Title: Middlesboro Vacation Rentals from CA $758: Short-Term Rentals for 2026 | Expedia.ca

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![mountain view](https://images.trvl-media.com/place/8853/4dcad675-90c8-4311-844e-cc929dfd2557.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

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## Check prices for these dates

In two weeks

[Apr 17 - Apr 19](https://www.expedia.ca/Hotel-Search?regionId=8853&startDate=2026-04-17&endDate=2026-04-19&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[May 29 - May 31](https://www.expedia.ca/Hotel-Search?regionId=8853&startDate=2026-05-29&endDate=2026-05-31&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[Jun 26 - Jun 28](https://www.expedia.ca/Hotel-Search?regionId=8853&startDate=2026-06-26&endDate=2026-06-28&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Jul 24 - Jul 26](https://www.expedia.ca/Hotel-Search?regionId=8853&startDate=2026-07-24&endDate=2026-07-26&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Middlesboro vacation rentals

![2 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/114000000/113130000/113124900/113124803/2953375f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/114000000/113130000/113124900/113124803/2b33c7e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/114000000/113130000/113124900/113124803/6183cf07.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/114000000/113130000/113124900/113124803/25f51ec6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 4.6 miles from LMU. Cozy 2-bedroom Lustron home located in Middlesboro, Ky, 

[](https://www.expedia.ca/Middlesboro-Hotels-Cozy-2-Bedroom-Lustron-Home-Located-In-Middlesboro.h113124803.Hotel-Information)

Middlesboro

10/10

Exceptional

(29 reviews)

"We had a lovely stay. The host was easy to contact and very responsive. The house itself suited our needs perfectly. The small touches like the s’mores kit and goodies left was a nice bonus. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Brian D.

CA $165

CA $318 total

includes taxes & fees

Apr 14 - Apr 15

[](https://www.expedia.ca/Middlesboro-Hotels-Cozy-2-Bedroom-Lustron-Home-Located-In-Middlesboro.h113124803.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/118000000/117740000/117736400/117736392/7fccc55a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/118000000/117740000/117736400/117736392/517d53b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Microwave, oven, stovetop](https://images.trvl-media.com/lodging/118000000/117740000/117736400/117736392/ed2fd1ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/118000000/117740000/117736400/117736392/7509684c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Spacious Renovated Ranch Retreat near Tackett Creek & Cumberland Gap Park, & LMU

[](https://www.expedia.ca/Middlesboro-Hotels-Spacious-Renovated-Ranch-Retreat-Near-Tackett-Creek-Cumberland-Gap-Park.h117736392.Hotel-Information)

Middlesboro

10/10

Exceptional

(1 review)

"Clean"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Phineas S.

CA $256

CA $511 total

includes taxes & fees

Apr 7 - Apr 8

[](https://www.expedia.ca/Middlesboro-Hotels-Spacious-Renovated-Ranch-Retreat-Near-Tackett-Creek-Cumberland-Gap-Park.h117736392.Hotel-Information)

![3 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/111000000/110870000/110864800/110864705/bfc534e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/111000000/110870000/110864800/110864705/6461dec1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/111000000/110870000/110864800/110864705/1d800db3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, books, stereo](https://images.trvl-media.com/lodging/111000000/110870000/110864800/110864705/9a827ab3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Charming 3-bedroom house in the Crater City near State Parks, LMU, & hospitals.

[](https://www.expedia.ca/Middlesboro-Hotels-Charming-3-Bedroom-House-In-The-Crater-City-Near-State-Parks.h110864705.Hotel-Information)

Middlesboro

9.2/10

Wonderful

(5 reviews)

"We enjoyed our stay. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Emily S.

CA $238

CA $471 total

includes taxes & fees

Apr 9 - Apr 10

[](https://www.expedia.ca/Middlesboro-Hotels-Charming-3-Bedroom-House-In-The-Crater-City-Near-State-Parks.h110864705.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/120000000/119650000/119642400/119642383/237e557d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/120000000/119650000/119642400/119642383/9ed13fa5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/120000000/119650000/119642400/119642383/8da50864.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, iron/ironing board, internet, bed sheets](https://images.trvl-media.com/lodging/120000000/119650000/119642400/119642383/b710f894.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Welcoming 3-bedroom house with AC in charming Middlesboro

[](https://www.expedia.ca/Middlesboro-Hotels-Welcoming-3-Bedroom-House-With-AC-In-Charming-Middlesboro.h119642383.Hotel-Information)

Middlesboro

CA $231

CA $462 total

includes taxes & fees

Apr 7 - Apr 8

[](https://www.expedia.ca/Middlesboro-Hotels-Welcoming-3-Bedroom-House-With-AC-In-Charming-Middlesboro.h119642383.Hotel-Information)

![Exterior detail](https://images.trvl-media.com/lodging/125000000/124950000/124942200/124942146/70c0efe7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/125000000/124950000/124942200/124942146/w816h900x288y0-c167c2c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Internet, bed sheets](https://images.trvl-media.com/lodging/125000000/124950000/124942200/124942146/w1264h900x86y0-f4da059b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/125000000/124950000/124942200/124942146/37ca92b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 3-bedroom bungalow in the heart of Crater City, near airport LMU & hiking trails

[](https://www.expedia.ca/Middlesboro-Hotels-3-Bedroom-Bungalow-In-The-Heart-Of-Crater-City.h124942146.Hotel-Information)

Middlesboro

CA $163

CA $378 total

includes taxes & fees

Apr 15 - Apr 16

[](https://www.expedia.ca/Middlesboro-Hotels-3-Bedroom-Bungalow-In-The-Heart-Of-Crater-City.h124942146.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/125000000/124470000/124463800/124463704/w904h683x59y0-254f3bca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/125000000/124470000/124463800/124463704/14d64818.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Floor plan](https://images.trvl-media.com/lodging/125000000/124470000/124463800/124463704/cd3d5822.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/125000000/124470000/124463800/124463704/w908h683x60y0-8c108ae1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Outback Behind the Barn

[](https://www.expedia.ca/Ewing-Hotels-Outback-Behind-The-Barn.h124463704.Hotel-Information)

Ewing

CA $142

CA $190 total

includes taxes & fees

Apr 3 - Apr 4

[](https://www.expedia.ca/Ewing-Hotels-Outback-Behind-The-Barn.h124463704.Hotel-Information)

![WiFi, bed sheets](https://images.trvl-media.com/lodging/124000000/123090000/123085900/123085824/50411dae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![WiFi, bed sheets](https://images.trvl-media.com/lodging/124000000/123090000/123085900/123085824/21627446.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Floor plan](https://images.trvl-media.com/lodging/124000000/123090000/123085900/123085824/f5dc71f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/124000000/123090000/123085900/123085824/22eebf70.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Modern 20’ Travel Trailer with bunks and a queen bed

[](https://www.expedia.ca/Speedwell-Hotels-Modern-20-Travel-Trailer-With-Bunks-And-A-Queen-Bed.h123085824.Hotel-Information)

Speedwell

CA $82

CA $165 total

includes taxes & fees

Apr 15 - Apr 16

[](https://www.expedia.ca/Speedwell-Hotels-Modern-20-Travel-Trailer-With-Bunks-And-A-Queen-Bed.h123085824.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/121000000/120340000/120339300/120339263/5ac45c7e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace](https://images.trvl-media.com/lodging/121000000/120340000/120339300/120339263/dbfd8fb8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/121000000/120340000/120339300/120339263/6fbd30a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace](https://images.trvl-media.com/lodging/121000000/120340000/120339300/120339263/fd3af8ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Peaceful cabin with AC in charming Tazewell. Welcome to relaxation!

[](https://www.expedia.ca/Tazewell-Hotels-Peaceful-Cabin-With-AC-In-Charming-Tazewell-Welcome-To-Relaxation.h120339263.Hotel-Information)

Tazewell

9.2/10

Wonderful

(9 reviews)

"Everything was clean and felt like home.host was really nice and I will definitely be staying again."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Nicholas H.

CA $132

CA $238 total

includes taxes & fees

Apr 6 - Apr 7

[](https://www.expedia.ca/Tazewell-Hotels-Peaceful-Cabin-With-AC-In-Charming-Tazewell-Welcome-To-Relaxation.h120339263.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/84000000/83700000/83695800/83695713/f29dd9f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/84000000/83700000/83695800/83695713/c3ca0191.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/84000000/83700000/83695800/83695713/dbd9d55f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/84000000/83700000/83695800/83695713/23f18363.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Calm Country Oasis - Creek, ATV Trls & Norris Lake

[](https://www.expedia.ca/Speedwell-Hotels-The-Cottage-At-Silver-Creek-Farms.h83695713.Hotel-Information)

Speedwell

9.4/10

Exceptional

(22 reviews)

"A very clean and comfortable home, close to where we wanted to be. Responsive host."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

David M.

CA $153

CA $366 total

includes taxes & fees

Apr 4 - Apr 5

[](https://www.expedia.ca/Speedwell-Hotels-The-Cottage-At-Silver-Creek-Farms.h83695713.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/111000000/110120000/110117300/110117293/1ee08f54.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, books](https://images.trvl-media.com/lodging/111000000/110120000/110117300/110117293/1914fad3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/111000000/110120000/110117300/110117293/f6e4bf16.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/111000000/110120000/110117300/110117293/36d18afb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Harrogate Hideaway - 5 Min to LMU & Nat\`l Park

[](https://www.expedia.ca/Harrogate-Hotels-Harrogate-Hideaway-5-Min-To-LMU-Natl-Park.h110117293.Hotel-Information)

Harrogate

10/10

Exceptional

(11 reviews)

"Harrogate Hideaway was a very clean and cute place to stay. We really enjoyed our time here. Our host Ciara was great!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Carla P.

CA $142

CA $273 total

includes taxes & fees

Apr 21 - Apr 22

[](https://www.expedia.ca/Harrogate-Hotels-Harrogate-Hideaway-5-Min-To-LMU-Natl-Park.h110117293.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/97000000/96180000/96170700/96170662/b6eaddcc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/97000000/96180000/96170700/96170662/18f74eb3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/97000000/96180000/96170700/96170662/29f8852b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/97000000/96180000/96170700/96170662/069d1721.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Home in Powell Valley Shores Close to Flat Hollow Marina & Powell Valley Marina

[](https://www.expedia.ca/Speedwell-Hotels-Home-In-Powell-Valley-Shores-Close-To-Flat-Hollow-Marina-Powell-Valley-Marina.h96170662.Hotel-Information)

Speedwell

9.4/10

Exceptional

(19 reviews)

"Cute and cozy! Perfect place for us to use as a home base while in town visiting family. Lots of attention to the details, kitchen facilities are up to date and super clean. Already looking forward to booking again!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Lynette M.

CA $112

CA $235 total

includes taxes & fees

Apr 7 - Apr 8

[](https://www.expedia.ca/Speedwell-Hotels-Home-In-Powell-Valley-Shores-Close-To-Flat-Hollow-Marina-Powell-Valley-Marina.h96170662.Hotel-Information)

![Smart TV, fireplace](https://images.trvl-media.com/lodging/110000000/109460000/109452300/109452271/3b8e0964.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/110000000/109460000/109452300/109452271/b17923f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace](https://images.trvl-media.com/lodging/110000000/109460000/109452300/109452271/ddc3945c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/110000000/109460000/109452300/109452271/6168a248.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Beautiful Loft in the Woods

[](https://www.expedia.ca/Harlan-Hotels-Beautiful-Loft-In-The-Woods.h109452271.Hotel-Information)

Harlan

10/10

Exceptional

(3 reviews)

"Beautiful setting. Incredible space well laid out. Owner was very engaging. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Fred

CA $167

CA $358 total

includes taxes & fees

Apr 13 - Apr 14

[](https://www.expedia.ca/Harlan-Hotels-Beautiful-Loft-In-The-Woods.h109452271.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/125000000/124490000/124488800/124488708/49eb2f4f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/125000000/124490000/124488800/124488708/w3024h3872x0y0-05648119.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private kitchen](https://images.trvl-media.com/lodging/125000000/124490000/124488800/124488708/fb5e0d14.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/125000000/124490000/124488800/124488708/65855ac8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Robertson Ridge Hideaway Cottage

[](https://www.expedia.ca/Robertson-Ridge-Hideaway-Cottage.h124488708.Hotel-Information)

Hinkle

CA $156

CA $203 total

includes taxes & fees

Apr 8 - Apr 9

[](https://www.expedia.ca/Robertson-Ridge-Hideaway-Cottage.h124488708.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/122000000/121680000/121672900/121672802/5d1e81f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/122000000/121680000/121672900/121672802/bf794874.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/122000000/121680000/121672900/121672802/d2efa0c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/122000000/121680000/121672900/121672802/747e600e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Highlands Cabin Retreat at Norris Lake

[](https://www.expedia.ca/New-Tazewell-Hotels-The-Highlands-Cabin-Retreat-At-Norris-Lake.h121672802.Hotel-Information)

New Tazewell

10/10

Exceptional

(3 reviews)

"The cabin was clean, cozy, and overall amazing! "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Fannie

[](https://www.expedia.ca/New-Tazewell-Hotels-The-Highlands-Cabin-Retreat-At-Norris-Lake.h121672802.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/117000000/116290000/116285600/116285569/3f5b8647.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, DVD player](https://images.trvl-media.com/lodging/117000000/116290000/116285600/116285569/cfb86868.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/117000000/116290000/116285600/116285569/664831bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/117000000/116290000/116285600/116285569/85a2072b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Charming 3-bedroom house with WiFi, AC in Pineville Kentucky

[](https://www.expedia.ca/Pineville-Hotels-Charming-3-Bedroom-House-With-WiFi.h116285569.Hotel-Information)

Pineville

10/10

Exceptional

(3 reviews)

"We stayed here for a wedding weekend in Pineville, KY, and it was absolutely perfect from start to finish. The home was spotless, cozy, and had everything we could possibly need. The beds were so comfortable, and we instantly felt at home the moment we walked in.What truly set this stay apart was the host’s kindness and above-and-beyond hospitality. We got lost in the middle of the night trying to find the property, and the host stayed on the phone with us, patiently guiding us right to the...

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Samantha P.

CA $179

CA $355 total

includes taxes & fees

Apr 5 - Apr 6

[](https://www.expedia.ca/Pineville-Hotels-Charming-3-Bedroom-House-With-WiFi.h116285569.Hotel-Information)

![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/103000000/102400000/102398800/102398776/5d252a3e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, coffee/tea maker, toaster](https://images.trvl-media.com/lodging/103000000/102400000/102398800/102398776/27e5156c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/103000000/102400000/102398800/102398776/b252ebe8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/103000000/102400000/102398800/102398776/95d30e0b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Quaint Studio APT Near ATV Trails & Norris Lake

[](https://www.expedia.ca/La-Follette-Hotels-Quaint-Studio-APT-Near-ATV-Trails-Norris-Lake.h102398776.Hotel-Information)

LaFollette

9.4/10

Exceptional

(10 reviews)

"The place was very clean and cozy. Quite area. Was a great stay for the weekend trip. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Mary

CA $64

CA $178 total

includes taxes & fees

Apr 3 - Apr 4

[](https://www.expedia.ca/La-Follette-Hotels-Quaint-Studio-APT-Near-ATV-Trails-Norris-Lake.h102398776.Hotel-Information)

![House (2 Bedrooms) | Front of property](https://images.trvl-media.com/lodging/122000000/121200000/121199100/121199061/7b8fb7b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/122000000/121200000/121199100/121199061/e44cf9e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/122000000/121200000/121199100/121199061/2fd54d29.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/122000000/121200000/121199100/121199061/3ebc65a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Peaceful & Private! Pet-friendly Williamsburg Home

[](https://www.expedia.ca/Williamsburg-Hotels-Peaceful-Private-Pet-Friendly-Williamsburg-Home.h121199061.Hotel-Information)

Williamsburg

CA $136

CA $426 total

includes taxes & fees

Apr 3 - Apr 4

[](https://www.expedia.ca/Williamsburg-Hotels-Peaceful-Private-Pet-Friendly-Williamsburg-Home.h121199061.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/70000000/69640000/69639000/69638999/w1263h852x0y24-4fc7c81a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/70000000/69640000/69639000/69638999/w1272h853x0y0-6c67c5bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, DVD player](https://images.trvl-media.com/lodging/70000000/69640000/69639000/69638999/09b061d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/70000000/69640000/69639000/69638999/e0a31141.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Harrogate Home Mountain View’s Dog Friendly

[](https://www.expedia.ca/Harrogate-Hotels-Harrogate-Home-Mountain-Views-Dog-Friendly.h69638999.Hotel-Information)

Harrogate

10/10

Exceptional

(24 reviews)

"Great location with friendly neighbors!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Evan C.

CA $219

CA $419 total

includes taxes & fees

Apr 6 - Apr 7

[](https://www.expedia.ca/Harrogate-Hotels-Harrogate-Home-Mountain-Views-Dog-Friendly.h69638999.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/84000000/83760000/83756300/83756215/w1280h851x0y1-ef42b318.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/84000000/83760000/83756300/83756215/e4f020c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/84000000/83760000/83756300/83756215/d9574b07.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/84000000/83760000/83756300/83756215/72db324c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Blissful Bungalow across from LMU campus

[](https://www.expedia.ca/Harrogate-Hotels-Blissful-Bungalow-Across-From-LMU-Campus.h83756215.Hotel-Information)

Harrogate

9.6/10

Exceptional

(34 reviews)

"Cozy feel and relaxing. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Cynthia

CA $153

CA $312 total

includes taxes & fees

Apr 20 - Apr 21

[](https://www.expedia.ca/Harrogate-Hotels-Blissful-Bungalow-Across-From-LMU-Campus.h83756215.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/104000000/103940000/103938700/103938609/bb140306.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/104000000/103940000/103938700/103938609/2c24890d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/104000000/103940000/103938700/103938609/bc6d45c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/104000000/103940000/103938700/103938609/ff13795e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The House on Park Avenue-minutes to music venues Laurel Cove and Bell Theater!

[](https://www.expedia.ca/Pineville-Hotels-The-House-On-Park-Avenue-Minutes-To-Music-Venues-Laurel-Cove-And-Bell-Theater.h103938609.Hotel-Information)

Pineville

9.4/10

Exceptional

(3 reviews)

"The home was just perfect for what we needed. Looking forward to seeing how it comes out when all construction is finished! Host was very responsive. Will stay again"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Kami L.

CA $262

CA $501 total

includes taxes & fees

Apr 3 - Apr 4

[](https://www.expedia.ca/Pineville-Hotels-The-House-On-Park-Avenue-Minutes-To-Music-Venues-Laurel-Cove-And-Bell-Theater.h103938609.Hotel-Information)

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](https://expedia.ca/Hotel-Search?startDate=2026-04-16&endDate=2026-04-17&regionId=8853&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

## Find vacation rentals that suit your style

Cabins

[](https://www.expedia.ca/Hotel-Search?destination=Middlesboro%2C+Kentucky%2C+United+States+of+America&regionId=8853&latLong=36.608416%2C-83.716582&adults=2&startDate=2026-07-01&d1=2026-07-01&endDate=2026-07-04&d2=2026-07-04&lodging=CABIN)

Private vacation homes

[](https://www.expedia.ca/Hotel-Search?destination=Middlesboro%2C+Kentucky%2C+United+States+of+America&regionId=8853&latLong=36.608416%2C-83.716582&adults=2&startDate=2026-07-01&d1=2026-07-01&endDate=2026-07-04&d2=2026-07-04&lodging=VACATION_HOME)

Cottages

[](https://www.expedia.ca/Hotel-Search?destination=Middlesboro%2C+Kentucky%2C+United+States+of+America&regionId=8853&latLong=36.608416%2C-83.716582&adults=2&startDate=2026-07-01&d1=2026-07-01&endDate=2026-07-04&d2=2026-07-04&lodging=COTTAGE)

Apartments

[](https://www.expedia.ca/Hotel-Search?destination=Middlesboro%2C+Kentucky%2C+United+States+of+America&regionId=8853&latLong=36.608416%2C-83.716582&adults=2&startDate=2026-07-01&d1=2026-07-01&endDate=2026-07-04&d2=2026-07-04&lodging=APARTMENT)

Houseboats

[](https://www.expedia.ca/Hotel-Search?destination=Middlesboro%2C+Kentucky%2C+United+States+of+America&regionId=8853&latLong=36.608416%2C-83.716582&adults=2&startDate=2026-07-01&d1=2026-07-01&endDate=2026-07-04&d2=2026-07-04&lodging=HOUSE_BOAT)

Villas

[](https://www.expedia.ca/Hotel-Search?destination=Middlesboro%2C+Kentucky%2C+United+States+of+America&regionId=8853&latLong=36.608416%2C-83.716582&adults=2&startDate=2026-07-01&d1=2026-07-01&endDate=2026-07-04&d2=2026-07-04&lodging=VILLA)

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## Top Middlesboro Hotel Reviews

![Quality Inn Harlan](https://images.trvl-media.com/lodging/1000000/20000/17000/16941/b003bff0_y.jpg)

### Quality Inn Harlan

8/10 Good

"All good, no problems"

[](https://expedia.ca/Harlan-Hotels-Quality-Inn.h16941.Hotel-Information)

![Sleep Inn & Suites Middlesboro](https://images.trvl-media.com/lodging/4000000/3930000/3929600/3929546/86beaca2_y.jpg)

### Sleep Inn & Suites Middlesboro

10/10 Excellent

"Nice staff and great breakfast "

[](https://expedia.ca/Middlesboro-Hotels-Sleep-Inn-Suites.h3929546.Hotel-Information)

![Super 8 by Wyndham Williamsburg](https://images.trvl-media.com/lodging/1000000/10000/7000/6940/a5cd488f_y.jpg)

### Super 8 by Wyndham Williamsburg

2/10 Terrible

"Sketchy parking lot. Very dirty breezeways. Very dirty bathroom. Used towel in bathroom. Only a 1/4 roll of toilet paper. Was scared to sleep under covers. No frig. Do better. Lady at the counter was super nice. "

[](https://expedia.ca/Corbin-Hotels-Super-8-By-Wyndham-Williamsburg.h6940.Hotel-Information)

![Pine Mountain State Resort Park](https://images.trvl-media.com/lodging/2000000/1110000/1109500/1109434/75b8d155_y.jpg)

### Pine Mountain State Resort Park

10/10 Excellent

"Wonderful friendly staff at the lodge, dining, and golf course. Beautiful locale. "

[](https://expedia.ca/Corbin-Hotels-Pine-Mountain-State-Resort-Park.h1109434.Hotel-Information)

![Holiday Inn Express Middlesboro by IHG](https://images.trvl-media.com/lodging/1000000/70000/60900/60850/fba51913_y.jpg)

### Holiday Inn Express Middlesboro by IHG

10/10 Excellent

"Everything. Hotel is clean amd the staff is very friendly. Good breakfast as well. The woman whonwhos the breakfast area is alway so sweet and helpful the 2x we've stayed here. "

[](https://expedia.ca/Middlesboro-Hotels-Holiday-Inn-Express-Middlesboro.h60850.Hotel-Information)

![Days Inn by Wyndham Jellico - Tennessee State Line](https://images.trvl-media.com/lodging/1000000/10000/300/279/ad47702e_y.jpg)

### Days Inn by Wyndham Jellico - Tennessee State Line

6/10 Okay

"Breakfast room dirty and nothing avaliable. "

[](https://expedia.ca/Caryville-Hotels-Days-Inn-By-Wyndham-Jellico-Tennessee-State-Line.h279.Hotel-Information)

![Econo Lodge Middlesboro](https://images.trvl-media.com/lodging/1000000/20000/15200/15146/79102e17_y.jpg)

### Econo Lodge Middlesboro

8/10 Good

"There was plenty of parking and the beds were very comfortable."

[](https://expedia.ca/Middlesboro-Hotels-Econo-Lodge.h15146.Hotel-Information)

![Suburban Studios Middlesboro](https://images.trvl-media.com/lodging/70000000/69400000/69390100/69390006/4f60a168_y.jpg)

### Suburban Studios Middlesboro

10/10 Excellent

"This was one of the best rooms and hotels I have stayed at over the years. And for the price , you can't beat it. Appliances are all up to date, clean and perfect. They even supplied dish liquid to wash my own dishes if I needed to reuse them . Towels, cups and coffee we easily accessible. Staff was really nice and made my staff feel so wonderful on my Birthday weekend. Thanka to all the staff I interacted with who helped me in anyway, thanks for taking pride in your job and rooms and thanks for having me"

[](https://expedia.ca/Middlesboro-Hotels-Suburban-Extended-Stay-Hotel.h69390006.Hotel-Information)

![Woodlake Lodge Golf and Country Club](https://images.trvl-media.com/lodging/17000000/16540000/16536400/16536329/544d1b99_y.jpg)

### Woodlake Lodge Golf and Country Club

6/10 Okay

"Facility was clean. It was a bit outdated- very dark, only had a few working table lamps. Shower pressure was awful. "

[](https://expedia.ca/Morristown-Hotels-Woodlake-Lodge-Golf-And-Country-Club.h16536329.Hotel-Information)

## Find out more about Middlesboro

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.  
  
As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Middlesboro. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.   
  
It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.   

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- [Vacation Homes in Middlesboro ](https://expedia.ca/Middlesboro-Private-Vacation-Homes.d8853-aaPrivateVacationHomes.Travel-Guide-Accommodation)
- [Cabin Rentals in Middlesboro ](https://expedia.ca/Middlesboro-Cabins.d8853-aaCabins.Travel-Guide-Accommodation)
- [Apartments in Middlesboro ](https://expedia.ca/Middlesboro-Apartments.d8853-aaApartments.Travel-Guide-Accommodation)
- [Houseboats in Middlesboro ](https://expedia.ca/Middlesboro-Houseboats.d8853-aaHouseboats.Travel-Guide-Accommodation)
- [Cottages in Middlesboro ](https://expedia.ca/Middlesboro-Cottages.d8853-aaCottages.Travel-Guide-Accommodation)
- [Motels in Middlesboro ](https://expedia.ca/Middlesboro-Motels.d8853-aaMotels.Travel-Guide-Accommodation)
- [Lodges in Middlesboro ](https://expedia.ca/Middlesboro-Lodges.d8853-aaLodges.Travel-Guide-Accommodation)
- [B&B in Middlesboro ](https://expedia.ca/Middlesboro-Bed-And-Breakfast.d8853-aaBedAndBreakfast.Travel-Guide-Accommodation)
- [Condo Rentals in Middlesboro ](https://expedia.ca/Middlesboro-Condos.d8853-aaCondos.Travel-Guide-Accommodation)

## Frequently asked questions

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### What's the top vacation rental that Middlesboro has to offer?

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