Jamestown Cottages

Q: Why book your cottage in Jamestown with Expedia?

We think that a holiday 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.

Q: 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.

Q: What is there to do in Jamestown near my cottage?

The ultimate travel accessory is a well-thought-out travel plan. Lake Cumberland State Resort Park is a great place to start your sightseeing in Jamestown.

An aerial view of a coastal area with a lighthouse, a parking lot, and a rocky shoreline.

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Our top choices for Jamestown cottages

A two-story building with a balcony, a covered outdoor seating area, and a small dock.

1. Unique Hexagon Cottage Atop Marina · Boat Parking · 3 En Suite Baths · Pets okay

Jamestown

Joleen

HK$3,014 total

includes taxes & fees

28 Sept - 29 Sept

A covered porch with a blue exterior, a bright green door, and a seating area with a sofa and two side tables.

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

Jamestown

Emily W.

HK$3,217 total

includes taxes & fees

24 Sept - 25 Sept

A wooden deck with a table and chairs, surrounded by a wooden railing and a view of a forested area.

3. 4BR Lake Cumberland Cabin - Hot Tub, Fire Pit, Near Boat Ramps, Pet Friendly

Jamestown

Shavona M.

HK$3,545 total

includes taxes & fees

20 Oct - 21 Oct

A cabin surrounded by dense forest, with a gravel path leading to it.

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

Jamestown

Lena R.

HK$3,943 total

includes taxes & fees

24 Sept - 25 Sept

A single-story house with a covered porch, a small deck, and a front yard.

5. Cozy Lake Cumberland Retreat with hot tub, just above Jamestown Marina!

Jamestown

Amber R.

HK$3,917 total

includes taxes & fees

4 Oct - 5 Oct

A large, two-story house with a wrap-around porch, surrounded by lush green trees.

6. Restful Rustic Farmhouse on Lake Cumberland

Jamestown

Grant A.

HK$6,182 total

includes taxes & fees

28 Sept - 29 Sept

A stainless steel Cuisinart grill with four burners, a side burner, and a built-in oven, set against a wooden deck with a view of a leaf-covered park.

7. Peaceful Russell Springs Home w/ Fire Pit & Pond!

Russell Springs

HK$2,149 total

includes taxes & fees

24 Sept - 25 Sept

A white house with a red door, black shutters, and a snow-covered roof.

8. Large, Farmhouse Style Cottage near Lake Cumberland State Resort Park, Perfect for a Kentucky Summer Holiday

Columbia

HK$1,755 total

includes taxes & fees

12 Oct - 13 Oct

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Top Jamestown Hotel Reviews

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

10/10 Excellent

"We had the best getaway at this lake house! Everything was so clean and exactly like the description. We enjoyed setting on the deck and watching the boats go in and out of the marina."

Sunset Ridge·Sleeps 16·Panoramic Lake Cumberland Views·3 Decks·Jamestown Marina

8/10 Good

"House was spacious and had plenty of room for everyone. Unfortunately, the weather was too hot to enjoy the balcony and it had just stormed so the chairs were a little dirty, but the view was excellent. Great communication with the host. Easy to find and it was close to several restaurants and stores if you forgot amenities. Not overly detailed requirements to check out, which was appreciated."

Timber Pointe Resort

8/10 Good

"We only stayed here overnight for a new place to stay so we came in the evening and left in the morning. We didn't get to experience the amenities like swimming but the place was very pretty. One thing I didn't like was check inside the pub so when I got there it was pretty loud and hard to hear. The room was across from the pool so it was loud until quiet time and it seemed like everyone then relaxed. I would definitely stay here again but maybe get there earlier to check out the pool, fitness center, and game room. Free wifi and the ac worked really well, bed was a little hard for me but my husband liked it. Coffee in the room was Folgers so better than most"

Unique Hexagon Cottage Atop Marina · Boat Parking · 3 En Suite Baths · Pets okay

10/10 Excellent

"The cottage is in a really nice neighborhood and was very clean. Boat parking was excellent and lake access was only a few minutes away. We used the Lilly Creek boat launch area. During the middle of the week, we had the area almost to ourselves. A new restaurant in the area called Timber Pointe Tavern served excellent food with good size portions at a fair price. If you are looking to eat out, this is one place that I would recommend. The available grill was much appreciated for cooking several of our evening meals. We also greatly enjoyed the fire pit area. If you sent a text to the host asking questions, you got a response very quickly, usually within 30 minutes."

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