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://media.expedia.com/media/content/shared/images/travelguides/sem-hotels-tablet.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Cabins in Winchester for Rent from CA $389 ![](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 Next weekend [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=553248635975872164&startDate=2025-11-07&endDate=2025-11-09&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Nov 14 - Nov 16](https://www.expedia.ca/Hotel-Search?regionId=553248635975872164&startDate=2025-11-14&endDate=2025-11-16&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Nov 28 - Nov 30](https://www.expedia.ca/Hotel-Search?regionId=553248635975872164&startDate=2025-11-28&endDate=2025-11-30&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=553248635975872164&startDate=2025-12-26&endDate=2025-12-28&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&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) ![Smart TV](https://images.trvl-media.com/lodging/102000000/101170000/101162200/101162170/0828db4a.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) ![Marina](https://images.trvl-media.com/lodging/102000000/101170000/101162200/101162170/0755ba72.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…." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michael S. CA $151 CA $389 total includes taxes & fees Nov 2 - Nov 3 [](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=2025-11-12&endDate=2025-11-13®ionId=553248635975872164&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&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 ![Red Roof Inn PLUS+ Wilmington - Newark](//images.trvl-media.com/lodging/1000000/10000/7900/7845/aa58fe8d_y.jpg) ### Red Roof Inn PLUS+ Wilmington - Newark 10/10 Excellent "Clean room " [](https://expedia.ca/Wilmington-Hotels-Red-Roof-Inn-PLUS-Wilmington-Newark.h7845.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 "This " [](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 "Good" [](https://expedia.ca/Wilmington-Hotels-Sonesta-ES-Suites-Wilmington-Newark.h19062.Hotel-Information) ![Sonesta Select Newark Christiana Mall](//images.trvl-media.com/lodging/1000000/10000/2100/2091/5b01ae08_y.jpg) ### Sonesta Select Newark Christiana Mall 10/10 Excellent "The staff were friendly and helpful. Rooms were clean and comfortable but there were crickets in the bathroom. Not sure how they were coming in but every time I killed one another one showed up (all weekend)." [](https://expedia.ca/Wilmington-Hotels-Sonesta-Select-Newark.h2091.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 "A lot of nice toppings for the oatmeal. Hostess (Karen) was excellent." [](https://expedia.ca/Wilmington-Hotels-Hyatt-Place-Wilmington-Riverfront.h34927626.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 "The parking lot was safe. There was a lot of lighting." [](https://expedia.ca/Perryville-Hotels-Red-Roof-Inn-Perryville.h11260.Hotel-Information) ![Four Points by Sheraton Newark Christiana Wilmington](//images.trvl-media.com/lodging/1000000/50000/42300/42232/4231dc87_y.jpg) ### Four Points by Sheraton Newark Christiana Wilmington 10/10 Excellent "Nice" [](https://expedia.ca/Wilmington-Hotels-Four-Points-By-Sheraton-Newark-Christiana-Wilmington.h42232.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 "I did not use it" [](https://expedia.ca/Wilmington-Hotels-Best-Western-Plus-NewarkChristiana-Inn.h900419.Hotel-Information) ![Embassy Suites by Hilton Newark Wilmington South](//images.trvl-media.com/lodging/1000000/330000/327600/327586/b7951f6a_y.jpg) ### Embassy Suites by Hilton Newark Wilmington South 10/10 Excellent "Clean room excellent breakfast options , beds very comfortable " [](https://expedia.ca/Wilmington-Hotels-Embassy-Suites-Newark-WilmingtonSouth.h327586.Hotel-Information) ## Find out more about Winchester ## Winchester Cabin Rentals information | Number of reviews | 16 | | --- | --- | | Accommodation | 7 Cabin Rentals | | Lowest Price | CA $389 | | Highest Price | CA $389 | ## 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 $389 to CA $389 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 $389 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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