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Aug 22 - Aug 24
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Sep 12 - Sep 14
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Cottages in Windsor

Idyllic Washington Retreat w/ Fire Pit & Yard
Exterior

Idyllic Washington Retreat w/ Fire Pit & Yard

3.0 star property
10.0 out of 10, Exceptional, (1)
"It was great. Nice property, internet connection was poor"
Idyllic Washington Retreat w/ Fire Pit & Yard
Springvale Farm: Freedom Home With Hiking Trail!
House (4 Bedrooms) | Interior

Springvale Farm: Freedom Home With Hiking Trail!

3.0 star property
Springvale Farm: Freedom Home With Hiking Trail!
Lakefront Maine House ~ 4 Mi to Colby College
House (4 Bedrooms) | Interior

Lakefront Maine House ~ 4 Mi to Colby College

3.0 star property
Lakefront Maine House ~ 4 Mi to Colby College
Private Dock on Messalonskee Lake: Cozy Cottage!
Cottage (2 Bedrooms) | Interior

Private Dock on Messalonskee Lake: Cozy Cottage!

3.0 star property
10.0 out of 10, Exceptional, (1)
"Great little lake cabin. Had everything we needed. Clean, comfortable, quite. Beautiful area and views. We had a wonderful stay and would stay again."
Private Dock on Messalonskee Lake: Cozy Cottage!
Near Waterville: Cozy Midcoast Vacation Rental!
House (3 Bedrooms) | Interior

Near Waterville: Cozy Midcoast Vacation Rental!

3.0 star property
Near Waterville: Cozy Midcoast Vacation Rental!
Readfield Retreat w/ Lake Maranacook Views!
House (3 Bedrooms) | Interior

Readfield Retreat w/ Lake Maranacook Views!

3.0 star property
Readfield Retreat w/ Lake Maranacook Views!
Private Dock & Deck: Tranquil Dam Pond Cottage!
Cottage (2 Bedrooms) | Interior

Private Dock & Deck: Tranquil Dam Pond Cottage!

3.0 star property
Private Dock & Deck: Tranquil Dam Pond Cottage!
On-site Pond: Spacious Family Home in Jefferson!
House (4 Bedrooms) | Interior

On-site Pond: Spacious Family Home in Jefferson!

3.0 star property
On-site Pond: Spacious Family Home in Jefferson!
Quaint Oakland Getaway on East Pond Lake!
Terrace/patio

Quaint Oakland Getaway on East Pond Lake!

2.0 star property
9.0 out of 10, Wonderful, (2)
"Lovely little cabin on a lake. No frills just quiet! Bed very comfortable. Hot water in shower. Dishes and accessories all provided. Only additions could be a coffee maker. French press was there but I was looking for a regular drip pot. Some better assortment of games might be nice too. Playing Clue with only 2 people is a little pointless!! 😂😂😂 Country Deli on the corner was great for coffee and sandwiches. Less than a mile up the road. "
Quaint Oakland Getaway on East Pond Lake!
Rustic Retreat Across From Lake; Family Friendly!
Cottage (2 Bedrooms) | Interior

Rustic Retreat Across From Lake; Family Friendly!

3.0 star property
9.0 out of 10, Wonderful, (2)
"I liked that it was by the lake quiet and secluded. "
The price is NT$3,240
NT$9,793 total
includes taxes & fees
Aug 18 - Aug 19
Rustic Retreat Across From Lake; Family Friendly!
Updated Tiny House: Walk to Wiscasset Village
Exterior

Updated Tiny House: Walk to Wiscasset Village

3.0 star property
Updated Tiny House: Walk to Wiscasset Village
Historic Waldoboro House Near Lakes, Boating, Etc!
House (3 Bedrooms) | Interior

Historic Waldoboro House Near Lakes, Boating, Etc!

3.0 star property
10.0 out of 10, Exceptional, (2)
"This home is such a gem! A historic home that is updated with many modern conveniences. We’ve been to MANY AirB&B’s and this home was probably the best equipped we’ve been in! Convenient to Boothbay and lots of downeast inlets and harbors. Very quiet, but close to groceries, food and farm stands. Our only regret was not staying longer- we would have loved to grill and use the fire pit!"
Historic Waldoboro House Near Lakes, Boating, Etc!
Peaceful Lakefront Maine Cabin w/ Sunset Views
House (3 Bedrooms) | Interior

Peaceful Lakefront Maine Cabin w/ Sunset Views

3.0 star property
Peaceful Lakefront Maine Cabin w/ Sunset Views
Waterfront Home w/ Boat Dock & Sunroom in Gardiner
House (4 Bedrooms) | Interior

Waterfront Home w/ Boat Dock & Sunroom in Gardiner

3.0 star property
Waterfront Home w/ Boat Dock & Sunroom in Gardiner
Waterfront Nobleboro Cottage w/ Kayaks & Boat Dock
Cottage (2 Bedrooms) | Interior

Waterfront Nobleboro Cottage w/ Kayaks & Boat Dock

3.0 star property
Waterfront Nobleboro Cottage w/ Kayaks & Boat Dock
2 Mi to Colby College: Peaceful Home in Waterville
House (1 Bedroom) | Interior

2 Mi to Colby College: Peaceful Home in Waterville

3.0 star property
2 Mi to Colby College: Peaceful Home in Waterville
Pet-friendly Togus Pond Home: Kayak & Canoe!
Interior

Pet-friendly Togus Pond Home: Kayak & Canoe!

3.0 star property
Pet-friendly Togus Pond Home: Kayak & Canoe!
Lakefront Home With Deck, Dock, & Water Access!
House (2 Bedrooms) | Interior

Lakefront Home With Deck, Dock, & Water Access!

3.0 star property
Lakefront Home With Deck, Dock, & Water Access!
Unique Maine Log Cabin w/ Trout Ponds & Sauna!
House (2 Bedrooms) | Interior

Unique Maine Log Cabin w/ Trout Ponds & Sauna!

3.0 star property
Unique Maine Log Cabin w/ Trout Ponds & Sauna!
Waterville Home Rental w/ Private Yard + Deck!
House (5 Bedrooms) | Interior

Waterville Home Rental w/ Private Yard + Deck!

3.0 star property
Waterville Home Rental w/ Private Yard + Deck!
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.
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Top Windsor Hotel Reviews

The Elmwood

The Elmwood

10/10 Excellent
"Amanda at check in was fantastic! Room recently refurbished, clean, and comfortable. "
John 1-night trip
Posted 1 day ago
The Elmwood

Frequently asked questions

How much do cottages in Windsor cost?
Prices for cottages in Windsor range between NT$3,240 and NT$3,240 per night. No matter your budget, you're sure to find an ideal place to reconnect with nature. 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?
Pack your suitcase and choose from 30 cottages in Windsor. Dreaming of a place where you can relax and connect with nature? Expedia can help you find your ideal getaway in a few simple clicks.
Why book your cottage in Windsor with Expedia?
Expedia has some superb cottages in Windsor, so start packing your bags for an unforgettable vacay on nature's doorstep. If you have a budget, click on how much you want to spend and your preferred property star rating. Or, make use of our filters to search for cottages with a kitchen or a pool. We'll help you find the perfect fit whatever your getaway looks like.