A calm lake with boats, a stone dock, and houses with a stone wall and trees in the background.

Chester Holiday Rentals

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Our top choices for Chester holiday rentals

1. 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, (10 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$1,126
HK$1,469 total
includes taxes & fees
30 Aug - 31 Aug
Tiny home in Chester Nova Scotia. Hosted by Dordean Suites

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, (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$1,126
HK$1,469 total
includes taxes & fees
8 Sept - 9 Sept
Tiny home in Chester Nova Scotia. Hosted by Dordean Suites

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
8.4 out of 10, Very good, (43 reviews)
"Have use of all the facilities (laundry) was extremely helpful when travelling with a toddler."
Canada
Lisa
The price is HK$1,317
HK$1,719 total
includes taxes & fees
16 Aug - 17 Aug
4 bed ,2 bathroom home. 2 of the 4 bedrooms are slightly smaller . Still comfort

4. 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, (16 reviews)
"Amenities are fantastic, very private"
Canada
francesco c.
The price is HK$1,126
HK$1,469 total
includes taxes & fees
7 Sept - 8 Sept
Tiny home in Chester Nova Scotia. Hosted by Dordean Suites

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

Luxury Oceanfront Retreat in Chester close to Mahone Bay, Lunenburg,
Western Shore
9.6 out of 10, Exceptional, (22 reviews)
"Beautiful spot!"
United States
Kirby D.
The price is HK$2,814
HK$4,424 total
includes taxes & fees
12 Aug - 13 Aug
Luxury Oceanfront Retreat in Chester close to Mahone Bay, Lunenburg,

6. Black Forest Cabins

Black Forest Cabins
3.0 star property
Mahone Bay
9.6 out of 10, Exceptional, (66 reviews)
"A very lovely weekend getaway from my partner and I. Great location to go between Mahone Bay, Lunenburg and Bridgewater. Communication was very good. Really enjoyed our stay."
Canada
Jacob
The price is HK$1,641
HK$2,063 total
includes taxes & fees
17 Aug - 18 Aug
Black Forest Cabins

7. Micro Boutique Living Wolfville

Micro Boutique Living Wolfville
3.5 star property
Wolfville
9.0 out of 10, Wonderful, (1,243 reviews)
"Great stay."
Canada
Kimberly
The price is HK$907
HK$1,034 total
includes taxes & fees
16 Aug - 17 Aug
Micro Boutique Living Wolfville

8. Oakhill Pines Campground

Oakhill Pines Campground
3.0 star property
Oak Hill
8.8 out of 10, Excellent, (23 reviews)
"Staff was super welcoming and cabin was all set for us! "
Canada
Andrea
The price is HK$670
HK$763 total
includes taxes & fees
12 Aug - 13 Aug
Oakhill Pines Campground

9. 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, (27 reviews)
"Everything you need Welcome snacks were lovely Property well maintained Great amenities!"
Canada
Kelsea
The price is HK$1,885
HK$2,656 total
includes taxes & fees
31 Aug - 1 Sept
Luxury lakefront dome with private beach, close to nature and town!

10. 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$2,223
HK$3,898 total
includes taxes & fees
6 Sept - 7 Sept
SUN, SAND, OCEAN, in Hubbards. What more do you need?

11. Lake Mushamush Cottage!

Lake Mushamush Cottage!
Lower Northfield
9.8 out of 10, Exceptional, (7 reviews)
"Beautiful spot we had the best time!!"
Canada
Patricia C.
The price is HK$1,175
HK$1,898 total
includes taxes & fees
17 Aug - 18 Aug
Lake Mushamush Cottage!

12. SUN, SAND, OCEAN in Hubbards Nova Scotia

SUN, SAND, OCEAN in Hubbards Nova Scotia
Hubbards
9.4 out of 10, Exceptional, (8 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$1,829
HK$3,372 total
includes taxes & fees
6 Sept - 7 Sept
SUN, SAND, OCEAN in Hubbards Nova Scotia

13. One bedroom fully equipped Mahone Bay luxury cottage

One bedroom fully equipped Mahone Bay luxury cottage
Mahone Bay
10.0 out of 10, Exceptional, (62 reviews)
"Immaculately clean and cozy! We had a lovely stay."
United States
Kathryn H.
The price is HK$1,266
HK$2,092 total
includes taxes & fees
16 Aug - 17 Aug
One bedroom fully equipped Mahone Bay luxury cottage

14. One bedroom fully equipped Mahone Bay luxury cottage

One bedroom fully equipped Mahone Bay luxury cottage
Mahone Bay
10.0 out of 10, Exceptional, (111 reviews)
"It was perfect. Very relaxed stay close to town. Thanks"
Canada
James
The price is HK$1,266
HK$2,092 total
includes taxes & fees
27 Aug - 28 Aug
One bedroom fully equipped Mahone Bay luxury cottage

15. 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, (25 reviews)
"Everything was amazing. We had a very relaxing night away. "
Canada
Suzanne
The price is HK$2,026
HK$2,713 total
includes taxes & fees
26 Aug - 27 Aug
Romantic Oceanfront Studio | Private Hot Tub | Fireplace | Near Halifax

16. Beach Cottage - Oak Hollow - Hubbards Beach

Beach Cottage - Oak Hollow - Hubbards Beach
Hubbards
10.0 out of 10, Exceptional, (2 reviews)
"Jared (the owner) made our stay at Hubbards beach one we wont soon forget. The staff accommodated our every need, going above and beyond to secure us provisions when all the shops were closed for canada day. The cottage (oak hollow) was spacious, comfortably sleeping 5 adults, with a rustic and comfortable decor. The fireplace in the cottage saw a lot of use and was fully stocked with wood at no cost. Steps from the gorgeous hubbards beach, this spot had no shortage of activities to keep us...
Canada
CHRISTIAN P.
The price is HK$2,814
HK$3,748 total
includes taxes & fees
8 Sept - 9 Sept
Beach Cottage - Oak Hollow - Hubbards Beach

17. Beach Cottage - White Birches - Hubbards Beach

Beach Cottage - White Birches - Hubbards Beach
Hubbards
9.0 out of 10, Wonderful, (2 reviews)
"Very clean and rustic cabin. Decor is a bit dated but it did the trick for our trip. Beds were very comfortable and kitchen had all amenities. Loved that we could use the fireplace. "
Canada
Victoria H.
The price is HK$3,368
HK$4,486 total
includes taxes & fees
23 Aug - 24 Aug
Beach Cottage - White Birches - Hubbards Beach

18. 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
9.4 out of 10, Exceptional, (6 reviews)
"Great location for us and very clean and spacious."
Canada
Christina
The price is HK$1,069
HK$1,877 total
includes taxes & fees
14 Aug - 15 Aug
Luxurious 2 Bedroom with King and Queen bed and 1.5 Bathroom sleeps 6.

19. Lakeside Cottage Retreat-Your Year Round Getaway

Lakeside Cottage Retreat-Your Year Round Getaway
Windsor
10.0 out of 10, Exceptional, (2 reviews)
"Great cottage on the lake. Canoe and paddle boat provided for your leisure. Great for families or a quiet getaway. Will be staying at this property again."
United States
Alane B.
The price is HK$1,970
HK$2,567 total
includes taxes & fees
8 Sept - 9 Sept
Lakeside Cottage Retreat-Your Year Round Getaway
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 Hotel Reviews