Title: Windsor Vacation Rentals from CA $173: Short-Term Rentals for 2026 | Expedia.ca

[Hotels in Windsor](https://expedia.ca/Windsor-Hotels.d3000460770.Travel-Guide-Hotels)[Windsor Car Rentals](https://expedia.ca/Car-Rentals-In-Windsor.d3000460770.Car-Rental-Guide)[Windsor Vacation Packages](https://expedia.ca/Windsor.d3000460770.Destination-Travel-Guides)

![Default HTG hotel image](https://a.travel-assets.com/travel-assets-manager/32a5a1b7-682e-4c22-a8ab-4b736795e0ea/expedia_fallback.webp?impolicy=fcrop&w=1200&h=500&q=medium)

![](https://a.travel-assets.com/travel-assets-manager/32a5a1b7-682e-4c22-a8ab-4b736795e0ea/expedia_fallback.webp?impolicy=fcrop&w=1200&h=500&q=medium)

- ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg)  
###  
Change your mind  
Book hotels with free cancellation
- ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg)  
###  
Treat yourself  
Sign in to save 10% or more on thousands of hotels  
[Sign in](https://www.expedia.ca/login)
- ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg)  
###  
Be picky  
Search almost a million properties worldwide

## Check prices for these dates

In two weeks

[Feb 20 - Feb 22](https://www.expedia.ca/Hotel-Search?regionId=3000460770&startDate=2026-02-20&endDate=2026-02-22&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Apr 3 - Apr 5](https://www.expedia.ca/Hotel-Search?regionId=3000460770&startDate=2026-04-03&endDate=2026-04-05&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[May 1 - May 3](https://www.expedia.ca/Hotel-Search?regionId=3000460770&startDate=2026-05-01&endDate=2026-05-03&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[May 29 - May 31](https://www.expedia.ca/Hotel-Search?regionId=3000460770&startDate=2026-05-29&endDate=2026-05-31&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Windsor vacation rentals

![Terrace/patio](https://images.trvl-media.com/lodging/110000000/109200000/109190600/109190515/ddee3953.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, desk, laptop workspace, blackout drapes](https://images.trvl-media.com/lodging/110000000/109200000/109190600/109190515/f51b9fcb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Full-size fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/110000000/109200000/109190600/109190515/17eb91ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Full-size fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/110000000/109200000/109190600/109190515/79d8e1d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### stayAPT Suites Suffolk-Chesapeake

[](https://www.expedia.ca/Suffolk-Hotels-StayAPT-Suites-Suffolk-Chesapeake.h109190515.Hotel-Information)

Suffolk

9.4/10

Exceptional

(60 reviews)

"The staff was so friendly. The rooms were so nice. I loved the kitchen and breakfast bar."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Nicole

CA $150

CA $173 total

includes taxes & fees

Feb 15 - Feb 16

[](https://www.expedia.ca/Suffolk-Hotels-StayAPT-Suites-Suffolk-Chesapeake.h109190515.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/110000000/109380000/109375900/109375809/w3000h1944x0y0-85007cf2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment | Private kitchen](https://images.trvl-media.com/lodging/110000000/109380000/109375900/109375809/w3000h1984x0y0-6e336c16.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment](https://images.trvl-media.com/lodging/110000000/109380000/109375900/109375809/w3000h2760x0y0-65125647.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment](https://images.trvl-media.com/lodging/110000000/109380000/109375900/109375809/w3000h2000x0y0-a6c5a857.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Speakeasy Downtown Newport News

[](https://www.expedia.ca/Newport-News-Hotels-The-Speakeasy-Downtown-Newport-News.h109375809.Hotel-Information)

Downtown Newport News

CA $141

CA $354 total

includes taxes & fees

Feb 9 - Feb 10

[](https://www.expedia.ca/Newport-News-Hotels-The-Speakeasy-Downtown-Newport-News.h109375809.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/83000000/82190000/82185900/82185835/f99b8eb0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/83000000/82190000/82185900/82185835/88420cb8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/83000000/82190000/82185900/82185835/89db394d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/83000000/82190000/82185900/82185835/3dbf6465.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Historic Olde Towne 2 Bedroom 1 Bath 1100sq ft Vacation Rental

[](https://www.expedia.ca/Portsmouth-Hotels-Historic-Olde-Towne-2-Bedroom-1-Bath-1100sq-Ft-Vacation-Rental.h82185835.Hotel-Information)

Portsmouth

9.0/10

Wonderful

(36 reviews)

"Old solid brick building. Don't build them like that anymore! Clean, quiet, comfortable. Great choice of restaurants close by and ferry service across river to Norfolk. Had a Great time "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Daniel C.

CA $150

CA $355 total

includes taxes & fees

Feb 15 - Feb 16

[](https://www.expedia.ca/Portsmouth-Hotels-Historic-Olde-Towne-2-Bedroom-1-Bath-1100sq-Ft-Vacation-Rental.h82185835.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/85000000/84050000/84048300/84048231/w3329h4096x0y0-fe9e2a32.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/85000000/84050000/84048300/84048231/f95e63dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, DVD player](https://images.trvl-media.com/lodging/85000000/84050000/84048300/84048231/825456ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/85000000/84050000/84048300/84048231/ee6a7245.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Comfortable & Private 2 Bedrm Cottage w/ King bed.

[](https://www.expedia.ca/Portsmouth-Hotels-Comfortable-Private-2-Bedrm-Cottage-W-King-Bed.h84048231.Hotel-Information)

Portsmouth

10/10

Exceptional

(16 reviews)

"It was a great stay. Was there for work. Close for work and close to the beach. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Clayton M.

CA $138

CA $404 total

includes taxes & fees

Feb 23 - Feb 24

[](https://www.expedia.ca/Portsmouth-Hotels-Comfortable-Private-2-Bedrm-Cottage-W-King-Bed.h84048231.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/110000000/109590000/109587300/109587259/w1017h683x4y0-a1249302.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, WiFi](https://images.trvl-media.com/lodging/110000000/109590000/109587300/109587259/w1018h683x3y0-7149d515.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/110000000/109590000/109587300/109587259/w1018h683x3y0-76532017.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/110000000/109590000/109587300/109587259/w1018h683x3y0-2de6848c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Private 1 Bed Apt - Historic Olde Towne Portsmouth

[](https://www.expedia.ca/Portsmouth-Hotels-Private-1-Bed-Apt-Historic-Olde-Towne-Portsmouth.h109587259.Hotel-Information)

Portsmouth

10/10

Exceptional

(2 reviews)

"Great place. Nice area. Parking was confusing at first but host was very responsive "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Ed and Laura S.

CA $111

CA $255 total

includes taxes & fees

Feb 7 - Feb 8

[](https://www.expedia.ca/Portsmouth-Hotels-Private-1-Bed-Apt-Historic-Olde-Towne-Portsmouth.h109587259.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/90000000/89010000/89008000/89007920/3f0e3bbd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/90000000/89010000/89008000/89007920/1f78b159.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/90000000/89010000/89008000/89007920/92ac0d10.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/90000000/89010000/89008000/89007920/09f99cb4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Modern Oasis- Downtown Luxury Stay, Spacious Cozy Home

[](https://www.expedia.ca/Portsmouth-Hotels-Modern-Oasis-Downtown-Luxury-Stay.h89007920.Hotel-Information)

Portsmouth

9.0/10

Wonderful

(39 reviews)

"It was amazing. The house is dope, I highly recommend this house to anyone and I will be staying there again in the future!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Varstine S.

CA $176

CA $479 total

includes taxes & fees

Mar 2 - Mar 3

[](https://www.expedia.ca/Portsmouth-Hotels-Modern-Oasis-Downtown-Luxury-Stay.h89007920.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/77000000/76250000/76240800/76240727/b895405b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private kitchen](https://images.trvl-media.com/lodging/77000000/76250000/76240800/76240727/64025b73.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private kitchen](https://images.trvl-media.com/lodging/77000000/76250000/76240800/76240727/bf08c09f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/77000000/76250000/76240800/76240727/28164e8d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### ❤️The Safe House❤️Downtown Newport News!

[](https://www.expedia.ca/Newport-News-Hotels-The-Safe-HouseDowntown-Newport-News.h76240727.Hotel-Information)

Downtown Newport News

8.8/10

Excellent

(10 reviews)

"Quiet and a very cute posh spot. Everything was absolutely beautiful."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

chevon

CA $105

CA $298 total

includes taxes & fees

Feb 8 - Feb 9

[](https://www.expedia.ca/Newport-News-Hotels-The-Safe-HouseDowntown-Newport-News.h76240727.Hotel-Information)

![Smart TV](https://images.trvl-media.com/lodging/124000000/123580000/123573300/123573219/3f9cb20b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private kitchen](https://images.trvl-media.com/lodging/124000000/123580000/123573300/123573219/50f6e35e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Shower, hair dryer, towels, soap](https://images.trvl-media.com/lodging/124000000/123580000/123573300/123573219/39fc9f67.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/124000000/123580000/123573300/123573219/9c22350d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Charming 1-bedroom in-law suite with functional kitchen in pleasant Portsmouth

[](https://www.expedia.ca/Portsmouth-Hotels-Charming-1-Bedroom-In-Law-Suite-With-Functional-Kitchen-In-Pleasant-Portsmouth.h123573219.Hotel-Information)

Portsmouth

8.0/10

Very good

(1 review)

"Host is communicative and relaxed (not trying to micromanage your stay). I forgot to check the pics and descriptions for a microwave but there isn’t one. Alternatively, there is a hot plate and a pot. I gave 4 out of 5 stars due to the coffeemaker not working and having one washcloth for two people but it was pleasant other than that. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Courtney R.

CA $111

CA $210 total

includes taxes & fees

Mar 2 - Mar 3

[](https://www.expedia.ca/Portsmouth-Hotels-Charming-1-Bedroom-In-Law-Suite-With-Functional-Kitchen-In-Pleasant-Portsmouth.h123573219.Hotel-Information)

![Dining](https://images.trvl-media.com/lodging/93000000/92610000/92606300/92606292/39151c14.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/93000000/92610000/92606300/92606292/dd08d610.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, iron/ironing board, travel crib, WiFi](https://images.trvl-media.com/lodging/93000000/92610000/92606300/92606292/2ac76eaa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/93000000/92610000/92606300/92606292/97f217d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Sojourn | Coastal Cottage | 3 BR

[](https://www.expedia.ca/Norfolk-Hotels-Sojourn-Coastal-Cottage-3-BR.h92606292.Hotel-Information)

Willoughby Spit

9.4/10

Exceptional

(34 reviews)

"The house was clean and had everything you need. The neighborhood was quiet. Beach access was just a short walk away and not crowded. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Daniel P.

CA $177

CA $582 total

includes taxes & fees

Mar 9 - Mar 10

[](https://www.expedia.ca/Norfolk-Hotels-Sojourn-Coastal-Cottage-3-BR.h92606292.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/58000000/57140000/57132200/57132151/58ec1214.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/58000000/57140000/57132200/57132151/3df66ccb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, Netflix, streaming services](https://images.trvl-media.com/lodging/58000000/57140000/57132200/57132151/w905h683x60y0-a13e3cc8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/58000000/57140000/57132200/57132151/w904h683x60y0-518ac929.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Home AWAY FROM HOME!!! Franklin, VA<br>(1 BEDROOM)

[](https://www.expedia.ca/Franklin-Hotels-Home-AWAY-FROM-HOME-Franklin.h57132151.Hotel-Information)

Franklin

9.8/10

Exceptional

(43 reviews)

"Wonderful stay. This is a very cute and comfortable place. Will stay here again. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Denise P.

CA $154

CA $219 total

includes taxes & fees

Feb 17 - Feb 18

[](https://www.expedia.ca/Franklin-Hotels-Home-AWAY-FROM-HOME-Franklin.h57132151.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/112000000/111780000/111772000/111771911/66e56432.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/112000000/111780000/111772000/111771911/e762c024.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/112000000/111780000/111772000/111771911/79231a36.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/112000000/111780000/111772000/111771911/5812ceec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Charming 2 bedroom, 2 bath townhome located in Portsmouth, Simple and elegant!!

[](https://www.expedia.ca/Portsmouth-Hotels-Charming-2-Bedroom.h111771911.Hotel-Information)

Portsmouth

9.2/10

Wonderful

(25 reviews)

"The place was noce and quiet. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Tomar B.

CA $137

CA $400 total

includes taxes & fees

Feb 11 - Feb 12

[](https://www.expedia.ca/Portsmouth-Hotels-Charming-2-Bedroom.h111771911.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/53000000/52080000/52074000/52073959/90-2c7becfa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private beach, sun loungers](https://images.trvl-media.com/lodging/53000000/52080000/52074000/52073959/90-7b6f370e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/53000000/52080000/52074000/52073959/90-3c6fbccd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/53000000/52080000/52074000/52073959/63646007.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Water Front Delight on the Bay

[](https://www.expedia.ca/Norfolk-Hotels-Water-Front-Delight-On-The-Bay.h52073959.Hotel-Information)

Willoughby Spit

7.8/10

Good

(25 reviews)

"Everything was very nice really enjoyed "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Deborah B.

CA $136

CA $488 total

includes taxes & fees

Feb 28 - Mar 1

[](https://www.expedia.ca/Norfolk-Hotels-Water-Front-Delight-On-The-Bay.h52073959.Hotel-Information)

![Private kitchen](https://images.trvl-media.com/lodging/125000000/124770000/124768200/124768188/b7c3e72f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/125000000/124770000/124768200/124768188/5d846ea9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/125000000/124770000/124768200/124768188/de3b3c78.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/125000000/124770000/124768200/124768188/537b41f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Magnolia JEM With A Private Entrance

[](https://www.expedia.ca/Suffolk-Hotels-The-Magnolia-JEM-With-A-Private-Entrance.h124768188.Hotel-Information)

Suffolk

CA $137

CA $311 total

includes taxes & fees

Feb 7 - Feb 8

[](https://www.expedia.ca/Suffolk-Hotels-The-Magnolia-JEM-With-A-Private-Entrance.h124768188.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/103000000/102580000/102571200/102571188/8e079238.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/103000000/102580000/102571200/102571188/936f6fe0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/103000000/102580000/102571200/102571188/928839bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/103000000/102580000/102571200/102571188/3eb2eb63.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Large 2 bedroom | Queen beds | Safe Area

[](https://www.expedia.ca/Hampton-Hotels-317A-Perfect-For-Families.h102571188.Hotel-Information)

Wythe

7.8/10

Good

(10 reviews)

"Clean, convenient and comfortable, would stay again."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Riley

CA $130

CA $356 total

includes taxes & fees

Feb 8 - Feb 9

[](https://www.expedia.ca/Hampton-Hotels-317A-Perfect-For-Families.h102571188.Hotel-Information)

![Living area](https://images.trvl-media.com/lodging/111000000/110120000/110115400/110115316/659784d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/111000000/110120000/110115400/110115316/46351826.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/111000000/110120000/110115400/110115316/b60d8a0a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Towels, soap, shampoo, toilet paper](https://images.trvl-media.com/lodging/111000000/110120000/110115400/110115316/6213195f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Charming 2-bedroom house in fabulous Portsmouth with WiFi, AC

[](https://www.expedia.ca/Portsmouth-Hotels-Charming-2-Bedroom-House-In-Fabulous-Portsmouth-With-WiFi.h110115316.Hotel-Information)

Portsmouth

10/10

Exceptional

(1 review)

"Enjoyed our stay,host was very hospital.love to enjoy it again in December "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

earnest d.

CA $185

CA $471 total

includes taxes & fees

Feb 7 - Feb 8

[](https://www.expedia.ca/Portsmouth-Hotels-Charming-2-Bedroom-House-In-Fabulous-Portsmouth-With-WiFi.h110115316.Hotel-Information)

![Dining](https://images.trvl-media.com/lodging/84000000/83020000/83019500/83019454/ce670bfe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/84000000/83020000/83019500/83019454/c993145c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fitness facility](https://images.trvl-media.com/lodging/84000000/83020000/83019500/83019454/w904h683x60y0-f4296147.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/84000000/83020000/83019500/83019454/w903h683x60y0-b1889fa4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### THE"HAVEN" (1 BEDROOM) 

[](https://www.expedia.ca/Franklin-Hotels-THEHAVEN.h83019454.Hotel-Information)

Franklin

9.6/10

Exceptional

(7 reviews)

"Every time we stay it is very clean, well stocked, easy to enter and very quiet. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Neomia L.

CA $166

CA $303 total

includes taxes & fees

Feb 19 - Feb 20

[](https://www.expedia.ca/Franklin-Hotels-THEHAVEN.h83019454.Hotel-Information)

![Golf](https://images.trvl-media.com/lodging/65000000/64590000/64587300/64587284/5a03f497.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/65000000/64590000/64587300/64587284/e6c2ae86.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Marina](https://images.trvl-media.com/lodging/65000000/64590000/64587300/64587284/312ce28c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Golf](https://images.trvl-media.com/lodging/65000000/64590000/64587300/64587284/4a78123f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Luxury Riverfront Condo w/ sunrise & sunset views

[](https://www.expedia.ca/Williamsburg-Hotels-Luxury-Riverfront-Condo-W-Sunrise-Sunset-Views.h64587284.Hotel-Information)

Kingsmill

9.6/10

Exceptional

(73 reviews)

"Great location, easy process"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Dylan G.

CA $233

CA $477 total

includes taxes & fees

Feb 9 - Feb 10

[](https://www.expedia.ca/Williamsburg-Hotels-Luxury-Riverfront-Condo-W-Sunrise-Sunset-Views.h64587284.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/75000000/74240000/74236500/74236461/bc0559e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/75000000/74240000/74236500/74236461/a3a2fd43.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/75000000/74240000/74236500/74236461/c0684cf3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/75000000/74240000/74236500/74236461/d587d827.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 4 Bedroom Cottage - 5 Minutes from both beaches

[](https://www.expedia.ca/Hampton-Hotels-4-Bedroom-Cottage-5-Minutes-From-Both-Beaches.h74236461.Hotel-Information)

Hampton

9.2/10

Wonderful

(27 reviews)

"Clean house. Very easy check in and out process. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Ryan P.

CA $251

CA $678 total

includes taxes & fees

Feb 8 - Feb 9

[](https://www.expedia.ca/Hampton-Hotels-4-Bedroom-Cottage-5-Minutes-From-Both-Beaches.h74236461.Hotel-Information)

![Apartment](https://images.trvl-media.com/lodging/110000000/109380000/109375900/109375825/w3000h1896x0y0-19fdc48a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment](https://images.trvl-media.com/lodging/110000000/109380000/109375900/109375825/w3000h1800x0y0-469e54aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment | Private kitchen](https://images.trvl-media.com/lodging/110000000/109380000/109375900/109375825/w3000h2000x0y0-01aaf81b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment](https://images.trvl-media.com/lodging/110000000/109380000/109375900/109375825/w3000h2816x0y0-e396ee3d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Safe House Downtown Newport News

[](https://www.expedia.ca/Newport-News-Hotels-The-Safe-House-Downtown-Newport-News.h109375825.Hotel-Information)

Downtown Newport News

6.0/10

(1 review)

CA $128

CA $336 total

includes taxes & fees

Feb 8 - Feb 9

[](https://www.expedia.ca/Newport-News-Hotels-The-Safe-House-Downtown-Newport-News.h109375825.Hotel-Information)

![Cottage, 3 Bedrooms | Terrace/patio](https://images.trvl-media.com/lodging/79000000/78280000/78276200/78276199/3bdb2e99.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cottage, 3 Bedrooms | Living room](https://images.trvl-media.com/lodging/79000000/78280000/78276200/78276199/ecce39cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cottage, 3 Bedrooms | Beach](https://images.trvl-media.com/lodging/79000000/78280000/78276200/78276199/b0f90467.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cottage, 3 Bedrooms](https://images.trvl-media.com/lodging/79000000/78280000/78276200/78276199/ae3fe421.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Manor And Mutts #2 3 Bedroom Cottage by RedAwning

[](https://www.expedia.ca/Norfolk-Hotels-Manor-And-Mutts-2-3-Bedroom-Cottage.h78276199.Hotel-Information)

Willoughby Spit

CA $336

CA $814 total

includes taxes & fees

Feb 14 - Feb 15

[](https://www.expedia.ca/Norfolk-Hotels-Manor-And-Mutts-2-3-Bedroom-Cottage.h78276199.Hotel-Information)

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.

[View all properties](https://expedia.ca/Hotel-Search?startDate=2026-02-20&endDate=2026-02-21&regionId=3000460770&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

## Find vacation rentals that suit your style

Aparthotels

[](https://www.expedia.ca/Hotel-Search?destination=Windsor%2C+Virginia%2C+United+States+of+America&regionId=3000460770&latLong=36.812424%2C-76.750946&adults=2&startDate=2026-05-07&d1=2026-05-07&endDate=2026-05-10&d2=2026-05-10&lodging=APART_HOTEL)

Apartments

[](https://www.expedia.ca/Hotel-Search?destination=Windsor%2C+Virginia%2C+United+States+of+America&regionId=3000460770&latLong=36.812424%2C-76.750946&adults=2&startDate=2026-05-07&d1=2026-05-07&endDate=2026-05-10&d2=2026-05-10&lodging=APARTMENT)

Private vacation homes

[](https://www.expedia.ca/Hotel-Search?destination=Windsor%2C+Virginia%2C+United+States+of+America&regionId=3000460770&latLong=36.812424%2C-76.750946&adults=2&startDate=2026-05-07&d1=2026-05-07&endDate=2026-05-10&d2=2026-05-10&lodging=VACATION_HOME)

Villas

[](https://www.expedia.ca/Hotel-Search?destination=Windsor%2C+Virginia%2C+United+States+of+America&regionId=3000460770&latLong=36.812424%2C-76.750946&adults=2&startDate=2026-05-07&d1=2026-05-07&endDate=2026-05-10&d2=2026-05-10&lodging=VILLA)

Cottages

[](https://www.expedia.ca/Hotel-Search?destination=Windsor%2C+Virginia%2C+United+States+of+America&regionId=3000460770&latLong=36.812424%2C-76.750946&adults=2&startDate=2026-05-07&d1=2026-05-07&endDate=2026-05-10&d2=2026-05-10&lodging=COTTAGE)

Condos

[](https://www.expedia.ca/Hotel-Search?destination=Windsor%2C+Virginia%2C+United+States+of+America&regionId=3000460770&latLong=36.812424%2C-76.750946&adults=2&startDate=2026-05-07&d1=2026-05-07&endDate=2026-05-10&d2=2026-05-10&lodging=CONDO)

Cabins

[](https://www.expedia.ca/Hotel-Search?destination=Windsor%2C+Virginia%2C+United+States+of+America&regionId=3000460770&latLong=36.812424%2C-76.750946&adults=2&startDate=2026-05-07&d1=2026-05-07&endDate=2026-05-10&d2=2026-05-10&lodging=CABIN)

Houseboats

[](https://www.expedia.ca/Hotel-Search?destination=Windsor%2C+Virginia%2C+United+States+of+America&regionId=3000460770&latLong=36.812424%2C-76.750946&adults=2&startDate=2026-05-07&d1=2026-05-07&endDate=2026-05-10&d2=2026-05-10&lodging=HOUSE_BOAT)

![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg)

Save an average of 15% on thousands of hotels when you're signed in

[Sign in

](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FWindsor-Vacation-Rentals.d3000460770.Travel-Guide-VacationRentals)[

Sign up, it's free

](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FWindsor-Vacation-Rentals.d3000460770.Travel-Guide-VacationRentals)

## Top Windsor Hotel Reviews

![Comfort Inn & Suites Hampton near Coliseum](https://images.trvl-media.com/lodging/2000000/1550000/1545200/1545185/8b180fc8_y.jpg)

### Comfort Inn & Suites Hampton near Coliseum

10/10 Excellent

"Everything was great"

[](https://expedia.ca/Newport-News-Hotels-Country-Inn-Suites-By-Radisson.h1545185.Hotel-Information)

![Sonesta Simply Suites Hampton](https://images.trvl-media.com/lodging/1000000/70000/67800/67734/975448f7_y.jpg)

### Sonesta Simply Suites Hampton

10/10 Excellent

"Yes, very clean and pointed room. Staff and front desk very cordial. I would stay here again."

[](https://expedia.ca/Newport-News-Hotels-Sonesta-Simply-Suites-Hampton.h67734.Hotel-Information)

![Renaissance Portsmouth-Norfolk Waterfront Hotel](https://images.trvl-media.com/lodging/1000000/480000/473200/473186/d7e991c6_y.jpg)

### Renaissance Portsmouth-Norfolk Waterfront Hotel

10/10 Excellent

"they were very accommodating "

[](https://expedia.ca/Portsmouth-Hotels-Renaissance-Portsmouth-Norfolk-Waterfront-Hotel.h473186.Hotel-Information)

![Embassy Suites by Hilton Hampton Convention Center](https://images.trvl-media.com/lodging/2000000/1180000/1172300/1172219/5d92420f_y.jpg)

### Embassy Suites by Hilton Hampton Convention Center

10/10 Excellent

"The room was clean. In general the facility is well maintained. All the staff was very helpful and warm. The standout is the manager CeeCee. I am not sure if the correct spelling of her name. But, she is everything that hospitality stands for. I plan on calling corporate to sing her praises! Embassy Suites is the product we usually stay at in Ft. Lauderdale for a cruise. It seems like the culture is chain wide. I absolutely enjoyed staying here. We will be back!"

[](https://expedia.ca/Newport-News-Hotels-Embassy-Suites-By-Hilton-Hampton-Convention-Center.h1172219.Hotel-Information)

![Comfort Inn Newport News - Hampton I-64](https://images.trvl-media.com/lodging/1000000/20000/10200/10111/01f0ccae_y.jpg)

### Comfort Inn Newport News - Hampton I-64

10/10 Excellent

"Great"

[](https://expedia.ca/Newport-News-Hotels-Comfort-Inn-Newport-News-Hampton-I-64.h10111.Hotel-Information)

![Hyatt Place Hampton Convention Center](https://images.trvl-media.com/lodging/1000000/10000/7300/7213/89b7821f_y.jpg)

### Hyatt Place Hampton Convention Center

10/10 Excellent

"Es un lugar muy espacioso, muy limpio y el personal muy amable"

[](https://expedia.ca/Newport-News-Hotels-Hyatt-Place-Hampton-Convention-Center.h7213.Hotel-Information)

![Norfolk Waterside Marriott](https://images.trvl-media.com/lodging/1000000/20000/15000/14905/3501760d_y.jpg)

### Norfolk Waterside Marriott

10/10 Excellent

"Everything was great "

[](https://expedia.ca/Norfolk-Hotels-Norfolk-Waterside-Marriott.h14905.Hotel-Information)

![The Landing at Hampton Marina, Tapestry Collection by Hilton](https://images.trvl-media.com/lodging/1000000/10000/3800/3729/eeb2b058_y.jpg)

### The Landing at Hampton Marina, Tapestry Collection by Hilton

10/10 Excellent

"The room was comfortable and in good shape. Ruth at the front desk and the bartender were excellent. Convenient parking (for a fee) and close brew pub were nice. Nice and affordable breakfast - try the tacos! The only negative was the homeless guy begging for money in the bar area while we were enjoying our drinks. "

[](https://expedia.ca/Newport-News-Hotels-The-Landing-At-Hampton-Marina.h3729.Hotel-Information)

![Courtyard by Marriott Norfolk Downtown](https://images.trvl-media.com/lodging/1000000/890000/885900/885842/4fb817e1_y.jpg)

### Courtyard by Marriott Norfolk Downtown

10/10 Excellent

"Room was adequate. Staff was very courteous. Very quiet stay."

[](https://expedia.ca/Norfolk-Hotels-Courtyard-By-Marriott-Norfolk-Downtown.h885842.Hotel-Information)

## Find out more about Windsor

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation 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 or room. 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 vacation just got upgraded.  
  
As much as you love your short-term rental, it’s always good to get out and explore to soak up . 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 . Seeing all the best attractions is bound to make you fall in love with Windsor. Who knows, you may even be tempted to extend your vacation rental 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 vacation 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 short-term rentals, that won’t be hard to do.   

## Explore a world of travel with Expedia

- Trending destinations on Expedia.ca
- All accommodation types in Windsor

### Trending destinations on Expedia.ca

- [Canmore Vacation Rentals ](https://www.expedia.ca/Canmore-Vacation-Rentals.d10131.Travel-Guide-VacationRentals)
- [Maui Vacation Rentals ](https://www.expedia.ca/Maui-Vacation-Rentals.d180073.Travel-Guide-VacationRentals)
- [Kelowna Vacation Rentals ](https://www.expedia.ca/Kelowna-Vacation-Rentals.d3997.Travel-Guide-VacationRentals)
- [Whistler Vacation Rentals ](https://www.expedia.ca/Whistler-Vacation-Rentals.d4115.Travel-Guide-VacationRentals)
- [Florida Vacation Rentals ](https://www.expedia.ca/Destinations-In-Florida.d211.Vacation-Rental-Destinations)
- [Victoria Vacation Rentals ](https://www.expedia.ca/Victoria-Vacation-Rentals.d4138.Travel-Guide-VacationRentals)
- [Vancouver Vacation Rentals ](https://www.expedia.ca/Vancouver-Vacation-Rentals.d178315.Travel-Guide-VacationRentals)
- [Palm Springs Vacation Rentals ](https://www.expedia.ca/Palm-Springs-Vacation-Rentals.d180676.Travel-Guide-VacationRentals)
- [Tofino Vacation Rentals ](https://www.expedia.ca/Tofino-Vacation-Rentals.d6094955.Travel-Guide-VacationRentals)
- [Calgary Vacation Rentals ](https://www.expedia.ca/Calgary-Vacation-Rentals.d178245.Travel-Guide-VacationRentals)
- [Costa Rica Vacation Rentals ](https://www.expedia.ca/Destinations-In-Costa-Rica.d42.Vacation-Rental-Destinations)
- [Vancouver Island Vacation Rentals ](https://www.expedia.ca/Vancouver-Island-Vacation-Rentals.d6058387.Travel-Guide-VacationRentals)
- [Puerto Vallarta Vacation Rentals ](https://www.expedia.ca/Puerto-Vallarta-Vacation-Rentals.d180016.Travel-Guide-VacationRentals)
- [Hawaii Vacation Rentals ](https://www.expedia.ca/Destinations-In-Hawaii.d213.Vacation-Rental-Destinations)
- [Toronto Vacation Rentals ](https://www.expedia.ca/Toronto-Vacation-Rentals.d178314.Travel-Guide-VacationRentals)
- [Banff Vacation Rentals ](https://www.expedia.ca/Banff-Vacation-Rentals.d10550.Travel-Guide-VacationRentals)
- [Penticton Vacation Rentals ](https://www.expedia.ca/Penticton-Vacation-Rentals.d4135.Travel-Guide-VacationRentals)
- [Osoyoos Vacation Rentals ](https://www.expedia.ca/Osoyoos-Vacation-Rentals.d181782.Travel-Guide-VacationRentals)
- [Mont Tremblant Vacation Rentals ](https://www.expedia.ca/Mont-Tremblant-Vacation-Rentals.d55374.Travel-Guide-VacationRentals)
- [Big White Ski Resort Vacation Rentals ](https://www.expedia.ca/Big-White-Ski-Resort-Vacation-Rentals.d6058319.Travel-Guide-VacationRentals)
- [Ontario Vacation Rentals ](https://www.expedia.ca/Destinations-In-Ontario.d11178.Vacation-Rental-Destinations)
- [British Columbia Vacation Rentals ](https://www.expedia.ca/Destinations-In-British-Columbia.d11117.Vacation-Rental-Destinations)
- [Prince Edward Island Vacation Rentals ](https://www.expedia.ca/Destinations-In-Prince-Edward-Island.d6058122.Vacation-Rental-Destinations)
- [Québec Vacation Rentals ](https://www.expedia.ca/Quebec-Vacation-Rentals.d180017.Travel-Guide-VacationRentals)

- [Vacation Homes in Windsor ](https://expedia.ca/Windsor-Private-Vacation-Homes.d3000460770-aaPrivateVacationHomes.Travel-Guide-Accommodation)
- [Apartments in Windsor ](https://expedia.ca/Windsor-Apartments.d3000460770-aaApartments.Travel-Guide-Accommodation)
- [Cottages in Windsor ](https://expedia.ca/Windsor-Cottages.d3000460770-aaCottages.Travel-Guide-Accommodation)
- [Condo Rentals in Windsor ](https://expedia.ca/Windsor-Condos.d3000460770-aaCondos.Travel-Guide-Accommodation)
- [Motels in Windsor ](https://expedia.ca/Windsor-Motels.d3000460770-aaMotels.Travel-Guide-Accommodation)
- [B&B in Windsor ](https://expedia.ca/Windsor-Bed-And-Breakfast.d3000460770-aaBedAndBreakfast.Travel-Guide-Accommodation)
- [Inns in Windsor ](https://expedia.ca/Windsor-Inns.d3000460770-aaInns.Travel-Guide-Accommodation)
- [Cabin Rentals in Windsor ](https://expedia.ca/Windsor-Cabins.d3000460770-aaCabins.Travel-Guide-Accommodation)
- [Villas in Windsor ](https://expedia.ca/Windsor-Villas.d3000460770-aaVillas.Travel-Guide-Accommodation)
- [Aparthotels in Windsor ](https://expedia.ca/Windsor-Apart-Hotels.d3000460770-aaApartHotels.Travel-Guide-Accommodation)
- [Farmstay in Windsor ](https://expedia.ca/Windsor-Agritourism.d3000460770-aaAgritourism.Travel-Guide-Accommodation)
- [Houseboats in Windsor ](https://expedia.ca/Windsor-Houseboats.d3000460770-aaHouseboats.Travel-Guide-Accommodation)
- [Residences in Windsor ](https://expedia.ca/Windsor-Residences.d3000460770-aaResidences.Travel-Guide-Accommodation)

## Frequently asked questions

### Can I find a vacation rental in Windsor?

### What are some of the best vacation home rentals that Windsor has to offer?

### What can I see and do in Windsor?

### What are vacation rentals like in Windsor?

![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg)

## Go further with the Expedia app

Save on select hotels and earn double points when you book on the app. Our app deals help you to save on trips so you can travel more and manage it all on the go.

Scan the QR code with your device camera and download our app