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

Compare 5 Cottages in Winchester with updated reviews, rates, and availability.

Hot Tub | Dock | Swimming | Close To Ottawa
Miscellaneous

Hot Tub | Dock | Swimming | Close To Ottawa

10.0 out of 10, Exceptional, (3)
"We stayed in this cozy cottage for a long weekend in Aug. It was lovely An easy-to-reach owner with a renovated cottage and a just gorgeous view Fantastic deck and lovely views A paddle board and a canoe were available to have fun, and all you needed, like a life vest and noodles, all good stuff Super clean sheets and towels Robes are available for your comfort A hot top on the deck Highly recommended It is the best fit for six people, not more"
Hot Tub | Dock | Swimming | Close To Ottawa
Rideau River Retreat - Waterfront Home
Beautiful 4-seaon home with Rideau River frontage. Plenty of space to dock a boat. Easy entry into water for guest use of our kayaks, SUP and canoe

Rideau River Retreat - Waterfront Home

9.8 out of 10, Exceptional, (7)
"We loved our stay at the Rideau River Retreat. It was a great place to use as our home base for Ottawa tourism. We also enjoyed Kemptville itself. Meghan was a great hostess. She was easy to communicate with and very helpful. The handbook for the stay was one of the most complete I’ve seen and very helpful! I highly recommend this lovely spot!"
Rideau River Retreat - Waterfront Home
Doran Bay Resort
Outdoor pool

Doran Bay Resort

2.5 star property
7.6 out of 10, Good, (20)
"We were happy with the cottage - pretty much what we expected. "
Doran Bay Resort
Doran Bay Resort - Iroquois - Cottage - 5
Cottage - 5

Doran Bay Resort - Iroquois - Cottage - 5

Doran Bay Resort - Iroquois - Cottage - 5
Doran Bay Resort - Iroquois - Cottage - 1
Cottage - 1

Doran Bay Resort - Iroquois - Cottage - 1

10.0 out of 10, Exceptional, (1)
"Great for family gatherings."
Doran Bay Resort - Iroquois - Cottage - 1
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

RARE Tiny House 2 BEDS + Free WiFi + 30m to Ottawa
Interior

RARE Tiny House 2 BEDS + Free WiFi + 30m to Ottawa

RARE Tiny House 2 BEDS + Free WiFi + 30m to Ottawa
A beautiful 2bedroom in-law suite with separate entrance and complete privacy.
Living area

A beautiful 2bedroom in-law suite with separate entrance and complete privacy.

8.0 out of 10, Very Good, (1)
"Easy to find , quiet neighborhood, communication was excellent, good value"
A beautiful 2bedroom in-law suite with separate entrance and complete privacy.
Hot Tub | Dock | Swimming | Close To Ottawa
Miscellaneous

Hot Tub | Dock | Swimming | Close To Ottawa

10.0 out of 10, Exceptional, (3)
"We stayed in this cozy cottage for a long weekend in Aug. It was lovely An easy-to-reach owner with a renovated cottage and a just gorgeous view Fantastic deck and lovely views A paddle board and a canoe were available to have fun, and all you needed, like a life vest and noodles, all good stuff Super clean sheets and towels Robes are available for your comfort A hot top on the deck Highly recommended It is the best fit for six people, not more"
Hot Tub | Dock | Swimming | Close To Ottawa
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

Why book your cottage in Winchester with Expedia?
Reserving a cottage in Winchester is as simple as entering your travel dates and choosing an ideal place for a vacation in nature. From upscale retreats to low-cost properties and cottages that feature perks like a pool, Expedia has something for all styles and tastes. As for awesome deals? We’ve got them as well!
How can I find cheap cottages in Winchester?
With Expedia’s useful filter tool, scoring cheap cottages in Winchester is a breeze. To discover accommodations that’ll make your hip pocket happy, narrow your search results by budget, amenities and star rating.