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

Search Chester Cottages

Check prices for these dates

In two weeks
Nov 13 - Nov 15
In two months
Dec 25 - Dec 27
In three months
Jan 22 - Jan 24
In four months
Feb 19 - Feb 21

Our top choices for Chester cottages

A lakeside property with a sandy beach, lounge chairs, and a dock.

1. Oceanview 1-Bedroom Cottage | Private Hot Tub | Near Halifax

Oceanview 1-Bedroom Cottage | Private Hot Tub | Near Halifax
Boutiliers Point
9.6 out of 10, Exceptional, (27 reviews)
"Check in staff were very friendly and showed us around the cabin and facilities. Cabin was clean, had all required items for cooking and enjoying the stay."
United States
Kristopher H.
$165 nightly
The price is $193
Oct 30 - Oct 31
Total with taxes and fees
Oceanview 1-Bedroom Cottage | Private Hot Tub | Near Halifax
A wooden deck with a table and chairs overlooking a lake.

2. Mermaid's Retreat - Caribou Lake Cottage!

Mermaid's Retreat - Caribou Lake Cottage!
Mahone Bay
9.8 out of 10, Exceptional, (7 reviews)
"Fantastic property, location, and hosts. Will be booking again!"
Canada
Josh
$244 nightly
The price is $278
Nov 1 - Nov 2
Total with taxes and fees
Mermaid's Retreat - Caribou Lake Cottage!
A wooden deck with a glass-top table, wicker chairs, and a small umbrella.

3. Lovely Lakefront Cottage near Sandy Beaches and Hiking / Biking Trail

Lovely Lakefront Cottage near Sandy Beaches and Hiking / Biking Trail
Ingramport
9.8 out of 10, Exceptional, (124 reviews)
"Great location and beautiful spot. Our family of 5 really enjoyed our visit!!"
United States
Victoria W.
$310 nightly
The price is $363
Oct 30 - Oct 31
Total with taxes and fees
Lovely Lakefront Cottage near Sandy Beaches and Hiking / Biking Trail
A geodesic dome tent with a wooden frame and a transparent covering, situated in a forested area with trees and a cloudy sky in the background.

4. 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 reviews)
"It was the perfect get away for myself after a rough week at work! Highly recommend. "
Canada
Michelle L.
$227 nightly
The price is $259
Nov 2 - Nov 3
Total with taxes and fees
Indulge in luxurious bliss : private Hot Tub, kayaking. So much more
A dining table with blue plates, a bottle, and a glass.

5. Coastal Bunkie Retreat | Near Halifax | Sauna Access | Private Beach

Coastal Bunkie Retreat | Near Halifax | Sauna Access | Private Beach
Boutiliers Point
10.0 out of 10, Exceptional, (1 review)
"Awesome cabin, great staff who were welcoming and helpful. Great location close to all major attractions"
Canada
Christopher
$133 nightly
The price is $156
Oct 30 - Oct 31
Total with taxes and fees
Coastal Bunkie Retreat | Near Halifax | Sauna Access | Private Beach
A row of houses with a gravel driveway leading to a dock by the water.

6. 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, (25 reviews)
"Sweet location. Easy check-in via lockbox. Had everything we needed. Clean. Only area for improvement is the pullout sofa. Mattress not usable. Two main bedrooms were great."
Canada
Sue
$423 nightly
The price is $495
Oct 30 - Oct 31
Total with taxes and fees
SUN, SAND, OCEAN, in Hubbards. What more do you need?
A wooden dock extending into a calm body of water with a clear view of a distant shoreline and trees.

7. Oceanfront 2-Bedroom Cottage | Private Hot Tub | Wood Stove | Near Halifax

Oceanfront 2-Bedroom Cottage | Private Hot Tub | Wood Stove | Near Halifax
Boutiliers Point
10.0 out of 10, Exceptional, (14 reviews)
"The cottage was lovely and comfortable. We had a great stay!"
Canada
Sarah M.
$170 nightly
The price is $199
Nov 6 - Nov 7
Total with taxes and fees
Oceanfront 2-Bedroom Cottage | Private Hot Tub | Wood Stove | Near Halifax
A wooden deck with a sauna, overlooking a beach with rocks and a calm sea.

8. Romantic Oceanfront Cottage | Private Wood-Fired Hot Tub | Near Halifax

Romantic Oceanfront Cottage | Private Wood-Fired Hot Tub | Near Halifax
Boutiliers Point
10.0 out of 10, Exceptional, (17 reviews)
"Enjoyed our stay & look forward to coming back."
Canada
Jennifer Z.
$170 nightly
The price is $199
Oct 31 - Nov 1
Total with taxes and fees
Romantic Oceanfront Cottage | Private Wood-Fired Hot Tub | Near Halifax
A deck with a grill, outdoor seating, and a view of a lake.

9. 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.
$165 nightly
The price is $193
Nov 1 - Nov 2
Total with taxes and fees
Oceanview Cottage | Private Wood-Fired Hot Tub | Sauna | Near Halifax
A lakeside property with a sandy beach, lounge chairs, and a dock.

10. Family-Friendly Oceanview Cottage | Private Hot Tub | Near Halifax

Family-Friendly Oceanview Cottage | Private Hot Tub | Near Halifax
Boutiliers Point
9.8 out of 10, Exceptional, (17 reviews)
"Staff were great and the property was wonderful!!! We will definitely be back!"
Canada
Michelle M.
$170 nightly
The price is $199
Oct 30 - Oct 31
Total with taxes and fees
Family-Friendly Oceanview Cottage | Private Hot Tub | Near Halifax
A wooden hot tub with a metal chimney, surrounded by a wooden deck and a railing, overlooking a lake with a clear sky.

11. 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, (29 reviews)
"Everything was amazing. We had a very relaxing night away. "
Canada
Suzanne
$170 nightly
The price is $199
Nov 1 - Nov 2
Total with taxes and fees
Romantic Oceanfront Studio | Private Hot Tub | Fireplace | Near Halifax
A hot tub with wooden steps and a metal pole in the center, surrounded by a wooden deck and a view of a lake and trees.

12. Luxury Oceanview Retreat | Private Hot Tub | Shared Sauna | Near Halifax

Luxury Oceanview Retreat | Private Hot Tub | Shared Sauna | Near Halifax
Boutiliers Point
10.0 out of 10, Exceptional, (23 reviews)
"Resort lived up to its reputation. "
Canada
Michael H.
$185 nightly
The price is $239
Nov 1 - Nov 2
Total with taxes and fees
Luxury Oceanview Retreat | Private Hot Tub | Shared Sauna | Near Halifax
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

Rum Runner Inn

Rum Runner Inn

10/10 Excellent
"Great location with very nice balcony. Very clean."
Grant 2-night trip
Posted 5 hours ago
Rum Runner Inn

Find out more about Chester

Chester Cottages information

Number of reviews
289
Accommodation
54 Cottages
Lowest Price
$156
Highest Price
$495

Frequently asked questions

How much do cottages in Chester cost?
Expect to pay between $156 and $495 per night for cottages in Chester. Whatever your budget, a fantastic stay is just clicks away on Expedia. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
Why book your cottage in Chester with Expedia?
We think that a vacation should be stress-free, so if you're on the lookout for cottages in Chester at an affordable price, Expedia is here to help. Keep the budget in check and pick a thrifty option surrounded by wilderness, or splurge on a 5-star cottage to really spoil your favorite people.
How can I find cheap cottages in Chester?
Expedia is here to help you easily track down cheap cottages in Chester. To find a terrific stay in a few quick keystrokes, simply use our handy filter tool to tailor your search results by amenities, budget and star rating.
What is there to do in Chester near my cottage?
Chester has enough experiences and activities to keep you going for weeks (or months!), starting with Amicus Gallery. Chester Playhouse, Chester Golf Club and Tancook Island are other terrific attractions. If you have more time, Chester Art Center and St. Stephen's Church are nice finishing touches to your itinerary.

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