Chester Holiday Rentals from AU$268: Search Short-Term Rentals

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Our top choices for Chester holiday rentals

A small cabin with a deck, a door, and a window.

1. Tiny home in Chester Nova Scotia. Hosted by Dordean Suites

Chester Basin

Suzanne

includes taxes & fees

26 Oct - 27 Oct

A wooden deck with a hot tub surrounded by trees.

2. Tiny home in Chester Nova Scotia. Hosted by Dordean Suites

Windsor Road

Sandra

includes taxes & fees

26 Oct - 27 Oct

A bedroom with a wooden ceiling, a bed with white bedding, a nightstand, a dresser, a chair, a window with a view of trees, and a patterned rug.

3. Black Forest Cabins

Mahone Bay

Julie

includes taxes & fees

28 Oct - 29 Oct

A view of a waterfront property with a dock and a small building.

4. Oceanfront Luxury Magical Views Sunset and Sunrise

Western Shore

Kirby D.

includes taxes & fees

27 Oct - 28 Oct

A kitchen with wooden cabinets, a built-in oven, and a sink.

5. Red Barn Bed & Breakfast

Lunenburg

Kimberley K.

includes taxes & fees

30 Oct - 31 Oct

A small, two-story cabin with a deck, large windows, and a fireplace.

6. Tiny home in Chester Nova Scotia. Hosted by Dordean Suites

Chester Basin

francesco c.

includes taxes & fees

28 Oct - 29 Oct

A view from a window overlooking a sunset over a body of water, with trees and a house in the foreground.

7. 4 bed ,2 bathroom home. 2 of the 4 bedrooms are slightly smaller . Still comfort

Hubbards

Chamok

A bedroom with a bed, a desk, a chair, a ceiling fan, and a kitchenette with a stove.

8. Downtown Bridgewater Suite near River and Trails

Bridgewater

Marty

includes taxes & fees

26 Oct - 27 Oct

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Top Chester Hotel Reviews

Travelodge by Wyndham Bridgewater

10/10 Excellent

"Staff were extremely helpful and friendly. Room was clean and warm. Didn't wake up in time for breakfast."

Atlantic View Motel and Cottages

8/10 Good

"The property was beautiful ... however it was raining and so we didn't get to enjoy the true beauty of the place. We loved staying in the cottage ... it was very cute and very well appointed and we were able to park right next to the cottage. Everything we needed was right there. I wish we could have stayed longer."

Find out more about Chester

Everything you need to know about Chester holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Chester holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search.

Chester holiday 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 months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Chester holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Chester holiday rentals we have selected for you start as low as AU$268 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Chester rentals

At Expedia, we put the best Chester holiday 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 holiday.

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.

Frequently asked questions

Are there holiday rentals in Chester?

Yes, there are holiday rentals close to the most popular sights in Chester, or you can select a more secluded option if you're looking for a relaxing stay. Chester is known for its golf courses and theatres. Make sure you have time to check out the entertainment choices and art during your trip.

What are some of the best holiday rentals that Chester has to offer?

4 bed ,2 bathroom home. 2 of the 4 bedrooms are slightly smaller . Still comfort: This holiday home rental outside Chester is located by the ocean, and has a balcony, a garden and air conditioning to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as a selection of games.

How many holiday rentals will I find in Chester?

Choose from 16 Expedia holiday rentals in Chester for a memorable holiday.

What’s there to see and do in Chester?

Cultural attractions to visit include Chester Playhouse and Lordly House Museum. Chester Art Center and Chester Golf Club are other places to visit while you're in town.

What’s a holiday rental in Chester like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Chester. Holiday rentals offer extras such as WiFi and washers and dryers to help you enjoy your stay. If you're concerned about a clean environment, holiday rentals can provide a sense of privacy away from public hotel lifts and busy reception areas while still allowing you the experience of travel. You'll also find more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a popular choice for family trips.

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Check prices for these dates

Our top choices for Chester holiday rentals

1. Tiny home in Chester Nova Scotia. Hosted by Dordean Suites