
Downtown Southern Pines vacation rentals
We found 63 vacation rentals — enter your dates for availability
Discover a selection of 15 homes and other vacation rentals in Downtown Southern Pines that are perfect for your trip. Whether you're staying in a vacation rental with a group or just with your pet, you'll find the amenities you need and want, including parking and a TV. You'll be able to choose a rental for everyone's needs, including places that are non-smoking or accessible.
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Find the best place to stay - Downtown Southern Pines
The Gallery - 2 bd Boutique Southern Pines Cottage
Sleeps 4 · 2 bedrooms · 1+ bathroom
9.69.6 out of 10
Exceptionalexceptional
9 reviews(9 reviews)
The Downtown Pines Hideaway - Walkable to Downtown Southern Pines!
Sleeps 4 · 2 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
1 review(1 review)
Mulligan Manor- 0.2 mile walk to Vitos Ristorante and Pizzeria and many others!
Sleeps 6 · 3 bedrooms · 3+ bathrooms
9.89.8 out of 10
Exceptionalexceptional
6 reviews(6 reviews)
Two blocks from downtown! Charming, cozy home close to everything!
Sleeps 10 · 4 bedrooms · 2+ bathrooms
1010 out of 10
Exceptionalexceptional
7 reviews(7 reviews)
Ace on Ashe - 4 bedroom home in Downtown Southern Pines
Sleeps 8 · 4 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
3 reviews(3 reviews)
Beautiful 1920's Craftsman-Downtown Southern Pines
Sleeps 9 · 3 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
62 reviews(62 reviews)
Top rated rentals - Downtown Southern Pines
Excellent!
1010 out of 10
Exceptionalexceptional
23 reviews(23 reviews)
Wonderful wedding weekend at Weymouth Woods Art Center
1010 out of 10
Exceptionalexceptional
17 reviews(17 reviews)
Homebase for House Hunting
1010 out of 10
Exceptionalexceptional
27 reviews(27 reviews)
Southern Pines
1010 out of 10
Exceptionalexceptional
2 reviews(2 reviews)
Fantastic atmosphere
1010 out of 10
Exceptionalexceptional
2 reviews(2 reviews)
A well-kept secret for now
1010 out of 10
Exceptionalexceptional
1 review(1 review)
Relaxing
1010 out of 10
Exceptionalexceptional
7 reviews(7 reviews)
Wedding week!
1010 out of 10
Exceptionalexceptional
9 reviews(9 reviews)
- Peace of mindOur Book with Confidence guarantee gives you 24/7 support
- All the privacy of homeEnjoy full kitchens, laundry, pools, yards and more
- More for lessMore space, more privacy, more amenities — more value
Frequently asked questions
What is the most popular type of vacation rental accommodation in Downtown Southern Pines?
The most sought-after types of vacation rentals in Downtown Southern Pines are apartments. Prefer something different? Vrbo has plenty of options to match our guests’ needs, so you’ll see vacation properties in lots of shapes and sizes. The perfect fit is ready and waiting for you — get hold of yours today.
How much does it cost to rent a vacation rental in Downtown Southern Pines?
Property type, length of stay and time of year are some factors that can influence the price of a vacation home. Simply click on your travel dates to find your perfect match. From comfy cabins to plush villas, all Vrbo vacation rentals provide incredible value.
How much does it cost to rent a beach house in Downtown Southern Pines?
The average price for a vacation rental close to the beach in Downtown Southern Pines depends on when you’re traveling and the style and size of property you’re searching for. You can find prices easily and quickly on Vrbo by entering your destination and travel dates. Then use the filter tool to choose the number of bedrooms and amenities that you prefer, such as air conditioning, a pool and WiFi.
Are there pet-friendly vacation rentals in Downtown Southern Pines?
With 20 properties that welcome four-legged guests, your furry little friend can join in on your Downtown Southern Pines getaway. Use our filter tool to search our pet-friendly vacation rentals and find your pawfect digs on Vrbo.
What are popular rental amenities in Downtown Southern Pines?
Some of the most popular rental amenities people prefer in Downtown Southern Pines are a barbecue grill, a garden and an oven. Whether you’re vacationing with family, your besties or even pets, Vrbo vacation homes feature the best amenities for making new memories with your loved ones.
Are there vacation rentals in Downtown Southern Pines that welcome kids?
Gather the whole crew for an unforgettable adventure in Downtown Southern Pines at one of our six family-friendly vacation properties. These stays feature amenities that are perfect for getaways with the kids, like laundry facilities, living rooms and entertainment units. Just click on the “Properties good for families” filter box and pick out your favorite.
Are there one-bedroom vacation rentals in Downtown Southern Pines?
Yes, Downtown Southern Pines has 14 one-bedroom rentals on offer. Typically located in prime areas because of their compact size, a one-bedroom rental is great if you’re getting away with your partner or a friend. And with comforts such as kitchens and more privacy than a standard hotel, you’ll be able to kick back and relax while enjoying this amazing destination.
Are there vacation rentals with WiFi in Downtown Southern Pines?
Downtown Southern Pines has four vacation rentals with WiFi, so you can stay connected when you’re away. Simply check the “WiFi” box in our handy search filter for a list of properties with this feature. From streaming TV shows with the family to scrolling social media, these Vrbo homes make it a breeze to go online.
How can I find vacation rentals with air conditioning in Downtown Southern Pines?
You can pick from 20 Vrbo vacation rentals with air conditioning in Downtown Southern Pines providing that cooling breeze and extra bit of comfort. Enter your desired travel dates and then use our filters to help you locate properties with air conditioning.
How old do you have to be to rent a vacation rental in Downtown Southern Pines?
We recommend checking with the Downtown Southern Pines vacation home you’re considering on Vrbo as age restrictions vary. However, it’s normally 16, 18 or 21.
How long can I rent a vacation rental in Downtown Southern Pines for?
The amount of time you can stay in a Downtown Southern Pines vacation rental for differs depending on the property. Simply tap in your travel dates to find options offering longer term stays. They include all you need to make your extended vacation more enjoyable like kitchens and laundries. Some Vrbo vacation properties may also offer discounted weekly or monthly prices, so you can have a longer stay for less.
Does Vrbo offer discounts for vacation homes in Downtown Southern Pines?
Weekend retreat or a much-needed extended escape, Vrbo has some great deals and discounted options in Downtown Southern Pines to match your style and your budget. Take a look at our weekly and monthly discounts on vacation rentals, or check out what’s recently been added with one of our newly listed homes. Whatever you’re after, you’ll find the ideal place to stay — without spending a fortune.