Search Cottages in Winchester

  • 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
9 Jum. I - 11 Jum. I
In two weeks
16 Jum. I - 18 Jum. I
In one month
30 Jum. I - 1 Jum. II
In two months
27 Jum. II - 29 Jum. II

Compare 7 Cottages in Winchester with updated reviews, rates, and availability.

Quaker Hill Cottage on gated estate with fire pit & hiking trails
Exterior

Quaker Hill Cottage on gated estate with fire pit & hiking trails

9.8 out of 10, Exceptional, (22)
"Such an interesting place. It was a great stay. We would definitely stay there again!"
The price is SARĀ 431
SARĀ 819 total
includes taxes & fees
6 May - 7 May
Quaker Hill Cottage on gated estate with fire pit & hiking trails
Pet-friendly Greenville Home w/ Private Yard
House (3 Bedrooms) | Interior

Pet-friendly Greenville Home w/ Private Yard

3.0 star property
Pet-friendly Greenville Home w/ Private Yard
Cozy Richmond Home w/ Fire Pit: Walk, Bike & More!
House (2 Bedrooms) | Interior

Cozy Richmond Home w/ Fire Pit: Walk, Bike & More!

3.0 star property
Cozy Richmond Home w/ Fire Pit: Walk, Bike & More!
Close to Earlham / IU / Reid! <br>- Nice neighborhood -
Fridge, microwave, oven, stovetop

Close to Earlham / IU / Reid! <br>- Nice neighborhood -

9.0 out of 10, Wonderful, (6)
"This was a great home and the hosts are great! Enjoyed my stay as I completed a summer internship in the area."
Close to Earlham / IU / Reid! <br>- Nice neighborhood -
Exquisite Hagerstown Home With Deck & Gazebo!
Interior

Exquisite Hagerstown Home With Deck & Gazebo!

3.0 star property
Exquisite Hagerstown Home With Deck & Gazebo!
Quaint Economy Retreat w/ Patio & Spacious Yard!
House (3 Bedrooms) | Interior

Quaint Economy Retreat w/ Patio & Spacious Yard!

3.0 star property
Quaint Economy Retreat w/ Patio & Spacious Yard!
Bright Muncie Home w/ Yard ~ 2 Mi to Downtown!
Terrace/patio

Bright Muncie Home w/ Yard ~ 2 Mi to Downtown!

3.0 star property
Bright Muncie Home w/ Yard ~ 2 Mi to Downtown!
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 Winchester
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 Winchester

Indoor Pool, Hot Tub, Fireplaces, Golf, Park-like setting. Family Reunion Place!
Outdoor dining

Indoor Pool, Hot Tub, Fireplaces, Golf, Park-like setting. Family Reunion Place!

9.8 out of 10, Exceptional, (182)
"Plenty of room for our 25 that stayed. The pool is wonderful. Very clean and communication is excellent. This was our second stay and will do it again. Thank you Ted"
Indoor Pool, Hot Tub, Fireplaces, Golf, Park-like setting. Family Reunion Place!
5 min walk to BSU Campus - Quiet Neighborhood
Property grounds

5 min walk to BSU Campus - Quiet Neighborhood

10.0 out of 10, Exceptional, (62)
"The house was perfect for what we needed. We were coming and going all week. "
5 min walk to BSU Campus - Quiet Neighborhood
May/June Specials-Guest favorite-Near IU Health Hospital & Ball State University
Dining

May/June Specials-Guest favorite-Near IU Health Hospital & Ball State University

10.0 out of 10, Exceptional, (18)
"The house is very clean and comfortably furnished. Hosts were attentive and responsive. I hope to stay there again."
May/June Specials-Guest favorite-Near IU Health Hospital & Ball State University
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.