Title: Monticello Vacation Home Rentals from CA $156: Search Top Private Vacation Homes for Rent | Expedia.ca [Monticello Travel Guide](https://expedia.ca/Monticello.dx602030)[Hotels in Monticello](https://expedia.ca/Monticello-Hotels.d602030.Travel-Guide-Hotels)[Vacation Rentals in Monticello](https://expedia.ca/Monticello-Vacation-Rentals.d602030.Travel-Guide-VacationRentals)[Monticello Car Rentals](https://expedia.ca/Car-Rentals-In-Monticello.d602030.Car-Rental-Guide)[Monticello Vacation Packages](https://expedia.ca/Monticello.d602030.Destination-Travel-Guides) ![](https://mediaim.expedia.com/destination/2/94a16aadd52bf190452f20a21b511e7a.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Lisa Klein # Monticello Vacation Rentals ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check prices for these dates In two weeks [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=602030&startDate=2025-10-24&endDate=2025-10-26&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=602030&startDate=2025-11-07&endDate=2025-11-09&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Dec 5 - Dec 7](https://www.expedia.ca/Hotel-Search?regionId=602030&startDate=2025-12-05&endDate=2025-12-07&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [Jan 2 - Jan 4](https://www.expedia.ca/Hotel-Search?regionId=602030&startDate=2026-01-02&endDate=2026-01-04&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Monticello Vacation Homes ![Microwave, dishwasher, coffee/tea maker, toaster](https://images.trvl-media.com/lodging/68000000/67280000/67271600/67271543/70bc3bd1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, books](https://images.trvl-media.com/lodging/68000000/67280000/67271600/67271543/d9f50591.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/68000000/67280000/67271600/67271543/19072b08.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, books](https://images.trvl-media.com/lodging/68000000/67280000/67271600/67271543/9460ea86.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Cozy Cabell Cottage Monticello 9.8/10 Exceptional (50) "This was the cutest little cottage! We stayed with my mom and baby while the boys camped on the lake, and it was the perfect little home base for meals and sleeping! Would definitely stay again!" CA $107 CA $264 total includes taxes & fees Oct 10 - Oct 11 [](https://www.expedia.ca/Monticello-Hotels-The-Cozy-Cabell-Cottage.h67271543.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/94000000/93100000/93097100/93097004/b0d78c6f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, DVD player, books](https://images.trvl-media.com/lodging/94000000/93100000/93097100/93097004/d8ef52b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/94000000/93100000/93097100/93097004/783a6939.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/94000000/93100000/93097100/93097004/c5ac657f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Luxe Lake Barndo w/ 2 King Suites! Hot Tub, Fire Pit, 1/8 mile to boat ramp! Monticello 10/10 Exceptional (29) "Beautiful setting, quiet, clean and very well kept. Communication exquisite! Definitely worth booking!" CA $211 CA $653 total includes taxes & fees Oct 14 - Oct 15 [](https://www.expedia.ca/Monticello-Hotels-NEW.h93097004.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/118000000/117990000/117981800/117981702/8bb7ee78_edited_7690.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/118000000/117990000/117981800/117981702/86d93ca7_edited_306f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/118000000/117990000/117981800/117981702/13a0079d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, DVD player, stereo](https://images.trvl-media.com/lodging/118000000/117990000/117981800/117981702/2ffbf3a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy 2-bedroom, 1.5 bath RV with outdoor kitchen, 3.5 miles from Wolf Creek Dam Jamestown 10/10 Exceptional (2) "Easy check in! 10 minutes from State Dock! Lister was very helpful!" CA $140 CA $261 total includes taxes & fees Oct 16 - Oct 17 [](https://www.expedia.ca/Jamestown-Hotels-Cozy-2-Bedroom.h117981702.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/120000000/119060000/119051300/119051237/6d5a1721.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private kitchen](https://images.trvl-media.com/lodging/120000000/119060000/119051300/119051237/53dd52fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/120000000/119060000/119051300/119051237/w1206h1584x0y0-4fed2c86.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/120000000/119060000/119051300/119051237/7df32ba9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Camper with a view - Perfect for a cozy getaway 2 Min to Lake Nancy CA $99 CA $156 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Nancy-Hotels-Camper-With-A-View-Perfect-For-A-Cozy-Getaway-2-Min-To-Lake.h119051237.Hotel-Information) ![2 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/121000000/120880000/120876200/120876158/442ffa71.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/121000000/120880000/120876200/120876158/74f36a3f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/121000000/120880000/120876200/120876158/e99c8511.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/121000000/120880000/120876200/120876158/51774904.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Dock House Lake Retreat – Family-Friendly with Private River Access Jamestown CA $195 CA $391 total includes taxes & fees Oct 10 - Oct 11 [](https://www.expedia.ca/Jamestown-Hotels-The-Dock-House-Lake-Retreat-Family-Friendly-With-Private-River-Access.h120876158.Hotel-Information) ![Living area](https://images.trvl-media.com/lodging/122000000/121280000/121275400/121275356/e5b3806d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/122000000/121280000/121275400/121275356/847cf914.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room](https://images.trvl-media.com/lodging/122000000/121280000/121275400/121275356/cc12b667.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/122000000/121280000/121275400/121275356/98141717.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Traveler's Rest - A comfy waystation on your travels. Liberty [](https://www.expedia.ca/Liberty-Hotels-Travelers-Rest-A-Comfy-Waystation-On-Your-Travels.h121275356.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/107000000/106570000/106563600/106563535/08df3c1d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/107000000/106570000/106563600/106563535/30a0536a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/107000000/106570000/106563600/106563535/c3769839.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/107000000/106570000/106563600/106563535/45b98fde.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy 1-bedroom Tiny House with WiFi, AC in beautiful Somerset Somerset 10/10 Exceptional (2) "House is super cute. Great location for the weekend car activities." CA $153 CA $240 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Somerset-Hotels-Cozy-1-Bedroom-Tiny-House-With-WiFi.h106563535.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/118000000/117580000/117575200/117575181/42836c49.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach](https://images.trvl-media.com/lodging/118000000/117580000/117575200/117575181/cda1e972.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/118000000/117580000/117575200/117575181/w3724h3021x0y0-a0126474.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/118000000/117580000/117575200/117575181/3657f17f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### LAKE CUMBERLAND Get-a-Way! Charming House. BOAT RAMP NEARBY - Wifi - RV Hookups Faubush 10/10 Exceptional (3) "Everglow Hollow was great! We stayed for a long weekend and it was the perfect place to relax, while not being too far away from Lake Cumberland. Host also responded to questions right away and were very helpful. " CA $118 CA $282 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Nancy-Hotels-LAKE-CUMBERLAND-Get-A-Way-Charming-House-BOAT-RAMP-NEARBY-Wifi-RV-Hookups.h117575181.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/115000000/114950000/114941000/114940985/0b69c2ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fireplace, books](https://images.trvl-media.com/lodging/115000000/114950000/114941000/114940985/ab25bc66.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/115000000/114950000/114941000/114940985/80873e29.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, desk, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/115000000/114950000/114941000/114940985/ac66ebe6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy 2-bedroom house in Jamestown with AC, WiFi Jamestown 10/10 Exceptional (4) "We had an amazing stay. Host was quick to respond, although we didn't really need anything. For the most part we had a great stay. I was surprised that it was duplex not a house,but it didnt effect our stay. Would definitely stay again!!" CA $94 CA $256 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Jamestown-Hotels-Cozy-2-Bedroom-House-In-Jamestown-With-AC.h114940985.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/90000000/89300000/89299700/89299620/f6be06ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/90000000/89300000/89299700/89299620/bfa5da38.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/90000000/89300000/89299700/89299620/dce8e1b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/90000000/89300000/89299700/89299620/0184fed2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Lake house. Less than 3 miles from beautiful Lake Cumberland. Jamestown 9.4/10 Exceptional (25) "Every time we stay we find something new to enjoy! " CA $151 CA $335 total includes taxes & fees Oct 11 - Oct 12 [](https://www.expedia.ca/Jamestown-Hotels-Lake-House-Less-Than-3-Miles-From-Beautiful-Lake-Cumberland.h89299620.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/65000000/64620000/64617900/64617814/250a039e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/65000000/64620000/64617900/64617814/eac4ea09.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/65000000/64620000/64617900/64617814/22c24e11.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/65000000/64620000/64617900/64617814/45ab2f0c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Historic Union Chapel Elementary School near Cumberland River & Lake Jamestown 10/10 Exceptional (41) "This is my third stay & I’ll stay again. Clean. Quiet. Comfortable. Easy in & easy out. Great host! " CA $140 CA $185 total includes taxes & fees Oct 12 - Oct 13 [](https://www.expedia.ca/Jamestown-Hotels-Historic-Union-Chapel-Elementary-School-Near-Cumberland-River-Lake.h64617814.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/108000000/107980000/107976700/107976692/8f8412a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/108000000/107980000/107976700/107976692/c9fc041a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![5 bedrooms, iron/ironing board, travel crib, free WiFi](https://images.trvl-media.com/lodging/108000000/107980000/107976700/107976692/940b5767.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/108000000/107980000/107976700/107976692/3b842d42.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy Lakehouse – Game Room, Pet-Friendly, Near Boatramp, 3-Season room! Bronston 9.8/10 Exceptional (7) "The property was great for a group trip and we enjoyed the amenities provided." CA $182 CA $570 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Bronston-Hotels-Lakeview-Lodge-Deckside-Dream-Lake-Views.h107976692.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/110000000/109340000/109339800/109339788/49542dc1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/110000000/109340000/109339800/109339788/e8c7fcea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/110000000/109340000/109339800/109339788/w1170h1534x0y0-4ec6b652.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/110000000/109340000/109339800/109339788/c34d7962.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Captivating 2-bedroom, garage door house with WiFi, AC in welcoming Somerset Somerset 9.6/10 Exceptional (12) "We really enjoyed staying at this little house. It was a perfect landing place while we attended the Masters Musicians Festival. Close to everything but in a quiet neighborhood." CA $209 CA $263 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Somerset-Hotels-Captivating-2-Bedroom.h109339788.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/113000000/112950000/112943100/112943041/24b23a4a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/113000000/112950000/112943100/112943041/f3800f7c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/113000000/112950000/112943100/112943041/ebbe5fdf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/113000000/112950000/112943100/112943041/b6562469.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy 1-bedroom house in charming Allardt with AC, WiFi Allardt 10/10 Exceptional (6) "Very nicely set up for a getaway place and perfect for me to be close to why I choose this place, If I come back for the Rugby Rumble at the RM Brooks store and it is open I would stay here again. Thank you to the Yorks" CA $138 CA $186 total includes taxes & fees Oct 10 - Oct 11 [](https://www.expedia.ca/Cozy-1-Bedroom-House-In-Charming-Allardt-With-AC.h112943041.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/112000000/111510000/111502500/111502450/8eb85d75.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/112000000/111510000/111502500/111502450/095673ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/112000000/111510000/111502500/111502450/a52895c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/112000000/111510000/111502500/111502450/271352ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Boating Mecca: Near Dale Hollow Lake & Golf! Burkesville 10/10 Exceptional (81) "Everything was top notch. We will definitely stay here again for future trips. " CA $112 CA $244 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Burkesville-Hotels-Boating-Mecca-Near-Dale-Hollow-Lake-Golf.h111502450.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/120000000/119230000/119221500/119221415/f9806272.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/120000000/119230000/119221500/119221415/ab9a14d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/120000000/119230000/119221500/119221415/7e1de415.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Children's area](https://images.trvl-media.com/lodging/120000000/119230000/119221500/119221415/ad418938.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Fishing~HotTub~Pickleball~20 Min Lake Cumberland~Playground~Firepit Jamestown 10/10 Exceptional (1) "Great little neighborhood of cabins. Very clean and comfortable. The owners thought of the little details, extra toothbrushes, q tips etc, even hair ties! Nice quality shampoo and conditioner plus body wash available. Plenty of paper products, cleaning supplies, laundry products, even aluminum foil and ziplock baggies!Our grandkids enjoyed the playground after a day on the lake. The hot tub was very relaxing. The cabin is tastefully decorated and has updated furnishings and appliances plus... CA $113 CA $453 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/Jamestown-Hotels-FishingHotTubPickleball20-Min-Lake-CumberlandPlaygroundFirepit.h119221415.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/119000000/118840000/118832100/118832071/1203a555.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/119000000/118840000/118832100/118832071/w1230h826x0y0-88e7743f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/119000000/118840000/118832100/118832071/a477eacf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/119000000/118840000/118832100/118832071/w1230h865x0y0-f9fc3323.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming 1-bedroom cabin in wonderful Jamestown with WiFi, AC Jamestown 8.0/10 Very good (1) "The cabin is in a nice, quiet spot. Parking was a little unusual but overall a good experience. Bring your own towels!" CA $180 CA $273 total includes taxes & fees Oct 16 - Oct 17 [](https://www.expedia.ca/Jamestown-Hotels-Charming-1-Bedroom-Cabin-In-Wonderful-Jamestown-With-WiFi.h118832071.Hotel-Information) ![Outdoor spa tub](https://images.trvl-media.com/lodging/119000000/118340000/118338900/118338900/53d8f20c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/119000000/118340000/118338900/118338900/611ca70d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, travel crib, free WiFi, bed sheets](https://images.trvl-media.com/lodging/119000000/118340000/118338900/118338900/0eabd4b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/119000000/118340000/118338900/118338900/b737d593.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### HOT TUB~Dog Friendly Cabin~Fishing~River boat ramp~20 Min to Lake Cumberland Jamestown 10/10 Exceptional (2) "5 stars!" CA $142 CA $487 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/Jamestown-Hotels-HOT-TUBDog-Friendly-CabinFishingRiver-Boat-Ramp20-Min-To-Lake-Cumberland.h118338900.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/110000000/109340000/109334600/109334515/21bf0715.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/110000000/109340000/109334600/109334515/68552a74.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/110000000/109340000/109334600/109334515/c0b1b413.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/110000000/109340000/109334600/109334515/afe4c77e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Calming 1-bedroom yellow door house close to lake with Wi-Fi, AC Somerset 10/10 Exceptional (10) "Great stay- new, clean and has all the comforts of home. Very convenient near Somerset and Lake Cumberland, close to restaurants and shopping. Located in a quiet neighborhood." CA $188 CA $238 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Somerset-Hotels-Calming-1-Bedroom-Yellow-Door-Cottage-Close-To-Lake-With-WiFi.h109334515.Hotel-Information) ![3 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/95000000/94090000/94081900/94081804/83432106.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/95000000/94090000/94081900/94081804/f7ab150c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, video games, books](https://images.trvl-media.com/lodging/95000000/94090000/94081900/94081804/cd207b1b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/95000000/94090000/94081900/94081804/dd905015.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hideaway 27 Helenwood 10/10 Exceptional (33) "The place was very cozy and close to town" CA $151 CA $337 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/Helenwood-Hotels-Hideaway-27.h94081804.Hotel-Information) Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply. [View all properties](https://expedia.ca/Hotel-Search?startDate=2025-10-23&endDate=2025-10-24®ionId=602030&adults=2&lodging=VACATION_HOME&sort=RECOMMENDED&openPlayBack=true) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FMonticello-Private-Vacation-Homes.d602030-aaPrivateVacationHomes.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FMonticello-Private-Vacation-Homes.d602030-aaPrivateVacationHomes.Travel-Guide-Accommodation) ## Top Monticello Hotel Reviews ![6 Bedroom home, heated private pool, person Hot tub, Waterfront Views, and more😍](//images.trvl-media.com/lodging/89000000/88420000/88412500/88412425/259988ee_y.jpg) ### 6 Bedroom home, heated private pool, person Hot tub, Waterfront Views, and more😍 10/10 Excellent "Our 13th annual Girls Weekend was an easy success staying at this beautiful Monticello home. David was great to work with and the location was easy to get to and had plenty of parking. The views were stunning and the heated pool allowed us to take advantage of the beautiful October weekend! The hot tub was the best we have ever experienced! The fire pit area was perfect for relaxing and star gazing. The game room was fun and all the beds were comfortable. We loved it and highly recommend!" [](https://expedia.ca/Monticello-Hotels-6Bedroom-Home.h88412425.Hotel-Information) ![Large 8 Bedroom Home Overlooking Play Area, And Pool. Great For Family Reunions.](//images.trvl-media.com/lodging/31000000/30040000/30039700/30039684/994e6ecc_y.jpg) ### Large 8 Bedroom Home Overlooking Play Area, And Pool. Great For Family Reunions. 10/10 Excellent "Convent location to Conley Bottom. Kids enjoyed the pool" [](https://expedia.ca/Monticello-Hotels-Large-8-Bedroom-Home-Overlooking-Play-Area.h30039684.Hotel-Information) ![Cumberland Falls State Resort Park](//images.trvl-media.com/lodging/17000000/16080000/16072600/16072531/d137b974_y.jpg) ### Cumberland Falls State Resort Park 10/10 Excellent "The pet areas were good. The balcony view was wonderful! The whole place was very peaceful. Will definitely stay there again if we're in the area!" [](https://expedia.ca/Corbin-Hotels-Cumberland-Falls-State-Resort-Park.h16072531.Hotel-Information) ![This charming cozy cottage has a private hot tub, deck for fishing.](//images.trvl-media.com/lodging/30000000/29830000/29824000/29823912/68b5dc45_y.jpg) ### This charming cozy cottage has a private hot tub, deck for fishing. 10/10 Excellent "Property was exactly as listed. It matched our needs perfectly." [](https://expedia.ca/Monticello-Hotels-This-Charming-Cozy-Cottage-Has-A-Private-Hot-Tub.h29823912.Hotel-Information) ![Lake Cumberland State Resort Park](//images.trvl-media.com/lodging/2000000/1110000/1107500/1107499/513dcd60_y.jpg) ### Lake Cumberland State Resort Park 10/10 Excellent "The views from the room are amazing and the quietness you experience during your stay. We saw plenty of wildlife as well (deer, turkey, etc) " [](https://expedia.ca/Jamestown-Hotels-Lake-Cumberland-State-Resort-Park.h1107499.Hotel-Information) ![Cozy Cabin - Lake Cumberland - Hot Tub](//images.trvl-media.com/lodging/97000000/96430000/96425400/96425394/9ca63077_y.jpg) ### Cozy Cabin - Lake Cumberland - Hot Tub 10/10 Excellent "We absolutely loved our stay as always, but the only thing bad was our trip not being long enough. We made such wonderful memories and visited the lLake Cumberland State Park is highly underrated. This is our second stay, but the first for my daughter and her fiancé. Perfect get away. Thank you!!!!" [](https://expedia.ca/Monticello-Hotels-Cozy-Cabin-Lake-Cumberland-Hot-Tub.h96425394.Hotel-Information) ![Holiday Inn Express & Suites Somerset Central by IHG](//images.trvl-media.com/lodging/3000000/2330000/2322300/2322287/c9429df6_y.jpg) ### Holiday Inn Express & Suites Somerset Central by IHG 10/10 Excellent "Came on business, hotel close to location and enjoyed Wings O Rings was great. " [](https://expedia.ca/Somerset-Hotels-Holiday-Inn-Express-Suites-Somerset-Central.h2322287.Hotel-Information) ![Hampton Inn Somerset](//images.trvl-media.com/lodging/1000000/210000/203600/203588/f0c4e8dd_y.jpg) ### Hampton Inn Somerset 10/10 Excellent "Bacon ,eggs, toast, and waffles, very good and fresh . Excellent coffee. Very clean facility,very comfortable beds . I would recommend it to anyone." [](https://expedia.ca/Somerset-Hotels-Hampton-Inn-Somerset.h203588.Hotel-Information) ![Lake Bluff Paradise on Lake Cumberland. Newly added game room and hot tub!](//images.trvl-media.com/lodging/66000000/65700000/65696100/65696024/7a898e4f_y.jpg) ### Lake Bluff Paradise on Lake Cumberland. Newly added game room and hot tub! 10/10 Excellent "This was one of the best experiences we have ever had. Hosts were communicative and directions for check in/check out were easy and clear. The whole house was perfectly clean and inviting. The property is beautiful and was perfect for a short weekend but we would also come back for a longer stay. Lots to do at the house and it was close to a lot of things in the area" [](https://expedia.ca/Monticello-Hotels-Lake-Bluff-Paradise-On-Lake-Cumberland-Newly-Added-Game-Room-And-Hot-Tub.h65696024.Hotel-Information) ## Find out more about Monticello ## Monticello Vacation Homes information | Number of reviews | 293 | | --- | --- | | Accommodation | 297 Vacation Homes | | Lowest Price | CA $156 | | Highest Price | CA $653 | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - More ways to book - [3 Star Hotels in General Burnside State Park](https://www.expedia.ca/3Star-General-Burnside-State-Park-Hotels.s30-0-d553248621532656067.Travel-Guide-Filter-Hotels) - [4 Star Hotels in Albany](https://www.expedia.ca/4Star-Albany-Hotels.s40-0-d602630.Travel-Guide-Filter-Hotels) - [Boutique Hotels in Albany](https://www.expedia.ca/Albany-Hotels-Boutique-Hotel.0-0-d602630-tBoutiqueHotel.Travel-Guide-Filter-Hotels) - [Golf Hotels in Albany](https://www.expedia.ca/Albany-Hotels-Golf-Hotel.0-0-d602630-tGolfHotel.Travel-Guide-Filter-Hotels) - 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[Flights from Nancy](https://www.expedia.ca/lp/flights/6193331/flights-from-nancy) - [Flights from Nashville (BNA) to Somerset (SME)](https://www.expedia.ca/lp/flights/bna/sme/nashville-to-somerset) - [Flights from Philadelphia (PHL) to Somerset (SME)](https://www.expedia.ca/lp/flights/phl/sme/philadelphia-to-somerset) - [Flights from Toronto (YYZ) to Somerset (SME)](https://www.expedia.ca/lp/flights/yyz/sme/toronto-to-somerset) - [Lake Cumberland Winery](https://www.expedia.ca/Lake-Cumberland-Winery-Monticello.d553248621560054943.Vacation-Attraction) - [Lake Cumberland Vacations](https://www.expedia.ca/Lake-Cumberland.d6059570.Destination-Travel-Guides) - [Visit Lake Cumberland](https://www.expedia.ca/Lake-Cumberland.dx6059570) - [Russell Springs Vacations](https://www.expedia.ca/Russell-Springs.d55941.Destination-Travel-Guides) - [Budget Canaries Rental Cars in General Burnside State Park](https://www.expedia.ca/Budget-Canaries-Car-Rentals-In-General-Burnside-State-Park.d553248621532656067-c1136.Car-Rental-Guide-Suppliers) - [Car rental Jamestown](https://www.expedia.ca/Car-Rentals-In-Jamestown.d183256.Car-Rental-Guide) - [Enterprise Rental Cars in Lake Cumberland](https://www.expedia.ca/Enterprise-Car-Rentals-In-Lake-Cumberland.d6059570-c15.Car-Rental-Guide-Suppliers) - [General Burnside State Park Vacation Rentals](https://www.expedia.ca/General-Burnside-State-Park-Vacation-Rentals.d553248621532656067.Travel-Guide-VacationRentals) - [Jamestown Vacation Rentals](https://www.expedia.ca/Jamestown-Vacation-Rentals.d183256.Travel-Guide-VacationRentals) - [Lake Cumberland Vacation Rentals](https://www.expedia.ca/Lake-Cumberland-Vacation-Rentals.d6059570.Travel-Guide-VacationRentals) - [Book Vacation Homes in Monticello on Expedia.com](https://www.expedia.com/Monticello-Private-Vacation-Homes.d602030-aaPrivateVacationHomes.Travel-Guide-Accommodation)