Search Cottages in Windsor

  • Plan, book, stay with confidence

    • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

Next weekend
4 Rab. II - 6 Rab. II
In two weeks
11 Rab. II - 13 Rab. II
In one month
25 Rab. II - 27 Rab. II
In two months
23 Jum. I - 25 Jum. I

Compare 54 Cottages in Windsor with updated reviews, rates, and availability.

Charming 120-year-old farmhouse by the creek
Property grounds

Charming 120-year-old farmhouse by the creek

8.8 out of 10, Excellent, (17)
"If a broom was available to clean the floors and stairs it would’ve been helpful. Also the floors were very dirty and needed to be mopped. "
The price is SAR 566
SAR 1,043 total
includes taxes & fees
29 Apr - 30 Apr
Charming 120-year-old farmhouse by the creek
Lakefront Cottage - Dog Friendly
Fridge, microwave, oven, stovetop

Lakefront Cottage - Dog Friendly

9.8 out of 10, Exceptional, (16)
"The place was amazing. It was a little difficult to find at first. I didnt see any address numbers on the outside of the cottage. The view was amazing, the actual cottage was stunning, clean, and looked even better in person than in the photos."
Lakefront Cottage - Dog Friendly
Charming and relaxing lakehouse property, Susquehanna County
Smart TV, fireplace

Charming and relaxing lakehouse property, Susquehanna County

9.8 out of 10, Exceptional, (17)
"Beautiful lake. Very relaxing , My wife and a dog had a great time"
Charming and relaxing lakehouse property, Susquehanna County
Family friendly cottage, covered deck, close to lake to fish, swim, and boat
Interior

Family friendly cottage, covered deck, close to lake to fish, swim, and boat

10.0 out of 10, Exceptional, (6)
"The house was clean, the property was large and beautiful, amd our stay was lovely. Enjoyed good quality time with family. Would recommend highly"
Family friendly cottage, covered deck, close to lake to fish, swim, and boat
Charming Country Cottage Located On Cute Farm, Minutes From The Delaware River
Fridge, microwave, oven, stovetop

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

10.0 out of 10, Exceptional, (178)
"The place was nice and the hosts looked out for us when a snow storm came through, would recommend."
Charming Country Cottage Located On Cute Farm, Minutes From The Delaware River
Quiet Lakefront Retreat nestled in the woods.
Property grounds

Quiet Lakefront Retreat nestled in the woods.

10.0 out of 10, Exceptional, (71)
"The house and property were perfect. Everything you need is already there. They even gave us some amazing banana bread. Ill be going back next year for sure "
The price is SAR 488
SAR 652 total
includes taxes & fees
31 Mar - 1 Apr
Quiet Lakefront Retreat nestled in the woods.
Vacation Cottage Getaway • Close to Camps • Elk Ski - 35% OFF Promo
Fridge, microwave, oven, stovetop

Vacation Cottage Getaway • Close to Camps • Elk Ski - 35% OFF Promo

The price is SAR 360
SAR 1,067 total
includes taxes & fees
31 Mar - 1 Apr
Vacation Cottage Getaway • Close to Camps • Elk Ski - 35% OFF Promo
Cozy French Woods Cottage, Pond and Pool
Exterior

Cozy French Woods Cottage, Pond and Pool

10.0 out of 10, Exceptional, (17)
"My fiancé and I were looking to get away from the city and we couldn’t have asked for a more relaxing getaway. It was the perfect cozy cottage to unwind and enjoy a beautiful snowfall. The pups had a blast in the snow. I will definitely be back to experience a summer getaway. Rosie’s communication was great and she was ten steps ahead of everything needed for snowstorm. "
Cozy French Woods Cottage, Pond and Pool
Foxglove Cottage - A Country Retreat
Property grounds

Foxglove Cottage - A Country Retreat

10.0 out of 10, Exceptional, (1)
"Very nice cottage in a beautiful, quiet location. Owners were very responsive to all concerns/questions. I would recommend and definitely stay here again."
Foxglove Cottage - A Country Retreat
Deluxe Duplex • Farm Stay • Near Elk Ski - 35% OFF Promo
Outdoor dining

Deluxe Duplex • Farm Stay • Near Elk Ski - 35% OFF Promo

The price is SAR 563
SAR 1,332 total
includes taxes & fees
31 Mar - 1 Apr
Deluxe Duplex • Farm Stay • Near Elk Ski - 35% OFF Promo
Quaint Cottage - Amazing Views, Great Swimming on Oquaga Lake
4 bedrooms, WiFi

Quaint Cottage - Amazing Views, Great Swimming on Oquaga Lake

10.0 out of 10, Exceptional, (3)
"The cottage and location on the quiet lake is perfect. We had a great time and plan on returning next year."
Quaint Cottage - Amazing Views, Great Swimming on Oquaga Lake
The Hideout Cottage • Near Elk Ski - 35% Off Promo
Interior

The Hideout Cottage • Near Elk Ski - 35% Off Promo

The price is SAR 360
SAR 1,067 total
includes taxes & fees
31 Mar - 1 Apr
The Hideout Cottage • Near Elk Ski - 35% Off Promo
Cozy 2-bedroom cottage with WiFi, AC, and Hot Tub on 10 acres.
Outdoor dining

Cozy 2-bedroom cottage with WiFi, AC, and Hot Tub on 10 acres.

2.0 star property
9.6 out of 10, Exceptional, (5)
"The cabin was wonderful for our weekend ski trip!"
Cozy 2-bedroom cottage with WiFi, AC, and Hot Tub on 10 acres.
2BR Premium Dupliex • Near Elk Ski • 35% OFF • Free Wifi!
Exterior

2BR Premium Dupliex • Near Elk Ski • 35% OFF • Free Wifi!

10.0 out of 10, Exceptional, (1)
"Great spot, very clean"
The price is SAR 518
SAR 1,278 total
includes taxes & fees
31 Mar - 1 Apr
2BR Premium Dupliex • Near Elk Ski • 35% OFF • Free Wifi!
Romantic Afton Escape w/ Fire Pit & Scenic Views
TV, fireplace

Romantic Afton Escape w/ Fire Pit & Scenic Views

3.0 star property
Romantic Afton Escape w/ Fire Pit & Scenic Views
Rustic Bainbridge Retreat w/ Spacious Yard!
Interior

Rustic Bainbridge Retreat w/ Spacious Yard!

Rustic Bainbridge Retreat w/ Spacious Yard!
Creekside Cabin in Bainbridge w/ Wraparound Deck!
Exterior

Creekside Cabin in Bainbridge w/ Wraparound Deck!

3.0 star property
10.0 out of 10, Exceptional, (1)
"Beautiful home, beautiful setting. Everything you need, and nothing more. Perfect for our quick small family weekend. Could see an extended family stay here.. "
Creekside Cabin in Bainbridge w/ Wraparound Deck!
Waterfront Home w/ Deck & Canoe in Afton
Interior

Waterfront Home w/ Deck & Canoe in Afton

3.0 star property
Waterfront Home w/ Deck & Canoe in Afton
New York Abode: 2 Mi to Binghamton University!
House (3 Bedrooms) | Private kitchen | Microwave, oven, stovetop, dishwasher

New York Abode: 2 Mi to Binghamton University!

3.0 star property
8.0 out of 10, Very Good, (1)
"Clean and cozy! Perfect place for the weekend to attend a family gathering! Will definitely come back!"
New York Abode: 2 Mi to Binghamton University!
Scenic Home on the Delaware River, Pet-friendly!
House (2 Bedrooms) | Interior

Scenic Home on the Delaware River, Pet-friendly!

3.0 star property
Scenic Home on the Delaware River, Pet-friendly!
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.
Don't see what you're looking for?
See all available properties in Windsor
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Other property types in Windsor

Historic Main Street private 2 bedroom apartment with views and all amenities.
Fridge, microwave, oven, stovetop

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

9.6 out of 10, Exceptional, (42)
"Had another outstanding stay at this location everything I expected was at hand."
Historic Main Street private 2 bedroom apartment with views and all amenities.
Handcrafted Riverfront Cabin on 10 acres
Exterior

Handcrafted Riverfront Cabin on 10 acres

10.0 out of 10, Exceptional, (147)
"Very lovely and quant log home near a beautiful view of the Delaware river! Has all the amenities you’d need for a getaway! Would highly recommend for anyone look for a little serenity in the middle of the woods!"
The price is SAR 559
SAR 1,378 total
includes taxes & fees
31 Mar - 1 Apr
Handcrafted Riverfront Cabin on 10 acres
Tranquil River cottage w/hot tub, firepit , mins to a 18-holes golfing & fishing
View from property

Tranquil River cottage w/hot tub, firepit , mins to a 18-holes golfing & fishing

9.8 out of 10, Exceptional, (28)
"Place was great. Property Manager was better. Location was great for our needs. Too bad it was freezing cold. I could see myself have a much better time in the summer :)"
Tranquil River cottage w/hot tub, firepit , mins to a 18-holes golfing & fishing
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.

Frequently asked questions

Why book your cottage in Windsor with Expedia?
Expedia has some wonderful cottages in Windsor, so get set for a memorable vacay close to nature. If you have a fixed budget, choose how much you’d like to spend and the star rating of your property. Or, use our filters to search for cottages with a hot tub or free WiFi. We’ll help you find the perfect digs whatever your plans or style of travel.
How can I find cheap cottages in Windsor?
Expedia is here to help you locate cheap cottages in Windsor. To discover the perfect stay in a couple of quick clicks, use the filter tool to refine your search results by budget, star rating and amenities.