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

Compare 88 Cottages in Windsor with updated reviews, rates, and availability.

A Charming Waterfront Cottage with Touches of Elegance
This 44 foot porch runs the width of the house with panoramic views of the water

A Charming Waterfront Cottage with Touches of Elegance

10.0 out of 10, Exceptional, (98)
"We were having a delightful stay until we noticed that there was no heat but from the fire place. Unfortunately, we had to leave in the middle of our stay. Vrbo gave us a refund. I would stay there again. Lovely and sunny. Excellent Property Manager."
A Charming Waterfront Cottage with Touches of Elegance
Quiet & Lovely Lakefront Cottage for Families!
Union Vacation Rental | 3BR | 1BA | 1-Story Cottage | Stairs Required for Access

Quiet & Lovely Lakefront Cottage for Families!

9.6 out of 10, Exceptional, (13)
"Loved this spot. The lake was beautiful. We had a wonderful time even though the weather was bad a few days. The cabin was so cute and decorated very nice. The kitchen was stocked well. We had everything we needed. Loved hearing the loons at night. It wasn't too far from Camden that we visited frequently. I hope to come back there some day."
Quiet & Lovely Lakefront Cottage for Families!
Little Beans Cottage on Great Pond, Belgrade ME
Exterior

Little Beans Cottage on Great Pond, Belgrade ME

10.0 out of 10, Exceptional, (38)
"It was a delight, with beautiful Great Pond and inlet close by. The house itself is rustic, spacious and comfortable. Its L.L. Bean history added to the charm. The space heaters were welcome. The location, on a spit of land near the end of a long dirt road, but convenient to the Belgrade Lakes town center, was most enjoyable. We'd definitely recommend it."
Little Beans Cottage on Great Pond, Belgrade ME
Waterfront Nobleboro Cottage w/ Kayaks & Boat Dock
Nobleboro Vacation Rental | 2BR | 1BA | Steps Required | 1,000 Sq Ft

Waterfront Nobleboro Cottage w/ Kayaks & Boat Dock

7.4 out of 10, Good, (3)
"We had a great stay at Depatsy’s camp with our 10mo old son and pup. The house was cozy, spacious and had everything we needed. The house was in a perfect location with access to the water and kayaks/paddle boards. We spent a lot of time on the patio enjoying the view and using the fire pit. Would definitely return for another trip! "
Waterfront Nobleboro Cottage w/ Kayaks & Boat Dock
Cheerful Cottage Close to Everything 13
Room

Cheerful Cottage Close to Everything 13

9.6 out of 10, Exceptional, (9)
"Cozy, clean, and conveniently located for accessing many peninsulas. Just off Rt 1- noise not a problem."
Cheerful Cottage Close to Everything 13
Updated Tiny House: Walk to Wiscasset Village
Edgecomb Vacation Rental | 1BR | 1BA | 265 Sq Ft | Stairs Required

Updated Tiny House: Walk to Wiscasset Village

8.0 out of 10, Very Good, (5)
"Great location, easy to get to lots of coastal regions. Property is clean and cozy."
Updated Tiny House: Walk to Wiscasset Village
Spacious 1 Bedroom Cottage Close to Everything 5
Terrace/patio

Spacious 1 Bedroom Cottage Close to Everything 5

10.0 out of 10, Exceptional, (6)
"Everything was great. We had a minor ‘blip’ when the morning of our arrival, the hot water went out in our cabin. Our host reached out and offered an alternative. No biggie and everything went well. We appreciated Jeff's willingness to find a solution. "
Spacious 1 Bedroom Cottage Close to Everything 5
2 BR Lakefront Cottage in Belgrade Lakes Region
Exterior

2 BR Lakefront Cottage in Belgrade Lakes Region

10.0 out of 10, Exceptional, (23)
"If you are considering this cabin, do not hesitate to book it. It is absolutely beautiful, perfect spot on the lake and still close to many local venues. We enjoyed a beautiful fall weekend and cannot wait to go back. Denise was the most gracious host and made us feel at home. We were able to fish off the dock which is just steps from the front porch. Beautiful sunsets and listening for the loons was a favorite. Wish we could give more than 5 stars! "
2 BR Lakefront Cottage in Belgrade Lakes Region
Springvale Farm: Freedom Home With Hiking Trail!
Property grounds

Springvale Farm: Freedom Home With Hiking Trail!

3.0 star property
Springvale Farm: Freedom Home With Hiking Trail!
Lakeside Cottage On Tacoma lakes
Exterior

Lakeside Cottage On Tacoma lakes

Lakeside Cottage On Tacoma lakes
Cheerful Cottage with Loft 9
Private kitchen

Cheerful Cottage with Loft 9

10.0 out of 10, Exceptional, (2)
"We had a lovely weekend stay at this cozy cabin. Super clean, all the amenities needed for our small family, 2 adults + 3 year old. Convenient location, we would book here again when we are back in the area. "
Cheerful Cottage with Loft 9
Belgrade Lakes Cottage w/ Long Pond beach access close to Augusta, Colby College
Miscellaneous

Belgrade Lakes Cottage w/ Long Pond beach access close to Augusta, Colby College

9.6 out of 10, Exceptional, (10)
"We spent a beautiful fall weekend at Cedar Estates, the house was clean and very well equipped, as described in the listing. We enjoyed a nice campfire on Saturday night at the fire pit. Our 2 dogs really enjoyed exploring and running outside as well! Clean sheets and towels, hot water - lovely overall!"
Belgrade Lakes Cottage w/ Long Pond beach access close to Augusta, Colby College
Cozy 1 BR Maine lakeside cottage getaway with WiFi, laundry, and full kitchen.
View from the yard showing back deck and lakefront.

Cozy 1 BR Maine lakeside cottage getaway with WiFi, laundry, and full kitchen.

2.0 star property
10.0 out of 10, Exceptional, (6)
"Everything about the cottage made us feel at home. It was very well kept and our hosts did everything possible to make us feel welcome. We were looking forward to the water view and it did not disappoint!"
Cozy 1 BR Maine lakeside cottage getaway with WiFi, laundry, and full kitchen.
Charming 2-bedroom lake front cottage on serene Cobbosseeconte with kayaks, ac
Exterior

Charming 2-bedroom lake front cottage on serene Cobbosseeconte with kayaks, ac

2.0 star property
Charming 2-bedroom lake front cottage on serene Cobbosseeconte with kayaks, ac
March Special, Ice Fishing, Dog Friendly
Outdoor entertaining

March Special, Ice Fishing, Dog Friendly

10.0 out of 10, Exceptional, (30)
"Accurate listing, great location (easy drive to Augusta for dinner), really peaceful and quiet. GPS had a minor problem right at the end trying to send us through a neighbor's trailer, but we figured it out (the external pictures helped). Loved our stay there, even though it was just overnight on the way to somewhere else. Next time, we'll stay for a week."
The price is AED 427
AED 965 total
includes taxes & fees
12 Jan - 13 Jan
March Special, Ice Fishing, Dog Friendly
Screen Porch with see thru roof, BQ, 30' from sandy beach, canoe and 3 kayaks
King's Kastle with see thru roof and 2 man kayaks and two single man kayaks

Screen Porch with see thru roof, BQ, 30' from sandy beach, canoe and 3 kayaks

7.6 out of 10, Good, (22)
"The camp was quaint, great kitchen! Unfortunately there was confusion & communication issues with our host not being notified that we had booked property. We received a refund from the host for the nights we didn't stay due to propane running out. The host had intended to have camp closed up the week we had booked."
Screen Porch with see thru roof, BQ, 30' from sandy beach, canoe and 3 kayaks
Rustic Retreat Across from Lake; Family Friendly!
Union Vacation Rental | 2BR | 1BA | 1-Story Cottage | Step-Free Access

Rustic Retreat Across from Lake; Family Friendly!

8.8 out of 10, Excellent, (13)
"It's a spcious cabin with plenty of room to spread out, and a beautiful view of Sennebec Pond in Union ME. A half hour to Camden and Rockland, and just a beautiful area. Full kitchen set up, hot showers, a nice deck and fire pit for relaxing and enjoying the view of the pond. Everything was neat, clean and well organized, and stay instructions were simple and easy to follow. The only negative, and it's a realtively small one it the grans scheme, was that the windows were't clean when we looked...
Rustic Retreat Across from Lake; Family Friendly!
Waterfront 2br/2ba cottage
Room

Waterfront 2br/2ba cottage

9.6 out of 10, Exceptional, (10)
"Clean house"
The price is AED 459
AED 1,341 total
includes taxes & fees
13 Jan - 14 Jan
Waterfront 2br/2ba cottage
Lighthouse Lane
Beautiful sunsets, ladies delight lighthouse

Lighthouse Lane

10.0 out of 10, Exceptional, (51)
"The house was really nice. Updated with all modern appliances and very clean. The beds were very comfy. The scenery is beautiful on the lake. Wish there was coffee for the morning but wasn’t replaced from the previous tenants. Overall definitely recommend. "
The price is AED 1,469
AED 1,946 total
includes taxes & fees
7 Feb - 8 Feb
Lighthouse Lane
Cottage on Cobbosseecontee Lake. Dates available.
Loon Cottage on Cobbossecontee Lake

Cottage on Cobbosseecontee Lake. Dates available.

10.0 out of 10, Exceptional, (159)
" We enjoyed the view from the moon on the lake to the snowfall. Everything was close by if needed."
Cottage on Cobbosseecontee Lake. Dates available.
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

A Charming Waterfront Cottage with Touches of Elegance
This 44 foot porch runs the width of the house with panoramic views of the water

A Charming Waterfront Cottage with Touches of Elegance

10.0 out of 10, Exceptional, (98)
"We were having a delightful stay until we noticed that there was no heat but from the fire place. Unfortunately, we had to leave in the middle of our stay. Vrbo gave us a refund. I would stay there again. Lovely and sunny. Excellent Property Manager."
A Charming Waterfront Cottage with Touches of Elegance
March Special, Ice Fishing, Dog Friendly
Outdoor entertaining

March Special, Ice Fishing, Dog Friendly

10.0 out of 10, Exceptional, (30)
"Accurate listing, great location (easy drive to Augusta for dinner), really peaceful and quiet. GPS had a minor problem right at the end trying to send us through a neighbor's trailer, but we figured it out (the external pictures helped). Loved our stay there, even though it was just overnight on the way to somewhere else. Next time, we'll stay for a week."
The price is AED 427
AED 965 total
includes taxes & fees
12 Jan - 13 Jan
March Special, Ice Fishing, Dog Friendly
Lighthouse Lane
Beautiful sunsets, ladies delight lighthouse

Lighthouse Lane

10.0 out of 10, Exceptional, (51)
"The house was really nice. Updated with all modern appliances and very clean. The beds were very comfy. The scenery is beautiful on the lake. Wish there was coffee for the morning but wasn’t replaced from the previous tenants. Overall definitely recommend. "
The price is AED 1,469
AED 1,946 total
includes taxes & fees
7 Feb - 8 Feb
Lighthouse Lane
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

How much do cottages in Windsor cost?
Cottages in Windsor range between AED 427 and AED 1,469 per night. These properties offer a chance to soak up nature’s beauty — at a price you can afford. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
How many cottages are there in Windsor?
Choose from 88 cottages in Windsor. No matter if you’re taking a trip with the kids or organizing a weekend break with your pals, Expedia will help you find the right place to get in touch with nature.
Why book your cottage in Windsor with Expedia?
Expedia has some wonderful cottages in Windsor, so get ready for a memorable vacay close to nature. If you have a certain budget, click on how much you want to spend and the preferred star rating of your property. Or, try out our filters to search for cottages with a hot tub or free WiFi. We’ll help you find the right place whatever your plans or style of travel.
How can I find cheap cottages in Windsor?
Expedia can help you easily track down cheap cottages in Windsor. To book a fantastic stay in a couple of clicks, simply use the filter tool to refine your search results by star rating, budget and amenities.