Jamestown Holiday Rentals

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Holiday Rentals in Jamestown

Cabin on the Water - "No Wake Zone" w/Kayaks, Paddle Board, and Hot Tub!
9.8 out of 10, Exceptional, (10)
"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)
"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)
"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
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Romantic Secluded Cabin For Two
9.8 out of 10, Exceptional, (217)
"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, (31)
"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, (122)
"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)
"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)
"This was without doubt the most peaceful vacation I have ever had. My wife and I went here for an anniversary trip and really enjoyed the community and the accommodations. I honestly can't think of any way to make it better, and am looking forward to returning sometime."
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)
"Enjoyed our stay with you guys.We will differently stay with you guys again."
The price is NZ$370
per night
6 Jun - 7 Jun
END UNIT✨Fairfield Glade -Wilshire townhome w/king bed; WiFI, & TV in bedroom
Cozy Gray House
10.0 out of 10, Exceptional, (44)
"The house was very comfortable and was a very nice place to stay. We enjoyed our long weekend there."
The price is NZ$300
per night
15 Jun - 16 Jun
Cozy Gray House
Pool / Grill, Dale Hollow Lake and nearby Sunset Marina with Mountain view
9.6 out of 10, Exceptional, (92)
"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)
"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)
"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)
"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)
"Had a great experience listening to the rain on the covered porch last evening. All the lightning bugs too! Morning was so beautiful. A cloud, or fog, floated above the river and moved with the river, at dawn. All l I could hear was the small waterfall and birds singing. Then I saw a box turtle hanging out. It was so cool I had to take pictures. He was just being a turtle. Looking at me with one eye like turtles do. Loved the cabin! Very comfortable, beautiful and relaxing . The kitchen comes...
The price is NZ$305
per night
13 Jun - 14 Jun
Rivers Edge Cabin
Big South Fork! Peaceful, Relaxing, On the Trails…Six Decks ~ Nature’s Paradise!
10.0 out of 10, Exceptional, (38)
"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)
"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)
"It’s a great little place to stay for a night to break up a trip to Nashville."
The price is NZ$319
per night
10 Jun - 11 Jun
The Rock A-Frame - Modern, Private Patio, Location
Family Cabin on Clear Creek
9.8 out of 10, Exceptional, (26)
"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)
"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
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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)
"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 NZ$222
per night
6 Jun - 7 Jun
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)
"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, (642)
"If you are looking for a good night sleep and a simple breakfast this is your place. Clean hotel, comfortable beds hot showers. Now if you have kids that want to swim the pool has been closed for quite some time now. And no workout room either. Looks like the might be working on that."
The price is NZ$134
per night
6 Jun - 7 Jun
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.

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Jamestown holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Jamestown. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Jamestown. Seeing all the best attractions is bound to make you fall in love with Jamestown. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Jamestown short-term rentals, that won’t be hard to do.

Frequently asked questions

Are there 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. Jamestown is known for its parks.

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

🔚 END Unit in ❤️Fairfield Glade- w/King bed; WiFi-2 showers: This holiday home rental outside of Jamestown offers an outdoor pool, a balcony and a BBQ to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. Make the most of Access to hot tub in this rental home to help you unwind.

How many holiday rentals are there in Jamestown?

Expedia has 5 holiday 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 wider area.

What are holiday rentals like in Jamestown?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Jamestown. Holiday rentals feature amenities like WiFi and washers and dryers so you'll have all the comforts of home. If you're concerned about a clean environment, a holiday rental can provide a sense of seclusion away from public hotel lifts and busy reception areas while still allowing you a great travel experience. You'll also have more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a great choice for families.

Recent reviews of Jamestown properties
Expedia verified reviews