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Chester Islands Holiday Rentals

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Check prices for these dates

In two weeks
11 Sept - 13 Sept
In two months
23 Oct - 25 Oct
In three months
20 Nov - 22 Nov
In four months
18 Dec - 20 Dec

Our top choices for Chester Islands holiday rentals

A wooden deck with a hot tub surrounded by trees.

1. 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, (11 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$1,128
HK$1,466 total
includes taxes & fees
31 Aug - 1 Sept
Tiny home in Chester Nova Scotia. Hosted by Dordean Suites
A small cabin with a deck, a door, and a window.

2. 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, (21 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$1,128
HK$1,472 total
includes taxes & fees
16 Sept - 17 Sept
Tiny home in Chester Nova Scotia. Hosted by Dordean Suites
A sunset view through a window with bare trees and a distant shoreline.

3. 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, (52 reviews)
"It was a nice stay"
United States
Deanna P.
The price is HK$1,319
HK$1,723 total
includes taxes & fees
8 Sept - 9 Sept
4 bed ,2 bathroom home. 2 of the 4 bedrooms are slightly smaller . Still comfort
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.

4. Black Forest Cabins

Black Forest Cabins
3.0 star property
Mahone Bay
9.8 out of 10, Exceptional, (74 reviews)
"The cabin was adorable, and the property was so clean. It was walking distance to everything in Mahone bay. Would definitely stay again!"
United States
Elizabeth
The price is HK$1,644
HK$2,067 total
includes taxes & fees
25 Sept - 26 Sept
Black Forest Cabins
A wooden door with a view of an outdoor deck and a chair.

5. Oakhill Pines Campground

Oakhill Pines Campground
3.0 star property
Oak Hill
8.8 out of 10, Excellent, (29 reviews)
"Check in and out was easy cute family that runs the place. Campground was very clean well-maintained fun areas for families for kids to play in the park fun pool washroom we're clean and maintained regularly. Definitely recommend for family fun."
Canada
David
The price is HK$671
HK$765 total
includes taxes & fees
1 Sept - 2 Sept
Oakhill Pines Campground
A sauna with a view of the sea, wooden walls, and a stone heater.

6. 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, (24 reviews)
"Everything was clean and cozy very quiet and friendly staff "
Canada
Adele S.
The price is HK$1,073
HK$1,440 total
includes taxes & fees
2 Sept - 3 Sept
Oceanview 1-Bedroom Cottage | Private Hot Tub | Near Halifax

7. Newly built cabin in Fox Point (Hubbards) close to several beaches and trails

Newly built cabin in Fox Point (Hubbards) close to several beaches and trails
Hubbards
The price is HK$979
HK$1,330 total
includes taxes & fees
10 Sept - 11 Sept
Newly built cabin in Fox Point (Hubbards) close to several beaches and trails
A small, two-story cabin with a deck, large windows, and a fireplace.

8. 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$1,128
HK$1,472 total
includes taxes & fees
21 Sept - 22 Sept
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.

9. One bedroom fully equipped Mahone Bay luxury cottage

One bedroom fully equipped Mahone Bay luxury cottage
Mahone Bay
10.0 out of 10, Exceptional, (113 reviews)
"It was perfect. Very relaxed stay close to town. Thanks"
Canada
James
One bedroom fully equipped Mahone Bay luxury cottage
A modern living room with a white sofa, a wooden coffee table, and a glass-top table with a bowl. There are two round mirrors on the wall, a potted plant, and a sliding glass door leading outside.

10. One bedroom fully equipped Mahone Bay luxury cottage

One bedroom fully equipped Mahone Bay luxury cottage
Mahone Bay
10.0 out of 10, Exceptional, (64 reviews)
"A beautifully curated hideaway. It is everything described and more: friendly hosts, minutes from shops and dining, yet, tucked away such that the only night sound is the chirping of frogs. We were quite delighted."
Canada
Karyn
The price is HK$1,269
HK$2,095 total
includes taxes & fees
18 Sept - 19 Sept
One bedroom fully equipped Mahone Bay luxury cottage
A small white cabin with green trim and a porch, surrounded by greenery.

11. 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$1,362
HK$1,818 total
includes taxes & fees
13 Sept - 14 Sept
Orchard Cabin #4 - Hubbards Beach
A view of a waterfront property with a dock and a small building.

12. Luxury Oceanfront Retreat in Chester close to Mahone Bay, Lunenburg,

Luxury Oceanfront Retreat in Chester close to Mahone Bay, Lunenburg,
Western Shore
9.4 out of 10, Exceptional, (25 reviews)
"Beautiful spot!"
United States
Kirby D.
The price is HK$2,475
HK$3,972 total
includes taxes & fees
29 Sept - 30 Sept
Luxury Oceanfront Retreat in Chester close to Mahone Bay, Lunenburg,
A residential area with a house, a swimming pool, and a marina with boats.

13. 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$1,663
HK$3,160 total
includes taxes & fees
6 Sept - 7 Sept
SUN, SAND, OCEAN, in Hubbards. What more do you need?
A modern kitchen with white cabinetry, a wooden countertop, and a large mirror.

14. Mahone Bay Hide-Away

Mahone Bay Hide-Away
Mahone Bay
10.0 out of 10, Exceptional, (108 reviews)
"Close to restaurants, sights, many walking distance. Clean, bright, lodgings. Welcoming and helpful hosts. Would recommend to anyone "
Canada
Nancy R.
The price is HK$1,269
HK$2,089 total
includes taxes & fees
8 Sept - 9 Sept
Mahone Bay Hide-Away
A wooden cabin in a snowy forest.

15. 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, (10 reviews)
"Amazing place! Very cozy, clean, and relaxing. We really enjoyed our stay and would definitely come back!"
Canada
Sulaiman B.
The price is HK$1,460
HK$1,946 total
includes taxes & fees
2 Sept - 3 Sept
Pet-Friendly Glamping Dome close to Peggy’s Cove!
A wooden building with a sign reading "The Knot."

16. Red Barn Bed & Breakfast

Red Barn Bed & Breakfast
Lunenburg
9.4 out of 10, Exceptional, (10 reviews)
"We enjoyed our stay very much! "
Canada
Kimberley K.
The price is HK$1,122
HK$1,678 total
includes taxes & fees
20 Sept - 21 Sept
Red Barn Bed & Breakfast
A porch with colorful Adirondack chairs and a wooden deck.

17. Log Cabin #1 - Hubbards Beach

Log Cabin #1 - Hubbards Beach
Hubbards
9.6 out of 10, Exceptional, (5 reviews)
"A wonderful cottage with character!! Comfy beds, nice pillows! Very rustic, very peaceful"
Canada
Lisa R.
The price is HK$2,114
HK$2,821 total
includes taxes & fees
8 Sept - 9 Sept
Log Cabin #1 - Hubbards Beach
A covered deck with two Adirondack chairs, a view of a marina with boats, and a white picket fence.

18. SUN, SAND, OCEAN in Hubbards Nova Scotia

SUN, SAND, OCEAN in Hubbards Nova Scotia
Hubbards
9.4 out of 10, Exceptional, (10 reviews)
"Cottage location was ideal for seeing sites in the area. We loved sitting on the dock, watching sunsets and relaxing. We would definitely recommend this rental."
Canada
Gloria L.
The price is HK$1,832
HK$3,391 total
includes taxes & fees
6 Sept - 7 Sept
SUN, SAND, OCEAN in Hubbards Nova Scotia
A calm lake with boats docked at the pier, surrounded by trees.

19. Lake Mushamush Cottage!

Lake Mushamush Cottage!
Lower Northfield
9.8 out of 10, Exceptional, (8 reviews)
"Beautiful spot we had the best time!!"
Canada
Patricia C.
The price is HK$1,177
HK$1,901 total
includes taxes & fees
2 Sept - 3 Sept
Lake Mushamush Cottage!
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
9.0 out of 10, Wonderful, (2 reviews)
"Excellent kitchenette having everything needed to cook for yourself -ceiling fans needed a serious cleaning but not a dealbreaker"
Canada
Tim
The price is HK$496
HK$1,133 total
includes taxes & fees
21 Sept - 22 Sept
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

10/10 Excellent
"Clean and easy"
Meagan 3-night trip
Posted less than an hour 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?

Mahone Bay Hide-Away : This holiday home rental outside of Chester Islands offers a patio, a garden and a BBQ to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop.

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.