Windsor County condo rentals

Choose from 144 vacation condo rentals around Windsor County. Take your crew on a memorable adventure to Ludlow or discover other exciting cities like Plymouth and Chester. Whatever your destination, you’ll find condos and apartments that offer home-away-from-home comforts.

Prices vary depending on the time of year, length of stay and exact location, so enter your trip details to browse what’s available. Whatever your budget or style, Vrbo has apartment vacation rentals in Windsor County suited to all types of guests.

Most guests book their apartment vacation rental in January. Want to do more than the typical sightseeing? Check out Windsor County’s official tourism website for any upcoming festivals and events and time your vacation accordingly.

When searching for your apartment vacation rental in Windsor County, use the “Location” filter. This lets you narrow down the types of areas you’d like to stay in, whether that’s away from the hustle and bustle or somewhere close to the action.

When you’re craving a spontaneous break, browse our vacation condo rentals in Windsor County that are ideal for a weekend getaway. Simply enter your preferred travel dates to view the availability. Can’t find the apartment vacation rental that matches your needs? Have some flexibility with your plans and try searching on different dates.

Live like a Hollywood star during your Windsor County escape when you opt for one of Vrbo’s luxury apartment vacation rentals. If you’re going to much-visited cities like Ludlow or Chester, you’ll find stays with premium perks like private pools, hot tubs and cutting-edge appliances. Search for a serviced vacation condo rental and you’ll enjoy the space and privacy of an apartment combined with the attentive touch of a hotel.

There are plenty of amazing experiences to look forward to when you book an apartment vacation rental in Windsor County. What you’re interested in and who you’re traveling with will help you decide what to do and see, so do a little research before you head off.

No sharing your space, no uncomfortable encounters with strangers. When you book a Vrbo apartment vacation rental, you’ll get the whole place all to yourself. What’s more, thanks to our free loyalty program, One Key™, you’ll be able to earn and use OneKeyCash™* on any eligible booking on Vrbo, Expedia and Hotels.com. Need to amend or cancel your plans? Our flexible cancellation policies mean you can book your condo or apartment with total peace of mind. *OneKeyCash disclaimer - OneKeyCash is not redeemable for cash and can only be used on Hotels.com, Expedia and Vrbo.