A forest with autumn foliage and rocky cliffs.

Wellington Holiday Rentals

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

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

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Wellington holiday rentals

1. Rise and Shine

Rise and Shine
Wellington
10.0 out of 10, Exceptional, (35 reviews)
"Beautiful, quiet property that was perfect for our little getaway. Pet friendly, kid friendly, very clean....we just wish we could have stayed longer! "
United States
Bobbi N.
The price is HK$733
HK$1,638 total
includes taxes & fees
3 Aug - 4 Aug
Rise and Shine

2. The Cozy Den

The Cozy Den
Wellington
9.8 out of 10, Exceptional, (91 reviews)
"Awesome stay! Would highly recommend and will be back."
United States
Kenneth B.
The price is HK$667
HK$1,370 total
includes taxes & fees
7 Aug - 8 Aug
The Cozy Den

3. Forget Me Not Aframe - Best Location in Area!♥☚

Forget Me Not Aframe - Best Location in Area!♥☚
Wellington
9.8 out of 10, Exceptional, (59 reviews)
"Had an enjoyable stay"
United States
Shawn G.
The price is HK$578
HK$1,562 total
includes taxes & fees
4 Aug - 5 Aug
Forget Me Not Aframe - Best Location in Area!♥☚

4. Quiet relaxing Cabin in Wellington backed up to Daniel Boone National Forest.

Quiet relaxing Cabin in Wellington backed up to Daniel Boone National Forest.
Wellington
10.0 out of 10, Exceptional, (16 reviews)
"Great stay!"
United States
Lisa W.
The price is HK$620
HK$1,738 total
includes taxes & fees
3 Aug - 4 Aug
Quiet relaxing Cabin in Wellington backed up to Daniel Boone National Forest.

5. Rustic Cabin Retreat Near RRG & Cave Run

Rustic Cabin Retreat Near RRG & Cave Run
Wellington
10.0 out of 10, Exceptional, (11 reviews)
"Beautiful property exactly as pictured. Very spacious especially the fire side area. We had a blast, the hot tub was so very relaxing we loved it. Super comfy bed and great hospitality from the hosts. We could not recommend this place enough. Perfect for a romantic get away, our favorite was being able to sit tableside to our fire and have dinner it was so cozy. 10/10 "
United States
Miranda
The price is HK$539
HK$1,930 total
includes taxes & fees
5 Aug - 6 Aug
Rustic Cabin Retreat Near RRG & Cave Run

6. The Retreat | Couples Cabin w/ Hot Tub

The Retreat | Couples Cabin w/ Hot Tub
Menifee County
10.0 out of 10, Exceptional, (13 reviews)
"Great place to stay very peaceful. We will stay again"
United States
MATT B.
The price is HK$588
HK$1,984 total
includes taxes & fees
23 Aug - 24 Aug
The Retreat | Couples Cabin w/ Hot Tub

7. Newly renovated 2 bedroom cabin near Cave Run Lake & Red River Gorge

Newly renovated 2 bedroom cabin near Cave Run Lake & Red River Gorge
Wellington
9.4 out of 10, Exceptional, (28 reviews)
"The cabin was clean, very accommodating and in a quiet area. We loved it there!"
United States
Paula G.
The price is HK$784
HK$1,725 total
includes taxes & fees
5 Aug - 6 Aug
Newly renovated 2 bedroom cabin near Cave Run Lake & Red River Gorge

8. The Cave Run Lake Cabin

The Cave Run Lake Cabin
Wellington
9.8 out of 10, Exceptional, (77 reviews)
"Great parking, clean rooms, family-friendly. Large dining table for meals and games."
Canada
Kelly
The price is HK$910
HK$1,860 total
includes taxes & fees
3 Aug - 4 Aug
The Cave Run Lake Cabin

9. Hemlock & Jade

Hemlock & Jade
Wellington
10.0 out of 10, Exceptional, (17 reviews)
"Awesome place! Beautiful and comfortable at the same time. Great outdoor space. The host was very helpful and responsive."
United States
Carol O.
The price is HK$1,059
HK$2,196 total
includes taxes & fees
5 Aug - 6 Aug
Hemlock & Jade

10. Adults only, Honeymoon Cabin with view, Covered Hot Tub, Fireplace, & TV.

Adults only, Honeymoon Cabin with view, Covered Hot Tub, Fireplace, & TV.
Wellington
10.0 out of 10, Exceptional, (1 review)
"We had such a wonderful stay in the cabin and it felt like a home away from home. From the moment we arrived, we noticed all the thoughtful touches that made the experience extra special. The cabin is beautifully decorated, creating a warm and cozy atmosphere that instantly helps you relax.The bed was incredibly comfortable, and the cozy robes provided were such a nice luxury after a long day. We especially loved unwinding in the hot tub—it was the perfect way to end our evenings.We were...
United States
Anonymous traveller
Adults only, Honeymoon Cabin with view, Covered Hot Tub, Fireplace, & TV.

11. Luxury Cabin: Hot Tub, Bunk/Gameroom @CaveRunLake

Luxury Cabin: Hot Tub, Bunk/Gameroom @CaveRunLake
Wellington
10.0 out of 10, Exceptional, (28 reviews)
"We had a wonderful stay. Our cabin was clean and cozy. The hot tub allowed for relaxation. The fire pit was an awesome spot for s’mores and a nice gathering spot for our friends and family. The beds slept amazing! Our showers were hot and had amazing shower heads with multiple jets that left us wanting one in our own home!! Much thanks to our hosts for great communication with our whole stay.God Bless,The Austin’s"
United States
Lisa A.
The price is HK$1,045
HK$4,462 total
includes taxes & fees
25 Aug - 26 Aug
Luxury Cabin: Hot Tub, Bunk/Gameroom @CaveRunLake

12. Cozy 2-bedroom cabin in charming Wellington with Hot tub

Cozy 2-bedroom cabin in charming Wellington with Hot tub
Wellington
9.6 out of 10, Exceptional, (8 reviews)
"Property was amazing and well kept. Was a great location for our day adventures on way to summer camp. Would recomend this property to others."
United States
Melissa W.
The price is HK$1,153
HK$2,611 total
includes taxes & fees
6 Aug - 7 Aug
Cozy 2-bedroom cabin in charming Wellington with Hot tub

13. Luxury Cliffside Hammock House

Luxury Cliffside Hammock House
Wellington
9.6 out of 10, Exceptional, (4 reviews)
"Very responsive. Super clean. Very quiet. "
United States
Misty H.
The price is HK$1,701
HK$4,098 total
includes taxes & fees
3 Aug - 4 Aug
Luxury Cliffside Hammock House

14. Red River Gorge TreeTop Cottage|Hot Tub|Sauna|WiFi

Red River Gorge TreeTop Cottage|Hot Tub|Sauna|WiFi
Campton
10.0 out of 10, Exceptional, (12 reviews)
"Awesome place to stay "
United States
Bryce G.
The price is HK$909
HK$1,856 total
includes taxes & fees
19 Aug - 20 Aug
Red River Gorge TreeTop Cottage|Hot Tub|Sauna|WiFi

15. Furnished Glamping Tent/King Bed/Access to the Red River - Elusive Elk - #1

Furnished Glamping Tent/King Bed/Access to the Red River - Elusive Elk - #1
Stanton
10.0 out of 10, Exceptional, (34 reviews)
"Best mini vacation ever. This place was perfect. The creek the hammocks and just the nature feel was great. "
United States
Jessica D.
The price is HK$491
HK$1,060 total
includes taxes & fees
3 Aug - 4 Aug
Furnished Glamping Tent/King Bed/Access to the Red River - Elusive Elk - #1

16. Turtle Hatch-Hillside Cottage

Turtle Hatch-Hillside Cottage
Campton
10.0 out of 10, Exceptional, (16 reviews)
"Beautiful place to stay, and we really enjoyed the amenities!!"
United States
Josephine H.
The price is HK$1,014
HK$1,859 total
includes taxes & fees
30 Aug - 31 Aug
Turtle Hatch-Hillside Cottage

17. Natural Bridge State Resort Park

Natural Bridge State Resort Park
3.5 star property
Slade
8.6 out of 10, Excellent, (1,981 reviews)
"Clean room and good continental breakfast."
United States
Jeff
The price is HK$712
HK$785 total
includes taxes & fees
30 Aug - 31 Aug
Natural Bridge State Resort Park

18. The Stillhouse Cabin, mins from Red River Gorge

The Stillhouse Cabin, mins from Red River Gorge
Campton
9.6 out of 10, Exceptional, (112 reviews)
"Cutest little secluded cabin. We really enjoyed our stay."
United States
Lacey C.
The price is HK$784
HK$1,340 total
includes taxes & fees
6 Aug - 7 Aug
The Stillhouse Cabin, mins from Red River Gorge

19. Plum Crazy: Frenchburg Cabin on 1 Acre

Plum Crazy: Frenchburg Cabin on 1 Acre
Frenchburg
9.6 out of 10, Exceptional, (14 reviews)
"Fun place to stay for 2!"
United States
Bob R.
The price is HK$792
HK$2,291 total
includes taxes & fees
3 Aug - 4 Aug
Plum Crazy: Frenchburg Cabin on 1 Acre

20. 20-Acre Escape, Trail to Licking River, Near Cave Run Lake & Red River Gorge

20-Acre Escape, Trail to Licking River, Near Cave Run Lake & Red River Gorge
West Liberty
10.0 out of 10, Exceptional, (19 reviews)
"Absolutely beautiful, hot tub was amazing, nice an cozy cabin, river looks beautiful!"
United States
Leeland L.
The price is HK$925
HK$1,771 total
includes taxes & fees
4 Aug - 5 Aug
20-Acre Escape, Trail to Licking River, Near Cave Run Lake & Red River 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.
Save an average of 15% on thousands of hotels when you're signed in

Top Wellington Hotel Reviews

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?

The Cave Run Lake Cabin: This highly rated holiday home rental in Wellington is located on a lake, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave. You can relax into your holiday with a garden and a selection of books.

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.