Windsor Road Vacation Rentals

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Check prices for these dates

In two weeks
Oct 24 - Oct 26
In two months
Dec 5 - Dec 7
In three months
Jan 2 - Jan 4
In four months
Jan 30 - Feb 1

Vacation Rentals in Windsor Road

Oakhill Pines Campground
Cabin, Multiple Beds, Shared Bathroom | Desk, free WiFi

Oakhill Pines Campground

3.0 star property
9.0 out of 10, Wonderful, (16)
"Great place"
Oakhill Pines Campground
Black Forest Cabins
Meeting facility

Black Forest Cabins

3.0 star property
9.8 out of 10, Exceptional, (10)
"Great spot for a special night out … beds were super comfortable "
The price is ￥23,218
￥30,154 total
includes taxes & fees
Nov 2 - Nov 3
Black Forest Cabins
Oceanfront Cottage on a Quiet Cove Just Outside Lunenburg
Full-size fridge, microwave, oven, stovetop

Oceanfront Cottage on a Quiet Cove Just Outside Lunenburg

10.0 out of 10, Exceptional, (112)
"Wonderful. Great cottage."
Oceanfront Cottage on a Quiet Cove Just Outside Lunenburg
Juniper Bell Tent near Peggy's Cove
Property grounds

Juniper Bell Tent near Peggy's Cove

8.8 out of 10, Excellent, (3)
"Good for a nights stay and close to Peggy’s cove. Comfy and enough space"
The price is ￥12,933
￥21,790 total
includes taxes & fees
Oct 13 - Oct 14
Juniper Bell Tent near Peggy's Cove
Oceanfront Garden Cottage - Gateway to Attractions & Towns. Private Cove Mooring
Terrace/patio

Oceanfront Garden Cottage - Gateway to Attractions & Towns. Private Cove Mooring

9.6 out of 10, Exceptional, (34)
"Beautiful setting, very peaceful with lovely linens on the beds. The kitchen is fully stocked, the sitting room is comfortable and the outside decks are amazing. The little village of Chester was close by with a cozy pub offering live music on select nights and the local playhouse had local talent performing while we were there. We would stay again"
Oceanfront Garden Cottage - Gateway to Attractions & Towns. Private Cove Mooring
Pebble Oceanside RV Retreat – Waterfront Hot Tub & Deck
Outdoor dining

Pebble Oceanside RV Retreat – Waterfront Hot Tub & Deck

10.0 out of 10, Exceptional, (3)
"Beautiful location on the water, super friendly hosts. Location close to so many little towns with great food and amazing people. Trailer has everything that you need for your stay, they thought of everything. They made us feel welcome and we will be back for sure. We took our paddleboards out; he even lent us a fishing rod to use on the nearby Warf. "
Pebble Oceanside RV Retreat – Waterfront Hot Tub & Deck
Whalesback Cottage, on the ocean with access to Peggys Cove Preservation Area
Interior

Whalesback Cottage, on the ocean with access to Peggys Cove Preservation Area

9.8 out of 10, Exceptional, (125)
"Cozy cottage with wonderful views. "
Whalesback Cottage, on the ocean with access to Peggys Cove Preservation Area
Oceanside Cottage, Spectacular Sunsets, near Peggy's Cove
Terrace/patio

Oceanside Cottage, Spectacular Sunsets, near Peggy's Cove

10.0 out of 10, Exceptional, (85)
"Everything about our trip and this property was amazing. The location, the peace, the scenery, etc. exceeded our expectations. The house was perfect and so comfortable. We hope to be back soon! "
Oceanside Cottage, Spectacular Sunsets, near Peggy's Cove
Falls Lake Burrow - Private Cottage with Screened-in Hot Tub
Exterior

Falls Lake Burrow - Private Cottage with Screened-in Hot Tub

10.0 out of 10, Exceptional, (40)
"Property is very well maintained, quiet and surrounded by nature. It’s a truly beautiful spot to spend a few relaxing days. "
Falls Lake Burrow - Private Cottage with Screened-in Hot Tub
One bedroom fully equipped Mahone Bay luxury cottage
Fridge, microwave, oven, stovetop

One bedroom fully equipped Mahone Bay luxury cottage

10.0 out of 10, Exceptional, (101)
"Great cottage to use as a base to discover the area. Well equipped, quiet and close to restaurants and shopping."
The price is ￥16,322
￥29,772 total
includes taxes & fees
Oct 13 - Oct 14
One bedroom fully equipped Mahone Bay luxury cottage
Ocean front cottage, relax and enjoy the sunset over St. Margaret's Bay!
Dining

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

10.0 out of 10, Exceptional, (35)
"Very nice spot. property nicely decorated and conveniet"
Ocean front cottage, relax and enjoy the sunset over St. Margaret's Bay!
Overlooking the Stunning views of St.Margaret's Bay
Outdoor dining

Overlooking the Stunning views of St.Margaret's Bay

9.6 out of 10, Exceptional, (19)
"Comfortable, relaxing place to stay that has great views and perfect location to visit different areas!"
The price is ￥22,115
￥42,518 total
includes taxes & fees
Oct 13 - Oct 14
Overlooking the Stunning views of St.Margaret's Bay
Moonlight Cottage
Exterior

Moonlight Cottage

9.2 out of 10, Wonderful, (15)
"Great time, went Peggy’s cove, Hubbard farm market, lunenburg and mahone bay"
Moonlight Cottage
Family Home In the Heart of the Village of Chester
Exterior

Family Home In the Heart of the Village of Chester

9.6 out of 10, Exceptional, (28)
"Spacious, clean, comfortable, and lots of room for people to spread out. We would happily return."
Family Home In the Heart of the Village of Chester
Wilson's Coastal Club - C3
Sauna

Wilson's Coastal Club - C3

9.8 out of 10, Exceptional, (7)
"Nice place, close to the water with a small private beach"
The price is ￥19,489
￥26,356 total
includes taxes & fees
Oct 16 - Oct 17
Wilson's Coastal Club - C3
Oceanfront 3-Bedroom Captain's House
Dining

Oceanfront 3-Bedroom Captain's House

9.8 out of 10, Exceptional, (27)
"The property was just what we needed for our family. The location is great and close to the many things we wanted to do on our trip."
Oceanfront 3-Bedroom Captain's House
Mahone Bay Hide-Away
TV

Mahone Bay Hide-Away

10.0 out of 10, Exceptional, (90)
"Great location, lovely town."
Mahone Bay Hide-Away
The Land Yacht – Indoor Pool, Hot Tub, Solarium Lounge & Sublime Ocean Views
Interior

The Land Yacht – Indoor Pool, Hot Tub, Solarium Lounge & Sublime Ocean Views

9.8 out of 10, Exceptional, (221)
"Lots of amenities. Owners very helpful in recommending local restaurants. Enjoyed finding mussels and sea glass on the little beach as well as the antics of the "rock" beavers. The heated pool was a plus. Absolutely wonderful views of the bay."
The Land Yacht – Indoor Pool, Hot Tub, Solarium Lounge & Sublime Ocean Views
Oceanfront Luxury Magical Views Sunset and Sunrise
2 bedrooms, desk, WiFi, bed sheets

Oceanfront Luxury Magical Views Sunset and Sunrise

9.6 out of 10, Exceptional, (18)
"We took day trips from Holly’s home all week, but the view off the balcony was a delight to return to. "
Oceanfront Luxury Magical Views Sunset and Sunrise
Unique Ocean View Hilltop Retreat
Exterior

Unique Ocean View Hilltop Retreat

10.0 out of 10, Exceptional, (175)
"Great hosts and amazing location"
Unique Ocean View Hilltop Retreat
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

Smugglers Cove Inn

Smugglers Cove Inn

10/10 Excellent
"Excellent staff and assistance "
MaryGordon 1-night trip
Posted 2 days ago
Smugglers Cove Inn

Find out more about Windsor Road

Find out more about Windsor Road

Search for holiday rentals in Windsor Road on Expedia! You can easily find your home rentals, villas, holiday apartments in Windsor Road using one of the methods below:

  • View our selection of featured holiday rentals in Windsor Road
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  • Enter your travel dates to view the best deals on holiday rentals in Windsor Road while they last

Look no further and take a look at our great range of rental properties in Windsor Road!

Frequently asked questions

Can I find vacation rentals in Windsor Road?

Yes, we offer vacation rentals near popular attractions in Windsor Road, or you can go with a more remote option if you want a relaxing place to stay.

What's the top vacation rental in Windsor Road?

Family Home In the Heart of the Village of Chester: This vacation home rental near Windsor Road is located near the beach and has a balcony, a garden, and a barbecue grill to put you at ease in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Make the most of the books in this rental home to help you unwind.

What can I see and do in Windsor Road?

Bezanson Lake and Houghton 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 vacation rentals like in Windsor Road?

Vacation rentals are private properties you can stay in for several days or more in Windsor Road. Vacation rentals provide amenities like WiFi and washers and dryers so your stay will be comfortable. If you're concerned about cleanliness, a vacation rental can provide a sense of safety away from shared hotel elevators and lobbies bustling with people while still allowing you the experience of travel. You'll also get more space in a vacation rental than in a traditional hotel, which makes a vacation rental a great option for a family trip or a small group gathering.