Chester Islands Holiday Rentals, Nova Scotia: Private House Rentals

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

Go beyond your typical stay in Chester Islands

Apartment

Condo

Waterpark

Check prices for these dates

Tonight

Tomorrow

This weekend

Next weekend

Our top choices for Chester Islands 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.

An aerial view of a marina with boats docked, surrounded by greenery and a large building.

A hotel with a large outdoor patio area, multiple balconies, and a well-lit entrance.

A lakeside view with several boats docked at a marina, surrounded by turquoise Adirondack chairs and a small fire pit.

1. Oak Island Resort & Conference Centre

Western Shore

Kim

฿5,001

฿5,701 total

includes taxes & fees

1 Sept - 2 Sept

A deck with a glass table and two chairs overlooking a rocky shoreline and calm sea.

A bedroom with a large bed, a ceiling fan, a TV, and a view of the outdoors through a sliding door.

A compact kitchenette with a microwave and refrigerator, a coffee maker, and a small shelf with various containers.

A red building with a parking area and a view of the ocean at sunset.

2. Clifty Cove Motel

Indian Harbour

Richard

฿5,914

฿6,944 total

includes taxes & fees

1 Sept - 2 Sept

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.

A compact kitchen with white cabinetry, a built-in oven, and a window overlooking a wooden deck.

A spacious dining area with a long wooden table and chairs, surrounded by large windows and wooden walls.

A cozy room with a wooden floor, a woven pouf, a wooden chair with a blanket, a lamp, and a view of trees through a window.

3. Black Forest Cabins

Mahone Bay

paul

฿7,953

฿9,874 total

includes taxes & fees

30 Aug - 31 Aug

A waterfront property with a dock, boats, and a building with a balcony overlooking the water.

A cozy indoor seating area with wooden tables and chairs, large windows overlooking a snowy outdoor scene, and potted plants adding greenery.

An interior view of a restaurant with a wooden floor, tables, chairs, and potted plants.

A marina with boats docked, a lighthouse, and outdoor seating with umbrellas.

4. The Tuna Blue Inn and Restaurant

Hubbards

Maria

฿5,212

฿6,120 total

includes taxes & fees

30 Aug - 31 Aug

A pathway leading to a house surrounded by lush greenery and a well-maintained garden.

A waterfront property with a row of colorful houses reflecting in the water, a gazebo, and a stone wall.

A wooden staircase leading to a double door with a frosted glass window.

A dining room with a round table set for six, surrounded by six chairs. There is a chandelier above the table, and a large framed picture on the wall.

5. Miller House By the Bay

mahone bay

Gillian

฿3,615

฿4,121 total

includes taxes & fees

24 Sept - 25 Sept

A hallway with a white door leading to a room with a view.

A hotel room with two beds, a large window, and artwork on the walls.

A residential area with a white house, a well-maintained garden with various plants and flowers, and a stone wall in the foreground.

A modern kitchen with white cabinets, stainless steel appliances, and a wooden dining table.

6. The Homeport Motel

Lunenburg

Susanne

฿5,376

฿6,129 total

includes taxes & fees

14 Sept - 15 Sept

A row of cabins with a wooden deck and a covered porch area.

A room with two leather armchairs, a small white table with a coffee maker, a lamp, and a bed.

A beach with a sandy shore and a forested island in the distance.

A two-story motel with a red roof, blue exterior, and multiple blue chairs and tables on the front lawn.

7. Atlantic View Motel and Cottages

Lunenburg

Stacy

฿5,174

฿6,052 total

includes taxes & fees

24 Sept - 25 Sept

An indoor swimming pool with a blue slide, lounge chairs, and a red umbrella.

A modern bathroom with a large bathtub, a wooden vanity, and a bedside table with a lamp.

An outdoor patio area with tables and chairs, string lights, and wooden fences.

A spacious lobby with a reception desk, seating area, and a fireplace.

8. Best Western Plus Bridgewater Hotel & Convention Centre

Cookville

DEBORAH

฿5,821

฿6,636 total

includes taxes & fees

7 Sept - 8 Sept

A hotel room with two beds, a desk with a chair, a television, a coffee maker, and artwork on the walls.

A brick building with a covered parking area and a small garden.

A breakfast buffet setup with various food items and beverages, a coffee machine, and a water dispenser.

A covered outdoor seating area with a metal roof, wooden benches, and orange traffic cones.

9. Travelodge by Wyndham Bridgewater

Bridgewater

Virginia

฿4,347

฿5,258 total

includes taxes & fees

24 Sept - 25 Sept

A compact living room with a sofa, a coffee table, a flat-screen TV, and a bed in the adjacent room.

A reception desk with a sign reading "Days Inn" and a digital display.

A kitchen with dark wooden cabinets, a granite countertop, a white microwave, and two black bar stools.

A dining area with wooden chairs and tables, large paintings on the walls, and ceiling fans.

10. Days Inn & Conference Center by Wyndham Bridgewater

Bridgewater

Sharon

฿4,585

฿5,384 total

includes taxes & fees

27 Sept - 28 Sept

A table with two wine glasses and a vase of flowers by a window overlooking a harbor.

A harbor with boats and colorful buildings.

A yellow and purple house with hanging flower baskets and potted plants on the porch.

A covered outdoor seating area with tables and chairs, overlooking a harbor with boats and flags.

11. Rum Runner Inn

Lunenburg Waterfront

Melanie

฿8,249

฿9,404 total

includes taxes & fees

31 Aug - 1 Sept

A waterfront restaurant with outdoor seating and a gift shop.

A parking lot with cars and a dock with boats.

A living room with a large window, wooden furniture, and a brick wall.

An outdoor seating area with green umbrellas labeled "Moosehead Lager," overlooking a body of water with boats and a red building in the background.

12. The Dockside Inn & Restaurant

Lunenburg Waterfront

Mary Ellen

฿6,828

฿7,784 total

includes taxes & fees

30 Aug - 31 Aug

An outdoor seating area with red umbrellas and a hanging flower arrangement.

A compact kitchen with white cabinets, a black countertop, and a built-in dishwasher. There are shelves above the sink holding various kitchen items, and a microwave on the countertop.

A building with a sign reading "SALT SHAKER DELI" and a hanging flower basket.

A cozy living room with a grey sofa, a wooden staircase, a dining area with a white table and chairs, and a kitchen with white cabinets and a microwave.

13. Salt Shaker Deli & Inn

Lunenburg Waterfront

Jeffrey S

฿4,940

฿5,632 total

includes taxes & fees

31 Aug - 1 Sept

A deck with a table and chairs, a blue umbrella, and a railing overlooking a body of water and trees.

A bathroom with a bathtub, a vanity, and a chandelier.

A hotel room with a bed, a marble-topped table, a chair, a large abstract painting, and a window with a view of trees and a building.

A two-story house with a balcony and a covered porch area.

14. Surfside Inn

Queensland

Derek

฿5,848

฿6,866 total

includes taxes & fees

6 Sept - 7 Sept

15. Magnolia Inn

Mahone Bay

Jennifer

฿7,324

฿8,350 total

includes taxes & fees

24 Sept - 25 Sept

A wooden pier with yellow Adirondack chairs and a sailboat docked.

A Victorian-style building with a prominent tower, large windows, and a balcony.

A restaurant table set with white tablecloths, neatly arranged plates, glasses, and cutlery.

A room with two blue armchairs, a chandelier, a table with a lamp, and a view through a large arched window.

16. Bluenose Lodge

Lunenburg

Alison

฿9,044

฿10,311 total

includes taxes & fees

23 Sept - 24 Sept

A restaurant with multiple tables and booths, large windows, and a tiled floor.

A staircase with a floral carpet, a potted plant, and a framed artwork on the wall.

A bar area with wooden bar stools, a counter with a menu, and a television displaying a sports game.

A parking area with two cars parked in front of a building with multiple windows and a garage.

17. Bridgewater Hotel

Bridgewater

France

฿3,242

฿3,807 total

includes taxes & fees

18 Sept - 19 Sept

A wooden door with a view of an outdoor deck and a chair.

A wooden cabin interior with a dining area, a fan, and a door leading outside.

A wooden cabin with a porch, two windows, and a door leading inside.

A rustic wooden room with a bed, a table, and chairs. There is a 'No Smoking' sign on the wall.

18. Oakhill Pines Campground

Oak Hill

David

฿2,812

฿3,205 total

includes taxes & fees

1 Sept - 2 Sept

View all properties

Save an average of 15% on thousands of hotels when you're signed in

Top Chester Islands Hotel Reviews

Clifty Cove Motel

10/10 Excellent

"Beautiful views and very well maintained."

Atlantic View Motel and Cottages

10/10 Excellent

"Notre suite au motel était très belle et propre. Belle chambre à l’arrière, lit un peu dure mais confortable. Cuisine bien équipé avec sel, poivre et même café fourni. Petit salon avec sofa et table de cuisine. Vue de l’atlantique en face avec plage pleine de roches. Personnel accueillant. Bien situé à quelques minutes du vieux Lunenburg. À recommander."

Black Forest Cabins

10/10 Excellent

"This is a beautiful property. Very walkable to nearby restaurants, and has easy access to the surrounding area. The cabin was lovely."

The Homeport Motel

10/10 Excellent

"Great place to stay - clean room, great amenities, quiet and convenient for Lunenberg which is just a short walk away - highly recommended!"

The Tuna Blue Inn and Restaurant

8/10 Good

"Staff was excellent and responsive. Checking in was well planned and simple Enjoyed the patio -but perhaps a sign asking the guests to put away the cushions after use to keep them dry would be helpful or have the staff put them away - impossible to use wet seat cushions Location is truly lovely and the restaurant food and staff were amazing. I hope to return. A hidden gem for me."

Travelodge by Wyndham Bridgewater

8/10 Good

"Clean room, no lifts so be prepared to carry your belongings up stairs if on 2nd floor some renovations needed (eg bathroom) but we can see some rooms were already getting renovated"

Oak Island Resort & Conference Centre

10/10 Excellent

"Super cute resort with a beautiful marina view. Lots of included activities for the kids to do. Equipment in good shape for pickleball, mini putt, basketball and ball hockey. A nice bonus to have so much to do on site! A bit outdated in parts but the effort is there to improve things. Restaurant was excellent for dinner. Newly renovated. About 15 minutes to Mahone Bay which lots of restaurants and cute shops."

Best Western Plus Bridgewater Hotel & Convention Centre

10/10 Excellent

"The hotel is clean. The staff are very friendly and the food is good."

Oakhill Pines Campground

8/10 Good

"Beautiful spot, lovely cabin. Ours was very close to pool, washroom and showers. Would come back for sure!"

More cheap stays in Chester Islands

Bridgewater Hotel

35 High St. Bridgewater NS

฿3,242

฿3,807 total

18 Sept - 19 Sept

includes taxes & fees

Miller House By the Bay

624 Main street mahone bay NS

฿3,615

฿4,121 total

24 Sept - 25 Sept

includes taxes & fees

Travelodge by Wyndham Bridgewater

49 North St Bridgewater NS

฿4,347

฿5,258 total

24 Sept - 25 Sept

includes taxes & fees

8/10 Very good! (1,003 reviews)

Days Inn & Conference Center by Wyndham Bridgewater

50 North Street Bridgewater NS

฿4,585

฿5,384 total

27 Sept - 28 Sept

includes taxes & fees

The Homeport Motel

167 Victoria Road Lunenburg NS

฿5,376

฿6,129 total

14 Sept - 15 Sept

includes taxes & fees

9.2/10 Wonderful! (741 reviews)

Clifty Cove Motel

8444 Peggy's Cove Road Indian Harbour NS

฿5,914

฿6,944 total

1 Sept - 2 Sept

includes taxes & fees

9.2/10 Wonderful! (621 reviews)

Frequently asked questions

Where is the best place to stay in Chester Islands?

Located 19.2 mi (30.8 km) from the heart of Chester Islands, Travelodge by Wyndham Bridgewater is a top choice for your stay, based on our traveller data. Two other options for your visit to the area are Bridgewater Hotel and Best Western Plus Bridgewater Hotel & Convention Centre. See all available top hotels, or vacation rentals in Chester Islands.

If I need to cancel my hotel reservation in Chester Islands, will I receive a refund?

Yes! You'll find that most hotel bookings are fully refundable provided that you cancel before the accommodation's cancellation deadline, which in most cases is within 24 or 48 hours of your scheduled arrival. If your reservation is non-refundable, you might be able to cancel it and be given a refund within 24 hours of booking. Filter your search by fully refundable to find flexible hotel deals in Chester Islands.

What is staying in Chester Islands like?

Those travelling to Chester Islands will definitely enjoy the sights to see and things to do. There are 379 hotels and other accommodation options in the surrounding area. Find out more about Chester Islands.

What is there to see in Chester Islands?

Places to visit in the wider area include Chester Golf Club, Graves Island Provincial Park and Chester Playhouse. You'll also find Oak Island and Bayswater Beach Provincial Park in the area. Take a look at what more there is to see and do in Expedia's Chester Islands guide.

What's the seasonal weather like in Chester Islands?

The hottest months are usually August and July, with an average temperature of 17°C, while the coldest months are February and January, with an average of -1°C. Average annual precipitation for Chester Islands is 1605 mm.

Explore a world of travel with Expedia

More ways to book

Book Hotels in Chester Islands on Expedia.ca

Find hotels in Chester Islands from ฿3,205

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Chester Islands

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Chester Islands hotels

1. Oak Island Resort & Conference Centre

2. Clifty Cove Motel

3. Black Forest Cabins

4. The Tuna Blue Inn and Restaurant

5. Miller House By the Bay

6. The Homeport Motel

7. Atlantic View Motel and Cottages

8. Best Western Plus Bridgewater Hotel & Convention Centre

9. Travelodge by Wyndham Bridgewater

10. Days Inn & Conference Center by Wyndham Bridgewater

11. Rum Runner Inn

12. The Dockside Inn & Restaurant

13. Salt Shaker Deli & Inn

14. Surfside Inn

15. Magnolia Inn

16. Bluenose Lodge

17. Bridgewater Hotel

18. Oakhill Pines Campground

Top Chester Islands Hotel Reviews

Clifty Cove Motel

Atlantic View Motel and Cottages

Black Forest Cabins

The Homeport Motel

The Tuna Blue Inn and Restaurant

Travelodge by Wyndham Bridgewater

Oak Island Resort & Conference Centre

Best Western Plus Bridgewater Hotel & Convention Centre

Oakhill Pines Campground

More cheap stays in Chester Islands

Bridgewater Hotel

Miller House By the Bay

Travelodge by Wyndham Bridgewater

Days Inn & Conference Center by Wyndham Bridgewater

The Homeport Motel

Clifty Cove Motel

Frequently asked questions

Explore a world of travel with Expedia

Go further with the Expedia app