A river surrounded by dense green forest, a bridge crossing over the water, and a distant view of a lake.

Montgomery County Vacation Rentals

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Our top choices for Montgomery County vacation rentals

A covered outdoor deck with a table and chairs, overlooking a lake with boats.

1. 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, (51 reviews)
"Great place, was everything I expected"
United States
Diane C.
The price is CA $350
CA $806 total
includes taxes & fees
Oct 25 - Oct 26
Lake Front House with Dock, Kayaks, and Boat Slip
A covered porch with wicker furniture, a round table, and a view of a lake and hills.

2. 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, (14 reviews)
"If you want to be on Lake Tillery, this is the house you want."
United States
Rick V.
The price is CA $263
CA $747 total
includes taxes & fees
Oct 27 - Oct 28
On the Main Channel, private dock, fire pit, beautiful sunsets, sleeps 8-10
A two-story house with a balcony and outdoor seating area.

3. Driftwood Lake House- cozy , quiet cove!

Driftwood Lake House- cozy , quiet cove!
New London
9.8 out of 10, Exceptional, (9 reviews)
"Will definitely consider again for our annual trip."
United States
June Q.
The price is CA $315
CA $704 total
includes taxes & fees
Nov 23 - Nov 24
Driftwood Lake House- cozy , quiet cove!
An outdoor patio with wicker furniture, a covered seating area, and a view of the surrounding landscape.

4. Robins Nest

Robins Nest
New London
9.6 out of 10, Exceptional, (40 reviews)
"It was just as good as a hotel or better. I really enjoyed my stay. Thanks for giving us a nice clean affordable place to stay"
United States
Lola M.
The price is CA $110
CA $251 total
includes taxes & fees
Oct 27 - Oct 28
Robins Nest
A bedroom with a bed, a TV, a desk with drawers, a window with a view of the outside, and a lamp.

5. Lakefront Retreat In Badin Shores Resort 2 Bedroom Home

Lakefront Retreat In Badin Shores Resort 2 Bedroom Home
3.0 star property
New London
6.0 out of 10, (2 reviews)
"Everything was excellent, but the person who was at the gate entrance of the property was rude and racist against hispanics."
United States
Darian
The price is CA $195
CA $498 total
includes taxes & fees
Oct 25 - Oct 26
Lakefront Retreat In Badin Shores Resort 2 Bedroom Home
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, (142 reviews)
"It was my first time glamping, great views and cabin was clean and had all the amenities, love it!"
United States
Armina
The price is CA $165
CA $248 total
includes taxes & fees
Nov 22 - Nov 23
Postcard Cabins Asheboro, Outdoor Collection by Marriott Bonvoy
Morning coffee, afternoon drinks or a family game by the water—this might just become your favorite table.

7. Lake Tillery Main Channel | Dock + Boat Slip

Lake Tillery Main Channel | Dock + Boat Slip
Albemarle
10.0 out of 10, Exceptional, (3 reviews)
"What a beautiful house and stunning view! Everything met or exceeded our expectations! We will definitely be booking here again next year!"
United States
John M.
The price is CA $265
CA $774 total
includes taxes & fees
Oct 25 - Oct 26
Lake Tillery Main Channel | Dock + Boat Slip
A wooden deck with a railing overlooking a lake, surrounded by trees.

8. Blue Heron Bungalow at Lake Tillery

Blue Heron Bungalow at Lake Tillery
Albemarle
9.6 out of 10, Exceptional, (31 reviews)
"Great place"
United States
Emily J.
The price is CA $293
CA $775 total
includes taxes & fees
Oct 25 - Oct 26
Blue Heron Bungalow at Lake Tillery
A wooden cabin interior with a kitchen, dining area, and a living room.

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

Asheboro 1BR Cabin Near NC Zoo | Loft & Water View
Asheboro
9.4 out of 10, Exceptional, (13 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 CA $113
CA $345 total
includes taxes & fees
Oct 26 - Oct 27
Asheboro 1BR Cabin Near NC Zoo | Loft & Water View
A single-story mobile home with a wooden front porch and a small set of stairs leading to the entrance.

10. Charming 4 bedroom house in pleasant Seagrove

Charming 4 bedroom house in pleasant Seagrove
Seagrove
9.0 out of 10, Wonderful, (17 reviews)
"Great location. The property was clean and the kitchen was adequately stocked. Comfortable place to stay while visiting Seagrove."
United States
Erin C.
The price is CA $240
CA $522 total
includes taxes & fees
Oct 26 - Oct 27
Charming 4 bedroom house in pleasant Seagrove
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 CA $175
CA $321 total
includes taxes & fees
Oct 29 - Oct 30
Charming Retro & Stylishly Updated Mid-Century Apartment Retreat Near Downtown
A spacious living room with a wooden ceiling, a fireplace, a dining area with a wooden table and chairs, and a kitchen in the background.

12. The Vineyard at Big Bear Creek Charming 3-bedroom cabin. Pet friendly. WIFI

The Vineyard at Big Bear Creek Charming 3-bedroom cabin. Pet friendly. WIFI
Oakboro
10.0 out of 10, Exceptional, (41 reviews)
"This is our second time staying here and it was amazing!!! "
United States
Deborah P.
The price is CA $208
CA $441 total
includes taxes & fees
Nov 12 - Nov 13
The Vineyard at Big Bear Creek Charming 3-bedroom cabin. Pet friendly. WIFI
A spacious living room with a leather recliner, a dining area with a small table, and a kitchen with bar stools.

13. Cellar Creek Guest House 5 Minutes from The Zoo

Cellar Creek Guest House 5 Minutes from The Zoo
Asheboro
10.0 out of 10, Exceptional, (57 reviews)
"We had a wonderful time at this lovely property! It was very clean and the host was very responsive! Also, the farm animals were so cute and friendly!"
United States
Arieanne
The price is CA $183
CA $406 total
includes taxes & fees
Oct 26 - Oct 27
Cellar Creek Guest House 5 Minutes from The Zoo
A modern kitchen with dark cabinetry, stainless steel appliances, and a wooden floor.

14. Isle of the Pines, 1 mile from The Village of Pinehurst!

Isle of the Pines, 1 mile from The Village of Pinehurst!
Pinehurst
10.0 out of 10, Exceptional, (37 reviews)
"Amazing place!"
United States
Jeremy
The price is CA $125
CA $431 total
includes taxes & fees
Nov 2 - Nov 3
Isle of the Pines, 1 mile from The Village of Pinehurst!
A large house with a covered porch, stone foundation, and a well-maintained lawn with a golf course in the background.

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

Quiet Condo on Golf Course with EV Plug near Pinehurst
Foxfire
9.6 out of 10, Exceptional, (24 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 CA $158
CA $384 total
includes taxes & fees
Oct 26 - Oct 27
Quiet Condo on Golf Course with EV Plug near Pinehurst
A modern kitchen with a dining area, featuring stainless steel appliances, a round dining table, and a wooden floor.

16. 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
9.0 out of 10, Wonderful, (12 reviews)
"Was great stay for the price also close to everything"
United States
Shakuan E.
The price is CA $112
CA $296 total
includes taxes & fees
Nov 3 - Nov 4
The Cat’s Meow, the ultimate 3-Bedroom cat-friendly getaway in Asheboro, NC!
A bathroom with a shower, toilet, and a painting on the wall.

17. 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
8.6 out of 10, Excellent, (11 reviews)
"Very nice home I definitely would book again !!"
United States
Arianna H.
The price is CA $74
CA $162 total
includes taxes & fees
Nov 2 - Nov 3
Cozy 1-bedroom building "out back" in downtown Asheboro, NC. Great location.
A living room with a brown wooden floor, a brown curtain, a sofa, a rocking chair, and a small table.

18. Studio Seven at Pine Valley

Studio Seven at Pine Valley
Pinehurst
9.6 out of 10, Exceptional, (13 reviews)
"Great stay"
United States
Lauren
The price is CA $62
CA $260 total
includes taxes & fees
Nov 9 - Nov 10
Studio Seven at Pine Valley
A modern kitchen with a double sink, a coffee maker, and a variety of snacks on the counter.

19. 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, (56 reviews)
"The place is very clean and well taken care of!"
United States
Britni H.
The price is CA $128
CA $295 total
includes taxes & fees
Oct 25 - Oct 26
Long Drive On No. 5 - 1BR Condo w/ GREAT Golf Views, Minutes From Clubhouse
A spacious kitchen with wooden cabinets, a central island, and a dining area with chairs.

20. Spacious Mount Pleasant Home w/ Grill & Yard!

Spacious Mount Pleasant Home w/ Grill & Yard!
Mt Pleasant
9.8 out of 10, Exceptional, (10 reviews)
"Beautiful property, large, everything we needed."
United States
Julie C.
The price is CA $216
CA $643 total
includes taxes & fees
Nov 3 - Nov 4
Spacious Mount Pleasant Home w/ Grill & Yard!
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

Holiday Inn Express Hotel & Suites Southern Pines by IHG

Holiday Inn Express Hotel & Suites Southern Pines by IHG

10/10 Excellent
"Super nice check in clerk was very attentive and funny! Room was clean and bed extra comfy! Have stayed here multiple times and it never disappoints me! Great value and perfect location!"
Kristie 1-night trip
Posted 1 day ago
Holiday Inn Express Hotel & Suites Southern Pines by IHG

Find out more about Montgomery County

Everything you need to know about Montgomery County vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Montgomery County vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Montgomery County vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Montgomery County vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Montgomery County. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Montgomery County vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Montgomery County vacation rentals we have selected for you start as low as CA $248 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Montgomery County rentals

At Expedia, we put the best Montgomery County vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Montgomery County rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Montgomery County vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Montgomery County. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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