Jamestown Vacation Rentals

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Vacation Rentals in Jamestown

Cabin on the Water - "No Wake Zone" w/Kayaks, Paddle Board, and Hot Tub!
9.8 out of 10, Exceptional, 10 reviews
"Fun, birthday celebration!"
Cabin on the Water - "No Wake Zone" w/Kayaks, Paddle Board, and Hot Tub!
Lakefront, NEW Gas Firepit. Hot Tub. Private Dock. Pup Friendly
10.0 out of 10, Exceptional, 104 reviews
"Great stay in such a peaceful setting. The porch was amazing...had coffee in the morning and cocktails at night (even though it was chilly). Host was AMAZING and very responsive. We WILL STAY HERE AGAIN!! Loved it!!!!"
Lakefront, NEW Gas Firepit. Hot Tub. Private Dock. Pup Friendly
Pa's Cozy Cabin
9.8 out of 10, Exceptional, 18 reviews
"This cabin was so cute and perfect for a girl’s weekend. Bridget was the best host and answered any questions we had quickly. I would recommend this place to friends and family."
Pa's Cozy Cabin
Save an average of 15% on thousands of hotels when you're signed in
Romantic Secluded Cabin For Two
9.8 out of 10, Exceptional, 217 reviews
"This is our second time at Two's Company and we loved it just as much as before. What a beautiful place. If youre looking for some quiet time in an amazing setting, this is the place to stay. You will fall in love with it ! We cant wait to come back."
Romantic Secluded Cabin For Two
Peaceful cabin in secluded mountain spot beside a picturesque creek
10.0 out of 10, Exceptional, 30 reviews
"Loved our stay! Beautiful scenery! Cabin was perfect! Loved sitting on the porch listening to the creek! Tony was a pleasurable host!"
Peaceful cabin in secluded mountain spot beside a picturesque creek
Your Own Private Lake ~ Secluded Cabin In The Woods ~ Romantic Retreat!
9.8 out of 10, Exceptional, 121 reviews
"Absolutely loved this property. Would recommend to anyone looking for a quiet get away and will definitely be staying again myself "
Your Own Private Lake ~ Secluded Cabin In The Woods ~ Romantic Retreat!
Wyndham Resort at Fairfield Glade - 2 Bedroom Condo
9.2 out of 10, Wonderful, 12 reviews
"This was a gorgeous home nestled in the woods. The beds were cozy and the shower was fantastic. We didn’t get a chance to use the fireplace. Thank you for the wood outside on the porch. There were a lot of stairs so my parents were not able to visit, so we spent most of our time at their house. Returning to this home was a very peaceful necessity and much appreciated. The only downfall was navigating through the check in process. We spent too much time at the front desk being convinced to...
Wyndham Resort at Fairfield Glade - 2 Bedroom Condo
Secluded and Romantic Cabin ~ 35 Private Secluded Acres ~ Jacuzzi Tub!
10.0 out of 10, Exceptional, 176 reviews
"Exactly what we needed to get away from things for a while."
Secluded and Romantic Cabin ~ 35 Private Secluded Acres ~ Jacuzzi Tub!
END UNIT✨Fairfield Glade -Wilshire townhome w/king bed; WiFI, & TV in bedroom
9.4 out of 10, Exceptional, 114 reviews
"This condo was very comfortable. I liked being on the end unit. Very quiet and nobody bothering us. The host was very good. If I had a question, she would get back to me right way, very friendly and very helpful. We had a lot of shape and were able to keep the windows open for fresh air. I always like that. I like the Xfinity remote. We have that at home and it made my life much easier. We were even able to record some tennis programs."
The price is ¥14,836
per night
Jun 9 - Jun 10
END UNIT✨Fairfield Glade -Wilshire townhome w/king bed; WiFI, & TV in bedroom
Cozy Gray House
10.0 out of 10, Exceptional, 44 reviews
"The house was very comfortable and was a very nice place to stay. We enjoyed our long weekend there."
The price is ¥16,398
per night
Jun 10 - Jun 11
Cozy Gray House
Pool / Grill, Dale Hollow Lake and nearby Sunset Marina with Mountain view
9.6 out of 10, Exceptional, 91 reviews
"First, we will be back. The owner was easy to work with and very responsive. The house was perfect for our group. We look forward to renting again so that we can enjoy the pool, unfortunately, it was too cold this time. The house had everything, large serving platers & bowls, room, and seating, we needed to entertain our family that lives in the area. Lots of room for all. Thank you for such a perfect place to stay!"
Pool / Grill, Dale Hollow Lake and nearby Sunset Marina with Mountain view
Cabin on Dale Hollow - Park your boat on shore and walk up to the cabin.
9.6 out of 10, Exceptional, 4 reviews
"We had a great time and the cabin was very nice. It’s very secluded and had no idea how far away it was from our boat rental at Dale Hollow. Would definitely stay again."
Cabin on Dale Hollow - Park your boat on shore and walk up to the cabin.
Boating Mecca: Near Dale Hollow Lake & Golf!
10.0 out of 10, Exceptional, 58 reviews
"Enjoyed being close to the lake."
Boating Mecca: Near Dale Hollow Lake & Golf!
Less than 1 mile from Dale Hollow State Park Marina. Private pond for fishing.
9.8 out of 10, Exceptional, 34 reviews
"As always the place is clean and ready when we got there. Everything we needed was available. This is the 4th time I've rent this house and will do so again."
Less than 1 mile from Dale Hollow State Park Marina. Private pond for fishing.
Rivers Edge Cabin
8.4 out of 10, Very Good, 5 reviews
"Great little cabin in the woods. One of the few that can be found on the west side of the river. Excellent base camp for hiking the Sheltowee Trace or for seeing Big South Fork. The host was EXCELLENT! Very responsive and truly invested in you enjoying your stay. You are in the woods with all of the moden conveniences. Great price too. We would stay again."
The price is ¥15,617
per night
Jul 3 - Jul 4
Rivers Edge Cabin
Big South Fork! Peaceful, Relaxing, On the Trails…Six Decks ~ Nature’s Paradise!
10.0 out of 10, Exceptional, 38 reviews
"10/10. Everything was GREAT down to the tips in the guest guide! This is a GEM. Great property with superb communication. Couldn’t ask for more."
Big South Fork! Peaceful, Relaxing, On the Trails…Six Decks ~ Nature’s Paradise!
Holpp's Pine Ridge Lake
9.6 out of 10, Exceptional, 186 reviews
"This little cabin has a beautiful view of the lake and the scenery was gorgeous. It’s was very quiet while we were there. My brain needed to hear those whipperwhills again along with the crickets…lol. Cabin was spotless and clean. Had all you needed for a getaway. Absolutely loved it. Hope to back again…this was our 2nd stay."
Holpp's Pine Ridge Lake
The Rock A-Frame - Modern, Private Patio, Location
9.8 out of 10, Exceptional, 10 reviews
"It’s a great little place to stay for a night to break up a trip to Nashville."
The price is ¥15,773
per night
Jun 11 - Jun 12
The Rock A-Frame - Modern, Private Patio, Location
Family Cabin on Clear Creek
9.8 out of 10, Exceptional, 26 reviews
"It is a very nicely built and equipped cabin that has both inside and outside activities. Sits off the road and is very relaxing and quiet."
Family Cabin on Clear Creek
Lake and Mountain Views
9.8 out of 10, Exceptional, 48 reviews
"Could use some updating and the plumbing sucks. Lol Toilet ran all night in primary bedroom and showers have low water pressure."
Lake and Mountain Views
Don't see what you're looking for?
See all available properties in Jamestown
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.

Other types of properties in Jamestown you may be interested in

Big South Fork Lodge
2.5 star property
9.8 out of 10, Exceptional, 177 reviews
"What a gem! The rooms are much larger than expected, the tub was very deep, the sour conditioning worked well. It was serene and extremely clean. They were very generous with soaps, towels, coffee, etc. I would definitely rebook. "
The price is ¥18,741
per night
Jun 9 - Jun 10
Big South Fork Lodge
Cabin on the Water - "No Wake Zone" w/Kayaks, Paddle Board, and Hot Tub!
9.8 out of 10, Exceptional, 10 reviews
"Fun, birthday celebration!"
Cabin on the Water - "No Wake Zone" w/Kayaks, Paddle Board, and Hot Tub!
Quality Inn & Suites
2.5 star property
8.6 out of 10, Excellent, 640 reviews
"More parking"
The price is ¥10,931
per night
Jun 5 - Jun 6
Quality Inn & Suites
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.

Search for holiday rentals in Jamestown on Expedia! You can easily find your home rentals, villas, holiday apartments in Jamestown using one of the methods below:

  • View our selection of featured holiday rentals in Jamestown
  • Use the map to find apartments and other holiday homes in the Jamestown neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Jamestown while they last

Look no further and take a look at our great range of rental properties in Jamestown!

Frequently asked questions

Are there vacation rentals in Jamestown?

Yes, we offer vacation rentals close to well known attractions in Jamestown, or you can go with a more secluded option if you're looking for relaxation. Jamestown is known for its parks.

What are some of the best vacation home rentals in Jamestown?

🔚 END Unit in ❤️Fairfield Glade- w/King bed; WiFi-2 showers: Visitors like this Jamestown vacation home rental. It offers an outdoor pool, a balcony, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. Make the most of the spa tub in this rental home to help you unwind.

How many vacation rentals are there in Jamestown?

Expedia has 5 vacation rentals for your stay in Jamestown.

What can I see and do in Jamestown?

Pogue Creek Canyon State Natural Area and Sgt. Alvin C. York State Historic Park are a couple of lovely local spots to get outside and enjoy nature. Highland Manor Winery and Big South Fork National River and Recreation Area are a couple of places you'll find in the larger area.

What are vacation rentals like in Jamestown?

Vacation rentals are privately owned accommodations you can reserve for a few days or a quick weekend in Jamestown. Vacation rentals offer extras such as kitchens and laundry facilities so you'll have a home away from home. If you're concerned about a clean environment, a vacation rental can offer a sense of security away from public hotel elevators and busy reception areas while still allowing you the excitement and enjoyment of travel. You'll also get more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a popular option for families.

Recent reviews of Jamestown properties
Expedia verified reviews