Windsor Vacation Rentals from $162: Search Short-Term Rentals

Check prices for these dates

Tonight

Tomorrow

This weekend

Next weekend

Vacation Rentals in Windsor

Enjoy a serene view from this outdoor deck overlooking the surrounding landscape.

"Was a nice quiet place to stay. "

"Love the cabin and its location!"

$233 nightly

Aug 10 - Aug 11

Total includes taxes and fees

Experience the vibrant beauty of our lush garden, featuring a diverse array of flowering plants and a rich, textured landscape.

"This cabin was just as advertised. The cabin was very clean, and all you would need for a comfortable stay was included. I very much enjoyed my two days there."

$160 nightly

Aug 21 - Aug 22

Total includes taxes and fees

Enjoy cooking in this fully equipped kitchen with a refrigerator, stove, microwave, and sink.

"Very nice!"

Enjoy al fresco dining on the cabin's balcony, equipped with a grill and barbecue facilities.

"Great cabin exactly as advertised. Go ahead and book it you won’t be disappointed. "

$304 nightly

Aug 11 - Aug 12

Total includes taxes and fees

Cozy cabin-style interior with a central kitchen island, staircase, and comfortable seating area.

"Charming cabin, newly built with outstanding attention to detail. Rachel was a wonderful host and very accommodating. We thoroughly enjoyed our stay and plan to return in the future."

Relax in a cozy room with a large window offering a view of the outdoors, a comfortable sofa, and a wooden cabinet with shelves.

"We went for a funeral and this place was great for what we needed."

$145 nightly

Aug 10 - Aug 11

Total includes taxes and fees

Cabins feature porches and small attached structures, set amidst a well-maintained grassy field.

"This place is clean and host is great, I recommend "

Situated in a natural wooded setting, this cabin offers a balcony with outdoor seating and a paved patio area.

"A group of us stayed for two nights and the property absolutely exceeded our expectations. Leah was a great communicator and I would absolutely recommend this property for a group to get away and enjoy all of the activities it has to offer."

Escape to a secluded cabin surrounded by forest scenery, with a balcony offering a tranquil view.

"My family rented this cabin for a short ski trip to Elk mtn. The cabin was really nice and described nicely in summary. We couldn’t do much exploring of propety due to amount of snow but we are already looking forward to renting this in summer. It’s right on lake with a dock, couldn’t ask for anything better. We really enjoyed our visit. "

Enjoy cooking in this kitchen with a gas stove, stainless steel appliances, and a window overlooking the surrounding greenery.

"Traveling with a dog, so we really appreciated being able to walk her through the neighborhood. Sweet little apartment, comfortable bed, nicely furnished. If we're passing through again, we'll definitely rebook."

$450 nightly

Aug 11 - Aug 12

Total includes taxes and fees

Sit by the river and enjoy a peaceful moment amidst the serene surroundings and rustic charm.

"Close to town ,clean just what we were looking for"

Relax in a spacious room with a comfortable bed, sofa, and chair, and enjoy the view from the large windows.

"Great Location"

Enjoy cooking in this well-equipped kitchen with a stainless steel range, sink, coffee maker, and toaster.

"Here for a college tour. Very convenient to Binghamton University. Host was quick to respond to all our needs and very gracious. "

Enjoy al fresco dining under a shaded canopy surrounded by trees and twinkling string lights.

"Exceeded our expectations. Beautiful location, super clean and extremely comfortable. Glamping at it's best! Andy was a great host!"

Relax on the covered deck with a view of the surrounding trees and landscape.

"Wanted a quiet rural location for family conversation, a good view, and great food. This was a perfect location and truly enjoyed by all. "

$320 nightly

Aug 10 - Aug 11

Total includes taxes and fees

Enjoy cooking in this well-equipped kitchen with a large island, stainless steel appliances, and granite countertops.

"We booked at the last minute due to another rental falling through. The booking process was smooth and Laura was a gracious and amazing host. The property is beautiful and spacious! We can’t wait to visit again "

Escape to a secluded cabin surrounded by a lush forest, featuring a steeply pitched roof and a charming front porch.

"We had a wonderful stay at the A-frame! It was incredibly homey and clean. A perfect cabin in the woods and very close to Elk. Our host was extremely responsive and very accommodating. We will most definitely be back! "

$2,692 nightly

Aug 13 - Aug 14

Total includes taxes and fees

Enjoy a refreshing swim in our pool surrounded by a tiled edge.

$323 nightly

Aug 8 - Aug 9

Total includes taxes and fees

Save an average of 15% on thousands of hotels when you're signed in

Sign in

Sign up, it's free

Top Windsor Hotel Reviews

Red Roof Inn Binghamton North

10/10 Excellent

"Great place "

Comfort Inn & Suites

10/10 Excellent

"We booked stays at three different economy hotels across new york this week, and yours was easily the best. Comfiest bed, nicest and most helpful staff, and the best breakfast. None of that compares to the tremendous kindness you showed me and my girlfriend on the morning of our checkout. The extra time you allowed us to take this morning was beyond generous, and will make me a customer of yours every time I stay in the Binghamton area. From the bottom of my heart, thank you."

Quality Inn & Suites Binghamton Vestal

6/10 Okay

"As many other reviews stated it had a very strong musty smell. It wasnt clean. None of the vending machines worked. The breakfast is a make your own type of thing which we didnt utilize. We did grab a couple small muffins for the kids the first day and they said they liked it. Beds were comfortable, we didnt use the pullout couch because of how dirty it looked. They were very accomodating when asking for an extra blanket and a larger garbage bag. We did find a pill on the floor that was a bit irritating since we have 4 young kids. There were no bugs. If we go to the area again we would try somewhere else."

Find out more about Windsor

Everything you need to know about Windsor vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Windsor vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Windsor vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Windsor vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Windsor. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Windsor in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $162 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Windsor rentals

At Expedia, we put the best Windsor vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Windsor rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Windsor vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Windsor. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

Frequently asked questions

Can I find a vacation rental in Windsor?

Yes, we have vacation rentals close to the most popular local attractions in Windsor, or you can choose a more secluded option if you're looking for a relaxing stay. Windsor is known for its parks and basketball games. Make sure you have time to check out the cafes and bars during your trip.

What are some of the best vacation home rentals that Windsor has to offer?

Hilltop, relax and enjoy nature's aviary atop the Endless Mountains.: You might want to consider this vacation home rental near Windsor, which is located in the mountains and has a patio, a garden, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Make the most of the selection of games in this rental home to help you unwind.

What’s there to see and do in Windsor?

Explore the area and cultural attractions such as Deposit Historical Museum, or visit a family-friendly sight such as Animal Adventure Park. Susquehanna River and West Branch Delaware River are a couple of places you'll find in the larger area.

What’s a vacation rental in Windsor like?

Vacation rentals are privately owned properties you can stay in for a couple of days or more in Windsor. Vacation rentals feature amenities like WiFi and washers and dryers to help you enjoy your stay. If you're concerned about a sanitized environment, a vacation rental can provide a sense of security away from public hotel elevators and busy reception areas while still allowing you a great travel experience. You'll also find more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is an attractive option for family gatherings.

Unlock instant savings with Member Prices

Windsor Vacation Rentals

Upfront pricing

Treat yourself

Be picky

Check prices for these dates

Vacation Rentals in Windsor

Historic Main Street private 2 bedroom apartment with views and all amenities.

Historic Main Street private 2 bedroom apartment with views and all amenities.

Cozy 2-bedroom cabin in Vestal NY

Cozy 2-bedroom cabin in Vestal NY

Quiet Lakefront Retreat nestled in the woods.

Quiet Lakefront Retreat nestled in the woods.

Charming Country Cottage Located On Cute Farm, Minutes From The Delaware River

Charming Country Cottage Located On Cute Farm, Minutes From The Delaware River

Handcrafted Riverfront Cabin on 10 acres

Handcrafted Riverfront Cabin on 10 acres

Cozy Cabin built 2024 in Deposit,NY Short walk to best Fly Fishing in Northeast

Cozy Cabin built 2024 in Deposit,NY Short walk to best Fly Fishing in Northeast

Charming 1-bedroom apartment in Greene for up to 4 guests, family & dog friendly

Charming 1-bedroom apartment in Greene for up to 4 guests, family & dog friendly

Riverfront Cabin West Branch Delaware River

Riverfront Cabin West Branch Delaware River

Indoor Pool,Largest Game Lodge,Sleeps 39

Indoor Pool,Largest Game Lodge,Sleeps 39

Experience Lakefront bliss! 3 bedroom chalet near Elk Mountain Ski Area.

Experience Lakefront bliss! 3 bedroom chalet near Elk Mountain Ski Area.

Modern Suite | Near BU, Hospitals & Downtown | NY

Modern Suite | Near BU, Hospitals & Downtown | NY

Charming 120-year-old farmhouse by the creek

Charming 120-year-old farmhouse by the creek

Spectacular Catskill Mountain River Front Custom Log Home

Spectacular Catskill Mountain River Front Custom Log Home

Cheerful 4 rooms Cabin with 2 bath near BU

Cheerful 4 rooms Cabin with 2 bath near BU

West Branch Del Fly Fishing Glamp/Camp Monument Pool Private Access New 2024

West Branch Del Fly Fishing Glamp/Camp Monument Pool Private Access New 2024

Hilltop, relax and enjoy nature's aviary atop the Endless Mountains.

Hilltop, relax and enjoy nature's aviary atop the Endless Mountains.

DISCOUNT LAST MINUTE Elk Mountain Estate Manor in beautiful PA-Groups and Events

DISCOUNT LAST MINUTE Elk Mountain Estate Manor in beautiful PA-Groups and Events

Peaceful and Private A-frame in the woods, not far from Elk Mountain Ski Resort!

Peaceful and Private A-frame in the woods, not far from Elk Mountain Ski Resort!

Spacious 7-bedroom House in Vestal

Spacious 7-bedroom House in Vestal

Equestrian House Suites

Equestrian House Suites

Top Windsor Hotel Reviews

Red Roof Inn Binghamton North

Find out more about Windsor

Find out more about Windsor

Explore a world of travel with Expedia

Explore a world of travel with Expedia

Trending destinations on Expedia.com

Frequently asked questions