Windsor Road Holiday Rentals from NZ$165: Search Short-Term Rentals

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Our top choices for Windsor Road holiday rentals

A wooden deck with a hot tub surrounded by trees.

1. Tiny home in Chester Nova Scotia. Hosted by Dordean Suites

Windsor Road

Carol

includes taxes & fees

30 Aug - 31 Aug

A small cabin with a deck, a door, and a window.

2. Tiny home in Chester Nova Scotia. Hosted by Dordean Suites

Chester Basin

includes taxes & fees

8 Sept - 9 Sept

A small, two-story cabin with a deck, large windows, and a fireplace.

3. Tiny home in Chester Nova Scotia. Hosted by Dordean Suites

Chester Basin

francesco c.

includes taxes & fees

7 Sept - 8 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.

4. Black Forest Cabins

Mahone Bay

Elizabeth

includes taxes & fees

25 Sept - 26 Sept

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

5. Oakhill Pines Campground

Oak Hill

David

includes taxes & fees

2 Sept - 3 Sept

A residential area with a house, a swimming pool, and a marina with boats.

6. SUN, SAND, OCEAN, in Hubbards. What more do you need?

Hubbards

Angela C.

includes taxes & fees

6 Sept - 7 Sept

A view of a waterfront property with a dock and a small building.

7. Luxury Oceanfront Retreat in Chester close to Mahone Bay, Lunenburg,

Western Shore

Kirby D.

includes taxes & fees

29 Sept - 30 Sept

A sauna with a view of the sea, wooden walls, and a stone heater.

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

Boutiliers Point

Adele S.

includes taxes & fees

2 Sept - 3 Sept

A small white cabin with green trim and a porch, surrounded by greenery.

9. Orchard Cabin #4 - Hubbards Beach

Hubbards

Nancy O.

includes taxes & fees

13 Sept - 14 Sept

A sunset view through a window with bare trees and a distant shoreline.

10. 4 bed ,2 bathroom home. 2 of the 4 bedrooms are slightly smaller . Still comfort

Hubbards

Lisa

includes taxes & fees

8 Sept - 9 Sept

A calm lake with boats docked at the pier, surrounded by trees.

11. Lake Mushamush Cottage!

Lower Northfield

Patricia C.

includes taxes & fees

30 Aug - 31 Aug

12. Newly built cabin in Fox Point (Hubbards) close to several beaches and trails

Hubbards

includes taxes & fees

10 Sept - 11 Sept

A modern living room with a white sofa, a wooden coffee table, and a glass-top table with a bowl. There are two round mirrors on the wall, a potted plant, and a sliding glass door leading outside.

13. One bedroom fully equipped Mahone Bay luxury cottage

Mahone Bay

Karyn

A porch with colorful Adirondack chairs and a wooden deck.

14. Log Cabin #1 - Hubbards Beach

Hubbards

Lisa R.

includes taxes & fees

20 Sept - 21 Sept

A covered deck with two Adirondack chairs, a view of a marina with boats, and a white picket fence.

15. SUN, SAND, OCEAN in Hubbards Nova Scotia

Hubbards

Gloria L.

includes taxes & fees

7 Sept - 8 Sept

A cozy living room with a fireplace, a dining area with a table and chairs, and a kitchen with modern appliances.

16. Cozy, stylish, and surrounded by nature; Sojourn Hideaway is the perfect getaway

Windsor

Steffen R.

includes taxes & fees

3 Sept - 4 Sept

A dock with boats, a clear blue lake, and a forested island.

17. Mermaid's Retreat - Caribou Lake Cottage!

Mahone Bay

"Certainly not your typical soulless empty purpose built rental. Jan & George have filled their unique little space with interesting items. We spent three nights and every day noticed something else to look at. The wildlife is incredible, hummingbirds, fish, squirrels, it’s obvious they’re very fond of the property and their humans. And the friendliest dog ever! The water was crystal clear and absolutely beautiful for swimming. If you’re looking for a unique friendly nature surrounded place to...

Jeanette & Lee W.

includes taxes & fees

16 Sept - 17 Sept

18. Pet-Friendly Glamping Dome close to Peggy’s Cove!

Seabright

Sulaiman B.

includes taxes & fees

2 Sept - 3 Sept

A modern kitchen with white cabinetry, a wooden countertop, and a large mirror.

19. Mahone Bay Hide-Away

Mahone Bay

Nancy R.

includes taxes & fees

8 Sept - 9 Sept

A stone chimney, a wooden deck, and a red Adirondack chair in a grassy yard.

20. Beach Cottage - Spruce Grove - Hubbards Beach

Hubbards

Angela

includes taxes & fees

8 Sept - 9 Sept

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Top Windsor Road Hotel Reviews

Miller House By the Bay

10/10 Excellent

"What a lovely B&B ! highly recommended"

Clifty Cove Motel

10/10 Excellent

"The room was clean and cozy with a beautiful view from our balcony. The bed was very comfortable. Check in was simple and our request for early check in was accommodated easily. The owner offered fresh plums he picked that day as we were arriving and shared recommendations for places to eat nearby. We would stay here again anytime we are in the area ."

The Dockside Inn & Restaurant

8/10 Good

"We had a huge suite overlooking the harbour. Full kitchen, comfortable beds and nice bathroom, also cable TV. Very good breakfast at additional cost. Be aware that the hotel does not have designated parking and the street parking is $2/hr between 10am and 5pm if you are in the downtown area. Also lots of stairs. But overall a great stay."

The Tuna Blue Inn and Restaurant

10/10 Excellent

"Love this location. So lovely - the patio is magical at night to watch the world go by in the bay. The furniture in the room is vintage - so opening and closing the dresser was difficult and hence not used. Having a mini fridge is great. The shower is small - but water pressure is good Overall would visit again"

Find out more about Windsor Road

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Windsor Road holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Windsor Road. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Windsor Road. Seeing all the best attractions is bound to make you fall in love with Windsor Road. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Windsor Road short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find holiday rentals in Windsor Road?

Yes, there are holiday rentals close to the most popular sights in Windsor Road, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Windsor Road has to offer?

Mahone Bay Hide-Away : This holiday home rental outside of Windsor Road offers a patio, a garden and a BBQ to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop.

What can I see and do in Windsor Road?

Bezanson Lake and Second Island are a couple of lovely local spots to get outside and enjoy nature. While here, First Island and Pisgah Lake are other places worth a visit.

What are holiday rentals like in Windsor Road?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Windsor Road. Holiday rentals feature extras like WiFi and washers and dryers so your stay will be comfortable. If you're concerned about a sanitised environment, a holiday rental can provide a sense of seclusion away from shared hotel lifts and bustling concierge desks while still allowing you the enjoyment of travel. You'll also have more space in a holiday rental than in a traditional hotel, which makes a holiday rental a great choice for a family trip or a small group gathering.

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Check prices for these dates

Our top choices for Windsor Road holiday rentals

1. Tiny home in Chester Nova Scotia. Hosted by Dordean Suites

2. Tiny home in Chester Nova Scotia. Hosted by Dordean Suites

3. Tiny home in Chester Nova Scotia. Hosted by Dordean Suites

4. Black Forest Cabins

5. Oakhill Pines Campground

6. SUN, SAND, OCEAN, in Hubbards. What more do you need?

7. Luxury Oceanfront Retreat in Chester close to Mahone Bay, Lunenburg,

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

9. Orchard Cabin #4 - Hubbards Beach

10. 4 bed ,2 bathroom home. 2 of the 4 bedrooms are slightly smaller . Still comfort

11. Lake Mushamush Cottage!

12. Newly built cabin in Fox Point (Hubbards) close to several beaches and trails

13. One bedroom fully equipped Mahone Bay luxury cottage

14. Log Cabin #1 - Hubbards Beach

15. SUN, SAND, OCEAN in Hubbards Nova Scotia

16. Cozy, stylish, and surrounded by nature; Sojourn Hideaway is the perfect getaway

17. Mermaid's Retreat - Caribou Lake Cottage!

18. Pet-Friendly Glamping Dome close to Peggy’s Cove!

19. Mahone Bay Hide-Away

20. Beach Cottage - Spruce Grove - Hubbards Beach

Find holiday rentals that suit your style

Top Windsor Road Hotel Reviews

Miller House By the Bay

Travelodge by Wyndham Bridgewater

Clifty Cove Motel

Atlantic View Motel and Cottages

Oak Island Resort & Conference Centre

Black Forest Cabins

The Homeport Motel

The Dockside Inn & Restaurant

The Tuna Blue Inn and Restaurant

Find out more about Windsor Road

Frequently asked questions

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