Vacation Homes in Old Town Pinehurst, Pinehurst: House Rentals & More

Select from 30 homes, 10 cottages, and other vacation rentals in Old Town Pinehurst to find one that's perfect for your trip. Vacation homes provide the best amenities for your stay with friends, family, or just your pet, like WiFi and cable TV. At the end of the day, you'll find a rental to meet everyone's needs, including a place that's non-smoking or offers accessibility.

Vacation rentals with weekly discounts - Old Town Pinehurst

Showing deals for:Oct 10 - Oct 17

Exceptional

(6 reviews)

COMPLETELY REMODELED 3 BDR, 2 Bath, Golf Course View Condo

Pinehurst, NC

8% off

All fees included

Exceptional

(83 reviews)

Exclusive Five Star CarriageHouse! Featured in March 2023 PineStraw Magazine!!

Pinehurst, NC

9% off

All fees included

Exceptional

(42 reviews)

LUXURY HOME INCLUDES GOLF CART walking distance to historic village center

Pinehurst, NC

9% off

All fees included

Exceptional

(73 reviews)

Newly Renovated – 2BR, 2BA, Pinehurst #3 and #5, a skip and a hop to Clubhouse

Pinehurst, NC

8% off

All fees included

Exceptional

(38 reviews)

Cute and Comfy Home in Pinehurst - Perfect for families/golf weekend! Ping-pong!

Pinehurst, NC

12% off

All fees included

Exceptional

(69 reviews)

Pinehurst 3BR/2BA. Walking distance to clubhouse. North & South and US kids.

Pinehurst, NC

8% off

All fees included

Find spaces that suit your style

House

Condo/Apartment

Find the best place to stay - Old Town Pinehurst

One Market Square - Comfortable Luxury Condo in the Center of Downtown Pinehurst

Sleeps 6 · 2 bedrooms · 2 bathrooms

Historic Cottage with Private Pool, Firepit, EV Charging Walk to Village

Sleeps 8 · 4 bedrooms · 2+ bathrooms

The Enchanted Escape features three unique residences, ideal for groups seeking both shared and private spaces.

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

Sleeps 12 · 5 bedrooms · 4+ bathrooms

Scituate House Walk to the US Open - Old Town Charm 6BR - 6.5 Baths - Sleeps 12+

Sleeps 12 · 6 bedrooms · 6+ bathrooms

Top rated rentals - Old Town Pinehurst

Premier Host

Pinehurst house with Pool

Great location, walking distance to the Village of Pinehurst, yet private yard and pool area. An added bonus was a bedroom with separate entrance from pool area with its own bath. Highlight was the game room which everyone enjoyed.

NANCY H.

Stayed Jul 2025

Premier Host

Perfect for our Trip...

The cottage is comfortable, well appointed, and very convenient to area golf courses and restaurants. The village is within walking distance, and Maxie's is basically your neighbor. The reservation process and communication were excellent, and the instructions provided were clear and complete. We would definitely stay again.

Graham M.

Stayed Jun 2025

Premier Host

Fantastic stay in a fantastic place

The outdoor living is spectacular, with a very large pool (I swam laps daily), outdoor fire pit, putting green and large sitting areas. And having three separate units on property was great for privacy and noise... especially with two young kids there. The location is as good as it gets for the village. We used the outdoor screened-in porch frequently for meals and shelter when it rained. We would definitely use it again if we have a large group returning to Pinehurst.

Lon L.

Stayed May 2025

Pinehurst Retreat

This property was superb in every way. Conveniently located near the village, it was perfectly designed to meet our needs.

Stephen L.

Stayed May 2025

Premier Host

Wonderful Easter Visit

The Craddock is amazing!Beautiful home, excellent location, something for all ages to enjoy.The Craddock is well appointed, & welcoming.Communications with Brandon our host, so helpful, & responsive.A 5 star home, and priceless visit.We look forward to staying again at The Craddock in the near future.

Robyn H.

Stayed Apr 2025

Premier Host

Spring ProAm in Pinehurst!

Amazing Location and Home in the middle of the Village of Pinehurst. Perfection place to enjoy friends! We had amazing trip to Pinehurst with ProAm Events. Golf on #10, #4 & #2. This home has amazing outdoor spaces to wind down after your round or Prep for Dinner in the Village. Plenty to enjoy nearby @ Pinehurst Brewery, Duggan's Pub, Pinecrest Inn, Lisi Italian and more. Highly recommend this home to anyone for a stay in Pinehurst. We will definitley be back.

Jason A.

Stayed Apr 2025

Premier Host

Absolutely great weekend getaway!

Went away for my birthday, and I have to say this house is amazing. Cleanliness was top notch. Everything you would need for your stay. Feels very homey, a place where you are comfortable. Nice neighborhood, quite. But plenty of shopping that can be done. Communication is key to me, and that they did. I would recommend this to a couple, and even up to 2 children. We will be back!

Gloria M.

Stayed Feb 2025

Peace of mind
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All the privacy of home
Enjoy full kitchens, laundry, pools, yards and more
More for less
More space, more privacy, more amenities — more value
A place for everyone
We stand for diversity, inclusion and families everywhere.
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Find out more about Old Town Pinehurst

Frequently asked questions

What is the most popular type of vacation rental accommodation in Old Town Pinehurst?

Based on our data, cottages are the most in-demand type of vacation property in Old Town Pinehurst. But as you might expect, everyone's idea of an epic stay isn't the same. Vrbo has vacation rentals with every size, shape and budget in mind, so you're sure to discover your perfect match.

How much does it cost to rent a vacation rental in Old Town Pinehurst?

A range of factors affect the price of a vacation rental in Old Town Pinehurst, such as the time of year, property type and length of stay. But, all our vacation homes have one thing in common --- exceptional value. Just enter your travel dates to find your perfect fit.

How much does it cost to rent a beach house in Old Town Pinehurst?

The average price for a vacation rental near the beach in Old Town Pinehurst depends on when you're traveling and the type and size of property you want. You can find prices easily and quickly on Vrbo by entering your dates of travel. Then use our filters to choose the number of bedrooms and amenities that you require, like air conditioning, a pool and WiFi.

Are there pet-friendly vacation rentals in Old Town Pinehurst?

Yes, there are. You'll have a choice of 35 vacation rentals that cater to pets in Old Town Pinehurst. Many of our pet-friendly vacation rentals have an area outdoors for your furry pal to play in, doggie beds, complimentary treats and proximity to parks or green space. Apply the "Pets allowed" filter to find a pad that'll set tails wagging on Vrbo.

Can I rent a house with a pool in Old Town Pinehurst?

Add a whole new level of fun to your getaway by staying in one of the 11 houses with a private pool in Old Town Pinehurst. Use our handy search filter to find the kind of property you want on Vrbo, and then spend your days splashing about in a swimming pool that's only for you.

What are popular rental amenities in Old Town Pinehurst?

Some of the most popular rental amenities people search for in Old Town Pinehurst include a fireplace, a chef and a swimming pool. Whether you're taking a trip with family, pals or even pets, Vrbo vacation properties come with the best amenities for ultimate relaxation with the people who matter most.

Are there large group vacation rentals in Old Town Pinehurst?

With 15 vacation rentals that can sleep 10 or more guests in Old Town Pinehurst, you don't have to limit the invite list. From vacations with the extended family to events like birthday and Christmas parties, Vrbo will help you find a large group rental that fits the occasion.

Are there vacation rentals in Old Town Pinehurst that welcome kids?

With 33 family-friendly vacation properties to pick from in Old Town Pinehurst, there's never been a better time to introduce your kids to the thrills of travel. Check our "Properties good for families" filter box to locate stays that feature amenities ideal for families on the move, like living rooms, private pools, entertainment units and bunk beds.

Are there one-bedroom vacation rentals in Old Town Pinehurst?

You can pick from three one-bedroom rentals in Old Town Pinehurst. Whether you're looking for a secluded cottage or a fancy condo, Vrbo's one-bedroom rentals are perfect if you don't require a lot of space. One of the main perks of having your own digs? You'll never have to share your vacation with strangers.

Can I find two-bedroom vacation rentals in Old Town Pinehurst?

Take your pick of four two-bedroom rentals in Old Town Pinehurst. Give your little ones the second room or maybe fill it with a couple of your nearest and dearest friends. There's ample space for whoever's lucky enough to be joining your adventure.

Are there vacation rentals with WiFi in Old Town Pinehurst?

Old Town Pinehurst has 18 vacation rentals with WiFi, so you can stay connected while you're traveling. Simply check the "WiFi" box in our search filter for a list of properties with this feature. From streaming movies with the family to checking emails, these Vrbo homes make it a breeze to go online.

How can I find vacation rentals with air conditioning in Old Town Pinehurst?

You can choose from 34 Vrbo vacation rentals with air conditioning in Old Town Pinehurst offering that cool, cool breeze and extra comfort level. Simply enter your travel dates and then use our filters to search for properties with air conditioning.

How old do you have to be to rent a vacation rental in Old Town Pinehurst?

The minimum age allowed can vary across properties on Vrbo, so check the rules of the vacation rental in Old Town Pinehurst you want to book. But usually, it's 16, 18 or 21.

How long can I rent a vacation rental in Old Town Pinehurst for?

The length of time you can book a vacation rental in Old Town Pinehurst is down to the property. Simply enter your preferred dates to display a list of options offering extended stays. With plenty of amenities like air conditioning and laundries, as well as some offering weekly or monthly discounted prices, you're sure to find a terrific place to call your home away from home in Old Town Pinehurst.

Does Vrbo offer discounts for vacation homes in Old Town Pinehurst?

In Old Town Pinehurst, you'll find some fabulous bargains and discounts for weekly and monthly discounts on vacation rentals, as well as newly listed homes on Vrbo. Whether you're wanting a short getaway or a couple of weeks away, we have a variety of options to suit every kind of traveler.