Search Windsor Cottages

Start date: Check-in selected.
End date: Check-out

Check prices for these dates

Next weekend
Sep 12 - Sep 14
In two weeks
Sep 19 - Sep 21
In one month
Oct 3 - Oct 5
In two months
Oct 31 - Nov 2

Cottages in Windsor

Our top choices for Windsor cottages

Pennsy Ridge Hideaway: Relax in our centrally-located wooded retreat w/ hot tub
Exterior

Pennsy Ridge Hideaway: Relax in our centrally-located wooded retreat w/ hot tub

10.0 out of 10, Exceptional, (198)
"Great place to stay"
Pennsy Ridge Hideaway: Relax in our centrally-located wooded retreat w/ hot tub
Perfect family getaway with pool and hot tub close to everything!
Exterior

Perfect family getaway with pool and hot tub close to everything!

9.8 out of 10, Exceptional, (82)
"It was close to the Sight & Sound theater and the Country Kettle Kitchen stores. The swimming pool and hot tub were very nice, but it should be noted that they are shared with the family and other guests. "
Perfect family getaway with pool and hot tub close to everything!
Cozy Family Sized Cottage in the Country! 15 minutes to Lancaster City!!
Exterior

Cozy Family Sized Cottage in the Country! 15 minutes to Lancaster City!!

10.0 out of 10, Exceptional, (42)
"Fully stocked fridge. All the amenities. Great hosts and wonderful views. "
Cozy Family Sized Cottage in the Country! 15 minutes to Lancaster City!!
Restful and Quaint Cottage
Outdoor spa tub

Restful and Quaint Cottage

9.8 out of 10, Exceptional, (123)
"Very nice place for an overnight stay. "
$313 nightly
The price is $345
Sep 8 - Sep 9
Total with taxes and fees
Restful and Quaint Cottage
Iconic "Haines Shoe House" - Hot Tub & Firepit - Featured On HGTV
Exterior

Iconic "Haines Shoe House" - Hot Tub & Firepit - Featured On HGTV

10.0 out of 10, Exceptional, (122)
"This was a great overnight in a cute spot that we have seen along the higheay for years. Glad our fanily was finally able to check it out!"
$370 nightly
The price is $409
Sep 9 - Sep 10
Total with taxes and fees
Iconic "Haines Shoe House" - Hot Tub & Firepit - Featured On HGTV
Luxury River Front Cottage With Hot Tub & Spectacular Views
Terrace/patio

Luxury River Front Cottage With Hot Tub & Spectacular Views

10.0 out of 10, Exceptional, (55)
"We loved our stay - the sunsets were amazing and the river was so relaxing. Will come again "
Luxury River Front Cottage With Hot Tub & Spectacular Views
Meadow View Cottage
Fridge, microwave, oven, stovetop

Meadow View Cottage

9.4 out of 10, Exceptional, (24)
"Clean, private location, quiet property."
Meadow View Cottage
Marietta Home w/ Private Hot Tub, Pool Table!
Cottage (3 Bedrooms) | Interior

Marietta Home w/ Private Hot Tub, Pool Table!

3.0 star property
10.0 out of 10, Exceptional, (1)
"Excellent well stocked home. "
Marietta Home w/ Private Hot Tub, Pool Table!
Modern country cottage that is dog friendly with a fenced-in yard.
Exterior

Modern country cottage that is dog friendly with a fenced-in yard.

10.0 out of 10, Exceptional, (79)
"We wanted to get away from the city for a few days and our stay was everything we had hoped for. The house is beautiful, the scenery is great, we couldn’t have stayed at a better place. There’s a reason why this property has great reviews ! "
Modern country cottage that is dog friendly with a fenced-in yard.
3 Mi to Downtown: Inviting Lancaster Home!
House (2 Bedrooms) | Interior

3 Mi to Downtown: Inviting Lancaster Home!

3.0 star property
3 Mi to Downtown: Inviting Lancaster Home!
Charming cottage overlooking pond and meadows
Interior

Charming cottage overlooking pond and meadows

10.0 out of 10, Exceptional, (69)
"We loved it here and would happily come back, it was cosy but also more than enough space for our family of five."
Charming cottage overlooking pond and meadows
Enjoy your stay in the country. Dog friendly with a fenced-in yard
Outdoor dining

Enjoy your stay in the country. Dog friendly with a fenced-in yard

10.0 out of 10, Exceptional, (122)
"This was a wonderful experience. The owners were very gracious "
Enjoy your stay in the country. Dog friendly with a fenced-in yard
Modern River Cottage with Amazing River and Marina Views
Property grounds

Modern River Cottage with Amazing River and Marina Views

10.0 out of 10, Exceptional, (24)
"We enjoyed our stay and definitely look forward to returning the next time we visit the area. The views were wonderful and we enjoyed the outdoor seating areas."
Modern River Cottage with Amazing River and Marina Views
Stone Cottage at Roundtop Estate couples Retreat
Exterior

Stone Cottage at Roundtop Estate couples Retreat

10.0 out of 10, Exceptional, (4)
"This property is pretty secluded and quiet. The pool and hot tub were a super plus. The pool cottage was very charming for my wife and myself. I wouldn't go with friends or children. The space is small but just right for a romantic getaway. The stringlights at dark, eating our late night snack on the patio, made for a very enchanting evening. The walking trails were nice also. We enjoyed it very much. "
$479 nightly
The price is $502
Sep 21 - Sep 22
Total with taxes and fees
Stone Cottage at Roundtop Estate couples Retreat
Marietta Home w/ Private Hot Tub, Pool Table!
Exterior

Marietta Home w/ Private Hot Tub, Pool Table!

9.8 out of 10, Exceptional, (20)
"Great little place to stay. Hot tub was amazing! Close to the Turkey Hill experience. Quiet neighborhood with a park across the street. "
Marietta Home w/ Private Hot Tub, Pool Table!
3 Mi to Dtwn: Charming Farmhouse in Mount Joy!
House (3 Bedrooms) | Front of property

3 Mi to Dtwn: Charming Farmhouse in Mount Joy!

3.0 star property
9.4 out of 10, Exceptional, (3)
"Everything was amazing, beautiful property. Owner is responsive & flexible. Would love to stay here again!!! "
3 Mi to Dtwn: Charming Farmhouse in Mount Joy!
Charming Manheim Cottage w/ On-site Animal Viewing
Cottage (2 Bedrooms) | Interior

Charming Manheim Cottage w/ On-site Animal Viewing

3.0 star property
10.0 out of 10, Exceptional, (4)
"Our stay was amazing. "
Charming Manheim Cottage w/ On-site Animal Viewing
A Cozy Getaway 5 min from the heart of Lancaster!
Exterior

A Cozy Getaway 5 min from the heart of Lancaster!

9.0 out of 10, Wonderful, (10)
"The house was perfect, they’ve made every convenience available for a smooth stay. "
A Cozy Getaway 5 min from the heart of Lancaster!
Walk to Creek: Mount Joy Home w/ Peacocks On-site!
House (1 Bedroom) | Interior

Walk to Creek: Mount Joy Home w/ Peacocks On-site!

2.0 star property
Walk to Creek: Mount Joy Home w/ Peacocks On-site!
2 Mi to Wineries: Calm Cottage on 90 Acres w/ Barn
Cottage (2 Bedrooms) | Interior

2 Mi to Wineries: Calm Cottage on 90 Acres w/ Barn

3.0 star property
10.0 out of 10, Exceptional, (2)
"The property was located in a peaceful area. We loved the screened in porch for enjoying our breakfast and to relax in the evening."
2 Mi to Wineries: Calm Cottage on 90 Acres w/ Barn
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.
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

Lancaster Arts Hotel

Lancaster Arts Hotel

10/10 Excellent
"It’s a unique property, in a converted historic warehouse, with an art theme. So lots of exposed brick and paintings on the walls and a sketch pad in each room. Super tasteful and fun. Also clean and modern. The rooms are on the smaller side, but totally fine. And it’s not in the cutest area but a quick drive to the central walkable part of Lancaster. Very reasonable prices, so a great choice if you’re someone who appreciates a boutique hotel rather than a generic chain."
Alice 1-night trip
Posted 5 days ago
Lancaster Arts Hotel
Red Carpet Inn

Red Carpet Inn

10/10 Excellent
"The cleaning ones should wait a little longer for the doors not to knock twice and enter because if I'm in the bathroom and I can't open at the moment they should wait a little longer to enter but everything else was super good Thanks"
Jennifer 2-night trip
Posted 3 months ago
Red Carpet Inn

Find out more about Windsor

Find out more about Windsor

Windsor Cottages information

Number of reviews
Accommodation
49 Cottages
Lowest Price
$345
Highest Price
$502

Explore a world of travel with Expedia

Explore a world of travel with Expedia