Vacation Rentals By Owner In Jamestown, KY

$266.79

3 Bed Log Cabin Located 0.5 miles from Safe Harbor Jamestown #302

Jamestown, Kentucky, United States

The Log Cabin accommodates up to 8 guests with 2 private bedrooms on the bottom floor, a lofted area with two full-sized beds, living room space, and a fully equipped kitchen for added convenience during the stay. It offers an inviting atmosphere for a group vacation or family getaway. There is a pool located at the property with a boat launch you are welcome to use!brPlease note: This unit does not have cable.br*Unit is pet-friendly with paid pet fee of $25 per night per dog.

3

Bed

1

Bath

8

Sleeps

$181.95

/ Nightly

Cabin

Charming 2 Bedroom 1 Bath Small Cabin located at Lake Cumberland. #403

Jamestown, Kentucky, United States

brEscape to our serene resort, nestled in lush surroundings for a tranquil getaway. Each unit features two cozy bedrooms with full-size beds, a fully equipped kitchen, and a convenient propane grill for outdoor cooking. We happily welcome your furry friends with a paid pet fee. Please note: Cable is not available, but Wi-Fi keeps you connected. Come indulge in nature's embrace and create cherished memories at our peaceful retreat.br*Unit is pet-friendly with paid pet fee of $25 per night per dog.brbr

Bed

Bath

Sleeps

$193.98

/ Nightly

Cabin

Delightful 1-Bedroom Tiny Home 1/2 Mile from Marina and Boat Ramp #407!

Jamestown, Kentucky, United States

Discover Your Tranquil Haven: Charming 1-Bedroom Tiny Home Nestled in a Peaceful Interior Retreat. Enjoy a Queen-Sized Bed, Fully Equipped Kitchen, Propane Grill, and Cozy Patio Seating.br*Unit is pet-friendly with paid pet fee of $25 per night per dog.

Bed

Bath

Sleeps

$457.5

/ Nightly

Private Vacation Home

Lake View Home-Good for Big Group-Jamestown Marina

Jamestown, Kentucky, United States

Wake up to unbeatable views of Lake Cumberland and unwind with cocktails as you overlook the marina below. This 3BR/4BA home features two en-suite masters, a fun-filled bunk room, game room, and a dreamy back porch you have to see to believe. Just 7 minutes from Jamestown Marina, it's the perfect lake getaway for families, friends, and boaters alike.brbrThe Space:brLake Cumberland has always been our happy place! It has been a dream of ours to have a house with a view, and to share it with others interested in visiting the area!brbrThe main living space is an open concept living room, kitchen and dining space. Downstairs is also a pool table room where you can enjoy some games, beverages, etc.!brbrThe most amazing part of our home is the back porch and the view. We always say we bought it for the view and you will know why!! Pictures don’t do it justice.brbrThe property does not include a large yard space. However, there is a field directly across the street that you would be welcome to use for football, Frisbee, Cornhole, etc. There is a Cornhole set, giant beer pong game, and sidewalk chalk available for guest usebrbrThere is a gas grill (also an extra propane tank) and grilling tools for guest use.brbrThere is ample parking at this house. The two drives (upper and lower) can accommodate 6 cars comfortably, or 4 on the lower and a boat and trailer on the upper. **We do NOT recommend pulling a boat/trailer down the lower drive as it WILL scrape across the drive and potentially damage your vessel.brbrLast, if you are someone who works from home and need to get a few hours in while enjoying your trip- no worries, we've got you! In the upstairs master bedroom, there is a cloffice (closet turned office). This includes a desk, chair, and monitor for use as a second screen if needed.brbrGuest access:brGuests will have full access to the home minus a few locked owners closets. Guests will enter the home through the front door using a keypad lock. Your access code will be sent to you automatically prior to your stay.brbrOther things to note:brGuests coming with boats should note that the driveway will only accommodate a single boat at the top. There is a very sharp hill on both sides of the lower drive that may be difficult to get a boat down without causing damage. If there is more than one boat for the house, please let us know and we can recommend a place to park.

Bed

Bath

Sleeps

$510.48

/ Nightly

Private Vacation Home

Luxe Lake Cumberland Retreat w/ Decks on 1 Acre!

Jamestown, Kentucky, United States

Sunny days on the water await at this 4-bedroom, 3-bathroom vacation rental on Lake Cumberland! This home is nestled on 1 acre of wooded land and is just 10 minutes to Jamestown Marina. Boasting everything you need for a serene waterfront retreat with a screened-in deck, lake views, and outdoor dining, this home is perfect for your next worry-free vacation. When the sun sets, whip up a meal in the fully equipped kitchen or gather the group for a fun evening in the game room!brbr-- THE PROPERTY --brbr3,400 Sq Ft | Outdoor Fireplace | Private DockbrbrThe perfect retreat for families looking for a fun-filled vacation, this spacious home offers direct access to Lake Cumberland and ample outdoor entertainment space!brbrBedroom 1: King Bed, Twin Daybed | Bedroom 2: Full Bed, Futon | Bedroom 3: Twin/Full Bunk Bed w/ Twin Trundle | Bedroom 4: 2 Queen Beds | Living Room: Full Sleeper Sofa | Family Room: Full Sleeper Sofa, Full FutonbrbrOUTDOOR SPACE: Lake view, screened porch, charcoal grill, fireplace, furnished patio, dining tablebrINDOOR LIVING: 6 Smart TVs, video library, gas fireplace, jetted tub, dining table, pool table, air hockey, poker table, books, board games, ceiling fans, iPod/MP3 docking station, laptop-friendly workspace brKITCHEN: Fully equipped w/ cooking basics, kitchen island w/ seating, dishware/flatware, kettle, spices, toaster ovenbrGENERAL: Free WiFi, washer/dryer, linens/towels, iron/board, complimentary toiletries, air conditioning/heat, hair dryersbrFAQ: 4 exterior security cameras (facing dock, front, side, and back of home), steps required for accessbrFAMILY FRIENDLY: High chair, baby gate, playpen, changing table, basinetbrPARKING: Gravel driveway (4 vehicles)brbr-- THE LOCATION --brbrLAKE CUMBERLAND (on-site): Boating, swimming, watersports, bass fishing, 76 FallsbrMARINAS: Jamestown Marina (6.0 miles), Safe Harbor Jamestown (6.4 miles), Lake Cumberland State Dock (13.3 miles), Indian Hills Resort/Alligator II Marina (20.5 miles), Safe Harbor Grider Hill (26.2 miles), Marina Rowena (35.3 miles)brDRINK ‘N DINE: Jamestown Cafe (2.3 miles), Rey Azteca Mexican Grill Restaurant (2.6 miles), Giovanni's Pizza (2.9 miles), Reel Java & Creamery (5.0 miles), Creelsboro Country Store (13.1 miles)brAIRPORT: Louisville International Airport (116 miles)brbr-- REST EASY WITH US --brbrEvolve makes it easy to find and book properties you'll never want to leave. You can relax knowing that our properties will always be ready for you and that we'll answer the phone 24/7. Even better, if anything is off about your stay, we'll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you.brbr-- POLICIES --brbr- No smokingbr- No pets allowedbr- No events, parties, or large gatheringsbr- Additional fees and taxes may applybr- Photo ID may be required upon check-inbr- NOTE: The property requires stairs and may be difficult for guests with limited mobilitybr- NOTE: RVs/trailers are not permitted at the property or on the road leading to the property at any timebr- NOTE: Your safety matters. This property features 4 exterior security cameras. Camera 1 is located on the front door, facing the front entry. Camera 2 is located on the upper deck, and camera 3 is located on the lower deck, both facing the back entryways. Camera 4 is located by the boat dock, facing the dock. They do not look into any interior spaces. The cameras do not record video or sound

Bed

Bath

Sleeps

Select Dates for Price

Cabin

Cozy 1-Bedroom Tiny Home 1/2 Mile from Marina and Boat Ramp #405!

Jamestown, Kentucky, United States

Discover Your Tranquil Haven: Charming 1-Bedroom Tiny Home Nestled in a Peaceful Interior Retreat. Enjoy a Queen-Sized Bed, Fully Equipped Kitchen, Propane Grill, and Cozy Patio Seating. br*Unit is pet-friendly with paid pet fee of $25 per night per dog.

Bed

Bath

Sleeps

$288.81

/ Nightly

Cabin

Cozy 3 Bed Log Cabin at Jamestown Marina, Tucked Away in a Wooded Area #301

Jamestown, Kentucky, United States

The Log Cabin accommodates up to 8 guests with 2 private bedrooms on the bottom floor, a lofted area with two full-sized beds, living room space, and a fully equipped kitchen for added convenience during the stay. It offers an inviting atmosphere for a group vacation or family getaway. There is a pool located at the property with a boat launch you are welcome to use!brPlease note: This unit does not have cable.br*Unit is pet-friendly with paid pet fee of $25 per night per dog.

3

Bed

1

Bath

8

Sleeps

$183.04

/ Nightly

Cabin

Cozy 2 Bedroom 1 Bath Tiny Home at Lake Cumberland #401

Jamestown, Kentucky, United States

brEscape to our serene resort, nestled in lush surroundings for a tranquil getaway. Each unit features two cozy bedrooms with full-size beds, a fully equipped kitchen, and a convenient propane grill for outdoor cooking. Please note: Cable is not available, but Wi-Fi keeps you connected. Come indulge in nature's embrace and create cherished memories at our peaceful retreat.br*Unit is pet-friendly with paid pet fee of $25 per night per dog.brbr

Bed

Bath

Sleeps

$288.83

/ Nightly

Private Vacation Home

Lake Cumberland Hideaway #2-1 Mile above Jtown Marina! Boat Parking & Fire Pit!

Jamestown, Kentucky, United States

We now have 4 amazing properties sitting above the Jamestown Marina & 2 boat ramps!brLocation, Location, Location... This amazing property is located one mile above Jamestown Resort & Marina and sits on a massive 1 acre lot surrounded by trees on 3 sides. It has a huge private drive located directly off of the main road (Kentucky 92) for all of your vehicles and boats. A picture says a thousand words so take a look at our pictures and see what we have put together for you! We love the open floor plan where the living room, kitchen and dining area are set up perfectly for entertaining or just relaxing. Check out the pictures of our comfy new sectional couch where everyone can chill, watch a movie or play games.. My favorite spot is the large covered deck where you can sit and drink your coffee while watching the sunrise or watch the abundance of wildlife. There is plenty of seating where you can gather with family & friends after boating or fishing and reflect on the days adventures, create new memories and always cook an awesome meal on the grill. The fire pit is located directly behind the house and is sitting on nearly an acre lot surrounded by trees. brbrIf you have ever stayed with us before you know we don't spare any expense when it comes to creating a luxurious place to stay with all the comforts of home! We want everyone to have a great experience while staying at one of our properties so please give feedback and let us know if you are not 100% satisfied..

Bed

Bath

Sleeps

$176.38

/ Nightly

Private Vacation Home

Spectacular 3BR Home Close To Beautiful Lake Cumberland!

Jamestown, Kentucky, United States

Welcome to this charming house in Jamestown. This wonderful vacation rental offers a tranquil escape for guests. With 3 bedrooms, including a king bed, queen bed, and bunk bed, there is plenty of space for everyone to relax. The cozy living room, complete with a sofa bed, provides an additional space for guests to unwind. Enjoy the convenience of amenities like a washing machine, AC, heating, and WiFi. The 2 bathrooms feature refreshing showers. Experience what Jamestown and Lake Cumberland has to offer with a stay at our delightful house.

3

Bed

2

Bath

8

Sleeps

$148.67

/ Nightly

Cabin

1 mile to Jamestown Marina, 2-bedroom cabin in charming Jamestown, KY

Jamestown, Kentucky, United States

Cozy, Renovated A Frame Cabin. Updated kitchen with large island and eat in area. Updated bathroom. One bedroom downstairs with queen bed. Loft upstairs with two additional queen beds. 2 smart TVs. WiFi better than you can find in the city. Perfect getaway close to Lake Cumberland, Lily Creek Ramp or Jamestown Marina and the Cumberland River/Wolf Creek Dam. Room to park a trailer and boat. Large wrap around porch and fire pit make for perfect outdoor space. Come enjoy our home away from home!

2

Bed

1

Bath

6

Sleeps

$141.3

/ Nightly

Condo

Lake Cumberland Condo with pool Apple Valley#S4

Jamestown, Kentucky, United States

Enjoy the outdoors with family and friends. This recently updated two-bedroom two bath condo is centrally located in the heart of Lake Cumberland. A private, gated community conveniently at the ENTRANCE TO LAKE CUMBERLAND STATE RESORT PARK! Also, minutes from Wolf Creek Dam and downtown Jamestown. Fish, hike, swim in the heated pool, play basketball, tennis, or pickleball all while staying in the Apple Valley Resort! Your 2 Bedroom, 2 Bath Condo awaits! Minimum two- night stay required.brbrCONDO DETAILS:br br brMain Floorbr br brGreat Roombr50” Smart TV, full sleep sofa, full bath, double sliding door, and balcony access.br br brKitchen - fully equipped with dishes, silverware, and small appliances.br br brOffice space/deskbr br brNEW HIGH-SPEED INTERNET! Now you can work from home at the LAKE!brTwo (2) Smart TV’s too!!!br br brOur condo SLEEPS 5-6, with full size sofa sleeperbr br brUpper Levelbr br brBedroom 1brKing Master Suite with dresser and chest, 43” Flat Screen TV, and private balcony.br brBedroom 2brThe second bedroom upstairs has two single beds which is great for kids!br br brThe upstairs offers a Jack n’ Jill shared bath, so you do not have to walk through your guest's space for bathroom access.br br brLinens and Towels provided to accommodate six. Bring beach towels! There will be a starter amount of paper towels, toilet paper, soap products, and trash bags for your convenience.br br brSORRY: NO Smoking in condos or balconies - Our condo is 100% Smoke Free.br br NO Pets.br br NO Fish cleaning in condo.br br brResort offers laundry facility at clubhouse.br br brThe Apple Valley Resort offers a pool, play set, tennis, pickleball, basketball courts onsite. Also fire pits and grills by the clubhouse and pool.br br brFor Boaters, there is boat parking inside the gated community and a fish cleaning station.br br brPool OPENS May 16th through Labor Day.br br brWe look forward to hosting you, your friends & family!!

2

Bed

2

Bath

6

Sleeps

$246.94

/ Nightly

Private Vacation Home

THE LAKE NEST OFF JAMESTOWN SQUARE - Hot Tub, Grill, Sidewalk & Close to Lake

Jamestown, Kentucky, United States

Under NEW ownership & more pics coming soon! brbrNestled in the heart of Jamestown. Close to downtown & the lake! brbrWe invite you to come & enjoy THE LAKE NEST. Just walking distance of the town square & restaurants. Plus we are just 4 miles from Safe Harbor Jamestown Marina & 3 miles from the Lily Creek Boat ramp. Beautiful area of Lake Cumberland! brbrFeatures/Amenities: br- Hot Tub (5-person)br- 2 bedrooms (1 king & 1 queen)br- 1 queen sleeper sofa in the living roombr- 1 full bath (shower)br- Fully equipped kitchenbr- Living area with large flat screen TVbr- Washer & dryerbr- Free Wifibr- Plenty of parking for at least 3 boats/trailers br- Outdoor Grillbr- FirepitbrbrPolicies: br- NO smokingbr- NO petsbr- NO parties/events of any type such as bachelor, bachelorette, etc.br- Must be 23 years or older to reservebr- 1 security camera at the front door onlybrbrbrCheck out all our Lake Cumberland Vacation Rentals:br- The Lake House at Beaver Creek - only 1 mile from the Beaver Creek Marina in Monticello, Ky. Vrbo # 4629191brbr- The Beaver Creek Getaway - only 1 mile from Safe Harbor Beaver Creek Marina in Monticello, Ky. Vrbo # 4553133brbr- The Little Hideaway - only 1 mile from Safe Harbor Beaver Creek Marina in Monticello, Ky. Vrbo # 9474198brbr- The Lake Nest Off Jamestown Square - walking distance of town square & only 4 miles to Safe Harbor Jamestown Marina Vrbo # 5224773brbrHope you choose us for your next Lake Cumberland stay!brbrOur prices include all fees. No hidden fees.

Bed

Bath

Sleeps

$240.0

/ Nightly

Cabin

Kentucky Coal Cabin 2 min from Lake Cumberland

Jamestown, Kentucky, United States

Come explore the Lake Cumberland area in style with a fully stocked cabin, everything you will need for a great stay!! A home away from home!! 5 beds, a fully stocked kitchen, beautiful front porch/deck with rocking chairs to enjoy all the summer nights, a huge firepit and a fireplace inside!! Hike, fish and explore your way through Wolf Creek Dam and all the amenities it has to offer including a National Fish Hatchery, play area, splash pad, great food and boat ramps. The State Dock is 2 min!!brbrbrbrEach bedroom has a queen bed and dressers, the loft has 2 double beds and there is a pull out queen sleeper sofa in the living area!! The kitchen is fully stocked! Outside is a grill with charcoal provided!!brbrbrbrYou will have access to the entire property!!brbrbrbrYou will love it here!! A peaceful get away!! At your fingertip access Lake Cumberland and Cumberland River!! The State Park is 4 miles away and offers a ton of amenities and a great restaurant!

Bed

Bath

Sleeps

$166.89

/ Nightly

Cabin

Stylish cabin 4mins away from Cumberland Lake!

Jamestown, Kentucky, United States

Kick back and relax in this stylish 1-bedroom cabin that includes a loft with 2 twin beds and a queen sofa sleeper. A fully stocked kitchen, beautiful front porch/deck with rocking chairs, a swing, and a fire pit to enjoy the beautiful nights. There is a gorgeous fireplace inside for the chilly nights as well. Ample parking so bring your boat. The State Dock, Wolf Creek Dam, and Cumberland River are just a few minutes away! Make sure to explore Wolf Creek Dam and all the amenities it has to offer!

2

Bed

1

Bath

6

Sleeps

$164.58

/ Nightly

Cabin

The Boat Haus Guesthouse, a rustic barndominium on the Cumberland River

Jamestown, Kentucky, United States

A rustic barn-do-minium on the Cumberland River. Come enjoy this relaxing space with friends, family or fishing enthusiasts. Located on the Cumberland River, known for its beautiful views and plentiful trout fishing and only 14 miles from Lake Cumberland’s Halcomb boat ramp. Amenities include a full kitchen, living area with large screen TV, wireless internet. Linens and towels are provided and we supply coffee for our kuerig and a drip grind pot. The patio has an entertainment and eating area with a blackstone grill. As a renter, you have access to our private community river boat ramp adjacent to the guesthouse. Perfect for a smaller group of fishing enthusiasts or family of 4 to 6. For larger groups search VRBO for Trout Haus.

Bed

Bath

Sleeps

$651.51

/ Nightly

Private Vacation Home

Beautiful 3 Bedroom Home at Jamestown Marina with pool and boat ramp access

Jamestown, Kentucky, United States

This home is located in the interior of Safe Harbor Jamestown on a private drive and has a seasonal, tree obstructed view of the water. Features include full kitchen, propane grill, deck furniture, and dedicated Wi-Fi. Three bedrooms on the second floor of the house with queen beds. Unit sleeps six, with the option to bring an air mattress.br*Unit is pet-friendly with paid pet fee of $25 per night per dog.

Bed

Bath

Sleeps

$194.76

/ Nightly

Private Vacation Home

The Bourbon House

Jamestown, Kentucky, United States

Take it easy at this unique Kentucky Bourbon themed getaway only 10 minutes from Lake Cumberland via the Jamestown Marina or 15 minutes from Wolf Creek Dam. The Bourbon House has two queen beds in their own bedrooms and a full sized pull out sofa with 2 full bathrooms. It has a fully equipped kitchen but is only 5 minutes away from the Jamestown Square with 3 different delicious restaurant options and 15 minutes away from Russell Springs with more options. Enjoy the peace of being in the country on the back patio facing the woods, with a fire in the fire pit.

2

Bed

2

Bath

6

Sleeps

$495.33

/ Nightly

Private Vacation Home

Rack N` Reel Retreat-Jamestown Marina - No Animals

Jamestown, Kentucky, United States

A rustic, fun-filled getaway just 1.5 miles from Jamestown Marina on Lake Cumberland—perfect for families, fishermen, or a guys` retreat. This home features a full-size pool table, dart board, and plenty of parking for boats and trailers. The walls are decorated with a collection of mounted animals from around the world, giving the house a trophy-lodge atmosphere. Multiple common areas to spread out and relax, but still feel like you`re all together!brbrRack N` Reel RetreatbrNO ANIMALS ALLOWED ON PROPERTYbrbrHighlightsbrbr 4 Queen Bedsbr 2 Bathroomsbr 1.5 miles to Jamestown Marina (Lake Cumberland)br Pool tablebr Dart boardbr Unique mounted animal decor from around the worldbr Plenty of parking for boats and trailersbr ‍ ‍ ‍ Family-friendly layout; great for fishing groups or guys’ retreatsbr Outdoor grilling and gathering spacebr Garage to play cornhole if it rainsbr Book Rack N` Reel Retreat for a memorable lake-side stay with room for gear, games, and good times.brbrMessage on app if you need anything at all! brWe are just a few miles away and can come assist with anything you need.brbrAgain, the homeowner is severely allergic to pet dander and does not allow animals in their home. Please be respectful of this homeowners health issues.

1

Bed

2

Bath

8

Sleeps

$258.55

/ Nightly

Cottage

Unique Hexagon Cottage-Above J'town Marina-Boat Parking-3 En Suite Baths-Pets OK

Jamestown, Kentucky, United States

Welcome to Shady Lake Hideaway:brA one-of-a-kind hexagonal cottage perched above Jamestown Marina on Lake Cumberland, KY.brNamed the nut house by longtime neighbors for its unique hexagonal shape, this cottage is anything but ordinary - and that's exactly the point.brbrLocation:br • 1-mile drive to Jamestown Marina (boat launch, rentals, fuel, convenience store)br • 5 minutes across the water to State Dock Marina & The Wheelhouse restaurantbr • 4 miles to downtown Jamestownbr • 2 miles to Lily Creek boat rampbr • 60-foot boat driveway on property for easy boat parkingbrbrThe Cottage: brTwo levels of laid-back lake living for up to 8 guests:brUpper Level:br • Open-concept kitchen, dining & living areabr • Fully equipped kitchen with all major appliances, cookware, dishes & utensilsbr • Bar-height table seats 6–8 (expandable leaf) + live-edge breakfast bar seats 2br •. Grill deck with Weber gas grillbr • Smart TV, board games, access to grill deck & outdoor seatingbr • Bedroom 1 — Queen bed, private en suite showerbr • Bedroom 2 — Queen bed, private en suite shower/tub combobr • Wheelchair accessible upper levelbrLower Level:br • Bedroom 3 — Queen bed, private full bathroom with showerbr • Sleeper sofa (sleeps 2)br • Pool table, Smart TV, JBL PartyBox speakerbr • Fire pit with Adirondack chairs — perfect for s'mores and cornholebr • Laundry roombrbrActivities at Your Doorstep:brBoating, water skiing, tubing, paddle boarding, fishing, and hiking — Lake Cumberland has it all!brbrPet Friendly:brFur babies are welcome! Just check the traveling with pets box at booking to add the pet fee. Unmarked/unpaid pets are a house rules violation.brbrA Note on the Water:brThe street has views of Jamestown Marina below. brDue to the steep, rocky shoreline, there's no direct lake access from the property. br- Suzanne

3

Bed

3

Bath

8

Sleeps

Vacation Rentals By Owner In Jamestown, KY

$266.79

$181.95

$193.98

$457.5

$510.48

$288.81

$183.04

$288.83

$176.38

$148.67

$141.3

$246.94

$240.0

$166.89

$164.58

$651.51

$194.76

$495.33

$258.55

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