Windsor Vacation Rentals

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Check prices for these dates

Next weekend
Aug 15 - Aug 17
In two weeks
Aug 22 - Aug 24
In one month
Sep 5 - Sep 7
In two months
Oct 3 - Oct 5

Browse Select Windsor Vacation Homes

Gaspereau Suite - 2 Seat Jacuzzi, KingBd, Downtown
1 bedroom, free WiFi, bed sheets

Gaspereau Suite - 2 Seat Jacuzzi, KingBd, Downtown

8.8 out of 10, Excellent, (11)
"Great stay. Will definitely be back!"
The price is CA $195
CA $227 total
includes taxes & fees
Aug 13 - Aug 14
Gaspereau Suite - 2 Seat Jacuzzi, KingBd, Downtown
Beautiful Oceanfront Home on the Minas Basin
Terrace/patio

Beautiful Oceanfront Home on the Minas Basin

10.0 out of 10, Exceptional, (32)
"Such an amazing stay! The view was incredible and the house was gorgeous. Hosts were also awesome and great communicators. Would highly recommend!"
Beautiful Oceanfront Home on the Minas Basin
Charming 2-bedroom Retreat with AC, WiFi in the Heart of the Annapolis Valley
Terrace/patio

Charming 2-bedroom Retreat with AC, WiFi in the Heart of the Annapolis Valley

Charming 2-bedroom Retreat with AC, WiFi in the Heart of the Annapolis Valley
Beautiful 2 bedroom residential home in Kentville
Dining tables

Beautiful 2 bedroom residential home in Kentville

7.8 out of 10, Good, (6)
"i have really enjoyed the property it was clean and was exactly what we were looking for...the location for our golfing 4 days was great...it could use a bbq. the tv system is deplorable no news and barely any sports"
The price is CA $180
CA $311 total
includes taxes & fees
Aug 17 - Aug 18
Beautiful 2 bedroom residential home in Kentville
3 Bedroom House- Refined Elegance
Dining

3 Bedroom House- Refined Elegance

10.0 out of 10, Exceptional, (2)
"Clean and great amenities. "
The price is CA $395
CA $602 total
includes taxes & fees
Aug 13 - Aug 14
3 Bedroom House- Refined Elegance
Upper Unit 1067 Rawding
Dining

Upper Unit 1067 Rawding

9.6 out of 10, Exceptional, (9)
"Very clean, very nice amenities. Perfect for our weekend trip."
Upper Unit 1067 Rawding
Treeside Retreat with Hot tub
Fridge, microwave, oven, stovetop

Treeside Retreat with Hot tub

10.0 out of 10, Exceptional, (39)
"It was amazing time ! "
The price is CA $361
CA $580 total
includes taxes & fees
Aug 24 - Aug 25
Treeside Retreat with Hot tub
CAIA Lakeside Retreat- Sunken Lake, NS
Outdoor dining

CAIA Lakeside Retreat- Sunken Lake, NS

9.4 out of 10, Exceptional, (9)
"My wife and dogs loved this property which is right in the center of Wolfville. I would definitely stay here again."
The price is CA $236
CA $462 total
includes taxes & fees
Aug 11 - Aug 12
CAIA Lakeside Retreat- Sunken Lake, NS
Darling downtown micro suite!
Exterior

Darling downtown micro suite!

8.6 out of 10, Excellent, (4)
"Great overnight rental!"
The price is CA $155
CA $209 total
includes taxes & fees
Aug 17 - Aug 18
Darling downtown micro suite!
Leland’s Lakehouse
Terrace/patio

Leland’s Lakehouse

9.6 out of 10, Exceptional, (4)
"The cabin is in a fantastic location looking over the lake, the interior was very clean and looks great. Convinent location for getting to vineyards and wolfvile. I would highly recommend this place for anyone to stay at. "
The price is CA $239
CA $437 total
includes taxes & fees
Sep 3 - Sep 4
Leland’s Lakehouse
Bespoke Lake Cottage
TV, fireplace

Bespoke Lake Cottage

9.6 out of 10, Exceptional, (7)
"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. "
The price is CA $231
CA $403 total
includes taxes & fees
Sep 7 - Sep 8
Bespoke Lake Cottage
Sunken Escapes #3 Kit's Retreat
1 bedroom, WiFi

Sunken Escapes #3 Kit's Retreat

The price is CA $188
CA $372 total
includes taxes & fees
Sep 3 - Sep 4
Sunken Escapes #3 Kit's Retreat
Elegant 3 Bedroom House
Interior

Elegant 3 Bedroom House

The price is CA $395
CA $602 total
includes taxes & fees
Aug 11 - Aug 12
Elegant 3 Bedroom House
Beutiful 3 bedroom upper unit of duplex home
Outdoor dining

Beutiful 3 bedroom upper unit of duplex home

9.4 out of 10, Exceptional, (3)
"We were in Kentville for u15AAA Atlantic Baseball…it was around 4 minutes to the field. Great location for that!"
Beutiful 3 bedroom upper unit of duplex home
Beautiful, private oceanfront cottage on the Bay of Fundy
Property grounds

Beautiful, private oceanfront cottage on the Bay of Fundy

9.8 out of 10, Exceptional, (52)
"Property is very nice. Neighbors were very friendly. "
Beautiful, private oceanfront cottage on the Bay of Fundy
Lakeside Retreat with Hot Tub
Property grounds

Lakeside Retreat with Hot Tub

9.2 out of 10, Wonderful, (22)
"Our family of five had a great stay at this cottage in the country and thoroughly enjoyed the hot tub. Would definitely stay here again!"
The price is CA $438
CA $681 total
includes taxes & fees
Aug 28 - Aug 29
Lakeside Retreat with Hot Tub
High end cozy retreat ideal for large families with wood stove & large firepit
Fridge, microwave, oven, stovetop

High end cozy retreat ideal for large families with wood stove & large firepit

9.8 out of 10, Exceptional, (87)
"Very comfy house . Wonderful location by the lake, perfect for family get together"
High end cozy retreat ideal for large families with wood stove & large firepit
Perfect little house to enjoy
Private kitchen

Perfect little house to enjoy

The price is CA $239
CA $376 total
includes taxes & fees
Aug 10 - Aug 11
Perfect little house to enjoy
Lower Unit 1067 Rawding
Fridge, microwave, oven, stovetop

Lower Unit 1067 Rawding

10.0 out of 10, Exceptional, (5)
"Clean, close to town, overall a great place to stay with family or friends "
Lower Unit 1067 Rawding
Little Yellow House In The Heart Of The Valley 🏠
Exterior

Little Yellow House In The Heart Of The Valley 🏠

7.4 out of 10, Good, (3)
"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! "
Little Yellow House In The Heart Of The Valley 🏠
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

Old Orchard Inn & Spa

Old Orchard Inn & Spa

10/10 Excellent
"Food is great"
Richard 1-night trip
Posted 1 day ago
Old Orchard Inn & Spa