Vacation rentals in Pineville

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Top-rated vacation rentals in Pineville

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Guest favorite

Tiny home in Pineville

4.99 out of 5 average rating, 209 reviews

Nature's Zen

Nestled in a simple back to nature setting in one of Kentucky's oldest settlements (Pineville, KY) is the Nature's Zen, a tiny house retreat. If you are looking to disconnect from the hustle and bustle of life's craziness, Nature's Zen is calling your name. A quaint, restorative retreat where you can pause, take a deep breath and find refreshment for your soul and balance your life. Nature's Zen is for anyone looking for the quiet and solitude outside city limits. On FB @ Nature’s Zen Retreat

Guest favorite

Home in Corbin

4.97 out of 5 average rating, 121 reviews

Cozy Corbin Cottage

Enjoy a stay in this newly renovated Corbin home in a quiet residential neighborhood. 2 bedrooms and 1.5 bathrooms with a host of amenities including WiFi, 65” tv with cable and streaming services, a well-equipped kitchen, and more. Adjacent to Corbin High School, you may walk to public-access tennis courts and walking track. This location makes a great launching point to many area attractions such as: Corbin Arena Laurel Lake Cumberland Falls State Park Cumberland Run racetrack And more….

Guest favorite

Tiny home in Corbin

4.98 out of 5 average rating, 244 reviews

Pet Friendly True Tiny Home

This is a great stay for outdoor enthusiasts, pet lovers, or those travelling and want a homey and private place to stay for the night. The house is located in the country, but approximately 5 minutes from 1-75, 5 from Laurel Lake, 15 from Corbin, and 30 from London. Huge outdoor space which includes 1 acre private lot, large screened in porch with dinning area, a fire pit with chairs and picnic table, and fenced in back yard. Sleeps 3: upstairs loft bed is a full, downstairs is a twin.

Guest favorite

Guest suite in Pioneer

4.96 out of 5 average rating, 141 reviews

Kogo’s Cabin at GoodSoil Farm

The Cabin at GoodSoil Farm is the perfect solo get-a-way from it all! This cozy hand built log cabin is just right for reading, reflecting, retreating, or just resting. The Cabin sits as the centerpiece of our working mini-farm and comes replete with rocking chairs on the porch, a gurgling creek nearby, a stunning mountain view, and room to explore. Read a book, strum your guitar, prop up your feet, put on some coffee & leave your cares behind for a few days at The Cabin on GoodSoil Farm.

Guest favorite

Cottage in Pioneer

4.99 out of 5 average rating, 199 reviews

The Ambleside Cottage

The Ambleside Cottage offers full privacy for a single or a couple looking for a serene getaway surrounded by the beauty of the Appalachian mountains. This magical cabin is conveniently located for travelers, yet Ambleside feel like a remote retreat nestled in the woods above Elk Fork Creek. The Cottage is an adorable tiny house, offering 500 square feet of living space with a kitchenette, a sitting area, and a bathroom with a shower. The queen-size bed is upstairs in the sleeping loft.

Guest favorite

Home in London

4.96 out of 5 average rating, 192 reviews

3 bedroom home (52) with mountain view.

Make lasting memories in this charming home! The moment you walk through the front door, you'll fall in love with the rich beautiful Mountain View! Sit back and relax on the front porch and enjoy the evening sunset after a full day of exploring the outdoors. ✅My DIGITAL guidebook is an amazing resource ✅Spectrum Wifi ✅Smart TV ✅Coffee Bar ☕️ ✅Pack n play and high chair ✅Bose Bluetooth speaker 🎼 ✅Board games 🎲 ✅Discount for long term rentals Book now and enjoy this BRAND NEW HOME.

Guest favorite

Home in Manchester

4.97 out of 5 average rating, 152 reviews

Visiting in the City of Manchester?

This newly freshened, mid-century home is located in the city limits of Manchester, KY, a Trail Town. It sits just a few hundred feet from the Salt Works Village and boat ramp to Goose Creek. It is a short walk or drive to one of our many swinging bridges, the Clay County Historical Society, and a number of restaurants, stores, and churches. A five minute drive can have you to the Federal Correctional Institute, AdventHealth Manchester Hospital, or Beech Creek Campground and Lake.

Guest favorite

Tiny home in Gray

4.96 out of 5 average rating, 115 reviews

Sleeping Turtle Tiny Home #1

Reconnect with nature. Sleeping Turtle Retreat and Paylake provides an unforgettable escape that is situated on a spring lake with beautiful mountain views. It is located just over 9 miles off of the I75 exit between the towns of Corbin and Barbourville. During the day you can find yourself fishing and hiking or possibly finding some local activities to do. When you're ready to relax; just sit back, make a campfire and roast some marshmallows next to your tiny home.

Guest favorite

Guest suite in Williamsburg

4.96 out of 5 average rating, 154 reviews

Creekside Adventures

Make some memories at this unique and family-friendly place. Our guest suite is very spacious and open. Many of our guest have let us know how inviting and relaxing it is to stay in. We also have a creek where our children use to play when they were little. Kids can easily play in it when the weather is nice but please be careful on the walls and stones. We also have a pool area that is available for swimming during late May through early September.

Guest favorite

Cottage in Bell County

4.99 out of 5 average rating, 280 reviews

Scenic 1 BR Cabin w/ Hiking to Hensley Settlement

“Elk Creek Cottage” borders Cumberland Gap National Historical Park property--the pathway to the west, trailblazed by Daniel Boone himself! Stay and hike to Hensley Settlement or Shillalah Creek Falls, or relax with a cup of coffee on the porch surrounded by nature. Only a scenic twenty-minute drive to Middlesboro or Pineville, KY separates you from the "city." Come enjoy the peace and quiet that Elk Creek Cottage has to offer.

Guest favorite

Guest suite in Cumberland Gap

4.91 out of 5 average rating, 162 reviews

The Inn over Angelo's

Detailed with antique mahogany trim, cherry wood flooring, hand-carved fireplace mantles and housed in a building built in 1890, this historic property has been many things over time. The Inn occupies 1,100 sf over Angelo's in the Gap, an Italian cuisine restaurant with recipes decades old. The Vault Tap House and Pub, showcasing 29 craft and domestic beers, features the original town bank vault, now a walk-in cooler.

Guest favorite

Guesthouse in Middlesboro

4.96 out of 5 average rating, 51 reviews

Pumpkin Patch

The Pumpkin Patch is a warm and cozy 2 bedroom, 1 bath bungalow with an open concept. Situated in Middlesboro, KY the only city in the USA built inside a crater. This newly renovated home is located in a quiet neighborhood at the edge of town. You'll enjoy exploring Cumberland Gap National Park, LMU, Abraham Lincoln Museum and Library and the Old Town Ghost Tours. Small pets are allowed so bring your fur baby!

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Pineville vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Stay near Pineville's top sights

The Butchers Pub8 locals recommend

Ol' Bootleggers Spirit Shoppe6 locals recommend

SAUCED: Craft Pizza. Pasta. Salad.3 locals recommend

Other great vacation rentals in Pineville

Guest favorite

Home in Pineville

4.98 out of 5 average rating, 43 reviews

Pine Mountain Villa on Wasiota Winds Golf Course

Superhost

Guesthouse in Rockholds

4.81 out of 5 average rating, 32 reviews

Lofty retreat

Guest favorite

Cabin in Cumberland Gap

5.0 out of 5 average rating, 26 reviews

Cumberland Gap Cabin

Guest favorite

Home in Harrogate

4.97 out of 5 average rating, 78 reviews

Entire home. Spacious two bedroom.

Guest favorite

Home in London

5.0 out of 5 average rating, 23 reviews

Olive Grove of London - Pets Welcome & Fenced Yard

Guest favorite

Barn in London

5.0 out of 5 average rating, 46 reviews

Upper Room at Miller's Crossing (Barn & Loft)

Guest favorite

Apartment in Cumberland Gap

4.91 out of 5 average rating, 46 reviews

Luxury Brooklyn St APT - Near LMU & Nat’l Park

Guest favorite

Apartment in Cumberland Gap

4.89 out of 5 average rating, 63 reviews

Beautiful 2BR Apartment w/ patio above restaurant

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Quick stats about vacation rentals in Pineville

Total rentals
20 properties
Popular amenities
Kitchen, Wifi, and Pool
Wifi availability
20 properties include access to wifi
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Total number of reviews
420 reviews
Nightly prices starting at
$40 before taxes and fees

Frequently Asked Questions

Do boutique hotel rentals in Pineville have wifi?
Absolutely! We offer over 10 boutique hotel rentals with wifi in Pineville. Enjoy a tailored experience with all the comforts you desire.
Do boutique hotel rentals in Pineville have air conditioning?
Absolutely! We offer over 10 boutique hotel rentals with air conditioning in Pineville. Enjoy a tailored experience with all the comforts you desire.
How much does it cost to stay in boutique hotel rentals in Pineville?
Experience the best of Pineville with our boutique hotel rentals, starting at about $60 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Do boutique hotel rentals in Pineville have a kitchen?
Absolutely! We offer over 10 boutique hotel rentals with a kitchen in Pineville. Enjoy a tailored experience with all the comforts you desire.
Do boutique hotel rentals in Pineville have free parking?
Absolutely! We offer over 10 boutique hotel rentals with free parking in Pineville. Enjoy a tailored experience with all the comforts you desire.
Are there vacation rentals with a dedicated workspace in Pineville?
Yes! Work meets play with ease at over 10 vacation rentals in Pineville featuring dedicated workspaces. Stay connected and productive in your home away from home.

Vacation rentals in Pineville

Top-rated vacation rentals in Pineville

Vacation rentals for every style

Hotels

Unique stays

Homes

Popular amenities for Pineville vacation rentals

Stay near Pineville's top sights

Other great vacation rentals in Pineville

Home in Pineville

Guesthouse in Rockholds

Cabin in Cumberland Gap

Home in Harrogate

Home in London

Barn in London

Apartment in Cumberland Gap

Apartment in Cumberland Gap

Quick stats about vacation rentals in Pineville

Total rentals

Popular amenities

Wifi availability

Rentals with dedicated workspaces

Total number of reviews

Nightly prices starting at

Frequently Asked Questions

Do boutique hotel rentals in Pineville have wifi?

Do boutique hotel rentals in Pineville have air conditioning?

How much does it cost to stay in boutique hotel rentals in Pineville?

Do boutique hotel rentals in Pineville have a kitchen?

Do boutique hotel rentals in Pineville have free parking?

Are there vacation rentals with a dedicated workspace in Pineville?

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