Holiday houses in Cumberland Island

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Top-rated holiday rentals in Cumberland Island

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

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Top Guest favourite
Condo in Paducah
4.98 out of 5 average rating, 103 reviews

Historic Downtown Condo w/River View-Walkable

Stay in the heart of downtown Paducah featuring a relaxing river view, located just off Maiden Alley in the historic Foxbriar Inn. Perfectly situated within walking distance to some of Paducah’s top attractions: 🎭 The Carson Center 🎬 Market House Theatre 🧵 National Quilt Museum 🎨 Lowertown Arts District 🍽️ Local restaurants and bars 🌊 Riverfront walking trail Whether you're visiting for art, entertainment, or a weekend getaway, you’ll love the convenience of a walkable downtown location.

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Guest favourite
A stylish living area is illuminated by vibrant neon lights, highlighting the 'BARFLY'S' sign. A plush sofa, accentuated by a decorative throw, faces a modern fireplace. The space features sleek seating arrangements and an elegant dining area, all under a warm, colorful ambiance.
Townhouse in Paducah
4.97 out of 5 average rating, 208 reviews

The Dim Light—Third Street

Built in 1865, The Dim Light is located in Downtown Paducah’s Historic District. Located within walking distance to Paducah’s best restaurants, bars, shops and convention center. The Dim Light offers the most luxurious accommodations in Paducah. Featuring one of Paducah’s only roof-top decks, it’s the perfect place to kick back and enjoy playing games with the family or watching movies on the outdoor rooftop theatre. Convenient to Garden of the God’s Recreation area, which is great for hiking!

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Guest favourite
A rustic cabin features a generous porch shaded by surrounding trees. The ground is covered with a vibrant layer of fallen leaves, showcasing autumn colors. The cabin's wooden exterior blends harmoniously with the natural setting.
Cabin in Brookport
4.86 out of 5 average rating, 370 reviews

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.

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Top Guest favourite
The entryway of the cabin is illuminated at night, featuring a stone facade and a welcoming front door adorned with a wreath. A grill is situated beside the door, and soft landscaping is visible on the side.
Cabin in Paducah
4.99 out of 5 average rating, 159 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.

LocationFamilyHiking

Guest favourite
Home in Paducah
4.9 out of 5 average rating, 121 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.

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Guest favourite
A covered porch area features two chairs with floral cushions, providing a comfortable seating option. The porch is surrounded by wooden railings, and a hanging planter adds a touch of greenery. A view of the grassy field and trees can be seen in the background.
Home in Grand Rivers
4.91 out of 5 average rating, 348 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!

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Superhost
A modern kitchen features a spacious island with four metal stools positioned around it. The cabinetry is light, complemented by stainless steel appliances and a wooden countertop. Large windows with sheer curtains allow natural light to fill the space, enhancing the welcoming atmosphere.
Home in Smithland
4.89 out of 5 average rating, 126 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!

LocationFamilyPets

Top Guest favourite
A living area features exposed brick walls and large windows allowing natural light. A comfortable blue couch and a smaller chair are arranged around a wooden coffee table, which is adorned with decorative items. A ceiling fan and shelving add functional touches to the cozy space.
Condo in Paducah
4.96 out of 5 average rating, 719 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.

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Top Guest favourite
A well-appointed bedroom features a queen-sized bed with floral bedding, complemented by a bedside table and lamp. A dark wooden dresser is positioned against one wall. Natural light enters through a window with light curtains, adding warmth to the room's neutral tones.
Apartment in Paducah
4.99 out of 5 average rating, 366 reviews

Great 2 bedroom duplex in the heart of Paducah

Located in mid town, Paducah, this 2 bedroom duplex is centrally located to everything that Paducah has to offer! 2 bedrooms with queen sized beds, large eat-in kitchen and a washer and dryer. Stay for a weekend or stay for a week. Close to Baptist Hospital, the mall, and downtown Paducah. Fully equipped kitchen with a full sized refrigerator as well as coffee, tea, snacks and an assortment of soft drinks are available. Close to I-24 so you can pop in and out quickly!

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Top Guest favourite
Farm stay in Princeton
5 out of 5 average rating, 120 reviews

LUX Secret House & RED ROOM

IF THIS LISTING IS BOOKED… find our Lux Secret Room #2 Grooms Suite! Luxury Guest House & Historical Gypsy horse farm and wedding venue with an adult theme room just a short drive from Nashville TN. Kentucky's finest example of a working horse farm woven into a magically designed wedding venue. Our herd of Gypsy horses is sure to capture your heart!!! Just 4 miles from I-24 and close to dining and fun Patti’s 1880 Settlement! Perfect couple getaway for adults.

LocationFamilyAccuracy

Top Guest favourite
A view from the balcony captures the surrounding area, including a green lawn and parked cars. The prominent Carson Center building is visible in the background, framed by clear blue skies and a few scattered clouds.
Apartment in Paducah
4.89 out of 5 average rating, 711 reviews

Market House Theatre Studio B

Studio apartment in the heart of downtown Paducah. Enjoy relaxing on the balcony that overlooks the Ohio River, Carson Center, and Kentucky Avenue. Includes full bathroom and kitchen with appliances and cookware. One of the best things about staying at our apartments is all income goes directly to Market House Theatre, a not for profit, awarding winning theatre that strives for arts education in the area. For more information, visit markethousetheatre.org

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Top Guest favourite
Condo in Paducah
5 out of 5 average rating, 263 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.

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Popular amenities for Cumberland Island holiday rentals