Teaberry Vacation Rentals

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Check prices for these dates

In two weeks
Nov 20 - Nov 22
In two months
Jan 1 - Jan 3
In three months
Jan 29 - Jan 31
In four months
Feb 26 - Feb 28

Our top choices for Teaberry vacation rentals

A wooden interior with a sofa, a blue armchair, and a potted plant.

1. Inspiration Station

Inspiration Station
Pikeville
9.4 out of 10, Exceptional, (11 reviews)
"Everything was wonderful. It was peaceful and quiet. We loved the resident cat. Just a beautiful cabin and beautiful place! We will stay down here anytime we come to visit in the area."
United States
Susan
The price is CA $140
CA $228 total
includes taxes & fees
Nov 8 - Nov 9
Inspiration Station
A covered deck with a grill, two chairs, and a table.

2. Wanderers Oasis

Wanderers Oasis
Pikeville
10.0 out of 10, Exceptional, (1 review)
"Very quaint and quiet. Nice relaxing evening in the woods and mountains."
United States
Paul F.
The price is CA $126
CA $202 total
includes taxes & fees
Nov 17 - Nov 18
Wanderers Oasis
A kitchen with a built-in oven, microwave, and stainless steel range.

3. Cozy Home in Heart of Prestonsburg

Cozy Home in Heart of Prestonsburg
Prestonsburg
10.0 out of 10, Exceptional, (14 reviews)
"The house was very convenient to downtown area. Everything was clean and we really enjoyed our stay. We will definitely book again on our next trip!"
United States
Ashleigh g.
The price is CA $136
CA $237 total
includes taxes & fees
Nov 16 - Nov 17
Cozy Home in Heart of Prestonsburg
A dining area with a wooden table, two chairs, a vase with a plant, a wall clock, and a door with a window.

4. Cozy Tiny Home Quiet 1/1 Close to Riding Trails

Cozy Tiny Home Quiet 1/1 Close to Riding Trails
Martin
9.6 out of 10, Exceptional, (14 reviews)
"We found it to be a very clean, cozy, and quiet get-away!"
United States
Kimberly H.
The price is CA $95
CA $189 total
includes taxes & fees
Nov 8 - Nov 9
Cozy Tiny Home Quiet 1/1 Close to Riding Trails
A wooden cabin with a porch, a dog, and a person sitting on a swing.

5. Historic Cottage Near PMC, UPIKE and Arena

Historic Cottage Near PMC, UPIKE and Arena
Pikeville
10.0 out of 10, Exceptional, (1 review)
"Beautiful little cottage! We absolutely loved the decor and the historic artifacts with accompanying literature! Fav part by far is the bunkbeds and LED lighting with historic copies of newspaper articles. Very close to town! We would definitely return!"
United States
Jamie V.
The price is CA $175
CA $305 total
includes taxes & fees
Nov 20 - Nov 21
Historic Cottage Near PMC, UPIKE and Arena
A compact living space with a dining area, a sofa, a television, and a kitchen counter.

6. 2 Bedroom Creekside Getaway Near the Hillbilly Trail System

2 Bedroom Creekside Getaway Near the Hillbilly Trail System
Jenkins
The price is CA $196
CA $319 total
includes taxes & fees
Nov 8 - Nov 9
2 Bedroom Creekside Getaway Near the Hillbilly Trail System
A wooden deck with two plastic chairs and a view of a grassy area with trees.

7. The 100 Acre Woods located in the Appalachian mountains Clintwood Va

The 100 Acre Woods located in the Appalachian mountains Clintwood Va
Clintwood
10.0 out of 10, Exceptional, (5 reviews)
"Stay was great everything was satisfactory. Great host"
United States
Ernest C.
The price is CA $158
CA $280 total
includes taxes & fees
Nov 8 - Nov 9
The 100 Acre Woods located in the Appalachian mountains Clintwood Va
A wooden porch with a red door, a bench with heart-shaped cutouts, and two pillows with floral designs.

8. Holler's End, at the "head of the holler" but just 4.5 miles from Whitesburg

Holler's End, at the "head of the holler" but just 4.5 miles from Whitesburg
whitesburg
10.0 out of 10, Exceptional, (5 reviews)
"Great place. Lotsa room & everything very nice clean. "
United States
Aaron G.
The price is CA $151
CA $300 total
includes taxes & fees
Nov 17 - Nov 18
Holler's End, at the "head of the holler" but just 4.5 miles from Whitesburg
A hallway with a chandelier, a bench, and a reception desk.

9. Spacious 5-bedroom house in town-within walking distance to everything

Spacious 5-bedroom house in town-within walking distance to everything
Clintwood
9.0 out of 10, Wonderful, (2 reviews)
"We really enjoyed our stay here. Melinda was amazing. Quick to respond to any questions I had. The location was perfect as we were attending a graduation in Wise. Home was clean and large enough for my family. Fully stocked with linens, beds were very comfortable, kitchen had everything we needed. A bonus was the coffee shop right next store. If we ever pass through this area again we would definitely stay here. "
United States
Cheryl
The price is CA $150
CA $304 total
includes taxes & fees
Nov 17 - Nov 18
Spacious 5-bedroom house in town-within walking distance to everything
A wooden interior with a kitchen, a sofa, a ceiling fan, and a sign reading 'Backwoods Bungalow'.

10. Backwoods Bungalow

Backwoods Bungalow
Pikeville
10.0 out of 10, Exceptional, (13 reviews)
"Worked out very nice for our stay. "
United States
Cole A.
Backwoods Bungalow
A covered deck with a grill, two chairs, and a table.

11. Modern Escape

Modern Escape
Pikeville
9.8 out of 10, Exceptional, (9 reviews)
"Nice and cozy , we had a great time while in the area . Nice amenities for the price, was a wonderful stay. Thanks to the host for having us"
United States
Morris D.
The price is CA $105
CA $178 total
includes taxes & fees
Dec 8 - Dec 9
Modern Escape
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 Teaberry Hotel Reviews

A hotel room with a bed, bedside tables, a desk, and a TV.
Comfort Inn Pikeville

Comfort Inn Pikeville

Comfort Inn Pikeville
Pikeville

8/10 Good

The elevator was not in good shape. But it was very clean and comfortable. Brand new rooms, lobby. Really clean and freah. Beds are super comfortable. Only downfall is there is no house keeping everyday. Which we could of liked fresh towels,etc.
Canada
Sharon
Reviewed August 4, 2026
Comfort Inn Pikeville

Find out more about Teaberry

Everything you need to know about Teaberry 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 Teaberry vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, cottages, cabins, villas... 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 Teaberry vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Teaberry vacation rentals: An excellent choice for every season

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

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Teaberry vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Teaberry vacation rentals we have selected for you start as low as CA $101 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Teaberry rentals

At Expedia, we put the best Teaberry 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 Teaberry 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 Teaberry 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 Teaberry. 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 a vacation rental in Teaberry?

Yes, we give you a choice of vacation rentals close to the most popular sights in Teaberry, or you can go with a more remote option if you'd like a relaxing place to stay.

What are some of the best vacation home rentals that Teaberry has to offer?

Kentucky's Majestic Mountaintop Estate with pool: The Bluegrass Palace: Visitors like this Teaberry vacation home rental. It is located in the mountains and has an indoor pool, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 12 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a garden, an arcade game room, and a hot tub so you can immerse yourself in your vacation.

What can I see and do in Teaberry?

While exploring the area, visit the sights like University of Pikeville, Appalachian Wireless Arena, and Big Sandy Heritage Center Museum. Birch Knob Observation Tower and Crest Ridge are a couple of places you'll find in the larger area.

What are vacation rentals like in Teaberry?

Vacation rentals are private properties you can book for a short or long stay in Teaberry. Vacation rentals offer amenities like WiFi and washers and dryers so you'll have all the conveniences of home. If you're concerned about cleanliness, a vacation rental can offer a sense of security away from shared hotel elevators and lobbies packed with people while still allowing you to travel. You'll also get more space in a vacation rental than in a hotel, which makes a vacation rental a popular option for family trips.