
Holiday rentals in Cumberland Island
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Top-rated holiday rentals in Cumberland Island
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Round Pond Lodging - Eagle's Nest
This cabin is just part of our business which is called Round Pond Lodging, where we offer deer and turkey hunts during the season. Another plus to our property is that we are just minutes away from the Shawnee National Forest, Ohio River, Harrah's Casino, and Paducah KY home of the AQS Quilt Show. Every property we have offers a view of the quiet, beautiful, scenery that we call home. Our place is good for couples, solo adventurers, business travelers, families (with kids), and big groups.
4.86 out of 5 average rating, 373 reviews
M&D’s Country Home
Travelers dream accommodations. Fully stocked updated three bedroom, 2.5 bath home, located 2.5 miles from exit 16 on I-24. (4 queen beds). 2 comfortable couches that could be used for kids to sleep on if more sleeping arrangements were needed. Plenty of extra pillows and blankets… Beautiful, and immaculately maintained. Driveway will accommodate multiple cars. Located between Paducah and the lakes. 12 miles to the sports park. 15 minutes to the mall, or to Kentucky and Barkley lakes.
4.97 out of 5 average rating, 130 reviews
Midtown Cottage, Queen Bed, Pet Friendly
Enjoy a convenient location, in this adorable 1920’s cottage. Located in “midtown” this home is close to dining, downtown and the mall area. Quiet location, with carport for parking and additional street parking. Pet friendly neighborhood, with dog park right down the street. Fully stocked kitchen, spacious living area, indoor dining area, walk in tile shower, queen size bed in bedroom and queen size sofa sleeper. Office space and high speed wifi. Outside porch for warm weather days.
4.91 out of 5 average rating, 139 reviews
Cozy Hideaway King Bed & FirePit
Cute Cabin on 30 acres with a Pond, Fire Pit and a covered porch with beautiful view. Located 1 mile from the I-24 and minutes from town. The cabin consists of one bedroom with King Size Bed, Bathroom, Kitchenette (Countertop Double Burner & Ninja Oven/Toaster), Living Room and washer & dryer. Sectional couch with recliners. Comfortable Air Mattress for Living Room if you need to sleep 4 guests. Flat Screen TV's in the Living Room & Bedroom. Pet Mini Cows Dozer & Daisy & owners live on site.
4.99 out of 5 average rating, 163 reviews
Hot Tub+Firepit+Corn Hole+BBQ+Game Room+Spa Bath
The Captain’s Place is perfect for a comfortable stay, enjoying downtown, or have a small group escape. This delightful 3 bedroom 2.5 bath home is perfectly situated in the heart of Grand Rivers. - Conveniently located between Lake Barkley and KY Lake - 5 min drive to Land Between the Lakes - Walking distance to shops, bars & restaurants - Private fenced in backyard with hot tub, firepit, grill, & corn hole Enjoy the perfect mix of comfort, style, and fun in this Grand Rivers gem!
4.98 out of 5 average rating, 162 reviews
Private Stay Just Minutes From Kentucky Lake
3 miles from I-24! Nice, clean, pet friendly, place to stay that is 10 minutes from Patti's 1880's Settlement, several marinas including Green Turtle Bay & Lighthouse Landing as well as both KY Dam & Barkley Dam, & 25 minutes from Paducah KY. Land Between the Lakes is a short 15 minute drive. Fisherman & hunters are welcome, plenty of parking & space to turn around to accommodate boat trailers. Located 3 miles from I-24 Exit 31. Large dog run in the back yard! Starlink - fast WiFi!
4.91 out of 5 average rating, 353 reviews
2 BR Home: Small Town Just Minutes from Paducah
Newly renovated two bedroom home located in a little sleepy old river town that is a quick 15 minute drive to Paducah. This home provides all amenities in this quiet little town. The home is situated right across from the old historic court house in the county seat of Livingston County. While here, take a scenic walk to the River; at the confluence of Cumberland and Ohio Rivers. Beautiful, friendly little town. Minutes from Grand Rivers, Land Between the Lakes, or Paducah!
4.89 out of 5 average rating, 133 reviews
Cozy studio in The Foxbriar - Downtown
Home of the former Foxbriar Inn, this condo is located inside a beautiful historic building. This space is great for your weekend away or a longer term stay. Exposed brick and high ceilings make it a charming and cozy experience. Enjoy the perks of walking to lots of great restaurants, specialty shopping and boutiques. We are just seconds from a beautiful stroll along the River. Bakery and coffee shop underneath. Enjoy brunch on the weekends or a sweet treat anytime in the week.
4.96 out of 5 average rating, 729 reviews
Stylish Condo on Broadway
Experience the beauty of downtown Paducah at our stunning historic condo. Curated by local interior designer, this space boasts stylish design elements combined with modern amenities to create a truly unique stay. You'll love the large windows, soaring ceilings, and original hardwood floors. You'll also have 24 hour access to a state-of-the-art gym. With its prime location overlooking Broadway, you'll be just steps away from top dining, shopping, and entertainment options.
4.94 out of 5 average rating, 316 reviews
Seclusion with the Lake a step away....
It is one bedroom apartment in the basement of our home, with no cleaning fee because we want you to treat it as you would your home. There is a separate entrance and access to 26 acres of hills and trees. We have two horses on the property and feed from anywhere 3 to 15 deer each evening. We are 4.2 miles from I-24 and 7 miles from Kentucky lake, Patti's, Turtle Bay and the marina. Full kitchen available and beautiful sunsets. It is beautiful, words cannot do it justice.
4.98 out of 5 average rating, 986 reviews
Miss Patti's Place
Nestled in the heart of Grand Rivers is the actual home of Patti and Bill Tullar, founders of Patti's 1880's Settlement. The elegance of Miss Patti's incomparable taste makes this unique and eclectic home with period furniture and a stunningly unique black-and-white tiled flooring only steps away from Patti's Settlement Inside. Outside sip your morning coffee on the expansive outdoor patio. Peaceful mornings and fun-field afternoons await you in this unique experience
4.96 out of 5 average rating, 100 reviews
Luxury 2 BR 2 Bath Downtown Double Condo
This luxury 2 bed 2 bath 1900 square foot double condo is centrally located in downtown Paducah across the street from Maiden Alley, the Carson Center, and the Market House Theater. Built in 1870, “The Parlour” is a historic property that has been renovated with modern touches while preserving yesterday’s charm. Guests can walk to many local attractions and Paducah’s best bars, shops, and restaurants.
5.0 out of 5 average rating, 270 reviewsPopular amenities for Cumberland Island holiday rentals
Other great holiday rentals in Cumberland Island

Riverview! Downtown Paducah! Historic FoxBriar!
4.99 out of 5 average rating, 228 reviews
Country Cottage
5.0 out of 5 average rating, 28 reviews
Lakehouse on Kentucky Lake- Dock, firepit, kayaks.
4.95 out of 5 average rating, 42 reviews
Hot Tub + Pet Friendly / Perfect for travel ball
4.91 out of 5 average rating, 95 reviews
The Depot on Jefferson
4.98 out of 5 average rating, 95 reviews
The Shawnee Farm House
4.96 out of 5 average rating, 51 reviews
Life Getaway Bungalow
5.0 out of 5 average rating, 14 reviews
Cozy Log Cabin Retreat
4.92 out of 5 average rating, 66 reviewsDestinations to explore
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