Title: Windsor Vacation Rentals from CA $211: Short-Term Rentals for 2026 | Expedia.ca

[Hotels in Windsor](https://expedia.ca/Windsor-Hotels.d553248634998834412.Travel-Guide-Hotels)[Windsor Car Rentals](https://expedia.ca/Car-Rentals-In-Windsor.d553248634998834412.Car-Rental-Guide)[Windsor Vacation Packages](https://expedia.ca/Windsor.d553248634998834412.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

[Apr 10 - Apr 12](https://www.expedia.ca/Hotel-Search?regionId=553248634998834412&startDate=2026-04-10&endDate=2026-04-12&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[May 22 - May 24](https://www.expedia.ca/Hotel-Search?regionId=553248634998834412&startDate=2026-05-22&endDate=2026-05-24&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[Jun 19 - Jun 21](https://www.expedia.ca/Hotel-Search?regionId=553248634998834412&startDate=2026-06-19&endDate=2026-06-21&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Jul 17 - Jul 19](https://www.expedia.ca/Hotel-Search?regionId=553248634998834412&startDate=2026-07-17&endDate=2026-07-19&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

![Exterior detail](https://images.trvl-media.com/lodging/103000000/102240000/102238400/102238328/fb54d968.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/103000000/102240000/102238400/102238328/e861780f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/103000000/102240000/102238400/102238328/8c094e30.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/103000000/102240000/102238400/102238328/57c0c927.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Studio Apt with Full Kitchen. 1 minute stroll over picturesque bridge into town.

[](https://www.expedia.ca/Peterborough-Hotels-Studio-Apt-With-Full-Kitchen-1-Minute-Stroll-Over-Picturesque-Bridge-Into-Town.h102238328.Hotel-Information)

Peterborough

9.8/10

Exceptional

(33 reviews)

"Fully equipped kitchen, comfortable open floor plan, easy walk to downtown and very hospitable—thank you—we’d like to stay here again next year!"

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

Mark

CA $99

CA $211 total

includes taxes & fees

Mar 26 - Mar 27

[](https://www.expedia.ca/Peterborough-Hotels-Studio-Apt-With-Full-Kitchen-1-Minute-Stroll-Over-Picturesque-Bridge-Into-Town.h102238328.Hotel-Information)

![Smart TV, fireplace, video games, table tennis](https://images.trvl-media.com/lodging/84000000/83650000/83646200/83646193/ba105208.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/84000000/83650000/83646200/83646193/6fe75129.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/84000000/83650000/83646200/83646193/5d386f52.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach towels](https://images.trvl-media.com/lodging/84000000/83650000/83646200/83646193/c378518e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Relaxing Hot Tub Getaway

[](https://www.expedia.ca/Antrim-Hotels-Relaxing-Hot-Tub-Getaway.h83646193.Hotel-Information)

Antrim

9.4/10

Exceptional

(16 reviews)

"We wanted a place where we could eat and spend time together while still having space for everyone else to stretch out and this hit all the right buttons. Family weekend to visit our grandson, a student at nearby NEC, After a 3 hour drive up from the Cape, followed by an afternoon at the mall and restocking his dorm room, the hot tub was just what the doctor ordered!Rebecca is a wonderful host, very responsive, friendly, and helpful!"

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

Jean C.

CA $184

CA $355 total

includes taxes & fees

Mar 25 - Mar 26

[](https://www.expedia.ca/Antrim-Hotels-Relaxing-Hot-Tub-Getaway.h83646193.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/61000000/60670000/60662500/60662471/aff31f77.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/61000000/60670000/60662500/60662471/2a3d5154.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, free WiFi, bed sheets](https://images.trvl-media.com/lodging/61000000/60670000/60662500/60662471/9636317e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/61000000/60670000/60662500/60662471/b6825b40.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Chic Farmhouse Decor | Deck w/View

[](https://www.expedia.ca/Sunapee-Hotels-Chic-Farmhouse-Decor-Deck-Wview.h60662471.Hotel-Information)

Sunapee

10/10

Exceptional

(57 reviews)

"Loved our stay and will definitely return!"

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

Jenifer S.

CA $259

CA $575 total

includes taxes & fees

Mar 25 - Mar 26

[](https://www.expedia.ca/Sunapee-Hotels-Chic-Farmhouse-Decor-Deck-Wview.h60662471.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/114000000/113250000/113244100/113244057/1ee34890.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/114000000/113250000/113244100/113244057/38ded52f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, desk, WiFi, bed sheets](https://images.trvl-media.com/lodging/114000000/113250000/113244100/113244057/f0a4aaca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/114000000/113250000/113244100/113244057/cb8c986c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Charming 16x16 pine cabin in delightful Greenfield New Hampshire with WiFi

[](https://www.expedia.ca/Greenfield-Hotels-Charming-Cabin-In-Delightful-Greenfield-New-Hampshire-With-WiFi-Access.h113244057.Hotel-Information)

Greenfield

10/10

Exceptional

(14 reviews)

"Charming location and beautiful setting. "

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

Cherie G.

CA $229

CA $331 total

includes taxes & fees

Mar 25 - Mar 26

[](https://www.expedia.ca/Greenfield-Hotels-Charming-Cabin-In-Delightful-Greenfield-New-Hampshire-With-WiFi-Access.h113244057.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/124000000/123480000/123474900/123474803/e9299f65.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/124000000/123480000/123474900/123474803/8d950a1b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/124000000/123480000/123474900/123474803/1ee610b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/124000000/123480000/123474900/123474803/870adc30.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Peaceful Family Friendly Private Lake Waterfront Home Close to Beach and Hiking

[](https://www.expedia.ca/Bennington-Hotels-Peaceful-And-Private-Lakefront-Escape-W-Screened-In-Porch-And-Kayaks.h123474803.Hotel-Information)

Bennington

10/10

Exceptional

(12 reviews)

"Good 2-bedroom cabin close to Crotched skiing/boarding. Scenic frozen lake views. Cozy beds. Nice!"

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

Matthew

CA $251

CA $514 total

includes taxes & fees

Mar 25 - Mar 26

[](https://www.expedia.ca/Bennington-Hotels-Peaceful-And-Private-Lakefront-Escape-W-Screened-In-Porch-And-Kayaks.h123474803.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/100000000/99560000/99559800/99559765/3e2d89ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/100000000/99560000/99559800/99559765/w2042h1361x0y0-ffbd6619.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private kitchen](https://images.trvl-media.com/lodging/100000000/99560000/99559800/99559765/5fbd06c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/100000000/99560000/99559800/99559765/2b66aab9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hideaway By The Bay - 20ft boat slip and 4 minutes to Mount Sunapee

[](https://www.expedia.ca/Newbury-Hotels-Hideaway-By-The-Bay-20ft-Boat-Slip-And-4-Minutes-To-Mount-Sunapee.h99559765.Hotel-Information)

Newbury

10/10

Exceptional

(19 reviews)

"We loved our weekend experience at the Hideaway! "

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

Benjamin M.

CA $259

CA $625 total

includes taxes & fees

Mar 25 - Mar 26

[](https://www.expedia.ca/Newbury-Hotels-Hideaway-By-The-Bay-20ft-Boat-Slip-And-4-Minutes-To-Mount-Sunapee.h99559765.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/96000000/95250000/95248300/95248213/6d9f4611.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/96000000/95250000/95248300/95248213/51651967.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach towels](https://images.trvl-media.com/lodging/96000000/95250000/95248300/95248213/e7bb7a3c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/96000000/95250000/95248300/95248213/0b135085.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Private Hot Tub Suite

[](https://www.expedia.ca/Antrim-Hotels-Private-Hot-Tub-Suite.h95248213.Hotel-Information)

Antrim

8.4/10

Very good

(11 reviews)

"Host was communicative and helpful with some specific questions we had. The apartment was in a cute older house, nicely updated and set up for guests. Everything was nicely labeled to be easy to find. The hot tub was great as well!"

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

Sarah H.

CA $184

CA $355 total

includes taxes & fees

Mar 29 - Mar 30

[](https://www.expedia.ca/Antrim-Hotels-Private-Hot-Tub-Suite.h95248213.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/100000000/99270000/99266000/99265952/w505h683x260y0-72ec8d92.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/100000000/99270000/99266000/99265952/w506h683x259y0-0378a284.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/100000000/99270000/99266000/99265952/w509h683x258y0-02581c4d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/100000000/99270000/99266000/99265952/b42bfe82.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Sugar River Treehouse -relaxing escape among the trees on the serene Sugar River

[](https://www.expedia.ca/Newport-Hotels-Sugar-River-Treehouse-Relaxing-Escape-Among-The-Trees-On-The-Serene-Sugar-River.h99265952.Hotel-Information)

Newport

9.8/10

Exceptional

(21 reviews)

"The tree house was just as pictured, beautiful inside and we had great views of the River. It was a great trip and we look forward to coming back!"

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

Kimberly R.

CA $247

CA $517 total

includes taxes & fees

Mar 25 - Mar 26

[](https://www.expedia.ca/Newport-Hotels-Sugar-River-Treehouse-Relaxing-Escape-Among-The-Trees-On-The-Serene-Sugar-River.h99265952.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/112000000/112000000/111998700/111998634/1f49fb0d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/112000000/112000000/111998700/111998634/f0bba734.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/112000000/112000000/111998700/111998634/b112f7a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/112000000/112000000/111998700/111998634/ab414fef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Owl's Nest Treehouse

[](https://www.expedia.ca/Alstead-Hotels-Owls-Nest-Treehouse.h111998634.Hotel-Information)

Alstead

10/10

Exceptional

(20 reviews)

"We loved our stay at The Owls Nest! The location was very private, and everything was exceptionally clean. Perfect for a quick weekend getaway to relax. Would highly recommend for a couple looking to enjoy a quiet weekend. "

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

Samantha R.

CA $377

CA $466 total

includes taxes & fees

Mar 25 - Mar 26

[](https://www.expedia.ca/Alstead-Hotels-Owls-Nest-Treehouse.h111998634.Hotel-Information)

![Exterior detail](https://images.trvl-media.com/lodging/47000000/46560000/46559000/46558949/50d52884.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, iron/ironing board, bed sheets](https://images.trvl-media.com/lodging/47000000/46560000/46559000/46558949/7e73cdec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/47000000/46560000/46559000/46558949/27b89838.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Snow and ski sports](https://images.trvl-media.com/lodging/47000000/46560000/46559000/46558949/572895c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Brook Road Condo

[](https://www.expedia.ca/Goshen-Hotels-Brook-Road-Condo.h46558949.Hotel-Information)

Goshen

8.8/10

Excellent

(15 reviews)

"Location was great"

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

Andrew P.

CA $233

CA $444 total

includes taxes & fees

Mar 25 - Mar 26

[](https://www.expedia.ca/Goshen-Hotels-Brook-Road-Condo.h46558949.Hotel-Information)

![Outdoor spa tub](https://images.trvl-media.com/lodging/98000000/97320000/97317700/97317603/019323ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/98000000/97320000/97317700/97317603/89c4c4df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/98000000/97320000/97317700/97317603/ee17c612.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/98000000/97320000/97317700/97317603/31e9eac5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Modern Downtown 12ppl Hot Tub Fire Pit Games

[](https://www.expedia.ca/Keene-Hotels-Downtown-Hot-Tub-Escape.h97317603.Hotel-Information)

Keene

9.6/10

Exceptional

(22 reviews)

"Nice house in a nice location. "

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

Rob B.

CA $192

CA $407 total

includes taxes & fees

Mar 25 - Mar 26

[](https://www.expedia.ca/Keene-Hotels-Downtown-Hot-Tub-Escape.h97317603.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/89000000/88130000/88121300/88121252/52e77ab5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom](https://images.trvl-media.com/lodging/89000000/88130000/88121300/88121252/4eca86a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/89000000/88130000/88121300/88121252/8d1c9306.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/89000000/88130000/88121300/88121252/673bab4e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Room 10 - Queen Room

[](https://www.expedia.ca/Francestown-Hotels-Room-10-Queen-Room.h88121252.Hotel-Information)

Francestown

10/10

Exceptional

(1 review)

"Easy access to skiing Crotched mountain, great breakfast and dinner! Lovely people!"

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

j l.

CA $220

CA $270 total

includes taxes & fees

Mar 25 - Mar 26

[](https://www.expedia.ca/Francestown-Hotels-Room-10-Queen-Room.h88121252.Hotel-Information)

![TV](https://images.trvl-media.com/lodging/47000000/46560000/46559000/46558945/37d6047a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/47000000/46560000/46559000/46558945/b51e78a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/47000000/46560000/46559000/46558945/e5e04820.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/47000000/46560000/46559000/46558945/w997h909x1y0-4d70501b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Brook Road Cabin

[](https://www.expedia.ca/Goshen-Hotels-Brook-Road-Cabin.h46558945.Hotel-Information)

Goshen

9.8/10

Exceptional

(17 reviews)

"Would go back!"

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

Elizabeth C.

CA $233

CA $444 total

includes taxes & fees

Mar 25 - Mar 26

[](https://www.expedia.ca/Goshen-Hotels-Brook-Road-Cabin.h46558945.Hotel-Information)

![Family Cabin, 2 Bedrooms, Mountain View | Living room](https://images.trvl-media.com/lodging/36000000/35090000/35090000/35089946/2061befc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Point of interest](https://images.trvl-media.com/lodging/36000000/35090000/35090000/35089946/fc4a7c4f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Family Cabin, 2 Bedrooms, Mountain View | Private kitchen](https://images.trvl-media.com/lodging/36000000/35090000/35090000/35089946/dfc2abda.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Family Cabin, 2 Bedrooms, Mountain View | View from room](https://images.trvl-media.com/lodging/36000000/35090000/35090000/35089946/380a9c06.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Brook Road Cabin

[](https://www.expedia.ca/Goshen-Hotels-Brook-Road-Cottage.h35089946.Hotel-Information)

Goshen

7.8/10

Good

(9 reviews)

"In the aftermath of 30+” of snow we dug out and sought a new location with power and hot showers. How blessed we were to find this gem. A point of refuge and some much needed R&R. Cabin was quaint, warm, and comfortable, and the host was attentive and welcoming. Thank you for this port in the storm. 😊"

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

Jill

[](https://www.expedia.ca/Goshen-Hotels-Brook-Road-Cottage.h35089946.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/61000000/60670000/60662500/60662486/4c9c72c4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/61000000/60670000/60662500/60662486/e573c8ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/61000000/60670000/60662500/60662486/b6f8d509.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/61000000/60670000/60662500/60662486/4e8dce39.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Unique Treehouse Near Mt Sunapee

[](https://www.expedia.ca/Newbury-Hotels-Luxurious-Two-Story-Treehouse-Minutes-From-Skiing-Peaceful.h60662486.Hotel-Information)

Newbury

10/10

Exceptional

(29 reviews)

"Great stay. Had a wonderful time."

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

Chris P.

CA $327

CA $616 total

includes taxes & fees

Mar 25 - Mar 26

[](https://www.expedia.ca/Newbury-Hotels-Luxurious-Two-Story-Treehouse-Minutes-From-Skiing-Peaceful.h60662486.Hotel-Information)

![TV, fireplace, books](https://images.trvl-media.com/lodging/108000000/107610000/107603000/107602909/8cea4885.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach nearby](https://images.trvl-media.com/lodging/108000000/107610000/107603000/107602909/2ed7e619.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/108000000/107610000/107603000/107602909/412da12e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/108000000/107610000/107603000/107602909/629fe5c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### @SunapeeSeasons—Across from Dewey Beach, Lake View, 8 Min. from Mt. Sunapee

[](https://www.expedia.ca/Sunapee-Hotels-SunapeeSeasonsAcross-From-Dewey-Beach.h107602909.Hotel-Information)

Sunapee

10/10

Exceptional

(20 reviews)

"Great home. The hosts were accessible and responded quickly to questions. Definitely will stay there again!"

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

Ellen V.

CA $210

CA $597 total

includes taxes & fees

Mar 29 - Mar 30

[](https://www.expedia.ca/Sunapee-Hotels-SunapeeSeasonsAcross-From-Dewey-Beach.h107602909.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/59000000/58110000/58105000/58104997/0324f2fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/59000000/58110000/58105000/58104997/8bfc8dce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/59000000/58110000/58105000/58104997/f52914b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool](https://images.trvl-media.com/lodging/59000000/58110000/58105000/58104997/b1a45038.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Ski Minutes Away & Pool Onsite

[](https://www.expedia.ca/Manchester-Hotels-The-Only-One-On-Earth.h58104997.Hotel-Information)

Henniker

10/10

Exceptional

(9 reviews)

"A lovely place to stay while visiting the area for the weekend. Key pad check in was seamless, and communication with the host was top notch. Would recommend and stay here again!"

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

Sarah A.

CA $308

CA $694 total

includes taxes & fees

Mar 29 - Mar 30

[](https://www.expedia.ca/Manchester-Hotels-The-Only-One-On-Earth.h58104997.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/101000000/100540000/100538400/100538389/81ff9d6a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/101000000/100540000/100538400/100538389/83d1a856.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/101000000/100540000/100538400/100538389/6b0e5b60.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, travel crib, WiFi, bed sheets](https://images.trvl-media.com/lodging/101000000/100540000/100538400/100538389/cba81200.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Lake Front Family Friendly Escape

[](https://www.expedia.ca/Newport-Hotels-Lake-Front-Family-Friendly-Escape.h100538389.Hotel-Information)

Newport

10/10

Exceptional

(4 reviews)

"Great visit! The house is perfectly outfitted for a relaxing vacation. Super clean and updated. Really enjoyed the warm waters of Crescent Lake!"

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

Ann R.

CA $148

CA $479 total

includes taxes & fees

Mar 31 - Apr 1

[](https://www.expedia.ca/Newport-Hotels-Lake-Front-Family-Friendly-Escape.h100538389.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/113000000/112360000/112353800/112353728/8616febc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/113000000/112360000/112353800/112353728/6d559fb6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/113000000/112360000/112353800/112353728/293067a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/113000000/112360000/112353800/112353728/691107c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Spring Ski vacation bookings are here and NH Maple Weekend!

[](https://www.expedia.ca/Bradford-Hotels-Charming-Year-Round-2-Bedroom-2-Bath-House.h112353728.Hotel-Information)

Sutton

10/10

Exceptional

(19 reviews)

"Perfect house for our stay!"

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

Shelley R.

CA $246

CA $557 total

includes taxes & fees

Apr 6 - Apr 7

[](https://www.expedia.ca/Bradford-Hotels-Charming-Year-Round-2-Bedroom-2-Bath-House.h112353728.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/38000000/37280000/37273700/37273678/791eda44.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/38000000/37280000/37273700/37273678/0d7fa9f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, stereo](https://images.trvl-media.com/lodging/38000000/37280000/37273700/37273678/0ebe8a5b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/38000000/37280000/37273700/37273678/c416d857.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Boutique Cottage | Patio & Fire Pit | Deck w/ View

[](https://www.expedia.ca/New-London-Hotels-Boutique-Cottage-Patio-Fire-Pit-Deck-W-View.h37273678.Hotel-Information)

New London

10/10

Exceptional

(104 reviews)

"Lovely home. Very clean and nicely renovated. Will stay again when back in the area!"

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

Cheryl S.

CA $333

CA $794 total

includes taxes & fees

Mar 25 - Mar 26

[](https://www.expedia.ca/New-London-Hotels-Boutique-Cottage-Patio-Fire-Pit-Deck-W-View.h37273678.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=2026-04-07&endDate=2026-04-08&regionId=553248634998834412&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

## Find vacation rentals that suit your style

Apartments

[](https://www.expedia.ca/Hotel-Search?destination=Windsor%2C+New+Hampshire%2C+United+States+of+America&regionId=553248634998834412&latLong=43.142628%2C-72.026123&adults=2&startDate=2026-06-22&d1=2026-06-22&endDate=2026-06-25&d2=2026-06-25&lodging=APARTMENT)

Cabins

[](https://www.expedia.ca/Hotel-Search?destination=Windsor%2C+New+Hampshire%2C+United+States+of+America&regionId=553248634998834412&latLong=43.142628%2C-72.026123&adults=2&startDate=2026-06-22&d1=2026-06-22&endDate=2026-06-25&d2=2026-06-25&lodging=CABIN)

Private vacation homes

[](https://www.expedia.ca/Hotel-Search?destination=Windsor%2C+New+Hampshire%2C+United+States+of+America&regionId=553248634998834412&latLong=43.142628%2C-72.026123&adults=2&startDate=2026-06-22&d1=2026-06-22&endDate=2026-06-25&d2=2026-06-25&lodging=VACATION_HOME)

Cottages

[](https://www.expedia.ca/Hotel-Search?destination=Windsor%2C+New+Hampshire%2C+United+States+of+America&regionId=553248634998834412&latLong=43.142628%2C-72.026123&adults=2&startDate=2026-06-22&d1=2026-06-22&endDate=2026-06-25&d2=2026-06-25&lodging=COTTAGE)

Chalets

[](https://www.expedia.ca/Hotel-Search?destination=Windsor%2C+New+Hampshire%2C+United+States+of+America&regionId=553248634998834412&latLong=43.142628%2C-72.026123&adults=2&startDate=2026-06-22&d1=2026-06-22&endDate=2026-06-25&d2=2026-06-25&lodging=CHALET)

![](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.d553248634998834412.Travel-Guide-VacationRentals)[

Sign up, it's free

](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FWindsor-Vacation-Rentals.d553248634998834412.Travel-Guide-VacationRentals)

## Top Windsor Hotel Reviews

![Days Inn by Wyndham Keene NH](https://images.trvl-media.com/lodging/1000000/60000/50400/50340/f71e05d0_y.jpg)

### Days Inn by Wyndham Keene NH

2/10 Terrible

"Our room for the night was gross. The blankets had brown smears on them, the bathroom had hair and dirt everywhere, the tv wouldn't change channels, and to top it off the fire alarms battery compartment was open with absolutely no batteries in it. This place was cheaper for the area, so I didn't have high hopes for it to begin with, but it was much worse than expected. Will not recommend and will not be back. "

[](https://expedia.ca/Keene-Hotels-Days-Inn-By-Wyndham-Keene-NH.h50340.Hotel-Information)

![Best Western Plus Keene Hotel](https://images.trvl-media.com/lodging/1000000/20000/16000/15916/w3837h2556x3y4-4a5edcca_y.jpg)

### Best Western Plus Keene Hotel

8/10 Good

"Room was fine. Only stayed one night for a quick trip. Didn't realize that the restaurant was closed on Sundays. Was looking for a meal after a long drive, but there were plenty of places to eat in the area. "

[](https://expedia.ca/Keene-Hotels-Best-Western-Plus-Keene-Hotel.h15916.Hotel-Information)

![Hampton Inn & Suites Keene](https://images.trvl-media.com/lodging/71000000/70960000/70959000/70958919/f95623cd_y.jpg)

### Hampton Inn & Suites Keene

8/10 Good

"fine"

[](https://expedia.ca/Keene-Hotels-Hampton-Inn-Suites-Keene.h70958919.Hotel-Information)

![Newport Motel](https://images.trvl-media.com/lodging/24000000/23980000/23973200/23973185/14735605_y.jpg)

### Newport Motel

8/10 Good

"The room was very large and clean. There was a lot of empty space, though. They could fit a couch in there to make it more cozy. Bed was comfy and room had a large modern TV and cable. Noise traveled from outside but not too bad. The door was hard to shut all the way and lock without some effort. The heating unit was very loud but worked well. Wish the towels were larger. A decent value compared to other hotels in the area. "

[](https://expedia.ca/Newport-Hotels-Newport-Motel.h23973185.Hotel-Information)

![Hideaway Inn Mt.Sunapee](https://images.trvl-media.com/lodging/121000000/120350000/120341300/120341253/7f350a77_y.jpg)

### Hideaway Inn Mt.Sunapee

8/10 Good

"there a few empty snack food wrappers under the bed so I guess that area hadn't been cleaned Also the window was not well sealed so the traffic noise was audible in the room-we were facing the road otherwise ok, weird not having anyone there to greet you or onsite "

[](https://expedia.ca/Newbury-Hotels-Hideaway-Inn-Mt-Snow.h120341253.Hotel-Information)

![Brook Road Inn](https://images.trvl-media.com/lodging/36000000/35090000/35089600/35089593/bb112e69_y.jpg)

### Brook Road Inn

2/10 Terrible

"I never received a message from the hotel how to check in or enter the building as it was a self check in system. I called and their response was we sent you multiple texts to enter CC information, which I never did. Even on the phone I wasn’t receiving anything while standing outside in the cold. Not sure why this happened but it was unfortunate and I didn’t end up staying. Only until I was 30 minutes on my way home I got the message. They need to do a better follow up for guests so this doesn’t happen again. "

[](https://expedia.ca/Goshen-Hotels-Brook-Road-Inn.h35089593.Hotel-Information)

![The Burrell House](https://images.trvl-media.com/lodging/73000000/72620000/72611300/72611296/a0cdde49_y.jpg)

### The Burrell House

10/10 Excellent

"Easy parking, safe environment. Lovely Inn. I would highly recommend it."

[](https://expedia.ca/Keene-Hotels-The-Burrell-House.h72611296.Hotel-Information)

![Colby Hill Inn](https://images.trvl-media.com/lodging/22000000/21960000/21950200/21950172/89fcafb1_y.jpg)

### Colby Hill Inn

10/10 Excellent

"A wonderful stay. Clean and comfortable rooms and friendly helpful staff. The included breakfast is astonishing. The restaurant is terrific. The setting couldn’t be more idyllic. "

[](https://expedia.ca/Henniker-Hotels-Colby-Hill-Inn.h21950172.Hotel-Information)

![The New London Inn](https://images.trvl-media.com/lodging/2000000/1210000/1203200/1203156/3a3b06c7_y.jpg)

### The New London Inn

10/10 Excellent

"Only bar in the area open late. Very friendly staff"

[](https://expedia.ca/New-London-Hotels-The-New-London-Inn.h1203156.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.d553248634998834412-aaPrivateVacationHomes.Travel-Guide-Accommodation)
- [Cottages in Windsor ](https://expedia.ca/Windsor-Cottages.d553248634998834412-aaCottages.Travel-Guide-Accommodation)
- [Apartments in Windsor ](https://expedia.ca/Windsor-Apartments.d553248634998834412-aaApartments.Travel-Guide-Accommodation)
- [Resorts in Windsor ](https://expedia.ca/Windsor-Resort-Hotels.d553248634998834412-aaResortHotels.Travel-Guide-Accommodation)
- [Cabin Rentals in Windsor ](https://expedia.ca/Windsor-Cabins.d553248634998834412-aaCabins.Travel-Guide-Accommodation)
- [Guest Houses in Windsor ](https://expedia.ca/Windsor-Guest-Houses.d553248634998834412-aaGuestHouses.Travel-Guide-Accommodation)
- [B&B in Windsor ](https://expedia.ca/Windsor-Bed-And-Breakfast.d553248634998834412-aaBedAndBreakfast.Travel-Guide-Accommodation)
- [Lodges in Windsor ](https://expedia.ca/Windsor-Lodges.d553248634998834412-aaLodges.Travel-Guide-Accommodation)
- [Farmstay in Windsor ](https://expedia.ca/Windsor-Agritourism.d553248634998834412-aaAgritourism.Travel-Guide-Accommodation)
- [Chalets in Windsor ](https://expedia.ca/Windsor-Chalets.d553248634998834412-aaChalets.Travel-Guide-Accommodation)
- [Inns in Windsor ](https://expedia.ca/Windsor-Inns.d553248634998834412-aaInns.Travel-Guide-Accommodation)
- [Motels in Windsor ](https://expedia.ca/Windsor-Motels.d553248634998834412-aaMotels.Travel-Guide-Accommodation)
- [Condo Rentals in Windsor ](https://expedia.ca/Windsor-Condos.d553248634998834412-aaCondos.Travel-Guide-Accommodation)

## Frequently asked questions

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

### What's the top vacation rental in Windsor?

### How many vacation rentals will I find in Windsor?

### What’s there to see and do in Windsor?

### What’s a vacation rental in Windsor like?

![](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