Jamestown Holiday Rentals from AU$211: Search Short-Term Rentals

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Our top choices for Jamestown holiday rentals

A modern kitchen with white cabinets, a dining table with chairs, and a living area with a sofa and a TV.

1. New Near Jamestown Dock - A

Jamestown

Jennifer

includes taxes & fees

27 Oct - 28 Oct

A bedroom with a bed, nightstands, a TV, and a wall-mounted shelf.

2. Studio Cottage on the Square, entire rental unit in Jamestown, Kentucky

Jamestown

Jessica R.

includes taxes & fees

3 Nov - 4 Nov

A living room with a television, leather sofa, and a ceiling fan.

3. B - New near Jamestown Dock

Jamestown

Trent N.

includes taxes & fees

27 Oct - 28 Oct

A covered deck with wooden chairs and a grill, overlooking a forested area and a body of water.

4. Riverfront Cabin~Firepit~Private Boat Ramp w/ river access~Dog-Friendly!

Jamestown

Colleen

includes taxes & fees

25 Oct - 26 Oct

A modern kitchen with white cabinets, a wooden countertop, and a dining area with a table and chairs.

5. Cozy Lake Time Retreat

Jamestown

Matthew G.

includes taxes & fees

23 Oct - 24 Oct

A lodge with a wooden deck, a covered dining area, and a staircase leading to the entrance.

6. Cabin w/ Firepit~Pickleball~Arcade Games~River Boat Ramp~20 Min Lake Cumberland

Jamestown

Josh S.

includes taxes & fees

25 Oct - 26 Oct

A lodge with a covered deck, outdoor seating, and a fire pit.

7. Riverfront~Firepit~Fishing~20 Min Lake Cumberland~Game Table

Jamestown

Anonymous traveller

includes taxes & fees

25 Oct - 26 Oct

A fire pit with two wooden chairs, surrounded by a stone wall and a wooden fence.

8. Unique Hexagon Cottage Atop Marina · Boat Parking · 3 En Suite Baths · Pets okay

Jamestown

Jeffrey W.

includes taxes & fees

3 Nov - 4 Nov

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Top Jamestown Hotel Reviews

Sleep Inn & Suites Columbia

8/10 Good

"We’ve stayed here a few times in the past several years and it’s always a consistent, good place to stay. Staff is friendly and helpful and the breakfast is spartan but good."

Sunset Ridge·Sleeps 16·Panoramic Lake Cumberland Views·3 Decks·Jamestown Marina

10/10 Excellent

"What a treat this house by the lake was! The house was stunning and so so so so clean. It was well organized and truly one of the best stays I've had. Beds were comfortable, kitchen was stocked real well for cooking, and the master bathroom was to die for. My friends from all over the US loved the view and the beautiful fall. There were a bit too many yellow jackets to enjoy the deck fully (time of year and the wild will do that) but when the sun went down it was perfect. The views made it seem like you were out there anyway.Suzanne was such a great host and so attentive to our questions and helped us locate firewood. When we thought the fridge might be broken she was so quick to help and got us on the right track (just needed a bit to cool back down where we had it open unloading).The area is so cute and you are close to the stores and places to eat, but then when you step into Suzanne's place you truly have beautiful peace. Don't hesitate on this one. Get it! Thank you again, and we hope to return one day!"

Unique Hexagon Cottage Atop Marina · Boat Parking · 3 En Suite Baths · Pets okay

10/10 Excellent

"My family absolutely loved the place.It was everything it says and more. Boardgames,pool table,outdoors and snuggled in a place of privacy.Suzanne and family were very welcoming and kept in contact… classy place to live country style in a beautiful setting..we will be back for more"

NEW!The Overlook @ Harbor Springs-2 miles from Jtown Marina! Lake Views+Parking

10/10 Excellent

"We spent the weekend here for fall break and loved it. The house is very nice and in a great location, just minutes from Jamestown and Russell Springs or Lake Cumberland state park. There’s plenty to do if you plan to be out and about but the house is a great place to unplug and unwind and be away from it all. Kitchen is nicely equipped, two decks are great for relaxing in a quiet location, but also tv’s and games available. The whole house is incredibly nice and clean and all the beds are comfortable. The check-in and checkout were super easy and the owner was very helpful and responded to messages. The only downside is we had to leave! We will certainly be back!"

Find out more about Jamestown

Everything you need to know about Jamestown holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Jamestown holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... 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 Jamestown holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search.

Jamestown holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Jamestown. If you’re looking for a little peace, consider booking during the quieter months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Jamestown holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Jamestown holiday rentals we have selected for you start as low as AU$211 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Jamestown rentals

At Expedia, we put the best Jamestown holiday 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 Jamestown 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 Jamestown holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Jamestown. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently asked questions

Can I find holiday rentals in Jamestown?

Yes, there are holiday rentals close to the most popular sights in Jamestown, or you can select a more secluded option if you're looking for a relaxing stay. Visitors to Jamestown speak positively about the lakeside and restaurants in this destination. Make sure you have time to check out the waterfront and parks during your trip.

What are some of the best holiday rentals that Jamestown has to offer?

Sunset Ridge·Sleeps 16·Panoramic Lake Cumberland Views·3 Decks·Jamestown Marina: This highly rated holiday home rental in Jamestown is located on a lake, and has a balcony, a garden and a BBQ to put you at ease in your new surroundings. It has 5 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Make the most of games in this rental home to help you unwind.

How many holiday rentals are there in Jamestown?

With 41 Expedia holiday rentals, you're guaranteed to find just the right place for your Jamestown stay.

What’s there to see and do in Jamestown?

Lake Cumberland State Resort Park and Wolf Creek National Fish Hatchery are a couple of lovely local spots to get outside and enjoy nature. While here, Jamestown Marina and Cumberland River are other places worth a visit.

What’s a holiday rental in Jamestown like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Jamestown. Holiday rentals provide amenities like WiFi and washers and dryers to help you enjoy your stay. If you're concerned about cleanliness, holiday rentals can provide a sense of safety away from public hotel lifts and busy lobbies while still allowing you the enjoyment of travel. You'll also get more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a great choice for a family trip or a small group gathering.

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Check prices for these dates

Our top choices for Jamestown holiday rentals

1. New Near Jamestown Dock - A

2. Studio Cottage on the Square, entire rental unit in Jamestown, Kentucky

3. B - New near Jamestown Dock

4. Riverfront Cabin~Firepit~Private Boat Ramp w/ river access~Dog-Friendly!

5. Cozy Lake Time Retreat

6. Cabin w/ Firepit~Pickleball~Arcade Games~River Boat Ramp~20 Min Lake Cumberland

7. Riverfront~Firepit~Fishing~20 Min Lake Cumberland~Game Table

8. Unique Hexagon Cottage Atop Marina · Boat Parking · 3 En Suite Baths · Pets okay

9. New Rustic Home Near State Dock

10. Lake Daze, Blue Cottage <1mile to Jamestown Marina with space to trailer boat.

11. The Lodge Lake Retreat – Family-Friendly with Private River Access

12. Sunset Ridge·Sleeps 16·Panoramic Lake Cumberland Views·3 Decks·Jamestown Marina

13. 4BR Charming Cabin Retreat | Hot Tub, Fire Pit

14. Remodeled House Near Jamestown Marina, Room to Park Your Boat in Driveway!

15. Hot Tub~Firepit~Riverfront~Near Lake Cumberland

16. NEW HOT TUB Cozy Cabin Cumberland River near Lake Cumberland~Firepit~New build

17. Cozy Lake Cumberland Retreat with hot tub, just above Jamestown Marina!

18. Harbor Hideway is a cozy, romantic gem minutes away from Jamestown Marina!

19. Restful Rustic Farmhouse on Lake Cumberland

20. Timy Home near Wolf Creek Marina & multiple boat ramps with a full kitchen

Find holiday rentals that suit your style

Top Jamestown Hotel Reviews

Sleep Inn & Suites Columbia

4BR Lake Cumberland Cabin - Hot Tub, Fire Pit, Near Boat Ramps, Pet Friendly

Sunset Ridge·Sleeps 16·Panoramic Lake Cumberland Views·3 Decks·Jamestown Marina

Timber Pointe Resort

Unique Hexagon Cottage Atop Marina · Boat Parking · 3 En Suite Baths · Pets okay

Lake Cumberland Hideaway Cabin-2 miles above Jtown Marina-Boat Parking+Fire Pit!

NEW!The Overlook @ Harbor Springs-2 miles from Jtown Marina! Lake Views+Parking

Baymont by Wyndham Albany

Gorgeous 1-Bedroom Tiny Home 1/2 Mile from Marina and Boat Ramp #409!

Find out more about Jamestown

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