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Wellington Holiday Rentals

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Holiday Rentals in Wellington

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$347
includes taxes & fees
28 July - 29 July
Squirrel Kit-Hillside Cottage

Hot Tub -Mr Leader - Near RRG/Cave Run

10.0 out of 10, Exceptional, (4)
"Good communication with host. Very clean and well taken care of."
The price is NZ$339
includes taxes & fees
23 July - 24 July
Hot Tub -Mr Leader - Near RRG/Cave Run

The Cave Run Lake Cabin

9.8 out of 10, Exceptional, (71)
"It was great!"
The price is NZ$406
includes taxes & fees
23 July - 24 July
The Cave Run Lake Cabin

Private Suite on Eastern Kentucky Farm with Indoor Pickleball Court

8.8 out of 10, Excellent, (8)
"Thnx"
The price is NZ$206
includes taxes & fees
23 July - 24 July
Private Suite on Eastern Kentucky Farm with Indoor Pickleball Court

Peregrine Cabin - Off the Grid, hike-in cabin

10.0 out of 10, Exceptional, (12)
"Been to this cabin multiple times for weekend getaways and it’s one of our favorites in the area!"
The price is NZ$319
includes taxes & fees
23 July - 24 July
Peregrine Cabin - Off the Grid, hike-in cabin

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$410
includes taxes & fees
5 Aug - 6 Aug
Bring a Pet: Peaceful Frenchburg Cabin on 1 Acre

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!"
The price is NZ$462
includes taxes & fees
3 Aug - 4 Aug
Hot Tub & Fire Pit: Romantic Getaway in Frenchburg

Russtic Cabin at the 100 Acre Wood

Russtic Cabin at the 100 Acre Wood

Wolf Pup- A Frame- Hillside Tiny Cottage Wi-Fi

9.8 out of 10, Exceptional, (16)
"This place was exactly what we were looking for. Great location and property. Would absolutely stay here again."
The price is NZ$361
includes taxes & fees
23 July - 24 July
Wolf Pup- A Frame- Hillside Tiny Cottage Wi-Fi

Froggy Bottom Tiny House

9.8 out of 10, Exceptional, (6)
"This is a true tiny home. The inside setup was perfect, allowing who ever is staying plenty of room for cooking, playing games or just simply relaxing while still getting that tiny house feeling. Beautiful area and so easy to get to. I will recommend froggy bottom"
The price is NZ$449
includes taxes & fees
23 July - 24 July
Froggy Bottom Tiny House

Kim's Retreat: 3-BR Cabin w/ Hot Tub near Natural Bridge & Red River Gorge

9.4 out of 10, Exceptional, (12)
"Sweet, quaint, cute, intimate, and special. We both look forward to returning."
The price is NZ$466
includes taxes & fees
23 July - 24 July
Kim's Retreat: 3-BR Cabin w/ Hot Tub near Natural Bridge & Red River Gorge

Glaucomy`s Suite | 1 Bed & 1 Bath

The price is NZ$426
includes taxes & fees
23 July - 24 July
Glaucomy`s Suite | 1 Bed & 1 Bath

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$427
includes taxes & fees
28 July - 29 July
WiFi, Hot Tub, Pets, Prime Location in Red River Gorge!

Our Little Acorn Tiny House

9.4 out of 10, Exceptional, (6)
"I loved our stay at the tiny home! Super communicative owners. Would definitely stay again. "
The price is NZ$394
includes taxes & fees
23 July - 24 July
Our Little Acorn Tiny House

The Nest - Cozy Loft, Deck & Firepit

The Nest - Cozy Loft, Deck & Firepit

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!"
The price is NZ$564
includes taxes & fees
23 July - 24 July
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$494
includes taxes & fees
23 July - 24 July
Guest Favorite | Forest Retreat | Hot Tub

WiFi & Hot Tub - Fels Haus RRG

9.0 out of 10, Wonderful, (8)
"Family of five including children and grandparent. We all felt very safe and comfortable. Spent many nights in hot tub and made camp fires in the fire pit. The cabin was super clean and modern with many amenities. Close to all the activities that Red River Gorge has to offer!"
The price is NZ$513
includes taxes & fees
21 Aug - 22 Aug
WiFi & Hot Tub - Fels Haus RRG

Hickory Hilltop Cabin - NEWLY REMODELED!

9.6 out of 10, Exceptional, (29)
"Nice cheap get away"
The price is NZ$499
includes taxes & fees
23 July - 24 July
Hickory Hilltop Cabin - NEWLY REMODELED!

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

'Warbler' - One of our cute and tidy Lookout Cabins
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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Top Wellington Hotel Reviews

Frequently asked questions

Can I find 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 will I find in Wellington?

With 4 Expedia holiday rentals, you're guaranteed to find just the right place for your Wellington stay.

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 amenities such as WiFi and washers and dryers so you'll be comfy for your stay. If you're concerned about a sanitised environment, a holiday rental can offer a sense of safety away from public hotel lifts and busy lobbies while still allowing you a great travel experience. You'll also have more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a popular option for family trips.