Chester Islands Holiday Rentals

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Check prices for these dates

In two weeks
12 Jun - 14 Jun
In two months
24 Jul - 26 Jul
In three months
21 Aug - 23 Aug
In four months
18 Sept - 20 Sept

Our top choices for Chester Islands holiday rentals

Premium bedding, pillow-top beds, free WiFi

Black Forest Cabins

Black Forest Cabins
3.0 star property
Mahone Bay
9.4 out of 10, Exceptional, (35 reviews)
"Wonderful cabins and well located. "
Canada
Jonathan
The price is HK$1,582
HK$1,998 total
includes taxes & fees
4 Jun - 5 Jun
Black Forest Cabins
Property grounds

Romantic Oceanfront Cottage | Private Wood-Fired Hot Tub | Near Halifax

Romantic Oceanfront Cottage | Private Wood-Fired Hot Tub | Near Halifax
Boutiliers Point
10.0 out of 10, Exceptional, (13 reviews)
"How friendly the host was and how clean the chalet was"
Canada
Kendall F.
The price is HK$1,531
HK$2,051 total
includes taxes & fees
2 Jun - 3 Jun
Romantic Oceanfront Cottage | Private Wood-Fired Hot Tub | Near Halifax
2 bedrooms, free WiFi, bed sheets

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$1,186
HK$1,916 total
includes taxes & fees
2 Jun - 3 Jun
Lake Mushamush Cottage!
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$716
HK$1,222 total
includes taxes & fees
1 Jun - 2 Jun
ABBY’S APT Suite , 1 Queen Bed , 65” Curved TV,
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, (15 reviews)
"Everything you need Welcome snacks were lovely Property well maintained Great amenities!"
Canada
Kelsea
The price is HK$1,273
HK$1,996 total
includes taxes & fees
3 Jun - 4 Jun
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$1,136
HK$1,483 total
includes taxes & fees
1 Jun - 2 Jun
Tiny home in Chester Nova Scotia. Hosted by Dordean Suites
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)
"Fantastic hosts and wonderful accommodation! "
Canada
Karen D.
The price is HK$1,278
HK$2,086 total
includes taxes & fees
2 Jun - 3 Jun
One bedroom fully equipped Mahone Bay luxury cottage
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$1,080
HK$1,901 total
includes taxes & fees
1 Jun - 2 Jun
Luxurious 2 Bedroom with King and Queen bed and 1.5 Bathroom sleeps 6.
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$1,372
HK$1,832 total
includes taxes & fees
1 Jun - 2 Jun
Orchard Cabin #4 - Hubbards Beach
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$1,472
HK$1,968 total
includes taxes & fees
1 Jun - 2 Jun
Pet-Friendly Glamping Dome close to Peggy’s Cove!
Exterior detail

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)
"Amenities are fantastic, very private"
Canada
francesco c.
The price is HK$1,136
HK$1,483 total
includes taxes & fees
7 Jun - 8 Jun
Tiny home in Chester Nova Scotia. Hosted by Dordean Suites
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, (31 reviews)
"Great stay"
Canada
Nigel F.
The price is HK$1,409
HK$1,839 total
includes taxes & fees
22 Jun - 23 Jun
4 bed ,2 bathroom home. 2 of the 4 bedrooms are slightly smaller . Still comfort
Beach

Large Backyard Oasis near River and Trails

Large Backyard Oasis 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 HK$557
HK$1,208 total
includes taxes & fees
4 Jun - 5 Jun
Large Backyard Oasis near River and Trails
Property grounds

Oceanfront Luxury Magical Views Sunset and Sunrise

Oceanfront Luxury Magical Views Sunset and Sunrise
Western Shore
9.6 out of 10, Exceptional, (21 reviews)
"Short stay, unfortunately, but I’ll definitely be back. "
Canada
Laird N.
The price is HK$1,477
HK$2,650 total
includes taxes & fees
1 Jun - 2 Jun
Oceanfront Luxury Magical Views Sunset and Sunrise
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$2,131
HK$2,843 total
includes taxes & fees
1 Jun - 2 Jun
Log Cabin #1 - Hubbards Beach
Exterior detail

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 HK$1,222
HK$1,814 total
includes taxes & fees
4 Jun - 5 Jun
Red Roof Bed & Breakfast
Property grounds

Romantic Oceanfront Studio | Private Hot Tub | Fireplace | Near Halifax

Romantic Oceanfront Studio | Private Hot Tub | Fireplace | Near Halifax
Boutiliers Point
9.8 out of 10, Exceptional, (18 reviews)
"Everything was amazing. We had a very relaxing night away. "
Canada
Suzanne
The price is HK$2,045
HK$2,738 total
includes taxes & fees
23 Jun - 24 Jun
Romantic Oceanfront Studio | Private Hot Tub | Fireplace | Near Halifax
Terrace/patio

Coastal Dome Escape - Oceanfront, Private Hot Tub, Firepit and Deck

Coastal Dome Escape - Oceanfront, Private Hot Tub, Firepit and Deck
LaHave
10.0 out of 10, Exceptional, (21 reviews)
"Beautiful stay. "
Canada
Kyle M.
The price is HK$2,386
HK$3,738 total
includes taxes & fees
1 Jun - 2 Jun
Coastal Dome Escape - Oceanfront, Private Hot Tub, Firepit and Deck
Interior

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 HK$1,503
HK$2,439 total
includes taxes & fees
2 Jun - 3 Jun
Romantic Getaway w/ King Bed in Historic Lunenburg (Suite 4)
Interior

Shackup A-frame— Private Hot Tub & Beach Access

Shackup A-frame— Private Hot Tub & Beach Access
La Have
10.0 out of 10, Exceptional, (4 reviews)
"Was an amazing weekend. Cabin was just as described."
United States
Adam H.
The price is HK$2,682
HK$3,498 total
includes taxes & fees
28 Jun - 29 Jun
Shackup A-frame— Private Hot Tub & Beach Access
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 Islands Hotel Reviews

Best Western Plus Bridgewater Hotel & Convention Centre

Best Western Plus Bridgewater Hotel & Convention Centre

10/10 Excellent
"Great place to stay, close to everything, you need"
Susan 1-night trip
Posted 1 hour ago
Best Western Plus Bridgewater Hotel & Convention Centre

Find out more about Chester Islands

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

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

Frequently asked questions

Can I find holiday rentals in Chester Islands?

Yes, there are holiday rentals close to the most popular sights in Chester Islands, or you can select a more secluded option if you're looking for a relaxing stay.

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

Overlooking the Stunning views of St.Margaret's Bay: This holiday home rental outside of Chester Islands has air conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings.

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

Explore the area and family-friendly sights such as Shore Club Dance Hall, or get out into nature at a spot like Graves Island Provincial Park. In the wider area, you’ll find Chester Golf Club and Chester Playhouse.

What’s a holiday rental in Chester Islands like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Chester Islands. Holiday rentals offer amenities such as kitchens and laundry facilities so you'll have all the comforts of home. If you're concerned about cleanliness, a holiday rental can offer a sense of security away from public hotel lifts and busy front desks while still allowing you to travel. You'll also get more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a great choice for a family getaway.