Photo by Dave Koczur

Wellington Holiday Rentals

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Holiday Rentals in Wellington

The Cave Run Lake Cabin

9.8 out of 10, Exceptional, (71)
"It was great!"
The price is NZ$396
includes taxes & fees
29 July - 30 July
The Cave Run Lake Cabin

Hot Tub -Mr Leader - Near RRG/Cave Run

10.0 out of 10, Exceptional, (3)
"We loved our stay at Mr. Leader! The peaceful setting, cozy atmosphere, and thoughtful touches made it the perfect escape. The spa was amazing, and the oversized rain shower is next level! It’s close enough to explore Cave Run and Red River Gorge but so relaxing we hardly wanted to leave. We’ll definitely be back!"
Hot Tub -Mr Leader - Near RRG/Cave Run

Private Suite on Eastern Kentucky Farm with Indoor Pickleball Court

8.8 out of 10, Excellent, (8)
"Thnx"
The price is NZ$207
includes taxes & fees
30 July - 31 July
Private Suite on Eastern Kentucky Farm with Indoor Pickleball Court

Ursa Major Cabin - 10 mins from Natural Bridge State Park, Red River Gorge

9.6 out of 10, Exceptional, (49)
"Wonderful cabin! Great communication with the owner. The interior is up to date and well appointed. I would stay there again."
The price is NZ$512
includes taxes & fees
18 July - 19 July
Ursa Major Cabin - 10 mins from Natural Bridge State Park, Red River Gorge

Bring a Pet: Peaceful Frenchburg Cabin on 1 Acre

8.8 out of 10, Excellent, (3)
"This was the perfect little cabin for our anniversary getaway. Had everything we needed for cooking at the cabin on the days we didn't want to venture out to eat. Houae was super clean and exactly like the listing! Would definitely stay again if we revisit the area."
The price is NZ$466
includes taxes & fees
29 July - 30 July
Bring a Pet: Peaceful Frenchburg Cabin on 1 Acre

The Nest - Cozy Loft, Deck & Firepit

The Nest - Cozy Loft, Deck & Firepit

Hot Tub & Fire Pit: Romantic Getaway in Frenchburg

9.4 out of 10, Exceptional, (3)
"Very clean cabin, in perfect condition. Had a hard time finding it in the dark, I would suggest ariving in the daylight it is in the woods with many cabins on the same road so it can be a little confusing to find at night. Everything worked properly and we had a great time!"
Hot Tub & Fire Pit: Romantic Getaway in Frenchburg

Overlook Oasis! RRG, A-frame Cabin, NEW HOT TUB, Grill! Pet friendly

8.4 out of 10, Very good, (5)
"Listing has "New Hot Tub" in it...the hot tub and the supporting deck for it had not been built. The owner failed to mention this to us, until 24 hours before we showed up. Then asked if we wanted a discount or refund on the stay. We asked for a discount. Still waiting on that discount to be refunded to my account... This place is hard to get to, the directions on the listing aern't great. The listing shows that it sleeps 4....the love seat is barely big enough to fit 1 human on it. Maybe two...
The price is NZ$510
includes taxes & fees
17 July - 18 July
Overlook Oasis! RRG, A-frame Cabin, NEW HOT TUB, Grill! Pet friendly

The ESCAPE Shipping Container Cabin-Hot Tub-High Speed WIFI-Outdoor Shower-Woods

10.0 out of 10, Exceptional, (1)
"This place was different than any other place I’ve stayed at; so cool! It was very comfortable and super clean. The setting is perfect for a quiet getaway, but the location is close to everything. We had a great stay! "
The price is NZ$452
includes taxes & fees
3 Aug - 4 Aug
The ESCAPE Shipping Container Cabin-Hot Tub-High Speed WIFI-Outdoor Shower-Woods

Squirrel Kit-Hillside Cottage

10.0 out of 10, Exceptional, (8)
"Great weekend getaway. Had a wonderful time at this property and I highly recommend, we will be going back for sure"
The price is NZ$339
includes taxes & fees
17 July - 18 July
Squirrel Kit-Hillside Cottage

Glaucomy`s Suite | 1 Bed & 1 Bath

Glaucomy`s Suite | 1 Bed & 1 Bath

Private Hot Tub | Game Room | 8 Acres | King Bed

Private Hot Tub | Game Room | 8 Acres | King Bed

Tupelo Honey Home *EV Charger, Hot Tub, Solar Powered!*

9.4 out of 10, Exceptional, (3)
"We had a terrific stay with Tupelo Honey as our home base for family fun at the gorge. The house is adorable & fit our needs perfectly. We enjoyed the hot tub & appreciated the fully stocked kitchen. The rental group was exceptionally attentive & responsive. Highly recommend!"
Tupelo Honey Home *EV Charger, Hot Tub, Solar Powered!*

Guest Favorite | Forest Retreat | Hot Tub

10.0 out of 10, Exceptional, (6)
"We stayed 3 nights and it was perfect. Close to everything and tucked away to relax."
The price is NZ$496
includes taxes & fees
21 July - 22 July
Guest Favorite | Forest Retreat | Hot Tub

Cozy 1-Bedroom cabin with a hot tub, extra sleeping for 2, 20 minutes from Red River Gorge

The price is NZ$404
includes taxes & fees
27 July - 28 July
Cozy 1-Bedroom cabin with a hot tub, extra sleeping for 2, 20 minutes from Red River Gorge

'Oriole' - One of our cute and tidy Lookout Cabins

'Oriole' - One of our cute and tidy Lookout Cabins

Hot-Tub/WiFi /Secluded - A Red River Barnhouse

9.6 out of 10, Exceptional, (29)
"Had a nice time. Had all the amenities you could need."
Hot-Tub/WiFi /Secluded - A Red River Barnhouse

"Hickory Heights" - Overlook Dome 006 in RRG

10.0 out of 10, Exceptional, (3)
"Such a fun and unique property! It was great for a birthday/date getaway weekend!! "
The price is NZ$481
includes taxes & fees
30 July - 31 July
"Hickory Heights" - Overlook Dome 006 in RRG

WiFi, Hot Tub, Pets, Prime Location in Red River Gorge!

9.4 out of 10, Exceptional, (21)
"We had a great time staying here. Barely noticed the highway noise. "
The price is NZ$429
includes taxes & fees
23 July - 24 July
WiFi, Hot Tub, Pets, Prime Location in Red River Gorge!

Birdhouse - Enjoy a bird's eye view of the gorge!

Birdhouse - Enjoy a bird's eye view of the gorge!
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.
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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?

WiFi, Hot Tub, Pets, Prime Location in Red River Gorge!: This holiday home rental outside of Wellington is located in the mountains, and has a selection of games, 1 hot tub and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop.

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 Cave Run Lake are a couple of lovely local spots to get outside and enjoy nature. In the wider area, you’ll find Red River Gorge and Pleasant Valley Country Club.

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.