Vacation rentals in Jamestown

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Top-rated vacation rentals in Jamestown

Guests agree: these stays are highly rated for location, cleanliness, and more.

Guest favorite

Tiny home in Monticello

4.97 out of 5 average rating, 160 reviews

Adorable Tiny LakeView Cottage with kayaks!

Totally remodeled inside and out! We welcome your fur babies!! Adorable tiny house with a deck & bonfire pit overlooking a spectacular view of Otter Creek on Lake Cumberland. It is located in Monticello, Ky in a rural part of the area. It’s about 12 minutes to town. There is very close (driving distance) swimming access, kayaking, boating, boat ramps, fishing & marinas. Plus, your likely to see lots of wildlife. I have kayaks available for a small daily fee to rent. Pets allowed! $50/$75fee.

Oct 27 – Nov 3

$117 per night
Guest favorite

Home in Campbellsville

5.0 out of 5 average rating, 210 reviews

Hubbard Hill Lake House - A Fisherman's Dream!

Newly renovated! Charming lake house with open floor plan and spacious living area. Quiet, country setting surrounded by colorful maples, large magnolia trees and plenty of nature. Conveniently located less than 1 mile from Green River Lake and minutes away from Campbellsville University. Full size bed in bedroom, queen size bed in common area and queen size air mattress available. Complimentary coffee bar and snack drawer. Perfect for a weekend fishing trip or a week long family vacation!

Oct 18 – 25

$90 per night
Guest favorite

Tiny home in Nancy

4.89 out of 5 average rating, 53 reviews

Cabin near Wolf Creek Marina and public boat ramps

Tiny home near Lake Cumberland, Wolf Creek Marina (4.5 miles) Dudley boat ramp (1.2 miles). Beach Grove boat ramp (1.5 miles) Harris grocery (3 miles) Mill spring battle field visitors center is close by (15 miles) 30 minute drive to the Somerset, which has breweries & restaurants. Opening soon Horse Soldier bourbon!! Hour drive to Cumberland falls park. It has a bedroom, kitchen and full shower. Bring your boat and your furry friend to our peaceful tiny home. We hope to see you soon!

May 27 – Jun 3

$52 per night

Popular amenities for Jamestown vacation rentals

Other great vacation rentals in Jamestown

Superhost

Home in Jamestown

4.93 out of 5 average rating, 29 reviews

Serene Family Getaway*Lake Cumberland*Pet Friendly

Aug 26 – Sep 2

$344 per night
Guest favorite

Home in Jamestown

4.92 out of 5 average rating, 12 reviews

Harbor Hilltop at Cumberland

Jun 1 – 8

$150 per night
Guest favorite

Cabin in Nancy

5.0 out of 5 average rating, 62 reviews

Modern Cabin on wooded 20 acres with scenic view

Jan 2 – 9

$100 per night
Guest favorite

Home in Jamestown

5.0 out of 5 average rating, 61 reviews

The Idle Overlook at LCK | Jamestown, KY

Oct 16 – 23

$333 per night
Guest favorite

Tiny home in Nancy

5.0 out of 5 average rating, 6 reviews

Lake Cumberland, KY Adorable Cabin-Pets Allowed

May 27 – Jun 3

$90 per night
Guest favorite

Cabin in Monticello

5.0 out of 5 average rating, 5 reviews

The Stable @ Bluegrass Gables

Dec 9 – 16

$85 per night
Superhost

Home in Jamestown

4.8 out of 5 average rating, 15 reviews

Lily's Paradise Lake House

May 19 – 26

$150 per night
Guest favorite

Cottage in Monticello

5.0 out of 5 average rating, 63 reviews

The Cozy Cabell Cottage

Sep 12 – 19

$90 per night
Guest favorite

Cabin in Russell Springs

5.0 out of 5 average rating, 13 reviews

Lake Daze Cabin

May 22 – 29

$199 per night
Guest favorite

Cabin in Russell Springs

4.97 out of 5 average rating, 30 reviews

The Happy Place-Adorable Cabin Near LakeCumberland

Nov 14 – 21

$101 per night
Guest favorite

Cottage in Russell Springs

4.88 out of 5 average rating, 26 reviews

Driftwood Cottage near Lake Cumberland

Aug 9 – 16

$117 per night
Guest favorite

Cabin in Russell Springs

5.0 out of 5 average rating, 9 reviews

Luxury Secluded Retreat at Wolf Creek Marina

Apr 22 – 29

$440 per night

Quick stats about vacation rentals in Jamestown

Total rentals

10 properties

Popular amenities

Kitchen, Wifi, and Pool

Wifi availability

10 properties include access to wifi

Family-friendly rentals

10 properties are a good fit for families

Total number of reviews

220 reviews

Nightly prices starting at

$80 before taxes and fees

Destinations to explore

  1. Airbnb
  2. United States
  3. Kentucky
  4. Russell County
  5. Jamestown