester.d58468.Car-Rental-Guide)[Chester Vacation Packages](https://expedia.com/Chester.d58468.Destination-Travel-Guides)

![Chester which includes a lake or waterhole and a small town or village](https://images.trvl-media.com/place/6058263/da13667f-ebfc-4552-9481-a816443c7daf.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

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## Check prices for these dates

In two weeks

[Mar 13 - Mar 15](https://www.expedia.com/Hotel-Search?regionId=58468&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.com/Hotel-Search?regionId=58468&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.com/Hotel-Search?regionId=58468&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.com/Hotel-Search?regionId=58468&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 Chester vacation rentals

![Premium bedding, pillowtop beds, free WiFi](https://images.trvl-media.com/lodging/114000000/113580000/113577500/113577477/w1498h1003x3y0-a7933fdc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Sauna](https://images.trvl-media.com/lodging/114000000/113580000/113577500/113577477/2e933bac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Premium bedding, pillowtop beds, free WiFi](https://images.trvl-media.com/lodging/114000000/113580000/113577500/113577477/b3c5c2b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Meeting facility](https://images.trvl-media.com/lodging/114000000/113580000/113577500/113577477/2ca590c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Black Forest Cabins

[](https://www.expedia.com/Mahone-Bay-Hotels-Black-Forest-Cabins.h113577477.Hotel-Information)

Mahone Bay

10/10

Exceptional

(23 reviews)

"Great spot for a special night out … beds were super comfortable "

![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg)

Caroline

$171 nightly

$195 total

Mar 1 - Mar 2

Total with taxes and fees

[](https://www.expedia.com/Mahone-Bay-Hotels-Black-Forest-Cabins.h113577477.Hotel-Information)

![Cabin, 1 Double Bed, Shared Bathroom | Desk, free WiFi](https://images.trvl-media.com/lodging/109000000/108820000/108813700/108813648/c7d372b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cabin, Multiple Beds, Shared Bathroom | Desk, free WiFi](https://images.trvl-media.com/lodging/109000000/108820000/108813700/108813648/5c3a9a09.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cabin, Multiple Beds, Shared Bathroom | Desk, free WiFi](https://images.trvl-media.com/lodging/109000000/108820000/108813700/108813648/fb865e35.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cabin, 1 Double Bed, Shared Bathroom | Desk, free WiFi](https://images.trvl-media.com/lodging/109000000/108820000/108813700/108813648/b1715b56.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Oakhill Pines Campground

[](https://www.expedia.com/Oakhill-Hotels-Oakhill-Pines-Campground.h108813648.Hotel-Information)

Oak Hill

9.0/10

Wonderful

(16 reviews)

"Staff was super welcoming and cabin was all set for us! "

![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg)

Andrea

$82 nightly

$93 total

Mar 1 - Mar 2

Total with taxes and fees

[](https://www.expedia.com/Oakhill-Hotels-Oakhill-Pines-Campground.h108813648.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.com/Hotel-Search?startDate=2026-03-14&endDate=2026-03-15&regionId=58468&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

Cottages

[](https://www.expedia.com/Hotel-Search?destination=Chester%2C+Chester%2C+Nova+Scotia%2C+Canada&regionId=58468&latLong=44.542114%2C-64.238884&adults=2&startDate=2026-05-28&d1=2026-05-28&endDate=2026-05-31&d2=2026-05-31&lodging=COTTAGE)

Cabins

[](https://www.expedia.com/Hotel-Search?destination=Chester%2C+Chester%2C+Nova+Scotia%2C+Canada&regionId=58468&latLong=44.542114%2C-64.238884&adults=2&startDate=2026-05-28&d1=2026-05-28&endDate=2026-05-31&d2=2026-05-31&lodging=CABIN)

Private vacation homes

[](https://www.expedia.com/Hotel-Search?destination=Chester%2C+Chester%2C+Nova+Scotia%2C+Canada&regionId=58468&latLong=44.542114%2C-64.238884&adults=2&startDate=2026-05-28&d1=2026-05-28&endDate=2026-05-31&d2=2026-05-31&lodging=VACATION_HOME)

Apartments

[](https://www.expedia.com/Hotel-Search?destination=Chester%2C+Chester%2C+Nova+Scotia%2C+Canada&regionId=58468&latLong=44.542114%2C-64.238884&adults=2&startDate=2026-05-28&d1=2026-05-28&endDate=2026-05-31&d2=2026-05-31&lodging=APARTMENT)

Villas

[](https://www.expedia.com/Hotel-Search?destination=Chester%2C+Chester%2C+Nova+Scotia%2C+Canada&regionId=58468&latLong=44.542114%2C-64.238884&adults=2&startDate=2026-05-28&d1=2026-05-28&endDate=2026-05-31&d2=2026-05-31&lodging=VILLA)

Chalets

[](https://www.expedia.com/Hotel-Search?destination=Chester%2C+Chester%2C+Nova+Scotia%2C+Canada&regionId=58468&latLong=44.542114%2C-64.238884&adults=2&startDate=2026-05-28&d1=2026-05-28&endDate=2026-05-31&d2=2026-05-31&lodging=CHALET)

Condos

[](https://www.expedia.com/Hotel-Search?destination=Chester%2C+Chester%2C+Nova+Scotia%2C+Canada&regionId=58468&latLong=44.542114%2C-64.238884&adults=2&startDate=2026-05-28&d1=2026-05-28&endDate=2026-05-31&d2=2026-05-31&lodging=CONDO)

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## Top Chester Hotel Reviews

![The Dockside Inn & Restaurant](https://images.trvl-media.com/lodging/13000000/12370000/12361500/12361417/584ec414_y.jpg)

### The Dockside Inn & Restaurant

10/10 Excellent

"Amazing individuals, super understanding, respectful and just overall awesome. Highly reccomend for nova scotian hospitality!"

[](https://expedia.com/Lunenburg-Hotels-The-Dockside-Inn-Restaurant.h12361417.Hotel-Information)

![Miller House By the Bay](https://images.trvl-media.com/lodging/114000000/113840000/113831300/113831212/61799608_y.jpg)

### Miller House By the Bay

10/10 Excellent

"The owner, Margaret, was amazing. So friendly and accommodating. Her property is beautiful and very well appointed. We will definitely be back and recommend staying here. "

[](https://expedia.com/Mahone-Bay-Hotels-Miller-House-By-The-Bay.h113831212.Hotel-Information)

![The Homeport Motel](https://images.trvl-media.com/lodging/11000000/10570000/10568700/10568662/16214d5d_y.jpg)

### The Homeport Motel

10/10 Excellent

"The room was spotless, modern and very comfortable. Very convenient location on the edge of Lunenburg, and only 15 minutes from Bridgewater. Would definitely recommend staying here!"

[](https://expedia.com/Lunenburg-Hotels-The-Homeport-Motel.h10568662.Hotel-Information)

![Salt Shaker Deli & Inn](https://images.trvl-media.com/lodging/12000000/11720000/11716000/11715927/f29b67eb_y.jpg)

### Salt Shaker Deli & Inn

10/10 Excellent

"Lovely room with a beautiful view "

[](https://expedia.com/Lunenburg-Hotels-Salt-Shaker-Deli-Inn.h11715927.Hotel-Information)

![Smugglers Cove Inn](https://images.trvl-media.com/lodging/2000000/1520000/1517100/1517064/e53b71bd_y.jpg)

### Smugglers Cove Inn

10/10 Excellent

"Great old building with so much charm. Did not expect an elevator which was very much appreciated. Operators where very friendly and knowledgeable. I will stay there again and recommend to friends and family"

[](https://expedia.com/Lunenburg-Hotels-Smugglers-Cove-Inn.h1517064.Hotel-Information)

![Best Western Plus Bridgewater Hotel & Convention Centre](https://images.trvl-media.com/lodging/4000000/3820000/3812400/3812334/c7642643_y.jpg)

### Best Western Plus Bridgewater Hotel & Convention Centre

10/10 Excellent

"The staff was friendly and accommodating. "

[](https://expedia.com/Lunenburg-Hotels-Best-Western-Plus-Bridgewater-Hotel-Convention-Centre.h3812334.Hotel-Information)

![Bridgewater Hotel](https://images.trvl-media.com/lodging/12000000/11070000/11060500/11060456/81caac46_y.jpg)

### Bridgewater Hotel

10/10 Excellent

"Very friendly staff and very clean rooms and rest of hotel as well "

[](https://expedia.com/Bridgewater-Hotels-Bridgewater-Hotel.h11060456.Hotel-Information)

![Days Inn & Conference Center by Wyndham Bridgewater](https://images.trvl-media.com/lodging/1000000/70000/62700/62699/e0afbee2_y.jpg)

### Days Inn & Conference Center by Wyndham Bridgewater

10/10 Excellent

"Yes"

[](https://expedia.com/Lunenburg-Hotels-Days-Inn-Conference-Center-By-Wyndham-Bridgewater.h62699.Hotel-Information)

![Travelodge by Wyndham Bridgewater](https://images.trvl-media.com/lodging/1000000/20000/18000/17913/12a1f767_y.jpg)

### Travelodge by Wyndham Bridgewater

10/10 Excellent

"Room had all the necessities and was fresh and clean. Staff was very courteous and helpful. Enjoyed the breakfast. We plan to stay again."

[](https://expedia.com/Lunenburg-Hotels-Comfort-Inn.h17913.Hotel-Information)

## Find out more about Chester

**Everything you need to know about Chester vacation rentals**

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Chester vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Chester vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

**Chester vacation rentals: An excellent choice for every season**

Whenever you want to travel, a warm welcome awaits you in Chester. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Chester in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $190 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

**How to find incredible deals on Chester rentals**

At Expedia, we put the best Chester vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Chester rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Chester vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Chester. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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- [Vacation Homes in Chester ](https://expedia.com/Chester-Private-Vacation-Homes.d58468-aaPrivateVacationHomes.Travel-Guide-Accommodation)
- [Cottages in Chester ](https://expedia.com/Chester-Cottages.d58468-aaCottages.Travel-Guide-Accommodation)
- [B&B in Chester ](https://expedia.com/Chester-Bed-And-Breakfast.d58468-aaBedAndBreakfast.Travel-Guide-Accommodation)
- [Motels in Chester ](https://expedia.com/Chester-Motels.d58468-aaMotels.Travel-Guide-Accommodation)
- [Guest Houses in Chester ](https://expedia.com/Chester-Guest-Houses.d58468-aaGuestHouses.Travel-Guide-Accommodation)
- [Resorts in Chester ](https://expedia.com/Chester-Resorts.d58468-aaResorts.Travel-Guide-Accommodation)

## Frequently asked questions

### Are there vacation rentals in Chester?

### What are some of the best vacation rentals in Chester?

### How many vacation rentals will I find in Chester?

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

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

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