Taylortown Vacation Rentals

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Check prices for these dates

In two weeks
Dec 19 - Dec 21
In two months
Jan 30 - Feb 1
In three months
Feb 27 - Mar 1
In four months
Mar 27 - Mar 29

Vacation Rentals in Taylortown

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

Vacation Home in Old Town Pinehurst

10.0 out of 10, Exceptional, (134)
"Excellent place for a golf trip. Everything was as expected. "
United States
Wayne W.
$996 nightly
The price is $1,096
Dec 10 - Dec 11
Total with taxes and fees
Oasis: Walk to Village, Heated Pool, Putting Green,Fire Pit, Hot Tub, 3 houses
Exterior
Secluded Cabin in the Woods, near Carolina Horse Park and Valkyrie Sporthorses

Cabin in Raeford

10.0 out of 10, Exceptional, (67)
"Great spot!"
United States
Brett T.
Secluded Cabin in the Woods, near Carolina Horse Park and Valkyrie Sporthorses
Dining
Hip modern golf front property on Pinehurst #3

Condo in Pinehurst

9.8 out of 10, Exceptional, (83)
"Great location, the condo had everything we needed, nicely decorated. We had a great stay, would love to come back."
United States
Lisa D.
Hip modern golf front property on Pinehurst #3
Fridge, microwave, oven, stovetop
The Perfect Swing - Sleeps 8 with Golden Tee 25, Pool Table, and fire pit

Vacation Home in Pinehurst

10.0 out of 10, Exceptional, (14)
"Wonderful property with great amenities "
United States
Edward H.
$383 nightly
The price is $421
Dec 7 - Dec 8
Total with taxes and fees
The Perfect Swing - Sleeps 8 with Golden Tee 25, Pool Table, and fire pit
Outdoor pool
Your Private Clubhouse with Golf Simulator and Pool

Vacation Home in Pinehurst

9.8 out of 10, Exceptional, (52)
"The is an incredible rental for a guys golf trip. Clean, convenient and comprehensive, this house is great. We enjoyed the pool, the golf simulator and the easy access to local courses. Look no further than this rental for an epic weekend!"
United States
Michael B.
Your Private Clubhouse with Golf Simulator and Pool
Fridge, microwave, oven, stovetop
New Build! 5 Bedrooms & 3.5 Baths! 5 minutes to Golf and the Village

Vacation Home in Pinehurst

10.0 out of 10, Exceptional, (29)
"Really nice stay, great area for golfing!"
United States
Andrew A.
$714 nightly
The price is $785
Dec 14 - Dec 15
Total with taxes and fees
New Build! 5 Bedrooms & 3.5 Baths! 5 minutes to Golf and the Village
Exterior
136 Lakeview - 2 bed/2 bath condo with access to the community pool!

Condo in Pinehurst

9.4 out of 10, Exceptional, (76)
"Beds were great, very comfortable!Nice pool to use.Close to Pinehurst!"
United States
Scott H.
136 Lakeview - 2 bed/2 bath condo with access to the community pool!
Interior
Abbey Manor on Pinehurst #6- Golf Views -Sleeps 24

Villa in Pinehurst

9.8 out of 10, Exceptional, (35)
"Great stay for golf team "
United States
Scott K.
$1,337 nightly
The price is $1,410
Dec 7 - Dec 8
Total with taxes and fees
Abbey Manor on Pinehurst #6- Golf Views -Sleeps 24
Interior
Kenwood Villa - Spectacular Golf Views - Sleeps 22

Villa in Pinehurst

10.0 out of 10, Exceptional, (49)
"Beautiful and clean property. Great stay "
United States
Bjorn M.
$1,371 nightly
The price is $1,446
Dec 7 - Dec 8
Total with taxes and fees
Kenwood Villa - Spectacular Golf Views - Sleeps 22
Fridge, microwave, oven, stovetop
Large House w/ Private pool - perfect for Golfing Groups 12 beds

Vacation Home in Pinehurst

10.0 out of 10, Exceptional, (92)
"Perfect stay for a golf trip. Great proximity to Pinehurst. The house was great, very spacious and well kept. No complaints from our group and loved our stay. "
United States
Ryan R.
Large House w/ Private pool - perfect for Golfing Groups 12 beds
Property grounds
Golf front home with 8 beds

Vacation Home in Pinehurst

9.8 out of 10, Exceptional, (155)
"Perfect home and location for Pinehurst golf trip. "
United States
Michael L.
Golf front home with 8 beds
Terrace/patio
Pool-Sleeps 20-Stylish- 5 mins to downtown Southern Pines- Close to Pinehurst

Vacation Home in Southern Pines

2.0 star property
10.0 out of 10, Exceptional, (13)
"Great place to stay for a golf trip. Pool was great, beds were clean and comfortable. All guests were extremely complimentary. Would def rent this property again!"
United States
John L.
Pool-Sleeps 20-Stylish- 5 mins to downtown Southern Pines- Close to Pinehurst
Outdoor pool
Pinehurst Vacation House w/ pool & (9) beds

Vacation Home in Pinehurst

10.0 out of 10, Exceptional, (153)
"Great place!! Definitely will book again!!"
United States
Dustin S.
Pinehurst Vacation House w/ pool & (9) beds
Property grounds
The Robin's Egg -Walk to the Village!

Cottage in Old Town Pinehurst

10.0 out of 10, Exceptional, (146)
"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!
Smart TV, fireplace
High Cotton! Completelyrenovated 3BR, 2.5BA home! 1.5 mi to the Village!

Vacation Home in Pinehurst

10.0 out of 10, Exceptional, (46)
"Great location nice place "
United States
Emily L.
High Cotton! Completelyrenovated 3BR, 2.5BA home! 1.5 mi to the Village!
Fridge, microwave, oven, stovetop
Mansion in Southern Pines - Saltwater Pool, Farm Animals, Golf

Villa in Southern Pines

9.8 out of 10, Exceptional, (16)
"Beautiful stay! "
United States
Jennifer K.
$1,696 nightly
The price is $1,837
Dec 8 - Dec 9
Total with taxes and fees
Mansion in Southern Pines - Saltwater Pool, Farm Animals, Golf
Fridge, microwave, oven, stovetop
Lakeside Condo on Pinehurst #5

Condo in Pinehurst

10.0 out of 10, Exceptional, (26)
"Great location for a golf outing to Pinehurst. "
United States
Charles C.
$265 nightly
The price is $292
Dec 7 - Dec 8
Total with taxes and fees
Lakeside Condo on Pinehurst #5
Dining
Moonshine Cottage - Time to GOLF!

Vacation Home in Old Town Pinehurst

9.8 out of 10, Exceptional, (214)
"Very convenient to all things near the Village of Pinehurst. Very quiet. Plenty of parking. Very spacious house. Large bedrooms and comfortable beds. Very pleased with accommodations. "
United States
Sandy W.
Moonshine Cottage - Time to GOLF!
Outdoor dining
The 19th Hole: Sleeps 10. Pool Table, Fire Pit

Vacation Home in Pinehurst

9.6 out of 10, Exceptional, (48)
"Nice size rooms, plenty of space!"
United States
Candace H.
$427 nightly
The price is $469
Dec 7 - Dec 8
Total with taxes and fees
The 19th Hole: Sleeps 10. Pool Table, Fire Pit
Fridge, microwave, oven, stovetop
Charming Downtown Corner Cottage - 1 Block Walk to Food & Fun - Dog Friendly

Vacation Home in Downtown Southern Pines

10.0 out of 10, Exceptional, (9)
"Excellent stay and experience!"
United States
Joe Y.
$310 nightly
The price is $350
Jan 5 - Jan 6, 2026
Total with taxes and fees
Charming Downtown Corner Cottage - 1 Block Walk to Food & Fun - Dog Friendly
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 Taylortown Hotel Reviews

Microtel Inn & Suites by Wyndham Southern Pines / Pinehurst

Microtel Inn & Suites by Wyndham Southern Pines / Pinehurst

10/10 Excellent
"The room was clean, the beds are comfortable and the staff was very nice. "
Tamara 7-night trip
Posted 3 days ago
Microtel Inn & Suites by Wyndham Southern Pines / Pinehurst

Find out more about Taylortown

Everything you need to know about Taylortown 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 Taylortown vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 Taylortown vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Taylortown vacation rentals: An excellent choice for every season

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

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $292 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Taylortown rentals

At Expedia, we put the best Taylortown 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 Taylortown 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 Taylortown 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 Taylortown. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

Frequently asked questions

Can I find vacation rentals in Taylortown?

Yes, we have vacation rentals near well known points of interest in Taylortown, or you can choose a more secluded option if you're looking for relaxation.

What's the top vacation rental in Taylortown?

Oasis: Walk to Village, Heated Pool, Putting Green,Fire Pit, Hot Tub, 3 houses: Visitors like this Taylortown vacation home rental. It offers a patio, a garden, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You can relax into your vacation with a selection of games and a hot tub.

What’s there to see and do in Taylortown?

Explore the area and family-friendly sights such as Hillcrest Park, or get out into nature at a spot like Pinehurst Lake. Pinehurst Resort and Pinehurst No. 9 are a couple of places you'll find in the larger area.

What’s a vacation rental in Taylortown like?

Vacation rentals are privately owned properties you can stay in for a few weeks or just a few days in Taylortown. Vacation rentals provide amenities such as hot tubs, fire pits, and patios so you'll have a home away from home. If you're concerned about a sanitized environment, vacation rentals can provide a sense of privacy away from shared hotel elevators and lobbies bustling with people while still allowing you the experience of travel. You'll also find more space in a vacation rental than in a standard hotel, which makes a vacation rental an attractive choice for families.