Jamestown Holiday Rentals

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Holiday Rentals in Jamestown

NEW!The Overlook @ Harbor Springs-2 miles from Jtown Marina! Lake Views+Parking
View from property
NEW!The Overlook @ Harbor Springs-2 miles from Jtown Marina! Lake Views+Parking
10.0 out of 10, Exceptional, (12)
"This house exceeded our expectations."
NEW!The Overlook @ Harbor Springs-2 miles from Jtown Marina! Lake Views+Parking
Lake Cumberland Hideaway Cabin-2 miles above Jtown Marina-Boat Parking+Fire Pit!
Private kitchen
Lake Cumberland Hideaway Cabin-2 miles above Jtown Marina-Boat Parking+Fire Pit!
9.8 out of 10, Exceptional, (58)
"The property surrounding this cabin is lovely and the cabin itself was clean and comfortable. We would definitely recommend it for a family vacation."
Lake Cumberland Hideaway Cabin-2 miles above Jtown Marina-Boat Parking+Fire Pit!
Lake house. Less than 3 miles from beautiful Lake Cumberland.
Property grounds
Lake house. Less than 3 miles from beautiful Lake Cumberland.
9.2 out of 10, Wonderful, (11)
"Hotub was top notch, easy communication with owner. Quiet area. Would love to visit in summer to enjoy the kayaks they have"
Lake house. Less than 3 miles from beautiful Lake Cumberland.
Cozy Lake Cumberland Retreat with hot tub, just above Jamestown Marina!
Exterior
Cozy Lake Cumberland Retreat with hot tub, just above Jamestown Marina!
10.0 out of 10, Exceptional, (5)
"Property owner was very helpful, cabin was clean and had everything we needed. Great location!"
Cozy Lake Cumberland Retreat with hot tub, just above Jamestown Marina!
Harbor Hilltop at Cumberland
Fridge, microwave, oven, stovetop
Harbor Hilltop at Cumberland
10.0 out of 10, Exceptional, (3)
"This was a new area for us. It was a very nice location."
The price is AU$641
per night
24 June - 25 June
Harbor Hilltop at Cumberland
Luxury Cottage with pool, Less than 2 miles from Jamestown Marina!! -#2
Exterior
Luxury Cottage with pool, Less than 2 miles from Jamestown Marina!! -#2
10.0 out of 10, Exceptional, (10)
"Lily Creek is absolutely beautiful. Deana goes way above and beyond anything I have experienced with vrbo rentals. The home was clean, the kitchen had everything we needed, and the living spaces were comfortable and spacious. It is minutes away from Jamestown Marina, which is perfect for easy ramp access. We absolutely hope to return next summer!"
Luxury Cottage with pool, Less than 2 miles from Jamestown Marina!! -#2
Ultimate Getaway Lake Cumberland, Great Location, easy access to water
Outdoor dining
Ultimate Getaway Lake Cumberland, Great Location, easy access to water
9.2 out of 10, Wonderful, (134)
"2 night stay. Friday and Saturday nights. Clean comfortable home. Strong wi-fi. Most everything needed was supplied, towels, linen, pots, pans, etc. bed was firm and comfortable. lake access was close but the water water level was very low at the time of our visit. Neighbors that we met, were hospitable if not friendly. Only room in driveway for a very small boat trailer and truck. Overall very happy with our stay. Hope to return next year."
Ultimate Getaway Lake Cumberland, Great Location, easy access to water
New cabin sleeps 6 only 3mi from Jamestown Dock + Outdoor fun!
Property grounds
New cabin sleeps 6 only 3mi from Jamestown Dock + Outdoor fun!
10.0 out of 10, Exceptional, (9)
"Bryan was very friendly and helpful with info on local restaurants and boating & lake info. He even let us know when we were on the lake that bad weather was moving in. They had all sorts of outdoor games available at the cabin. The cabin itself was very nice but the bathroom could be bigger. All in all very nice."
The price is AU$304
per night
21 June - 22 June
New cabin sleeps 6 only 3mi from Jamestown Dock + Outdoor fun!
Luxe Lake Cumberland Retreat w/ Decks on 1 Acre!
Terrace/patio
Luxe Lake Cumberland Retreat w/ Decks on 1 Acre!
9.6 out of 10, Exceptional, (19)
"House was beautiful, owner was very nice Couple down sides- seemed like some of the beds had bot been used in awhile and had some dirt in them, TVs were all in spanish so we couldnt watch anything (tried to fix it but it seemed the setting was locked). DO NOT COUNT ON GETTING TO THE DOCK Booked the house to be able to float from the dock. The walk down was so steep and rocky that we ended up having to rent a pontoon which we did not want to do spend money on. The seller was very open about...
Luxe Lake Cumberland Retreat w/ Decks on 1 Acre!
Large Lake Cumberland Retreat w/ Deck Views!
Property grounds
Large Lake Cumberland Retreat w/ Deck Views!
8.8 out of 10, Excellent, (8)
"The house was clean and more than spacious for our group. The beds were comfortable, and the kitchen was well stocked. Communication with the property manager was excellent; he responded quickly and had suggestions for anything we needed. The neighborhood was nice and quiet. Overall, we had an amazing stay and would absolutely return to this home!"
Large Lake Cumberland Retreat w/ Deck Views!
Secluded Jamestown Cabin w/ Fire Pit!
Exterior
Secluded Jamestown Cabin w/ Fire Pit!
6.0 out of 10, (1)
"The house is very cute and has a great view of the lake from the deck. I will note that during some very heavy rainfall over the weekend, one of the windows to the deck began leaking heavily and soaked the small rug. We spent the length of two storms constantly wringing out towels to keep the leak from spreading into the carpet. Otherwise we enjoyed the stay."
Secluded Jamestown Cabin w/ Fire Pit!
Luxury Cottage with pool, Less than 2 miles from Jamestown Marina!!
Exterior
Luxury Cottage with pool, Less than 2 miles from Jamestown Marina!!
10.0 out of 10, Exceptional, (10)
"Great set up for larger group!"
Luxury Cottage with pool, Less than 2 miles from Jamestown Marina!!
Kozy Haven Log Cabin Rentals
Cabin 2 Angler's Paradise | Living area
Kozy Haven Log Cabin Rentals
3.0 star property
9.4 out of 10, Exceptional, (20)
"It was a wonderful experience! "
The price is AU$245
per night
23 June - 24 June
Kozy Haven Log Cabin Rentals
Lake House near Green River Lake and minutes from several marinas.
Property grounds
Lake House near Green River Lake and minutes from several marinas.
9.2 out of 10, Wonderful, (75)
"My husband and I stayed with my cousin and her husband. We enjoyed a relaxing, quiet weekend, with close access to the lake and nearby towns. Highly recommended to stay here if storms are in the forecast! The property manager offered prompt communication, and the house was clean."
Lake House near Green River Lake and minutes from several marinas.
Perfect Lake House on Lake Cumberland
Exterior
Perfect Lake House on Lake Cumberland
10.0 out of 10, Exceptional, (1)
"The home was exactly as pictured online. It was immaculately clean and owner was very responsive, even reaching out to us to simply make sure we were comfortable. There are areas to be together as a large group in the house and the layout also provides plenty of privacy with 8 separate bedrooms. We had an amazing stay and will definitely stay here again next year."
Perfect Lake House on Lake Cumberland
Lake Bluff Paradise on Lake Cumberland. Newly added game room and hot tub!
Property grounds
Lake Bluff Paradise on Lake Cumberland. Newly added game room and hot tub!
10.0 out of 10, Exceptional, (88)
"The house was very clean and stocked with most of what we needed for our stay. The kids enjoyed the basement area as well as the games in the garage, perfect addition! We enjoyed the views and had morning coffee out on the screened in porch! Very nice home and really enjoyed our stay!"
Lake Bluff Paradise on Lake Cumberland. Newly added game room and hot tub!
Lake Front Home with community boat ramp. Private, close to marinas and town.
Dining
Lake Front Home with community boat ramp. Private, close to marinas and town.
9.6 out of 10, Exceptional, (200)
"Our stay at this lovely cottage was peaceful, quiet and serene. Great view of the lake and very comfortable cottage, well appoinhted. Conveniently located near Somerset and Burnside."
Lake Front Home with community boat ramp. Private, close to marinas and town.
Private Catch And Release Lake--Boat Rental Included! Close to Lake Cumberland!
Exterior
Private Catch And Release Lake--Boat Rental Included! Close to Lake Cumberland!
10.0 out of 10, Exceptional, (217)
"Our cabin on the lake was wonderful! A terrific getaway that we plan to return too!"
Private Catch And Release Lake--Boat Rental Included! Close to Lake Cumberland!
⚓ Anchored on Lakeshore ⚓ 2 BR/2BA Lakeview Home <1/4 Mile to Public Boat Ramp
Property grounds
⚓ Anchored on Lakeshore ⚓ 2 BR/2BA Lakeview Home <1/4 Mile to Public Boat Ramp
10.0 out of 10, Exceptional, (8)
"Our family enjoyed being able to stay at a beautiful place while coming for a family funeral. We loved the views and the comfortable furniture and beds. We would definitely stay again."
⚓ Anchored on Lakeshore ⚓ 2 BR/2BA Lakeview Home <1/4 Mile to Public Boat Ramp
Rustic Luxury Lakefront Cabin in Beautiful Wooded Surroundings
Property grounds
Rustic Luxury Lakefront Cabin in Beautiful Wooded Surroundings
9.6 out of 10, Exceptional, (164)
"Our stay was one of the most relaxing vacations we have taken. The firepit area was one of my favorite spots. We spent lots of hours around the firepit. We also rented a pontoon boat from a nearby marina and they picked us up at the boat ramp in the neighborhood. The property owner always answered my questions in a timely manner. The check in process was extremely easy. If you are looking for a place to unwind and reconnect with loved ones, this is definitely your place."
Rustic Luxury Lakefront Cabin in Beautiful Wooded Surroundings
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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.

Jamestown Holiday Home Travel Info

Number of holiday homes
10
Popular accommodation
Jamestown private holiday homes
Known landmarks
Lake Cumberland State Resort Park and Wolf Creek National Fish Hatchery
International airports
Nashville, TN (BNA-Nashville Intl.) and Louisville, KY (SDF-Louisville Intl.)

Other types of properties in Jamestown you may be interested in

Lake Cumberland State Resort Park
Lobby lounge
Lake Cumberland State Resort Park
3.0 star property
8.8 out of 10, Excellent, (402)
"The staff were all excellent and, the pool and lake was a as always! My only complain is; if you stay at the state lodge, there is no mini refrigerator or microwave.. "
The price is AU$215
per night
26 June - 27 June
Lake Cumberland State Resort Park
NEW!The Overlook @ Harbor Springs-2 miles from Jtown Marina! Lake Views+Parking
View from property
NEW!The Overlook @ Harbor Springs-2 miles from Jtown Marina! Lake Views+Parking
10.0 out of 10, Exceptional, (12)
"This house exceeded our expectations."
NEW!The Overlook @ Harbor Springs-2 miles from Jtown Marina! Lake Views+Parking
Cozy Lake Cumberland Retreat with hot tub, just above Jamestown Marina!
Exterior
Cozy Lake Cumberland Retreat with hot tub, just above Jamestown Marina!
10.0 out of 10, Exceptional, (5)
"Property owner was very helpful, cabin was clean and had everything we needed. Great location!"
Cozy Lake Cumberland Retreat with hot tub, just above Jamestown Marina!
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.

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$245 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?

Luxe Lake Cumberland Retreat w/ Decks on 1 Acre!: This highly rated holiday home rental in Jamestown is located on a lake, and has a fireplace, a furnished patio and a BBQ to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You can relax into your holiday with a garden and a selection of games.

How many holiday rentals are there in Jamestown?

With 29 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 Cumberland River are a couple of lovely local spots to get outside and enjoy nature. In the wider area, you’ll find Wolf Creek National Fish Hatchery and Lindsey Wilson College.

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.

Recent reviews of Jamestown properties
Expedia verified reviews

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

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

5/5 Excellent
Weekend away
"This house exceeded our expectations."
A verified traveller stayed at NEW!The Overlook @ Harbor Springs-2 miles from Jtown Marina! Lake Views+Parking
Posted 4 days ago
NEW!The Overlook @ Harbor Springs-2 miles from Jtown Marina! Lake Views+Parking