Chester Holiday Rentals

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Our top choices for Chester holiday rentals

Outdoor spa tub
Tiny home in Chester Nova Scotia. Hosted by Dordean Suites

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, (7)
"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$1,018
HK$1,341 total
includes taxes & fees
18 Dec - 19 Dec
Tiny home in Chester Nova Scotia. Hosted by Dordean Suites
Interior
Tiny homes in Chester Nova Scotia. Hosted by Dordean Suites

Tiny homes in Chester Nova Scotia. Hosted by Dordean Suites

Tiny homes in Chester Nova Scotia. Hosted by Dordean Suites
Chester Basin
9.8 out of 10, Exceptional, (14)
"There’s so much about Dordéan Suites to like: a contemporary, fun alternative to large, impersonal corporate roadside hotel. Loved our place, loved our stay! "
United States
Karil
The price is HK$1,018
HK$1,341 total
includes taxes & fees
18 Dec - 19 Dec
Tiny homes in Chester Nova Scotia. Hosted by Dordean Suites
Terrace/patio
Peaceful 2-Bedroom Coastal Cottage with Hot Tub

Peaceful 2-Bedroom Coastal Cottage with Hot Tub

Peaceful 2-Bedroom Coastal Cottage with Hot Tub
Chester
10.0 out of 10, Exceptional, (8)
"Stayed for 3 nights and enjoyed everything about this cottage - it's exactly as advertised. Great location - very private, quiet and high end. Will be back!"
Canada
Chris M.
The price is HK$1,393
HK$2,406 total
includes taxes & fees
1 Jan - 2 Jan 2026
Peaceful 2-Bedroom Coastal Cottage with Hot Tub
Living area
Indulge in luxurious bliss : private Hot Tub, kayaking. So much more

Indulge in luxurious bliss : private Hot Tub, kayaking. So much more

Indulge in luxurious bliss : private Hot Tub, kayaking. So much more
Chester
9.0 out of 10, Wonderful, (2)
"It was the perfect get away for myself after a rough week at work! Highly recommend. "
Canada
Michelle L.
The price is HK$1,578
HK$2,057 total
includes taxes & fees
21 Dec - 22 Dec
Indulge in luxurious bliss : private Hot Tub, kayaking. So much more
Marina
Oceanfront Luxury Magical Views Sunset and Sunrise

Oceanfront Luxury Magical Views Sunset and Sunrise

Oceanfront Luxury Magical Views Sunset and Sunrise
Western Shore
9.6 out of 10, Exceptional, (20)
"Excellent unit and very clean.The view was awesome.Highly recommended for a wonderful place to stay."
Canada
John S.
The price is HK$1,244
HK$2,111 total
includes taxes & fees
18 Dec - 19 Dec
Oceanfront Luxury Magical Views Sunset and Sunrise
Outdoor dining
Spacious Chester Home with Spectacular Ocean Views!

Spacious Chester Home with Spectacular Ocean Views!

Spacious Chester Home with Spectacular Ocean Views!
2.0 star property
Chester
The price is HK$1,584
HK$3,907 total
includes taxes & fees
18 Dec - 19 Dec
Spacious Chester Home with Spectacular Ocean Views!
Exterior
Tiny home in Chester Nova Scotia. Hosted by Dordean Suites

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, (16)
"What an amazing and magical place. Accommodations are excellent. The small houses have everything you need and then some. Highly recommend this place. "
Canada
Paul G.
The price is HK$1,018
HK$1,341 total
includes taxes & fees
18 Dec - 19 Dec
Tiny home in Chester Nova Scotia. Hosted by Dordean Suites
Desk, free WiFi
Oakhill Pines Campground

Oakhill Pines Campground

Oakhill Pines Campground
3.0 star property
Oak Hill
9.0 out of 10, Wonderful, (16)
"Great place"
Canada
Thelma
The price is HK$633
HK$722 total
includes taxes & fees
21 Dec - 22 Dec
Oakhill Pines Campground
1 bedroom, WiFi, bed sheets
Onyi’s cozy Himalaya

Onyi’s cozy Himalaya

Onyi’s cozy Himalaya
Hammonds Plains
8.4 out of 10, Very good, (5)
"The place was very clean, it had everything we needed. The area is nice and plenty of walking trails and lakes. The host was nice and accommodating. The building could use more spund proofing as we could hear toddlers and stomping, but other than that everything was perfect. I can't wait to come back again."
United States
Salima
The price is HK$537
HK$911 total
includes taxes & fees
18 Dec - 19 Dec
Onyi’s cozy Himalaya
Meeting facility
Black Forest Cabins

Black Forest Cabins

Black Forest Cabins
3.0 star property
Mahone Bay
10.0 out of 10, Exceptional, (20)
"Bed was very comfortable,and clean and spacious. Everything I needed was there and close to trails and the downtown."
Canada
Mary
The price is HK$1,140
HK$1,493 total
includes taxes & fees
18 Dec - 19 Dec
Black Forest Cabins
Sauna
Wilson's Coastal Club - C6

Wilson's Coastal Club - C6

Wilson's Coastal Club - C6
Boutiliers Point
10.0 out of 10, Exceptional, (9)
"Beautiful location! Great view of the bay.. "
Canada
Joan
The price is HK$1,408
HK$1,886 total
includes taxes & fees
18 Dec - 19 Dec
Wilson's Coastal Club - C6
Fridge, microwave, oven, stovetop
Sunny and Clean 1BR Suite Walk to LaHave River

Sunny and Clean 1BR Suite Walk to LaHave River

Sunny and Clean 1BR Suite Walk to LaHave River
2.0 star property
Bridgewater
9.0 out of 10, Wonderful, (2)
"The host was fantastic and the apartment was clean and lovely."
Canada
JACQUELINE
The price is HK$441
HK$826 total
includes taxes & fees
18 Dec - 19 Dec
Sunny and Clean 1BR Suite Walk to LaHave River
Fridge, microwave, oven, stovetop
Private Lakefront Escape | Swim, Sip Wine & Stargaze | 25 Mins to Halifax

Private Lakefront Escape | Swim, Sip Wine & Stargaze | 25 Mins to Halifax

Private Lakefront Escape | Swim, Sip Wine & Stargaze | 25 Mins to Halifax
Brookside
8.8 out of 10, Excellent, (27)
"Cozy cottage right on beautiful lake. The place was clean and had all the necessities for a comfortable stay. Excellent communication with the host. "
United States
Mary Ellen B.
The price is HK$790
HK$2,115 total
includes taxes & fees
18 Dec - 19 Dec
Private Lakefront Escape | Swim, Sip Wine & Stargaze | 25 Mins to Halifax
Property grounds
Cozy Private Walk-in Basement | Bed, Living Room & Kitchenette!

Cozy Private Walk-in Basement | Bed, Living Room & Kitchenette!

Cozy Private Walk-in Basement | Bed, Living Room & Kitchenette!
Bedford
9.6 out of 10, Exceptional, (7)
"Very clean,nice walking trail close by,easy accessible,hostess was very nice and helpfull,highly recommend ."
Canada
Linda
The price is HK$534
HK$1,173 total
includes taxes & fees
18 Dec - 19 Dec
Cozy Private Walk-in Basement | Bed, Living Room & Kitchenette!
Fridge, microwave, oven, stovetop
Lakeview Breaktrail Stays is a fully furnished 1-bedroom & separate living room

Lakeview Breaktrail Stays is a fully furnished 1-bedroom & separate living room

Lakeview Breaktrail Stays is a fully furnished 1-bedroom & separate living room
2.0 star property
Bedford
10.0 out of 10, Exceptional, (1)
"Jennifer is an amazing host. Her place has everything we needed. Very responsive and was able to accommodate an unexpected extra night. "
Canada
Joana B.
The price is HK$499
HK$932 total
includes taxes & fees
18 Dec - 19 Dec
Lakeview Breaktrail Stays is a fully furnished 1-bedroom & separate living room
Water view
Micro Boutique Living Wolfville

Micro Boutique Living Wolfville

Micro Boutique Living Wolfville
3.5 star property
Wolfville
9.0 out of 10, Wonderful, (1097)
"Loved staying here💕"
Canada
Deborah
The price is HK$1,182
HK$1,347 total
includes taxes & fees
18 Dec - 19 Dec
Micro Boutique Living Wolfville
Interior
Suite 201 - 470 Main

Suite 201 - 470 Main

Suite 201 - 470 Main
Wolfville
The price is HK$969
HK$1,657 total
includes taxes & fees
5 Jan - 6 Jan 2026
Suite 201 - 470 Main
Fridge, microwave, oven, stovetop
Private Balcony View Riverside Walk Prime Downtown

Private Balcony View Riverside Walk Prime Downtown

Private Balcony View Riverside Walk Prime Downtown
2.0 star property
Bridgewater
The price is HK$396
HK$869 total
includes taxes & fees
18 Dec - 19 Dec
Private Balcony View Riverside Walk Prime Downtown
Smart TV, fireplace
Charming private basement suite with kingsize bed in brilliant Halifax

Charming private basement suite with kingsize bed in brilliant Halifax

Charming private basement suite with kingsize bed in brilliant Halifax
Halifax
9.0 out of 10, Wonderful, (10)
"A wonderful place to stay for a week or more, and great location."
Canada
Heather U.
The price is HK$652
HK$1,337 total
includes taxes & fees
18 Dec - 19 Dec
Charming private basement suite with kingsize bed in brilliant Halifax
Smart TV, books
Armdale Retreat + Free Photoshoot!

Armdale Retreat + Free Photoshoot!

Armdale Retreat + Free Photoshoot!
2.0 star property
Halifax
10.0 out of 10, Exceptional, (1)
"I had a wonderful stay at Armadale Retreat. The host was incredibly communicative and welcoming. The location was perfect. And the accomodation was comfortable. Super clean, a warm atmosphere, all the amenities needed, and very quiet and peaceful - especially appreciated being on a work trip. I would stay again and recommend highly.Thank you again Antonio "
Canada
Sarah T.
The price is HK$529
HK$935 total
includes taxes & fees
18 Dec - 19 Dec
Armdale Retreat + Free Photoshoot!
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

Comfort Hotel Bayer's Lake

Comfort Hotel Bayer's Lake

10/10 Excellent
"Breakfast was delicious. The room was clean and the check in was perfect. It was a last minute booking and it was a great decision. "
Lisa 4-night trip
Posted 3 days ago
Comfort Hotel Bayer's Lake