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

Cottages in Chester

Compare and save

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
20 Nov - 22 Nov
In two months
1 Jan - 3 Jan
In three months
29 Jan - 31 Jan
In four months
26 Feb - 28 Feb

Our top choices for Chester cottages

A wooden deck with a glass-top table, wicker chairs, and a small umbrella.

1. 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.
The price is AED 649
AED 1,344 total
includes taxes & fees
3 Nov - 4 Nov
Lovely Lakefront Cottage near Sandy Beaches and Hiking / Biking Trail
A row of houses with a gravel driveway leading to a dock by the water.

2. 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)
"Lovely location. We enjoyed our stay and would go again."
United States
Angela C.
The price is AED 2,103
AED 2,954 total
includes taxes & fees
3 Nov - 4 Nov
SUN, SAND, OCEAN, in Hubbards. What more do you need?
A wooden deck with outdoor furniture, a pergola, and a view of a marina and water.

3. Oceanside Retreat Hubbards Nova Scotia

Oceanside Retreat Hubbards Nova Scotia
Hubbards
9.6 out of 10, Exceptional, (17 reviews)
"Great place and location was central to our planned adventures"
United States
Michael M.
Oceanside Retreat Hubbards Nova Scotia
A wooden deck overlooking a rocky shoreline with clear blue water and distant land.

4. South Shore Beach Cottage - Fireplace / Heat with all firewood included

South Shore Beach Cottage - Fireplace / Heat with all firewood included
Lower Prospect
10.0 out of 10, Exceptional, (16 reviews)
"Very nice, private cottage in a beautiful location on the bay. I wish I could have stayed longer!"
United States
Andrew D.
South Shore Beach Cottage - Fireplace / Heat with all firewood included
Two green Adirondack chairs on a wooden deck overlooking a lake with trees and mountains in the background.

5. Ocean front cottage, relax and enjoy the sunset over St. Margaret's Bay!

Ocean front cottage, relax and enjoy the sunset over St. Margaret's Bay!
Hacketts Cove
10.0 out of 10, Exceptional, (64 reviews)
"Unbeatable ocean view, flawless interior, stunningly clean, easy access to the lighthouse"
Canada
Yu
Ocean front cottage, relax and enjoy the sunset over St. Margaret's Bay!
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.

6. 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.
The price is AED 596
AED 844 total
includes taxes & fees
5 Nov - 6 Nov
Luxury Oceanview Retreat | Private Hot Tub | Shared Sauna | Near Halifax
A bright living room with a white sofa, a coffee table, and a potted plant.

7. One bedroom fully equipped Mahone Bay luxury cottage

One bedroom fully equipped Mahone Bay luxury cottage
Mahone Bay
10.0 out of 10, Exceptional, (119 reviews)
"Wonderful property and extremely clean. Hosts were wonderful!"
United States
Dianne T.
One bedroom fully equipped Mahone Bay luxury cottage
A wooden deck with colorful Adirondack chairs, a small table, and potted plants.

8. Idyllic, sparkling clean ocean/beach cottage for your spontaneous getaway.

Idyllic, sparkling clean ocean/beach cottage for your spontaneous getaway.
Black Point
10.0 out of 10, Exceptional, (166 reviews)
"Great place to stay and unwind. Close to the ocean and the hosts were awesome!"
Canada
Nova
Idyllic, sparkling clean ocean/beach cottage for your spontaneous getaway.
A wooden deck with a table and chairs overlooking a lake.

9. Mermaid's Retreat - Caribou Lake Cottage!

Mermaid's Retreat - Caribou Lake Cottage!
Mahone Bay
9.6 out of 10, Exceptional, (9 reviews)
"Fantastic property, location, and hosts. Will be booking again!"
Canada
Josh
The price is AED 657
AED 932 total
includes taxes & fees
3 Nov - 4 Nov
Mermaid's Retreat - Caribou Lake Cottage!
A yellow house with a white porch, a front door with a wreath, and a window with a flower box.

10. On a quiet, narrow Lane walking distance to all amenities

On a quiet, narrow Lane walking distance to all amenities
Mahone Bay
10.0 out of 10, Exceptional, (99 reviews)
"We loved everything about the Cherry Lane Cottage. Mahone Bay is charming and the location is perfect. We made frequent trips to the Barn and Salt Box Brewery. Having two bathrooms was helpful and the well-equipped kitchen was useful for meals we ate at the cottage."
United States
Richard
On a quiet, narrow Lane walking distance to all amenities
A small wooden cabin with a porch, surrounded by greenery and flowers.

11. Anchorage House & Cottages - Bayswater Cottage

Anchorage House & Cottages - Bayswater Cottage
Hubbards
8.6 out of 10, Excellent, (7 reviews)
"Beautiful spot"
Canada
Ben H.
Anchorage House & Cottages - Bayswater Cottage
A deck with outdoor seating, a view of the sea, and a wooden railing.

12. Ingramport Ocean Cottage Minutes from beautiful beaches on the South Shore of NS

Ingramport Ocean Cottage Minutes from beautiful beaches on the South Shore of NS
Ingramport
9.8 out of 10, Exceptional, (7 reviews)
"Super nice and communicative. We had an issue with the water but it was fixed the next day. Very cozy, was perfect for what we needed. Beautiful shared beach a few steps away!"
United States
Matthew G.
Ingramport Ocean Cottage Minutes from beautiful beaches on the South Shore of NS
A wooden dock extending into a calm body of water with a clear view of a distant shoreline and trees.

13. 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.
The price is AED 550
AED 670 total
includes taxes & fees
16 Nov - 17 Nov
Oceanfront 2-Bedroom Cottage | Private Hot Tub | Wood Stove | Near Halifax
A wooden deck with outdoor furniture, a fence, and a vehicle in the background.

14. Lake Mushamush Cottage!

Lake Mushamush Cottage!
Lower Northfield
9.4 out of 10, Exceptional, (14 reviews)
"Really enjoyed our stay at the cottage. Was warm and cozy for the duration of our stay. It was so enjoyable that we changed our plans to tour around and stayed at the cottage. Beautiful location."
Canada
Harold
Lake Mushamush Cottage!
A two-story house with a front porch, surrounded by a well-maintained lawn and trees.

15. Oceanfront 3 Bedroom Cottage 5 Minutes from Peggy's Cove.

Oceanfront 3 Bedroom Cottage 5 Minutes from Peggy's Cove.
Hacketts Cove
9.8 out of 10, Exceptional, (63 reviews)
"Great place to stay! Beautiful views, well stocked and wonderful property. Ken was very helpful!"
United States
Bineta C.
Oceanfront 3 Bedroom Cottage 5 Minutes from Peggy's Cove.
A yellow house with a wooden deck, two blue chairs, and a colorful buoy.

16. Cottage at Evangeline Beach & near Local Wineries

Cottage at Evangeline Beach & near Local Wineries
Grand Pré
9.4 out of 10, Exceptional, (20 reviews)
"Beautiful cottage right near the water. A great getaway space. Responsive host, with everything you need set up at the property."
Canada
Jennifer
Cottage at Evangeline Beach & near Local Wineries
A wooden house with a deck and a chimney.

17. Writer's Retreat: Privacy within sight and sound of the sea

Writer's Retreat: Privacy within sight and sound of the sea
Riverport
9.8 out of 10, Exceptional, (52 reviews)
"Our stay at the cottage was lovely. The location and views stunning. The property had all the basic necessities that we needed for a family of four. We absolutely loved our stay and hope to return again."
United States
Brittany V.
Writer's Retreat: Privacy within sight and sound of the sea
A two-story house with a stone entrance, a porch with colorful Adirondack chairs, and a grassy hill surrounding the property.

18. Located in the heart of Peggys Cove! Featured in Saltscapes Atlantic magazine!

Located in the heart of Peggys Cove! Featured in Saltscapes Atlantic magazine!
Peggys Cove
10.0 out of 10, Exceptional, (109 reviews)
"Great location, historic home, amazing views, walk to everything!"
United States
John H.
Located in the heart of Peggys Cove! Featured in Saltscapes Atlantic magazine!
A wooden deck with a railing overlooking a lake, surrounded by trees.

19. Big Lake Mushamush 3 BR Chalet, sand beach and boats. 10 minutes to Mahone Bay

Big Lake Mushamush 3 BR Chalet, sand beach and boats. 10 minutes to Mahone Bay
Mahone Bay
8.6 out of 10, Excellent, (16 reviews)
"This cottage is beautiful. One of the most relaxing vacations I have ever been on. Very rustic, quiet and secluded. We will definitely be back again. The cottage is semi-off grid but power and water weren't issues at all. We spent five nights and everything was amazing."
Canada
Odessa
Big Lake Mushamush 3 BR Chalet, sand beach and boats. 10 minutes to Mahone Bay
A deck with a grill, outdoor seating, and a view of a lake.

20. 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 AED 532
AED 648 total
includes taxes & fees
16 Nov - 17 Nov
Oceanview Cottage | Private Wood-Fired Hot Tub | 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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Chester Hotel Reviews

Slumber Inn

Slumber Inn

10/10 Excellent
"Staff was very kind, helpful. They provided the best service ever! THX"
Luis 1-night trip
Posted 1 hour ago
Slumber Inn

Explore a world of travel with Expedia