Search Residences in Chester

  • 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

Find vacation rentals that suit your style

Cottage image
Cottages
Cottages
Apartment image
Apartments
Apartments

Check prices for these dates

Next weekend
13 Nov - 15 Nov
In two weeks
20 Nov - 22 Nov
In one month
4 Dec - 6 Dec
In two months
1 Jan - 3 Jan
No exact matches found, but these alternatives could be just right

Recommended hotels in Chester

A modern living room with a flat-screen TV, a fireplace, a sofa set, and a large window with blinds.

1. Cozy 3-Bedroom, 2-Bath Home with Private Pool & Hot Tub, Chester Front Harbour

Cozy 3-Bedroom, 2-Bath Home with Private Pool & Hot Tub, Chester Front Harbour
Chester
Cozy 3-Bedroom, 2-Bath Home with Private Pool & Hot Tub, Chester Front Harbour
A modern dining area with wooden tables and chairs, large windows offering a view of a lake and bridge, and unique spherical hanging lights.

2. Oak Island Resort & Conference Centre

Oak Island Resort & Conference Centre
3.5 star property
Western Shore
8.4 out of 10, Very good, (638 reviews)
"Great place"
Canada
Angela
The price is AED 423
AED 483 total
includes taxes & fees
8 Nov - 9 Nov
Oak Island Resort & Conference Centre
A two-story house with a gabled roof and a front porch.

3. Fairmont House Bed & Breakfast

Fairmont House Bed & Breakfast
3.0 star property
Mahone Bay
9.6 out of 10, Exceptional, (334 reviews)
"Wonderful place to stay, great location, amazing breakfast, personable staff."
Canada
Marci
The price is AED 524
AED 597 total
includes taxes & fees
8 Nov - 9 Nov
Fairmont House Bed & Breakfast
A pathway leading to a house surrounded by lush greenery and a well-maintained garden.

4. Miller House By the Bay

Miller House By the Bay
2.0 star property
mahone bay
9.8 out of 10, Exceptional, (263 reviews)
"Great place to visit"
Canada
David
The price is AED 401
AED 457 total
includes taxes & fees
20 Nov - 21 Nov
Miller House By the Bay
A bedroom with a wooden ceiling, a bed with white bedding, a nightstand, a dresser, a chair, a window with a view of trees, and a patterned rug.

5. Black Forest Cabins

Black Forest Cabins
3.0 star property
Mahone Bay
9.6 out of 10, Exceptional, (89 reviews)
"It was a cute and cozy stay. We would stay here again."
Canada
Julie
The price is AED 530
AED 694 total
includes taxes & fees
8 Nov - 9 Nov
Black Forest Cabins
A table with two wine glasses and a vase of flowers by a window overlooking a harbor.

6. Rum Runner Inn

Rum Runner Inn
4.0 star property
Lunenburg Waterfront
9.0 out of 10, Wonderful, (1,001 reviews)
"Nice location, very comfortable bed."
United States
Kathleen
The price is AED 600
AED 684 total
includes taxes & fees
7 Nov - 8 Nov
Rum Runner Inn
A hallway with a white door leading to a room with a view.

7. The Homeport Motel

The Homeport Motel
2.0 star property
Lunenburg
9.2 out of 10, Wonderful, (857 reviews)
"It was a great stay"
Canada
Julie
The price is AED 275
AED 313 total
includes taxes & fees
18 Nov - 19 Nov
The Homeport Motel
An outdoor seating area with red umbrellas and a hanging flower arrangement.

8. Salt Shaker Deli & Inn

Salt Shaker Deli & Inn
3.5 star property
Lunenburg Waterfront
8.8 out of 10, Excellent, (321 reviews)
"Nice place!"
Canada
Myles
The price is AED 590
AED 672 total
includes taxes & fees
19 Nov - 20 Nov
Salt Shaker Deli & Inn
An indoor swimming pool with a blue slide, lounge chairs, and a red umbrella.

9. Best Western Plus Bridgewater Hotel & Convention Centre

Best Western Plus Bridgewater Hotel & Convention Centre
3.5 star property
Cookville
9.2 out of 10, Wonderful, (1,001 reviews)
"Would stay again !"
Canada
Michelle
The price is AED 437
AED 498 total
includes taxes & fees
20 Nov - 21 Nov
Best Western Plus Bridgewater Hotel & Convention Centre
A waterfront restaurant with outdoor seating and a gift shop.

10. The Dockside Inn & Restaurant

The Dockside Inn & Restaurant
3.0 star property
Lunenburg Waterfront
9.0 out of 10, Wonderful, (644 reviews)
"Staff were great and friendly and we had a lovely view of the water."
Canada
Wendy
The price is AED 329
AED 375 total
includes taxes & fees
29 Nov - 30 Nov
The Dockside Inn & Restaurant
A view of a waterfront property with a dock and a small building.

11. Oceanfront Luxury Magical Views Sunset and Sunrise

Oceanfront Luxury Magical Views Sunset and Sunrise
Western Shore
9.2 out of 10, Wonderful, (29 reviews)
"Excellent location with beautiful marina and ocean view from the property. Very well maintained with excellent host Holly."
United States
Cynthia K G.
The price is AED 499
AED 933 total
includes taxes & fees
24 Nov - 25 Nov
Oceanfront Luxury Magical Views Sunset and Sunrise
A dining area with wooden chairs and tables, large paintings on the walls, and ceiling fans.

12. Days Inn & Conference Center by Wyndham Bridgewater

Days Inn & Conference Center by Wyndham Bridgewater
2.5 star property
Bridgewater
7.6 out of 10, Good, (1,002 reviews)
"Staff and continental breakfast were great."
Canada
Jeremy
The price is AED 359
AED 422 total
includes taxes & fees
19 Nov - 20 Nov
Days Inn & Conference Center by Wyndham Bridgewater
A wooden deck with a hot tub surrounded by trees.

13. 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, (18 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 AED 469
AED 711 total
includes taxes & fees
7 Dec - 8 Dec
Tiny home in Chester Nova Scotia. Hosted by Dordean Suites
A hotel room with two beds, a desk with a chair, a television, a coffee maker, and artwork on the walls.

14. Travelodge by Wyndham Bridgewater

Travelodge by Wyndham Bridgewater
2.0 star property
Bridgewater
8.0 out of 10, Very good, (1,001 reviews)
"Clean rooms friendly staff"
Canada
Wayne
The price is AED 343
AED 415 total
includes taxes & fees
12 Nov - 13 Nov
Travelodge by Wyndham Bridgewater
A small cabin with a deck, a door, and a window.

15. 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, (23 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 AED 469
AED 586 total
includes taxes & fees
7 Dec - 8 Dec
Tiny home in Chester Nova Scotia. Hosted by Dordean Suites
A residential area with a house, a swimming pool, and a marina with boats.

16. 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 2,096
AED 3,055 total
includes taxes & fees
30 Nov - 1 Dec
SUN, SAND, OCEAN, in Hubbards. What more do you need?
A deck with a fire pit, outdoor seating, and a view of the ocean at sunset.

17. Lighthouse Lane Cottages

Lighthouse Lane Cottages
2.5 star property
Indian Harbour
10.0 out of 10, Exceptional, (104 reviews)
"Beautiful view! We had a great stay."
Canada
Kiana
The price is AED 470
AED 552 total
includes taxes & fees
15 Nov - 16 Nov
Lighthouse Lane Cottages
A cozy cabin with a rustic interior, a wooden floor, a stove, a chair, and a view of a lake.

18. Mermaid's Retreat - Caribou Lake Cottage!

Mermaid's Retreat - Caribou Lake Cottage!
Mahone Bay
9.4 out of 10, Exceptional, (10 reviews)
"Fantastic property, location, and hosts. Will be booking again!"
Canada
Josh
The price is AED 655
AED 974 total
includes taxes & fees
8 Nov - 9 Nov
Mermaid's Retreat - Caribou Lake Cottage!
A beach with clear water, a sandy shore, and a forested island in the distance.

19. 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 647
AED 1,337 total
includes taxes & fees
7 Nov - 8 Nov
Lovely Lakefront Cottage near Sandy Beaches and Hiking / Biking Trail
A tented accommodation with a bed, two chairs, and a view of a lake.

20. 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, (43 reviews)
"This place exceeded expectations and was an absolute delight."
Canada
Sandie
The price is AED 722
AED 990 total
includes taxes & fees
8 Nov - 9 Nov
Luxury lakefront dome with private beach, close to nature and town!
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

Learn more about Chester

Sail the pristine waters around Chester's harbor, where summer regattas showcase colorful boats against the backdrop of historic waterfront homes. Explore the charming village center with its artisan shops, then ask locals about their favorite seafood spots for authentic Maritime flavors.

See all hotels in Chester
A blue house with a white porch and a flag.

Top reviews in Chester

A pathway leading to a house surrounded by lush greenery and a well-maintained garden.
Miller House By the Bay

Miller House By the Bay

Miller House By the Bay
mahone bay

10/10 Excellent

Margaret & Susan were very knowledge about Mahone Bay and surrounding areas. The bed was the most comfortable bed I have ever slept in! The home was perfect for our stay and would definitely stay there again when Canada calls!
United States
Joan
Reviewed October 4, 2026
Miller House By the Bay