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

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Top Cities in Chester

A large, two-story house with a steeply pitched roof and a chimney.
HotelsHotels

Chester

Chester
A white and red lighthouse with a clear blue sky in the background.
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Western Shore

Western Shore

Check availability on Chester Pet-friendly Hotels

This weekend
Oct 30 - Nov 1
Next weekend
Nov 6 - Nov 8

Our top choices for Chester pet-friendly hotels

A modern dining area with wooden tables and chairs, large windows offering a view of a lake and bridge, and unique spherical hanging lights.

1. Oak Island Resort & Conference Centre

Oak Island Resort & Conference Centre
3.5 star property
Western Shore
8.4 out of 10, Very good, (634 reviews)
"Great place"
Canada
Angela
The price is CA $147
CA $167 total
includes taxes & fees
Nov 10 - Nov 11
Oak Island Resort & Conference Centre
A small, two-story cabin with a deck, large windows, and a fireplace.

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)
"A lovely accommodation. The hot tub was a definite plus, especially after a day of travelling. Highly recommend this tiny home :)"
United States
Marissa H.
The price is CA $179
CA $236 total
includes taxes & fees
Oct 28 - Oct 29
Tiny home in Chester Nova Scotia. Hosted by Dordean Suites
A wooden deck with a hot tub surrounded by trees.

3. 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, (17 reviews)
"Unique property. Cozy warm and welcoming from the get go. Owners would respond to questions within minutes. Accommodations were immaculate and had everything we needed. They've literally thought of everything. Can't wait to visit again"
Canada
Sandra
The price is CA $179
CA $283 total
includes taxes & fees
Oct 28 - Oct 29
Tiny home in Chester Nova Scotia. Hosted by Dordean Suites
A modern house surrounded by dense forest, with a large deck and a prominent roof.

4. 4 Bed (Sleeps 8) persons Vacation Rental with cottage, private dock and beach.

4 Bed (Sleeps 8) persons Vacation Rental with cottage, private dock and beach.
Chester Basin
9.8 out of 10, Exceptional, (17 reviews)
"Really enjoyed this property with our family, breathtaking views and not too far from town"
United States
Micah C.
4 Bed (Sleeps 8) persons Vacation Rental with cottage, private dock and beach.
A deck with outdoor furniture, a patterned rug, and a view of a house with a window.

5. Stillwood Grove - A cozy 2 bed house, Close to Sensea Spa and Coveside Stables

Stillwood Grove - A cozy 2 bed house, Close to Sensea Spa and Coveside Stables
Chester
9.2 out of 10, Wonderful, (5 reviews)
"We booked this lovely place for 2 nights in September and we love our stay. The place is in an easy to find, nice and quiet location, was very clean and had everything we needed. It is even nicer than the pictures show and the host Heather is lovely and accommodating as well. We will be back and can only recommend it."
United States
Nicole B.
Stillwood Grove - A cozy 2 bed house, Close to Sensea Spa and Coveside Stables
A small blue house surrounded by dense green foliage and trees.

6. Quiet, peaceful, private country home with a large yard

Quiet, peaceful, private country home with a large yard
Windsor Road
8.0 out of 10, Very good, (15 reviews)
"It was everything we needed for our stay.."
Canada
Jeff S.
Quiet, peaceful, private country home with a large yard
A wooden deck with two Adirondack chairs facing a calm body of water at dusk.

7. Stunning Ocean Front cottage, minutes from the beach

Stunning Ocean Front cottage, minutes from the beach
bayswater
10.0 out of 10, Exceptional, (33 reviews)
"The hosts, the location, the property - all are top notch! We really enjoyed our time on the South Shore of Nova Scotia. The property has all the necessary amenities and more. We will definitely come back for another visit soon!"
Canada
Islay M.
Stunning Ocean Front cottage, minutes from the beach
A forested area with a wooden deck overlooking a rocky stream.

8. Cozy cottage by the river perfect for nature lovers & pet friendly

Cozy cottage by the river perfect for nature lovers & pet friendly
Chester Basin
10.0 out of 10, Exceptional, (13 reviews)
"Very cute cottage. Immaculate and very well stocked. Loved our stay. We enjoyed listening to the sound of the running river but it was not accessible"
United States
Heidi B.
Cozy cottage by the river perfect for nature lovers & pet friendly
A spacious living room with a large window overlooking a snowy landscape, a wooden dining table, and a modern sofa.

9. Modern three bedroom with Panoramic Oceanview

Modern three bedroom with Panoramic Oceanview
Hubbards
9.8 out of 10, Exceptional, (28 reviews)
"Enjoyed our stay. Plenty of room for my mom who uses a walker to get around with easy access from the entry. Quick commutes to the places we wanted to visit. And as an added bonus you can see Peggy’s cove lighthouse off in the distance, and wild deer on the front lawn."
United States
Laurie B.
Modern three bedroom with Panoramic Oceanview
A modern interior with a ceiling fan, a sofa, a chair, and a view of the ocean through large windows.

10. The Beacon at Bayswater Beach

The Beacon at Bayswater Beach
Nova Scotia
10.0 out of 10, Exceptional, (15 reviews)
"Our stay in Bayswater was fabulous. "
Canada
Anonymous traveller
The Beacon at Bayswater 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 Hotel Reviews

Oak Island Resort & Conference Centre

Oak Island Resort & Conference Centre

10/10 Excellent
"Room was very clean and excellent staff. They served a delicious breakfast and we enjoyed the live entertainment and amenities! We will return"
Niki 1-night trip
Posted 10 hours ago
Oak Island Resort & Conference Centre

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