Photo by Michael Schuier

Wellington Holiday Rentals

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
2 Jan - 4 Jan
In two months
13 Feb - 15 Feb
In three months
13 Mar - 15 Mar
In four months
10 Apr - 12 Apr

Our top choices for Wellington holiday rentals

Property grounds
Newly renovated 2 bedroom cabin near Cave Run Lake & Red River Gorge

Cabin in Wellington

Newly renovated 2 bedroom cabin near Cave Run Lake & Red River Gorge
2.0 star property
9.2 out of 10, Wonderful, (17)
"Very nice cabin just a relaxing weekend with family would love to stay again honestly didn’t want to leave "
United States
Jenny M.
The price is HK$701
HK$1,659 total
includes taxes & fees
19 Dec - 20 Dec
Newly renovated 2 bedroom cabin near Cave Run Lake & Red River Gorge
Exterior
The Cozy Den

Cabin in Wellington

The Cozy Den
9.8 out of 10, Exceptional, (74)
"This was a great cabin for our visit. It was very clean. "
United States
Crystal
The price is HK$560
HK$1,261 total
includes taxes & fees
17 Dec - 18 Dec
The Cozy Den
Fridge, microwave, oven, stovetop
Primrose - Cave Run Lake OR Red River Gorge KY

Chalet in Wellington

Primrose - Cave Run Lake OR Red River Gorge KY
9.4 out of 10, Exceptional, (74)
"Our stay was magical & peaceful. We plan to return in the future. "
United States
dontay m.
Primrose - Cave Run Lake OR Red River Gorge KY
Living area
Natural Bridge State Resort Park

Cabin in Slade

Natural Bridge State Resort Park
3.5 star property
8.6 out of 10, Excellent, (1785)
"Front desk staff was super nice, room was perfect as we were hiking and needed a place to relax and get some sleep! "
United States
Kathy
Natural Bridge State Resort Park
Exterior
Luxurious Cabin Across From The Red River Gorge, In The Natural Bridge Area

Cabin in Slade

Luxurious Cabin Across From The Red River Gorge, In The Natural Bridge Area
9.6 out of 10, Exceptional, (201)
"It was a very relaxing stay. I would recommend this place to everyone. "
United States
Robert S.
Luxurious Cabin Across From The Red River Gorge, In The Natural Bridge Area
1 bedroom, free WiFi, bed sheets
Turning Leaf Cabin 1 in the Red River Gorge• Pet Friendly• Hi Speed 🛜

Cabin in Pine Ridge

Turning Leaf Cabin 1 in the Red River Gorge• Pet Friendly• Hi Speed 🛜
10.0 out of 10, Exceptional, (121)
"Great pet-friendly place for 1 or 2 people! Thoroughly enjoyed my 2 nights there. "
United States
Todd S.
Turning Leaf Cabin 1 in the Red River Gorge• Pet Friendly• Hi Speed 🛜
Fridge, microwave, oven, stovetop
The Stillhouse Cabin, mins from Red River Gorge

Cabin in Campton

The Stillhouse Cabin, mins from Red River Gorge
9.6 out of 10, Exceptional, (82)
"Very nice getaway. Very private and quiet. Excellent communication from the host."
United States
Tommy
The price is HK$778
HK$1,330 total
includes taxes & fees
17 Dec - 18 Dec
The Stillhouse Cabin, mins from Red River Gorge
Property grounds
Furnished Glamping Tent/King Bed/Access to the Red River - Elusive Elk - #1

Camping in Stanton

Furnished Glamping Tent/King Bed/Access to the Red River - Elusive Elk - #1
10.0 out of 10, Exceptional, (24)
"Will definitely stay again. Next time will be with our kiddos. "
United States
Alexandra
The price is HK$492
HK$1,057 total
includes taxes & fees
17 Dec - 18 Dec
Furnished Glamping Tent/King Bed/Access to the Red River - Elusive Elk - #1
Interior
Hot Tub! Tiny Cabin Retreat near RRG

Cabin in Stanton

Hot Tub! Tiny Cabin Retreat near RRG
2.0 star property
7.4 out of 10, Good, (8)
"Nice calm and nice cabin and was cozy I had fun for my birthday overall great experience "
United States
MainSlime
The price is HK$553
HK$1,391 total
includes taxes & fees
17 Dec - 18 Dec
Hot Tub! Tiny Cabin Retreat near RRG
Interior
The ORIGINAL Shipping Container Cabin in RRG-High Speed WiFi!-Hot Tub!-View!

Cabin in Stanton

The ORIGINAL Shipping Container Cabin in RRG-High Speed WiFi!-Hot Tub!-View!
10.0 out of 10, Exceptional, (345)
"Fantastic place! We loved our visit! "
United States
Christe H.
The price is HK$1,250
HK$2,262 total
includes taxes & fees
17 Dec - 18 Dec
The ORIGINAL Shipping Container Cabin in RRG-High Speed WiFi!-Hot Tub!-View!
Outdoor spa tub
Pet-Friendly Retreat by Rock Wall w/ Hot Tub

Cabin in Stanton

Pet-Friendly Retreat by Rock Wall w/ Hot Tub
9.0 out of 10, Wonderful, (26)
"Great cabin close to hiking trails great places to eat "
United States
Zachary N.
Pet-Friendly Retreat by Rock Wall w/ Hot Tub
Exterior
Cabin for two with an awesome view

Cabin in Stanton

Cabin for two with an awesome view
9.6 out of 10, Exceptional, (35)
"Nice place, very quiet. We enjoyed the quiet mornings on the deck watching the sun come up. "
United States
Mike V.
Cabin for two with an awesome view
Interior
Hot Tub & WiFi - Romantic Hideaway

Cabin in Slade

Hot Tub & WiFi - Romantic Hideaway
9.0 out of 10, Wonderful, (88)
"beautiful stay! "
United States
Brookeanne H.
The price is HK$1,019
HK$1,983 total
includes taxes & fees
14 Jan - 15 Jan 2026
Hot Tub & WiFi - Romantic Hideaway
Fridge, microwave, oven, stovetop
Hot Tub & WiFi - Hidden Chalet Red River Gorge, KY

Cabin in Campton

Hot Tub & WiFi - Hidden Chalet Red River Gorge, KY
9.6 out of 10, Exceptional, (234)
"Great location. Perfect place for our stay"
United States
Helen C.
The price is HK$1,182
HK$2,207 total
includes taxes & fees
29 Dec - 30 Dec
Hot Tub & WiFi - Hidden Chalet Red River Gorge, KY
Private kitchen
Unique, Cozy Stay near Red River Gorge

Cottage in Slade

Unique, Cozy Stay near Red River Gorge
7.4 out of 10, Good, (10)
"Me and my girlfriend had a great time enjoy the area around were we were staying and had a great time and the people their were nice"
United States
William
Unique, Cozy Stay near Red River Gorge
TV, video games
Hot Tub, WiFi & Pet-Friendly - Pilot Point

Cabin in Stanton

Hot Tub, WiFi & Pet-Friendly - Pilot Point
9.6 out of 10, Exceptional, (162)
"Cabin was adorable. It was the perfect getaway for my husband and me. "
United States
Danielle
Hot Tub, WiFi & Pet-Friendly - Pilot Point
Property grounds
Furnished Glamping Tent/King Bed/Access to the Red River - Dancing Deer - #6

Camping in Stanton

Furnished Glamping Tent/King Bed/Access to the Red River - Dancing Deer - #6
9.8 out of 10, Exceptional, (28)
"It was amazing peaceful great view comfortable beds. "
United States
James F.
The price is HK$492
HK$1,057 total
includes taxes & fees
17 Dec - 18 Dec
Furnished Glamping Tent/King Bed/Access to the Red River - Dancing Deer - #6
Interior
WiFi & Minimalist - Cozy Creek -Red River Gorge KY

Cabin in Rogers

WiFi & Minimalist - Cozy Creek -Red River Gorge KY
9.6 out of 10, Exceptional, (103)
"Private and charming get away! We enjoyed hiking the marked trails and spent the evening in the hammock seats hanging on the porch enjoying the chorus of creatures in the woods with a quiet fire burning in the fire pit. We highly recommend a stay."
United States
Merilee W.
The price is HK$634
HK$1,211 total
includes taxes & fees
17 Dec - 18 Dec
WiFi & Minimalist - Cozy Creek -Red River Gorge KY
Interior
Hot Tub, WiFi & Pool Table - Mountain Rose

Cabin in Stanton

Hot Tub, WiFi & Pool Table - Mountain Rose
9.0 out of 10, Wonderful, (65)
"Great weekend "
United States
Josh A.
The price is HK$1,148
HK$2,385 total
includes taxes & fees
29 Dec - 30 Dec
Hot Tub, WiFi & Pool Table - Mountain Rose
Interior
New Hot Tub & Trailer Parking @ Cliff Eagle

Cabin in Stanton

New Hot Tub & Trailer Parking @ Cliff Eagle
9.2 out of 10, Wonderful, (20)
"Very relaxing. Really enjoyed our stay"
United States
sarah m.
The price is HK$1,160
HK$1,931 total
includes taxes & fees
17 Dec - 18 Dec
New Hot Tub & Trailer Parking @ Cliff Eagle
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Wellington Hotel Reviews

Best Western Eagles Inn

Best Western Eagles Inn

10/10 Excellent
"Staff was very professional. Room was comfortable and clean. Good atmosphere. "
David 2-night trip
Posted 7 days ago
Best Western Eagles Inn

Find out more about Wellington

Search for holiday rentals in Wellington on Expedia! You can easily find your home rentals, villas, holiday apartments in Wellington using one of the methods below:

  • View our selection of featured holiday rentals in Wellington
  • Use the map to find apartments and other holiday homes in the Wellington neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Wellington while they last

Look no further and take a look at our great range of rental properties in Wellington!

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?

Treetop Escape | Hot Tub | Fire Pit & Epic Views: 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 fridge, a stovetop and a microwave.

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