Search Cottages in Jamestown

    calendar shield illustration
    Change your mind
    Book hotels with free cancellation
    deals illustration
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    bed illustration
    Be picky
    Search almost a million properties worldwide

Check prices for these dates

Next weekend
In two weeks
In one month
In two months

Cottages in Jamestown

NEW!The Overlook @ Harbor Springs-2 miles from Jtown Marina! Lake Views+Parking

10.0 out of 10, Exceptional, (38)
"Beautiful views of the lake, clean and comfortable beds. Overall perfect quiet retreat for me. Will be back again!"
NEW!The Overlook @ Harbor Springs-2 miles from Jtown Marina! Lake Views+Parking

JAMESTOWN Marina, LCKY. boat parking. pool table. 3 full baths. pet friendly.

10.0 out of 10, Exceptional, (170)
"It was nice subtle place."
The price is AED 492
AED 1,263 total
includes taxes & fees
18 Jun - 19 Jun
JAMESTOWN Marina, LCKY. boat parking. pool table. 3 full baths. pet friendly.

Restful Rustic Farmhouse on Lake Cumberland

9.0 out of 10, Wonderful, (6)
"This house and location was perfect for 8 adults and 2 children. Tremendous room to spread out and find some peace, huge wrap around porch and all the essentials in the kitchen. Located just a few miles from the Jamestown Marina. Joe went out of his way to communicate, even coordinating the pick up of a few things that we left behind. Highly recommend!"
The price is AED 1,487
AED 2,660 total
includes taxes & fees
18 Jun - 19 Jun
Restful Rustic Farmhouse on Lake Cumberland

Lake Front Home with community boat ramp. Private, close to marinas and town.

9.6 out of 10, Exceptional, (221)
"The location was perfect and the description was on point, A beautiful view of the lake and Linda was an amazing host, beautiful relaxing long weekend, we definitely will come back."
Lake Front Home with community boat ramp. Private, close to marinas and town.

Serene Lakefront Retreat: Close to Marina, Park, & Downtown Charm

10.0 out of 10, Exceptional, (145)
"My friend and I love this cottage! It’s comfortable, clean, well stocked, and the view is amazing. We will be back! Thank you!"
Serene Lakefront Retreat: Close to Marina, Park, & Downtown Charm

A true guest favorite! Super clean! Close to everything!

10.0 out of 10, Exceptional, (8)
"Very clean and all amenities set up perfectly for our stay. Made a perfect middle ground for visiting mammoth caves and cumberland falls."
A true guest favorite! Super clean! Close to everything!

Harbor Hideway is a cozy, romantic gem minutes away from Jamestown Marina!

10.0 out of 10, Exceptional, (8)
"Great experience, very cute home. Would love to visit again! "
The price is AED 731
AED 1,607 total
includes taxes & fees
18 Jun - 19 Jun
Harbor Hideway is a cozy, romantic gem minutes away from Jamestown Marina!

This charming cozy cottage has a private hot tub, deck for fishing.

9.8 out of 10, Exceptional, (148)
"We would like to stay there again because of all the amenities the manager was very friendly"
This charming cozy cottage has a private hot tub, deck for fishing.

Walk to Dale Hollow Lake: Updated Cottage w/ Deck!

8.8 out of 10, Excellent, (10)
"We loved this property and how close it was to the marina. The deck was great, and we spent most of our time at this house outside enjoying the company of great friends. Would stay here again for sure!"
Walk to Dale Hollow Lake: Updated Cottage w/ Deck!

Lake Daze, Blue Cottage <1mile to Jamestown Marina with space to trailer boat.

9.4 out of 10, Exceptional, (28)
"2nd year here; good location, very nice house, convenient for our needs. Drive is steep and can be slick, less able-bodied people may struggle with stairs to front or log steps to back door, interior is great. "
The price is AED 734
AED 1,498 total
includes taxes & fees
18 Jun - 19 Jun
Lake Daze, Blue Cottage <1mile to Jamestown Marina with space to trailer boat.

Pet-Friendly Somerset Cottage Near Boat Ramps!

8.4 out of 10, Very Good, (6)
"Will be back in 2025. Gotta find an area to swim and bank fish. House was cute and fully loaded. All you need is clothes and food.Nice the firewood was there. Campground hostswere really mice "
Pet-Friendly Somerset Cottage Near Boat Ramps!

Dale Hollow Cottage w/ Covered Porch & Lake Views!

9.8 out of 10, Exceptional, (10)
"Beautiful property and the host thought of every detail a guest might need. Thank you for a wonderful stay!"
Dale Hollow Cottage w/ Covered Porch & Lake Views!

Cottage at Lake Cumberland; 6m walk to water at Clearwater public boat ramp

10.0 out of 10, Exceptional, (5)
"We had a lovely stay at Jo’s Cottage. We enjoyed grilling out and hanging out on the deck. The cottage was very clean and well appointed. The location was quiet and conveniently located, just a short walk to the boat ramp."
Cottage at Lake Cumberland; 6m walk to water at Clearwater public boat ramp

Cumberland Lake House - 2 miles from Jamestown Marina - Sleeps 11

Cumberland Lake House - 2 miles from Jamestown Marina - Sleeps 11

Somerset Cabin, Close to Lake Access!

3.0 star property
Somerset Cabin, Close to Lake Access!

Lake Cumberland Area Cabin - 4 Mi. to Lake!

3.0 star property
Lake Cumberland Area Cabin - 4 Mi. to Lake!

Family Home w/ Deck, 2 Mi to Lake Cumberland

3.0 star property
10.0 out of 10, Exceptional, (1)
"Much better than a hotel, they have everything that we need. It was comfortable and private. A home away from home."
Family Home w/ Deck, 2 Mi to Lake Cumberland

Newly remodeled, handicap accessible overlooking pool , play area

10.0 out of 10, Exceptional, (7)
"We just returned from a weekend stay. Property was just as described and location was perfect for our boating trip at Conley Bottom. Would stay here again!"
Newly remodeled, handicap accessible overlooking pool , play area

Monticello Home w/ Deck & Fire Pit < 1 Mi to Water

3.0 star property
10.0 out of 10, Exceptional, (1)
"It’s hard to travel with a pet and a family of 6, this was perfect for us and made our week very enjoyable and comfortable. The lake house is decorated very cute and the furniture is very nice. It is clean and inviting. The host communicated to ensure we were happy. Great experience. "
Monticello Home w/ Deck & Fire Pit < 1 Mi to Water

Quiet & Private Cabin ~ 5 Mi to Dale Hollow Lake!

3.0 star property
Quiet & Private Cabin ~ 5 Mi to Dale Hollow Lake!
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.
Save an average of 15% on thousands of hotels when you're signed in

Frequently asked questions

Why book your cottage in Jamestown with Expedia?
We think that a vacay should be a piece of cake, so if you’re chasing cottages in Jamestown at an affordable price, Expedia has got your back. Stick to the budget and opt for a wallet-friendly option far from the rush of the city, or splurge on a 5-star cottage to spoil your loved ones.
How can I find cheap cottages in Jamestown?
Expedia is here to help you locate cheap cottages in Jamestown. To book a superb stay in a matter of clicks, simply use our convenient filter tool to refine your search by star rating, amenities and budget.