Photo by Erin Acosta

Cottages in Montgomery County

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
5 Dec - 7 Dec
In two months
16 Jan - 18 Jan
In three months
13 Feb - 15 Feb
In four months
13 Mar - 15 Mar

Featured Cottages in Montgomery County

Exterior
The Robin's Egg -Walk to the Village!

Cottage in Old Town Pinehurst

10.0 out of 10, Exceptional, (145)
"This place was perfect for my son and on on our golf trip! Very close to Pinehurst and very private large space. "
United States
Bradley G.
The Robin's Egg -Walk to the Village!
Exterior
The Cottage at Knollwood Manor

Cottage in West Southern Pines

2.0 star property
9.8 out of 10, Exceptional, (14)
"Beautiful cottage and well managed. Close to great food and golf. Would definitely stay again!"
United States
Sue R.
The Cottage at Knollwood Manor
Exterior
Yes it is the real historic Village of Pinehurst close, clean and comfortable

Cottage in Old Town Pinehurst

10.0 out of 10, Exceptional, (108)
"Everything was excellant and comfortable thank you Pete and Fran"
United States
susan
Yes it is the real historic Village of Pinehurst close, clean and comfortable
Interior
'sandhills Sanctuary' Home Near Golfing!

Cottage in West Southern Pines

3.0 star property
10.0 out of 10, Exceptional, (1)
"the house was totally updated, super cute and clean! the owners were quick to respond when i had a question. the location was great- very close to a lot of different stores, restaurants and golf."
United States
Mitra
'sandhills Sanctuary' Home Near Golfing!
Interior
Cozy Southern Pines Retreat 1 Mi to Downtown!

Cottage in Southern Pines

2.0 star property
Cozy Southern Pines Retreat 1 Mi to Downtown!
Exterior
Lakefront A-Frame Cottage with Kayaks & Fire Pit

Cottage in Lexington

10.0 out of 10, Exceptional, (23)
"Stay was excellent"
United States
Tejeswar Reddy G.
Lakefront A-Frame Cottage with Kayaks & Fire Pit
Terrace/patio
Remodeled Water-Front Lake Cottage with Dock! Kayaks provided!

Cottage in Lexington

9.8 out of 10, Exceptional, (39)
"We loved this property. It was so quiet and we had a wonderful view of the lake. "
United States
Jonathan
Remodeled Water-Front Lake Cottage with Dock! Kayaks provided!
Terrace/patio
Lakeside retreat with private dock on Palmerville Lake!

Cottage in Badin

9.6 out of 10, Exceptional, (10)
"Communication with the owner was on point. The little house was perfect for my kid and I for a weekend fishing getaway. The was a lot of spider webs around the outside of the house and dead bugs underneath the beds. The owners live extremely close and we’re working on the property while we were there, which threw us off. But other than that, great property!"
United States
Phil S.
Lakeside retreat with private dock on Palmerville Lake!
Property grounds
Pet Friendly Country Cottage Near NC Zoo

Cottage in Star

10.0 out of 10, Exceptional, (41)
"We absolutely enjoyed our stay! The house was very nice and very clean and had everything we would need for our week stay. Well stocked with pots, pans, paper goods and k cups!!! The fenced back yard was great for the dog too! Thank you for having us and we would absolutely stay again!"
United States
Nate W.
Pet Friendly Country Cottage Near NC Zoo
Exterior
Scituate House Walk to the US Open - Old Town Charm 6BR - 6.5 Baths - Sleeps 12+

Cottage in Old Town Pinehurst

10.0 out of 10, Exceptional, (64)
"Great location"
United States
Addie K.
Scituate House Walk to the US Open - Old Town Charm 6BR - 6.5 Baths - Sleeps 12+
Outdoor dining
SoPi Cottage - Walk to Town - King Bed

Cottage in Southern Pines

10.0 out of 10, Exceptional, (32)
"this was a great property and we will be back!"
United States
Courtenay S.
SoPi Cottage - Walk to Town - King Bed
Property grounds
The Loft and Mane Cottage - Romantic Getaway

Cottage in Pinebluff

10.0 out of 10, Exceptional, (4)
"We went up to watch Golf and we found this cute little cottage. It was very clean and cozy!"
United States
keith F.
The price is HK$719
HK$2,124 total
includes taxes & fees
3 Dec - 4 Dec
The Loft and Mane Cottage - Romantic Getaway
Exterior
The Craddock - Tufts Home & Antique Carriage House - 6BR 5.5 Baths - Sleeps 12+

Cottage in Old Town Pinehurst

10.0 out of 10, Exceptional, (72)
"Great golf weekend with buddies. The Craddock is a wonderful property that's in the village and equipped with everything you could need."
United States
John R.
The Craddock - Tufts Home & Antique Carriage House - 6BR 5.5 Baths - Sleeps 12+
Exterior
Historic Tremont Cottage with Pool

Cottage in Old Town Pinehurst

10.0 out of 10, Exceptional, (95)
"Wonderful location, charming and comfortable"
United States
Ruth C.
Historic Tremont Cottage with Pool
Exterior
Mystical Cottage in Southern Pines

Cottage in Southern Pines

9.8 out of 10, Exceptional, (46)
"Such a cute cottage in a nice area. It was clean, spacious and nicely decorated. This was so much better than staying at a local hotel. We hope to return in the near future! "
United States
Donna
Mystical Cottage in Southern Pines
Interior
Lakeview Vacation Rental - Walk to Crystal Lake!

Cottage in Lakeview

3.0 star property
Lakeview Vacation Rental - Walk to Crystal Lake!
Interior
Gorgeous Pinehurst No 6 Home w/ Two Patios!

Cottage in Pinehurst

3.0 star property
10.0 out of 10, Exceptional, (1)
"We had a family trip to Pinehurst and found this lovely property! It was petfect. "
United States
Teri
Gorgeous Pinehurst No 6 Home w/ Two Patios!
Exterior
Charming 3BR/2BA Cottage in the Village of Pinehurst –Walk to Almost Everything!

Cottage in Old Town Pinehurst

10.0 out of 10, Exceptional, (3)
"Cute clean place. We enjoyed our stay. Only issue was we didn't realize two bedrooms were up steep stairs. But was still a very nice place"
United States
Sue C.
Charming 3BR/2BA Cottage in the Village of Pinehurst –Walk to Almost Everything!
Terrace/patio
Rockingham Cabin on 75 Acres w/ Lake Access!

Cottage in Rockingham

3.0 star property
Rockingham Cabin on 75 Acres w/ Lake Access!
Interior
Peaceful Renovated Home With Deck on Half Acre!

Cottage in Randleman

3.0 star property
10.0 out of 10, Exceptional, (2)
"The property was exactly as shown on site. Very cozy and inviting with lots of special touches. The beds were extremely comfortable. It was the perfect relaxing get away. "
United States
Tori
Peaceful Renovated Home With Deck on Half Acre!
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.
View all properties

Black Friday Sale

Limited-time deals: Save up to 50% on select hotels
Book now
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Montgomery County Hotel Reviews

Hampton Inn & Suites Southern Pines-Pinehurst

Hampton Inn & Suites Southern Pines-Pinehurst

10/10 Excellent
"Nice"
wayne 3-night trip
Posted 13 hours ago
Hampton Inn & Suites Southern Pines-Pinehurst

Find out more about Montgomery County

Montgomery County Cottages information

Number of reviews
641
Accommodation
86 Cottages
Lowest Price
HK$2,124
Highest Price
HK$2,124