Title: Winona Vacation Rentals from $160: Search Short-Term Rentals | Expedia.com [Hotels in Winona](https://expedia.com/Winona-Hotels.d553248635975749099.Travel-Guide-Hotels)[Car Rentals in Winona](https://expedia.com/Car-Rentals-In-Winona.d553248635975749099.Car-Rental-Guide)[Winona Vacation Packages](https://expedia.com/Winona.d553248635975749099.Destination-Travel-Guides) ![Default HTG hotel image](https://a.travel-assets.com/travel-assets-manager/32a5a1b7-682e-4c22-a8ab-4b736795e0ea/expedia_fallback.webp?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://a.travel-assets.com/travel-assets-manager/32a5a1b7-682e-4c22-a8ab-4b736795e0ea/expedia_fallback.webp?impolicy=fcrop&w=1200&h=500&q=medium) ## Check prices for these dates In two weeks [Mar 27 - Mar 29](https://www.expedia.com/Hotel-Search?regionId=553248635975749099&startDate=2026-03-27&endDate=2026-03-29&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [May 8 - May 10](https://www.expedia.com/Hotel-Search?regionId=553248635975749099&startDate=2026-05-08&endDate=2026-05-10&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [Jun 5 - Jun 7](https://www.expedia.com/Hotel-Search?regionId=553248635975749099&startDate=2026-06-05&endDate=2026-06-07&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [Jul 3 - Jul 5](https://www.expedia.com/Hotel-Search?regionId=553248635975749099&startDate=2026-07-03&endDate=2026-07-05&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Winona vacation rentals ![Deluxe Apartment, 2 Bedrooms, Kitchen | Mountain view](https://images.trvl-media.com/lodging/2000000/1860000/1853300/1853264/1a81becd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool, outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/2000000/1860000/1853300/1853264/fbfd0889.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Apartment, 1 Bedroom, Kitchen | Living area | TV](https://images.trvl-media.com/lodging/2000000/1860000/1853300/1853264/14f9b498.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1860000/1853300/1853264/eaa518be.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Ashland [](https://www.expedia.com/Plymouth-Hotels-Cold-Spring-Resort.h1853264.Hotel-Information) 9.2/10 Wonderful (196 reviews) "We enjoy staying here, very conveniently located and comfortable." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Angela $147 nightly $160 total Mar 27 - Mar 28 Total with taxes and fees [](https://www.expedia.com/Plymouth-Hotels-Cold-Spring-Resort.h1853264.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.com/Hotel-Search?startDate=2026-03-27&endDate=2026-03-28®ionId=553248635975749099&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## The Annual Vacation Sale Members save up to 40% on hotels and homes. Plan this year’s big trip and save. [Book now](https://expedia.com/deals?rfrr=VR_SPRING_PROMO_553248635975749099) ## Find vacation rentals that suit your style Cabins [](https://www.expedia.com/Hotel-Search?destination=Winona%2C+New+Hampshire%2C+United+States+of+America®ionId=553248635975749099&latLong=43.66624%2C-71.558013&adults=2&startDate=2026-06-11&d1=2026-06-11&endDate=2026-06-14&d2=2026-06-14&lodging=CABIN) Villas [](https://www.expedia.com/Hotel-Search?destination=Winona%2C+New+Hampshire%2C+United+States+of+America®ionId=553248635975749099&latLong=43.66624%2C-71.558013&adults=2&startDate=2026-06-11&d1=2026-06-11&endDate=2026-06-14&d2=2026-06-14&lodging=VILLA) Aparthotels [](https://www.expedia.com/Hotel-Search?destination=Winona%2C+New+Hampshire%2C+United+States+of+America®ionId=553248635975749099&latLong=43.66624%2C-71.558013&adults=2&startDate=2026-06-11&d1=2026-06-11&endDate=2026-06-14&d2=2026-06-14&lodging=APART_HOTEL) Cottages [](https://www.expedia.com/Hotel-Search?destination=Winona%2C+New+Hampshire%2C+United+States+of+America®ionId=553248635975749099&latLong=43.66624%2C-71.558013&adults=2&startDate=2026-06-11&d1=2026-06-11&endDate=2026-06-14&d2=2026-06-14&lodging=COTTAGE) Apartments [](https://www.expedia.com/Hotel-Search?destination=Winona%2C+New+Hampshire%2C+United+States+of+America®ionId=553248635975749099&latLong=43.66624%2C-71.558013&adults=2&startDate=2026-06-11&d1=2026-06-11&endDate=2026-06-14&d2=2026-06-14&lodging=APARTMENT) Private vacation homes [](https://www.expedia.com/Hotel-Search?destination=Winona%2C+New+Hampshire%2C+United+States+of+America®ionId=553248635975749099&latLong=43.66624%2C-71.558013&adults=2&startDate=2026-06-11&d1=2026-06-11&endDate=2026-06-14&d2=2026-06-14&lodging=VACATION_HOME) Condos [](https://www.expedia.com/Hotel-Search?destination=Winona%2C+New+Hampshire%2C+United+States+of+America®ionId=553248635975749099&latLong=43.66624%2C-71.558013&adults=2&startDate=2026-06-11&d1=2026-06-11&endDate=2026-06-14&d2=2026-06-14&lodging=CONDO) Houseboats [](https://www.expedia.com/Hotel-Search?destination=Winona%2C+New+Hampshire%2C+United+States+of+America®ionId=553248635975749099&latLong=43.66624%2C-71.558013&adults=2&startDate=2026-06-11&d1=2026-06-11&endDate=2026-06-14&d2=2026-06-14&lodging=HOUSE_BOAT) Chalets [](https://www.expedia.com/Hotel-Search?destination=Winona%2C+New+Hampshire%2C+United+States+of+America®ionId=553248635975749099&latLong=43.66624%2C-71.558013&adults=2&startDate=2026-06-11&d1=2026-06-11&endDate=2026-06-14&d2=2026-06-14&lodging=CHALET) ![](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.com/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FWinona-Vacation-Rentals.d553248635975749099.Travel-Guide-VacationRentals)[ Sign up, it's free ](https://expedia.com/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FWinona-Vacation-Rentals.d553248635975749099.Travel-Guide-VacationRentals) ## Top Winona Hotel Reviews ![The Common Man Inn Plymouth](https://images.trvl-media.com/lodging/90000000/89770000/89769100/89769007/a2862db4_y.jpg) ### The Common Man Inn Plymouth 10/10 Excellent "Awesome service wonderful clean rooms! " [](https://expedia.com/Plymouth-Hotels-The-Common-Man-Inn-Spa.h89769007.Hotel-Information) ![Hampton Inn & Suites Tilton](https://images.trvl-media.com/lodging/3000000/2100000/2096400/2096324/82fa5b68_y.jpg) ### Hampton Inn & Suites Tilton 10/10 Excellent "Parking was good comfortable rooms,quite, safe " [](https://expedia.com/Laconia-Hotels-Hampton-Inn-Suites-Tilton.h2096324.Hotel-Information) ![Cold Spring Plymouth Resort](https://images.trvl-media.com/lodging/2000000/1860000/1853300/1853264/1a81becd_y.jpg) ### Cold Spring Plymouth Resort 10/10 Excellent "Great place to stay. Wish they allowed dogs." [](https://expedia.com/Plymouth-Hotels-Cold-Spring-Resort.h1853264.Hotel-Information) ![Best Western Plymouth Inn-White Mountains](https://images.trvl-media.com/lodging/1000000/910000/902600/902533/4dfaea23_y.jpg) ### Best Western Plymouth Inn-White Mountains 6/10 Okay "Heated pool was cold. Place was clean but had horrific smell, like mechanical oil spill and had a lot of trouble breathing. Room was ok and at least smell didn’t go into room. " [](https://expedia.com/Campton-Hotels-Days-Inn-By-Wyndham-Campton.h902533.Hotel-Information) ![Steele Hill Resorts](https://images.trvl-media.com/lodging/2000000/1160000/1155600/1155531/31b18849_y.jpg) ### Steele Hill Resorts 10/10 Excellent "Great stay. Room and pool area is very clean. " [](https://expedia.com/Laconia-Hotels-Steele-Hill-Resorts.h1155531.Hotel-Information) ![Holiday Inn Express Hotel & Suites Tilton - Lakes Region by IHG](https://images.trvl-media.com/lodging/3000000/2230000/2222400/2222346/3005a2d7_y.jpg) ### Holiday Inn Express Hotel & Suites Tilton - Lakes Region by IHG 6/10 Okay "Staff was great. The company needs to invest in the property as workout room equipment was not all working. The room that was a suite did not have the usual table and chairs." [](https://expedia.com/Laconia-Hotels-Holiday-Inn-Express-Hotel-Suites-Tilton-Lakes-Region.h2222346.Hotel-Information) ![Mill Falls Resort Collection at the Lake](https://images.trvl-media.com/lodging/37000000/36900000/36897600/36897575/1b02a295_y.jpg) ### Mill Falls Resort Collection at the Lake 2/10 Terrible "Turned on the hot water and it was so hot it burned my hand. I'm glad that I did it and not my granddaughter. The pool it said 4ft and it wasn't that far intill it dropped off. Not happy at all with my stay. Never again." [](https://expedia.com/Plymouth-Hotels-Mill-Falls-At-The-Lake.h36897575.Hotel-Information) ![Gunstock Inn & Suites](https://images.trvl-media.com/lodging/3000000/2790000/2781600/2781549/239d48cd_y.jpg) ### Gunstock Inn & Suites 10/10 Excellent "Amazing place with great amenities like a game area, outside patio with a nice fire, and snacks/drinks in the room. Easy to get to the slopes too. " [](https://expedia.com/Laconia-Hotels-Gunstock-Inn-Resort.h2781549.Hotel-Information) ![Fairfield by Marriott Inn & Suites Plymouth White Mountains](https://images.trvl-media.com/lodging/16000000/15670000/15662500/15662488/255736c1_y.jpg) ### Fairfield by Marriott Inn & Suites Plymouth White Mountains 10/10 Excellent "Our go to place whenever we are in the area" [](https://expedia.com/Plymouth-Hotels-Fairfield-By-Marriott-Inn-Suites-Plymouth-White-Mountains.h15662488.Hotel-Information) ## Find out more about Winona **Everything you need to know about Winona 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 Winona vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 Winona vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. **Winona vacation rentals: An excellent choice for every season** Whenever you want to travel, a warm welcome awaits you in Winona. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Winona in high season. Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $160 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals! **How to find incredible deals on Winona rentals** At Expedia, we put the best Winona 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 Winona 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 Winona 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 Winona. 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.com - All accommodation types in Winona ### Trending destinations on Expedia.com - [Destin Vacation Rentals ](https://www.expedia.com/Destin-Vacation-Rentals.d6906.Travel-Guide-VacationRentals) - [Panama City Vacation Rentals ](https://www.expedia.com/Panama-City-Beach-Vacation-Rentals.d8021.Travel-Guide-VacationRentals) - [Hilton Head Vacation Rentals ](https://www.expedia.com/Hilton-Head-Island-Vacation-Rentals.d601684.Travel-Guide-VacationRentals) - [Gulf Shores Vacation Rentals ](https://www.expedia.com/Gulf-Shores-Vacation-Rentals.d603078.Travel-Guide-VacationRentals) - [Key West Vacation Rentals ](https://www.expedia.com/Key-West-Vacation-Rentals.d1187.Travel-Guide-VacationRentals) - [Gatlinburg Vacation Rentals ](https://www.expedia.com/Gatlinburg-Vacation-Rentals.d7474.Travel-Guide-VacationRentals) - 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[Vacation Homes in Winona ](https://expedia.com/Winona-Private-Vacation-Homes.d553248635975749099-aaPrivateVacationHomes.Travel-Guide-Accommodation) - [Cottages in Winona ](https://expedia.com/Winona-Cottages.d553248635975749099-aaCottages.Travel-Guide-Accommodation) - [Condo Rentals in Winona ](https://expedia.com/Winona-Condos.d553248635975749099-aaCondos.Travel-Guide-Accommodation) - [Apartments in Winona ](https://expedia.com/Winona-Apartments.d553248635975749099-aaApartments.Travel-Guide-Accommodation) - [Cabin Rentals in Winona ](https://expedia.com/Winona-Cabins.d553248635975749099-aaCabins.Travel-Guide-Accommodation) - [Chalets in Winona ](https://expedia.com/Winona-Chalets.d553248635975749099-aaChalets.Travel-Guide-Accommodation) - [B&B in Winona ](https://expedia.com/Winona-Bed-And-Breakfast.d553248635975749099-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Motels in Winona ](https://expedia.com/Winona-Motels.d553248635975749099-aaMotels.Travel-Guide-Accommodation) - [Lodges in Winona ](https://expedia.com/Winona-Lodges.d553248635975749099-aaLodges.Travel-Guide-Accommodation) - [Farmstay in Winona ](https://expedia.com/Winona-Agritourism.d553248635975749099-aaAgritourism.Travel-Guide-Accommodation) - [Resorts in Winona ](https://expedia.com/Winona-Resorts.d553248635975749099-aaResorts.Travel-Guide-Accommodation) - [Inns in Winona ](https://expedia.com/Winona-Inns.d553248635975749099-aaInns.Travel-Guide-Accommodation) - [Guest Houses in Winona ](https://expedia.com/Winona-Guest-Houses.d553248635975749099-aaGuestHouses.Travel-Guide-Accommodation) - [Houseboats in Winona ](https://expedia.com/Winona-Houseboats.d553248635975749099-aaHouseboats.Travel-Guide-Accommodation) - [Aparthotels in Winona ](https://expedia.com/Winona-Apart-Hotels.d553248635975749099-aaApartHotels.Travel-Guide-Accommodation) - [Villas in Winona ](https://expedia.com/Winona-Villas.d553248635975749099-aaVillas.Travel-Guide-Accommodation) - [RV Parks in Winona ](https://expedia.com/Winona-RV-Parks.d553248635975749099-aaRVParks.Travel-Guide-Accommodation) ## Frequently asked questions ### Are there vacation rentals in Winona? ### What are some of the best vacation home rentals that Winona has to offer? ### How many vacation rentals are there in Winona? ### What’s there to see and do in Winona? ### What’s a vacation rental in Winona like?