Windsor County

Holiday Apartments in Windsor County

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Windsor County Apartments

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Superb apartment in prime location - Ludlow centre just minutes from ski slopes
Superb apartment in prime location - Ludlow centre just minutes from ski slopesSuperb apartment in prime location - Ludlow centre just minutes from ski slopesSuperb apartment in prime location - Ludlow centre just minutes from ski slopesSuperb apartment in prime location - Ludlow centre just minutes from ski slopesSuperb apartment in prime location - Ludlow centre just minutes from ski slopesSuperb apartment in prime location - Ludlow centre just minutes from ski slopes
18
Hotels in Windsor County
After a great day's skiing you can relax in style in this extensively renovated 1850s Greek Revival House. With original wooden floors, a modern kitchen and ensuite bathrooms this ground floor apartment gives you the best of the old and the new. The master bedroom has a king bed, built in closet and bathroom. The second bedroom has twin beds that can be pushed together. It also has an ensuite bathroom and built in closet.The stylish modern kitchen is well fitted out for wining and dining. If you don't want to cook you can step out the door to find you are within 100 yards of one of the best restaurants in Ludlow, with other good restaurants and breakfast places in close proximity.The free ski shuttle stops right outside of the house at The Pettigrew Inn stop - then it's just a short ride to the Clock Tower Base Lodge.Meals and Rooms Tax registered number: MRT-10228675About pets:No pets allowed.About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 25.About events:No events allowed.
Amazing
13 reviews
9.6/10
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2-bedroom apartment with WiFi in charming Cavendish 6 miles from Okemo Ski Area
2-bedroom apartment with WiFi in charming Cavendish 6 miles from Okemo Ski Area2-bedroom apartment with WiFi in charming Cavendish 6 miles from Okemo Ski Area2-bedroom apartment with WiFi in charming Cavendish 6 miles from Okemo Ski Area2-bedroom apartment with WiFi in charming Cavendish 6 miles from Okemo Ski Area2-bedroom apartment with WiFi in charming Cavendish 6 miles from Okemo Ski Area2-bedroom apartment with WiFi in charming Cavendish 6 miles from Okemo Ski Area
10
Hotels in Windsor County
Consider this apartment your home away from home while you visit Cavendish. With 2 queen beds, 1 full bed, and 1 twin bed in the 2 bedrooms, there's plenty of space for all guests. The living room even has a futon for extra sleeping arrangements. You will only be a 10-minute drive from Okemo Ski Area.This is a no-frills, economy apartment, but it is priced to give you just what you need to enjoy your ski vacation. A fully equipped kitchen makes cooking at home easy. Complementary EV charging with Level 2 charger.About pets:Pets allowed: dogs less than 50 lbs per pet (limit one pet total).About children:Children allowed: ages 0-17.About smoking:Smoking is not permitted.About events:No events allowed.
Outstanding
1 review
10.0/10
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Hawks Mountain Farm, full apartment on a working farm.
Hawks Mountain Farm, full apartment on a working farm.Hawks Mountain Farm, full apartment on a working farm.Hawks Mountain Farm, full apartment on a working farm.Hawks Mountain Farm, full apartment on a working farm.Hawks Mountain Farm, full apartment on a working farm.Hawks Mountain Farm, full apartment on a working farm.
26
Hotels in Windsor County
Hello and welcome to Hawks Mountain Farm, a working farm with gardens, chickens, two yaks, four donkeys and an 1820 farm house. It borders a 2200 acre wildlife area and the vibrant Okemo Valley Region - lots to see and do.About pets:No pets allowed.About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 3-17.About checkIn:Check in after 3:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 21.About events:No events allowed.Small scale weddings may be considered..
Outstanding
39 reviews
9.8/10
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Windsor County
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17
Hotels in Windsor County
Looking for an affordable getaway near the scenic mountains of VT? Look no further! Our cozy one-bedroom apartment is just five minutes from the center of Ludlow and Okemo. Offering an open floor plan with a king bed, kitchenette with convection oven, open living space. Perfect for those looking to explore nature while enjoying comfortable, modern amenities. Book now and enjoy this hidden space above the carriage house where you will walk up the steep Vermont staircase to a modern hideaway.About pets:Pets allowed: less than 50 lbs per pet (limit one pet total).About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 13-17.Due to stair case we do not recommend to toddlers.About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 21.About events:No events allowed.
Outstanding
3 reviews
10.0/10
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Vermont Retreat
Vermont RetreatVermont RetreatVermont RetreatVermont RetreatVermont RetreatVermont Retreat
7
Hotels in Windsor County
Nestled in breathtaking mountain landscapes, this vibrant community is a haven for outdoor enthusiasts. In winter, it transforms into a skiing paradise with pristine slopes for all skill levels. As the snow melts, extensive hiking trails reveal lush forests and stunning vistas, perfect for both casual walkers and seasoned trekkers. Mountain biking aficionados will find exciting challenges on rugged terrain, while nearby national parks invite visitors to immerse themselves in nature through wildlife watching and serene picnics by lakes. Equestrian riding is also popular, with well-maintained trails for riders to explore the beauty from horseback. Beyond outdoor adventures, charming antique shops and unique boutiques dot the area, offering hidden treasures and locally crafted goods. With its blend of nature, adventure, and local culture, this community is a wonderful place to live and explore.About pets:Pets allowed: dogs (limit 2 total).About checkOut:Check out before 12:00 PM.About children:Children allowed: ages 0-17.Total of two people allowed.About customRules:YOU MAY NOT CHARGE AN ELECTRIC VEHICLE ON THE PROPERTY..NO SMOKING, VAPING, E-CIGARETTES, ILLEGALS DRUGS AT ANY TIME IN OR ON THE PROPERTY,YOU MUST CLEAN UP AFTER YOUR DOG(S), THROW ALL WASTE INTO THE WOODS OR FERNS.About checkIn:Check in after 3:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 18.About events:No events allowed.
Outstanding
17 reviews
9.8/10
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Nana's House
Nana's HouseNana's HouseNana's HouseNana's HouseNana's HouseNana's House
14
Hotels in Windsor County
Nestled in breathtaking mountain landscapes, this vibrant community is a haven for outdoor enthusiasts. In winter, it transforms into a skiing paradise with pristine slopes for all skill levels. As the snow melts, extensive hiking trails reveal lush forests and stunning vistas, perfect for both casual walkers and seasoned trekkers. Mountain biking aficionados will find exciting challenges on rugged terrain, while nearby national parks invite visitors to immerse themselves in nature through wildlife watching and serene picnics by lakes. Equestrian riding is also popular, with well-maintained trails for riders to explore the beauty from horseback. Beyond outdoor adventures, charming antique shops and unique boutiques dot the area, offering hidden treasures and locally crafted goods. With its blend of nature, adventure, and local culture, this community is a wonderful place to live and explore.About pets:Pets allowed: dogs less than 50 lbs per pet (limit 2 pets total).We also have a 23 lb dog.About checkOut:Check out before 12:00 PM.About children:Children allowed: ages 0-17.About customRules:Two car max in winter, you DO need snow tires You MAY NOT charge an electric vehicle on the property.Absolutely NO SMOKING OR VAPING ON THE PROPERTY.About checkIn:Check in after 3:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 21.About events:No events allowed.
Outstanding
32 reviews
9.8/10
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Skyeship House Condo with Hot Tub! - 1 Minute from Gondola - Sleeps 12 Easily
Skyeship House Condo with Hot Tub! - 1 Minute from Gondola - Sleeps 12 EasilySkyeship House Condo with Hot Tub! - 1 Minute from Gondola - Sleeps 12 EasilySkyeship House Condo with Hot Tub! - 1 Minute from Gondola - Sleeps 12 EasilySkyeship House Condo with Hot Tub! - 1 Minute from Gondola - Sleeps 12 EasilySkyeship House Condo with Hot Tub! - 1 Minute from Gondola - Sleeps 12 EasilySkyeship House Condo with Hot Tub! - 1 Minute from Gondola - Sleeps 12 Easily
28
Hotels in Windsor County
Welcome to your private getaway in the middle of Vermont’s most active recreational region. Skiing, mountain biking, hiking, fly fishing, equestrian sports – it’s all just minutes away!This spacious four-bedroom, two-bathroom apartment sleeps 12 and features a fully functional wood stove and a luxury private hot tub (6 person). It is set on a quiet, wooded hillside conveniently located directly off Route 4 and only one mile from the Killington Skyeship Gondola, which transports you to the main mountain.The house is one minute from the Skyeship Gondola and minutes from the Killington access road. Perfect if you want to avoid the morning traffic! You are also only 20 minutes to Okemo and centrally located to multiple other mountains (1 hour to Sugarbush, 1.5 to Stowe, 1.5 to Mt. Snow), so serious skiers can take advantage of all the diverse slopes Vermont has to offer. The charming town of Woodstock is less than 20 minutes away.About pets:No pets allowed.About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.About customRules:House Rules/Booking: Stays over 15 days require approval. Max overnight guests: 12 Only registered guests permitted. No parties/events without consent.Quiet hrs 2–8 AM. No smoking/vaping inside; No pets w/out approval. Hot tub/patio for your group, shower first, no glass, use at own risk.,Park in back by entrance. Respect home, report damage, use trash bins. No flames/candles. Children supervised. Guest assumes all risk and liability..About checkIn:Check in after 4:00 PM.About smoking:Smoking allowed: in designated areas.About minBookingAge:Minimum age to rent: 21.About events:No events allowed.
Very Good
8.8/10
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2 Bedroom with Hot Tub - 1 Minute from Gondola - Skyeship House
2 Bedroom with Hot Tub - 1 Minute from Gondola - Skyeship House2 Bedroom with Hot Tub - 1 Minute from Gondola - Skyeship House2 Bedroom with Hot Tub - 1 Minute from Gondola - Skyeship House2 Bedroom with Hot Tub - 1 Minute from Gondola - Skyeship House2 Bedroom with Hot Tub - 1 Minute from Gondola - Skyeship House2 Bedroom with Hot Tub - 1 Minute from Gondola - Skyeship House
14
Hotels in Windsor County
Welcome to your private getaway in the middle of Vermont’s most active recreational region. Skiing, mountain biking, hiking, fly fishing, equestrian sports – it’s all just minutes away!This efficiency apartment is two-bedroom, one bath apartment that sleeps 5 and features a fully functional private hot tub. It is set on a quiet, wooded hillside conveniently located directly off Route 4 and only one mile from the Killington Skyeship Gondola, which transports you to the main mountain.About pets:No pets allowed.About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.About checkIn:Check in after 4:00 PM.About smoking:Smoking allowed: in designated areas.About minBookingAge:Minimum age to rent: 18.About events:No events allowed.
Very Good
10 reviews
8.8/10
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Remodeled condo with shared washer/dryer - walk to dining & ski lift bus pickup
Remodeled condo with shared washer/dryer - walk to dining & ski lift bus pickupRemodeled condo with shared washer/dryer - walk to dining & ski lift bus pickupRemodeled condo with shared washer/dryer - walk to dining & ski lift bus pickupRemodeled condo with shared washer/dryer - walk to dining & ski lift bus pickupRemodeled condo with shared washer/dryer - walk to dining & ski lift bus pickupRemodeled condo with shared washer/dryer - walk to dining & ski lift bus pickup
35
6.0/10
1 night
From NZD 495
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Ski-in, Ski-Out 2 Br Condo with View of Ski Lift! Condo
Ski-in, Ski-Out 2 Br Condo with View of Ski Lift! CondoSki-in, Ski-Out 2 Br Condo with View of Ski Lift! CondoSki-in, Ski-Out 2 Br Condo with View of Ski Lift! CondoSki-in, Ski-Out 2 Br Condo with View of Ski Lift! CondoSki-in, Ski-Out 2 Br Condo with View of Ski Lift! CondoSki-in, Ski-Out 2 Br Condo with View of Ski Lift! Condo
37
Hotels in Windsor County
With a stay at this condo in Ludlow (Okemo Village), you'll be within a 5-minute drive of Okemo Mountain Resort and Solitude Express Ski Lift. This golf condo is 0.9 mi (1.5 km) from Quantum Ski Lift and 1.2 mi (1.9 km) from Snow Stars Carpet. Be sure to enjoy recreational amenities including a hot tub and an outdoor tennis court. Free self parking is available onsite. Make yourself comfortable in this condo, featuring a kitchen with an oven and a microwave. Complimentary wireless internet access is available to keep you connected. Conveniences include a coffee/tea maker and a washing machine.
5.0/10
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Windsor County Apartments Information

Total Properties12
Number of Reviews112
Average Price (Weekends)NZD 483
Average Price (Weekdays)NZD 528