Best Vacation Homes in Cumberland County
New
Cabin
9.8(10 Reviews)
3 Bedrooms
2 Baths
7 Guests
1400 ft²
Parking
Balcony/Terrace
Kitchen
Air Conditioner
£304/Night
7 Nights - £2,130
House
10.0(3 Reviews)
2 Bedrooms
3 Baths
9 Guests
1905.21 ft²
- Parking
Internet
Child Friendly
Sports/Activities
£236/Night
7 Nights - £1,650
Bed & Breakfast
10.0(33 Reviews)
1 Bedroom
1 Bath
Breakfast- Parking
- Balcony/Terrace
- Kitchen
£112/Night
7 Nights - £783
Cabin
10.0(332 Reviews)
3 Bedrooms
2 Baths
6 Guests
1200 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
£137/Night
7 Nights - £958
House
10.0(3 Reviews)
2 Bedrooms
2 Baths
8 Guests
1937.5 ft²
- Parking
- Balcony/Terrace
- Internet
- Child Friendly
£192/Night
7 Nights - £1,344
House
10.0(94 Reviews)
2 Bedrooms
1 Bath
6 Guests
1350 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
£224/Night
7 Nights - £1,570
Cabin
10.0(48 Reviews)
4 Bedrooms
2 Baths
9 Guests
Hot Tub- Parking
- Balcony/Terrace
- Kitchen
£215/Night
7 Nights - £1,503
House
10.0(39 Reviews)
4 Bedrooms
2 Baths
14 Guests
1800 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
£277/Night
7 Nights - £1,939
Cumberland County Luxury Rentals
Cabin
10.0(29 Reviews)
4 Bedrooms
3 Baths
12 Guests
1750 ft²
- Parking
Ocean View- Balcony/Terrace
View
£708/Night
7 Nights - £4,955
House
9.8(25 Reviews)
5 Bedrooms
3 Baths
18 Guests
- Hot Tub
- Parking
- Ocean View
- Balcony/Terrace
£685/Night
7 Nights - £4,797
House
9.8(68 Reviews)
5 Bedrooms
3 Baths
18 Guests
3300 ft²
- Ocean View
- Balcony/Terrace
- View
- Kitchen
£502/Night
7 Nights - £3,513
House
10.0(15 Reviews)
4 Bedrooms
3 Baths
25 Guests
- Hot Tub
- Parking
- Balcony/Terrace
- Kitchen
£421/Night
7 Nights - £2,947
Cabin
9.8(9 Reviews)
2 Bedrooms
2 Baths
12 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
£376/Night
7 Nights - £2,628
New
House
4 Bedrooms
3 Baths
12 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
£352/Night
7 Nights - £2,462
House
10.0(4 Reviews)
3 Bedrooms
3 Baths
12 Guests
1792 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
£339/Night
7 Nights - £2,373
House
4 Bedrooms
3 Baths
8 Guests
4499.31 ft²
Oceanfront- Parking
Pool
Spa
£334/Night
7 Nights - £2,338
Cumberland County Pet Friendly Vacation Rentals
House
10.0(34 Reviews)
2 Bedrooms
3 Baths
16 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
£315/Night
7 Nights - £2,203
Apartment
9.0(4 Reviews)
2 Bedrooms
2 Baths
4 Guests
1001.04 ft²
- Parking
- Pool
- Internet
Pet Friendly
£160/Night
7 Nights - £1,118
Cottage
10.0(3 Reviews)
3 Bedrooms
1 Bath
4 Guests
389 ft²
- Parking
- Ocean View
- Balcony/Terrace
- View
£141/Night
7 Nights - £987
Cabin
6.9(83 Reviews)
38 Bedrooms
3 Baths
8 Guests
322.92 ft²
- Parking
- Pool
- Balcony/Terrace
- Air Conditioner
£59/Night
7 Nights - £416
Cabin
9.8(102 Reviews)
3 Bedrooms
3 Baths
8 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
£225/Night
7 Nights - £1,572
House
9.8(86 Reviews)
4 Bedrooms
2 Baths
14 Guests
1920 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
£213/Night
7 Nights - £1,492
Cabin
9.6(43 Reviews)
3 Bedrooms
2 Baths
8 Guests
1200 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
£228/Night
7 Nights - £1,598
New
House
3 Bedrooms
3 Baths
6 Guests
2500 ft²
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Internet
£109/Night
7 Nights - £760
Cumberland County Large Vacation Homes
House
10.0(3 Reviews)
4 Bedrooms
2 Baths
10 Guests
- Parking
- Ocean View
- Balcony/Terrace
- View
£241/Night
7 Nights - £1,686
House
3 Bedrooms
3 Baths
12 Guests
1797.57 ft²
- Parking
- Internet
- Child Friendly
- Sports/Activities
£267/Night
7 Nights - £1,872
House
10.0(58 Reviews)
5 Bedrooms
3 Baths
14 Guests
2300 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
£163/Night
7 Nights - £1,144
House
3 Bedrooms
3 Baths
13 Guests
3498.27 ft²
- Parking
- Internet
- Child Friendly
- Sports/Activities
£237/Night
7 Nights - £1,662
Cabin
10.0(14 Reviews)
4 Bedrooms
4 Baths
22 Guests
3390 ft²
- Hot Tub
- Parking
- Pool
- Spa
£370/Night
7 Nights - £2,592
House
10.0(7 Reviews)
4 Bedrooms
2 Baths
10 Guests
- Hot Tub
- Parking
- Kitchen
- Air Conditioner
£176/Night
7 Nights - £1,234
House
10.0(1 Review)
3 Bedrooms
3 Baths
13 Guests
3500 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
£201/Night
7 Nights - £1,405
House
9.6(20 Reviews)
5 Bedrooms
2 Baths
8 Guests
2500 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
£151/Night
7 Nights - £1,058
Why Choose Rent By Owner for your Cumberland County Vacation Rental Homes?
What makes our Vacation Rentals special?
Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.
Best Times to Visit Cumberland County
When should you plan your Vacation Rentals stay?
Choosing the optimal time to visit here ensures you can fully enjoy the natural beauty and outdoor activities that this destination has to offer during your stay in Cumberland County, Kentucky.
Peak Season Highlights
Spring (March to May)
During this time, you can enjoy mild temperatures and vibrant natural scenery, making it an ideal period to explore the region's outdoor spaces and local attractions. The pleasant weather encourages longer stays at your vacation rentals in Cumberland County.
Average Temperature Daytime: 65°F to 75°F - Nighttime: 45°F to 55°F
Fall (September to November)
The crisp air and colorful foliage attract visitors seeking a picturesque retreat. This season offers comfortable daytime temperatures perfect for outdoor activities while maintaining cozy evenings at your preferred vacation rental near here.
Average Temperature Daytime: 60°F to 70°F - Nighttime: 40°F to 50°F
Off-Season Highlights
Winter (December to February)
You’ll find fewer crowds and more tranquil surroundings in winter, which can be ideal for quiet getaways and exploring the region’s peaceful landscapes. Expect cooler temperatures but still enjoy the comfort of your well-appointed vacation rentals during this quieter period.
Average Temperature Daytime: 35°F to 45°F - Nighttime: 20°F to 30°F
Summer (June to August)
While summer brings warmer weather and longer days, it’s often less busy for those looking to avoid peak tourist flows. Your stay at a vacation rental here can be especially relaxing as you unwind amid the region’s warmest months.
Average Temperature Daytime: 80°F to 90°F - Nighttime: 60°F to 70°F
Weekly Weather Forecast for Cumberland County
How to Book Your Cumberland County Vacation Rental Home
What's our booking process?
Our platform allows you to browse a curated selection of vacation rentals. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.
Booking Steps
01
Search Properties
Use our filters to find the right property that fits your needs.
02
Select a Rental
Click on your preferred listing to view details, amenities, and pricing.
03
Book Online
Follow the link to finalize your reservation directly on the partner’s website.
Explore and book the perfect rental in Cumberland County
Common Vacation Rentals Amenities
What amenities can you expect?
Our Vacation Rentals are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:
Indoor Features
- Fully-equipped kitchens with modern appliances
- Comfortable living areas with flat-screen TVs
- Free Wi-Fi for staying connected
- Air conditioning and heating for year-round comfort
- In-unit washers and dryers for convenience
- Luxurious bedrooms with premium bedding
- Spa-like bathrooms with soaking tubs or walk-in showers
Outdoor Amenities
- Enjoy spacious outdoor areas with a private yard or garden for relaxing or entertaining.
- Take advantage of a barbecue grill to prepare outdoor meals and enjoy the local scenery.
- Make the most of a screened porch or patio, ideal for dining outdoors while soaking in the fresh air.
- Access nearby fishing spots or boat docks if water activities are part of your vacation plans.
- Benefit from outdoor fire pits perfect for evening gatherings under the stars.
- Utilize ample parking space for boats, trailers, or other recreational vehicles common in this region.
- Explore scenic walking or hiking trails accessible directly from your rental property, immersing yourself in the area's natural beauty.
Top Attractions Around Cumberland County
What attractions are nearby?
In this area, you can enjoy a variety of outdoor activities such as fishing, boating, and hiking, making it a perfect destination for nature enthusiasts exploring Cumberland County, Kentucky.
Family Activities
- Cumberland Falls State Resort Park: Experience the stunning natural beauty and family-friendly activities at this scenic park, ideal for exploring waterfalls and taking part in outdoor adventures.
- Boat Tours on Lake Cumberland: Enjoy a relaxing boat tour together on the region's renowned lake, providing opportunities for sightseeing and wildlife watching in a tranquil setting.
- Hiking Trails in the Area: Discover accessible hiking paths suited for all ages, offering picturesque views and a chance for your family to connect with nature just outside your rental accommodation.
- Local Wildlife Watching: Spend time spotting local fauna and bird species in the area's protected habitats, providing both educational and engaging experiences for children and adults alike.
Adult Activities
- Hiking and Nature Exploration: Discover scenic trails and natural beauty in the area’s parks, perfect for outdoor enthusiasts seeking a peaceful escape.
- Wildlife Viewing: Encounter diverse wildlife species in their natural habitat by visiting protected areas and nature reserves here.
- Historical Tours and Museums: Immerse yourself in the region's rich history through local museums and heritage sites that tell the story of this destination’s past.
Other Places to Stay in Cumberland County, KY
Waterview
Burkesville
Rainbow Guide Service
Frogue
Dale Hollow Lake State Resort Park Golf Course
Marrowbone
Cumberland County Travel Tips
How Can You Make the Most of Your Stay?
- Plan Ahead for Local Events: Check the regional calendar to align your stay with local festivals or gatherings that showcase Cumberland County’s unique culture.
- Explore Natural Beauty: Make the most of your visit by discovering outdoor activities around the area, such as hiking or fishing, to enjoy the scenic landscapes.
- Utilize Local Resources: Use nearby visitor centers and guides to uncover hidden gems and authentic experiences beyond typical tourist spots.
- Select a Well-Located Accommodation: Choose a vacation rental strategically situated to give you easy access to both the natural attractions and the charming towns in this region.
Transportation Options
- Local Bus Services: In the area, local bus services provide convenient transportation options for exploring Cumberland County without the need for a car.
- Rental Car Agencies: Several rental car agencies are available nearby, allowing you to explore this destination at your own pace with ease and flexibility.
- Taxi and Rideshare Services: Taxi companies and rideshare options offer quick and reliable transportation for getting around here comfortably.
- Private Shuttle Services: Private shuttle services operate in the region, making it simple to travel between accommodations and popular spots within Cumberland County.
Local Customs Options
- Southern Hospitality: Visitors often notice the warm, friendly greeting that reflects the welcoming spirit of this destination’s local community.
- Heritage Festivals: Participating in traditional celebrations here offers a glimpse into the area's rich history and cultural pride.
- Local Cuisine Etiquette: When dining in the region, it's customary to share dishes family-style and enjoy hearty homemade comfort foods.
- Community Gatherings: Engaging in neighborhood events or church socials provides an authentic experience of local customs and camaraderie.
Frequently Asked Questions About Cumberland County?
1. What are the top vacation rentals in Cumberland County?
There are a lot of options in Cumberland County. If you plan on staying in the Cumberland County area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Cumberland County:
- Cumberland River Cabin Rental
- Boating Mecca: Near Dale Hollow Lake & Golf!
- Sugar Bear Cabin 5 mins from State Park! Fishing, w/boat parking, golf & more!
- Lake Star Country Acres, Dale Hollow Sulphur Creek Marina
- House near Dale Hollow Lake/State Park
- The Concetta De Bed & Breakfast
- King Suite Haven Near Dale Hollow Lake & Boat Slip
- Natty by Nature – Secluded Dale Hollow Lake Cabin surrounded by Woods & Water
- Pretty Cabin right next to Dale Hollow State Park Entrance! With Boat Parking.
- Dale Hollow Cottage w/Covered Porch & Lake Views!
2. Which vacation homes in Cumberland County are best for families?
If you are looking for a family-friendly vacation home in Cumberland County, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Cumberland County:
3. How many Rentbyowner vacation rentals are available in Cumberland County?
Currently, the total number of properties listed by Rent By Owner in 2026 is over 75 in the Cumberland County area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Cumberland County.
4. What is the cancellation policy for vacation rentals in Cumberland County, Kentucky?
Cancellation policies vary by property and owner, so it's important to review the specific listing details. You can find this information on the rental's page or contact the owner directly for clarification.
5. Are there any additional fees I should be aware of when booking a vacation rental in this area?
Additional fees such as cleaning, security deposits, or service charges may apply. These details are usually outlined in the listing, so be sure to read the descriptions carefully or reach out to the property owner.
6. How do I confirm my reservation and what are the check-in procedures?
Once you complete your booking through the listing, confirmation is provided via email. Check-in instructions, including key pickup or access codes, are typically given closer to your arrival date by the host.
7. Is it possible to find pet-friendly vacation rentals in Cumberland County, Kentucky?
Many listings specify whether they accept pets. If pet accommodations are important to you, use the filter options or contact the owner directly to ensure their property meets your needs.
8. What amenities are commonly available in vacation rentals here?
Most properties offer essential amenities like Wi-Fi, fully equipped kitchens, and parking. For specific features such as outdoor spaces or special facilities, refer to individual listings and communicate with the owner if needed.
Cumberland County Top Rated Vacation Rentals
Hotel
9.0(375 Reviews)
1 Bath
- Breakfast
- Parking
- Pool
- Balcony/Terrace
£107/Night
7 Nights - £746
£66/Night
7 Nights - £459
Cabin
8.8(22 Reviews)
4 Bedrooms
1 Bath
10 Guests
- Parking
- Pool
- Balcony/Terrace
- Kitchen
£206/Night
7 Nights - £1,445
Apartment
2 Bedrooms
1 Bath
6 Guests
1100 ft²
- Pool
- Spa
- Balcony/Terrace
- Kitchen
£144/Night
7 Nights - £1,010
