Photo by T. R. Filbin

Wellington holiday homes

We found 615 holiday rentals — enter your dates for availability
Discover a selection of 29 cabins and other holiday rentals in Wellington that are perfect for your trip. Holiday homes provide the best amenities for your stay with friends, family or just your pet, such as a garden and pool. No matter what you're looking for, you'll find a property to rent to meet everyone's needs, including a place that's non-smoking or offers accessibility.

Holiday rentals with weekly discounts – Wellington

Showing deals for:30 Oct - 6 Nov

  • Peace of mind

    Our Book with Confidence guarantee gives you 24/7 support
  • More quality time

    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more
  • More for less

    More space, more privacy, more amenities — more value

Why visit Wellington

  • Breathtaking Natural Landscapes: Wellington boasts stunning scenery with the picturesque canyonGorge and the expansive nationalStatePark, perfect for nature lovers.
  • Outdoor Adventures: The area offers a variety of thrilling outdoor activities, catering to adventure seekers and families alike.
  • Relaxed Atmosphere: Experience a friendly, welcoming community, ideal for leisurely strolls and unwinding in serene spots.
  • Scenic Outdoor Spaces: Enjoy miles of beautiful trails and secluded areas perfect for picnics or resting in a hammock.
  • Inviting Neighbourhoods: Explore charming local neighbourhoods that enhance your visit with unique character and community spirit.

Top attractions in and around Wellington

Wellington, Kentucky, offers an exciting blend of outdoor adventures and stunning scenery for visitors. Nature enthusiasts can explore the breathtaking canyonGorge and immerse themselves in the beauty of the nationalStatePark and reservePreserve. These attractions cater to those seeking thrilling experiences in a picturesque setting, making Wellington an ideal destination for adventure seekers and nature lovers alike.

  • Natural Bridge State Park: This stunning park features unique rock formations and offers thrilling hiking trails with breathtaking views, perfect for adventure seekers keen to explore the great outdoors.
  • Cave Run Lake: Nestled amidst scenic beauty, this tranquil lake provides a romantic setting with its sandy beaches, ideal for swimming, picnicking, or simply soaking up the sun.
  • Red River Gorge: Known for its dramatic cliffs and picturesque landscapes, this gorge is a paradise for outdoor enthusiasts, offering rock climbing and hiking opportunities amidst stunning natural scenery.

Things to do recommended for couples

Discover Wellington's charm with a romantic stroll through its picturesque streets, visit local vineyards, and enjoy serene riverside picnics. Experience intimate moments and create lasting memories in this quaint town, perfect for a couple's retreat.

Things to do recommended for families

Experience Wellington's enchanting family adventures, with nature walks and local heritage sites perfect for kids, offering a charming glimpse into rural American life.

Things to do recommended for groups

Explore the scenic beauty of Wellington with a group hike at the nearby Daniel Boone National Forest, or enjoy a fun-filled day of fishing and kayaking on Lake Cumberland, perfect for bonding over nature and adventure.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

What do I need to keep in mind when booking a vacation in Wellington

Whether you're journeying with a group, with your family, bringing along your pets, or seeking extended stays, be sure to set the appropriate filters. Here are some Vrbo booking suggestions for you.

  • Traveling to Wellington with a group: Consider how many bedrooms you require, along with amenities like a fully-equipped kitchen or outdoor space for a group get-together. Luckily, you can filter for all these options, and more, on Vrbo.
  • Traveling to Wellington with young kids: Traveling with little ones can present its own set of challenges. It’s important to prioritise their comfort and safety, ensuring that age-appropriate facilities, like a private swimming pool, are available. Additionally, it’s wise to consider how close you are to attractions that cater to families.
  • Taking your pets with you to Wellington: For many, a family holiday wouldn’t be the same without their furry companion. If this resonates with you, take a look at Vrbo properties that welcome pets. Most pet-friendly accommodations offer feeding bowls and beds, ensuring that everyone feels at home.
  • Planning for a long term stay visiting Wellington: If you're searching for holiday rentals with special offers for stays of a month or more, you've come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don't forget to include options like a parking space, a well-equipped kitchen, or even a private pool in your search.

Where to stay near Wellington

Explore Wellington, Kentucky for a family getaway where miles of scenic outdoor spaces invite leisurely wanderings. Enjoy a relaxed atmosphere among friendly locals, with secluded spots perfect for resting in a hammock or refreshing outdoor shower experiences. This charming town offers inspiring natural landscapes and inviting neighbourhoods that make every moment memorable for adventure seekers and families alike.

  • Slade: Located 21km away from Wellington, Slade is a destination that invites adventurers to immerse themselves in the great outdoors. The area is known for its stunning scenery, making it a perfect retreat for nature lovers. Visitors can explore a variety of recreational areas, set up camp under the stars, or tackle the local hiking trails that wind through breathtaking landscapes. Key attractions include the nearby national state park, renowned for its dramatic canyons and spectacular gorge, offering an exhilarating backdrop for hiking and photography.
  • Pine Ridge: Just 19km from Wellington, Pine Ridge is another scenic gem that draws outdoor enthusiasts seeking adventure. The city is enveloped by beautiful natural surroundings, with ample opportunities for hiking and camping in local recreational areas. The area is particularly famous for its picturesque canyon gorge and the national state park, which provide a stunning setting for exploration and relaxation. Whether you're hiking along scenic trails or simply enjoying the area's tranquil beauty, Pine Ridge is an ideal spot for a refreshing getaway.
  • Rogers: Situated 23km from Wellington, Rogers is a charming city that shares the same allure for those in search of outdoor escapades. The community is surrounded by stunning landscapes that are perfect for hiking, camping, and enjoying the fresh air. With access to recreational areas and trails, visitors can embark on thrilling adventures amidst nature's beauty. The proximity to the national state park and its spectacular canyons and gorges enhances the experience, making Rogers a must-visit for anyone looking to connect with the great outdoors.

Best time to go to Wellington

If you're planning a trip to Wellington, it's a good idea to check both the weather and property rates. The warmest month is July.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January33.4°F (0.8°C)Light RainMostly Cloudy
February37.4°F (3.0°C)Light RainMostly Cloudy
March45.9°F (7.7°C)Light RainMostly Cloudy
April55.4°F (13.0°C)Light RainMostly Sunny
May64.8°F (18.2°C)Light RainMostly Sunny
June72.3°F (22.4°C)Light RainMostly Sunny
July75.6°F (24.2°C)Light RainMostly Sunny
August74.1°F (23.4°C)Light RainMostly Sunny
September68.4°F (20.2°C)Light RainMostly Sunny
October57.4°F (14.1°C)Light RainMostly Sunny
November45.7°F (7.6°C)Light RainMostly Sunny
December39.0°F (3.9°C)Light RainMostly Cloudy

Booking with Vrbo is a breeze

Looking to cut costs on your next adventure? Being flexible with your travel dates can really make a difference, as prices can fluctuate. You might also enjoy great savings by booking a longer stay. To help you find a Vrbo property that suits your budget, simply use our filters to sort by price, location, and type of holiday rental.

Vrbo Trips: Planning as easy as it gets

Vrbo’s Trip Board offers a handy space where you can create new trips, resume your planning, or review and organise your travel arrangements. You’ll see properties you’ve saved or booked sorted under Potential, Upcoming, or Current Trips. To begin using Trip Boards, head over to: https://www.bookabach.co.nz/trips.

**Based on Vrbo properties bookings.

Choose a holiday rental for your Wellington getaway

Learn about the unique charm of Wellington with a stay in a holiday home rental. This city has something for everyone. If you're looking for accommodation options with space to entertain friends and family, HomeAway has plenty of options to choose from. Many rental homes offer full kitchens and laundry facilities, perfect for big groups.

Activities and attractions in and around Wellington

Are you searching for top things to see and do during your stay? Although it can be tempting to stay in your comfortable holiday rental, you'll want to check out everything that makes Wellington a fun place to get away to. Here are some of the major attractions to see, all within 30 miles (48.2 km) of the city centre:

  • Pleasant Valley Country Club (11.6 mi / 18.7 km)
  • Kentucky Reptile Zoo (13.4 mi / 21.5 km)
  • West Liberty River Park (13.7 mi / 22.1 km)

Exploring the natural landscape of Wellington

Whether you're an active traveller or just want to take in the scenery, you'll be sure to find the perfect setting for your holiday in Wellington. Here are some of the area’s most stunning features, all within 30 miles (48.2 km) of the city centre:

  • Red River Gorge (7 mi / 11.2 km)
  • Red River Gorge Geological Area (9.7 mi / 15.7 km)
  • Cave Run Lake (10.5 mi / 16.9 km)
  • Osborne Bend Trail (13.1 mi / 21.1 km)
  • Fat Man's Misery (13.3 mi / 21.4 km)
  • West Liberty River Park (13.7 mi / 22.1 km)

Frequently asked questions

What is the most popular type of holiday home accommodation in Wellington?
The most in-demand types of holiday homes in Wellington are cabins. After something a little different? Bookabach has a variety of options to match the needs of our guests, so you'll see holiday homes in loads of shapes and sizes. The ideal fit is waiting for you — grab yours today.
How much does it cost to rent a holiday home in Wellington?
Property type, length of stay and time of year are some things that can influence the price of a holiday home. Simply enter your dates of travel to find your ideal fit. From cosy chalets to expansive luxury villas, all Bookabach holiday homes offer terrific value.
How much does it cost to rent a beach house in Wellington?
Prices for beach houses in Wellington can differ depending on the style and size of the property and when you plan to travel. All you need to do is enter your travel dates into Bookabach and how many guests to see your options and prices. From there you can use our filters to tailor your search by amenities, nearby activities, ratings and more.
Are there pet-friendly holiday homes in Wellington?
Pack a squeezy toy and a bone for the pooch in your life because Wellington has 17 stays that open their doors to pets. Let your four-legged pal have fun with the family at one of our pet-friendly holiday homes on Bookabach. Simply enter your destination and travel dates, then check our "Pets allowed" filter box.
Can I rent a house with a pool in Wellington?
Tick the "pool" box in our filter tool and choose from two houses with private pools in Wellington on Bookabach. Lazy soak or races and ball games? Leisure time is your call when your Bookabach holiday home has its own swimming pool.
What are popular home amenities in Wellington?
Some of the most popular home amenities guests are looking for in Wellington include a water view, a sauna and a garden. Whether you're on a trip with your besties, family or even pets, Bookabach holiday homes include the best amenities for hanging out with the people that matter most.
Are there large group holiday homes in Wellington?
Yes, you'll find seven properties in Wellington that can accommodate a group of five or more people. From family trips to special occasions, these stays have enough room to gather with your favourite people.
Are there holiday homes in Wellington that welcome kids?
Gather your whole family for the adventure of a lifetime in Wellington at one of our 17 family-friendly holiday properties. A lot of these stays feature conveniences that are perfect for getaways with youngsters, like laundries, bunk beds and patios. Simply check the "Properties good for families" filter and pick your favourite option.
Are there one-bedroom holiday homes in Wellington?
Take your pick from three one-bedroom homes in Wellington. Whether you'd prefer a cosy cottage or a fancy condo, Bookabach's one-bedroom properties are ideal if you don't need lots of space. One of the best things about having your own digs? You won't need to share your holiday with strangers.
Can I find two-bedroom holiday homes in Wellington?
Take your pick of 12 two-bedroom homes in Wellington. Settle the kids into the second room or maybe fill it with a couple of your besties. There's a comfy spot for whoever's lucky enough to be coming along for the ride.
Are there holiday homes with WiFi in Wellington?
Whether you want to keep up to date with the news, send a few emails or update your social media accounts, there are 11 holiday homes with WiFi in Wellington. Check the "WiFi" box when searching on Bookabach and stay connected on your getaway.
How can I find holiday homes with air conditioning in Wellington?
Select your dates and then use the filters to look for holiday homes with air conditioning in Wellington on Bookabach. With 16 air-conditioned properties on offer here, you can look forward to a cool and comfortable stay.
How old do you have to be to rent a holiday home in Wellington?
We advise checking with the Wellington holiday home you're looking at on Bookabach as the age limit differs. However, it's typically 16, 18 or 21.
How long can I rent a holiday home in Wellington for?
It really depends on the Wellington property. To browse a list of options offering extended stays, just type your dates and guest number into Bookabach's search page. Look forward to having the whole property to yourself, along with the comforts of home like a full kitchen, air conditioning and a backyard where your little ones can play. Keep your eyes peeled for any long-term stays that offer weekly or monthly discounts.