Title: Prestonville Vacation Rentals from $162: Search Short-Term Rentals | Expedia.com [Hotels in Prestonville](https://expedia.com/Prestonville-Hotels.d553248634983243121.Travel-Guide-Hotels)[Car Rentals in Prestonville](https://expedia.com/Car-Rentals-In-Prestonville.d553248634983243121.Car-Rental-Guide)[Prestonville Vacation Packages](https://expedia.com/Prestonville.d553248634983243121.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) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light_bundle_and_save.svg) ### Bundle & Save Get more, spend less whenever you see Bundle & Save deals - ![](https://a.travel-assets.com/travel-assets-manager/pictograms-expedia/light__onekey.svg) ### OneKeyCash Earn OneKeyCash on all your eligible bookings - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light_ftc.svg) ### Upfront pricing We are not like the others - we include taxes and fees ## Check prices for these dates In two weeks [Apr 3 - Apr 5](https://www.expedia.com/Hotel-Search?regionId=553248634983243121&startDate=2026-04-03&endDate=2026-04-05&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [May 15 - May 17](https://www.expedia.com/Hotel-Search?regionId=553248634983243121&startDate=2026-05-15&endDate=2026-05-17&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [Jun 12 - Jun 14](https://www.expedia.com/Hotel-Search?regionId=553248634983243121&startDate=2026-06-12&endDate=2026-06-14&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [Jul 10 - Jul 12](https://www.expedia.com/Hotel-Search?regionId=553248634983243121&startDate=2026-07-10&endDate=2026-07-12&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Prestonville vacation rentals ![Dining](https://images.trvl-media.com/lodging/99000000/98520000/98513500/98513412/f3d782d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/99000000/98520000/98513500/98513412/ee1e7032.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/99000000/98520000/98513500/98513412/4baca63a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, desk, WiFi, bed sheets](https://images.trvl-media.com/lodging/99000000/98520000/98513500/98513412/0514abe9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Blue Door Place [](https://www.expedia.com/Florence-Hotels-The-Blue-Door-Place.h98513412.Hotel-Information) Florence 9.8/10 Exceptional (21 reviews) "Very clean and comfortable, secluded location made for a very peaceful evening around the firepit" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Gage G. $160 nightly $179 total Mar 22 - Mar 23 Total with taxes and fees [](https://www.expedia.com/Florence-Hotels-The-Blue-Door-Place.h98513412.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/101000000/100810000/100806000/100805995/24acbc04.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/101000000/100810000/100806000/100805995/3606019f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/101000000/100810000/100806000/100805995/e046bf1b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/101000000/100810000/100806000/100805995/1bd992b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Lake House with Private Dock - Ark Encounter & Creation Museum Warsaw Getaway [](https://www.expedia.com/Warsaw-Hotels-Lake-House-With-Private-Dock-Ark-Encounter-Creation-Museum-Warsaw-Getaway.h100805995.Hotel-Information) Sparta 9.8/10 Exceptional (10 reviews) "Wonderful vacation home. Very clean, great host that was very helpful. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ashley C. $360 nightly $397 total Mar 22 - Mar 23 Total with taxes and fees [](https://www.expedia.com/Warsaw-Hotels-Lake-House-With-Private-Dock-Ark-Encounter-Creation-Museum-Warsaw-Getaway.h100805995.Hotel-Information) ![Smart TV, fireplace, video games, table tennis](https://images.trvl-media.com/lodging/102000000/101330000/101329800/101329734/b2190a97.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/102000000/101330000/101329800/101329734/ebed4160.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![7 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/102000000/101330000/101329800/101329734/62e15515.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/102000000/101330000/101329800/101329734/dc9ef381.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Pet + Family Friendly, 4 mins to Golf, on the Bourbon Trail, & close to the Ark! [](https://www.expedia.com/Owenton-Hotels-Pet-Family-Friendly.h101329734.Hotel-Information) Owenton 10/10 Exceptional (15 reviews) "Beautiful area, clean house and gorgeous views. Would love to stay here again. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Grace S. $594 nightly $655 total Mar 24 - Mar 25 Total with taxes and fees [](https://www.expedia.com/Owenton-Hotels-Pet-Family-Friendly.h101329734.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/110000000/109530000/109527800/109527752/0aff7c9c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, video games, foosball, books](https://images.trvl-media.com/lodging/110000000/109530000/109527800/109527752/b773dc60.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/110000000/109530000/109527800/109527752/82d5d912.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/110000000/109530000/109527800/109527752/43e11a3d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Waterfront Cabin w/ A View! Large Family Retreat + Pet-Friendly [](https://www.expedia.com/Warsaw-Hotels-Waterfront-Cabin-W-A-View-Large-Family-Retreat-Pet-Friendly.h109527752.Hotel-Information) Warsaw 8.0/10 Very Good (9 reviews) "The area is very quiet with plenty of space to stretch out. Quiet little town with friendly people. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Karen C. $345 nightly $380 total Mar 22 - Mar 23 Total with taxes and fees [](https://www.expedia.com/Warsaw-Hotels-Waterfront-Cabin-W-A-View-Large-Family-Retreat-Pet-Friendly.h109527752.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/101000000/100350000/100345700/100345601/fa69213b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, DVD player, stereo, computer monitors](https://images.trvl-media.com/lodging/101000000/100350000/100345700/100345601/w1290h857x0y12-c215f4d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/101000000/100350000/100345700/100345601/5b500a37.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/101000000/100350000/100345700/100345601/w1290h952x0y6-c628f6f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Pendleton, KY Farm in Oldham Co [](https://www.expedia.com/Pendleton-Hotels-Windy-Valley-Farm.h100345601.Hotel-Information) Pendleton 10/10 Exceptional (4 reviews) "The house was perfect for our group of 8\. Very clean, great gathering space inside and out and well maintained. Highly recommended! Thanks Betty!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Scott B. $826 nightly $911 total Apr 21 - Apr 22 Total with taxes and fees [](https://www.expedia.com/Pendleton-Hotels-Windy-Valley-Farm.h100345601.Hotel-Information) ![TV, fireplace, DVD player](https://images.trvl-media.com/lodging/96000000/95870000/95861300/95861216/d9cb2520.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, DVD player](https://images.trvl-media.com/lodging/96000000/95870000/95861300/95861216/f1a355c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/96000000/95870000/95861300/95861216/3ac611b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/96000000/95870000/95861300/95861216/0128f4d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cabin on the Ridge [](https://www.expedia.com/Canaan-Hotels-A-Cozy.h95861216.Hotel-Information) Madison 10/10 Exceptional (17 reviews) "Nice cabin" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Nathan M. $237 nightly $273 total Apr 5 - Apr 6 Total with taxes and fees [](https://www.expedia.com/Canaan-Hotels-A-Cozy.h95861216.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/102000000/101980000/101970300/101970271/4653afac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/102000000/101980000/101970300/101970271/f45754fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/102000000/101980000/101970300/101970271/8c71eb05.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/102000000/101980000/101970300/101970271/f2aa2ca5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### "Madison Manor II” | Hot Tub, Game Room, Movie Theater | 2 BR, 2½ Bath, Sleeps 8 [](https://www.expedia.com/Madison-Hotels-Madison-Manor-II-HotTub-Walk-To-Downtown.h101970271.Hotel-Information) Madison 10/10 Exceptional (15 reviews) "Great location and the host thought of everything to stock the house with." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kinni L. $339 nightly $390 total Mar 22 - Mar 23 Total with taxes and fees [](https://www.expedia.com/Madison-Hotels-Madison-Manor-II-HotTub-Walk-To-Downtown.h101970271.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/92000000/91880000/91872200/91872159/c68fa647.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/92000000/91880000/91872200/91872159/ea021f0f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/92000000/91880000/91872200/91872159/00284b98.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/92000000/91880000/91872200/91872159/d9eead6f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Peaceful Cozy Cabin 10 minutes from Historic downtown Madison [](https://www.expedia.com/Madison-Hotels-Peaceful-Cozy-Cabin-10-Minutes-From-Historic-Downtown-Madison.h91872159.Hotel-Information) Madison 9.6/10 Exceptional (21 reviews) "My wife and I enjoyed our stay here while checking out Madison. Great location, nicely decorated. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Justin L. $252 nightly $290 total Mar 22 - Mar 23 Total with taxes and fees [](https://www.expedia.com/Madison-Hotels-Peaceful-Cozy-Cabin-10-Minutes-From-Historic-Downtown-Madison.h91872159.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/67000000/66450000/66446500/66446465/7c0a4c35.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/67000000/66450000/66446500/66446465/d2aee407.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/67000000/66450000/66446500/66446465/67835d54.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/67000000/66450000/66446500/66446465/865c66bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### #209 Kings, River View, Deck, Bicentennial Park [](https://www.expedia.com/Madison-Hotels-209-Kings.h66446465.Hotel-Information) Madison 10/10 Exceptional (63 reviews) "Great house, great location and the host was very responsive! I would definitely recommend this place. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lisa C. $356 nightly $419 total Mar 22 - Mar 23 Total with taxes and fees [](https://www.expedia.com/Madison-Hotels-209-Kings.h66446465.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/82000000/81010000/81001800/81001761/1b2d2f92.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/82000000/81010000/81001800/81001761/5e05ed5d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/82000000/81010000/81001800/81001761/590dcf14.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/82000000/81010000/81001800/81001761/758cfbb8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### #207 King Suites, River Views, Deck, Downtown [](https://www.expedia.com/Madison-Hotels-Generals-Quarters.h81001761.Hotel-Information) Madison 10/10 Exceptional (38 reviews) "Great Amenities! The layout was perfect and the house was well stocked. Kitchen and bathrooms had everything we needed. Great location. Minutes away from restaurants and shops. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michele D. $356 nightly $419 total Mar 22 - Mar 23 Total with taxes and fees [](https://www.expedia.com/Madison-Hotels-Generals-Quarters.h81001761.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/123000000/122760000/122751500/122751483/11029ec6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Miscellaneous](https://images.trvl-media.com/lodging/123000000/122760000/122751500/122751483/f3088b94.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/123000000/122760000/122751500/122751483/6d22fd76.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/123000000/122760000/122751500/122751483/w1014h1340x13y0-269a5c39.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cute Cottage/Pet Friendly/Clean/Trails/ Nature and Historic Madison [](https://www.expedia.com/Madison-Hotels-Cute-CottagePet-FriendlyCleanTrails-Nature-And-Historic-Madison.h122751483.Hotel-Information) Madison 8.8/10 Excellent (3 reviews) "Welcoming host and cottage as described. Thanks! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Adam H. $149 nightly $171 total Mar 22 - Mar 23 Total with taxes and fees [](https://www.expedia.com/Madison-Hotels-Cute-CottagePet-FriendlyCleanTrails-Nature-And-Historic-Madison.h122751483.Hotel-Information) ![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/97000000/96110000/96101200/96101135/329422c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/97000000/96110000/96101200/96101135/26043894.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/97000000/96110000/96101200/96101135/23267863.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/97000000/96110000/96101200/96101135/ea56a6d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### East Main Lofts - Boho 203 [](https://www.expedia.com/Madison-Hotels-East-Main-Lofts-Boho-203.h96101135.Hotel-Information) Madison 9.6/10 Exceptional (8 reviews) "I didn’t receive check in information and had to text several times to get information that I should have received. The unit was nice but basically just a big hotel room. Location is great. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Leann L. $403 nightly $463 total Mar 22 - Mar 23 Total with taxes and fees [](https://www.expedia.com/Madison-Hotels-East-Main-Lofts-Boho-203.h96101135.Hotel-Information) ![Smart TV](https://images.trvl-media.com/lodging/104000000/103270000/103267800/103267789/d187384e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, in-room safe, free WiFi, bed sheets](https://images.trvl-media.com/lodging/104000000/103270000/103267800/103267789/a87aab06.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/104000000/103270000/103267800/103267789/65564922.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/104000000/103270000/103267800/103267789/60d5050a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Hanover Hideaway! Minutes from Hanover College, 5 Miles to Downtown Madison! [](https://www.expedia.com/Hanover-Hotels-The-Hanover-Hideaway-Minutes-From-Hanover-College.h103267789.Hotel-Information) Hanover 9.6/10 Exceptional (40 reviews) "The property was clean and the host was very responsive prior to and during the stay ensuring a positive trip. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Natalie H. $211 nightly $243 total Mar 22 - Mar 23 Total with taxes and fees [](https://www.expedia.com/Hanover-Hotels-The-Hanover-Hideaway-Minutes-From-Hanover-College.h103267789.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/123000000/122760000/122754000/122753971/7c6dce14.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Jetted tub, hair dryer, towels, soap](https://images.trvl-media.com/lodging/123000000/122760000/122754000/122753971/w1019h1360x75y66-c0b89926.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/123000000/122760000/122754000/122753971/w1041h690x64y47-912611fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/123000000/122760000/122754000/122753971/af7c1764.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Enchanting Historic Spa Loft. 3rd story private deck/jetted tub/Heart of Madison [](https://www.expedia.com/Madison-Hotels-Enchanting-Historic-Spa-Loft-3rd-Story-Private-Deckjetted-TubHeart-Of-Madison.h122753971.Hotel-Information) Madison $146 nightly $167 total Mar 22 - Mar 23 Total with taxes and fees [](https://www.expedia.com/Madison-Hotels-Enchanting-Historic-Spa-Loft-3rd-Story-Private-Deckjetted-TubHeart-Of-Madison.h122753971.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/118000000/117850000/117840100/117840022/592d0290.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/118000000/117850000/117840100/117840022/d2dbaec7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/118000000/117850000/117840100/117840022/ff5d5116.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/118000000/117850000/117840100/117840022/5d7b2d62.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sassafras Woodland Cabin at Lost Trails [](https://www.expedia.com/Madison-Hotels-Sassafras-Cabin-At-Lost-Trails.h117840022.Hotel-Information) Madison Township 9.8/10 Exceptional (7 reviews) "The amenities were in excellent condition and great layout of the property. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ed S. $143 nightly $159 total Mar 22 - Mar 23 Total with taxes and fees [](https://www.expedia.com/Madison-Hotels-Sassafras-Cabin-At-Lost-Trails.h117840022.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/96000000/95870000/95861300/95861212/eb3ac305.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/96000000/95870000/95861300/95861212/165add26.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, DVD player](https://images.trvl-media.com/lodging/96000000/95870000/95861300/95861212/a895cd40.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/96000000/95870000/95861300/95861212/ca6519f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Artist’s A-Frame [](https://www.expedia.com/Madison-Hotels-5-Minutes-From-Downtown-Madison.h95861212.Hotel-Information) Madison 10/10 Exceptional (29 reviews) "Wonderful place to stay " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Susan H. $201 nightly $231 total Mar 26 - Mar 27 Total with taxes and fees [](https://www.expedia.com/Madison-Hotels-5-Minutes-From-Downtown-Madison.h95861212.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/118000000/117850000/117840100/117840018/e447409f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/118000000/117850000/117840100/117840018/8fc00cc3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/118000000/117850000/117840100/117840018/3729333b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/118000000/117850000/117840100/117840018/583df61d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Walnut Secluded Cabin at Lost Trails [](https://www.expedia.com/Madison-Hotels-Walnut-Cabin-At-Lost-Trails.h117840018.Hotel-Information) Madison Township 10/10 Exceptional (3 reviews) "Was a great space! Clean, modern and very cute! Would highly recommend " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Anna M. $151 nightly $168 total Mar 22 - Mar 23 Total with taxes and fees [](https://www.expedia.com/Madison-Hotels-Walnut-Cabin-At-Lost-Trails.h117840018.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/118000000/117850000/117840100/117840020/2b777778.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/118000000/117850000/117840100/117840020/fc38a92c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/118000000/117850000/117840100/117840020/b1bd9da3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/118000000/117850000/117840100/117840020/4b03b8eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Maple Cozy Cabin at Lost Trails [](https://www.expedia.com/Madison-Hotels-Maple-Cabin-At-Lost-Trails.h117840020.Hotel-Information) Madison Township 10/10 Exceptional (8 reviews) "Very nice place definitely recommend " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Eric T. $140 nightly $156 total Apr 6 - Apr 7 Total with taxes and fees [](https://www.expedia.com/Madison-Hotels-Maple-Cabin-At-Lost-Trails.h117840020.Hotel-Information) ![Smart TV](https://images.trvl-media.com/lodging/106000000/105110000/105105600/105105513/bf33beba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/106000000/105110000/105105600/105105513/720ba05a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/106000000/105110000/105105600/105105513/c7ba1628.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/106000000/105110000/105105600/105105513/7adbb048.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Glenda’s Overlook..everything you need to make visiting Madison a great getaway! [](https://www.expedia.com/Madison-Hotels-Glendas-Overlookeverything-You-Need-To-Make-Visiting-Madison-A-Great-Getaway.h105105513.Hotel-Information) Madison 9.8/10 Exceptional (57 reviews) "Nice friendly town and eating places" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Paul P. $195 nightly $224 total Mar 25 - Mar 26 Total with taxes and fees [](https://www.expedia.com/Madison-Hotels-Glendas-Overlookeverything-You-Need-To-Make-Visiting-Madison-A-Great-Getaway.h105105513.Hotel-Information) ![TV, fireplace](https://images.trvl-media.com/lodging/96000000/95870000/95861300/95861214/8aa72f2d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace](https://images.trvl-media.com/lodging/96000000/95870000/95861300/95861214/c492298a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace](https://images.trvl-media.com/lodging/96000000/95870000/95861300/95861214/d6719250.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/96000000/95870000/95861300/95861214/fb1dc310.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cabin on the Ridge: The Sequel [](https://www.expedia.com/Canaan-Hotels-The-Areas-First-New-Construction-Short-Term-Rental-Tailored-For-You.h95861214.Hotel-Information) Madison 10/10 Exceptional (18 reviews) "Our stay was amazing! Loved this cozy cabin in the woods! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Alison F. $223 nightly $256 total Apr 6 - Apr 7 Total with taxes and fees [](https://www.expedia.com/Canaan-Hotels-The-Areas-First-New-Construction-Short-Term-Rental-Tailored-For-You.h95861214.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=2026-04-04&endDate=2026-04-05®ionId=553248634983243121&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ## Find vacation rentals that suit your style Cabins [](https://www.expedia.com/Hotel-Search?destination=Prestonville%2C+Kentucky%2C+United+States+of+America®ionId=553248634983243121&latLong=38.679052%2C-85.193415&adults=2&startDate=2026-06-19&d1=2026-06-19&endDate=2026-06-22&d2=2026-06-22&lodging=CABIN) Private vacation homes [](https://www.expedia.com/Hotel-Search?destination=Prestonville%2C+Kentucky%2C+United+States+of+America®ionId=553248634983243121&latLong=38.679052%2C-85.193415&adults=2&startDate=2026-06-19&d1=2026-06-19&endDate=2026-06-22&d2=2026-06-22&lodging=VACATION_HOME) Apartments [](https://www.expedia.com/Hotel-Search?destination=Prestonville%2C+Kentucky%2C+United+States+of+America®ionId=553248634983243121&latLong=38.679052%2C-85.193415&adults=2&startDate=2026-06-19&d1=2026-06-19&endDate=2026-06-22&d2=2026-06-22&lodging=APARTMENT) Cottages [](https://www.expedia.com/Hotel-Search?destination=Prestonville%2C+Kentucky%2C+United+States+of+America®ionId=553248634983243121&latLong=38.679052%2C-85.193415&adults=2&startDate=2026-06-19&d1=2026-06-19&endDate=2026-06-22&d2=2026-06-22&lodging=COTTAGE) Chalets [](https://www.expedia.com/Hotel-Search?destination=Prestonville%2C+Kentucky%2C+United+States+of+America®ionId=553248634983243121&latLong=38.679052%2C-85.193415&adults=2&startDate=2026-06-19&d1=2026-06-19&endDate=2026-06-22&d2=2026-06-22&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%2FPrestonville-Vacation-Rentals.d553248634983243121.Travel-Guide-VacationRentals)[ Sign up, it's free ](https://expedia.com/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FPrestonville-Vacation-Rentals.d553248634983243121.Travel-Guide-VacationRentals) ## Top Prestonville Hotel Reviews ![Fairfield Inn & Suites Madison Historic Eagle Cotton Mill](https://images.trvl-media.com/lodging/62000000/61410000/61401300/61401267/63e231bf_y.jpg) ### Fairfield Inn & Suites Madison Historic Eagle Cotton Mill 10/10 Excellent "Beautiful view of the river and well lite parking lot. Staff is friendly and helpful. " [](https://expedia.com/Madison-Hotels-Fairfield-Inn-Suites-Madison.h61401267.Hotel-Information) ![Ramada by Wyndham Sparta/At Speedway](https://images.trvl-media.com/lodging/1000000/980000/972800/972772/148d205a_y.jpg) ### Ramada by Wyndham Sparta/At Speedway 10/10 Excellent "I visit often and have no complaints " [](https://expedia.com/Carrollton-Hotels-Ramada-By-Wyndham-SpartaAt-Speedway.h972772.Hotel-Information) ![Hillside Inn](https://images.trvl-media.com/lodging/1000000/900000/894200/894180/cd0f46d3_y.jpg) ### Hillside Inn 10/10 Excellent "Easy parking. Room was clean and check in/out very easy and fast. Convenient to downtown Madison. " [](https://expedia.com/Madison-Hotels-Hillside-Inn.h894180.Hotel-Information) ![Peaceful getaway centrally located just min. from Madison and Belterra casino.](https://images.trvl-media.com/lodging/102000000/101440000/101430600/101430575/w1170h875x0y3-48cc240d_y.jpg) ### Peaceful getaway centrally located just min. from Madison and Belterra casino. 10/10 Excellent "Our stay was great the house was clean and the hot tub was a nice addition " [](https://expedia.com/Vevay-Hotels-Peaceful-Getaway-Centrally-Located-Just-Min-From-Madison-And-Belterra-Casino.h101430575.Hotel-Information) ![The Chandler Hotel](https://images.trvl-media.com/lodging/94000000/93090000/93082900/93082881/baa85c95_y.jpg) ### The Chandler Hotel 10/10 Excellent "Clean room, well decorated. Love this little spot. " [](https://expedia.com/Madison-Hotels-The-Chandler-Hotel.h93082881.Hotel-Information) ![Belterra Casino Resort](https://images.trvl-media.com/lodging/2000000/1160000/1152900/1152807/04047b8f_y.jpg) ### Belterra Casino Resort 10/10 Excellent "Everything was great!" [](https://expedia.com/Madison-Hotels-Belterra-Casino-Resort.h1152807.Hotel-Information) ![Best Way Inn Madison](https://images.trvl-media.com/lodging/1000000/10000/8000/7911/30741410_y.jpg) ### Best Way Inn Madison 10/10 Excellent "Great stay, great staff and very helpful. I stayed there after a surgery so i could be close to my husband's work for the first few days and the staff at bestway were amazing!! " [](https://expedia.com/Madison-Hotels-Best-Way-Inn-Madison.h7911.Hotel-Information) ![Comfort Inn Madison near Clifty Falls](https://images.trvl-media.com/lodging/1000000/870000/869500/869431/d5b848b8_y.jpg) ### Comfort Inn Madison near Clifty Falls 10/10 Excellent "Very Clean.smell was amazing too.Staff excellent. BEDS very comfortable. Felt very safe too.Breakfast was great.I always tip for breakfast,even if i have serve my self,because she cleaned table for us and was so polite..I will Definitely return" [](https://expedia.com/Madison-Hotels-Comfort-Inn.h869431.Hotel-Information) ![Quality Inn Carrollton](https://images.trvl-media.com/lodging/1000000/20000/12100/12064/f2f43231_y.jpg) ### Quality Inn Carrollton 10/10 Excellent "Great." [](https://expedia.com/Carrollton-Hotels-Quality-Inn-Carrollton.h12064.Hotel-Information) ## Find out more about Prestonville **Everything you need to know about Prestonville 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 Prestonville 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 Prestonville vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. **Prestonville vacation rentals: An excellent choice for every season** Whenever you want to travel, a warm welcome awaits you in Prestonville. 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 Prestonville 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 $162 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 Prestonville rentals** At Expedia, we put the best Prestonville 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 Prestonville 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 Prestonville 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 Prestonville. 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 Prestonville ### 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) - [Maui Vacation Rentals ](https://www.expedia.com/Maui-Vacation-Rentals.d180073.Travel-Guide-VacationRentals) - [Orlando Vacation Rentals ](https://www.expedia.com/Orlando-Vacation-Rentals.d178294.Travel-Guide-VacationRentals) - [Myrtle Beach Vacation Rentals ](https://www.expedia.com/Myrtle-Beach-Vacation-Rentals.d601685.Travel-Guide-VacationRentals) - [Orange Beach Vacation Rentals ](https://www.expedia.com/Orange-Beach-Vacation-Rentals.d9136.Travel-Guide-VacationRentals) - [Pigeon Forge Vacation Rentals ](https://www.expedia.com/Pigeon-Forge-Vacation-Rentals.d8264.Travel-Guide-VacationRentals) - [Ocean City Vacation Rentals ](https://www.expedia.com/Ocean-City-Vacation-Rentals.d9151.Travel-Guide-VacationRentals) - [Outer Banks Vacation Rentals ](https://www.expedia.com/Outer-Banks-Vacation-Rentals.d602135.Travel-Guide-VacationRentals) - [San Diego Vacation Rentals ](https://www.expedia.com/San-Diego-Vacation-Rentals.d3073.Travel-Guide-VacationRentals) - [Siesta Key Vacation Rentals ](https://www.expedia.com/Siesta-Key-Vacation-Rentals.d6881.Travel-Guide-VacationRentals) - [Galveston Vacation Rentals ](https://www.expedia.com/Galveston-Vacation-Rentals.d1341.Travel-Guide-VacationRentals) - [Clearwater Beach Vacation Rentals ](https://www.expedia.com/Clearwater-Beach-Vacation-Rentals.d10759.Travel-Guide-VacationRentals) - [Palm Springs Vacation Rentals ](https://www.expedia.com/Palm-Springs-Vacation-Rentals.d180676.Travel-Guide-VacationRentals) - [Florida Keys Vacation Rentals ](https://www.expedia.com/Florida-Keys-Vacation-Rentals.d6023765.Travel-Guide-VacationRentals) - [Lake Tahoe Vacation Rentals ](https://www.expedia.com/South-Lake-Tahoe-Vacation-Rentals.d10150.Travel-Guide-VacationRentals) - [Lake of the Ozarks Vacation Rentals ](https://www.expedia.com/Lake-Ozark-Vacation-Rentals.d177772.Travel-Guide-VacationRentals) - [Florida Vacation Rentals ](https://www.expedia.com/Destinations-In-Florida.d211.Vacation-Rental-Destinations) - [Hawaii Vacation Rentals ](https://www.expedia.com/Destinations-In-Hawaii.d213.Vacation-Rental-Destinations) - [Michigan Vacation Rentals ](https://www.expedia.com/Destinations-In-Michigan.d224.Vacation-Rental-Destinations) - [Vacation Homes in Prestonville ](https://expedia.com/Prestonville-Private-Vacation-Homes.d553248634983243121-aaPrivateVacationHomes.Travel-Guide-Accommodation) - [Apartments in Prestonville ](https://expedia.com/Prestonville-Apartments.d553248634983243121-aaApartments.Travel-Guide-Accommodation) - [Cottages in Prestonville ](https://expedia.com/Prestonville-Cottages.d553248634983243121-aaCottages.Travel-Guide-Accommodation) - [Cabin Rentals in Prestonville ](https://expedia.com/Prestonville-Cabins.d553248634983243121-aaCabins.Travel-Guide-Accommodation) - [Motels in Prestonville ](https://expedia.com/Prestonville-Motels.d553248634983243121-aaMotels.Travel-Guide-Accommodation) - [Chalets in Prestonville ](https://expedia.com/Prestonville-Chalets.d553248634983243121-aaChalets.Travel-Guide-Accommodation) - [Inns in Prestonville ](https://expedia.com/Prestonville-Inns.d553248634983243121-aaInns.Travel-Guide-Accommodation) - [B&B in Prestonville ](https://expedia.com/Prestonville-Bed-And-Breakfast.d553248634983243121-aaBedAndBreakfast.Travel-Guide-Accommodation) ## Frequently asked questions ### Can I find vacation rentals in Prestonville? ### What are some of the best vacation rentals in Prestonville? ### What’s there to see and do in Prestonville? ### What’s a vacation rental in Prestonville like? ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save even more - get up to 20% on select hotels 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