Jamestown Cottage Rentals

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Best Jamestown cottage rentals

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$128 - $241$241 - $354$354 - $467$467 - $580$580+ per night

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Most recommended cottage rentals in Jamestown

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Peaceful Russell Springs Home w/ Fire Pit & Pond! - Russell Springs - Building
Peaceful Russell Springs Home w/ Fire Pit & Pond!
Russell Springs, KY
Cottage
$175+
Check availability
Cozy Lake Cumberland Retreat with hot tub, just above Jamestown Marina! - Jamestown - Patio
Cozy Lake Cumberland Retreat with hot tub, just above Jamestown Marina!
Jamestown, KY
9.8Wonderful(18)
Cottage
$423+
Check availability
Harbor Hideway is a cozy, romantic gem minutes away from Jamestown Marina! - Jamestown - Bedroom
Harbor Hideway is a cozy, romantic gem minutes away from Jamestown Marina!
Jamestown, KY
9.8Wonderful(13)
Cottage
$391+
Check availability
Lake Daze, Blue Cottage 1mile to Jamestown Marina with space to trailer boat. - Jamestown - Living room
Lake Daze, Blue Cottage 1mile to Jamestown Marina with space to trailer boat.
Jamestown, KY
9.4Wonderful(28)
Cottage
$303+
Check availability
Lake Cumberland Cabin - Spa, Firepit, Scenic Views - Jamestown - Kitchen
Lake Cumberland Cabin - Spa, Firepit, Scenic Views
Jamestown, KY
9.8Wonderful(10)
Cottage
$291+
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Restful Rustic Farmhouse on Lake Cumberland - Jamestown - Patio
Restful Rustic Farmhouse on Lake Cumberland
Jamestown, KY
9.4Wonderful(10)
Cottage
$690+
Check availability
Russell Springs Getaway, 10 Mi to Lake Cumberland! - Russell Springs
Russell Springs Getaway, 10 Mi to Lake Cumberland!
Russell Springs, KY
10Wonderful(11)
Cottage
$183+
Check availability
Clifty Creek Inn—Unit B - Jamestown - Living room
Clifty Creek Inn—Unit B
Jamestown, KY
9.5Wonderful(12)
Cottage
$179+
Check availability
Unique Hexagon Cottage Atop JTown Marina+Boat Parking+3 En Suite Baths+Pets okay - Jamestown - Living room
Unique Hexagon Cottage Atop JTown Marina+Boat Parking+3 En Suite Baths+Pets okay
Jamestown, KY
9.9Wonderful(103)
Cottage
$293+
Check availability
Charming 2-bedroom cottage with Hot Tub, AC, and WiFi near Lake Cumberland. - Russell Springs - Bedroom
Charming 2-bedroom cottage with Hot Tub, AC, and WiFi near Lake Cumberland.
Russell Springs, KY
10Wonderful(3)
Cottage
$181+
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Clifty Creek Inn—Unit A - Jamestown
Clifty Creek Inn—Unit A
Jamestown, KY
8.0Very good(2)
Cottage
$192+
Check availability
NEW!The Overlook @ Harbor Springs-2 miles from Jtown Marina! Lake Views+Parking - Jamestown - Balcony
NEW!The Overlook @ Harbor Springs-2 miles from Jtown Marina! Lake Views+Parking
Jamestown, KY
9.9Wonderful(46)
Cottage
$405+
Check availability
Guest Favorite! Super Clean! Close to Everything! - Jamestown - Living room
Guest Favorite! Super Clean! Close to Everything!
Jamestown, KY
10Wonderful(7)
Cottage
$195+
Check availability
Eclectic Lake Cumberland Retreat: Fire Pit + Views - Jamestown
Eclectic Lake Cumberland Retreat: Fire Pit + Views
Jamestown, KY
9.8Wonderful(11)
Cottage
$260+
Check availability
Rustic Russell Springs Home Near Marina and Lake! - Jamestown
Rustic Russell Springs Home Near Marina and Lake!
Jamestown, KY
10Wonderful(2)
Cottage
$360+
Check availability
Secluded Jamestown Cabin w/ Fire Pit! - Jamestown
Secluded Jamestown Cabin w/ Fire Pit!
Jamestown, KY
6.0Okay(1)
Cottage
$263+
Check availability
Useful Info

Good to know

Low season

High season

Average price (weeknight)

June
August
$599
Cheapest month to stay with an average 25% drop in price.
Most expensive month to stay with an average 45% rise in price.
Average Sun - Thu price over the last 2 weeks.

KAYAK's top tips for finding Jamestown vacation rental deals

  • For the cheapest cottage rental in Jamestown, try to visit during the low season and outside of main travel peaks. The cheapest rates can be found in June and July.
  • The cheapest night of the week to rent a cottage in Jamestown is Sunday. On the other hand, the most expensive is Wednesday.

FAQs when Booking a cottage in Jamestown

  • How much is a cottage rental for a week in Jamestown?

    The average price for a weekly Jamestown cottage rental found by KAYAK users in the last 2 weeks is $3,373 ($482/night). Though this can obviously vary depending on the time of year of your stay and when you make the booking.

  • How much is a cottage rental for a month in Jamestown?

    The average price for a monthly Jamestown cottage rental found by KAYAK users in the last 2 weeks is $11,722 ($391/night).

  • What are some of the most-loved cottages available in Jamestown?

    If you’re looking for something special, the cottages most-loved by KAYAK users are Harbor Hideway is a cozy, romantic gem minutes away from Jamestown Marina! and Cozy Lake Cumberland Retreat with hot tub, just above Jamestown Marina! that are rated 9.8/10 and 9.8/10 respectively.

  • What’s the cheapest price for a Cottage rental found recently?

    In the last 72 hours, users have found Jamestown cottage rentals for as low as $159/night.

Where to stay in Jamestown?

Our map will help you find the perfect place to stay in Jamestown by showing you the exact location of each vacation rental.

Everything you need to know for your stay in Jamestown