Title: Winchester Vacation Rentals from CA $150: Short-Term Rentals for 2025 | Expedia.ca [Winchester Travel Guide](https://expedia.ca/Winchester.dx6344696)[Hotels in Winchester](https://expedia.ca/Winchester-Hotels.d6344696.Travel-Guide-Hotels)[Winchester Car Rentals](https://expedia.ca/Car-Rentals-In-Winchester.d6344696.Car-Rental-Guide)[Winchester Vacation Packages](https://expedia.ca/Winchester.d6344696.Destination-Travel-Guides) ![Default HTG hotel image](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_lodging_v2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Winchester Vacation Rentals ![calendar shield illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![deals illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) ![bed illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check prices for these dates In two weeks [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=6344696&startDate=2025-10-17&endDate=2025-10-19&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=6344696&startDate=2025-10-31&endDate=2025-11-02&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Nov 28 - Nov 30](https://www.expedia.ca/Hotel-Search?regionId=6344696&startDate=2025-11-28&endDate=2025-11-30&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=6344696&startDate=2025-12-26&endDate=2025-12-28&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Vacation Rentals in Winchester ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/110000000/109920000/109912000/109911968/371d4ba6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/110000000/109920000/109912000/109911968/6d7902d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/110000000/109920000/109912000/109911968/dabd0671.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/110000000/109920000/109912000/109911968/b82d265c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### RARE Tiny House 2 BEDS + Free WiFi + 30m to Ottawa Winchester 10/10 Exceptional (5) "How is very well designed and equipped, full of nice details. Location cannot be better. Communication has been great and listing accurate. Highly recommended!" CA $142 CA $248 total includes taxes & fees Oct 2 - Oct 3 [](https://www.expedia.ca/North-Dundas-Hotels-RARE-Tiny-House-2-BEDS-Free-WiFi-30m-To-Ottawa.h109911968.Hotel-Information) ![Smart TV](https://images.trvl-media.com/lodging/106000000/105110000/105107200/105107122/459d636f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/106000000/105110000/105107200/105107122/18845eb8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/106000000/105110000/105107200/105107122/80b86f87.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/106000000/105110000/105107200/105107122/86a2b6c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Entire Suite in Kemptville, Ontario, Canada Kemptville 7.0/10 Good (4) "Everything was fine for our overnight stay. Was not expecting an apartment but other than that the stay was comfortable." [](https://www.expedia.ca/Ottawa-Hotels-Entire-Suite-In-Kemptville.h105107122.Hotel-Information) ![Private kitchen](https://images.trvl-media.com/lodging/117000000/116720000/116717900/116717828/a1255e8c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/117000000/116720000/116717900/116717828/w1500h768x0y0-59c6dd65.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/117000000/116720000/116717900/116717828/4dc433a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/117000000/116720000/116717900/116717828/ea3b204a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Elegance and serenity on Parkview Terrace/Élégance et sérénité sur Parkview Terr Russell 2.0/10 (1) "This property was listed as 3 Bedrooms / 1 Bath BUT, after reserving, I was told it was a Single Room with a SHARED Bath!! The listing explicitly says, per the VRBO guidelines, that you have the whole house and only share with your family. I cancelled immediately BUT have not heard from either the Property Owner or VRBO about a REFUND. NOT ACCEPTAB:E" CA $85 CA $150 total includes taxes & fees Oct 2 - Oct 3 [](https://www.expedia.ca/Russell-Hotels-Elegance-And-Serenity-On-Parkview-TerraceElegance-Et-Serenite-Sur-Parkview-Terr.h116717828.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/93000000/92850000/92840700/92840637/d4a024d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/93000000/92850000/92840700/92840637/4d2403d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace](https://images.trvl-media.com/lodging/93000000/92850000/92840700/92840637/3c58ede9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/93000000/92850000/92840700/92840637/4fe615b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Rideau River Retreat - Waterfront Home Kemptville 10/10 Exceptional (13) "Loved my stay! It’s a beautiful property and the host is great! Definitely would recommend!" [](https://www.expedia.ca/North-Grenville-Hotels-Rideau-River-Retreat-Waterfront-Home.h92840637.Hotel-Information) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/20000000/19100000/19092700/19092633/13604476.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage, 1 Bedroom, Kitchen (1) | Garden view](https://images.trvl-media.com/lodging/20000000/19100000/19092700/19092633/10262f88.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Basic cottage, 2 bedrooms, kitchen, river view (10)](https://images.trvl-media.com/lodging/20000000/19100000/19092700/19092633/b20024da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Basic cottage, 2 bedrooms, kitchen, river view (10) | View from room](https://images.trvl-media.com/lodging/20000000/19100000/19092700/19092633/f8dd4f89.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Doran Bay Resort South Dundas 7.8/10 Good (21) "Clean and comfortable, with all your necessities, great host, friendly and full of information." CA $129 CA $197 total includes taxes & fees Oct 1 - Oct 2 [](https://www.expedia.ca/Smiths-Falls-Hotels-Doran-Bay-Resort.h19092633.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/101000000/100470000/100461000/100460978/w1079h770x0y4-b7fbcca2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/101000000/100470000/100461000/100460978/50194f0f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/101000000/100470000/100461000/100460978/w1039h797x0y4-f40c4722.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/101000000/100470000/100461000/100460978/w1080h885x0y9-5ebf1e13.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beautiful Home with castor river view Embrun 7.0/10 Good (18) "Very basic. Light in bedroom windows and noisy street, but met our needs for one night. " CA $135 CA $229 total includes taxes & fees Oct 1 - Oct 2 [](https://www.expedia.ca/Russell-Hotels-Beautiful-Home-With-Castor-River-View.h100460978.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/92000000/91920000/91918400/91918334/c93c24ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/92000000/91920000/91918400/91918334/20593b58.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, video games, DVD player](https://images.trvl-media.com/lodging/92000000/91920000/91918400/91918334/0a4cd575.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/92000000/91920000/91918400/91918334/33b3f6e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hot Tub | Dock | Swimming | Close To Ottawa Kemptville 10/10 Exceptional (6) "Nice and secluded. The dock has incredible views. Sandy bottom, clear water, we really enjoyed our stay." [](https://www.expedia.ca/Ottawa-Hotels-Hot-Tub-Dock-Swimming-Close-To-Ottawa.h91918334.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/100000000/99230000/99228900/99228827/3751121c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, bed sheets](https://images.trvl-media.com/lodging/100000000/99230000/99228900/99228827/6fd8acba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, stovetop, coffee/tea maker, electric kettle](https://images.trvl-media.com/lodging/100000000/99230000/99228900/99228827/1c1c65c4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/100000000/99230000/99228900/99228827/2dbfe704.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Unique houseboat rental with private dock and land on the historic Rideau River. Kemptville 9.8/10 Exceptional (12) "Trevor was a great host and was accommodating" [](https://www.expedia.ca/North-Grenville-Hotels-Unique-Houseboat-Rental-With-Private-Dock-And-Land-On-The-Historic-Rideau-River.h99228827.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/103000000/102820000/102817900/102817896/14bdd694.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/103000000/102820000/102817900/102817896/a3f1423b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/103000000/102820000/102817900/102817896/86e37b9c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/103000000/102820000/102817900/102817896/1fed65af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### M’s Studio - Private Modern Luxury Apartment (close to Calypso Waterpark) St-Albert 10/10 Exceptional (5) "We enjoyed our stay here. Propert was clean and quiet. Found no priblems when staying here. Would highly recommend. " CA $135 CA $184 total includes taxes & fees Oct 7 - Oct 8 [](https://www.expedia.ca/The-Nation-Hotels-Ms-Studio-Private-Modern-Luxury-Apartment.h102817896.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/118000000/117580000/117573200/117573175/b5810afd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/118000000/117580000/117573200/117573175/ba50b65c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private kitchen](https://images.trvl-media.com/lodging/118000000/117580000/117573200/117573175/35f02184.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/118000000/117580000/117573200/117573175/11206c02.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The “Old School” • Historic Town • Free Parking Spencerville [](https://www.expedia.ca/EdwardsburghCardinal-Hotels-The-Old-School-Historic-Town-Free-Parking.h117573175.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/100000000/99340000/99334600/99334565/cc78848e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, table tennis, books](https://images.trvl-media.com/lodging/100000000/99340000/99334600/99334565/b7f540ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/100000000/99340000/99334600/99334565/bc56be79.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, table tennis, books](https://images.trvl-media.com/lodging/100000000/99340000/99334600/99334565/e757b839.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Waterfront Retreat - South Nation River Casselman 10/10 Exceptional (23) "Stayed here as a family travelling gurba local wedding. Perfect for groups! Don't hesitate to book if you are considering it, you won't regret it!" [](https://www.expedia.ca/Ottawa-Hotels-Waterfront-Retreat-South-Nation-River.h99334565.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/120000000/119360000/119355200/119355194/fd00a486.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/120000000/119360000/119355200/119355194/880dd30b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/120000000/119360000/119355200/119355194/159f4ea8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/120000000/119360000/119355200/119355194/b4b1130f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Modern Comfort + Private View. 30 mins to Ottawa downtown and Airport. Kemptville 10/10 Exceptional (1) "Absolute amazing experience. We were seeking quietness and relaxation which we found" [](https://www.expedia.ca/Ottawa-Hotels-Modern-Comfort-Private-View-30-Mins-To-Ottawa-Downtown-And-Airport.h119355194.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/115000000/114410000/114405800/114405712/ff63ec1e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/115000000/114410000/114405800/114405712/84e10e54.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/115000000/114410000/114405800/114405712/ad4158e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/115000000/114410000/114405800/114405712/aabc77ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy Country Bungalow Mountain CA $189 CA $245 total includes taxes & fees Oct 11 - Oct 12 [](https://www.expedia.ca/North-Dundas-Hotels-Cozy-Country-Bungalow.h114405712.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/111000000/110580000/110572000/110571903/433da3c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, desk, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/111000000/110580000/110572000/110571903/a96c248a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, desk, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/111000000/110580000/110572000/110571903/a40d94b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/111000000/110580000/110572000/110571903/4f6b2ab3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Quiet Riverfront , Pet friendly Casselman 10/10 Exceptional (4) "House is beautiful and very clean. Owner’s were quick to answer questions. I highly recommend this place. " [](https://www.expedia.ca/Ottawa-Hotels-Quiet-Riverfront.h110571903.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/108000000/107050000/107045100/107045094/c34f526b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/108000000/107050000/107045100/107045094/db3a53d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, in-room safe, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/108000000/107050000/107045100/107045094/70d094b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/108000000/107050000/107045100/107045094/bea8770d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Rideau River Getaway Kemptville 10/10 Exceptional (2) "Lots to do in the area and great place" [](https://www.expedia.ca/North-Grenville-Hotels-Rideau-River-Getaway.h107045094.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/121000000/120070000/120068200/120068174/w1179h736x0y0-2a7cba21.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/121000000/120070000/120068200/120068174/2ccfea5a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/121000000/120070000/120068200/120068174/f5f6fc0f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/121000000/120070000/120068200/120068174/f9eb7afc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Stunning Home close to Ottawa Kemptville [](https://www.expedia.ca/Ottawa-Hotels-Stunning-Home-Close-To-Ottawa.h120068174.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/103000000/102150000/102149800/102149701/13fd7350.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/103000000/102150000/102149800/102149701/b03db286.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/103000000/102150000/102149800/102149701/2e96c194.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/103000000/102150000/102149800/102149701/6db18a9d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Inviting 1 Bedroom Fully Furnished smoke-free Guest House Saint-Albert 10/10 Exceptional (5) "Quiet, clean, great location and most of all very personable hosts!" [](https://www.expedia.ca/The-Nation-Hotels-Inviting-1-Bedroom-Fully-Furnished-Smoke-Free-Guest-House.h102149701.Hotel-Information) ![TV, fireplace](https://images.trvl-media.com/lodging/120000000/119530000/119528600/119528553/8a927783.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, internet, bed sheets](https://images.trvl-media.com/lodging/120000000/119530000/119528600/119528553/7b95e3fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace](https://images.trvl-media.com/lodging/120000000/119530000/119528600/119528553/c7589996.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace](https://images.trvl-media.com/lodging/120000000/119530000/119528600/119528553/62732476.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Meadow House, Country Retreat Russell [](https://www.expedia.ca/Russell-Hotels-The-Meadow-House.h119528553.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/111000000/110270000/110264800/110264745/0b62fd8c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Golf](https://images.trvl-media.com/lodging/111000000/110270000/110264800/110264745/40fde8e3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, video games, foosball](https://images.trvl-media.com/lodging/111000000/110270000/110264800/110264745/cffb46e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/111000000/110270000/110264800/110264745/e9a2c939.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Wabi Sabi: 5-bedrooms luxury golf course home North Grenville [](https://www.expedia.ca/Ottawa-Hotels-The-Wabi-Sabi-5-Bedrooms-Luxury-Golf-Course-Home.h110264745.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/104000000/103780000/103773700/103773621/a1d56cfa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/104000000/103780000/103773700/103773621/7211e469.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/104000000/103780000/103773700/103773621/60dc0ab6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/104000000/103780000/103773700/103773621/40e056f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Newly Renovated Private 2 bed with 1 bath Getaway Kemptville 8.8/10 Excellent (5) "Exactly where you’d want to stay, close to everything, secure location. Excellent communication, thank you again!" [](https://www.expedia.ca/Ottawa-Hotels-Newly-Renovated-Private-2-Bed-With-1-Bath-Getaway.h103773621.Hotel-Information) 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. [View all properties](https://expedia.ca/Hotel-Search?startDate=2025-10-14&endDate=2025-10-15®ionId=6344696&adults=2&sort=RECOMMENDED&openPlayBack=true) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FWinchester-Vacation-Rentals.d6344696.Travel-Guide-VacationRentals)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FWinchester-Vacation-Rentals.d6344696.Travel-Guide-VacationRentals) ## Top Winchester Hotel Reviews ![Kemptville Suites](//images.trvl-media.com/lodging/11000000/10090000/10082300/10082221/0b8174d1_y.jpg) ### Kemptville Suites 10/10 Excellent "Always my favourite place to stay on work feels like home" [](https://expedia.ca/Ottawa-Hotels-Kemptville-Suites.h10082221.Hotel-Information) ![Restauparc Motel - 2 Double Bed & Kitchenette & Private Washroom](//images.trvl-media.com/lodging/108000000/107890000/107880200/107880176/3ce83d6f_y.jpg) ### Restauparc Motel - 2 Double Bed & Kitchenette & Private Washroom 8/10 Good "." [](https://expedia.ca/Ottawa-Hotels-Restauparc-Motel-2-Double-Bed-Kitchenette-Private-Washroom.h107880176.Hotel-Information) ![SureStay Hotel by Best Western Kemptville](//images.trvl-media.com/lodging/30000000/29060000/29059900/29059815/bde29736_y.jpg) ### SureStay Hotel by Best Western Kemptville 10/10 Excellent "The room was clean and comfortable. Staff friendly and helpful. " [](https://expedia.ca/Ottawa-Hotels-SureStay-Hotel-By-Best-Western-Kemptville.h29059815.Hotel-Information) ![McIntosh Country Inn & Conference Centre in Canada](//images.trvl-media.com/lodging/11000000/10050000/10044900/10044876/34f7482a_y.jpg) ### McIntosh Country Inn & Conference Centre in Canada 10/10 Excellent "super friendly, clean and cozy" [](https://expedia.ca/South-Dundas-Hotels-McIntosh-Country-Inn-Conference-Centre-In-Canada.h10044876.Hotel-Information) ![Hard Rock Hotel & Casino Ottawa](//images.trvl-media.com/lodging/106000000/105820000/105813000/105812923/f5391573_y.jpg) ### Hard Rock Hotel & Casino Ottawa 10/10 Excellent "Room was very nice and clean." [](https://expedia.ca/Ottawa-Hotels-Hard-Rock-Hotel-Casino-Ottawa.h105812923.Hotel-Information) ![Microtel by Wyndham Casselman](//images.trvl-media.com/lodging/12000000/11020000/11016900/11016889/33269e6a_y.jpg) ### Microtel by Wyndham Casselman 10/10 Excellent "Very clean. Comfortable." [](https://expedia.ca/Ottawa-Hotels-Microtel-By-Wyndham-Casselman.h11016889.Hotel-Information) ![Terrace Green Bed & Breakfast](//images.trvl-media.com/lodging/11000000/10590000/10584000/10583909/db97a21e_y.jpg) ### Terrace Green Bed & Breakfast 10/10 Excellent "Annette made the most wonderful breakfast and was so accommodating in every way. It was a real delight, staying at her bed and breakfast." [](https://expedia.ca/North-Dundas-Hotels-Terrace-Green-Bed-Breakfast.h10583909.Hotel-Information) ![Entire Suite in Kemptville, Ontario, Canada](//images.trvl-media.com/lodging/106000000/105110000/105107200/105107122/459d636f_y.jpg) ### Entire Suite in Kemptville, Ontario, Canada 10/10 Excellent "Clean, well-appointed. I guess I would have liked to see the host, even if briefly, just so it would be more personal.The fact that the TV didn't work wasn't a big deal for us because we came to visit, not watch TV.Never having engaged this kind of arrangement before, I would say this was a learning experience.Would certainly stay there again." [](https://expedia.ca/Ottawa-Hotels-Entire-Suite-In-Kemptville.h105107122.Hotel-Information) ![KC's Country Inn](//images.trvl-media.com/lodging/9000000/8790000/8782500/8782416/efc2920f_y.jpg) ### KC's Country Inn 10/10 Excellent "This is more a hotel then a motel , teally clean and confortable " [](https://expedia.ca/Ottawa-Hotels-KCs-Country-Inn.h8782416.Hotel-Information) ## Find out more about Winchester **Everything you need to know about** **Winchester** **vacation rentals** Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Winchester vacation rental for you. At Expedia, you can take your pick from [private vacation homes](https://www.expedia.ca/aa/PrivateVacationHomes), [apartments](https://www.expedia.ca/aa/Apartments), cottages, [cabins](https://www.expedia.ca/aa/Cabins), villas... The list goes on, and on… and on! There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Winchester vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.  **Winchester vacation rentals: An excellent choice for every season** Whenever you want to travel, a warm welcome awaits you in Winchester. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in .  Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Winchester vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Winchester vacation rentals we have selected for you start as low as CA $150 per night. Entering your travel dates in the search wizard you might find even better deals! **How to find incredible deals on Winchester rentals** At Expedia, we put the best Winchester vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.  To find some top Winchester rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Winchester vacation. If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Winchester. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.  ## Explore a world of travel with Expedia - Trending destinations on Expedia.ca - All accommodation types in Winchester ### Trending destinations on Expedia.ca - [Canmore Vacation Rentals](https://www.expedia.ca/Canmore-Vacation-Rentals.d10131.Travel-Guide-VacationRentals) - [Maui Vacation Rentals](https://www.expedia.ca/Maui-Vacation-Rentals.d180073.Travel-Guide-VacationRentals) - [Kelowna Vacation Rentals](https://www.expedia.ca/Kelowna-Vacation-Rentals.d3997.Travel-Guide-VacationRentals) - [Whistler Vacation Rentals](https://www.expedia.ca/Whistler-Vacation-Rentals.d4115.Travel-Guide-VacationRentals) - [Florida Vacation Rentals](https://www.expedia.ca/Destinations-In-Florida.d211.Vacation-Rental-Destinations) - [Victoria Vacation Rentals](https://www.expedia.ca/Victoria-Vacation-Rentals.d4138.Travel-Guide-VacationRentals) - [Vancouver Vacation Rentals](https://www.expedia.ca/Vancouver-Vacation-Rentals.d178315.Travel-Guide-VacationRentals) - [Palm Springs Vacation Rentals](https://www.expedia.ca/Palm-Springs-Vacation-Rentals.d180676.Travel-Guide-VacationRentals) - [Tofino Vacation Rentals](https://www.expedia.ca/Tofino-Vacation-Rentals.d6094955.Travel-Guide-VacationRentals) - [Calgary Vacation Rentals](https://www.expedia.ca/Calgary-Vacation-Rentals.d178245.Travel-Guide-VacationRentals) - [Costa Rica Vacation Rentals](https://www.expedia.ca/Destinations-In-Costa-Rica.d42.Vacation-Rental-Destinations) - [Vancouver Island Vacation Rentals](https://www.expedia.ca/Vancouver-Island-Vacation-Rentals.d6058387.Travel-Guide-VacationRentals) - [Puerto Vallarta Vacation Rentals](https://www.expedia.ca/Puerto-Vallarta-Vacation-Rentals.d180016.Travel-Guide-VacationRentals) - [Hawaii Vacation Rentals](https://www.expedia.ca/Destinations-In-Hawaii.d213.Vacation-Rental-Destinations) - [Toronto Vacation Rentals](https://www.expedia.ca/Toronto-Vacation-Rentals.d178314.Travel-Guide-VacationRentals) - [Banff Vacation Rentals](https://www.expedia.ca/Banff-Vacation-Rentals.d10550.Travel-Guide-VacationRentals) - [Penticton Vacation Rentals](https://www.expedia.ca/Penticton-Vacation-Rentals.d4135.Travel-Guide-VacationRentals) - [Osoyoos Vacation Rentals](https://www.expedia.ca/Osoyoos-Vacation-Rentals.d181782.Travel-Guide-VacationRentals) - [Mont Tremblant Vacation Rentals](https://www.expedia.ca/Mont-Tremblant-Vacation-Rentals.d55374.Travel-Guide-VacationRentals) - [Big White Ski Resort Vacation Rentals](https://www.expedia.ca/Big-White-Ski-Resort-Vacation-Rentals.d6058319.Travel-Guide-VacationRentals) - [Ontario Vacation Rentals](https://www.expedia.ca/Destinations-In-Ontario.d11178.Vacation-Rental-Destinations) - [British Columbia Vacation Rentals](https://www.expedia.ca/Destinations-In-British-Columbia.d11117.Vacation-Rental-Destinations) - [Prince Edward Island Vacation Rentals](https://www.expedia.ca/Destinations-In-Prince-Edward-Island.d6058122.Vacation-Rental-Destinations) - [Québec Vacation Rentals](https://www.expedia.ca/Quebec-Vacation-Rentals.d180017.Travel-Guide-VacationRentals) - [Vacation Homes in Winchester](https://expedia.ca/Winchester-Private-Vacation-Homes.d6344696-aaPrivateVacationHomes.Travel-Guide-Accommodation) - [Apartments in Winchester](https://expedia.ca/Winchester-Apartments.d6344696-aaApartments.Travel-Guide-Accommodation) - [Cottages in Winchester](https://expedia.ca/Winchester-Cottages.d6344696-aaCottages.Travel-Guide-Accommodation) - [B&B in Winchester](https://expedia.ca/Winchester-Bed-And-Breakfast.d6344696-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Motels in Winchester](https://expedia.ca/Winchester-Motels.d6344696-aaMotels.Travel-Guide-Accommodation) - [Houseboats in Winchester](https://expedia.ca/Winchester-Houseboats.d6344696-aaHouseboats.Travel-Guide-Accommodation) - [Inns in Winchester](https://expedia.ca/Winchester-Inns.d6344696-aaInns.Travel-Guide-Accommodation) ## Frequently asked questions ### Can I find a vacation rental in Winchester? > Yes, we offer vacation rentals near popular points of interest in Winchester, or you can go with a more remote option if you're looking for relaxation. ### What are some of the best vacation rentals in Winchester? > [RARE Tiny House 2 BEDS + Free WiFi + 30m to Ottawa](https://www.expedia.ca/North-Dundas-Hotels-RARE-Tiny-House-2-BEDS-Free-WiFi-30m-To-Ottawa.h109911968.Hotel-Information): Visitors give good reviews to this Winchester vacation home rental, which is equipped with a fireplace, air-conditioning, and WiFi to help you feel comfortable during your stay. Kitchen amenities include a dishwasher, a fridge, and a stovetop. ### What can I see and do in Winchester? > While exploring the area, visit family-friendly sights like Calypso Water Park, or get outside and enjoy nature at Rideau River Provincial Park. In the larger area, you’ll find Smokie Ridge Vineyard and Place D'Embrun. ### What are vacation rentals like in Winchester? > Vacation rentals are privately owned accommodations you can book for a short or long stay in Winchester. Vacation rentals offer amenities such as patios, hot tubs, and fire pits so you'll feel just like you're at home. If you're concerned about a clean environment, a vacation rental can provide a sense of security away from public hotel elevators and busy reception areas while still allowing you a great travel experience. You'll also get more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a great option for a family trip or a small group gathering. ### Expedia's Latest Trends Hotels - [Hotels in Algonquin Park](https://expedia.ca/Algonquin-Park-Hotels.d6343000.Travel-Guide-Hotels) - [Hotels in Tobermory](https://expedia.ca/Tobermory-Hotels.d59192.Travel-Guide-Hotels) - [Hotels in Thornbury](https://expedia.ca/Thornbury-Hotels.d6085072.Travel-Guide-Hotels) - [Hotels in Almonte](https://expedia.ca/Almonte-Hotels.d6244893.Travel-Guide-Hotels) - [Hotels in Trenton](https://expedia.ca/Trenton-Hotels.d10615.Travel-Guide-Hotels) - [Hotels in Bala](https://expedia.ca/Bala-Hotels.d6352608.Travel-Guide-Hotels) - [Hotels in Bowmanville](https://expedia.ca/Bowmanville-Hotels.d180697.Travel-Guide-Hotels) - [Hotels in Bradford](https://expedia.ca/Bradford-Hotels.d6340983.Travel-Guide-Hotels) - [Hotels in Elora](https://expedia.ca/Elora-Hotels.d181872.Travel-Guide-Hotels) - [Hotels in Port Dover](https://expedia.ca/Port-Dover-Hotels.d6352969.Travel-Guide-Hotels) - [Hotels in Fergus](https://expedia.ca/Fergus-Hotels.d6289591.Travel-Guide-Hotels) - [Hotels in Sauble Beach](https://expedia.ca/Sauble-Beach-Hotels.d6336296.Travel-Guide-Hotels) - [Hotels in Bayfield](https://expedia.ca/Bayfield-Hotels.d6336300.Travel-Guide-Hotels) - [Hotels in Port Stanley](https://expedia.ca/Port-Stanley-Hotels.d181900.Travel-Guide-Hotels) - [Hotels in Port Elgin](https://expedia.ca/Port-Elgin-Hotels.d181899.Travel-Guide-Hotels) - [Hotels in Picton](https://expedia.ca/Picton-Hotels.d9103.Travel-Guide-Hotels) - [Hotels in Turkey Point](https://expedia.ca/Turkey-Point-Hotels.d3000404464.Travel-Guide-Hotels) - [Hotels in Port Perry](https://expedia.ca/Port-Perry-Hotels.d6060366.Travel-Guide-Hotels) - [Hotels in Grand Bend](https://expedia.ca/Grand-Bend-Hotels.d181878.Travel-Guide-Hotels) - [Hotels in Lindsay](https://expedia.ca/Lindsay-Hotels.d8627.Travel-Guide-Hotels) - [Hotels in Napanee](https://expedia.ca/Napanee-Hotels.d6047188.Travel-Guide-Hotels) - [Hotels in Wellington](https://expedia.ca/Wellington-Hotels.d6297760.Travel-Guide-Hotels) - [Hotels in Southampton](https://expedia.ca/Southampton-Hotels.d181905.Travel-Guide-Hotels) Activities - [Things to do in Jordan Station](https://expedia.ca/Things-To-Do-In-Jordan-Station.d181884.Travel-Guide-Activities) Packages - [Tobermory Vacations](https://expedia.ca/Tobermory.d59192.Destination-Travel-Guides) Vacation Rentals - [Sherkston Vacation Rentals](https://expedia.ca/Sherkston-Vacation-Rentals.d6342471.Travel-Guide-VacationRentals) General - [Visit Port Severn](https://expedia.ca/Port-Severn.dx6265981) - [Visit Honey Harbour](https://expedia.ca/Honey-Harbour.dx181880) - [Visit Algonquin Park](https://expedia.ca/Algonquin-Park.dx6343000) - [Visit Utterson](https://expedia.ca/Utterson.dx6353292) ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save on select hotels and earn double points when you book on the app. Our app deals help you to save on trips so you can travel more and manage it all on the go. Scan the QR code with your device camera and download our app ![QR code to download the app](data:image/png;base64,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)