Vacation Rentals with Pool in Old Town, NC: Compare 10+ Sites & Save

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  2. Vacation Rentals with Pool
  3.  USA

  4.  North Carolina

  5.  Southern Pines
  6.  Old Town

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60 Best Vacation Rentals with Pool in Old Town (Starting from $132)

Idyllic Pinehurst Home, Near Golf Course!
Idyllic Pinehurst Home, Near Golf Course!
House
Pinehurst, NC, USA
2.1k from Old Town center

Cheap, Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals

3 Bedrooms6 Guests
8.4

Very Good

9 reviews

$132
Average price / night
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Pinehurst Village Vacation House w/ private pool & (8) beds
Pinehurst Village Vacation House w/ private pool & (8) beds
House
Pinehurst, NC, 28374, United States
0.2k from Old Town center

AC, Arcade, Barbecue, Dryer, Internet, Kitchen, Laundry, Microwave, Outdoor Grill

4 Bedrooms8 Guests
10.0

Exceptional

79 reviews

$841
Average price / night
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Pinehurst Tee Time Retreat
Pinehurst Tee Time Retreat
House
Pinehurst, NC, USA
2.9k from Old Town center

Accommodations, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Places to stay

3 Bedrooms6 Guests
New to Booking
$452
Average price / night
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Oasis:  Walk to Village, Heated Pool, Putting Green,Fire Pit, Hot Tub, 3 houses
Oasis: Walk to Village, Heated Pool, Putting Green,Fire Pit, Hot Tub, 3 houses
House
Pinehurst, NC, 28374, United States
0.3k from Old Town center

AC, Barbecue, Crib, Dryer, Free Parking, Heater, Hot Tub, Internet, Kitchen

5 Bedrooms12 Guests
10.0

Exceptional

141 reviews

$934
Average price / night
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Pinehurst Lake Condo Water View and Community Perks
Pinehurst Lake Condo Water View and Community Perks
Apartment
Pinehurst, NC, USA
3.0k from Old Town center

Apartments, Cheap, Accommodations, Pools, Parking, Lodgings, Places to stay, Family, Condos

2 Bedrooms6 Guests
10.0

Exceptional

2 reviews

$156
Average price / night
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Historic Cottage with Private Pool, Firepit, Walk to Village
Historic Cottage with Private Pool, Firepit, Walk to Village
House
Pinehurst, NC, 28374, United States
0.3k from Old Town center

AC, Barbecue, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry

4 Bedrooms8 Guests
10.0

Exceptional

46 reviews

$846
Average price / night
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New - Spectacular️ Golf Views - Sleeps 20 - Pinehurst National #9 - Near DT Pinehurst!
New - Spectacular️ Golf Views - Sleeps 20 - Pinehurst National #9 - Near DT Pinehurst!
Villa
Pinehurst, NC, USA
3.0k from Old Town center

Cheap, Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings

6 Bedrooms26 Guests
10.0

Exceptional

3 reviews

$1154
Average price / night
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Historic Tremont Cottage with Pool
Historic Tremont Cottage with Pool
Cottage
Pinehurst, NC, 28374, United States
0.4k from Old Town center

AC, Balcony, Barbecue, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen

4 Bedrooms8 Guests
10.0

Exceptional

95 reviews

$1038
Average price / night
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Peaceful Southern Pines Home with Pool and Yard!
Peaceful Southern Pines Home with Pool and Yard!
House
Southern Pines, NC, USA
7.5k from Old Town center

Cheap, Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings

4 Bedrooms8 Guests
9.0

Fabulous

1 reviews

$267
Average price / night
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95 Palemetto Road - direct at the US OPEN Course Nr 2
95 Palemetto Road - direct at the US OPEN Course Nr 2
Villa
Pinehurst, NC, 28374, United States
0.5k from Old Town center

AC, Balcony, Barbecue, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen

4 Bedrooms10 Guests
10.0

Exceptional

1 reviews

$2066
Average price / night
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Southern Pines Getaway with Pool & Movie Theater!
Southern Pines Getaway with Pool & Movie Theater!
House
Old Town, Pinehurst, North Carolina, USA
7.6k from Old Town center

Cheap, Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings

4 Bedrooms8 Guests
10.0

Exceptional

1 reviews

$560
Average price / night
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Spacious:  swimming pool, walk to the village.
Spacious: swimming pool, walk to the village.
House
Pinehurst, NC, 28374, United States
1.0k from Old Town center

AC, Barbecue, Dryer, Fitness Equipment, Free Parking, Heater, Internet, Kitchen, Laundry

4 Bedrooms12 Guests
10.0

Exceptional

76 reviews

$791
Average price / night
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Little River Resort
Little River Resort
Apartment
Pinehurst, NC, USA
8.8k from Old Town center

Apartments, Accommodations, Pools, Parking, Lodgings, Places to stay

62 Bedrooms6 Guests
7.0

Good

1 reviews

$352
Average price / night
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4 Bedroom Pinehurst Home with Pool and Hot Tub
4 Bedroom Pinehurst Home with Pool and Hot Tub
House
Pinehurst, NC, 28374, United States
1.0k from Old Town center

AC, Barbecue, Dryer, Fireplace, Free Parking, Heater, Hot Tub, Internet, Kitchen

4 Bedrooms8 Guests
9.6

Exceptional

53 reviews

$481
Average price / night
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25 McQueen -  4 Bedroom House with Pool
25 McQueen - 4 Bedroom House with Pool
House
Pinehurst, NC, 28374, United States
1.0k from Old Town center

AC, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

4 Bedrooms8 Guests
9.8

Exceptional

49 reviews

$419
Average price / night
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Pinehurst Vacation House w/ pool & (9) beds
Pinehurst Vacation House w/ pool & (9) beds
House
Pinehurst, NC, 28374, United States
1.3k from Old Town center

AC, Barbecue, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry

4 Bedrooms9 Guests
10.0

Exceptional

156 reviews

$605
Average price / night
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Golfer Paradise - Pool, Sauna, Hot Tub, Putting Green and More!
Golfer Paradise - Pool, Sauna, Hot Tub, Putting Green and More!
House
Pinehurst, NC, 28374, United States
1.8k from Old Town center

AC, Barbecue, Crib, Dryer, Free Parking, Heater, Hot Tub, Internet, Kitchen

4 Bedrooms10 Guests
New to Booking
$1003
Average price / night
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Large House w/ Private pool - perfect for Golfing Groups 12 beds
Large House w/ Private pool - perfect for Golfing Groups 12 beds
House
Pinehurst, NC, 28374, United States
1.9k from Old Town center

AC, Arcade, Barbecue, Dryer, Free Parking, Internet, Kitchen, Laundry, Living Area

6 Bedrooms12 Guests
10.0

Exceptional

96 reviews

$1049
Average price / night
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600 Linden: 8  BR, 5.5  BA House in Pinehurst, Sleeps 20
600 Linden: 8 BR, 5.5 BA House in Pinehurst, Sleeps 20
House
Pinehurst, NC, 28374, United States
2.1k from Old Town center

AC, Arcade, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry

8 Bedrooms20 Guests
9.8

Exceptional

72 reviews

$1269
Average price / night
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Large Pinehurst home tucked away in a quiet setting with private outdoor pool.
Large Pinehurst home tucked away in a quiet setting with private outdoor pool.
House
Pinehurst, NC, 28374, United States
2.4k from Old Town center

AC, Arcade, Barbecue, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen

5 Bedrooms14 Guests
10.0

Exceptional

41 reviews

$870
Average price / night
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8BR Historic Gated Luxury Estate on 5 secluded acres in the Village of Pinehurst
8BR Historic Gated Luxury Estate on 5 secluded acres in the Village of Pinehurst
House
Pinehurst, NC, 28374, United States
2.5k from Old Town center

AC, Barbecue, Dryer, Free Parking, Heater, Hot Tub, Internet, Kitchen, Laundry

8 Bedrooms16 Guests
9.6

Exceptional

54 reviews

$1785
Average price / night
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Newly Renovated Lakeview Condo Complex First Floor Oasis!
Newly Renovated Lakeview Condo Complex First Floor Oasis!
Condo
Pinehurst, NC, 28374, United States
2.8k from Old Town center

AC, Balcony, Dryer, Heater, Internet, Kitchen, Laundry, Microwave, No Smoking

2 Bedrooms5 Guests
9.6

Exceptional

44 reviews

$230
Average price / night
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Pinehurst 2BR 2B Condo on lake, seasonal pool, just 1.5 mi to Pinehurst Resort
Pinehurst 2BR 2B Condo on lake, seasonal pool, just 1.5 mi to Pinehurst Resort
Condo
Pinehurst, NC, 28374, United States
2.8k from Old Town center

AC, Balcony, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

2 Bedrooms4 Guests
10.0

Exceptional

26 reviews

$213
Average price / night
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Newly Renovated Modern 3BR/2BA Condo on Pinehurst #5 with Lake Views
Newly Renovated Modern 3BR/2BA Condo on Pinehurst #5 with Lake Views
Condo
Pinehurst, NC, 28374, United States
2.9k from Old Town center

AC, Balcony, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

3 Bedrooms6 Guests
New to Booking
$308
Average price / night
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Calming Lake View with Pool Near Pinehurst Resort and Village
Calming Lake View with Pool Near Pinehurst Resort and Village
Condo
Pinehurst, NC, 28374, United States
2.9k from Old Town center

AC, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

2 Bedrooms6 Guests
8.4

Very Good

5 reviews

$169
Average price / night
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Renovated, Ground Level, 2 BR 2 BA, WiFi, Cable, Pool. 4 individuals max.
Renovated, Ground Level, 2 BR 2 BA, WiFi, Cable, Pool. 4 individuals max.
Condo
Pinehurst, NC, 28374, United States
2.9k from Old Town center

AC, Balcony, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry

2 Bedrooms4 Guests
10.0

Exceptional

208 reviews

$205
Average price / night
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Beautiful, renovated ,clean 2BD,2BA condo in Pinehurst, Pool, Wifi , Cable etc
Beautiful, renovated ,clean 2BD,2BA condo in Pinehurst, Pool, Wifi , Cable etc
Condo
Pinehurst, NC, 28374, United States
2.9k from Old Town center

AC, Balcony, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry

2 Bedrooms4 Guests
10.0

Exceptional

203 reviews

$193
Average price / night
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Pro Tip:
VacationByOwnerRentals aggregates the best inventory from leading travel sites, including Booking.com, Agoda.com, Expedia.com, Vrbo.com, and Airbnb.com. Use our Advanced Filters to compare verified homes, villas, cabins, condos, cottages, vacation rentals, hotels, and eco-friendly stays. Our goal is to help you find the absolute best Vacation Rentals with Pool in Old Town.

Stay Near Old Town's Top Attractions

VacationByOwnerRentals can help you find hotels, resorts, and rentals near many of 's top attractions, neighborhoods, and points of interest.

Old Town Vacation Rentals with Pool on the Map

Frequently Asked Questions

You can explore 60 verified vacation rentals with a pool in Old Town. These include a wide range of private homes, villas, and condos that offer on-site swimming facilities for a more relaxing stay.

Prices for vacation rentals with a pool in Old Town vary depending on the season, property size, and whether the pool is private or shared. Rates typically start from around $132 per night, with private pool homes and peak travel periods often costing more.

Many rentals in Old Town offer private pools for exclusive use, while others provide access to shared or community pools. You can use filters to specifically find properties with private pools if that is your preference.

Yes, some vacation rentals with pools in Old Town welcome pets. Currently, 17 listings allow pets, although policies may vary by property. It’s a good idea to review any rules related to pets around pool areas before booking.

Properties with pools are often in high demand, especially during warmer months and holidays, so booking 90 to 120 days in advance is recommended for the best selection. During off-peak seasons, you may still find availability closer to your travel dates.

Vacation rentals with pools in Old Town often include additional outdoor features such as Pool, Fireplace/Heating, and Laundry. These amenities enhance comfort and make it easier to enjoy outdoor living during your stay.

Some vacation rentals in Old Town offer heated pools, which can be especially useful during cooler months. In certain cases, pool heating may be available for an additional fee, so it’s best to check the property details before booking.