Title: Cupramontana Vacation Rentals from $104: Search Short-Term Rentals | Expedia.com [Cupramontana Travel Guide](https://expedia.com/Cupramontana.dx3000028133)[Hotels in Cupramontana](https://expedia.com/Cupramontana-Hotels.d3000028133.Travel-Guide-Hotels)[Flights to Cupramontana](https://expedia.com/Cheap-Flights-To-Cupramontana.d3000028133.Travel-Guide-Flights)[Car Rentals in Cupramontana](https://expedia.com/Car-Rentals-In-Cupramontana.d3000028133.Car-Rental-Guide)[Cupramontana Vacation Packages](https://expedia.com/Cupramontana.d3000028133.Destination-Travel-Guides) ![Eremo](https://images.trvl-media.com/place/3000028133/68aad843-0189-4573-b954-b885616ceaa7.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/3000028133/68aad843-0189-4573-b954-b885616ceaa7.jpg?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 17 - Apr 19](https://www.expedia.com/Hotel-Search?regionId=3000028133&startDate=2026-04-17&endDate=2026-04-19&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [May 29 - May 31](https://www.expedia.com/Hotel-Search?regionId=3000028133&startDate=2026-05-29&endDate=2026-05-31&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [Jun 26 - Jun 28](https://www.expedia.com/Hotel-Search?regionId=3000028133&startDate=2026-06-26&endDate=2026-06-28&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [Jul 24 - Jul 26](https://www.expedia.com/Hotel-Search?regionId=3000028133&startDate=2026-07-24&endDate=2026-07-26&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Cupramontana vacation rentals ![Exterior](https://images.trvl-media.com/lodging/102000000/101380000/101379800/101379776/f92db9fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Flat-screen TV](https://images.trvl-media.com/lodging/102000000/101380000/101379800/101379776/f33d6d00.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/102000000/101380000/101379800/101379776/db991138.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dinner served](https://images.trvl-media.com/lodging/102000000/101380000/101379800/101379776/e7c0afea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### casa grimaldi [](https://www.expedia.com/Matelica-Hotels-Casa-Grimaldi.h101379776.Hotel-Information) Matelica 9.2/10 Wonderful (5 reviews) "Rilassante viaggio nelle Marche con amici" ![Italy](https://a.travel-assets.com/egds/marks/flags/it.svg) Maurilio $105 nightly $115 total Apr 4 - Apr 5 Total with taxes and fees [](https://www.expedia.com/Matelica-Hotels-Casa-Grimaldi.h101379776.Hotel-Information) ![Seasonal outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/53000000/52060000/52050800/52050777/02da50a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Double Room (Room 4) | Premium bedding, down comforters, individually decorated](https://images.trvl-media.com/lodging/53000000/52060000/52050800/52050777/f8bf2b61.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/53000000/52060000/52050800/52050777/536ece49.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/53000000/52060000/52050800/52050777/5bb21ce2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa Bella Rosa [](https://www.expedia.com/Fratte-Rosa-Hotels-Villa-Bella-Rosa.h52050777.Hotel-Information) Fratte Rosa 9.8/10 Exceptional (9 reviews) "Location stupenda!!! I gestori sono persone cordialissime e disponibilissime. Ottimo servizio in generale. Ambiente molto familiare e curato nei dettagli. 10 e lode " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Chiara [](https://www.expedia.com/Fratte-Rosa-Hotels-Villa-Bella-Rosa.h52050777.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/117000000/116430000/116429800/116429736/15cadb70.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/117000000/116430000/116429800/116429736/250b0dde.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Family Triple Room, Ensuite, City View | Premium bedding, memory foam beds, minibar, laptop workspace](https://images.trvl-media.com/lodging/117000000/116430000/116429800/116429736/d1448d9b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Daily buffet breakfast (EUR 5 per person)](https://images.trvl-media.com/lodging/117000000/116430000/116429800/116429736/6142362f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Rooms & Breakfast Centrale [](https://www.expedia.com/Fabriano-Hotels-Rooms-Breakfast-Centrale.h116429736.Hotel-Information) Fabriano 10/10 Exceptional (2 reviews) "CONSIGLIATISSIMO A TUTTE le persone che vogliono aver e che fare con un locatore capace di soddisfare il soggiorno perfetto … educato gentile sa ascoltare e se possibile risolvere qualsiasi quesito!!, la struttura è nuovissima completa di tutto il necessario la pulizia è estrema !! GRAZIE MILLE DEL PERFETTO SOGGIORNO CHE ABBIAMO TRASCORSO NELLA TUA STRUTTURA!!" ![Italy](https://a.travel-assets.com/egds/marks/flags/it.svg) Max $64 nightly $70 total Apr 2 - Apr 3 Total with taxes and fees [](https://www.expedia.com/Fabriano-Hotels-Rooms-Breakfast-Centrale.h116429736.Hotel-Information) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/15000000/14710000/14706000/14705948/2d80d3bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior Apartment (Rose) | Courtyard view](https://images.trvl-media.com/lodging/15000000/14710000/14706000/14705948/48bbdd1a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![BBQ/picnic area](https://images.trvl-media.com/lodging/15000000/14710000/14706000/14705948/f8dc5854.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden view](https://images.trvl-media.com/lodging/15000000/14710000/14706000/14705948/ba02fcc0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa Coralia [](https://www.expedia.com/Osimo-Hotels-Villa-Coralia.h14705948.Hotel-Information) Osimo 9.4/10 Exceptional (22 reviews) "Outstanding location with pleasant staff. Incedible views to the surrounding countryside. " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) David $104 nightly $115 total Apr 12 - Apr 13 Total with taxes and fees [](https://www.expedia.com/Osimo-Hotels-Villa-Coralia.h14705948.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/126000000/125480000/125479800/125479763/29d87fc3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, desk, free WiFi, bed sheets](https://images.trvl-media.com/lodging/126000000/125480000/125479800/125479763/410615d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, oven, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/126000000/125480000/125479800/125479763/3b53ea79.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/126000000/125480000/125479800/125479763/c791cb86.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### B&B The Treehouse – Wooden Apartment [](https://www.expedia.com/Osimo-Hotels-BB-The-Treehouse-Wooden-Apartment.h125479763.Hotel-Information) Osimo $104 nightly $104 total Apr 10 - Apr 11 Total with taxes and fees [](https://www.expedia.com/Osimo-Hotels-BB-The-Treehouse-Wooden-Apartment.h125479763.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/5000000/4650000/4644800/4644794/4dfc47ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Plasma TV](https://images.trvl-media.com/lodging/5000000/4650000/4644800/4644794/a8aba382.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Suite | Balcony](https://images.trvl-media.com/lodging/5000000/4650000/4644800/4644794/a4879b2b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Apartment | Living room | Plasma TV](https://images.trvl-media.com/lodging/5000000/4650000/4644800/4644794/94db44d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Country House Federico I [](https://www.expedia.com/Sassoferrato-Hotels-Country-House-Federico-I.h4644794.Hotel-Information) Sassoferrato 9.4/10 Exceptional (15 reviews) "Casa in pietra a vista, appartamento ben arredato, ottimamente riscaldato in maniera autonoma, praticamente sul perimetro della piazzetta storica. A pochi passi c’è un ristorante di alta qualità con piatti buonissimi. E possibilità di parcheggio libero nella piazzetta " ![Italy](https://a.travel-assets.com/egds/marks/flags/it.svg) silvana $71 nightly $78 total Apr 2 - Apr 3 Total with taxes and fees [](https://www.expedia.com/Sassoferrato-Hotels-Country-House-Federico-I.h4644794.Hotel-Information) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/75000000/74700000/74693300/74693208/0d7c449b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/75000000/74700000/74693300/74693208/2e7f2588.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/75000000/74700000/74693300/74693208/8d8ec9bf.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/75000000/74700000/74693300/74693208/664b40c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Elegant, cozy house in the heart of Fabriano [](https://www.expedia.com/Fabriano-Hotels-Ca-Mancio.h74693208.Hotel-Information) Fabriano 10/10 Exceptional (2 reviews) "Ca 'Mancio is a beautiful home and David is an exceptional host that makes sure you have everything you need for a comfortable stay. Highly recommend!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Donna P. $124 nightly $124 total Apr 2 - Apr 3 Total with taxes and fees [](https://www.expedia.com/Fabriano-Hotels-Ca-Mancio.h74693208.Hotel-Information) ![Comfort Apartment, 1 Bedroom | View from room](https://images.trvl-media.com/lodging/36000000/35300000/35290400/35290302/6a0b95ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/36000000/35300000/35290400/35290302/71c2edd3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/36000000/35300000/35290400/35290302/10add805.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/36000000/35300000/35290400/35290302/39ac9369.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Residence Belohorizonte [](https://www.expedia.com/Macerata-Hotels-Holiday-Residence-Belohorizonte.h35290302.Hotel-Information) Macerata 9.2/10 Wonderful (21 reviews) "We stayed at multiple locations on this trip and this was our favorite by far Very cute apartment and the host was very friendly and responsive. Highly recommend it to anyone " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kelly $109 nightly $121 total Apr 14 - Apr 15 Total with taxes and fees [](https://www.expedia.com/Macerata-Hotels-Holiday-Residence-Belohorizonte.h35290302.Hotel-Information) ![Exterior detail](https://images.trvl-media.com/lodging/103000000/102070000/102062600/102062507/f9f35923.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/103000000/102070000/102062600/102062507/0523af13.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hair dryer, towels](https://images.trvl-media.com/lodging/103000000/102070000/102062600/102062507/be0bf91b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/103000000/102070000/102062600/102062507/c50b55b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Not Just Valley - Chiaravalle [](https://www.expedia.com/Chiaravalle-Hotels-Vrbo-Property.h102062507.Hotel-Information) Chiaravalle $97 nightly $97 total Apr 9 - Apr 10 Total with taxes and fees [](https://www.expedia.com/Chiaravalle-Hotels-Vrbo-Property.h102062507.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/16000000/15490000/15482400/15482372/d3bb80aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, open 9:00 AM to 7:30 PM, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/16000000/15490000/15482400/15482372/e357c5b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior entrance](https://images.trvl-media.com/lodging/16000000/15490000/15482400/15482372/b48b2265.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily cooked-to-order breakfast](https://images.trvl-media.com/lodging/16000000/15490000/15482400/15482372/cae81e85.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa Gens Camuria [](https://www.expedia.com/Camerano-Hotels-Villa-Gens-Camuria.h15482372.Hotel-Information) Camerano 9.6/10 Exceptional (53 reviews) "Clean, friendly very accommodating pool excellent a great place to stay all year round." ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) antonio $95 nightly $107 total Apr 7 - Apr 8 Total with taxes and fees [](https://www.expedia.com/Camerano-Hotels-Villa-Gens-Camuria.h15482372.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/108000000/107610000/107603900/107603837/3736deef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/108000000/107610000/107603900/107603837/02d135dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/108000000/107610000/107603900/107603837/c98fab73.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, oven, dining tables](https://images.trvl-media.com/lodging/108000000/107610000/107603900/107603837/fed7ab89.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### RM11 - Senigallia, three-room apartment facing the sea [](https://www.expedia.com/Senigallia-Hotels-RM11-Senigallia.h107603837.Hotel-Information) Senigallia $197 nightly $243 total Apr 20 - Apr 21 Total with taxes and fees [](https://www.expedia.com/Senigallia-Hotels-RM11-Senigallia.h107603837.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/104000000/103080000/103070600/103070567/c3afedf1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, bed sheets](https://images.trvl-media.com/lodging/104000000/103080000/103070600/103070567/3df20f69.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/104000000/103080000/103070600/103070567/ac773dd1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/104000000/103080000/103070600/103070567/325c4c0c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### SE057 - Senigallia, wonderful seafront penthouse [](https://www.expedia.com/Senigallia-Hotels-SE057-Senigallia.h103070567.Hotel-Information) Senigallia $215 nightly $264 total Apr 21 - Apr 22 Total with taxes and fees [](https://www.expedia.com/Senigallia-Hotels-SE057-Senigallia.h103070567.Hotel-Information) ![3 bedrooms, iron/ironing board, bed sheets](https://images.trvl-media.com/lodging/118000000/117970000/117961600/117961525/a5955e25.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/118000000/117970000/117961600/117961525/733ad10d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/118000000/117970000/117961600/117961525/f60232d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/118000000/117970000/117961600/117961525/7c41e6c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 3 bed - Sleeps 6 - Mountain View - Parking - Pets [](https://www.expedia.com/Rosora-Hotels-3-Bed-Sleeps-6-Mountain-View-Parking-Pets.h117961525.Hotel-Information) Rosora $67 nightly $74 total Apr 2 - Apr 3 Total with taxes and fees [](https://www.expedia.com/Rosora-Hotels-3-Bed-Sleeps-6-Mountain-View-Parking-Pets.h117961525.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/106000000/105350000/105348600/105348507/54a44d13.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, bed sheets](https://images.trvl-media.com/lodging/106000000/105350000/105348600/105348507/4b250057_edited_df75.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/106000000/105350000/105348600/105348507/38e74122_edited_206b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/106000000/105350000/105348600/105348507/181a1fe5_edited_7b89.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### SE094 - Marzocca, three-room apartment with beach included [](https://www.expedia.com/Senigallia-Hotels-SE094-Marzocca.h105348507.Hotel-Information) Marzocca $189 nightly $232 total Apr 22 - Apr 23 Total with taxes and fees [](https://www.expedia.com/Senigallia-Hotels-SE094-Marzocca.h105348507.Hotel-Information) ![Outdoor spa tub](https://images.trvl-media.com/lodging/92000000/91030000/91022400/91022376/w1170h879x0y3-25536573.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/92000000/91030000/91022400/91022376/19c2f080.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/92000000/91030000/91022400/91022376/db5256d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/92000000/91030000/91022400/91022376/6ce4aecd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Home "Casa degli Ulivi" with Private Pool and Wi-Fi [](https://www.expedia.com/Tolentino-Hotels-Holiday-Home-Casa-Degli-Ulivi-With-Private-Pool-Wi-Fi.h91022376.Hotel-Information) tolentino 10/10 Exceptional (1 review) "Pros: Alles is echt wat ze omschrijven, het uitzicht is geweldig, mooi zwembad en fantastische wifi en airco" ![Netherlands](https://a.travel-assets.com/egds/marks/flags/nl.svg) Anonymous traveler $280 nightly $280 total Apr 8 - Apr 9 Total with taxes and fees [](https://www.expedia.com/Tolentino-Hotels-Holiday-Home-Casa-Degli-Ulivi-With-Private-Pool-Wi-Fi.h91022376.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/96000000/95290000/95288800/95288794/be6500be.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/96000000/95290000/95288800/95288794/048839f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/96000000/95290000/95288800/95288794/d0a9932e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/96000000/95290000/95288800/95288794/9cc4d7e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beautiful villa with swimming pool among hills of Marche region [](https://www.expedia.com/Montefelcino-Hotels-Beautiful-Villa-With-Swimming-Pool-Among-Hills-Of-Marche-Region.h95288794.Hotel-Information) San Giorgio di Pesaro 10/10 Exceptional (1 review) "Desy hat alles liebevoll eingerichtet. Jeden Tag gab es von ihr zubereitetes Frühstück. Das Haus ist schön und modern eingerichtet. Es hat uns sehr gefallen und wir kommen gerne wieder. " ![Germany](https://a.travel-assets.com/egds/marks/flags/de.svg) Stefanie H. $229 nightly $229 total Apr 4 - Apr 5 Total with taxes and fees [](https://www.expedia.com/Montefelcino-Hotels-Beautiful-Villa-With-Swimming-Pool-Among-Hills-Of-Marche-Region.h95288794.Hotel-Information) ![3 bedrooms, iron/ironing board, bed sheets](https://images.trvl-media.com/lodging/118000000/117990000/117980600/117980572/e60c1e1c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/118000000/117990000/117980600/117980572/1444e1bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/118000000/117990000/117980600/117980572/b9ad0e8c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/118000000/117990000/117980600/117980572/4e780a6d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 3 bed - Sleeps 6 - Mountain View - Parking - Pets [](https://www.expedia.com/Rosora-Hotels-3-Bed-Sleeps-6-Mountain-View-Parking-Pets.h117980572.Hotel-Information) Angeli di Rosora $73 nightly $73 total Apr 8 - Apr 9 Total with taxes and fees [](https://www.expedia.com/Rosora-Hotels-3-Bed-Sleeps-6-Mountain-View-Parking-Pets.h117980572.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/37000000/36790000/36780900/36780805/c748a2c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hair dryer, towels, soap, shampoo](https://images.trvl-media.com/lodging/37000000/36790000/36780900/36780805/fbc2c579.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/37000000/36790000/36780900/36780805/5f37d961.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, desk, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/37000000/36790000/36780900/36780805/94e3a4cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 101 Via Esino (one bedroom apartment) [](https://www.expedia.com/Ancona-Hotels-101-Via-Esino.h36780805.Hotel-Information) Ancona 8.6/10 Excellent (9 reviews) "Great base location to make day trips from. Make sure your train stops at Ancona Torrette." ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Hank V. $148 nightly $149 total May 1 - May 2 Total with taxes and fees [](https://www.expedia.com/Ancona-Hotels-101-Via-Esino.h36780805.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/126000000/125450000/125445800/125445762/1f31820f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/126000000/125450000/125445800/125445762/f5b60c90.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/126000000/125450000/125445800/125445762/e4a1a604.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/126000000/125450000/125445800/125445762/e08bbd18.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### House in the medieval village Castelletta 700 mt height in the park Gola della Rossa [](https://www.expedia.com/Fabriano-Hotels-Vrbo-Property.h125445762.Hotel-Information) Castelletta $137 nightly $137 total Apr 4 - Apr 5 Total with taxes and fees [](https://www.expedia.com/Fabriano-Hotels-Vrbo-Property.h125445762.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/97000000/96520000/96516700/96516673/912bed78.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/97000000/96520000/96516700/96516673/a6c7fe53.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/97000000/96520000/96516700/96516673/a4c30343.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/97000000/96520000/96516700/96516673/be3d9890.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### SE021 Senigallia, three-room apartment in a private area [](https://www.expedia.com/Senigallia-Hotels-SE021-Senigallia.h96516673.Hotel-Information) Senigallia $176 nightly $218 total Apr 20 - Apr 21 Total with taxes and fees [](https://www.expedia.com/Senigallia-Hotels-SE021-Senigallia.h96516673.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=2026-04-15&endDate=2026-04-16®ionId=3000028133&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ## Find vacation rentals that suit your style Villas [](https://www.expedia.com/Hotel-Search?destination=Cupramontana%2C+Marche%2C+Italy®ionId=3000028133&latLong=43.44585%2C13.115434&adults=2&startDate=2026-06-30&d1=2026-06-30&endDate=2026-07-03&d2=2026-07-03&lodging=VILLA) Private vacation homes [](https://www.expedia.com/Hotel-Search?destination=Cupramontana%2C+Marche%2C+Italy®ionId=3000028133&latLong=43.44585%2C13.115434&adults=2&startDate=2026-06-30&d1=2026-06-30&endDate=2026-07-03&d2=2026-07-03&lodging=VACATION_HOME) Aparthotels [](https://www.expedia.com/Hotel-Search?destination=Cupramontana%2C+Marche%2C+Italy®ionId=3000028133&latLong=43.44585%2C13.115434&adults=2&startDate=2026-06-30&d1=2026-06-30&endDate=2026-07-03&d2=2026-07-03&lodging=APART_HOTEL) Apartments [](https://www.expedia.com/Hotel-Search?destination=Cupramontana%2C+Marche%2C+Italy®ionId=3000028133&latLong=43.44585%2C13.115434&adults=2&startDate=2026-06-30&d1=2026-06-30&endDate=2026-07-03&d2=2026-07-03&lodging=APARTMENT) Cottages [](https://www.expedia.com/Hotel-Search?destination=Cupramontana%2C+Marche%2C+Italy®ionId=3000028133&latLong=43.44585%2C13.115434&adults=2&startDate=2026-06-30&d1=2026-06-30&endDate=2026-07-03&d2=2026-07-03&lodging=COTTAGE) Chalets [](https://www.expedia.com/Hotel-Search?destination=Cupramontana%2C+Marche%2C+Italy®ionId=3000028133&latLong=43.44585%2C13.115434&adults=2&startDate=2026-06-30&d1=2026-06-30&endDate=2026-07-03&d2=2026-07-03&lodging=CHALET) Residences [](https://www.expedia.com/Hotel-Search?destination=Cupramontana%2C+Marche%2C+Italy®ionId=3000028133&latLong=43.44585%2C13.115434&adults=2&startDate=2026-06-30&d1=2026-06-30&endDate=2026-07-03&d2=2026-07-03&lodging=RESIDENCE) ![](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%2FCupramontana-Vacation-Rentals.d3000028133.Travel-Guide-VacationRentals)[ Sign up, it's free ](https://expedia.com/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FCupramontana-Vacation-Rentals.d3000028133.Travel-Guide-VacationRentals) ## Top Cupramontana Hotel Reviews ![G Hotel](https://images.trvl-media.com/lodging/3000000/2800000/2794400/2794335/282304f9_y.jpg) ### G Hotel 10/10 Excellent "Very clean rooms, the staff were fantastic, and very convenient for business travelers, with amenities close by like a coffee shop. " [](https://expedia.com/Osimo-Hotels-G-Hotel.h2794335.Hotel-Information) ![Hotel Universal](https://images.trvl-media.com/lodging/3000000/2570000/2562700/2562696/84d836e3_y.jpg) ### Hotel Universal 10/10 Excellent "Great beach view" [](https://expedia.com/Senigallia-Hotels-Hotel-Universal.h2562696.Hotel-Information) ![B&B HOTEL Fabriano Janus](https://images.trvl-media.com/lodging/112000000/111240000/111238800/111238726/215e0170_y.jpg) ### B&B HOTEL Fabriano Janus 10/10 Excellent "clean room and friendly staff" [](https://expedia.com/Fabriano-Hotels-BB-HOTEL-Farbiano-Janus.h111238726.Hotel-Information) ![Raffaello Hotel](https://images.trvl-media.com/lodging/2000000/1080000/1076600/1076541/e60aab71_y.jpg) ### Raffaello Hotel 10/10 Excellent "The rooms were great, very quiet. The hotel has many nice services on site, and the staff was outstanding. It was clear that they cared to deliver a quality stay!" [](https://expedia.com/Senigallia-Hotels-Raffaello-Hotel.h1076541.Hotel-Information) ![Hotel Touring Falconara Marittima](https://images.trvl-media.com/lodging/2000000/1410000/1402100/1402042/003051c9_y.jpg) ### Hotel Touring Falconara Marittima 10/10 Excellent "Nice hotel-great breakfast included" [](https://expedia.com/Falconara-Marittima-Hotels-Hotel-Touring-Falconara-Marittima.h1402042.Hotel-Information) ![Hotel Federico II](https://images.trvl-media.com/lodging/3000000/2440000/2430400/2430392/c8279c89_y.jpg) ### Hotel Federico II 10/10 Excellent "Was nice " [](https://expedia.com/Jesi-Hotels-Hotel-Federico-II.h2430392.Hotel-Information) ![Idyllic artist's country house with pool & yoga room in a secluded location](https://images.trvl-media.com/lodging/90000000/89200000/89190400/89190305/4894bf9b_y.jpg) ### Idyllic artist's country house with pool & yoga room in a secluded location 10/10 Excellent "Stayed as part of a large group for a en celebration. The house was as described and shown. The surroundings were stunning and very peaceful. Diana was helpful and always responded to questions. The arrival gifts were very much appreciated.We all loved our stay and the house and would definitely stay again. Thankyou for having us " [](https://expedia.com/Cupramontana-Hotels-Idyllic-Artists-Country-House-With-Pool-Yoga-Room-In-A-Secluded-Location.h89190305.Hotel-Information) ![City Hotel](https://images.trvl-media.com/lodging/2000000/1230000/1229000/1228949/f2c552ca_y.jpg) ### City Hotel 6/10 Okay "I’ve travelled to many places around the world and I have never seen such small if any buffet We had more room in a stateroom on our cruise ship. Room was extra small " [](https://expedia.com/Senigallia-Hotels-City-Hotel.h1228949.Hotel-Information) ## Find out more about Cupramontana **Everything you need to know about Cupramontana 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 Cupramontana 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 Cupramontana vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. **Cupramontana vacation rentals: An excellent choice for every season** Whenever you want to travel, a warm welcome awaits you in Cupramontana. 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 Cupramontana 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 $104 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 Cupramontana rentals** At Expedia, we put the best Cupramontana 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 Cupramontana 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 Cupramontana 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 Cupramontana. 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 Cupramontana ### 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) - [B&B in Cupramontana ](https://expedia.com/Cupramontana-Bed-And-Breakfast.d3000028133-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Cottages in Cupramontana ](https://expedia.com/Cupramontana-Cottages.d3000028133-aaCottages.Travel-Guide-Accommodation) ## Frequently asked questions ### Can I find a vacation rental in Cupramontana? ### What are some of the best vacation home rentals that Cupramontana has to offer? ### How many vacation rentals will I find in Cupramontana? ### What can I see and do in Cupramontana? ### What are vacation rentals like in Cupramontana? ### Expedia's Latest Trends Hotels - [Hotel Rooms in Ancona](https://expedia.com/Ancona-Hotels.d394.Travel-Guide-Hotels) - [Hotel Rooms in Urbino](https://expedia.com/Urbino-Hotels.d55444.Travel-Guide-Hotels) - [Pesaro 5 Star Hotels](https://expedia.com/5Star-Pesaro-Hotels.s50-0-d4961.Travel-Guide-Filter-Hotels) - [Hotel Rooms in Staffolo](https://expedia.com/Staffolo-Hotels.d6143536.Travel-Guide-Hotels) - [Pesaro Hotels with a Pool](https://expedia.com/Pesaro-Hotels-Hotel-With-Pool.0-0-d4961-tHotelwithPool.Travel-Guide-Filter-Hotels) - [Pesaro Luxury Hotels](https://expedia.com/Pesaro-Hotels-Luxury-Hotel.0-0-d4961-tLuxuryHotel.Travel-Guide-Filter-Hotels) Flights - [Flights to AOI](https://expedia.com/Cheap-Flights-To-Ancona.d394.Travel-Guide-Flights) Cars - [Car rentals in Senigallia](https://expedia.com/Car-Rentals-In-Senigallia.d6023971.Car-Rental-Guide) Activities - [Things to do in Fabriano](https://expedia.com/Things-To-Do-In-Fabriano.d6047154.Travel-Guide-Activities) - [Things to do in Loreto](https://expedia.com/Things-To-Do-In-Loreto.d6123080.Travel-Guide-Activities) - [Things to do in Ancona](https://expedia.com/Things-To-Do-In-Ancona.d394.Travel-Guide-Activities) - [Things to do in Tavullia](https://expedia.com/Things-To-Do-In-Tavullia.d6094696.Travel-Guide-Activities) - [Things to do in Senigallia](https://expedia.com/Things-To-Do-In-Senigallia.d6023971.Travel-Guide-Activities) - [Things to do in Macerata](https://expedia.com/Things-To-Do-In-Macerata.d6034552.Travel-Guide-Activities) - [Things to do in San Benedetto del Tronto](https://expedia.com/Things-To-Do-In-San-Benedetto-Del-Tronto.d6055533.Travel-Guide-Activities) - [Things to do in Pesaro](https://expedia.com/Things-To-Do-In-Pesaro.d4961.Travel-Guide-Activities) - [Things to do in Urbino](https://expedia.com/Things-To-Do-In-Urbino.d55444.Travel-Guide-Activities) - [Things to do in Fano](https://expedia.com/Things-To-Do-In-Fano.d6123744.Travel-Guide-Activities) General - [Visit Gabicce Mare](https://expedia.com/Gabicce-Mare.dx6025574) - [Visit Ascoli Piceno](https://expedia.com/Ascoli-Piceno.dx6046401) - [Visit Fano](https://expedia.com/Fano.dx6123744) - [Visit Porto San Giorgio](https://expedia.com/Porto-San-Giorgio.dx601495) - [Visit Pesaro](https://expedia.com/Pesaro.dx4961) - [Visit Porto Sant'Elpidio](https://expedia.com/Porto-SantElpidio.dx6327641) - [Visit Grottammare](https://expedia.com/Grottammare.dx6054672) - [Visit Fermo](https://expedia.com/Fermo.dx6094732) - [Visit Gradara](https://expedia.com/Gradara.dx6060329) - [Visit Ancona](https://expedia.com/Ancona.dx394) - [Visit Mogliano](https://expedia.com/Mogliano.dx3000027465) - [Visit San Benedetto del Tronto](https://expedia.com/San-Benedetto-Del-Tronto.dx6055533) ![](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. 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