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Our top choices for Chester holiday rentals

Backyard Bliss 1BR Suite near River and Trails

Backyard Bliss 1BR Suite near River and Trails
Bridgewater
10.0 out of 10, Exceptional, (1 review)
"Perfect place to stay. We will be back for sure."
Canada
Geoff M.
The price is £119
includes taxes & fees
25 Mar - 26 Mar
Backyard Bliss 1BR Suite near River and Trails

ABBY’S APT Suite , 1 Queen Bed , 65” Curved TV,

ABBY’S APT Suite , 1 Queen Bed , 65” Curved TV,
Bridgewater
8.4 out of 10, Very good, (6 reviews)
"Great location. Surprisingly quiet given its proximity to a Main Street. "
United States
Jacqueline S.
The price is £119
includes taxes & fees
25 Mar - 26 Mar
ABBY’S APT Suite , 1 Queen Bed , 65” Curved TV,

Sunny Bachelor with Balcony near River & Trails

Sunny Bachelor with Balcony near River & Trails
Bridgewater
The price is £111
includes taxes & fees
25 Mar - 26 Mar
Sunny Bachelor with Balcony near River & Trails

Black Forest Cabins

Black Forest Cabins
3.0 star property
Mahone Bay
10.0 out of 10, Exceptional, (23 reviews)
"Great spot for a special night out … beds were super comfortable "
Canada
Caroline
The price is £133
includes taxes & fees
29 Mar - 30 Mar
Black Forest Cabins

Cozy Riverside Escape 1BR Near Trails and Parks

Cozy Riverside Escape 1BR Near Trails and Parks
Bridgewater
5.6 out of 10, (4 reviews)
"The host was fantastic and the apartment was clean and lovely."
Canada
JACQUELINE
The price is £103
includes taxes & fees
25 Mar - 26 Mar
Cozy Riverside Escape 1BR Near Trails and Parks

Romantic Getaway w/ King Bed in Historic Lunenburg (Suite 4)

Romantic Getaway w/ King Bed in Historic Lunenburg (Suite 4)
Lunenburg
8.8 out of 10, Excellent, (8 reviews)
"Close to town , clean and comfortable "
United States
Tom D.
The price is £150
includes taxes & fees
25 Mar - 26 Mar
Romantic Getaway w/ King Bed in Historic Lunenburg (Suite 4)

Red Roof Bed & Breakfast

Red Roof Bed & Breakfast
Lunenburg
9.6 out of 10, Exceptional, (9 reviews)
"We enjoyed our stay very much! "
Canada
Kimberley K.
The price is £149
includes taxes & fees
25 Mar - 26 Mar
Red Roof Bed & Breakfast

Spacious 1BR with Big Kitchen by River and Trails

Spacious 1BR with Big Kitchen by River and Trails
Bridgewater
The price is £106
includes taxes & fees
25 Mar - 26 Mar
Spacious 1BR with Big Kitchen by River and Trails

Tiny home in Chester Nova Scotia. Hosted by Dordean Suites

Tiny home in Chester Nova Scotia. Hosted by Dordean Suites
Windsor Road
9.8 out of 10, Exceptional, (9 reviews)
"Everything was very clean!"
Canada
Max R.
The price is £143
includes taxes & fees
13 Apr - 14 Apr
Tiny home in Chester Nova Scotia. Hosted by Dordean Suites

Bright Open 1BR with Large Dining Area near River

Bright Open 1BR with Large Dining Area near River
Bridgewater
The price is £122
includes taxes & fees
25 Mar - 26 Mar
Bright Open 1BR with Large Dining Area near River

Tiny home in Chester Nova Scotia. Hosted by Dordean Suites

Tiny home in Chester Nova Scotia. Hosted by Dordean Suites
Chester Basin
10.0 out of 10, Exceptional, (19 reviews)
"Room was spotless so clean and cute with snacks and a cute card !! It was so perfect for a little get away. We stayed there after spending the day at the Sensea Nortic Spa, it was great to come back to more relaxation with the hot tub and adorable room! "
Canada
Isabel
The price is £112
includes taxes & fees
31 Mar - 1 Apr
Tiny home in Chester Nova Scotia. Hosted by Dordean Suites

Oceanfront Luxury Magical Views Sunset and Sunrise

Oceanfront Luxury Magical Views Sunset and Sunrise
Western Shore
9.6 out of 10, Exceptional, (20 reviews)
"Excellent unit and very clean.The view was awesome.Highly recommended for a wonderful place to stay."
Canada
John S.
The price is £190
includes taxes & fees
25 Mar - 26 Mar
Oceanfront Luxury Magical Views Sunset and Sunrise

Executive 1-Bedroom King Bed Suite in Lunenburg (Suite 5)

Executive 1-Bedroom King Bed Suite in Lunenburg (Suite 5)
Lunenburg
8.4 out of 10, Very good, (6 reviews)
"Great place tostay."
Canada
Bill
The price is £157
includes taxes & fees
25 Mar - 26 Mar
Executive 1-Bedroom King Bed Suite in Lunenburg (Suite 5)

Oceanview Cottage | Private Wood-Fired Hot Tub | Sauna | Near Halifax

Oceanview Cottage | Private Wood-Fired Hot Tub | Sauna | Near Halifax
Boutiliers Point
9.8 out of 10, Exceptional, (10 reviews)
"It was cleaned and cozy stay with beautiful lake view"
Canada
Vikrant D.
The price is £192
includes taxes & fees
26 Mar - 27 Mar
Oceanview Cottage | Private Wood-Fired Hot Tub | Sauna | Near Halifax

Spacious 1-Bedroom King Bed Suite w/ Outdoor Deck (Suite 3)

Spacious 1-Bedroom King Bed Suite w/ Outdoor Deck (Suite 3)
Lunenburg
9.0 out of 10, Wonderful, (4 reviews)
"Great stay!!"
Canada
heather p.
The price is £153
includes taxes & fees
25 Mar - 26 Mar
Spacious 1-Bedroom King Bed Suite w/ Outdoor Deck (Suite 3)

Welcome to our cozy/charming 2 Bedroom 1 Bath Apartment in Central Bridgewater

Welcome to our cozy/charming 2 Bedroom 1 Bath Apartment in Central Bridgewater
Bridgewater
9.4 out of 10, Exceptional, (3 reviews)
"As described and in a great location!"
United States
Erin E.
The price is £188
includes taxes & fees
25 Mar - 26 Mar
Welcome to our cozy/charming 2 Bedroom 1 Bath Apartment in Central Bridgewater

Oceanview 3-Bedroom Cottage | Fireplace | Sauna | Near Halifax

Oceanview 3-Bedroom Cottage | Fireplace | Sauna | Near Halifax
Boutiliers Point
9.4 out of 10, Exceptional, (10 reviews)
"Great cottage and location is amazing! "
Canada
Joanna
The price is £232
includes taxes & fees
29 Mar - 30 Mar
Oceanview 3-Bedroom Cottage | Fireplace | Sauna | Near Halifax

Luxurious 2 Bedroom with King and Queen bed and 1.5 Bathroom sleeps 6.

Luxurious 2 Bedroom with King and Queen bed and 1.5 Bathroom sleeps 6.
Bridgewater
8.8 out of 10, Excellent, (3 reviews)
"Everything was clean. We'll set up Would stay again for sure"
Canada
Porter F.
The price is £195
includes taxes & fees
25 Mar - 26 Mar
Luxurious 2 Bedroom with King and Queen bed and 1.5 Bathroom sleeps 6.

Tiny home in Chester Nova Scotia. Hosted by Dordean Suites

Tiny home in Chester Nova Scotia. Hosted by Dordean Suites
Chester Basin
9.8 out of 10, Exceptional, (15 reviews)
"There’s so much about Dordéan Suites to like: a contemporary, fun alternative to large, impersonal corporate roadside hotel. Loved our place, loved our stay! "
United States
Karil
The price is £112
includes taxes & fees
26 Mar - 27 Mar
Tiny home in Chester Nova Scotia. Hosted by Dordean Suites

Relaxing King Bed Suite Close to Lunenburg Harbour (Suite 2)

Relaxing King Bed Suite Close to Lunenburg Harbour (Suite 2)
Lunenburg
9.6 out of 10, Exceptional, (4 reviews)
"It is a lovely place to stay! Very clean, very inviting."
Canada
Danette R.
The price is £157
includes taxes & fees
1 Apr - 2 Apr
Relaxing King Bed Suite Close to Lunenburg Harbour (Suite 2)
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.
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Top Chester Hotel Reviews

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, apart-hotels, 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 favorite 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 depends 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 £131 per night. Entering your travel dates in the search wizard you might find 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?

Family Home In the Heart of the Village of Chester: This highly rated holiday home rental in Chester is located in a rural location, and has a balcony, a garden and a BBQ to put you at ease in your new surroundings. It has 5 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Make the most of books in this rental home to help you unwind.

How many holiday rentals will I find in Chester?

Choose from 15 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 Tancook Island 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.