Wellington Holiday Rentals

  • 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
29 May - 31 May
In two months
10 Jul - 12 Jul
In three months
7 Aug - 9 Aug
In four months
4 Sept - 6 Sept

Our top choices for Wellington holiday rentals

Interior

The Cave Run Lake Cabin

The Cave Run Lake Cabin
Wellington
9.8 out of 10, Exceptional, (76 reviews)
"Great parking, clean rooms, family-friendly. Large dining table for meals and games."
Canada
Kelly
The price is HK$909
HK$1,848 total
includes taxes & fees
15 May - 16 May
The Cave Run Lake Cabin
Exterior

The Cozy Den

The Cozy Den
Wellington
9.8 out of 10, Exceptional, (81 reviews)
"Great service and a wonderful stay, very cozy."
United States
John D.
The price is HK$632
HK$1,331 total
includes taxes & fees
18 May - 19 May
The Cozy Den
Smart TV, video games

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, (7 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$1,151
HK$2,523 total
includes taxes & fees
14 May - 15 May
Cozy 2-bedroom cabin in charming Wellington with Hot tub
Interior

Forget Me Not - Sweet Seclusion for Respite Care♥☚

Forget Me Not - Sweet Seclusion for Respite Care♥☚
Wellington
10.0 out of 10, Exceptional, (56 reviews)
"we loved this adorable cabin! Perfect location, clean, amazing backyard, great communication with the host. we had an amazing stay here!!"
United States
Natalie A.
The price is HK$866
HK$1,949 total
includes taxes & fees
17 May - 18 May
Forget Me Not - Sweet Seclusion for Respite Care♥☚
Terrace/patio

Rise and Shine

Rise and Shine
Wellington
10.0 out of 10, Exceptional, (32 reviews)
"We loved our time at this cabin!! It was very clean and had everything we needed. We highly recommend!! "
United States
Katie O.
The price is HK$939
HK$1,916 total
includes taxes & fees
18 May - 19 May
Rise and Shine
Property grounds

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
9.8 out of 10, Exceptional, (10 reviews)
"Really good place. Clean, family-friendly, and with all the essentials. "
United States
Akarsh Jain
The price is HK$532
HK$1,648 total
includes taxes & fees
18 May - 19 May
Quiet relaxing Cabin in Wellington backed up to Daniel Boone National Forest.
Interior

Luxury Cabin: Hot Tub, Bunk/Gameroom @CaveRunLake

Luxury Cabin: Hot Tub, Bunk/Gameroom @CaveRunLake
Wellington
10.0 out of 10, Exceptional, (26 reviews)
"We had an amazing stay. I am normally a homebody, but I felt comfortable and at home as soon as we got there. We had seven kids with as and they stayed entertained the whole time - very kid friendly. The cabin was very clean and cozy. We especially loved the hot tub, game room and outside area. We stayed right before Christmas and loved that there was a tree up. The host was wonderful and made sure we had everything we needed. "
United States
Taylor S.
The price is HK$1,043
HK$4,454 total
includes taxes & fees
14 May - 15 May
Luxury Cabin: Hot Tub, Bunk/Gameroom @CaveRunLake
Property grounds

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
9.2 out of 10, Wonderful, (19 reviews)
"The cabin was clean, very accommodating and in a quiet area. We loved it there!"
United States
Paula G.
The price is HK$705
HK$1,653 total
includes taxes & fees
17 May - 18 May
Newly renovated 2 bedroom cabin near Cave Run Lake & Red River Gorge
Terrace/patio

Luxury Cliffside Hammock House

Luxury Cliffside Hammock House
Wellington
9.4 out of 10, Exceptional, (3 reviews)
"Very responsive. Super clean. Very quiet. "
United States
Misty H.
The price is HK$1,698
HK$4,082 total
includes taxes & fees
17 May - 18 May
Luxury Cliffside Hammock House
Exterior

Rustic Cabin Retreat Near RRG & Cave Run

Rustic Cabin Retreat Near RRG & Cave Run
Wellington
10.0 out of 10, Exceptional, (7 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$391
HK$1,712 total
includes taxes & fees
14 May - 15 May
Rustic Cabin Retreat Near RRG & Cave Run
Exterior

Luxe A-Frame: 5 Mins to Cave Run Lake close to RRG

Luxe A-Frame: 5 Mins to Cave Run Lake close to RRG
Wellington
9.6 out of 10, Exceptional, (4 reviews)
"Great little hideaway. The only issue with check in was that I didn’t realize I had to press the padlock button after entering the door code. "
United States
Keith V.
The price is HK$971
HK$2,229 total
includes taxes & fees
18 May - 19 May
Luxe A-Frame: 5 Mins to Cave Run Lake close to RRG
Exterior

Gorgeous Secluded Cabin with Hiking Trails Near in Frenchburg, Kentucky

Gorgeous Secluded Cabin with Hiking Trails Near in Frenchburg, Kentucky
Frenchburg
The price is HK$1,564
HK$1,952 total
includes taxes & fees
14 May - 15 May
Gorgeous Secluded Cabin with Hiking Trails Near in Frenchburg, Kentucky
Terrace/patio

The Retreat | Couples Cabin w/ Hot Tub

The Retreat | Couples Cabin w/ Hot Tub
Menifee County
10.0 out of 10, Exceptional, (8 reviews)
"Great place to stay very peaceful. We will stay again"
United States
MATT B.
The price is HK$440
HK$1,775 total
includes taxes & fees
14 May - 15 May
The Retreat | Couples Cabin w/ Hot Tub
Terrace/patio

Cozy Sunset Cottage on the family farm near Cave Run Lake and Morehead State

Cozy Sunset Cottage on the family farm near Cave Run Lake and Morehead State
Morehead
10.0 out of 10, Exceptional, (40 reviews)
"Everything at the cottage was great. Clean as always and everything that you need for a relaxed weekend. "
United States
Ryan B.
The price is HK$939
HK$1,509 total
includes taxes & fees
18 May - 19 May
Cozy Sunset Cottage on the family farm near Cave Run Lake and Morehead State
Fridge, microwave, oven, stovetop

Conveniently Located ~ WiFi ~ Central Heat & Air.

Conveniently Located ~ WiFi ~ Central Heat & Air.
Stanton
9.8 out of 10, Exceptional, (49 reviews)
"A great place to stay while exploring the area"
United States
lisa s.
The price is HK$697
HK$1,456 total
includes taxes & fees
14 May - 15 May
Conveniently Located ~ WiFi ~ Central Heat & Air.
Terrace/patio

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$855
HK$1,666 total
includes taxes & fees
10 Jun - 11 Jun
Turtle Hatch-Hillside Cottage
Living area

Natural Bridge State Resort Park

Natural Bridge State Resort Park
3.5 star property
Slade
8.6 out of 10, Excellent, (1,879 reviews)
"Great location, great hot breakfast "
United States
Nancy
The price is HK$887
HK$978 total
includes taxes & fees
17 May - 18 May
Natural Bridge State Resort Park
Terrace/patio

Campton 3040 KY-11

Campton 3040 KY-11
4.0 star property
Rogers
The price is HK$7,829
HK$9,643 total
includes taxes & fees
14 May - 15 May
Campton 3040 KY-11
Smart TV

The Cove at Cave Run — Brand New Cottage minutes from Cave Run Lake

The Cove at Cave Run — Brand New Cottage minutes from Cave Run Lake
Morehead
10.0 out of 10, Exceptional, (30 reviews)
"Cabin is very comfortable, clean and cozy. We had a great stay. "
United States
Angela B.
The price is HK$1,057
HK$1,810 total
includes taxes & fees
14 May - 15 May
The Cove at Cave Run — Brand New Cottage minutes from Cave Run Lake
Interior

BEST CABIN EVER!-IN THE WOODS-SUPER CLEAN-HOT TUB-PAVED ROAD-NATURAL BRIDGE PARK

BEST CABIN EVER!-IN THE WOODS-SUPER CLEAN-HOT TUB-PAVED ROAD-NATURAL BRIDGE PARK
Stanton
10.0 out of 10, Exceptional, (321 reviews)
"Great place will be returning "
United States
mel k.
The price is HK$1,257
HK$2,275 total
includes taxes & fees
17 May - 18 May
BEST CABIN EVER!-IN THE WOODS-SUPER CLEAN-HOT TUB-PAVED ROAD-NATURAL BRIDGE PARK
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

Natural Bridge State Resort Park

Natural Bridge State Resort Park

10/10 Excellent
"Beautiful area, surrounded by woods and hiking trials. Food and staff was exceptional! Highly recommend."
Terrance 2-night trip
Posted 5 hours ago
Natural Bridge State Resort Park

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.