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Holiday Rentals in Windsor Road

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Check prices for these dates

In two weeks
6 Nov - 8 Nov
In two months
18 Dec - 20 Dec
In three months
15 Jan - 17 Jan
In four months
12 Feb - 14 Feb

Our top choices for Windsor Road holiday rentals

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

1. 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 €155
includes taxes & fees
28 Oct - 29 Oct
Tiny home in Chester Nova Scotia. Hosted by Dordean Suites
A wooden deck with a hot tub surrounded by trees.

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

Tiny home in Chester Nova Scotia. Hosted by Dordean Suites
Windsor Road
10.0 out of 10, Exceptional, (17 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 €184
includes taxes & fees
3 Nov - 4 Nov
Tiny home in Chester Nova Scotia. Hosted by Dordean Suites
A small, two-story cabin with a deck, large windows, and a fireplace.

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

Tiny home in Chester Nova Scotia. Hosted by Dordean Suites
Chester Basin
9.8 out of 10, Exceptional, (17 reviews)
"A lovely accommodation. The hot tub was a definite plus, especially after a day of travelling. Highly recommend this tiny home :)"
United States
Marissa H.
The price is €155
includes taxes & fees
28 Oct - 29 Oct
Tiny home in Chester Nova Scotia. Hosted by Dordean Suites
A view of a waterfront property with a dock and a small building.

4. Oceanfront Luxury Magical Views Sunset and Sunrise

Oceanfront Luxury Magical Views Sunset and Sunrise
Western Shore
9.2 out of 10, Wonderful, (29 reviews)
"Beautiful spot!"
United States
Kirby D.
The price is €277
includes taxes & fees
26 Oct - 27 Oct
Oceanfront Luxury Magical Views Sunset and Sunrise
A sandy beach with people walking along the shore.

5. Downtown Bridgewater Suite near River and Trails

Downtown Bridgewater Suite near River and Trails
Bridgewater
9.4 out of 10, Exceptional, (3 reviews)
"This property was comfortable and convenient and we enjoyed our stay here."
United States
Marty
The price is €119
includes taxes & fees
26 Oct - 27 Oct
Downtown Bridgewater Suite near River and Trails
A sunset view through a window with bare trees and a distant shoreline.

6. 4 bed ,2 bathroom home. 2 of the 4 bedrooms are slightly smaller . Still comfort

4 bed ,2 bathroom home. 2 of the 4 bedrooms are slightly smaller . Still comfort
Hubbards
8.8 out of 10, Excellent, (63 reviews)
"The owner was fantastic and he was really hospitable and very friendly. Highly Recommended and will come back again."
Canada
Chamok
4 bed ,2 bathroom home. 2 of the 4 bedrooms are slightly smaller . Still comfort
A wooden building with a sign reading "The Knot."

7. Red Barn Bed & Breakfast

Red Barn Bed & Breakfast
Lunenburg
9.4 out of 10, Exceptional, (13 reviews)
"We enjoyed our stay very much! "
Canada
Kimberley K.
The price is €138
includes taxes & fees
30 Oct - 31 Oct
Red Barn Bed & Breakfast
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.

8. 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.
The price is €232
includes taxes & fees
26 Oct - 27 Oct
Indulge in luxurious bliss : private Hot Tub, kayaking. So much more
Property grounds

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.
The price is €176
includes taxes & fees
26 Oct - 27 Oct
Oceanview Cottage | Private Wood-Fired Hot Tub | Sauna | Near Halifax
Private kitchen

10. Coastal Studio Suite Steps from the Ocean | pet friendly

Coastal Studio Suite Steps from the Ocean | pet friendly
Boutiliers Point
The price is €132
includes taxes & fees
26 Oct - 27 Oct
Coastal Studio Suite Steps from the Ocean | pet friendly
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.

11. 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 €168
includes taxes & fees
26 Oct - 27 Oct
Black Forest Cabins
A dock with boats, a clear blue lake, and a forested island.

12. 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
The price is €252
includes taxes & fees
26 Oct - 27 Oct
Mermaid's Retreat - Caribou Lake Cottage!
A beach with clear water, a sandy shore, and a forested island in the distance.

13. 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 €322
includes taxes & fees
26 Oct - 27 Oct
Lovely Lakefront Cottage near Sandy Beaches and Hiking / Biking Trail
A sauna with a view of the sea, wooden walls, and a stone heater.

14. 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.
The price is €176
includes taxes & fees
26 Oct - 27 Oct
Oceanview 1-Bedroom Cottage | Private Hot Tub | Near Halifax
A bedroom with a bed, a TV, a fireplace, a window with curtains, and a bedside table with a lamp.

15. King Bed Apt in Bridgewater near River and Trails

King Bed Apt in Bridgewater near River and Trails
Bridgewater
6.8 out of 10, (3 reviews)
"Size and layout of property was good. Lots of amenities Wasn’t the cleanest."
Canada
Tracy
The price is €138
includes taxes & fees
26 Oct - 27 Oct
King Bed Apt in Bridgewater near River and Trails
A small white cabin with green trim and a porch, surrounded by greenery.

16. Orchard Cabin #4 - Hubbards Beach

Orchard Cabin #4 - Hubbards Beach
Hubbards
7.2 out of 10, Good, (7 reviews)
"Very cute property with a nice location. "
United States
Nancy O.
Orchard Cabin #4 - Hubbards Beach
A sandy beach with people walking along the shore.

17. Premium Retreat with King bed near LaHave River

Premium Retreat with King bed near LaHave River
Bridgewater
5.4 out of 10, (3 reviews)
"Beautiful location and value. Only complaint is that the electric heaters didn’t work 100% of the time bc of the wall plugs not functioning properly. Called host but didn’t get fixed. Otherwise was great."
Canada
Kurt
The price is €122
includes taxes & fees
26 Oct - 27 Oct
Premium Retreat with King bed near LaHave River
A dining table with blue plates, a bottle, and a glass.

18. 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
The price is €144
includes taxes & fees
26 Oct - 27 Oct
Coastal Bunkie Retreat | Near Halifax | Sauna Access | Private Beach
A sandy beach with people walking along the shore.

19. Cozy Riverside Escape 1BR Near Trails and Parks

Cozy Riverside Escape 1BR Near Trails and Parks
Bridgewater
6.6 out of 10, (7 reviews)
"Love the quaint style of the suite in the converted older house. The air-conditioning worked very well; however, quite noisy (I don’t think there’s any way around that, however.) could use a couple of flatter pillows as options as the ones there were just too tall. And a couple extra towels would’ve been nice."
Canada
Karen
The price is €105
includes taxes & fees
26 Oct - 27 Oct
Cozy Riverside Escape 1BR Near Trails and Parks
A sandy beach with people walking along the shore.

20. Large Backyard Oasis near River and Trails

Large Backyard Oasis near River and Trails
Bridgewater
6.8 out of 10, (5 reviews)
"Perfect place to stay. We will be back for sure."
Canada
Geoff M.
The price is €119
includes taxes & fees
28 Oct - 29 Oct
Large Backyard Oasis near River and Trails
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 Windsor Road Hotel Reviews

Rum Runner Inn

Rum Runner Inn

10/10 Excellent
"Il manquait une lavette pour la vaiselle et … Je sais qu’on était au centre ville. Mais c’est assez bruyant . On a quand même été bien dans ce logement. Merci!"
Peggie 1-night trip
Posted 12 hours ago
Rum Runner Inn

Find out more about Windsor Road

Everything you need to know about Windsor Road holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Windsor Road holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Windsor Road holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Windsor Road holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Windsor Road. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Windsor Road holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Windsor Road holiday rentals we have selected for you start as low as €155 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Windsor Road rentals

At Expedia, we put the best Windsor Road holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Windsor Road rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Windsor Road holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Windsor Road. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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?

4 bed ,2 bathroom home. 2 of the 4 bedrooms are slightly smaller . Still comfort: This holiday home rental outside of Windsor Road is located by the ocean, and has a balcony, a garden and air conditioning to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as a selection of games.

What can I see and do in Windsor Road?

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