A mountainous landscape with a valley shrouded in mist.

Wellington Vacation Rentals

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals

  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings

  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

In two weeks
Nov 27 - Nov 29
In two months
Jan 8 - Jan 10
In three months
Feb 5 - Feb 7
In four months
Mar 5 - Mar 7

Our top choices for Wellington vacation rentals

A compact kitchen with a central island, wooden cabinets, and a window providing natural light.

1. Rise and Shine

Rise and Shine
Wellington
10.0 out of 10, Exceptional, (37 reviews)
"This property is beautiful! Very relaxing to come to after a hot day of hiking and kayaking!"
United States
Amber C.
$169 nightly
The price is $186
Nov 16 - Nov 17
Total with taxes and fees
Rise and Shine
A hot tub under a wooden pergola with a view of a garden and outdoor seating area.

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

Luxury Cabin: Hot Tub, Bunk/Gameroom @CaveRunLake
Wellington
10.0 out of 10, Exceptional, (28 reviews)
"Was good"
United States
Robert C.
$476 nightly
The price is $524
Nov 16 - Nov 17
Total with taxes and fees
Luxury Cabin: Hot Tub, Bunk/Gameroom @CaveRunLake
A wooden deck with Adirondack chairs and a fire pit, surrounded by a gravel path and a stone border.

3. 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, (21 reviews)
"Great stay!"
United States
Lisa W.
$195 nightly
The price is $215
Nov 16 - Nov 17
Total with taxes and fees
Quiet relaxing Cabin in Wellington backed up to Daniel Boone National Forest.
A wooden cabin with a deck, surrounded by trees.

4. Cozy A-Frame Near Cave Run Lake - Private, Firepit, Deck, Sleeps 6

Cozy A-Frame Near Cave Run Lake - Private, Firepit, Deck, Sleeps 6
Wellington
10.0 out of 10, Exceptional, (24 reviews)
"Great place to get away."
United States
wyatt c.
$186 nightly
The price is $205
Nov 16 - Nov 17
Total with taxes and fees
Cozy A-Frame Near Cave Run Lake - Private, Firepit, Deck, Sleeps 6
A circular seating area with four blue chairs and a fire pit, surrounded by a gravel border and a tree in the center.

5. The Cozy Den

The Cozy Den
Wellington
9.8 out of 10, Exceptional, (103 reviews)
"Great place to stay for a small group!"
United States
Adalyn B.
$151 nightly
The price is $166
Nov 17 - Nov 18
Total with taxes and fees
The Cozy Den
A campsite with a fire pit, benches, and a picnic table surrounded by trees.

6. The Cave Run Lake Cabin

The Cave Run Lake Cabin
Wellington
9.6 out of 10, Exceptional, (80 reviews)
"Great experience!"
United States
Breane B.
$227 nightly
The price is $250
Nov 16 - Nov 17
Total with taxes and fees
The Cave Run Lake Cabin
A riverside view with a bridge, grassy banks, and forested hills.

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, (30 reviews)
"Very nice cabin, we enjoyed our stay and host was great."
United States
Ralph M.
$196 nightly
The price is $216
Nov 21 - Nov 22
Total with taxes and fees
Newly renovated 2 bedroom cabin near Cave Run Lake & Red River Gorge
A rustic outdoor seating area with wooden chairs and a fire pit, surrounded by a gravel path and trees.

8. Rustic Cabin Retreat Near RRG & Cave Run

Rustic Cabin Retreat Near RRG & Cave Run
Wellington
10.0 out of 10, Exceptional, (14 reviews)
"Fire pit, hot tub, silence, bliss."
United States
MJ S.
$294 nightly
The price is $311
Nov 16 - Nov 17
Total with taxes and fees
Rustic Cabin Retreat Near RRG & Cave Run
A forested area with white chairs arranged around a central fire pit.

9. Peaceful 3-bedroom cabin near Cave Run Lake and RRG

Peaceful 3-bedroom cabin near Cave Run Lake and RRG
Wellington
10.0 out of 10, Exceptional, (1 review)
"Great place. We enjoyed the stay!"
United States
Robert A.
$371 nightly
The price is $409
Nov 16 - Nov 17
Total with taxes and fees
Peaceful 3-bedroom cabin near Cave Run Lake and RRG
A cozy cabin with a bed, a dining table, and a view of a forest through large windows.

10. Canyon Ridge Retreats

Canyon Ridge Retreats
Wellington
10.0 out of 10, Exceptional, (1 review)
"Clean, quiet, and scenic! Would stay again!"
United States
Derek S.
$433 nightly
The price is $436
Nov 16 - Nov 17
Total with taxes and fees
Canyon Ridge Retreats
A modern cabin with a wooden deck, a hot tub, and a large window overlooking a forested area.

11. Luxury Cliffside Hammock House

Luxury Cliffside Hammock House
Wellington
9.6 out of 10, Exceptional, (5 reviews)
"Very responsive. Super clean. Very quiet. "
United States
Misty H.
$464 nightly
The price is $515
Nov 17 - Nov 18
Total with taxes and fees
Luxury Cliffside Hammock House
A hot tub on a wooden deck with a view of a forest.

12. The Retreat | Couples Cabin w/ Hot Tub

The Retreat | Couples Cabin w/ Hot Tub
Menifee County
9.8 out of 10, Exceptional, (15 reviews)
"Great place to rest and relax! Cabin has everything you need. So glad we were able to take our dogs with us!"
United States
Bob W.
$294 nightly
The price is $311
Nov 16 - Nov 17
Total with taxes and fees
The Retreat | Couples Cabin w/ Hot Tub
A wooden deck with a table set for two, surrounded by chairs, overlooking a forested area.

13. 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, (10 reviews)
"We had a great time!!!"
United States
Christy J.
$269 nightly
The price is $296
Dec 6 - Dec 7
Total with taxes and fees
Adults only, Honeymoon Cabin with view, Covered Hot Tub, Fireplace, & TV.
A wooden deck with a ceiling fan, outdoor seating area, and large windows overlooking a forest.

14. Hemlock & Jade

Hemlock & Jade
Wellington
10.0 out of 10, Exceptional, (24 reviews)
"Beautiful cabin with everything you could need. Great for a couples getaway!"
United States
Tonya s.
$250 nightly
The price is $276
Nov 19 - Nov 20
Total with taxes and fees
Hemlock & Jade
A wooden deck with two lounge chairs facing a forested area.

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

New Romantic Adults Only Covered Hot Tub w/TV & FP
Wellington
10.0 out of 10, Exceptional, (1 review)
"Great cabin and perfect for a couples getaway! The hosts give you everything you need to relax and enjoy the area."
United States
Jeremy G.
$307 nightly
The price is $338
Nov 18 - Nov 19
Total with taxes and fees
New Romantic Adults Only Covered Hot Tub w/TV & FP
A two-story building with a covered deck area.

16. Rustic Chic Couples Retreat/ RRG

Rustic Chic Couples Retreat/ RRG
Menifee County
$257 nightly
The price is $270
Nov 16 - Nov 17
Total with taxes and fees
Rustic Chic Couples Retreat/ RRG
A wooden cabin with a porch, a dining area with a table and chairs, and a stack of firewood.

17. Natural Bridge State Resort Park

Natural Bridge State Resort Park
3.5 star property
Slade
8.6 out of 10, Excellent, (2,141 reviews)
"Love staying here, such easy access to the Gorge and Natural Bridge. Always convenient and easy to deal with. Always a place I keep in mind when I’m staying in the area."
United States
Logan
$70 nightly
The price is $77
Dec 6 - Dec 7
Total with taxes and fees
Natural Bridge State Resort Park
A wooden deck with a pergola, potted plants, and outdoor furniture.

18. The Stillhouse Cabin, mins from Red River Gorge

The Stillhouse Cabin, mins from Red River Gorge
Campton
9.6 out of 10, Exceptional, (139 reviews)
"Away from busy towns and in an area where you can see the stars at night. Place was clean in arrival with sleeping arrangements as stated. Shower is nice and remodeled and enjoyable property to walk around and enjoy the scenery."
United States
Adam
$147 nightly
The price is $162
Nov 16 - Nov 17
Total with taxes and fees
The Stillhouse Cabin, mins from Red River Gorge
A hot tub in a forested area with Adirondack chairs, a wooden deck, and a red building with shipping containers.

19. Private RRG Cabin • Hot Tub • 2BR • Secluded in the Woods

Private RRG Cabin • Hot Tub • 2BR • Secluded in the Woods
Stanton
10.0 out of 10, Exceptional, (345 reviews)
"great secluded property with everything we needed for a great weekend. Hot Tub was nice after a day of hiking."
United States
Kenneth
$257 nightly
The price is $283
Nov 19 - Nov 20
Total with taxes and fees
Private RRG Cabin • Hot Tub • 2BR • Secluded in the Woods
A gravel area with a fire pit, two chairs, and a red building in the background.

20. Plum Crazy: Hot Tub Cabin in Frenchburg

Plum Crazy: Hot Tub Cabin in Frenchburg
3.0 star property
Frenchburg
10.0 out of 10, Exceptional, (4 reviews)
"This cabin was 100% the cleanest and nicest I’ve ever stayed in. Adorable, had everything needed for a comfortable stay. "
United States
Amy
$271 nightly
The price is $299
Nov 16 - Nov 17
Total with taxes and fees
Plum Crazy: Hot Tub Cabin in Frenchburg
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
"Room was clean breakfast was decent"
Larry 2-night trip
Posted 12 hours ago
Best Western Eagles Inn

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 $77 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.

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 5 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 Hoedown Island.

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.