Chester Holiday Rentals

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Check prices for these dates

In two weeks
3 Jul - 5 Jul
In two months
14 Aug - 16 Aug
In three months
11 Sept - 13 Sept
In four months
9 Oct - 11 Oct

Our top choices for Chester holiday rentals

Premium bedding, pillow-top beds, free WiFi

Black Forest Cabins

Black Forest Cabins
3.0 star property
Mahone Bay
9.6 out of 10, Exceptional, (44 reviews)
"Very nice, modern and cosy cabins. Perfect location, highly recommended!"
Germany
Thomas Helmut Paul
The price is HK$1,633
HK$2,053 total
includes taxes & fees
21 Jun - 22 Jun
Black Forest Cabins
TV

One bedroom fully equipped Mahone Bay luxury cottage

One bedroom fully equipped Mahone Bay luxury cottage
Mahone Bay
10.0 out of 10, Exceptional, (108 reviews)
"Very clean and comfortable....perfect spot, central to Mahone Bay and Lunenburg. Pam and David were lovely hosts!"
United States
Dorothy S.
One bedroom fully equipped Mahone Bay luxury cottage
Property grounds

Oceanview 1-Bedroom Cottage | Private Hot Tub | Near Halifax

Oceanview 1-Bedroom Cottage | Private Hot Tub | Near Halifax
Boutiliers Point
9.8 out of 10, Exceptional, (22 reviews)
"Lovely dog friendly cabin. The dog did find some unknown snacks from in-between the floor boards but overall lovely spot and plan on returning again some day."
United States
Heather
The price is HK$1,564
HK$2,091 total
includes taxes & fees
18 Jun - 19 Jun
Oceanview 1-Bedroom Cottage | Private Hot Tub | Near Halifax
Beach nearby

Lake Mushamush Cottage!

Lake Mushamush Cottage!
Lower Northfield
9.6 out of 10, Exceptional, (4 reviews)
"Beautiful spot we had the best time!!"
Canada
Patricia C.
The price is HK$1,169
HK$1,888 total
includes taxes & fees
23 Jun - 24 Jun
Lake Mushamush Cottage!
Interior

Romantic Oceanfront Retreat - Hot tub

Romantic Oceanfront Retreat - Hot tub
South Shore
9.2 out of 10, Wonderful, (12 reviews)
"A very nice location"
Canada
Evelyn K.
Romantic Oceanfront Retreat - Hot tub
Interior

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 HK$1,120
HK$2,096 total
includes taxes & fees
18 Jun - 19 Jun
Welcome to our cozy/charming 2 Bedroom 1 Bath Apartment in Central Bridgewater
Exterior

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, (20 reviews)
"Hot tub is Devine, everything is clean and thoughtfully provided. Basket of snacks was a sweet treat! We enjoyed the large deck and privacy very much ♥️we will definitely be back "
Canada
Suzanne
The price is HK$1,120
HK$1,455 total
includes taxes & fees
21 Jun - 22 Jun
Tiny home in Chester Nova Scotia. Hosted by Dordean Suites
Property grounds

Pet-Friendly Glamping Dome close to Peggy’s Cove!

Pet-Friendly Glamping Dome close to Peggy’s Cove!
Seabright
10.0 out of 10, Exceptional, (6 reviews)
"It was a pleasure to stay here! It's well located, very cozy, spacious, and full of amenities. We felt nestled in a restful, secluded forest, yet not far off the main road. Our dog loved it here."
United States
Claudia Franey J.
The price is HK$1,450
HK$1,920 total
includes taxes & fees
16 Jul - 17 Jul
Pet-Friendly Glamping Dome close to Peggy’s Cove!
Exterior

Orchard Cabin #4 - Hubbards Beach

Orchard Cabin #4 - Hubbards Beach
Hubbards
7.4 out of 10, Good, (6 reviews)
"We were upgrated and the property was very nice and comfortable. Very clean too. "
United States
Ghislaine L.
The price is HK$1,353
HK$1,806 total
includes taxes & fees
17 Jun - 18 Jun
Orchard Cabin #4 - Hubbards Beach
1 bedroom, free WiFi, bed sheets

Luxury lakefront dome with private beach, close to nature and town!

Luxury lakefront dome with private beach, close to nature and town!
Lunenburg
10.0 out of 10, Exceptional, (19 reviews)
"Lovely stay! My partner and I really enjoyed it. Very clean and beautiful design inside. Very nice view of the lake and great, clean, and taken care of amenities."
Canada
Aleksa
The price is HK$1,582
HK$2,391 total
includes taxes & fees
13 Jul - 14 Jul
Luxury lakefront dome with private beach, close to nature and town!
Outdoor spa tub

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)
"The cleanliness was impeccable, the hospitality was lovely. Everything one needs while away from home was supplied and then some ! Would definitely visit again !"
Canada
Carol
The price is HK$1,120
HK$1,462 total
includes taxes & fees
18 Jun - 19 Jun
Tiny home in Chester Nova Scotia. Hosted by Dordean Suites
Beach

Sunny Bachelor with Balcony near River & Trails

Sunny Bachelor with Balcony near River & Trails
Bridgewater
The price is HK$476
HK$1,190 total
includes taxes & fees
18 Jun - 19 Jun
Sunny Bachelor with Balcony near River & Trails
View from property

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

4 bed ,2 bathroom home. 2 of the 4 bedrooms are slightly smaller . Still comfort
Hubbards
8.2 out of 10, Very good, (33 reviews)
"Great stay"
Canada
Nigel F.
The price is HK$1,310
HK$1,711 total
includes taxes & fees
22 Jun - 23 Jun
4 bed ,2 bathroom home. 2 of the 4 bedrooms are slightly smaller . Still comfort
Living area

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 HK$1,064
HK$1,873 total
includes taxes & fees
30 Jun - 1 Jul
Luxurious 2 Bedroom with King and Queen bed and 1.5 Bathroom sleeps 6.
Beach

Summer Sale 1BR Big Kitchen by River and Trails

Summer Sale 1BR Big Kitchen by River and Trails
Bridgewater
The price is HK$633
HK$1,289 total
includes taxes & fees
18 Jun - 19 Jun
Summer Sale 1BR Big Kitchen by River and Trails
1 bedroom, iron/ironing board, WiFi, bed sheets

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 HK$705
HK$1,204 total
includes taxes & fees
20 Jun - 21 Jun
ABBY’S APT Suite , 1 Queen Bed , 65” Curved TV,
Terrace/patio

Log Cabin #1 - Hubbards Beach

Log Cabin #1 - Hubbards Beach
Hubbards
9.6 out of 10, Exceptional, (4 reviews)
"A wonderful cottage with character!! Comfy beds, nice pillows! Very rustic, very peaceful"
Canada
Lisa R.
The price is HK$2,100
HK$2,801 total
includes taxes & fees
18 Jun - 19 Jun
Log Cabin #1 - Hubbards Beach
Exterior detail

Red Barn Bed & Breakfast

Red Barn Bed & Breakfast
Lunenburg
9.6 out of 10, Exceptional, (9 reviews)
"We enjoyed our stay very much! "
Canada
Kimberley K.
The price is HK$1,204
HK$1,787 total
includes taxes & fees
22 Jun - 23 Jun
Red Barn Bed & Breakfast
Marina

SUN, SAND, OCEAN, in Hubbards. What more do you need?

SUN, SAND, OCEAN, in Hubbards. What more do you need?
Hubbards
9.6 out of 10, Exceptional, (17 reviews)
"Lovely location. We enjoyed our stay and would go again."
United States
Angela C.
The price is HK$1,792
HK$3,334 total
includes taxes & fees
17 Jun - 18 Jun
SUN, SAND, OCEAN, in Hubbards. What more do you need?
Interior

One bedroom fully equipped Mahone Bay luxury cottage

One bedroom fully equipped Mahone Bay luxury cottage
Mahone Bay
10.0 out of 10, Exceptional, (59 reviews)
"Close to everything, absolutely spotless and beautifully decorated… a 5 star experience!!"
Canada
Tanya K.
The price is HK$1,260
HK$2,056 total
includes taxes & fees
19 Jun - 20 Jun
One bedroom fully equipped Mahone Bay luxury cottage
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

Clifty Cove Motel

Clifty Cove Motel

8/10 Good
"Quick stop. Beautiful view. Basic amenities."
Alan 1-night trip
Posted 10 hours ago
Clifty Cove Motel

Find out more about Chester

Search for holiday rentals in Chester on Expedia! You can easily find your home rentals, villas, holiday apartments in Chester using one of the methods below:

  • View our selection of featured holiday rentals in Chester
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  • Enter your travel dates to view the best deals on holiday rentals in Chester while they last

Look no further and take a look at our great range of rental properties in Chester!

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?

Ocean front cottage in the heart of Hubbards.: This holiday home rental outside Chester is located by the ocean, and has a patio, a garden and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave.

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 Valverde Studio Gallery. 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.