We noticed that you're using an unsupported browser. The Tripadvisor website may not display properly.We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.

Middleburg Holiday Rentals

List your property
Owner log in
Check-in
— / — / —
Check-out
— / — / —
Guests
0 rooms, 2+ guests
Distance from
1 mi
Price per night
£0
£1,000+
Suitability
Show more
Bathrooms
Any
Amenities
Show more
Property type
Show more
Distinctive Features
Show more
Neighbourhood
10 rentals in Middleburg.
Sort by:
Tripadvisor Sort
The Orchard, holiday rental in Middleburg

The Orchard

3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
Beautiful Private Retreat only 25 miles from Beautifull Lake Cumberland., holiday rental in Middleburg

Beautiful Private Retreat only 25 miles from Beautifull Lake Cumberland.

5 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
LOG Cabin, 5 miles from town, but very country setting, holiday rental in Middleburg

LOG Cabin, 5 miles from town, but very country setting

2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
Secluded Creekside farmhouse, holiday rental in Middleburg

Secluded Creekside farmhouse

3 bedrooms
1 bathroom
Sleeps 7
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
Horse & Buggy Country Inn, holiday rental in Middleburg

Horse & Buggy Country Inn

3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
Cozy Cottage, Walk to Centre College, Ideal Hub for Bourbon Trail, holiday rental in Middleburg

Cozy Cottage, Walk to Centre College, Ideal Hub for Bourbon Trail

3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
Luxurious Two Bedroom Loft Apartment in the Heart of Downtown Danville KY!, holiday rental in Middleburg

Luxurious Two Bedroom Loft Apartment in the Heart of Downtown Danville KY!

2 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
country paradise that is tuck away on three beautiful acres with a inground pool, holiday rental in Middleburg

country paradise that is tuck away on three beautiful acres with a inground pool

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
Countryside House w/ Amazing Views of 5 Counties!, holiday rental in Middleburg

Countryside House w/ Amazing Views of 5 Counties!

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
Spacious Home 2 Mi from Downtown Stanford!, holiday rental in Middleburg

Spacious Home 2 Mi from Downtown Stanford!

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
Save time - get the best Middleburg rentals sent straight to your email!
PreviousNext
1
Frequently Asked Questions about Middleburg