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Find Vacation Homes in Montgomery County, NC from $150

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Vacation Homes in Montgomery County

High Cotton! Completelyrenovated 3BR, 2.5BA home! 1.5 mi to the Village!

10.0 out of 10, Exceptional, (40)
"Love the place. Nice neighborhood and very comfortable.Excellent host!"
High Cotton! Completelyrenovated 3BR, 2.5BA home! 1.5 mi to the Village!

Moonshine Cottage - Time to GOLF!

9.8 out of 10, Exceptional, (204)
"Close to everything."
Moonshine Cottage - Time to GOLF!

Charming 3-bedroom house with AC in Granite Quarry

$223 nightly
The price is $252
Oct 20 - Oct 21
Total with taxes and fees
Charming 3-bedroom house with AC in Granite Quarry

Newly Renovated 3BR, 2BA, pet friendly, with 3 kayaks, boat ramp nearby

10.0 out of 10, Exceptional, (188)
"Great place to chill by the lake for a few days. Not a lot to do around the town, but the house is clean, cozy and had all the amenties that you would need. "
Newly Renovated 3BR, 2BA, pet friendly, with 3 kayaks, boat ramp nearby

FREE USE OF OUR 2022 23’ TRITOON EVERY RENTAL DAY

10.0 out of 10, Exceptional, (128)
"We love Lake Tillery and Lakeside Landing was everything we dreamt of and more! The cottage is so comfortable! The amenities exceeded our expectations! the view of the lake was so relaxing! And the boat was such a bonus!! Thank you, Sebastian, for sharing this little piece of heaven with us! PamSouthern Pines, NC"
FREE USE OF OUR 2022 23’ TRITOON EVERY RENTAL DAY

Lakefront/Boat Dock, 3/2, Furnished, Castaway Cottage, covered back deck views

9.8 out of 10, Exceptional, (150)
"Stayed locally for anniversary and family get together.Good location, quiet. Nice covered back deck Would recommend"
Lakefront/Boat Dock, 3/2, Furnished, Castaway Cottage, covered back deck views

Oasis: Walk to Village, Heated Pool, Putting Green,Fire Pit, Hot Tub, 3 houses

10.0 out of 10, Exceptional, (125)
"Our group really enjoyed the home and the property. The outdoor hot tub was amazing!"
$1,241 nightly
The price is $1,365
Oct 13 - Oct 14
Total with taxes and fees
Oasis: Walk to Village, Heated Pool, Putting Green,Fire Pit, Hot Tub, 3 houses

Cozy lake front house with dock on Lake Tillery

2.0 star property
10.0 out of 10, Exceptional, (22)
"Had a great stay, perfect loction on the water with very little boat traffic. We look forward to visiting again "
Cozy lake front house with dock on Lake Tillery

The Flat Coat Cottage: Downtown Southern Pines

10.0 out of 10, Exceptional, (27)
"This home is charming, clean and very comfortable. The beds were so comfortable too! We enjoyed the short walk into town and the walking trails nearby. "
The Flat Coat Cottage: Downtown Southern Pines

#6 near Village w/ King * Pinehurst Brews and Snooze * 4 Beds * EV Charger

10.0 out of 10, Exceptional, (47)
"Excellent house very close to everything we needed to do. Definitely will recommend this place to friends."
#6 near Village w/ King * Pinehurst Brews and Snooze * 4 Beds * EV Charger

Book GOLF with us! Luxury Emerson Cottage at Pinehurst No. 6 with Pool Table

10.0 out of 10, Exceptional, (53)
"Perfect place to spend time with our son."
Book GOLF with us! Luxury Emerson Cottage at Pinehurst No. 6 with Pool Table

Lakefront Getaway: Dock, Kayaks, Fire Pit, 70" TV

10.0 out of 10, Exceptional, (35)
"Great deal and host. "
$361 nightly
The price is $387
Oct 6 - Oct 7
Total with taxes and fees
Lakefront Getaway: Dock, Kayaks, Fire Pit, 70" TV

Charming 3-bedroom home on beautiful High Rock Lake with Private Boat Dock

2.0 star property
9.6 out of 10, Exceptional, (17)
"Was a wonderful place to stay. Will definitely come back."
Charming 3-bedroom home on beautiful High Rock Lake with Private Boat Dock

{Sunnyside Wilds} An Ideal Spot for Exploring Asheboro

8.6 out of 10, Excellent, (88)
"We just stopped to break up a long car trip. The property was exactly as listed. It met our needs. We had trouble getting the key pad to unlock, I reached out to Allen and he unlocked then relocked (as we were leaving) the door remotely. We had a great stay."
$134 nightly
The price is $150
Oct 30 - Oct 31
Total with taxes and fees
{Sunnyside Wilds} An Ideal Spot for Exploring Asheboro

Pinehurst Village Vacation House w/ private pool & (8) beds

10.0 out of 10, Exceptional, (75)
"Great place for a big group golf trip! "
Pinehurst Village Vacation House w/ private pool & (8) beds

Lakefront Cottage

10.0 out of 10, Exceptional, (56)
"Very nice cozy place and a quiet neighborhood. Loved our stay."
Lakefront Cottage

Discover Your Ultimate Luxury Retreat, Book today!

2.5 star property
10.0 out of 10, Exceptional, (3)
"Great golf vacation"
Discover Your Ultimate Luxury Retreat, Book today!

The McCaskill Cottage in the Village of Pinehurst!

10.0 out of 10, Exceptional, (5)
"Went away for my birthday, and I have to say this house is amazing. Cleanliness was top notch. Everything you would need for your stay. Feels very homey, a place where you are comfortable. Nice neighborhood, quite. But plenty of shopping that can be done. Communication is key to me, and that they did. I would recommend this to a couple, and even up to 2 children. We will be back!"
$281 nightly
The price is $310
Oct 15 - Oct 16
Total with taxes and fees
The McCaskill Cottage in the Village of Pinehurst!

Dock Holiday - beautiful views on Badin Lake

10.0 out of 10, Exceptional, (7)
"The property is beautiful and the house was so clean. We really enjoyed the boat and tubing on Badin! Already booked our trip for next summer."
Dock Holiday - beautiful views on Badin Lake

Albatross! - 5 Bedroom (8 bed) House on Pinehurst No. 5

8.0 out of 10, Very Good, (7)
"We travel to Pinehurst annually for a golf trip. This year we had 8 of us and this house was perfect for our accommodations."
Albatross! - 5 Bedroom (8 bed) House on Pinehurst No. 5
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

Find out more about Montgomery County

Find out more about Montgomery County

Booking Tips to Find the Best Montgomery County Vacation Homes


How much does it cost to rent a vacation home in Montgomery County?

You can find incredible Montgomery County vacation homes for all types of budgets: between $150 and $1,365 per night. The more amenities the rental has, and its proximity to popular places, the higher the price.


What is the best time to stay in a vacation home in Montgomery County?

If you are looking for a great deal on your vacation home in Montgomery County, consider visiting in , when prices are usually cheaper.


How many vacation homes are available for rent in Montgomery County?

There are 502 rental houses to choose from for your trip. You’ll find holiday homes located throughout the city, near sightseeing spots, and close to local nature areas.


How do I find the best deal for a vacation home in Montgomery County?

Begin by entering your trip dates to see what type of Montgomery County rental houses are available. Use the map to zoom closer into the areas or zoom out to include more locations. Use the filters on the left side of your search results to narrow down by star rating, price, number of bedrooms, amenities, and more—Expedia makes it easy to score the best deal for your budget.


Why should I rent a vacation home in Montgomery County?

Booking Montgomery County vacation home rentals is the perfect way to spend a vacation because of the privacy, variety of amenities, and comfort you’ll have in your own space.


What amenities are available in a private vacation home?

When thinking about what you want in your Montgomery County rental house, dream big! Depending on your budget and the area, you’ll find amenities like a private pool, hot tub, free parking, fully-equipped kitchen, in-home washer and dryer, Wi-Fi, and a beautiful view or easy access to local sightseeing spots. You can even filter your search results by accessibility to ensure that everyone in your party will be comfortable.


Why should I book a vacation home with Expedia?

Expedia has some of the best selection and deals on available vacation homes in the area—and all in one place. We reward you with members points back on every booking and ensure you get the right accommodation for the best price. And you’ll save big when you bundle your travel together, like booking a car rental in Montgomery County along with your vacation property, into a Montgomery County vacation package.


Can I cancel my vacation home with Expedia?

Some accommodations are free to cancel and refundable if done so by a specific date, while others may be non-refundable. To make sure that you can get your money back on cancellations, use the “free cancellation” filter during your search. Contact our customer service portal if you need help.

Montgomery County Vacation Homes information

Number of reviews
1,209
Accommodation
502 Vacation Homes
Lowest Price
$150
Highest Price
$1,365

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Explore a world of travel with Expedia