Photo by Dave Koczur

Wellington Holiday Rentals

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Holiday Rentals in Wellington

Cozy, cabin in the woods! Just minutes to Cave Run Lake! Pet friendly!
10.0 out of 10, Exceptional, 3 reviews
"Nice place to get away and relax. Loved sitting on the swing and listening to the whippoorwills at night. Would not hesitate to book again"
The price is NZ$244
per night
9 Jun - 10 Jun
Cozy, cabin in the woods! Just minutes to Cave Run Lake! Pet friendly!
The Getaway - Wi-Fi - pet friendly
8.6 out of 10, Excellent, 26 reviews
"Simple cabin with everything you need. Nice little get away. It is in a dry county, so plan in advance!"
The Getaway - Wi-Fi - pet friendly
WiFi - Small Family Cabin - Sugar Shack - Cave Run Lake OR Red River Gorge, Kentucky!
9.6 out of 10, Exceptional, 32 reviews
"The cabin was very clean and stocked with everything we needed for a weekend getaway. We had a bit of trouble finding it at first due to poor cell signal (which we expected since we knew it was in the boonies.) Our first night the keypad wouldn't unlock so we could enter the cabin, the property manager responded quickly but it did take a while for maintenance to arrive (again, boonies.) They were very kind and got the issue fixed quickly. We had a great time and thought it was such a cool,...
WiFi - Small Family Cabin - Sugar Shack - Cave Run Lake OR Red River Gorge, Kentucky!
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Natural Bridge State Resort Park
3.5 star property
8.6 out of 10, Excellent, 1,319 reviews
"The cottages are so cute! Definitely worth it! "
The price is NZ$233
per night
9 Jun - 10 Jun
Natural Bridge State Resort Park
Hot Tub & WiFi - Family Log Cabin - Cozy Canopy - Red River Gorge, Kentucky!
9.8 out of 10, Exceptional, 242 reviews
"The cabin was amazing. Nice and peaceful location. The cabin had everything that we needed. The jacuzzi was nice and relaxing, My wife enjoyed it very much! We are planning to get one at home shortly. The location of the property was a little puzzling at first. When we started to venture of and visit locations. The placement of the property made perfect sense! You’re literally right in the middle of everything that you will want to see! Everything interesting is just a few miles away! My wife...
The price is NZ$476
per night
27 Jun - 28 Jun
Hot Tub & WiFi - Family Log Cabin - Cozy Canopy - Red River Gorge, Kentucky!
The Stillhouse Cabin, mins from Red River Gorge
9.8 out of 10, Exceptional, 35 reviews
"Perfect cabin for a short stay at the Gorge. Has everything you need for in between hikes."
The price is NZ$276
per night
20 Jun - 21 Jun
The Stillhouse Cabin, mins from Red River Gorge
Secluded Cabin with a private waterfall at Spirit Lake and internet
9.4 out of 10, Exceptional, 58 reviews
"Magical environment! Cannot wait to go again!"
Secluded Cabin with a private waterfall at Spirit Lake and internet
A Gracious Haven near Cave Run Lake-super close to Licking River & 3 boat ramps.
10.0 out of 10, Exceptional, 5 reviews
"It was perfect for our trip for our daughter getting registered for college. Very peaceful and close to everything we needed"
A Gracious Haven near Cave Run Lake-super close to Licking River & 3 boat ramps.
Upscale Shipping Container Cabin in the Woods of Red River Gorge-HOT TUB
10.0 out of 10, Exceptional, 99 reviews
"The cabin was very clean and comfortable with everything you might need. The hot tub and fire pit were great in the evenings. Very spacious and accommodating for the two of us. I also loved that it was secluded and private. We will definitely be staying here again."
The price is NZ$363
per night
9 Jun - 10 Jun
Upscale Shipping Container Cabin in the Woods of Red River Gorge-HOT TUB
The Container Den-Shipping Container Cabin with HotTub-WIFI-Great View! BOOK IT!
10.0 out of 10, Exceptional, 55 reviews
"The property was private and so much better than a hotel room. Offered amazing views with the unique experience of staying in a shipping container. Amanda was the perfect host."
The price is NZ$366
per night
16 Jun - 17 Jun
The Container Den-Shipping Container Cabin with HotTub-WIFI-Great View! BOOK IT!
Hot Tub & WiFi - Small Family Cabin - Sunrise - Retreat in Red River Gorge, Kentucky!
9.6 out of 10, Exceptional, 211 reviews
"We had a lovely trip! Very clean, beautiful peaceful view and good location to access hiking in the gorge along with kayaking. We enjoyed our stay and definitely recommend :)"
The price is NZ$361
per night
20 Jun - 21 Jun
Hot Tub & WiFi - Small Family Cabin - Sunrise - Retreat in Red River Gorge, Kentucky!
Nestled in the beautiful mountains of the Red River Gorge Area
8.0 out of 10, Very good, 1 review
"The cabin was clean enough except for the linens that smelled of cigarette smoke. We had a problem with check-in due to not receiving an entry code from VRBO. With no cell service, we had to drive to find reception to call the Scenic Cabin rentals for our code. Fortunately, we arrived during daylight hours."
Nestled in the beautiful mountains of the Red River Gorge Area
WiFi & Waterfront - Cozy Creek - Minimalist Camper's Cabin in Red River Gorge, Kentucky!
9.8 out of 10, Exceptional, 72 reviews
"Great trails, beautiful outside space.We always enjoy staying in this rustic cabin, we will be back!"
The price is NZ$224
per night
9 Jun - 10 Jun
WiFi & Waterfront - Cozy Creek - Minimalist Camper's Cabin in Red River Gorge, Kentucky!
Shipping Container Cabin in the Woods of Red River Gorge-HotTub-Secluded-Private
10.0 out of 10, Exceptional, 237 reviews
"This is the 2nd time our family has stayed in one of Amanda's container cabins, and again, we were thoroughly pleased - from the cleanliness, location, and great communication. It's nice to take a break from city life, and enjoy the country setting, and family downtime hiking and enjoying the outdoors! Can't wait to stay again."
The price is NZ$386
per night
5 Jun - 6 Jun
Shipping Container Cabin in the Woods of Red River Gorge-HotTub-Secluded-Private
Hot Tub, WiFi & Pet-Friendly - Secluded Family Getaway - Pilot Point - Red River Gorge, Kentucky!
9.8 out of 10, Exceptional, 118 reviews
"The cabin was what we were looking for, quite secluded and wooded with a hot tub. It was nice and clean and we enjoyed soaking in the tub to the pouring rain on the tin roof. The cabin cat outside was cute. The drawback is to make sure to check your dates! At booking. It defaulted to different dates than we wanted. Then continued to show other options for other cabins on the dates we wanted. Double check before you pay. The positive was that the staff were great communicators and patient when...
The price is NZ$379
per night
6 Jun - 7 Jun
Hot Tub, WiFi & Pet-Friendly - Secluded Family Getaway - Pilot Point - Red River Gorge, Kentucky!
The Original Shipping Container Cabin in Red River Gorge-Hot Tub and a View!
10.0 out of 10, Exceptional, 252 reviews
"The property was lovely and very close to many hiking spots! It was spacious and the accommodations were lovely!"
The price is NZ$410
per night
12 Jun - 13 Jun
The Original Shipping Container Cabin in Red River Gorge-Hot Tub and a View!
WiFi - Small Family Cabin - Soul Sister - 150 acres in Red River Gorge, Kentucky!
9.6 out of 10, Exceptional, 161 reviews
"Very conveniently located, close to hikes, attractions, restaurants. Very cute cabin, big enough for 2 people."
The price is NZ$338
per night
5 Jun - 6 Jun
WiFi - Small Family Cabin - Soul Sister - 150 acres in Red River Gorge, Kentucky!
Cabin Unit 1 Turning Leaf in the Red River Gorge• Pet Friendly• Hi Speed 🛜
10.0 out of 10, Exceptional, 75 reviews
"The property & cabin was beautiful & just like its pictured! Wonderful trip! Will definitely be back!"
Cabin Unit 1 Turning Leaf in the Red River Gorge• Pet Friendly• Hi Speed 🛜
Hot Tub & WiFi - Gorgeous View Cabin - Large Family Cabin in Red River Gorge, Kentucky!
9.2 out of 10, Wonderful, 130 reviews
"Fun relaxing cabin in the woods"
The price is NZ$475
per night
10 Jun - 11 Jun
Hot Tub & WiFi - Gorgeous View Cabin - Large Family Cabin in Red River Gorge, Kentucky!
Mountain Chalet | hot tub | RRG
9.2 out of 10, Wonderful, 15 reviews
"We had a good time on our trip and the cabin was nice. The hot tub was great after a day of hiking, I do wish the bed was bigger. The descriptions said it was a queen but I’m pretty sure it was a full and that made the nights a little rough."
Mountain Chalet | hot tub | RRG
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See all available properties in Wellington
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Other types of properties in Wellington you may be interested in

Cozy, cabin in the woods! Just minutes to Cave Run Lake! Pet friendly!
10.0 out of 10, Exceptional, 3 reviews
"Nice place to get away and relax. Loved sitting on the swing and listening to the whippoorwills at night. Would not hesitate to book again"
The price is NZ$244
per night
9 Jun - 10 Jun
Cozy, cabin in the woods! Just minutes to Cave Run Lake! Pet friendly!
The Getaway - Wi-Fi - pet friendly
8.6 out of 10, Excellent, 26 reviews
"Simple cabin with everything you need. Nice little get away. It is in a dry county, so plan in advance!"
The Getaway - Wi-Fi - pet friendly
WiFi - Small Family Cabin - Sugar Shack - Cave Run Lake OR Red River Gorge, Kentucky!
9.6 out of 10, Exceptional, 32 reviews
"The cabin was very clean and stocked with everything we needed for a weekend getaway. We had a bit of trouble finding it at first due to poor cell signal (which we expected since we knew it was in the boonies.) Our first night the keypad wouldn't unlock so we could enter the cabin, the property manager responded quickly but it did take a while for maintenance to arrive (again, boonies.) They were very kind and got the issue fixed quickly. We had a great time and thought it was such a cool,...
WiFi - Small Family Cabin - Sugar Shack - Cave Run Lake OR Red River Gorge, Kentucky!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Wellington holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Wellington. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Wellington. Seeing all the best attractions is bound to make you fall in love with Wellington. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Wellington short-term rentals, that won’t be hard to do.

Frequently asked questions

Are there holiday rentals in Wellington?

Yes, there are holiday rentals close to the most popular sights in Wellington, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Wellington has to offer?

Tranquil Oaks Cabin.: This highly rated holiday home rental in Wellington offers a fireplace, a BBQ and air conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave. Our travellers also rate The Cave Run Lake Cabin as a favourite home for rent in Wellington.

How many holiday rentals are there in Wellington?

Expedia has 4 holiday rentals for your stay in Wellington.

What’s there to see and do in Wellington?

Red River Gorge Geological Area and Daniel Boone National Forest are a couple of lovely local spots to get outside and enjoy nature. In the wider area, you’ll find Cave Run Lake and Red River Gorge.

What’s a holiday rental in Wellington like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Wellington. Holiday rentals feature extras like kitchens and laundry facilities so you'll feel just like you're staying in your own home. If you're concerned about a sanitised environment, a holiday rental can provide a sense of privacy away from shared hotel lifts and bustling concierge desks while still allowing you the enjoyment of travel. You'll also get more space in a holiday rental than in a hotel, which makes a holiday rental an attractive choice for family gatherings.

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