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Chester Islands Holiday Rentals

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Check prices for these dates

In two weeks
30 Oct - 1 Nov
In two months
11 Dec - 13 Dec
In three months
8 Jan - 10 Jan
In four months
5 Feb - 7 Feb

Our top choices for Chester Islands holiday rentals

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.

1. Black Forest Cabins

Black Forest Cabins
3.0 star property
Mahone Bay
9.6 out of 10, Exceptional, (89 reviews)
"It was a cute and cozy stay. We would stay here again."
Canada
Julie
The price is HK$1,609
HK$2,024 total
includes taxes & fees
17 Oct - 18 Oct
Black Forest Cabins
A wooden deck with a hot tub surrounded by trees.

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

Tiny home in Chester Nova Scotia. Hosted by Dordean Suites
Windsor Road
10.0 out of 10, Exceptional, (16 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$1,103
HK$1,434 total
includes taxes & fees
19 Oct - 20 Oct
Tiny home in Chester Nova Scotia. Hosted by Dordean Suites
A small cabin with a deck, a door, and a window.

3. 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, (23 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$1,103
HK$1,440 total
includes taxes & fees
18 Oct - 19 Oct
Tiny home in Chester Nova Scotia. Hosted by Dordean Suites
A bright living room with a white sofa, a coffee table, and a potted plant.

4. One bedroom fully equipped Mahone Bay luxury cottage

One bedroom fully equipped Mahone Bay luxury cottage
Mahone Bay
10.0 out of 10, Exceptional, (118 reviews)
"Wonderful property and extremely clean. Hosts were wonderful!"
United States
Dianne T.
The price is HK$1,103
HK$1,849 total
includes taxes & fees
17 Oct - 18 Oct
One bedroom fully equipped Mahone Bay luxury cottage
A sunset view through a window with bare trees and a distant shoreline.

5. 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
8.6 out of 10, Excellent, (60 reviews)
"Beautiful place to stay. Host was very easy to communicate with."
United States
Jeff T.
The price is HK$973
HK$1,285 total
includes taxes & fees
21 Oct - 22 Oct
4 bed ,2 bathroom home. 2 of the 4 bedrooms are slightly smaller . Still comfort
A beach with clear water, a sandy shore, and a forested island in the distance.

6. Lovely Lakefront Cottage near Sandy Beaches and Hiking / Biking Trail

Lovely Lakefront Cottage near Sandy Beaches and Hiking / Biking Trail
Ingramport
9.8 out of 10, Exceptional, (122 reviews)
"Great location and beautiful spot. Our family of 5 really enjoyed our visit!!"
United States
Victoria W.
The price is HK$1,363
HK$2,820 total
includes taxes & fees
16 Oct - 17 Oct
Lovely Lakefront Cottage near Sandy Beaches and Hiking / Biking Trail
A view of a waterfront property with a dock and a small building.

7. Oceanfront Luxury with Magical Views of Sunset and Sunrise

Oceanfront Luxury with Magical Views of Sunset and Sunrise
Western Shore
9.2 out of 10, Wonderful, (28 reviews)
"Beautiful spot!"
United States
Kirby D.
The price is HK$1,793
HK$3,037 total
includes taxes & fees
3 Nov - 4 Nov
Oceanfront Luxury with Magical Views of Sunset and Sunrise
A wooden cabin in a snowy forest.

8. 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, (19 reviews)
"Great place and location and the owners were very helpful!"
Canada
Judy
The price is HK$1,429
HK$1,910 total
includes taxes & fees
19 Oct - 20 Oct
Pet-Friendly Glamping Dome close to Peggy’s Cove!
A sauna with a view of the sea, wooden walls, and a stone heater.

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

Oceanview 1-Bedroom Cottage | Private Hot Tub | Near Halifax
Boutiliers Point
9.6 out of 10, Exceptional, (27 reviews)
"Check in staff were very friendly and showed us around the cabin and facilities. Cabin was clean, had all required items for cooking and enjoying the stay."
United States
Kristopher H.
The price is HK$1,274
HK$1,704 total
includes taxes & fees
22 Oct - 23 Oct
Oceanview 1-Bedroom Cottage | Private Hot Tub | Near Halifax
A modern kitchen with white cabinetry, a wooden countertop, and a large mirror.

10. Mahone Bay Hide-Away

Mahone Bay Hide-Away
Mahone Bay
10.0 out of 10, Exceptional, (114 reviews)
"Comfortable cottage very close to town centre but also quiet and calm."
Canada
Richard
The price is HK$1,104
HK$1,850 total
includes taxes & fees
20 Oct - 21 Oct
Mahone Bay Hide-Away
A wooden building with a sign reading "The Knot."

11. Red Barn Bed & Breakfast

Red Barn Bed & Breakfast
Lunenburg
9.4 out of 10, Exceptional, (13 reviews)
"We enjoyed our stay very much! "
Canada
Kimberley K.
The price is HK$699
HK$1,161 total
includes taxes & fees
19 Oct - 20 Oct
Red Barn Bed & Breakfast
A small white cabin with green trim and a porch, surrounded by greenery.

12. Orchard Cabin #4 - Hubbards Beach

Orchard Cabin #4 - Hubbards Beach
Hubbards
7.2 out of 10, Good, (7 reviews)
"Very cute property with a nice location. "
United States
Nancy O.
The price is HK$1,383
HK$1,845 total
includes taxes & fees
18 Oct - 19 Oct
Orchard Cabin #4 - Hubbards Beach
A dock with boats, a clear blue lake, and a forested island.

13. Mermaid's Retreat - Caribou Lake Cottage!

Mermaid's Retreat - Caribou Lake Cottage!
Mahone Bay
9.8 out of 10, Exceptional, (7 reviews)
"Fantastic property, location, and hosts. Will be booking again!"
Canada
Josh
The price is HK$1,379
HK$2,157 total
includes taxes & fees
26 Oct - 27 Oct
Mermaid's Retreat - Caribou Lake Cottage!
A staircase with wooden balusters and a handrail, leading to a landing with a red door.

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

Romantic Getaway w/ King Bed in Historic Lunenburg (Suite 4)
Lunenburg
9.0 out of 10, Wonderful, (14 reviews)
"Loved our stay. Nice and clean, quiet and peaceful. Amazing yard. Basics were excellent (Bed, Tv & facilities). Definitely recommend."
Canada
Patrick
The price is HK$983
HK$1,750 total
includes taxes & fees
1 Nov - 2 Nov
Romantic Getaway w/ King Bed in Historic Lunenburg (Suite 4)
A dining table with blue plates, a bottle, and a glass.

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

Coastal Bunkie Retreat | Near Halifax | Sauna Access | Private Beach
Boutiliers Point
10.0 out of 10, Exceptional, (1 review)
"Awesome cabin, great staff who were welcoming and helpful. Great location close to all major attractions"
Canada
Christopher
The price is HK$1,336
HK$1,788 total
includes taxes & fees
25 Oct - 26 Oct
Coastal Bunkie Retreat | Near Halifax | Sauna Access | Private Beach
A residential area with a house, a swimming pool, and a marina with boats.

16. 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, (25 reviews)
"Sweet location. Easy check-in via lockbox. Had everything we needed. Clean. Only area for improvement is the pullout sofa. Mattress not usable. Two main bedrooms were great."
Canada
Sue
The price is HK$2,179
HK$3,834 total
includes taxes & fees
23 Oct - 24 Oct
SUN, SAND, OCEAN, in Hubbards. What more do you need?
A calm lake with boats docked at the pier, surrounded by trees.

17. Lake Mushamush Cottage!

Lake Mushamush Cottage!
Lower Northfield
9.4 out of 10, Exceptional, (13 reviews)
"Very clean, well-stocked, hospitable and comfortable space."
Canada
Rita
The price is HK$1,152
HK$1,860 total
includes taxes & fees
18 Oct - 19 Oct
Lake Mushamush Cottage!
A porch with colorful Adirondack chairs and a wooden deck.

18. Log Cabin #1 - Hubbards Beach

Log Cabin #1 - Hubbards Beach
Hubbards
9.8 out of 10, Exceptional, (6 reviews)
"Nothing else to add."
Canada
Blair
The price is HK$2,255
HK$3,003 total
includes taxes & fees
18 Oct - 19 Oct
Log Cabin #1 - Hubbards Beach
A small, two-story cabin with a deck, large windows, and a fireplace.

19. 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, (17 reviews)
"Amenities are fantastic, very private"
Canada
francesco c.
The price is HK$1,103
HK$1,434 total
includes taxes & fees
29 Oct - 30 Oct
Tiny home in Chester Nova Scotia. Hosted by Dordean Suites
A sandy beach with people walking along the shore.

20. Downtown Bridgewater Suite near River and Trails

Downtown Bridgewater Suite near River and Trails
Bridgewater
9.4 out of 10, Exceptional, (3 reviews)
"This property was comfortable and convenient and we enjoyed our stay here."
United States
Marty
The price is HK$384
HK$990 total
includes taxes & fees
22 Oct - 23 Oct
Downtown Bridgewater Suite near River and Trails
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

The Homeport Motel

The Homeport Motel

8/10 Good
"We stayed 2 nights here and it is very convenient to visit lunenberg. There's a Tim and grocery store right across the street. Room is spacious and clean with comfortable bedding. We enjoyed the stay and will recommend!"
MEI 2-night trip
Posted 17 hours ago
The Homeport Motel

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?

4 bed ,2 bathroom home. 2 of the 4 bedrooms are slightly smaller . Still comfort: This holiday home rental outside of Chester Islands 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.

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 Oak Island. In the wider area, you’ll find Chester Golf Club and Chester Art Center.

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.