Title: Windsor Vacation Home Rentals from CA $416: Search Top Private Vacation Homes for Rent | Expedia.ca

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![A neat place to walk  around an explore](https://images.trvl-media.com/place/7881/9675231b-9d1e-4af8-9ac0-4a4684345ff1.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

Photo by mike dobias

![](https://images.trvl-media.com/place/7881/9675231b-9d1e-4af8-9ac0-4a4684345ff1.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

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## Check prices for these dates

In two weeks

[Jan 30 - Feb 1](https://www.expedia.ca/Hotel-Search?regionId=7881&startDate=2026-01-30&endDate=2026-02-01&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Mar 13 - Mar 15](https://www.expedia.ca/Hotel-Search?regionId=7881&startDate=2026-03-13&endDate=2026-03-15&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[Apr 10 - Apr 12](https://www.expedia.ca/Hotel-Search?regionId=7881&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 four months

[May 8 - May 10](https://www.expedia.ca/Hotel-Search?regionId=7881&startDate=2026-05-08&endDate=2026-05-10&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 homes

![Comfort Townhome | In-room dining](https://images.trvl-media.com/lodging/47000000/46990000/46981400/46981398/483cb73a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Comfort Townhome | Living area](https://images.trvl-media.com/lodging/47000000/46990000/46981400/46981398/4a850f7e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Point of interest](https://images.trvl-media.com/lodging/47000000/46990000/46981400/46981398/5f47804a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Comfort Townhome | Private kitchen](https://images.trvl-media.com/lodging/47000000/46990000/46981400/46981398/94f81059.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Goshen

[](https://www.expedia.ca/Goshen-Hotels-Brook-Road-Flat.h46981398.Hotel-Information)

8.8/10

Excellent

(3 reviews)

"Convenient location, quiet and rural. Accommodations were clean and neat. Nice to have full kitchen for meal prep and snacks."

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

Margaret

CA $256

CA $416 total

includes taxes & fees

Jan 19 - Jan 20

[](https://www.expedia.ca/Goshen-Hotels-Brook-Road-Flat.h46981398.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)

![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)

![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/47000000/46560000/46559000/46558949/00acbbe3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Goshen

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

8.8/10

Excellent

(14 reviews)

"Nice place close to the mountain!"

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

Kevin N.

CA $236

CA $449 total

includes taxes & fees

Jan 19 - Jan 20

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

![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)

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

### Vacation Home in Sunapee

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

10/10

Exceptional

(18 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 $250

CA $649 total

includes taxes & fees

Jan 26 - Jan 27

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

![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)

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

### Vacation Home in Newport

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

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 $154

CA $485 total

includes taxes & fees

Jan 28 - Jan 29

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

![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)

![Interior](https://images.trvl-media.com/lodging/100000000/99270000/99266000/99265952/w507h683x259y0-21bbc4b2.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)

### Vacation Home in Newport

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

9.8/10

Exceptional

(19 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 $250

CA $523 total

includes taxes & fees

Jan 18 - Jan 19

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

![TV, fireplace, computer monitors](https://images.trvl-media.com/lodging/112000000/111560000/111559000/111558928/6adbe003.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![4 bedrooms, travel crib, WiFi, bed sheets](https://images.trvl-media.com/lodging/112000000/111560000/111559000/111558928/1a23669f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/112000000/111560000/111559000/111558928/074b6d91.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace, computer monitors](https://images.trvl-media.com/lodging/112000000/111560000/111559000/111558928/62518082.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in New London

[](https://www.expedia.ca/New-London-Hotels-Elysium-On-Little-Sunapee-Dock.h111558928.Hotel-Information)

9.8/10

Exceptional

(11 reviews)

"Great Lake house with all the amenities you need for a great week!! Kitchen is well stocked. Wonderful hosts!"

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

Caren H.

CA $263

CA $973 total

includes taxes & fees

Jan 27 - Jan 28

[](https://www.expedia.ca/New-London-Hotels-Elysium-On-Little-Sunapee-Dock.h111558928.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/101000000/100510000/100501900/100501897/adb899cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/101000000/100510000/100501900/100501897/b023884e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/101000000/100510000/100501900/100501897/f1b12770.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/101000000/100510000/100501900/100501897/c9400bbc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Killington

[](https://www.expedia.ca/Killington-Hotels-CozyDen-AC.h100501897.Hotel-Information)

10/10

Exceptional

(1 review)

"Very quiet and private feeling even though it is in a condo like setting. Very clean, and had all the conveniences we needed (A/C, coffee maker, full kitchen appliances). And so kind and personal to leave some souvenirs of the area. We felt very comfortable when every we finished our day of sightseeing to come back to our home away from home. "

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

denise k.

CA $202

CA $496 total

includes taxes & fees

Jan 19 - Jan 20

[](https://www.expedia.ca/Killington-Hotels-CozyDen-AC.h100501897.Hotel-Information)

![Dining](https://images.trvl-media.com/lodging/102000000/101480000/101473400/101473310/4ae7b7c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/102000000/101480000/101473400/101473310/df792487.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/102000000/101480000/101473400/101473310/d409cd42.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/102000000/101480000/101473400/101473310/95264663.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Chester Depot

[](https://www.expedia.ca/Chester-Hotels-Charming-Chester-Farmhouse-Peaceful-And-Close-To-Everything.h101473310.Hotel-Information)

9.6/10

Exceptional

(17 reviews)

"This was my second time staying at this property. Everything was great just like last year. I highly recommend it if you are staying in Chester, VT. "

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

Lori N.

CA $221

CA $499 total

includes taxes & fees

Jan 19 - Jan 20

[](https://www.expedia.ca/Chester-Hotels-Charming-Chester-Farmhouse-Peaceful-And-Close-To-Everything.h101473310.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)

![Exterior](https://images.trvl-media.com/lodging/61000000/60670000/60662500/60662486/w1200h798x0y2-3437490d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/61000000/60670000/60662500/60662486/a70c1797.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/61000000/60670000/60662500/60662486/a0dbd5c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Newbury

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

10/10

Exceptional

(26 reviews)

"Great stay. Had a wonderful time."

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

Chris P.

CA $337

CA $631 total

includes taxes & fees

Jan 19 - Jan 20

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

![TV, fireplace, DVD player, offices](https://images.trvl-media.com/lodging/89000000/88790000/88782200/88782113/1ef06e78.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/89000000/88790000/88782200/88782113/033fff9b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/89000000/88790000/88782200/88782113/3eb39c8d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor spa tub](https://images.trvl-media.com/lodging/89000000/88790000/88782200/88782113/cb4760e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Quechee

[](https://www.expedia.ca/White-River-Junction-Hotels-Spa.h88782113.Hotel-Information)

9.8/10

Exceptional

(6 reviews)

"Appreciated the large outdoor deck area, grill, and plenty of space for the family to relax."

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

Maryanne C.

CA $244

CA $842 total

includes taxes & fees

Jan 29 - Jan 30

[](https://www.expedia.ca/White-River-Junction-Hotels-Spa.h88782113.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)

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

![Interior](https://images.trvl-media.com/lodging/61000000/60670000/60662500/60662471/9e08470f.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)

### Vacation Home in Sunapee

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

10/10

Exceptional

(51 reviews)

"This place is pristine and very cozy. Bed's are insanely comfortable too. Will definitely try to stay there again. "

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

Peter S.

CA $305

CA $634 total

includes taxes & fees

Jan 25 - Jan 26

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

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/120000000/119100000/119097900/119097860/8ba7a989.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/120000000/119100000/119097900/119097860/f70b9d9f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/120000000/119100000/119097900/119097860/151a7dcc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/120000000/119100000/119097900/119097860/a40db391.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Killington

[](https://www.expedia.ca/Killington-Hotels-Luxury-Condo-Tucked-In-The-Heart-Of-Killington.h119097860.Hotel-Information)

8.0/10

Very good

(1 review)

"The condo was in a beautiful location but was rather isolated from grocery and dining options. Our host was good at communicating however we received a message about the fireplace not being available to us a day before we came and we got there in the dark with no lights on. The condo itself could not really be called "luxury" as it was dated and lacked some basics like soap in the bathroom, a towel hook in the 1/2 bath, kleenex, cracked dishes, etc. Liked that it was near a waterfall and hiking...

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

Dean

CA $225

CA $531 total

includes taxes & fees

Jan 27 - Jan 28

[](https://www.expedia.ca/Killington-Hotels-Luxury-Condo-Tucked-In-The-Heart-Of-Killington.h119097860.Hotel-Information)

![3 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/79000000/78350000/78342500/78342432/244b8f71.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/79000000/78350000/78342500/78342432/809fbf0e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor spa tub](https://images.trvl-media.com/lodging/79000000/78350000/78342500/78342432/0b045033.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/79000000/78350000/78342500/78342432/d0ddad63.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Bridgewater

[](https://www.expedia.ca/Bridgewater-Corners-Hotels-NEW-Blueberry-Hill-Escape-Pet-Friendly-King-Bed-Fire-Pit-Grill.h78342432.Hotel-Information)

9.6/10

Exceptional

(17 reviews)

"Very nice home! Plenty of room for everyone and a short drive to the mountain! Perfect "

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

Gerri B.

CA $301

CA $831 total

includes taxes & fees

Jan 21 - Jan 22

[](https://www.expedia.ca/Bridgewater-Corners-Hotels-NEW-Blueberry-Hill-Escape-Pet-Friendly-King-Bed-Fire-Pit-Grill.h78342432.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/106000000/105780000/105777700/105777639/6f79e5c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace](https://images.trvl-media.com/lodging/106000000/105780000/105777700/105777639/bc6eb20b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/106000000/105780000/105777700/105777639/edbb7161.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace](https://images.trvl-media.com/lodging/106000000/105780000/105777700/105777639/583d8f0b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Killington

[](https://www.expedia.ca/Killington-Hotels-Fun-In-Fun-Out-Ski-Home-Main-Floor-Renovated-3BR2BA-Hot-Tub-Lift-Tickets.h105777639.Hotel-Information)

10/10

Exceptional

(1 review)

"Such an awesome place! The booking/check-in process was seamless and the location cannot be beat! Will definitely be booking again. "

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

Catherine S.

CA $344

CA $992 total

includes taxes & fees

Jan 19 - Jan 20

[](https://www.expedia.ca/Killington-Hotels-Fun-In-Fun-Out-Ski-Home-Main-Floor-Renovated-3BR2BA-Hot-Tub-Lift-Tickets.h105777639.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/23000000/22870000/22865900/22865847/fe1abb51.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/23000000/22870000/22865900/22865847/ad47e382.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/23000000/22870000/22865900/22865847/faf90773.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/23000000/22870000/22865900/22865847/1516e7fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Ludlow

[](https://www.expedia.ca/Ludlow-Hotels-Short-Walk-To-Shops.h22865847.Hotel-Information)

9.8/10

Exceptional

(104 reviews)

"Had a wonderful stay. Clean,well kept and cozy."

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

Edwin G.

CA $300

CA $613 total

includes taxes & fees

Jan 20 - Jan 21

[](https://www.expedia.ca/Ludlow-Hotels-Short-Walk-To-Shops.h22865847.Hotel-Information)

![Smart TV, fireplace, video games, books](https://images.trvl-media.com/lodging/42000000/41900000/41897300/41897267/0d7d95c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, video games, books](https://images.trvl-media.com/lodging/42000000/41900000/41897300/41897267/2e388edf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/42000000/41900000/41897300/41897267/60d61b11.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/42000000/41900000/41897300/41897267/f211031c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Mt Holly

[](https://www.expedia.ca/Mount-Holly-Hotels-Charming-Family-Ski-Chalet-Less-Than-5-Minutes-Drive-To-OkemoJackson-Gore.h41897267.Hotel-Information)

9.8/10

Exceptional

(36 reviews)

"Wonderful cabin, well stocked, host was attentive and quick to address any questions."

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

Eyal O.

CA $356

CA $900 total

includes taxes & fees

Jan 20 - Jan 21

[](https://www.expedia.ca/Mount-Holly-Hotels-Charming-Family-Ski-Chalet-Less-Than-5-Minutes-Drive-To-OkemoJackson-Gore.h41897267.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/120000000/119680000/119670400/119670317/3ee2c4f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/120000000/119680000/119670400/119670317/b4eae74c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/120000000/119680000/119670400/119670317/696bbd7c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/120000000/119680000/119670400/119670317/92d9e3b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Hartford

[](https://www.expedia.ca/White-River-Junction-Hotels-Lovely-4-Bedroom-House-With-Views-In-Hartford.h119670317.Hotel-Information)

8.0/10

Very good

(2 reviews)

"The house was absolutely beautiful. A unique mix of modern and 70’s. The layout was spot on . We were only there one night , a very quick stop over but it was so comfortable and cozy. The host was so easy to communicate with and was very accommodating. Plenty of room to sleep a large group and the views….you have to see in person. Stunning . I travel a lot and use VRBO for all of my travels. This was one of the best experiences I have had . I recommend 100%. "

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

Mary Anne C.

CA $333

CA $678 total

includes taxes & fees

Jan 20 - Jan 21

[](https://www.expedia.ca/White-River-Junction-Hotels-Lovely-4-Bedroom-House-With-Views-In-Hartford.h119670317.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/121000000/120660000/120652400/120652390/19bccfea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, free WiFi, bed sheets](https://images.trvl-media.com/lodging/121000000/120660000/120652400/120652390/35d88107.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/121000000/120660000/120652400/120652390/1083183d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/121000000/120660000/120652400/120652390/8634aa3a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Killington

[](https://www.expedia.ca/Killington-Hotels-Cozy-2BR-Mountain-Retreat-Near-Killington-Resort-Pet-Friendly-W-Fireplace.h120652390.Hotel-Information)

CA $379

CA $864 total

includes taxes & fees

Jan 19 - Jan 20

[](https://www.expedia.ca/Killington-Hotels-Cozy-2BR-Mountain-Retreat-Near-Killington-Resort-Pet-Friendly-W-Fireplace.h120652390.Hotel-Information)

![Smart TV, fireplace](https://images.trvl-media.com/lodging/101000000/100830000/100822600/100822513/6eb41c9a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, iron/ironing board, travel crib, free WiFi](https://images.trvl-media.com/lodging/101000000/100830000/100822600/100822513/df0eafeb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace](https://images.trvl-media.com/lodging/101000000/100830000/100822600/100822513/da949b91.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Indoor pool, a heated pool](https://images.trvl-media.com/lodging/101000000/100830000/100822600/100822513/817fa98f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in The Woods

[](https://www.expedia.ca/Killington-Hotels-Bearmont-Pool.h100822513.Hotel-Information)

10/10

Exceptional

(7 reviews)

"Great location and a great place. Felt right at home"

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

Tyler B.

CA $462

CA $1,016 total

includes taxes & fees

Jan 27 - Jan 28

[](https://www.expedia.ca/Killington-Hotels-Bearmont-Pool.h100822513.Hotel-Information)

![Smart TV, fireplace](https://images.trvl-media.com/lodging/110000000/109070000/109068300/109068288/934eff78.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace](https://images.trvl-media.com/lodging/110000000/109070000/109068300/109068288/ef2ff36a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/110000000/109070000/109068300/109068288/a7b78e6e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace](https://images.trvl-media.com/lodging/110000000/109070000/109068300/109068288/0d3bf81f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Killington

[](https://www.expedia.ca/Killington-Hotels-Alpine-Chalet-Pico.h109068288.Hotel-Information)

10/10

Exceptional

(5 reviews)

"Such a great spot."

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

Kathleen G.

CA $553

CA $1,299 total

includes taxes & fees

Jan 20 - Jan 21

[](https://www.expedia.ca/Killington-Hotels-Alpine-Chalet-Pico.h109068288.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=2026-01-29&endDate=2026-01-30&regionId=7881&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

## Find vacation rentals that suit your style

Cabins

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Cottages

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Private vacation homes

[](https://www.expedia.ca/Hotel-Search?destination=Windsor%2C+Vermont%2C+United+States+of+America&regionId=7881&latLong=43.48%2C-72.386566&adults=2&startDate=2026-04-15&d1=2026-04-15&endDate=2026-04-18&d2=2026-04-18&lodging=VACATION_HOME)

Condos

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Aparthotels

[](https://www.expedia.ca/Hotel-Search?destination=Windsor%2C+Vermont%2C+United+States+of+America&regionId=7881&latLong=43.48%2C-72.386566&adults=2&startDate=2026-04-15&d1=2026-04-15&endDate=2026-04-18&d2=2026-04-18&lodging=APART_HOTEL)

Chalets

[](https://www.expedia.ca/Hotel-Search?destination=Windsor%2C+Vermont%2C+United+States+of+America&regionId=7881&latLong=43.48%2C-72.386566&adults=2&startDate=2026-04-15&d1=2026-04-15&endDate=2026-04-18&d2=2026-04-18&lodging=CHALET)

Apartments

[](https://www.expedia.ca/Hotel-Search?destination=Windsor%2C+Vermont%2C+United+States+of+America&regionId=7881&latLong=43.48%2C-72.386566&adults=2&startDate=2026-04-15&d1=2026-04-15&endDate=2026-04-18&d2=2026-04-18&lodging=APARTMENT)

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## Top Windsor Hotel Reviews

![The Mountain Inn at Killington](https://images.trvl-media.com/lodging/1000000/980000/975400/975389/29356441_y.jpg)

### The Mountain Inn at Killington

10/10 Excellent

"Check in service Breakfast"

[](https://expedia.ca/Killington-Hotels-The-Mountain-Inn-At-Killington.h975389.Hotel-Information)

![North Star Lodge and Resort](https://images.trvl-media.com/lodging/1000000/190000/185900/185873/0612ebf1_y.jpg)

### North Star Lodge and Resort

10/10 Excellent

"Was great"

[](https://expedia.ca/Killington-Hotels-North-Star-Lodge-And-Resort.h185873.Hotel-Information)

![The Shire Woodstock](https://images.trvl-media.com/lodging/11000000/10460000/10453700/10453651/3700fd69_y.jpg)

### The Shire Woodstock

10/10 Excellent

"Beautiful area. The ground floor room was perfect!"

[](https://expedia.ca/Woodstock-Hotels-The-Shire-Woodstock.h10453651.Hotel-Information)

![Killington Mountain Lodge, Tapestry Collection by Hilton](https://images.trvl-media.com/lodging/1000000/110000/103700/103640/403a8548_y.jpg)

### Killington Mountain Lodge, Tapestry Collection by Hilton

10/10 Excellent

"Solid accommodations. "

[](https://expedia.ca/Killington-Hotels-Killington-Mountain-Lodge.h103640.Hotel-Information)

![Holiday Inn Express Hotel & Suites White River Junction by IHG](https://images.trvl-media.com/lodging/2000000/1140000/1138300/1138208/634c6a80_y.jpg)

### Holiday Inn Express Hotel & Suites White River Junction by IHG

10/10 Excellent

"👍"

[](https://expedia.ca/White-River-Junction-Hotels-Holiday-Inn-Express-Hotel-Suites-White-River-Junction.h1138208.Hotel-Information)

![Align Inn Vermont](https://images.trvl-media.com/lodging/1000000/10000/1200/1108/996cad8e_y.jpg)

### Align Inn Vermont

10/10 Excellent

"All of the above - great little spot!!"

[](https://expedia.ca/Quechee-Hotels-Quality-Inn-At-Quechee-Gorge.h1108.Hotel-Information)

![Pointe at Castle Hill Resort](https://images.trvl-media.com/lodging/2000000/1830000/1823100/1823093/6a80e6c5_y.jpg)

### Pointe at Castle Hill Resort

10/10 Excellent

"Clean, nice pool and hot tub, and good price!"

[](https://expedia.ca/Cavendish-Hotels-Pointe-At-Castle-Hill-Resort.h1823093.Hotel-Information)

![Hilton Garden Inn Hanover Lebanon](https://images.trvl-media.com/lodging/22000000/21500000/21490500/21490448/0ffc6821_y.jpg)

### Hilton Garden Inn Hanover Lebanon

10/10 Excellent

"Staff was very friendly and welcoming! The room was clean and very comfortable!"

[](https://expedia.ca/Lebanon-Hotels-Hilton-Garden-Inn-HanoverLebanon.h21490448.Hotel-Information)

![White River Inn and Suites](https://images.trvl-media.com/lodging/1000000/30000/28000/27933/f779e2ff_y.jpg)

### White River Inn and Suites

10/10 Excellent

"Spotless, spacious room. Very accommodating employees!!"

[](https://expedia.ca/White-River-Junction-Hotels-White-River-Inn-And-Suites.h27933.Hotel-Information)

## Find out more about Windsor

## Windsor Vacation Homes information

| Number of reviews | 293                |
| ----------------- | ------------------ |
| Accommodation     | 772 Vacation Homes |
| Lowest Price      | CA $416            |
| Highest Price     | CA $1,299          |

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