A mountainous landscape with a valley shrouded in mist.

Wellington Vacation Rentals

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Check prices for these dates

In two weeks
Nov 6 - Nov 8
In two months
Dec 18 - Dec 20
In three months
Jan 15 - Jan 17
In four months
Feb 12 - Feb 14

Our top choices for Wellington vacation rentals

A small wooden cabin with a porch, an American flag, and a small garden.

1. The Cozy Den

The Cozy Den
Wellington
9.8 out of 10, Exceptional, (100 reviews)
"Great place to stay for a small group!"
United States
Adalyn B.
$159 nightly
The price is $175
Oct 22 - Oct 23
Total with taxes and fees
The Cozy Den
A wooden deck with a railing, a view of a forest through a triangular opening, and a door with a handle.

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

Forget Me Not Aframe - Best Location in Area!♥☚
Wellington
9.8 out of 10, Exceptional, (63 reviews)
"Ok super cute cabin in beautiful and quiet location. This place makes for a lovely little retreat."
United States
melynda M.
$200 nightly
The price is $207
Oct 22 - Oct 23
Total with taxes and fees
Forget Me Not Aframe - Best Location in Area!♥☚
A small, single-story cabin with a porch, surrounded by trees.

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, (18 reviews)
"Great stay!"
United States
Lisa W.
$204 nightly
The price is $225
Nov 1 - Nov 2
Total with taxes and fees
Quiet relaxing Cabin in Wellington backed up to Daniel Boone National Forest.
A wooden fence with planters and a bear statue.

4. 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.
$203 nightly
The price is $223
Oct 25 - Oct 26
Total with taxes and fees
Newly renovated 2 bedroom cabin near Cave Run Lake & Red River Gorge
A wooden cabin with a porch, a wooden bench, and a stone fire pit.

5. 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.
$198 nightly
The price is $218
Oct 27 - Oct 28
Total with taxes and fees
Rise and Shine
A room with a bed, a window, and a heater.

6. Rustic Chic Couples Retreat/ RRG

Rustic Chic Couples Retreat/ RRG
Menifee County
$238 nightly
The price is $249
Oct 25 - Oct 26
Total with taxes and fees
Rustic Chic Couples Retreat/ RRG
A wooden interior with a fireplace, dining area, and a clock on the wall.

7. The Cave Run Lake Cabin

The Cave Run Lake Cabin
Wellington
9.6 out of 10, Exceptional, (80 reviews)
"Very nice property, in a nice neighborhood."
United States
Anne S.
$216 nightly
The price is $238
Oct 25 - Oct 26
Total with taxes and fees
The Cave Run Lake Cabin
A wooden cabin with a porch, a door, and a window.

8. Rustic Cabin Retreat Near RRG & Cave Run

Rustic Cabin Retreat Near RRG & Cave Run
Wellington
10.0 out of 10, Exceptional, (13 reviews)
"Fire pit, hot tub, silence, bliss."
United States
MJ S.
$305 nightly
The price is $323
Oct 22 - Oct 23
Total with taxes and fees
Rustic Cabin Retreat Near RRG & Cave Run
A cozy room with a foosball table, a sofa, and a wooden wall with a sign that says "enjoy".

9. 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.
$495 nightly
The price is $545
Nov 3 - Nov 4
Total with taxes and fees
Luxury Cabin: Hot Tub, Bunk/Gameroom @CaveRunLake
A cozy outdoor seating area with a cushioned bench and a table, surrounded by a wooden deck and a wire fence, overlooking a dense forest.

10. The Retreat | Couples Cabin w/ Hot Tub

The Retreat | Couples Cabin w/ Hot Tub
Menifee County
10.0 out of 10, Exceptional, (14 reviews)
"Beautiful cabin. The owners have done such a nice job decorating and designing this cute space. The cabin is very clean and very comfortable! Everything we needed was there including firewood and the gas grill. We appreciate being able to bring our dogs who had the best weekend of their life!"
United States
Kelly W.
$345 nightly
The price is $367
Oct 26 - Oct 27
Total with taxes and fees
The Retreat | Couples Cabin w/ Hot Tub
A forested area with white chairs arranged around a central fire pit.

11. 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.
$377 nightly
The price is $416
Oct 22 - Oct 23
Total with taxes and fees
Peaceful 3-bedroom cabin near Cave Run Lake and RRG
A modern cabin with a wooden deck, a hot tub, and a large window overlooking a forested area.

12. 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.
$485 nightly
The price is $538
Oct 26 - Oct 27
Total with taxes and fees
Luxury Cliffside Hammock House
A wooden porch with a bench, a door, and a view of a red building and trees.

13. 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.
$451 nightly
The price is $456
Oct 25 - Oct 26
Total with taxes and fees
Canyon Ridge Retreats
A cozy cabin interior with wooden walls, a wooden ceiling, a sofa, a coffee table, and a fireplace.

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

Red River Gorge TreeTop Cottage|Hot Tub|Sauna|WiFi
Campton
9.6 out of 10, Exceptional, (15 reviews)
"Great stay."
United States
Waylon W.
$206 nightly
The price is $226
Nov 4 - Nov 5
Total with taxes and fees
Red River Gorge TreeTop Cottage|Hot Tub|Sauna|WiFi
A log cabin interior with a stone fireplace, wooden walls, and a ceiling fan.

15. Natural Bridge State Resort Park

Natural Bridge State Resort Park
3.5 star property
Slade
8.6 out of 10, Excellent, (2,110 reviews)
"Our king size room was very clean, quiet and comfortable. The hotel setting is beautiful and well kept. The staff made us feel at home and the breakfast buffet and dinner options were fantastic. We'd highly recommend this lodge for other travelers."
United States
Michael
$96 nightly
The price is $106
Nov 8 - Nov 9
Total with taxes and fees
Natural Bridge State Resort Park
A cozy cabin-style kitchen with wooden walls, a loft area, and basic amenities including a refrigerator, stove, and microwave.

16. The Stillhouse Cabin, mins from Red River Gorge

The Stillhouse Cabin, mins from Red River Gorge
Campton
9.6 out of 10, Exceptional, (130 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
$155 nightly
The price is $171
Oct 29 - Oct 30
Total with taxes and fees
The Stillhouse Cabin, mins from Red River Gorge
A wooden interior with a kitchen area, a sliding door, and a patterned rug.

17. TURNING LEAF•Cozy Cabin in the RRG• Couples Retreat

TURNING LEAF•Cozy Cabin in the RRG• Couples Retreat
Pine Ridge
10.0 out of 10, Exceptional, (156 reviews)
"Great cozy place!"
United States
Brittany H.
$177 nightly
The price is $195
Oct 25 - Oct 26
Total with taxes and fees
TURNING LEAF•Cozy Cabin in the RRG• Couples Retreat
A campsite with several tents on stilts over a sandy area near a river, surrounded by trees.

18. Furnished Glamping Tent/King Bed/Access to the Red River - Noble Bear - #4

Furnished Glamping Tent/King Bed/Access to the Red River - Noble Bear - #4
Stanton
9.8 out of 10, Exceptional, (56 reviews)
"Great stay"
United States
Josh N.
$119 nightly
The price is $132
Oct 27 - Oct 28
Total with taxes and fees
Furnished Glamping Tent/King Bed/Access to the Red River - Noble Bear - #4
A wooden cabin interior with a kitchen featuring a stove, microwave, and refrigerator.

19. Plum Crazy: Frenchburg Cabin on 1 Acre

Plum Crazy: Frenchburg Cabin on 1 Acre
Frenchburg
9.6 out of 10, Exceptional, (17 reviews)
"This is the perfect little cabin for a getaway! It was clean, had all the amenities we needed, and the hot tub was a huge plus."
United States
Robert
$264 nightly
The price is $291
Oct 22 - Oct 23
Total with taxes and fees
Plum Crazy: Frenchburg Cabin on 1 Acre
A log cabin interior with a dining area, a sofa, a fireplace, and a television.

20. • KNOTTY PINE•Cozy Cabin in RRG • Hot Tub • Fireplace • Pond for Fishing

• KNOTTY PINE•Cozy Cabin in RRG • Hot Tub • Fireplace • Pond for Fishing
Pine Ridge
9.8 out of 10, Exceptional, (50 reviews)
"Loved the location. And would definitely stay again."
United States
William
$195 nightly
The price is $215
Oct 25 - Oct 26
Total with taxes and fees
• KNOTTY PINE•Cozy Cabin in RRG • Hot Tub • Fireplace • Pond for Fishing
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.
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Top Wellington Hotel Reviews

The Cozy Den

The Cozy Den

10/10 Excellent
"."
Abbigayle B. 2-night trip
Posted 15 hours ago
The Cozy Den

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 $106 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.