
Vacation rentals in Jamestown
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Top-rated vacation rentals in Jamestown
Guests agree: these stays are highly rated for location, cleanliness, and more.

Onyx House
Take a break and unwind at this peaceful oasis, surrounded by nature. Minutes to Lake Cumberland State Resort Park & Marina and Halcombs Landing Boat Ramp ‘Dam’-you’ll have easy access to the water. Outdoor seating with 3 decks, outdoor tv, and fire pit allows for great social entertainment and a perfect place to unwind. 2 private bedrooms downstairs (queen), with a 4 bed (full) loft upstairs. 2 bathrooms down stairs-one with walk-in shower, one with tub/shower. The kitchen is fully equipped.

Gran's Place
This newly renovated 4th generation family farmhouse sitting on 13 acres is centrally located in Russell Springs, just minutes from Lake Cumberland. We are just off the Cumberland Parkway (a short and easy drive to both Columbia and Somerset), close to Russell County Hospital, and within a mile to most fast-food chains, restaurants, gas, and grocery. Our goal is to make your stay as enjoyable as possible while visiting the Lake Cumberland area. We do ask that there be no smoking in the home.

Jamestown - KY Lake Cottage | Boat Parking
Welcome to your seasonal getaway at Harbor Springs Cottage near beautiful Lake Cumberland! Inside, our three private bedrooms offer a haven of comfort for you and your guests, ensuring a restful night's sleep after a day of lake time. Whether you're seeking a romantic retreat, a family getaway, or a solo escape, Harbor Springs Cottage has got you covered. ☆Book your stay at Harbor Springs Cottage today and discover why life truly is better by the lake. Your perfect retreat awaits!☆

Bee Hive Cabin at Lake Cumberland KY
Step into this bright and open, cozy cabin retreat. With 3 comfy queen beds, you’ll have plenty of space to unwind. Out back, the cabin borders peaceful woods where deer often wander by. Gather around the cozy fire pit under the stars, fire up the grill for a cookout, and make memories that last. Less than 2 miles from Jamestown Marina and Lily Creek boat ramps, 15 miles to Wolf Creek Dam. Whether you’re here to fish, boat, hike, or simply relax, The Bee Hive is the perfect home base.

Charming A-frame with Lake Cumberland Views
Step back in time and unwind at this charming A-frame lakeside house, where stunning lake views and a groovy 70s vibe await! Nestled right by the water overlooking Jamestown Marina, just a few miles from the boat ramp. This mid-century gem is the perfect blend of nostalgic style and modern comfort. Whether you're relaxing on the deck, watching the sun set over the water, or curled up inside with a good book, you’ll feel the peace and nostalgia that this retro paradise offers.

The Bourbon House
Take it easy at this unique Kentucky Bourbon themed getaway only 10 minutes away from Lake Cumberland via the Jamestown Marina. 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 Jamestown Square with 3 different delicious restaurant options. Enjoy the peace of being in the country on the back patio facing the woods, with a fire in the fire pit.

Lake Life Dot Calm (Slip Available)
Welcome to your new peaceful retreat less than 2 miles from Jamestown Marina and Lilly Creek boat ramp. SLIP RENTAL available. ROOM TO PARK your boat and trailer in the driveway! Take a walk down the street (or ride one of our bikes) to see gorgeous lake views! This 3 bedroom, 3 bathroom house has what you need for your stay! Each bedroom has its own full bathroom. Remodeled kitchen, game room in the garage, smart TVs, great back deck, and much more!

Lake Escapes on the Square
The whole group will be comfortable in this spacious and unique space located right on the square in Jamestown. Bedroom 1 - Queen Bed Bedroom 2 - Full Bed Located 3.5 miles from Jamestown Marina, 12 miles to Wolf Creek Dam, 13 miles to State Dock, 0.8 miles to Dollar General Market, walking distance to Reel Java, Giovanni’s Pizza & Snap’s Soda Shop! 2 parking space maximum NO ROOM FOR BOATS OR TRAILERS This apartment is located upstairs!

New near Jamestown Dock - B
Great getaway! 4 miles from Jamestown Marina and 10 mins from State Dock. This apartment has 2 bd, 1 bath, open kitchen, living room. This apartment sits inside a small warehouse up a set of stairs with a large open driveway to make for easy access in and out with your boat. Over all there is plenty of room to relax and enjoy your stay! * This apartment is on the 2nd floor so there will be some steps to climb to get to it.

Lake View Home-Good for Big Group-Jamestown Marina
This house has one of the most amazing views! Looking right over Jamestown and State Dock Marinas, you have a perfect morning view for coffee and can overhear the marina festivities over cocktails in the evening! Only about 7 minutes (2.6 miles) to Jamestown Marina! The most loved 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.

The Dock House
Stylish 2BR/1BA retreat with private Cumberland River access. Sleeps 6 with open-concept living, full kitchen, and pull-out sofa. Relax on the covered front & back porches, gather around the fire pit, or fish and kayak right from the property. Nestled on a quiet dead-end road yet only 15 min to Jamestown & Jamestown Marina. Perfect for families or friends seeking comfort, style, and a peaceful getaway.

Beautiful Cabin 4 mins from Cumberland Lake
Kick back and relax in this stylish 1-bedroom cabin with a loft that includes 2 twin beds and a queen pull-out sleeper sofa. A fully stocked kitchen, beautiful front porch/deck with rocking chairs, a swing, and a fire pit to enjoy the beautiful nights. The State Dock, Wolf Creek Dam, and Cumberland River are just 4 minutes away! Make sure to explore Wolf Creek Dam and all the amenities it has to offer!
Popular amenities for Jamestown vacation rentals
Other great vacation rentals in Jamestown

New Lake Cumberland home-lake oriented community

Eagle's Nest Lake Retreat

Little Indian Retreat

2 Mi to Lake Cumberland Access: Home w/ Grill

Lil' Cutie Cottage |Near LC Marina |Clean + Comfy

Restful Rustic Farmhouse on Lake Cumberland

KY Ranch

The Getaway
Frequently Asked Questions
Are there family-friendly vacation rentals in Jamestown?
Jamestown has more than 20 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
How much does it cost to stay in house rentals in Jamestown?
Experience the best of Jamestown with our house rentals, starting at about $80 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there pet-friendly vacation rentals in Jamestown?
Four-legged friends are welcome in Jamestown. Choose from more than 10 vacation rentals for guests traveling with pets.
Are there vacation rentals with a dedicated workspace in Jamestown?
Yes! Work meets play with ease at over 10 vacation rentals in Jamestown featuring dedicated workspaces. Stay connected and productive in your home away from home.
Do house rentals in Jamestown have air conditioning?
Absolutely! We offer over 20 house rentals with air conditioning in Jamestown. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Jamestown have a kitchen?
Absolutely! We offer over 20 house rentals with a kitchen in Jamestown. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Jamestown have wifi?
Absolutely! We offer over 20 house rentals with wifi in Jamestown. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Jamestown have free parking?
Absolutely! We offer over 20 house rentals with free parking in Jamestown. Enjoy a tailored experience with all the comforts you desire.
Quick stats about vacation rentals in Jamestown

Total vacation rentals
Explore 30 vacation rentals in Jamestown

Nightly prices starting at
Jamestown vacation rentals start at $110 CAD per night before taxes and fees

Verified guest reviews
Over 1,080 verified reviews to help you choose

Family-friendly vacation rentals
20 properties offer extra space and kid-friendly amenities

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
30 of Jamestown vacation rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Jamestown rentals

4.9 Average rating
Jamestown stays are highly rated by guests—averaging 4.9 out of 5!
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