A welcome sign at Cradle of Hockey, Long Pond, Windsor, Nova Scotia.

Windsor Vacation Rentals

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Check prices for these dates

In two weeks
Jul 17 - Jul 19
In two months
Aug 28 - Aug 30
In three months
Sep 25 - Sep 27
In four months
Oct 23 - Oct 25

Our top choices for Windsor vacation rentals

1 bedroom, iron/ironing board, WiFi, bed sheets

Gateway to Annapolis Valley | Windsor Studio Suite

Gateway to Annapolis Valley | Windsor Studio Suite
Windsor
The price is ￥16,361
￥26,812 total
includes taxes & fees
Jul 22 - Jul 23
Gateway to Annapolis Valley | Windsor Studio Suite
Property grounds

Cozy Loft Bunkie | Sleeps 4 | BBQ + Fire Pit

Cozy Loft Bunkie | Sleeps 4 | BBQ + Fire Pit
Mount Uniacke
10.0 out of 10, Exceptional, (4 reviews)
"A beautiful property! The owners are very kind and helpful. A perfect getaway location, so peaceful and clean! "
Canada
Jeannette
The price is ￥13,123
￥22,667 total
includes taxes & fees
Jul 19 - Jul 20
Cozy Loft Bunkie | Sleeps 4 | BBQ + Fire Pit
Interior

Romantic Nature Stay | Accessible Cabin for 2

Romantic Nature Stay | Accessible Cabin for 2
Mount Uniacke
The price is ￥12,534
￥22,000 total
includes taxes & fees
Jul 22 - Jul 23
Romantic Nature Stay | Accessible Cabin for 2
Terrace/patio

Pet-Friendly Cabin | Sleeps 2 | Private Fire Pit

Pet-Friendly Cabin | Sleeps 2 | Private Fire Pit
Mount Uniacke
10.0 out of 10, Exceptional, (2 reviews)
"They were excellent for couples and families. Great hosts and wonderful facilities. The couple that own it are very sweet and kind. I have nothing negative to say, I just wanna go back to paradise!"
Canada
Andree
The price is ￥13,242
￥22,803 total
includes taxes & fees
Jul 28 - Jul 29
Pet-Friendly Cabin | Sleeps 2 | Private Fire Pit
Studio Suite, Kitchenette, Ocean View | Water view

Micro Boutique Living Wolfville

Micro Boutique Living Wolfville
3.5 star property
Wolfville
9.0 out of 10, Wonderful, (1,168 reviews)
"Great place 3rd stay Will definitely be back next time!"
Canada
Robin
The price is ￥20,338
￥23,185 total
includes taxes & fees
Jul 13 - Jul 14
Micro Boutique Living Wolfville
Exterior

Family Bunkie | Sleeps 4 | Forest Views + Loft

Family Bunkie | Sleeps 4 | Forest Views + Loft
Mount Uniacke
10.0 out of 10, Exceptional, (2 reviews)
"We enjoyed our worry free stay. The hosts were very Kind and helpful. It was very clean,cozy and comfortable!"
Canada
Melanie M.
The price is ￥13,242
￥22,803 total
includes taxes & fees
Jul 19 - Jul 20
Family Bunkie | Sleeps 4 | Forest Views + Loft
1 bedroom, WiFi, bed sheets, wheelchair access

Sunken Escapes ZEEK (Unit 6)

Sunken Escapes ZEEK (Unit 6)
Sunken Lake
9.0 out of 10, Wonderful, (2 reviews)
"Was difficult to access check in website as there is no service at the site…eventually got enough bars to get the code for the door! Super cute cottage, very clean. Lovely site. Would definitely visit again."
Canada
Angela
The price is ￥22,667
￥41,125 total
includes taxes & fees
Jul 20 - Jul 21
Sunken Escapes ZEEK (Unit 6)
Interior

Downtown Wolfville Wine Country | 3rd Floor View 2BR & 3 Queen Beds

Downtown Wolfville Wine Country | 3rd Floor View 2BR & 3 Queen Beds
Wolfville
The price is ￥13,396
￥39,623 total
includes taxes & fees
Jul 6 - Jul 7
Downtown Wolfville Wine Country | 3rd Floor View 2BR & 3 Queen Beds
Property grounds

CAIA Lakeside Retreat- Sunken Lake, NS

CAIA Lakeside Retreat- Sunken Lake, NS
Sunken Lake
9.2 out of 10, Wonderful, (14 reviews)
"The host is great, the place is very clean and the big thing for me is that the BBQ is still out, there are a couple of great butcher shops in the area so staying at a place that has a BBQ all winter is a great draw for me."
Canada
Cregg C.
The price is ￥23,635
￥52,698 total
includes taxes & fees
Jul 8 - Jul 9
CAIA Lakeside Retreat- Sunken Lake, NS
Property grounds

Bespoke Lake Cottage

Bespoke Lake Cottage
Kings County
9.4 out of 10, Exceptional, (9 reviews)
"We have a lovely stay - our only complaint is that we didn't book for long enough! The cottage is very charming and very clean. Bed is comfortable and kitchen had all equipment needed for food prep. "
Canada
Lily S.
The price is ￥19,934
￥48,524 total
includes taxes & fees
Jul 21 - Jul 22
Bespoke Lake Cottage
Property grounds

In Town - Summer St. Private Suite

In Town - Summer St. Private Suite
Wolfville
8.4 out of 10, Very Good, (6 reviews)
"Clean, good location "
Canada
Patrick
The price is ￥12,373
￥28,742 total
includes taxes & fees
Jul 29 - Jul 30
In Town - Summer St. Private Suite
Interior

Archie's Lakeside Cabin

Archie's Lakeside Cabin
Kings County
7.4 out of 10, Good, (9 reviews)
"Great stay!"
Canada
Ashwin K.
The price is ￥21,964
￥51,328 total
includes taxes & fees
Jul 9 - Jul 10
Archie's Lakeside Cabin
1 bedroom, iron/ironing board, WiFi, bed sheets

Studio-like Comfort in Wolfville’s Beating Heart

Studio-like Comfort in Wolfville’s Beating Heart
Wolfville
9.8 out of 10, Exceptional, (41 reviews)
"Great location, clean, responsive host. Will stay again! "
Canada
stacey h.
The price is ￥13,756
￥30,456 total
includes taxes & fees
Jul 6 - Jul 7
Studio-like Comfort in Wolfville’s Beating Heart
2 bedrooms, iron/ironing board, WiFi, bed sheets

Little Yellow House In The Heart Of The Valley 🏠

Little Yellow House In The Heart Of The Valley 🏠
Kings County
7.6 out of 10, Good, (4 reviews)
"I had such a wonderful stay here! The hosts were extremely friendly and easy to communicate with. The location was great, and just a short drive away from anything needed. House was well equipped with everything necessary. Would definitely recommend, and would stay again! "
Canada
Megan
Little Yellow House In The Heart Of The Valley 🏠
Fridge, microwave, dishwasher, coffee/tea maker

Alligator Suite - downtown Wolfville

Alligator Suite - downtown Wolfville
Wolfville
9.4 out of 10, Exceptional, (6 reviews)
"Very great location and tastefully decorated "
Canada
Bianca M.
The price is ￥19,020
￥25,310 total
includes taxes & fees
Jul 6 - Jul 7
Alligator Suite - downtown Wolfville
Fridge, microwave, oven, stovetop

Suite 201 - 470 Main

Suite 201 - 470 Main
Wolfville
10.0 out of 10, Exceptional, (2 reviews)
"Enjoyed my stay."
United States
Harry G.
The price is ￥24,201
￥39,458 total
includes taxes & fees
Jul 5 - Jul 6
Suite 201 - 470 Main
Property grounds

Lakeside Cottage Retreat-Your Year Round Getaway

Lakeside Cottage Retreat-Your Year Round Getaway
Windsor
10.0 out of 10, Exceptional, (1 review)
"Super quick 1 night stay for us but the place was so welcoming we didn't want to leave. Well equipped with anything you would need, super spacious and right on the water. We would 100% recommend to family and friends and would love to stay again some day."
Canada
Tanis
The price is ￥42,948
￥55,696 total
includes taxes & fees
Jul 8 - Jul 9
Lakeside Cottage Retreat-Your Year Round Getaway
Property grounds

Wolfville at your Doorstep

Wolfville at your Doorstep
Wolfville
9.6 out of 10, Exceptional, (30 reviews)
"The location was great, within walking distance of restaurants and downtown. Any communication with the owners had quick responses. Parking was provided and convenient. I would recommend this property and would stay again without hesitation."
Canada
SHELLEY
The price is ￥20,224
￥40,412 total
includes taxes & fees
Aug 3 - Aug 4
Wolfville at your Doorstep
Property grounds

4 Wolfville's DT Core | Two Queen Bds+ Sofa Bed

4 Wolfville's DT Core | Two Queen Bds+ Sofa Bed
Wolfville
9.4 out of 10, Exceptional, (25 reviews)
"We really enjoyed our stay here. The apartment was clean and spacious and we really loved the mix of new and old in the decor. It's a very pretty space with a lot of light. It's just a few steps from a trendy little street full of shops and restaurants. And just a couple blocks from the Saturday farmers market. It was a perfect home base for exploring the Annapolis valley."
Canada
Bobbie-Joe
The price is ￥15,952
￥42,278 total
includes taxes & fees
Jul 5 - Jul 6
4 Wolfville's DT Core | Two Queen Bds+ Sofa Bed
Terrace/patio

Gaspereau Suite -Jacuzzi, KngBd, DT

Gaspereau Suite -Jacuzzi, KngBd, DT
Wolfville
8.4 out of 10, Very Good, (17 reviews)
"Yes!Everything was perfect "
United States
Elizabeth W.
The price is ￥24,433
￥31,871 total
includes taxes & fees
Jul 8 - Jul 9
Gaspereau Suite -Jacuzzi, KngBd, DT
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 Hotel Reviews

Find out more about Windsor

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Frequently asked questions

Are there vacation rentals in Windsor?

Yes, we give you a choice of vacation rentals in Windsor close to Windsor Hockey Heritage Centre, or you can choose a secluded option if you'd like a relaxing place to stay. Windsor is known for its architecture and museums. Make sure you have time to check out the festivals and riverfront during your trip.

What's the top vacation rental in Windsor?

Beautiful Oceanfront Home on the Minas Basin: Visitors like this Windsor vacation home rental. It is located by the ocean and has a fireplace, a balcony, and air-conditioning to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. You can relax into your vacation with a garden and a selection of games.

What can I see and do in Windsor?

Cultural attractions include Haliburton House Museum and West Hants Historical Society, whereas Windsor Hockey Heritage Centre is just one of the family-friendly sights. Other places in town to visit include Mermaid Theatre of Nova Scotia and Trecothic Creek and Windsor Railway.

What are vacation rentals like in Windsor?

Vacation rentals are private properties you can stay in for several days or more in Windsor. Vacation rentals provide amenities such as patios, hot tubs, and fire pits so you'll have everything you want. If you're concerned about a sanitized environment, vacation rentals can provide a sense of privacy away from public hotel elevators and busy lobbies while still allowing you the enjoyment of travel. You'll also get more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is a great choice for a small group gathering.