Title: Top Winchester Cabin Rentals | Expedia.ca [Hotels in Winchester](https://expedia.ca/Winchester-Hotels.d553248635975872164.Travel-Guide-Hotels)[Vacation Rentals in Winchester](https://expedia.ca/Winchester-Vacation-Rentals.d553248635975872164.Travel-Guide-VacationRentals)[Winchester Car Rentals](https://expedia.ca/Car-Rentals-In-Winchester.d553248635975872164.Car-Rental-Guide)[Winchester Vacation Packages](https://expedia.ca/Winchester.d553248635975872164.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) # Find Cabins in Winchester for Rent from CA $390 ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![](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) ![](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 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=553248635975872164&startDate=2025-10-24&endDate=2025-10-26&adults=2&lodging=CABIN&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Dec 5 - Dec 7](https://www.expedia.ca/Hotel-Search?regionId=553248635975872164&startDate=2025-12-05&endDate=2025-12-07&adults=2&lodging=CABIN&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [Jan 2 - Jan 4](https://www.expedia.ca/Hotel-Search?regionId=553248635975872164&startDate=2026-01-02&endDate=2026-01-04&adults=2&lodging=CABIN&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [Jan 30 - Feb 1](https://www.expedia.ca/Hotel-Search?regionId=553248635975872164&startDate=2026-01-30&endDate=2026-02-01&adults=2&lodging=CABIN&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Winchester Cabin Rentals ![Exterior](https://images.trvl-media.com/lodging/102000000/101170000/101162200/101162170/442dd688.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/102000000/101170000/101162200/101162170/68d7e63b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/102000000/101170000/101162200/101162170/e0b7e131.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/102000000/101170000/101162200/101162170/0828db4a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Historic Chesapeake City Stay Chesapeake City 9.0/10 Wonderful (15) "Always a nice get away…." CA $151 CA $390 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Chesapeake-City-Hotels-Historic-Chesapeake-City-Stay.h101162170.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=2025-10-26&endDate=2025-10-27®ionId=553248635975872164&adults=2&lodging=CABIN&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-Cabins.d553248635975872164-aaCabins.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FWinchester-Cabins.d553248635975872164-aaCabins.Travel-Guide-Accommodation) ## Top Winchester Hotel Reviews ![Fairfield Inn by Marriott Kennett Square Brandywine Valley](//images.trvl-media.com/lodging/3000000/2810000/2804200/2804110/06c01027_y.jpg) ### Fairfield Inn by Marriott Kennett Square Brandywine Valley 10/10 Excellent "We were in town for a wedding and our stay was a pleasure. Our room was well apportioned and the bed was very comfortable. We appreciated the healthy and delicious breakfast choices." [](https://expedia.ca/Exton-Hotels-Fairfield-Inn-By-Marriott-Kennett-Square-Brandywine-Valley.h2804110.Hotel-Information) ![Best Western Plus Newark/Christiana Inn](//images.trvl-media.com/lodging/1000000/910000/900500/900419/bb536b3a_y.jpg) ### Best Western Plus Newark/Christiana Inn 10/10 Excellent "Raymond at the front desk was so friendly and accommodating. He explained everything and made recommendations for food. He seriously deserves a raise!! " [](https://expedia.ca/Wilmington-Hotels-Best-Western-Plus-NewarkChristiana-Inn.h900419.Hotel-Information) ![Staybridge Suites Wilmington Downtown by IHG](//images.trvl-media.com/lodging/82000000/81880000/81875700/81875625/d8ff2a29_y.jpg) ### Staybridge Suites Wilmington Downtown by IHG 10/10 Excellent "New & clean.. friendly staff text communication for check out great breakfast " [](https://expedia.ca/Wilmington-Hotels-Staybridge-Suites-Wilmington-Downtown.h81875625.Hotel-Information) ![Red Roof Inn Perryville](//images.trvl-media.com/lodging/1000000/20000/11300/11260/a62f5bd3_y.jpg) ### Red Roof Inn Perryville 10/10 Excellent "Nicely redecorated, very clean and comfortable" [](https://expedia.ca/Perryville-Hotels-Red-Roof-Inn-Perryville.h11260.Hotel-Information) ![Hyatt Place Wilmington Riverfront](//images.trvl-media.com/lodging/35000000/34930000/34927700/34927626/a064dc72_y.jpg) ### Hyatt Place Wilmington Riverfront 10/10 Excellent "Great location on Riverfront" [](https://expedia.ca/Wilmington-Hotels-Hyatt-Place-Wilmington-Riverfront.h34927626.Hotel-Information) ![Comfort Inn & Suites Newark - Wilmington](//images.trvl-media.com/lodging/1000000/20000/12000/11904/ea219a4a_y.jpg) ### Comfort Inn & Suites Newark - Wilmington 10/10 Excellent "Staff was very friendly and energetic. Upon entering I was greeted with smiles and good characters who set me up my room for the night. The room itself was spacious and clean. Something about the environment was screaming for me to come back again. :)" [](https://expedia.ca/Wilmington-Hotels-Comfort-Inn-Suites-Newark-Wilmington.h11904.Hotel-Information) ![Baymont by Wyndham Newark at University of Delaware](//images.trvl-media.com/lodging/1000000/50000/42000/41973/b371460e_y.jpg) ### Baymont by Wyndham Newark at University of Delaware 10/10 Excellent "Great hotel" [](https://expedia.ca/Wilmington-Hotels-Baymont-By-Wyndham-Newark-At-University-Of-Delaware.h41973.Hotel-Information) ![Sonesta ES Suites Wilmington - Newark](//images.trvl-media.com/lodging/1000000/20000/19100/19062/98de1f1c_y.jpg) ### Sonesta ES Suites Wilmington - Newark 10/10 Excellent "Great experience, good front desk staff, very clean, great sized room- will stay here again. " [](https://expedia.ca/Wilmington-Hotels-Sonesta-ES-Suites-Wilmington-Newark.h19062.Hotel-Information) ![Red Roof Inn & Suites Newark - University](//images.trvl-media.com/lodging/1000000/10000/8500/8462/a9782baa_y.jpg) ### Red Roof Inn & Suites Newark - University 10/10 Excellent "Nice staff clean rooms" [](https://expedia.ca/Wilmington-Hotels-Red-Roof-Inn-Suites-Newark-University.h8462.Hotel-Information) ## Find out more about Winchester ## Winchester Cabin Rentals information | Number of reviews | 16 | | --- | --- | | Accommodation | 7 Cabin Rentals | | Lowest Price | CA $390 | | Highest Price | CA $390 | ## Frequently asked questions ### What are the best cabins near Winchester? > Vacation in one of our 52 cabins in Winchester and you'll be rewarded with beautiful scenery, outdoor adventure and long-lasting memories. [1800's Restored Log Cabin In Woods](https://www.expedia.ca/Lancaster-Hotels-1800s-Restored-Log-Cabin-In-Woods-15-Min-Off-Pa-Turnpike.h19007772.Hotel-Information) offers a more leisurely pace of life. [Cozy Cabin Happiness](https://www.expedia.ca/Lancaster-Hotels-Cozy-Cabin-Happiness.h30082940.Hotel-Information) is another popular option if you're eager to relax in nature. ### Are there cheap cabins in Winchester? > Whether you'd love to stay a stone's throw from the water or high up in the mountains, we have an impressive variety of cheap cabins in Winchester to check out. Priced from CA $390 to CA $390 a night, your ideal cabin rental is waiting right here.These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply. ### What are the best mountain cabins near Winchester? > If you've ever longed to squirrel yourself away in a cabin high in the mountains with only Mother Nature and awesome views for company, you're not alone. [Country Coziness - Lancaster County Private Cabin](https://www.expedia.ca/Quarryville-Hotels-Private-Pool-Year-Round-Florida-Room-3-Bedrooms-2-12-Baths-Gorgeous-Decor.h33642822.Hotel-Information) attracts plenty of guests craving time out. This mountain cabin near Winchester offers many conveniences, such as a deck and winery tours. Also check out [1800's Restored Log Cabin In Woods](https://www.expedia.ca/Lancaster-Hotels-1800s-Restored-Log-Cabin-In-Woods-15-Min-Off-Pa-Turnpike.h19007772.Hotel-Information). A porch, winery tours and plenty of opportunities to discover the nearby trails make it a favourite with travellers. ### What are the best river cabins near Winchester? > When you think of the word relaxing, a river cabin near Winchester should be the first thing that pops into your mind. [Cabin - Farmstay With Pool And Firepit](https://www.expedia.ca/Harrisburg-Hershey-Hotels-The-Cabin-At-Sunny-Ridge-Farm.h57217672.Hotel-Information) is the ideal place to enjoy some calm. On top of its pretty surroundings, it comes with amenities such as winery tours and outdoor furniture. [Cabin - Safari Style Luxury Tents](https://www.expedia.ca/Dover-Hotels-Safari-Style-Luxury-Tents.h57853752.Hotel-Information) is another top choice. Cycling and winery tours are some of the conveniences here. ### What are the best cabins with pools near Winchester? > If you like the thought of every day being a pool day, escape to [Cabin - Farmstay With Pool And Firepit](https://www.expedia.ca/Harrisburg-Hershey-Hotels-The-Cabin-At-Sunny-Ridge-Farm.h57217672.Hotel-Information). It's one of our leading cabin rentals with a pool near Winchester and offers amenities like a swimming pool and a firepit. [Country Coziness - Lancaster County Private Cabin](https://www.expedia.ca/Quarryville-Hotels-Private-Pool-Year-Round-Florida-Room-3-Bedrooms-2-12-Baths-Gorgeous-Decor.h33642822.Hotel-Information) is another superb place to spend leisurely days poolside. A swimming pool, a patio and fun times are what you can expect here. ### What are some great Winchester cabins? > From deluxe pads with all the fancy perks to basic escapes that won't put a dent in your budget, Expedia has cabin rentals to suit every budget and taste. Spend a few days immersed in nature at [Waterfront Cabin With Spectacular Sunsets Overlooking The Chesapeake Bay](https://www.expedia.ca/North-East-Hotels-Waterfront-Cabin-With-Spectacular-Sunsets-Overlooking-The-Chesapeake-Bay.h18973290.Hotel-Information). Amenities here include a firepit and a fireplace. Another popular option is [Cabin - Safari Style Luxury Tents](https://www.expedia.ca/Dover-Hotels-Safari-Style-Luxury-Tents.h57853752.Hotel-Information). It comes with a firepit, a fireplace and more. ### What are the best weekend cabin rentals in Winchester? > If you're yearning to spend a couple of lazy days connecting with nature, [Cabin - Farmstay With Pool And Firepit](https://www.expedia.ca/Harrisburg-Hershey-Hotels-The-Cabin-At-Sunny-Ridge-Farm.h57217672.Hotel-Information) is the place to go. Stay here for a long weekend and make use of amenities including a swimming pool and a firepit. Another terrific escape is [Waterfront Cabin With Spectacular Sunsets Overlooking The Chesapeake Bay](https://www.expedia.ca/North-East-Hotels-Waterfront-Cabin-With-Spectacular-Sunsets-Overlooking-The-Chesapeake-Bay.h18973290.Hotel-Information). Offering a patio, a firepit and plenty of peace and quiet, you'll go home feeling refreshed and rejuvenated. ### What are the best cabin prices in Winchester? > If you're eager to spend less on your stay, we've got some incredible deals on Winchester cabins that won't put a dent in your budget. Like the sound of CA $390 a night? ### Can I find log cabins in Winchester? > If you're pining for a less hectic pace of life, you'll find it at one of our log cabins in Winchester. For example, [1800's Restored Log Cabin In Woods](https://www.expedia.ca/Lancaster-Hotels-1800s-Restored-Log-Cabin-In-Woods-15-Min-Off-Pa-Turnpike.h19007772.Hotel-Information). Spend your days here snow shoeing and canoeing and then come home to its creature comforts. You can also hit the brakes at [1850 Historic Log Cabin](https://www.expedia.ca/Westminster-Hotels-1850-Historic-Log-Cabin.h73057732.Hotel-Information). When you're ready to roam beyond your front door, boating and shore fishing opportunities are nearby. ### What are the highest-rated cabins in Winchester? > With an impressive rating, it's not hard to see why [Cabin - Safari Style Luxury Tents](https://www.expedia.ca/Dover-Hotels-Safari-Style-Luxury-Tents.h57853752.Hotel-Information) is a favourite with Expedia vacationers. Among the amenities you'll find here are a firepit and a fireplace. [Cabin - Farmstay With Pool And Firepit](https://www.expedia.ca/Harrisburg-Hershey-Hotels-The-Cabin-At-Sunny-Ridge-Farm.h57217672.Hotel-Information) is another excellent option. Quality conveniences including a swimming pool and a firepit will help make your stay a comfortable one. ### Why should I book a cabin in Winchester? > For a getaway in nature that won't blow your budget, you can't go past a cabin. Imagine waking to the sound of birds outside and then wandering onto your deck to be surrounded by idyllic views. Rent a cabin in Winchester and say goodbye to the busyness of the city. Whether they're up a mountain or down by the beach, cabins deliver a rustic and relaxing experience you'll always remember. ### What are the top nature cabins in Winchester? > The outdoors won't be the only thing you'll be enjoying when you opt for a nature cabin in Winchester. Adventure is also around every corner. Bunk down at [Cabin - Farmstay With Pool And Firepit](https://www.expedia.ca/Harrisburg-Hershey-Hotels-The-Cabin-At-Sunny-Ridge-Farm.h57217672.Hotel-Information) and spend your days hiking and nearby kayaking. Nature buffs also love [Cabin - Safari Style Luxury Tents](https://www.expedia.ca/Dover-Hotels-Safari-Style-Luxury-Tents.h57853752.Hotel-Information). It's renowned for its home comforts along with its nearby motor boating and hiking opportunities nearby. ### What are some of the best cabins near Fair Hill State Natural Resources Management Area in Winchester? > You'll have Mother Nature as a neighbour at a cabin in Fair Hill State Natural Resources Management Area. [Elk River Cabin - 13 Acres, Water Views](https://www.expedia.ca/Elkton-Hotels-Elk-River-Cabin-On-13-Acres-Water-Views.h83774531.Hotel-Information) is one of the best. This escape is also where you'll find big adventure, with nearby horse riding and nearby fishing among the fun things to do close by. Also consider [Waterfront Cabin With Spectacular Sunsets Overlooking The Chesapeake Bay](https://www.expedia.ca/North-East-Hotels-Waterfront-Cabin-With-Spectacular-Sunsets-Overlooking-The-Chesapeake-Bay.h18973290.Hotel-Information). 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