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Chester Islands Holiday Rentals

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Check prices for these dates

In two weeks
31 Jul - 2 Aug
In two months
11 Sept - 13 Sept
In three months
9 Oct - 11 Oct
In four months
6 Nov - 8 Nov

Our top choices for Chester Islands holiday rentals

Desk, free WiFi

Oakhill Pines Campground

Oakhill Pines Campground
3.0 star property
Oak Hill
8.8 out of 10, Excellent, (17 reviews)
"Staff was super welcoming and cabin was all set for us! "
Canada
Andrea
The price is HK$663
HK$756 total
includes taxes & fees
19 Jul - 20 Jul
Oakhill Pines Campground
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, (55 reviews)
"Very nice, modern and cosy cabins. Perfect location, highly recommended!"
Germany
Thomas Helmut Paul
The price is HK$1,628
HK$2,047 total
includes taxes & fees
19 Jul - 20 Jul
Black Forest Cabins
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
Tiny home in Chester Nova Scotia. Hosted by Dordean Suites
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, (23 reviews)
"Everything was clean and cozy very quiet and friendly staff "
Canada
Adele S.
The price is HK$1,951
HK$2,609 total
includes taxes & fees
31 Jul - 1 Aug
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$1,166
HK$1,876 total
includes taxes & fees
23 Jul - 24 Jul
Lake Mushamush Cottage!
Property grounds

KoKo Bay:GLAMPING: Where Glamour meets Nature! Mix of Hilton Hotel and Camping!

KoKo Bay:GLAMPING: Where Glamour meets Nature! Mix of Hilton Hotel and Camping!
Ingramport
The price is HK$983
HK$1,574 total
includes taxes & fees
19 Jul - 20 Jul
KoKo Bay:GLAMPING: Where Glamour meets Nature! Mix of Hilton Hotel and Camping!
Exterior

Orchard Cabin #4 - Hubbards Beach

Orchard Cabin #4 - Hubbards Beach
Hubbards
7.4 out of 10, Good, (6 reviews)
"Very cute property with a nice location. "
United States
Nancy O.
The price is HK$1,522
HK$2,028 total
includes taxes & fees
29 Jul - 30 Jul
Orchard Cabin #4 - Hubbards Beach
Dining

Coastal Bunkie Retreat | Near Halifax | Sauna Access | Private Beach

Coastal Bunkie Retreat | Near Halifax | Sauna Access | Private Beach
Boutiliers Point
The price is HK$1,350
HK$1,807 total
includes taxes & fees
19 Jul - 20 Jul
Coastal Bunkie Retreat | Near Halifax | Sauna Access | Private Beach
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, (60 reviews)
"Close to everything, absolutely spotless and beautifully decorated… a 5 star experience!!"
Canada
Tanya K.
The price is HK$1,256
HK$2,062 total
includes taxes & fees
21 Jul - 22 Jul
One bedroom fully equipped Mahone Bay luxury cottage
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$1,115
HK$1,455 total
includes taxes & fees
2 Aug - 3 Aug
Tiny home in Chester Nova Scotia. Hosted by Dordean Suites
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, (22 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$1,575
HK$2,381 total
includes taxes & fees
9 Aug - 10 Aug
Luxury lakefront dome with private beach, close to nature and town!
Pool

Shackup Cabin— Wood Fired Hot Tub & Near the beach

Shackup Cabin— Wood Fired Hot Tub & Near the beach
West Dublin
10.0 out of 10, Exceptional, (8 reviews)
"Fantastic little hideaway. Very comfortable and private"
Canada
Adam
The price is HK$1,842
HK$2,398 total
includes taxes & fees
19 Jul - 20 Jul
Shackup Cabin— Wood Fired Hot Tub & Near the 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, (8 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$1,444
HK$1,930 total
includes taxes & fees
29 Jul - 30 Jul
Pet-Friendly Glamping Dome close to Peggy’s Cove!
Marina

Ocean Sanctuary - The Salty Cribb Cabin

Ocean Sanctuary - The Salty Cribb Cabin
Rose Bay
10.0 out of 10, Exceptional, (2 reviews)
"When we arrived after a long trip we found the rooms were clean, welcoming and attractive. The cabin was well equipped and everything worked. Beautiful location, always enjoyed the drive up to Lunenberg."
United States
Paul K.
The price is HK$1,254
HK$2,364 total
includes taxes & fees
12 Aug - 13 Aug
Ocean Sanctuary - The Salty Cribb Cabin
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
9.0 out of 10, Wonderful, (4 reviews)
"Everything was clean. We'll set up Would stay again for sure"
Canada
Porter F.
The price is HK$1,059
HK$1,859 total
includes taxes & fees
14 Aug - 15 Aug
Luxurious 2 Bedroom with King and Queen bed and 1.5 Bathroom sleeps 6.
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
8.4 out of 10, Very good, (39 reviews)
"Have use of all the facilities (laundry) was extremely helpful when travelling with a toddler."
Canada
Lisa
The price is HK$1,452
HK$1,890 total
includes taxes & fees
6 Aug - 7 Aug
4 bed ,2 bathroom home. 2 of the 4 bedrooms are slightly smaller . Still comfort
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$1,199
HK$1,779 total
includes taxes & fees
27 Jul - 28 Jul
Red Barn Bed & Breakfast
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
8.8 out of 10, Excellent, (5 reviews)
"Handy location for us. Very roomy. Clean. Easy parking."
Canada
Karen
The price is HK$1,115
HK$2,081 total
includes taxes & fees
9 Aug - 10 Aug
Welcome to our cozy/charming 2 Bedroom 1 Bath Apartment in Central Bridgewater
Exterior detail

Overlooking the Stunning views of St.Margaret's Bay

Overlooking the Stunning views of St.Margaret's Bay
Upper Tantallon
9.6 out of 10, Exceptional, (20 reviews)
"Comfortable, relaxing place to stay that has great views and perfect location to visit different areas!"
Canada
Lisa H.
The price is HK$1,605
HK$2,817 total
includes taxes & fees
26 Jul - 27 Jul
Overlooking the Stunning views of St.Margaret's Bay
TV

Oceanfront Sanctuary | Private & Peaceful

Oceanfront Sanctuary | Private & Peaceful
Hubbards
The price is HK$2,661
HK$5,500 total
includes taxes & fees
21 Jul - 22 Jul
Oceanfront Sanctuary | Private & Peaceful
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

Oak Island Resort & Conference Centre

Oak Island Resort & Conference Centre

10/10 Excellent
"My daughter and I went on a mini vacation and stayed 2 nights.. we travelled all over the south shore shopping at all the nice boutiques and markets. We also ate at the restaurant in the hotel the meal was absolutely delicious and the service was excellent.! We definitely will be back again now we are off to New Brunswick.. 😊"
Deborah 2-night trip
Posted 2 hours ago
Oak Island Resort & Conference 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?

Ocean front cottage in the heart of Hubbards.: This holiday home rental outside of Chester Islands 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.

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 Tancook Island.

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.