A person fishing on a wooden dock at sunset.

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Our top choices for Montgomery County holiday rentals

An outdoor patio with wicker furniture, a covered seating area, and a view of the surrounding landscape.

1. Robins Nest

Robins Nest
New London
9.6 out of 10, Exceptional, (37 reviews)
"Very clean & nice place , AC works perfectly . Shower pressure 10/10. Very cute little area for a weekend get away. "
United States
Sheyenne S.
The price is £137
includes taxes & fees
24 Sept - 25 Sept
Robins Nest
A bedroom with a bed, a TV, a desk with drawers, a window with a view of the outside, and a lamp.

2. Lakefront Retreat In Badin Shores Resort 2 Bedroom Home

Lakefront Retreat In Badin Shores Resort 2 Bedroom Home
3.0 star property
New London
The price is £261
includes taxes & fees
12 Oct - 13 Oct
Lakefront Retreat In Badin Shores Resort 2 Bedroom Home
A covered outdoor deck with a table and chairs, overlooking a lake with boats.

3. Lake Front House with Dock, Kayaks, and Boat Slip

Lake Front House with Dock, Kayaks, and Boat Slip
Troy
10.0 out of 10, Exceptional, (50 reviews)
"There is a great lake view from the screened in porch and the lower patio. We also loved sitting on the dock and relaxing in the furniture there. We brought a boat and the access to the lake was perfect. The house is spacious. We had 13 there and had plenty of room. We would definitely recommend this destination."
United States
Joel D.
The price is £418
includes taxes & fees
28 Sept - 29 Sept
Lake Front House with Dock, Kayaks, and Boat Slip
A two-story house with a balcony and outdoor seating area.

4. Driftwood Lake House- cozy , quiet cove!

Driftwood Lake House- cozy , quiet cove!
New London
9.8 out of 10, Exceptional, (8 reviews)
"Will definitely consider again for our annual trip."
United States
June Q.
The price is £347
includes taxes & fees
4 Oct - 5 Oct
Driftwood Lake House- cozy , quiet cove!
A covered porch with wicker furniture, a round table, and a view of a lake and hills.

5. On the Main Channel, private dock, fire pit, beautiful sunsets, sleeps 8-10

On the Main Channel, private dock, fire pit, beautiful sunsets, sleeps 8-10
Mount Gilead
10.0 out of 10, Exceptional, (13 reviews)
"If you want to be on Lake Tillery, this is the house you want."
United States
Rick V.
The price is £559
includes taxes & fees
11 Oct - 12 Oct
On the Main Channel, private dock, fire pit, beautiful sunsets, sleeps 8-10
A cabin with a large window, surrounded by trees.

6. Postcard Cabins Asheboro, Outdoor Collection by Marriott Bonvoy

Postcard Cabins Asheboro, Outdoor Collection by Marriott Bonvoy
2.5 star property
Asheboro
9.6 out of 10, Exceptional, (131 reviews)
"Camping life with the luxury of great plumbing, clean room and equipped camping space. A lovely getaway."
United States
Raha
The price is £125
includes taxes & fees
23 Sept - 24 Sept
Postcard Cabins Asheboro, Outdoor Collection by Marriott Bonvoy

7. Little Log Cabin Near the Lake!

Little Log Cabin Near the Lake!
Albemarle
9.8 out of 10, Exceptional, (31 reviews)
"Good location for hunting in the Uhwarrie NF, and the property manager was excellent."
United States
Jason N.
The price is £178
includes taxes & fees
23 Sept - 24 Sept
Little Log Cabin Near the Lake!
A wooden cabin interior with a kitchen, dining area, and a living room.

8. Asheboro 1BR Cabin Near NC Zoo | Loft & Water View

Asheboro 1BR Cabin Near NC Zoo | Loft & Water View
Asheboro
9.8 out of 10, Exceptional, (11 reviews)
"What an awesome cozy place to stay! I only have one regret I should have stayed longer!!"
United States
Ben T.
The price is £188
includes taxes & fees
7 Oct - 8 Oct
Asheboro 1BR Cabin Near NC Zoo | Loft & Water View
A bedroom with a bed, a desk, a chair, a ceiling fan, and a view through a glass door.

9. Located in # 6 golf community, close to First Health Moore Regional Hospital.

Located in # 6 golf community, close to First Health Moore Regional Hospital.
Pinehurst
10.0 out of 10, Exceptional, (79 reviews)
"Nice cozy suite, just right for two people. Wife and I were in town for a nearby wedding and stayed here. Excellent place to stay."
United States
Thomas M.
The price is £117
includes taxes & fees
28 Sept - 29 Sept
Located in # 6 golf community, close to First Health Moore Regional Hospital.
A modern bedroom with a bed, a desk, and a balcony with a chair.

10. The Lucky Lie - Entire Condo in Pinehurst

The Lucky Lie - Entire Condo in Pinehurst
Pinehurst
9.6 out of 10, Exceptional, (65 reviews)
"Always a wonderful stay!"
United States
Whitney S.
The price is £202
includes taxes & fees
5 Oct - 6 Oct
The Lucky Lie - Entire Condo in Pinehurst
A wooden deck with a metal railing overlooking a valley with distant hills and a sunrise or sunset.

11. Charming Retro & Stylishly Updated Mid-Century Apartment Retreat Near Downtown

Charming Retro & Stylishly Updated Mid-Century Apartment Retreat Near Downtown
Albemarle
10.0 out of 10, Exceptional, (28 reviews)
"Beautiful property, impeccably clean and very comfortable!"
United States
Tara H.
The price is £164
includes taxes & fees
5 Oct - 6 Oct
Charming Retro & Stylishly Updated Mid-Century Apartment Retreat Near Downtown
A modern kitchen with a dining area, featuring stainless steel appliances, a round dining table, and a wooden floor.

12. The Cat’s Meow, the ultimate 3-Bedroom cat-friendly getaway in Asheboro, NC!

The Cat’s Meow, the ultimate 3-Bedroom cat-friendly getaway in Asheboro, NC!
Asheboro
9.4 out of 10, Exceptional, (9 reviews)
"Was great stay for the price also close to everything"
United States
Shakuan E.
The price is £168
includes taxes & fees
23 Sept - 24 Sept
The Cat’s Meow, the ultimate 3-Bedroom cat-friendly getaway in Asheboro, NC!
A living room with a sofa, armchair, coffee table, and a view through a glass door to the outside.

13. Studio Seven at Pine Valley

Studio Seven at Pine Valley
Pinehurst
9.6 out of 10, Exceptional, (11 reviews)
"Great stay"
United States
Lauren
The price is £149
includes taxes & fees
5 Oct - 6 Oct
Studio Seven at Pine Valley
A modern kitchen with white cabinetry, a black countertop, and a stainless steel sink.

14. Long Drive On No. 5 - 1BR Condo w/ GREAT Golf Views, Minutes From Clubhouse

Long Drive On No. 5 - 1BR Condo w/ GREAT Golf Views, Minutes From Clubhouse
Pinehurst
10.0 out of 10, Exceptional, (53 reviews)
"The place is very clean and well taken care of!"
United States
Britni H.
The price is £159
includes taxes & fees
23 Sept - 24 Sept
Long Drive On No. 5 - 1BR Condo w/ GREAT Golf Views, Minutes From Clubhouse
A bedroom with a bed, a chair, a wall mural, and a view through a window.

15. Sunrise over the lake and mountains...

Sunrise over the lake and mountains...
Albemarle
The price is £283
includes taxes & fees
23 Sept - 24 Sept
Sunrise over the lake and mountains...
A modern kitchen with a central island, pendant lighting, and built-in cabinetry.

16. The McCaskill Cottage in the Village of Pinehurst!

The McCaskill Cottage in the Village of Pinehurst!
Old Town Pinehurst
10.0 out of 10, Exceptional, (21 reviews)
"Great location, updated interior, great overall experience"
United States
Timothy
The price is £195
includes taxes & fees
28 Sept - 29 Sept
The McCaskill Cottage in the Village of Pinehurst!
A corner room with a desk, chair, and large windows with blinds.

17. 11 E Pinehurst Manor

11 E Pinehurst Manor
Pinehurst
9.4 out of 10, Exceptional, (56 reviews)
"Nice place "
United States
john w.
The price is £169
includes taxes & fees
23 Sept - 24 Sept
11 E Pinehurst Manor
A modern kitchen with white cabinets, a dining area with a wooden table and chairs, and a large window with a view of the outside.

18. The Perfect Lie in Pinehurst! A golfer's paradise!

The Perfect Lie in Pinehurst! A golfer's paradise!
Pinehurst
9.8 out of 10, Exceptional, (77 reviews)
"Wonderful stay and great experience with our host!"
United States
Matthew D.
The price is £217
includes taxes & fees
23 Sept - 24 Sept
The Perfect Lie in Pinehurst! A golfer's paradise!
A modern living room with a dark sofa, a dining area, and a kitchen in the background.

19. Cozy 1-bedroom building "out back" in downtown Asheboro, NC. Great location.

Cozy 1-bedroom building "out back" in downtown Asheboro, NC. Great location.
Asheboro
8.4 out of 10, Very good, (9 reviews)
"Very nice home I definitely would book again !!"
United States
Arianna H.
The price is £75
includes taxes & fees
27 Sept - 28 Sept
Cozy 1-bedroom building "out back" in downtown Asheboro, NC. Great location.
A large house with a covered porch, stone foundation, and a well-maintained lawn with a golf course in the background.

20. Quiet Condo on Golf Course with EV Plug near Pinehurst

Quiet Condo on Golf Course with EV Plug near Pinehurst
Foxfire
9.4 out of 10, Exceptional, (22 reviews)
"We had a wonderful stay here! The house was very clean, spacious, and had plenty of room for our family of 5. Our children especially loved the convenience of being right next to the pickleball court. The host was extremely accommodating and always quick to respond to any questions we had. We truly enjoyed our stay and would absolutely recommend this rental to anyone looking for a comfortable and family friendly place to stay!"
United States
Britany H.
The price is £205
includes taxes & fees
23 Sept - 24 Sept
Quiet Condo on Golf Course with EV Plug near Pinehurst
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 Montgomery County Hotel Reviews

Quality Inn Asheboro South

Quality Inn Asheboro South

10/10 Excellent
"Only downside was there was no elevator and I had to make several trips to get all my belongings upstairs. Not a big deal for me. Staff upon checkin and checkout very nice. Ate breakfast just one morning and typical hotel breakfast. Absolutely loved the king-size bed and my room was spacious. I'll be back."
April 2-night trip
Posted 6 hours ago
Quality Inn Asheboro South

Find out more about Montgomery County

Holiday Apartments in Montgomery County

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