Holiday rentals with outdoor seating in Jamestown

Find and book unique Holiday Houses with Outdoor Seating on Airbnb

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Popular amenities for Jamestown outdoor seating rentals

Holiday House Rentals with Outdoor Seating

Guest favourite
Home in Monticello
4.92 out of 5 average rating, 174 reviews

Bluegrass Gables: Lake Cumberland Cottage

MitziRating, 5 stars1 week ago
The home is beautiful! Very spacious and very peaceful, super easy to find. The host was very kind and quickly responsive to any inquiries I had. We had an amazing weekend stay here and would def go back 💜
Guest favourite
Home in Russell Springs
5 out of 5 average rating, 24 reviews

Welcome to your Dream Lake Home

KrissaRating, 5 stars2 weeks ago
We had such an amazing stay at Samatha’s! She was so friendly and accommodating. She worked around all of our needs since we came out of state, we had a blast! The view was also breathtaking!
Guest favourite
Home in Albany
4.94 out of 5 average rating, 128 reviews

Avery Acres

PamelaRating, 5 stars2 weeks ago
This is our favorite place to stay. The address is nice. The house is clean. The host is super! We'll be back!
Top Guest favourite
Home in Russell Springs
5 out of 5 average rating, 22 reviews

Ina's Place

LauraRating, 5 stars1 week ago
Excellent stay. Met all our needs and then some. Only regret is that we didn’t stay long enough. We were in town for a wedding. Wish we had planned a longer stay. Very comfortable home that managed our multigenerational family (including small children) extremely well.
Guest favourite
Home in Somerset
4.96 out of 5 average rating, 134 reviews

Tandy Tiny House

DylanRating, 5 stars1 day ago
It was a very nice and pretty place, we had a great stay and will be coming back soon, also very quiet and easy to locate and access
Top Guest favourite
Home in Monticello
5 out of 5 average rating, 19 reviews

Home 0.2 miles from boat ramp with game room

NoelRating, 5 stars3 weeks ago
Great place to stay with a detached garage with activities to do in the garage. Very responsive to any questions we had. Worked with us without question when our plans unexpectedly changed. Definitely a great place to stay with easy access to the lake! Highly recommend this property!!!!
Top Guest favourite
Home in Bronston
5 out of 5 average rating, 105 reviews

Lake Cumberland Getaway near Conley & Burnside

NancyRating, 5 stars1 week ago
5 stars ALL the WAY! These folks do Air BNB the old fashioned way, before it became just another business. They have thought of everything and go above and beyond to make their guests feel welcome and cared for. We were visiting family and were thrilled to be able to cook a full meal and have everything we needed. They also thoughtfully provided snacks and s'more fixings. They even went so far as to lay a fire in the fire pit that just needed to be lit! This was a peaceful slice of heaven!
Guest favourite
Home in Science Hill
4.97 out of 5 average rating, 115 reviews

TT’s Treehouse

ElizabethRating, 5 stars3 weeks ago
Tina was very friendly and helpful my kids absolutely loved the treehouse we made memories that we will never forget thanks for making it possible

Apartment rentals with outdoor seating

Apartment in Nancy

Cozy in Kentucky

LisaRating, 5 stars20 months ago
These accommodations were just what we were hoping for! Our stay was very comfortable and was located in a quiet neighborhood. We had privacy and everything that we needed to make our stay an excellent one! Sitting on the deck and watching the sunset was an extra and unexpected treat! It is obvious that the host has thought of everything to make her guests comfortable and welcome! I would recommend this Airbnb to anyone. It was an added bonus that it is less than 2 miles from the local marina on Lake Cumberland. We were so pleased with our choice!
Apartment in Albany

Spacious cozy beautiful getaway.

MichaelRating, 5 stars3 months ago
Thanks for hosting us u have a great place and it fits our needs
Apartment in Russell Springs
4.33 out of 5 average rating, 9 reviews

Resort Clubhouse

JessicaRating, 5 stars3 weeks ago
My family really enjoyed the space for our trip to the lake. The hosts accommodated space for our boat when we asked. It was so close to a great boat ramp, we were at the lake in less than 4 minutes. My kids really enjoyed the heated indoor pool after a day at the lake. We actually really enjoyed being in the RV park where there were other kids to play with and it was so quiet and peaceful. The hosts stopped by while we were sitting on the porch to make sure we didn’t need anything. The bedrooms had plenty of space. No complaints, such a great space we will very likely book again in the future! Thank you for having us!
Guest favourite
Apartment in Jamestown
5 out of 5 average rating, 37 reviews

New near Jamestown Dock - A

MatthewRating, 5 stars9 months ago
Will be back. Great place
Apartment in Bronston
4.9 out of 5 average rating, 10 reviews

Woodson Bend Resort getaway on Lake Cumberland.

TraciRating, 5 stars10 months ago
Christopher’s place at Woodson Bend Resort provided all that was necessary for a wonderful family stay the first week of August. The weather was beautiful and so we enjoyed the comfortable and well-appointed back porch; the walks to the pool; the dry-accommodating and nicely-decorated living spaces; and, the closeness in proximity to the pickleball courts. After our days on the boat, we were grateful for the ample kitchen space, cookware, utensils, and kitchen linens to enjoy family meals around the table! The location of this unit is excellent - easy to reach the Pro Shop, pool, restaurant, playground, volleyball court and pickleball courts. We did not use the outdoor fire pit, but noticed the stock of wood and great arrangement of outdoor chairs that would make this a very lovely space to enjoy. Would highly recommend Christopher’s place in Woodson Bend!
Superhost
Apartment in Greensburg
5 out of 5 average rating, 3 reviews

The Ivan House

ChristenRating, 5 stars5 months ago
Joe was a very responsive host. He made sure to check in with me to see if I needed anything. His place was so peaceful! I have trouble sleeping in new places but I had the best sleep there!! There was a Christmas tree, lovely candles, lots of extra blankets. It was truly my home away from home. Thank you Joe!
Apartment in Bronston
5 out of 5 average rating, 3 reviews

Beauty on the 7th Fairway (65-3) Golf Pool Tennis

KatieRating, 5 stars12 months ago
My family loved staying at this condo in Woodson Bend. The unit itself was extremely clean. The appliances appeared brand new and worked well. We loved the screened in porch and saw multiple deer right outside our porch every day. The televisions in the units had all of the major streaming services installed, which was great for my kids to enjoy movies and tv shows in the evenings. We were able to walk to the front of the resort to enjoy the pool and playground, both of which were clean and nicely maintained. My husband, dad, and brother in law enjoyed the golf course. The restaurant at the resort is delicious as well. It is BYOB, which isn’t a bad deal as long as you have plenty of what you like to drink in your condo. Only two drawbacks to this unit-the sheets on the beds are not the softest and the bunk room is very small with no windows. Neither of these were dealbreakers for us and we would definitely stay in the unit again! The bunk room is probably better for kids than adults.
Apartment in Somerset
4.71 out of 5 average rating, 21 reviews

Lake Lovers Paradise

BrittanyRating, 5 stars14 months ago
Audra was a great host. She responded quickly when i had questions the day of check-in. The house was just perfect 2 couple and 4 kids. We had a very nice trip and enjoyed going to the battlefield and falls near the house.

Condo rentals with outdoor seating

Condo in Bronston
4.46 out of 5 average rating, 13 reviews

On the Green 71-4 WB - Golf, Pool, Pickleball

JenniferRating, 5 stars30 months ago
Very cozy and very clean! We loved our stay!
Superhost
Condo in Bronston
4.86 out of 5 average rating, 29 reviews

Lovely 3-bedroom lake condo with golf and a pool

TimRating, 5 stars11 months ago
Enjoyed our stay. Nicely updated condo with plenty of room. Convenient to pool, playground and restaurant. Stools around the kitchen counter instead of table with chairs.
Condo in Bronston

A Glimpse of the Lake (77-3) Golf Pool Pickleball

MarcoRating, 5 stars9 months ago
Great place peaceful ☺️
Guest favourite
Condo in Bronston
4.88 out of 5 average rating, 8 reviews

Amen Corner at Woodson (46-3) Golf Pool Pickleball

BenjaminRating, 5 stars3 weeks ago
Great Location. Great place. Dianna was very responsive and trip was good.
Condo in Somerset
4.63 out of 5 average rating, 16 reviews

Bohemian Getaway

EricaRating, 5 stars9 months ago
Audra's place was perfect for us! We were staying in town for a wedding at the Legacy Lakes venue, which is only 15 minutes from the Airbnb. We had 4 adults and a baby, and the place had plenty of space for us. It was very clean and had modern decorations that made the space feel cozy and inviting. The location was in a nice and safe area. The host was also quick to respond to any questions we had. I would highly recommend Audra's place!
Condo in Bronston
4.75 out of 5 average rating, 20 reviews

Lake Cumberland Resort Condo w/ Direct Lake Access

Jeff Rating, 5 stars11 months ago
Wendy was a great host. We frequent Woodson bend and I will be saving her place as an option in the future. Walk to the pool in less than 5 minutes. The beds were comfortable. Kitchen is fully stocked with everything. You will need to purchase ice as the fridge did not make any, not a big deal since you can get a bag at the guard shack for a few bucks. The only thing I will mention is that I believe owner has a dog so if you have allergies, be mindful of this. My wife dealt with allergies during our stay so she avoided the living room and took Benadryl to help. We were gone most of the day at the pool or on the lake. Overall, nice and peaceful, would recommend.
Condo in Russell County

Apple Valley Lake Cumberland Pool open till Oct 13

ThomasRating, 5 stars9 months ago
Had a great time ! Thanks

Quick stats about holiday rentals with outdoor seating in Jamestown

  • Total rentals

    30 properties

  • Nightly prices starting at

    $116 NZD before taxes and fees

  • Total number of reviews

    850 reviews

  • Family-friendly rentals

    20 properties are a good fit for families

  • Pet-friendly rentals

    10 properties allow pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

Destinations to explore

  1. Airbnb
  2. United States
  3. Kentucky
  4. Russell County
  5. Jamestown
  6. Rentals with outdoor seating