Wellington Vacation Rentals from $133: Search Short-Term Rentals

Q: What are some of the best vacation rentals in Wellington?

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

Check prices for these dates

In two weeks

In two months

In three months

In four months

Our top choices for Wellington vacation rentals

Rustic Cabin Retreat Near RRG & Cave Run

Wellington

Miranda

$198 nightly

May 27 - May 28

Total with taxes and fees

The Cozy Den

Wellington

John D.

$154 nightly

May 27 - May 28

Total with taxes and fees

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

Wellington

Akarsh Jain

$188 nightly

May 27 - May 28

Total with taxes and fees

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

Wellington

Paula G.

$190 nightly

May 27 - May 28

Total with taxes and fees

Forget Me Not - Sweet Seclusion for Respite Care♥☚

Wellington

"Forget me not is absolutely the correct name for this beautiful cabin that feels like it’s on the top of the world. The host always communicated whatever we needed to know in a timely manor and the place itself was kept very clean and tidy. The property is as comfortable as it looks and all the amenities are everything you’d need and want for a high class cabin stay. We didn’t want to leave and we will never forget the relaxing stay at Forget me not. "

Chandra L.

$221 nightly

May 27 - May 28

Total with taxes and fees

Rise and Shine

Wellington

Katie O.

$208 nightly

Jun 10 - Jun 11

Total with taxes and fees

The Cave Run Lake Cabin

Wellington

Kelly

$231 nightly

Jun 13 - Jun 14

Total with taxes and fees

Luxury Cabin: Hot Tub, Bunk/Gameroom @CaveRunLake

Wellington

"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. "

Taylor S.

$532 nightly

May 28 - May 29

Total with taxes and fees

View all properties

Find vacation rentals that suit your style

Cabins

Private vacation homes

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

Cozy Custom Cabin in the RRG• A true GUEST FAV

10/10 Excellent

"Great location, in the middle of everything we wanted to do. Was clean and had everything we needed. Will be back with friends this fall."

Natural Bridge State Resort Park

10/10 Excellent

"This place is awesome! You literally can hike to the bridge right out of the parking lot. The restaurant is good for a quick bite and reasonably priced. There is also a bar on premises. Room was clean and comfortable. Close to good motorcycle rides. Rode up there with a group of guys and had a great time!"

High Rock Hideaway Red River Gorge KY Couples Cabin Hot Tub Wifi Pet Friendly

10/10 Excellent

"This is a wonderful spot to stay. The host is superb, communicative, and overall this was simply a wonderful experience. The hot tub was great after days of hiking; the cabin is cozy and stocked with all the overnight necessities. "

Black Bear Lodge Motel

4/10 Poor

"Our room was so dusty that I had to dust everything including the microwave, the window blinds, the heater/air conditioner. Even the air conditioner filters were full of dust. I am allergic to dust and dust mites. The microwave was sitting on top of the mini fridge that was sitting on a stand. That made the microwave cord too short to plug in so we had to give up a chair to set the microwave on to be able use it. The mattress on the bed needs replaced. The whole middle of the bed was sunken in. We had to put a pillow there to keep from rolling into it. My husband said he held onto the side of the bed each night to keep from rolling into the middle. There's no insulation in the walls or ceiling. Every time someone walked in the room above us we woke up. On Monday morning they replaced the flooring in the room directly above us. :( We woke up to bang, bang, crash... It was so bad. At times it sounded like someone was dropping a huge chain on the floor. Then Monday night when we were alseep (at 11:15 p.m. then again at 12:15 a.m.) housekeeping decided to do laundry, which was next to our room. The washer was off balance both times and banged and banged and banged. We about jumped out of our skins. We could hear what sounded like the agitator going in the washer (just after the banging at 12:15 a.m.) even when the air conditioner was running we could still hear it. If you are a light sleeper, this is not the place for you."

Cherokee Cabin Renovated - Cliff & Lake Views - Cave Run Lake & Red River Gorge

8/10 Good

"What I liked best was how clean the cabin was. We enjoyed the setting. Sitting on the porch or balcony and looking at nature. Good area for taking walks/hikes. The steps to the bedrooms were a little steep for us (we are a little older). The kitchen was very well equipped. We cooked dinner each night and were able to find all the utensils/pans we needed. The fire pit was nice as well. A good supply of wood (but some pieces needed splitting). Overall an excellent place to stay."

Cave Run Red River Gorge Cabin

10/10 Excellent

"Our stay at this cabin was absolutely perfect. The property was incredibly clean, and the beds were so comfortable that our whole family could sleep warmly and soundly. We had such a wonderful time together here, and we are truly grateful for this experience.Communication with the host, Kevin, was excellent-he was very responsive and helpful throughout our stay. The cabin was exactly as shown in the photos, and the actual condition of the property exceeded our expectations. We were highly satisfied with everything and would love to stay here again. Thank you, Kevin, for being such a great host!"

Find out more about Wellington

Everything you need to know about Wellington vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Wellington vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Wellington vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Wellington vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Wellington. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Wellington in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $133 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Wellington rentals

At Expedia, we put the best Wellington vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Wellington rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Wellington vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Wellington. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

Frequently asked questions

Can I find vacation rentals in Wellington?

Yes, we give you a choice of vacation rentals near popular points of interest in Wellington, or you can select a more remote option if you're looking for a relaxing stay.

What are some of the best vacation rentals in Wellington?

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

How many vacation rentals will I find in Wellington?

With 4 Expedia vacation rentals, you're sure 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 larger area, you’ll find Cave Run Lake and Pleasant Valley Country Club.

What’s a vacation rental in Wellington like?

Vacation rentals are private properties you can book for a couple of days or more in Wellington. Vacation rentals feature amenities such as WiFi and washers and dryers so you'll feel just like you're staying in your own home. If you're concerned about a clean environment, a vacation rental can offer a sense of privacy away from public hotel elevators and lobbies bustling with people while still allowing you the experience of travel. You'll also have more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a popular choice for small groups.

Wellington Vacation Rentals

Bundle & Save

OneKeyCash

Upfront pricing

Check prices for these dates

Our top choices for Wellington vacation rentals

Rustic Cabin Retreat Near RRG & Cave Run

The Cozy Den

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

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

Forget Me Not - Sweet Seclusion for Respite Care♥☚

Rise and Shine

The Cave Run Lake Cabin

Luxury Cabin: Hot Tub, Bunk/Gameroom @CaveRunLake

The Retreat | Couples Cabin w/ Hot Tub

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

New Romantic Adults Only Covered Hot Tub w/TV & FP

Cozy 2-bedroom cabin in charming Wellington with Hot tub

Gorgeous Secluded Cabin with Hiking Trails Near in Frenchburg, Kentucky

Luxury Cliffside Hammock House

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

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

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

Natural Bridge State Resort Park

"Stars Hollow" Cozy Mini Cabin Stay - RRG

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

Find vacation rentals that suit your style

Top Wellington Hotel Reviews

Cozy Custom Cabin in the RRG• A true GUEST FAV

Find out more about Wellington

Explore a world of travel with Expedia

Trending destinations on Expedia.com

Frequently asked questions

Go further with the Expedia app