Holiday rentals in Middleburg

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Top-rated holiday rentals in Middleburg

Guests agree: these stays are highly rated for location, cleanliness and more.

Guest favourite

Flat in Henderson

5.0 out of 5 average rating, 43 reviews

Angler's Den ~ Kerr Lake Life!

Live large in this newly renovated Kerr Lake escape! You will have access to the entire lower level of our home, which includes a master suite and full spa like bathroom. Two single beds are located just outside the master suite-perfect for families. You will have a custom built kitchenette with beautiful wooden countertops and fun coffee station. Nice sized, super cozy living room with fireplace and 58"TV. A sliding door leads you to the outdoor space, your relaxing retreat~ Come make memories!

9–16 Mar

$200 SGD per night
Guest favourite

Home in Macon

4.97 out of 5 average rating, 103 reviews

Waterfront paradise w/ large outdoor living area

This unique custom-built 4,009 sq. ft. lake house is located at the mouth of Lyons Creek and Lake Gaston with direct main lake access in the upscale subdivision of West Winds. The home offers fabulous views, a large flat yard, a fire pit, a sandy beach area, and good water depth at the boathouse. The home is situated on a large point with over 550 feet of waterfront. The outside boasts a large wrap around porch, with a grill, a 12-person outdoor dining area, and comfortable patio furniture.

14–21 Mar

$916 SGD per night
Guest favourite

Barn in Warrenton

4.97 out of 5 average rating, 147 reviews

The Seed House: Octagonal Barn, Dog-Friendly!

Two blocks from the ❤︎ of charming Main St. Warrenton sits an unusually shaped barn. Octagonal living at its finest; The Seed House is fully renovated and features modern amenities like wifi, coffee, tea, kitchen basics, 100% cotton linens, smart TV, games, and yoga gear. The barn is nestled at the tree line, bordered by a huge lawn + gardens. Your stay will be relaxing and private and leave you with a special sense of place. *Dog-friendly with prior approval. See House Rules for more info.

20–27 May

$167 SGD per night

Popular amenities for Middleburg holiday rentals

Other great holiday rentals in Middleburg

Guest favourite

Home in Henderson

4.92 out of 5 average rating, 61 reviews

The Cottage in the Cove - Kerr Lake

16–23 Feb

$234 SGD per night
Guest favourite

Home in Henderson

5.0 out of 5 average rating, 15 reviews

Hunter's Haven

11–18 Jul

$140 SGD per night
Guest favourite

Cabin in Norlina

4.93 out of 5 average rating, 43 reviews

Charming Cabin on Seven Springs Farm & Vineyard

23–30 Aug

$200 SGD per night
Guest favourite

Cabin in Henderson

4.89 out of 5 average rating, 62 reviews

Make Casa Cabina Your Next Vacation Rental

13–20 Aug

$177 SGD per night
Guest favourite

Home in Henderson

5.0 out of 5 average rating, 41 reviews

The Great Escape - LAKE FRONT, PET FRIENDLY!

20–27 Oct

$365 SGD per night
Guest favourite

Cottage in Henderson

4.94 out of 5 average rating, 32 reviews

Kerr Lake sunsets at Cypress Cove Cottage

26 Nov – 3 Dec

$235 SGD per night
Guest favourite

Home in Bracey

4.96 out of 5 average rating, 98 reviews

Bracey Historic Train Depot

21–28 Sep

$120 SGD per night
Superhost

Cottage in Henderson

5.0 out of 5 average rating, 4 reviews

Gorgeous view, newly renovated, lakefront!

30 Dec – 6 Jan

$766 SGD per night
Guest favourite

Farm stay in Hollister

4.99 out of 5 average rating, 97 reviews

Cozy Cabin & Farm stay @ Owl Tree Acres Homestead

27 Aug – 3 Sep

$58 SGD per night
Guest favourite

Tiny home in Hillsborough

4.99 out of 5 average rating, 83 reviews

Cozy School Bus Getaway - 15 minutes to Duke!

19–24 May

$160 SGD per night
Guest favourite

Cabin in Clarksville

5.0 out of 5 average rating, 17 reviews

Quiet Retreat - Lakefront Cabin

4–11 Apr

$268 SGD per night
Superhost

Home in Henderson

4.83 out of 5 average rating, 6 reviews

Peaceful 3 bedroom -2 baths home near Kerr Lake

16–23 Jan

$318 SGD per night

Destinations to explore