Winchester Holiday Rentals

  • 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

Holiday Rentals in Winchester

Quiet Couple's Retreat: Studio by Winchester Lake!
Exterior

Quiet Couple's Retreat: Studio by Winchester Lake!

3.0 star property
10.0 out of 10, Exceptional, (1)
Quiet Couple's Retreat: Studio by Winchester Lake!
Rustic Western Home: Walk to Winchester Lake!
Outdoor dining

Rustic Western Home: Walk to Winchester Lake!

3.0 star property
10.0 out of 10, Exceptional, (1)
Rustic Western Home: Walk to Winchester Lake!
Cozy Winchester Lake Cabin: Hunting/fishing Haven!
Exterior detail

Cozy Winchester Lake Cabin: Hunting/fishing Haven!

3.0 star property
Cozy Winchester Lake Cabin: Hunting/fishing Haven!
Spacious Lenore Retreat w/ 3 Decks + Views!
Property grounds

Spacious Lenore Retreat w/ 3 Decks + Views!

3.0 star property
Spacious Lenore Retreat w/ 3 Decks + Views!
Quiet Lewiston Vacation Rental w/ Scenic Views!
Microwave, oven, stovetop, dishwasher

Quiet Lewiston Vacation Rental w/ Scenic Views!

3.0 star property
Quiet Lewiston Vacation Rental w/ Scenic Views!
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 types of properties in Winchester you may be interested in

Quiet Couple's Retreat: Studio by Winchester Lake!
Exterior

Quiet Couple's Retreat: Studio by Winchester Lake!

3.0 star property
10.0 out of 10, Exceptional, (1)
Quiet Couple's Retreat: Studio by Winchester Lake!
Rustic Western Home: Walk to Winchester Lake!
Outdoor dining

Rustic Western Home: Walk to Winchester Lake!

3.0 star property
10.0 out of 10, Exceptional, (1)
Rustic Western Home: Walk to Winchester Lake!
Cozy Winchester Lake Cabin: Hunting/fishing Haven!
Exterior detail

Cozy Winchester Lake Cabin: Hunting/fishing Haven!

3.0 star property
Cozy Winchester Lake Cabin: Hunting/fishing Haven!
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.
Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.
Unlock Black Friday deals

Frequently asked questions

Can I find a holiday rental in Winchester?

Yes, there are holiday rentals close to the most popular sights in Winchester, or you can select a more secluded option if you're looking for a relaxing stay.

What can I see and do in Winchester?

While exploring the area, visit family-friendly sights like Idaho River Adventures, or get outside and enjoy nature at Winchester Lake State Park.

What are holiday rentals like in Winchester?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Winchester. Holiday rentals offer amenities such as WiFi and washers and dryers so you'll have all the comforts of home. If you're concerned about cleanliness, holiday rentals can offer a sense of security away from public hotel lifts and busy front desks while still allowing you the enjoyment of travel. You'll also have more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a great choice for a family getaway.