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Chester Islands Vacation Rentals

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Check prices for these dates

In two weeks
Sep 18 - Sep 20
In two months
Oct 30 - Nov 1
In three months
Nov 27 - Nov 29
In four months
Dec 25 - Dec 27

Our top choices for Chester Islands vacation rentals

Outdoor spa tub

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 ￥23,060
￥30,100 total
includes taxes & fees
Oct 1 - Oct 2
Tiny home in Chester Nova Scotia. Hosted by Dordean Suites
Exterior detail

2. 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 ￥23,064
￥30,106 total
includes taxes & fees
Sep 21 - Sep 22
Tiny home in Chester Nova Scotia. Hosted by Dordean Suites
Premium bedding, pillowtop beds, WiFi (free)

3. 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 ￥38,810
￥48,186 total
includes taxes & fees
Sep 29 - Sep 30
Black Forest Cabins
Cabin, 1 Double Bed, Shared Bathroom | Desk, WiFi (free)

4. Oakhill Pines Campground

Oakhill Pines Campground
3.0 star property
Oak Hill
8.8 out of 10, Excellent, (30 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 ￥13,584
￥15,486 total
includes taxes & fees
Sep 8 - Sep 9
Oakhill Pines Campground
Property grounds

5. 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 ￥48,435
￥78,409 total
includes taxes & fees
Sep 3 - Sep 4
Luxury Oceanfront Retreat in Chester close to Mahone Bay, Lunenburg,
View from property

6. 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 ￥26,980
￥35,226 total
includes taxes & fees
Sep 10 - Sep 11
4 bed ,2 bathroom home. 2 of the 4 bedrooms are slightly smaller . Still comfort
Exterior

7. 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 ￥23,064
￥30,106 total
includes taxes & fees
Sep 16 - Sep 17
Tiny home in Chester Nova Scotia. Hosted by Dordean Suites
Marina

8. 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 ￥34,014
￥64,748 total
includes taxes & fees
Sep 13 - Sep 14
SUN, SAND, OCEAN, in Hubbards. What more do you need?
Exterior

9. 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 ￥27,845
￥37,180 total
includes taxes & fees
Sep 13 - Sep 14
Orchard Cabin #4 - Hubbards Beach
Interior

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 ￥23,060
￥38,775 total
includes taxes & fees
Oct 2 - Oct 3
One bedroom fully equipped Mahone Bay luxury cottage
Beach nearby

11. 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 ￥24,075
￥38,749 total
includes taxes & fees
Sep 6 - Sep 7
Lake Mushamush Cottage!
Interior

12. Mahone Bay Hide-Away

Mahone Bay Hide-Away
Mahone Bay
10.0 out of 10, Exceptional, (109 reviews)
"Comfortable cottage very close to town centre but also quiet and calm."
Canada
Richard
The price is ￥25,943
￥42,719 total
includes taxes & fees
Sep 8 - Sep 9
Mahone Bay Hide-Away
Property grounds

13. 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, (11 reviews)
"Amazing place! Very cozy, clean, and relaxing. We really enjoyed our stay and would definitely come back!"
Canada
Sulaiman B.
The price is ￥29,863
￥39,929 total
includes taxes & fees
Sep 3 - Sep 4
Pet-Friendly Glamping Dome close to Peggy’s Cove!
Exterior detail

14. 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 ￥22,949
￥34,444 total
includes taxes & fees
Sep 20 - Sep 21
Red Barn Bed & Breakfast
Terrace/patio

15. 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 ￥43,238
￥57,555 total
includes taxes & fees
Sep 9 - Sep 10
Log Cabin #1 - Hubbards Beach
Terrace/patio

16. 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 ￥37,473
￥69,336 total
includes taxes & fees
Sep 9 - Sep 10
SUN, SAND, OCEAN in Hubbards Nova Scotia
Terrace/patio

17. Log Cabin #2 - Hubbards Beach

Log Cabin #2 - Hubbards Beach
Hubbards
10.0 out of 10, Exceptional, (1 review)
"As advertised and 2 minutes from the shore club."
Canada
Jody K.
The price is ￥45,400
￥60,348 total
includes taxes & fees
Sep 9 - Sep 10
Log Cabin #2 - Hubbards Beach
Property grounds

18. Oceanview Cottage | Private Wood-Fired Hot Tub | Sauna | Near Halifax

Oceanview Cottage | Private Wood-Fired Hot Tub | Sauna | Near Halifax
Boutiliers Point
9.8 out of 10, Exceptional, (20 reviews)
"It was cleaned and cozy stay with beautiful lake view"
Canada
Vikrant D.
The price is ￥41,631
￥55,720 total
includes taxes & fees
Sep 23 - Sep 24
Oceanview Cottage | Private Wood-Fired Hot Tub | Sauna | Near Halifax
Terrace/patio

19. Beach Cottage - Spruce Grove - Hubbards Beach

Beach Cottage - Spruce Grove - Hubbards Beach
Hubbards
10.0 out of 10, Exceptional, (3 reviews)
"Positively lovely ❤️. Relaxing with beautiful views!"
Canada
Angela
The price is ￥52,462
￥69,793 total
includes taxes & fees
Sep 9 - Sep 10
Beach Cottage - Spruce Grove - Hubbards Beach
Fireplace

20. Beach Cottage - Pine Terrace - Hubbards Beach

Beach Cottage - Pine Terrace - Hubbards Beach
Hubbards
The price is ￥54,768
￥72,885 total
includes taxes & fees
Sep 9 - Sep 10
Beach Cottage - Pine Terrace - Hubbards Beach
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
"Nice stay, good breakfast and my daughter loved the pool the most. Ample parking space and nice room are always my priority. Appreciate the staff and their service as well."
Soni 1-night trip
Posted 6 hours ago
Best Western Plus Bridgewater Hotel & Convention Centre

Find out more about Chester Islands

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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 vacation rentals in Chester Islands?

Yes, you can find vacation rentals close to top points of interest in Chester Islands, or you can go with a more remote option if you're looking for a relaxing stay.

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

Mahone Bay Hide-Away : Visitors like this Chester Islands vacation home rental. It offers a patio, a garden, and a barbecue grill 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 larger area, you’ll find Chester Golf Club and Chester Playhouse.

What’s a vacation rental in Chester Islands like?

Vacation rentals are private properties you can book for several days or longer in Chester Islands. Vacation rentals feature amenities such as kitchens and laundry facilities so you'll have all the conveniences of home. If you're concerned about a clean environment, a vacation rental can provide a sense of seclusion away from public hotel elevators and busy reception areas while still allowing you the experience of travel. You'll also have more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a popular option for a small group gathering.