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Check prices for these dates

Next weekend
4 Apr - 6 Apr
In two weeks
11 Apr - 13 Apr
In one month
25 Apr - 27 Apr
In two months
23 May - 25 May

Compare 910 Condo Rentals in Windsor with updated reviews, rates, and availability.

Cozy studio with balcony, full kitchen, and free WiFi - walk to lifts
Indoor pool

Cozy studio with balcony, full kitchen, and free WiFi - walk to lifts

8.4 out of 10, Very Good, (29)
" Convenient location right off Killington Rd. Short drive to ski or restaurants. One bar/restaurant on site- Vermont Craft. Newly renovated studio, clean on arrival. Check-in as described, did not need to contact host during stay. Thorough details provided in pre arrival communications. "
Cozy studio with balcony, full kitchen, and free WiFi - walk to lifts
SUNRISE 3BR - 2 Story Remodeled Condo - SKI ON & OFF. Pool + Trailside
Indoor pool, outdoor pool

SUNRISE 3BR - 2 Story Remodeled Condo - SKI ON & OFF. Pool + Trailside

10.0 out of 10, Exceptional, (171)
"Great location for ski on/off, updated kitchen and bathrooms, quiet, spacious and comfortable. Plan on coming back."
SUNRISE 3BR - 2 Story Remodeled Condo - SKI ON & OFF. Pool + Trailside
Ski-in/out condo with a fireplace, hot tub, gym, pool, washer/dryer & cable
Fridge, microwave, oven, stovetop

Ski-in/out condo with a fireplace, hot tub, gym, pool, washer/dryer & cable

8.2 out of 10, Very Good, (19)
"Place and location were good. That said management company never sent our check information. Apparently they had sent separate email that required ID verification and was deleted as I thought it was spam. I completely understand why this would be helpful but has never been required at any place I've stayed before. The problem is that this was never communicated in the text I received day prior or with booking email. When I realized I had received no checkin details it then took over 1.5 hrs...
Ski-in/out condo with a fireplace, hot tub, gym, pool, washer/dryer & cable
5th-floor mountain-view condo, easy access to the slopes free shuttle or walk
TV, DVD player, books

5th-floor mountain-view condo, easy access to the slopes free shuttle or walk

9.2 out of 10, Wonderful, (7)
"Condo was perfect for our weekend ski getaway the bus to the K! lodge runs about every 15 min. to the front door of the building will defiantly stay again"
The price is AED 367
AED 1,110 total
includes taxes & fees
7 Apr - 8 Apr
5th-floor mountain-view condo, easy access to the slopes free shuttle or walk
Beautiful Condominium at Castle Hill Resort, 10 Minutes from Okemo Ski Resort
Exterior

Beautiful Condominium at Castle Hill Resort, 10 Minutes from Okemo Ski Resort

10.0 out of 10, Exceptional, (18)
"Our stay was great. The place is clean, well stocked, and spacious. It felt like we were staying at a friend’s place. "
The price is AED 1,102
AED 1,966 total
includes taxes & fees
30 Mar - 31 Mar
Beautiful Condominium at Castle Hill Resort, 10 Minutes from Okemo Ski Resort
Ski-in/out mountainside condo close to everything with full kitchen - tranquil
Property grounds

Ski-in/out mountainside condo close to everything with full kitchen - tranquil

9.0 out of 10, Wonderful, (70)
"Unit is comfortable, clean and very accessible to the Clock tower base of Okemo mtn for skiing. That's why you choose this unit. It definitely can use some updates and general maintenance. Items homeowner could address:Shower drainage issues, several lightbulbs need changing, add some cutlery (There should be enough spoons to cover the amount of people the unit can accomodate), Update lockbox and the door lock on ski closet. "
The price is AED 275
AED 970 total
includes taxes & fees
7 Apr - 8 Apr
Ski-in/out mountainside condo close to everything with full kitchen - tranquil
Ski In/Out Sunrise West Glade 3 BR 3 BA Trailside, Sauna, Pool, Hot Tub
3 bedrooms, iron/ironing board, free WiFi, bed sheets

Ski In/Out Sunrise West Glade 3 BR 3 BA Trailside, Sauna, Pool, Hot Tub

3.0 star property
9.8 out of 10, Exceptional, (6)
"Everything was excellent. 3 baths 3 beds. Perfect. Bring coffee filters and hangers."
Ski In/Out Sunrise West Glade 3 BR 3 BA Trailside, Sauna, Pool, Hot Tub
Fall Line Small Studio - Perfect for Two - On Shuttle Route w/ Amenities B4A
Exterior

Fall Line Small Studio - Perfect for Two - On Shuttle Route w/ Amenities B4A

10.0 out of 10, Exceptional, (2)
"Clean and electronic check in. Great hot tub, pool and hot showers. Room also has a small fridge they don’t mention. Nice to be close to Ramshead lodge. WiFi was 30-10 so good for work connection. Recommend"
The price is AED 303
AED 813 total
includes taxes & fees
26 Mar - 27 Mar
Fall Line Small Studio - Perfect for Two - On Shuttle Route w/ Amenities B4A
Great King Bed studio, close to lifts, spa, indoor pool and great restaurants!
Desk, free WiFi, bed sheets

Great King Bed studio, close to lifts, spa, indoor pool and great restaurants!

9.0 out of 10, Wonderful, (48)
"Cozy but all the amenities, great location"
Great King Bed studio, close to lifts, spa, indoor pool and great restaurants!
Ski-in/out mountainside condo with pool, hot tub, game room & washer/dryer
Interior

Ski-in/out mountainside condo with pool, hot tub, game room & washer/dryer

9.4 out of 10, Exceptional, (12)
"The condo was perfect, just what we were looking for. Vacasa is the management firm and they are very difficult to work with. They gave us the wrong door code to begin with so after trying to open the door in the freezing cold with children at night we had to go back to the car and wait on hold to get in touch with vacasa to eventually get the right code. The condo comes with two parking passes but we had a third card as the condo accomodates 10 people. I asked vacasa where a 3rd car could park...
Ski-in/out mountainside condo with pool, hot tub, game room & washer/dryer
Newly renovated cozy ski retreat with view of Killington slopes
Spa

Newly renovated cozy ski retreat with view of Killington slopes

9.6 out of 10, Exceptional, (37)
"Waybe is very friendly and helpful. The place would need a bigger update"
The price is AED 845
AED 1,660 total
includes taxes & fees
6 Apr - 7 Apr
Newly renovated cozy ski retreat with view of Killington slopes
Ski-In/ski-out condo with views, pool, hot tubs, gym & tennis access
Fridge, microwave, oven, stovetop

Ski-In/ski-out condo with views, pool, hot tubs, gym & tennis access

8.4 out of 10, Very Good, (55)
"Cold first night"
Ski-In/ski-out condo with views, pool, hot tubs, gym & tennis access
Beautiful 2BR/2BA Fall Line Condo w/ Mountain Views, Pool, Hot Tub, Sauna, Shuttle. G2B
Exterior

Beautiful 2BR/2BA Fall Line Condo w/ Mountain Views, Pool, Hot Tub, Sauna, Shuttle. G2B

10.0 out of 10, Exceptional, (16)
"Very nice and well thought out condo! Clearly very well loved and taken care of by owners. Our family enjoyed it and would return. "
Beautiful 2BR/2BA Fall Line Condo w/ Mountain Views, Pool, Hot Tub, Sauna, Shuttle. G2B
Skiers Suite: 2RM/2BA Renovated Condo on the Bus Route w/ Pool. Discounted Ski Rentals. #332
Aerial view

Skiers Suite: 2RM/2BA Renovated Condo on the Bus Route w/ Pool. Discounted Ski Rentals. #332

9.2 out of 10, Wonderful, (5)
"We enjoyed our stay clean friendly hospitable located couple minutes from Mountain perfect"
The price is AED 566
AED 1,518 total
includes taxes & fees
26 Mar - 27 Mar
Skiers Suite: 2RM/2BA Renovated Condo on the Bus Route w/ Pool. Discounted Ski Rentals. #332
Two-Bedroom Condo with Stunning Views and Prime Location A4
Fridge, microwave, oven, stovetop

Two-Bedroom Condo with Stunning Views and Prime Location A4

9.6 out of 10, Exceptional, (4)
"Fantastic stay the place was just what we needed! Alicia was our host she went above and beyond to provide us with a seamless experience! Only thing I would recommend would be to add a charging tower to the condo and a TV to the master. Sincerely Rob T. "
Two-Bedroom Condo with Stunning Views and Prime Location A4
Condo near ski trail with fireplace, hot tub, pool, tennis & washer/dryer
Fridge, microwave, oven, stovetop

Condo near ski trail with fireplace, hot tub, pool, tennis & washer/dryer

9.4 out of 10, Exceptional, (35)
"Perfect condo for a ski weekend to celebrate our son's birthday. Bunk beds were perfect for 4 active boys. Location was also perfect. Condo was well appointed and exactly as advertised. We will be back!"
Condo near ski trail with fireplace, hot tub, pool, tennis & washer/dryer
Ski Condo Close to Killington: Discounted Ski Rentals and Shuttle Bus. Killington Center 631
Exterior

Ski Condo Close to Killington: Discounted Ski Rentals and Shuttle Bus. Killington Center 631

9.0 out of 10, Wonderful, (2)
"The property was very clean and in an excellent location. The host was very responsive when we had questions. Overall it was a great experience."
Ski Condo Close to Killington: Discounted Ski Rentals and Shuttle Bus. Killington Center 631
Charming 3BR/2BA Condo in Sunrise Village at Killington. Pool. Hot Tub. Sports Center.
Smart TV, fireplace

Charming 3BR/2BA Condo in Sunrise Village at Killington. Pool. Hot Tub. Sports Center.

10.0 out of 10, Exceptional, (1)
"We had a special ski weekend with friends. "
The price is AED 1,010
AED 2,568 total
includes taxes & fees
27 Mar - 28 Mar
Charming 3BR/2BA Condo in Sunrise Village at Killington. Pool. Hot Tub. Sports Center.
Mountain Green Resort with Free WiFi and Full Kitchen — Walk to Slopes
Property grounds

Mountain Green Resort with Free WiFi and Full Kitchen — Walk to Slopes

8.6 out of 10, Excellent, (17)
"Thanks for everything "
The price is AED 422
AED 1,302 total
includes taxes & fees
7 Apr - 8 Apr
Mountain Green Resort with Free WiFi and Full Kitchen — Walk to Slopes
Killington Condo Penthouse Mountain View Underground parking Pool Hot Tub - 3F10
Interior

Killington Condo Penthouse Mountain View Underground parking Pool Hot Tub - 3F10

9.4 out of 10, Exceptional, (38)
"This is a nice property that was comfortable, quiet and well equipped. Living area might be tight for more than 4 people due to sloped ceilings, top floor end of corridor location made it quiet yet convenient. Nice that it has parking in garage but was very tight space - our 2017 Subaru fit, but so close to car on right that passenger could not enter/exit if another car was parked next to it. Entry wasn't quite smooth - had to spin lock considerably after entering code. Nice entertainment system...
Killington Condo Penthouse Mountain View Underground parking Pool Hot Tub - 3F10
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Other property types in Windsor

Mountain Green
Indoor pool

Mountain Green

2.0 star property
6.4 out of 10, (9)
"We had a great time-- the apartment was clean and cute and the linens fresh. "
The price is AED 717
AED 962 total
includes taxes & fees
7 Apr - 8 Apr
Mountain Green
Ski in & out Spruce Glen Townhomes on Great Eastern Trail
Fridge, microwave, oven, stovetop

Ski in & out Spruce Glen Townhomes on Great Eastern Trail

3.0 star property
9.0 out of 10, Wonderful, (41)
"very clean and easy to access close to mountain"
Ski in & out Spruce Glen Townhomes on Great Eastern Trail
Cozy Hideaway near Ludlow/Okemo. HOT TUB!!
Outdoor dining

Cozy Hideaway near Ludlow/Okemo. HOT TUB!!

9.8 out of 10, Exceptional, (203)
"Very clean. Well equipped. Close to the ski slope."
Cozy Hideaway near Ludlow/Okemo. HOT TUB!!
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.