Pinehurst Winter Rental
Cottage
10.0(22 Reviews)
1 Bedroom
1 Bath
4 Guests
Pet Friendly
Kitchen
Parking
Air Conditioner
AU $340/Night
7 Nights - AU $2,379
House
10.0(2 Reviews)
3 Bedrooms
2 Baths
4 Guests
1302.43 ft²
Hot Tub
Spa
Pool
Balcony/Terrace
AU $566/Night
7 Nights - AU $3,962
House
1 Bedroom
1 Bath
Internet
Child Friendly
Sports/Activities
Entertainment
AU $675/Night
7 Nights - AU $4,727
Condo
10.0(6 Reviews)
2 Bedrooms
2 Baths
4 Guests
1250 ft²
Oceanfront- Hot Tub
Fireplace/Heating- Pool
AU $388/Night
7 Nights - AU $2,715
House
9.7(3 Reviews)
1 Bedroom
1 Bath
4 Guests
344.45 ft²
- Fireplace/Heating
- Balcony/Terrace
View- Pet Friendly
AU $241/Night
7 Nights - AU $1,686
Condo
10.0(5 Reviews)
2 Bedrooms
2 Baths
4 Guests
1258 ft²
- Oceanfront
- Hot Tub
- Fireplace/Heating
- Pool
AU $433/Night
7 Nights - AU $3,029
House
9.4(13 Reviews)
3 Bedrooms
2 Baths
5 Guests
1302.43 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Parking
AU $233/Night
7 Nights - AU $1,631
Condo
10.0(4 Reviews)
2 Bedrooms
2 Baths
6 Guests
1300 ft²
- Oceanfront
- Hot Tub
- Fireplace/Heating
- Pool
AU $363/Night
7 Nights - AU $2,541
Resort
8.8(187 Reviews)
20 Baths
81 Guests
490.83 ft²
- Hot Tub
- Spa
- Fireplace/Heating
- Pool
AU $767/Night
7 Nights - AU $5,366
House
10.0(4 Reviews)
1 Bedroom
1 Bath
4 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
AU $217/Night
7 Nights - AU $1,520
House
5.9(9 Reviews)
3 Bedrooms
2 Baths
10 Guests
1797.57 ft²
- Oceanfront
- Hot Tub
- Fireplace/Heating
- Pool
AU $247/Night
7 Nights - AU $1,732
Condo
10.0(3 Reviews)
2 Bedrooms
2 Baths
4 Guests
- Oceanfront
- Hot Tub
- Fireplace/Heating
- Pool
AU $312/Night
7 Nights - AU $2,185
Why Choose Rent By Owner for your Pinehurst Winter Rental?
What makes our Winter Rental special?
Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.
Weekly Weather Forecast for Pinehurst
How to Book Your Pinehurst Winter Rental
What's our booking process?
Our platform allows you to browse a curated selection of winter rental. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.
Booking Steps
01
Search Properties
Use our filters to find the right property that fits your needs.
02
Select a Rental
Click on your preferred listing to view details, amenities, and pricing.
03
Book Online
Follow the link to finalize your reservation directly on the partner’s website.
Explore and book the perfect rental in Pinehurst
Common Winter Rental Amenities
What amenities can you expect?
Our Winter Rental are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:
Indoor Features
- Fully-equipped kitchens with modern appliances
- Comfortable living areas with flat-screen TVs
- Free Wi-Fi for staying connected
- Air conditioning and heating for year-round comfort
- In-unit washers and dryers for convenience
- Luxurious bedrooms with premium bedding
- Spa-like bathrooms with soaking tubs or walk-in showers
Frequently Asked Questions About Pinehurst Winter Rentals
1. What are the top Winter Rentals in Pinehurst?
There are a lot of options in Pinehurst. If you plan on staying in the Pinehurst area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Winter Rentals in Pinehurst:
- Modern 3 bedroom, 2 bath getaway with HEATED private pool and jacuzzi
- NEW Coastal Paradise GEM! Spacious 4BR, 3 Full Baths w/Pool! PET FRIENDLY!
- Beautiful updated pool home in a quiet, gated community.
- Newly remodeled 3-bedroom condo in a bundled community
- Country Creek -Lovely updated 3 bed/2 bath Estero home with hot tub and golf
- Fabulous home w/new pool & spa. Minutes to golf, shop, dine, and fun-in-sun.
- Super Clean, Comfortable, & Centrally Located near RSW and FGCU
- Great Location! W of SR41 and within walking distance to the best attractions
- 3 BR, 2 Bath W/Community Pool & Exercise Rm Located In A Quiet Gated Community
- Modern Oasis Estero Bay - a serene retreat for the ultimate vacation experience
2. How many Winter Rentals are available in Pinehurst?
Currently, the total number of properties listed by RBO in 2026 is over 266 in the Pinehurst area, and still counting. By aggregating listings from multiple websites, RBO offers an immense amount of choice of the best Winter Rentals in Pinehurst.
More Rentals You May Like Near Pinehurst
House
1 Bedroom
2 Baths
8 Guests
1797.57 ft²
- Oceanfront
- Hot Tub
- Spa
- Fireplace/Heating
AU $226/Night
7 Nights - AU $1,582
Condo
10.0(3 Reviews)
2 Bedrooms
2 Baths
4 Guests
1850 ft²
- Hot Tub
- Fireplace/Heating
- Pool
- Balcony/Terrace
AU $243/Night
7 Nights - AU $1,701
Condo
10.0(2 Reviews)
2 Bedrooms
2 Baths
4 Guests
1100 ft²
- Oceanfront
- Hot Tub
- Fireplace/Heating
- Pool
AU $264/Night
7 Nights - AU $1,850
House
10.0(2 Reviews)
1 Bedroom
1 Bath
4 Guests
500 ft²
- Hot Tub
- Fireplace/Heating
- Pool
Ocean View
AU $207/Night
7 Nights - AU $1,448
Villa
10.0(2 Reviews)
2 Bedrooms
2 Baths
4 Guests
- Oceanfront
- Pool
- Ocean View
- View
AU $159/Night
7 Nights - AU $1,116
Condo
10.0(1 Review)
2 Bedrooms
2 Baths
8 Guests
900 ft²
- Child Friendly
AU $1,082/Night
7 Nights - AU $7,577
Condo
10.0(1 Review)
2 Bedrooms
2 Baths
6 Guests
- Oceanfront
- Hot Tub
- Fireplace/Heating
- Pool
AU $313/Night
7 Nights - AU $2,190
Condo
10.0(1 Review)
2 Bedrooms
2 Baths
4 Guests
1300 ft²
- Hot Tub
- Fireplace/Heating
- Pool
- Kitchen
AU $242/Night
7 Nights - AU $1,697
House
10.0(1 Review)
2 Bedrooms
2 Baths
6 Guests
Private Pool- Oceanfront
- Hot Tub
- Fireplace/Heating
AU $242/Night
7 Nights - AU $1,694
Villa
10.0(1 Review)
2 Bedrooms
2 Baths
4 Guests
1311 ft²
- Oceanfront
- Hot Tub
- Fireplace/Heating
- Pool
AU $181/Night
7 Nights - AU $1,269
House
9.6(27 Reviews)
2 Bedrooms
1 Bath
6 Guests
1100 ft²
- Fireplace/Heating
- Ocean View
- View
- Kitchen
AU $232/Night
7 Nights - AU $1,625
Villa
9.4(3 Reviews)
2 Bedrooms
2 Baths
4 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
AU $254/Night
7 Nights - AU $1,778
