Five Points Vacation Rentals

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Our top choices for Five Points vacation rentals

Near Carolina Horse Park Family Friendly 4BR Home w/ Poker Room & Bocce

Near Carolina Horse Park Family Friendly 4BR Home w/ Poker Room & Bocce
Raeford
10.0 out of 10, Exceptional, (4 reviews)
"Wonderful property! I look forward to staying there again for the next horse show. "
United States
Kathryn G.
$380 nightly
The price is $405
May 5 - May 6
Total with taxes and fees
Near Carolina Horse Park Family Friendly 4BR Home w/ Poker Room & Bocce

Great property for contract healthcare workers!

Great property for contract healthcare workers!
Hamlet
10.0 out of 10, Exceptional, (44 reviews)
"What a wonderful place to stay, we truly enjoyed your home! "
United States
Linda D.
$176 nightly
The price is $198
May 10 - May 11
Total with taxes and fees
Great property for contract healthcare workers!

Located in # 6 golf community, close to First Health Moore Regional Hospital.

Located in # 6 golf community, close to First Health Moore Regional Hospital.
Pinehurst
10.0 out of 10, Exceptional, (72 reviews)
"Great stay in Pinehurst!"
United States
jb22901
$135 nightly
The price is $153
May 4 - May 5
Total with taxes and fees
Located in # 6 golf community, close to First Health Moore Regional Hospital.

House in the Pines - Tiny Home Near Southern Pines

House in the Pines - Tiny Home Near Southern Pines
Vass
10.0 out of 10, Exceptional, (1 review)
"Clean and cozy! Beat our expectations and then some. 2 mini splits so temperature control can be adjusted in the bedroom and in the living room (we liked that). Felt like home and the area and property are beautiful! Host was extremely responsive and friendly. We had a wonderful experience 👍 Thank you!"
United States
Robert
$187 nightly
The price is $212
May 12 - May 13
Total with taxes and fees
House in the Pines - Tiny Home Near Southern Pines

"Charming 3-Bedroom Home with Private Gym in Prime Neighborhood!"

"Charming 3-Bedroom Home with Private Gym in Prime Neighborhood!"
Westover
9.0 out of 10, Wonderful, (12 reviews)
"I would book again"
United States
Warren J.
$325 nightly
The price is $367
May 4 - May 5
Total with taxes and fees
"Charming 3-Bedroom Home with Private Gym in Prime Neighborhood!"

The Lucky Lie - Entire Condo in Pinehurst

The Lucky Lie - Entire Condo in Pinehurst
Pinehurst
9.6 out of 10, Exceptional, (59 reviews)
"Great location, nice and clean, clear communication - would definitely stay again!"
United States
Rochelle
$205 nightly
The price is $232
May 4 - May 5
Total with taxes and fees
The Lucky Lie - Entire Condo in Pinehurst

Studio Seven at Pine Valley

Studio Seven at Pine Valley
Pinehurst
8.8 out of 10, Excellent, (5 reviews)
"Great stay"
United States
Lauren
$184 nightly
The price is $208
May 8 - May 9
Total with taxes and fees
Studio Seven at Pine Valley

The McCaskill Cottage in the Village of Pinehurst!

The McCaskill Cottage in the Village of Pinehurst!
Old Town Pinehurst
10.0 out of 10, Exceptional, (14 reviews)
"Great location, updated interior, great overall experience"
United States
Timothy
$250 nightly
The price is $283
May 4 - May 5
Total with taxes and fees
The McCaskill Cottage in the Village of Pinehurst!

Fayetteville, NC, close to I-295 and Fort Bragg

Fayetteville, NC, close to I-295 and Fort Bragg
Fayetteville
9.4 out of 10, Exceptional, (6 reviews)
"Great stay "
United States
Tiara W.
$253 nightly
The price is $286
May 4 - May 5
Total with taxes and fees
Fayetteville, NC, close to I-295 and Fort Bragg

5 minute walk to Pinehurst Resort - Perfect 2BR Condo for buddies golf trip

5 minute walk to Pinehurst Resort - Perfect 2BR Condo for buddies golf trip
Pinehurst
9.6 out of 10, Exceptional, (17 reviews)
"Great place for a short golf getaway "
United States
Jay G.
$292 nightly
The price is $330
May 4 - May 5
Total with taxes and fees
5 minute walk to Pinehurst Resort - Perfect 2BR Condo for buddies golf trip

Cozy Cottage with Sauna. Close to over 40 golf courses near Pinehurst.

Cozy Cottage with Sauna. Close to over 40 golf courses near Pinehurst.
Lakeview
10.0 out of 10, Exceptional, (6 reviews)
$329 nightly
The price is $372
May 5 - May 6
Total with taxes and fees
Cozy Cottage with Sauna. Close to over 40 golf courses near Pinehurst.

The Duffer's Drop - 2BR/2BA Condo in Pinehurst, NC

The Duffer's Drop - 2BR/2BA Condo in Pinehurst, NC
Pinehurst
10.0 out of 10, Exceptional, (46 reviews)
"Return visit, we had a great stay!"
United States
Angela D.
$210 nightly
The price is $237
May 3 - May 4
Total with taxes and fees
The Duffer's Drop - 2BR/2BA Condo in Pinehurst, NC

Tanglewood Farm - Tally Ho Suite 1 BR/1BA Private Apartment on Horse Farm

Tanglewood Farm - Tally Ho Suite 1 BR/1BA Private Apartment on Horse Farm
Southern Pines
9.8 out of 10, Exceptional, (75 reviews)
"We had an amazing stay at the Tally Ho Suite at Tanglewood Farm. It was the perfect size for two people and we loved how it was decorated. Close to everything you need in Southern Pines, so it was very convenient."
United States
ava l.
$191 nightly
The price is $216
May 3 - May 4
Total with taxes and fees
Tanglewood Farm - Tally Ho Suite 1 BR/1BA Private Apartment on Horse Farm

Gene's Green - Mins from downtown!

Gene's Green - Mins from downtown!
Pinehurst
10.0 out of 10, Exceptional, (41 reviews)
"Excellent location! Great stay! "
United States
Mitchell B.
$323 nightly
The price is $365
May 3 - May 4
Total with taxes and fees
Gene's Green - Mins from downtown!

Your home away from home

Your home away from home
Hope Mills
$136 nightly
The price is $154
May 3 - May 4
Total with taxes and fees
Your home away from home

Long Drive On No. 5 - 1BR Condo w/ GREAT Golf Views, Minutes From Clubhouse

Long Drive On No. 5 - 1BR Condo w/ GREAT Golf Views, Minutes From Clubhouse
Pinehurst
9.8 out of 10, Exceptional, (45 reviews)
"We came into Pinehurst for a fun weekend, since we've never been before. This condo is in an EXCELLENT location! Across from the Horse Training park (and recommend heading over there for breakfast but it is cash only). It's also across from The Pinehurst resort country club, which you can walk to in about 15 minutes. Your backyard is Pinehurst #5 and you're no more than 15 minutes from everything. The condo is very nice and has everything you could possibly need, including snacks! This...
United States
Jean
$179 nightly
The price is $203
May 3 - May 4
Total with taxes and fees
Long Drive On No. 5 - 1BR Condo w/ GREAT Golf Views, Minutes From Clubhouse

Loft Cottage on Ridge<br>? Short & Extended Stays?

Loft Cottage on Ridge<br>? Short & Extended Stays?
Southern Pines
10.0 out of 10, Exceptional, (34 reviews)
"Host was very welcoming and a great communicator. Place was very clean and perfect for my needs."
United States
Dennis C.
$139 nightly
The price is $145
May 3 - May 4
Total with taxes and fees
Loft Cottage on Ridge<br>? Short & Extended Stays?

Hot tub, Firepit, BBQ, Full kitchen, SmartTV, King,Pet

Hot tub, Firepit, BBQ, Full kitchen, SmartTV, King,Pet
Vass
10.0 out of 10, Exceptional, (46 reviews)
"Everything about this stay was flawless Host, Cleanliness, Area, Atmosphere, Kitchen, Communication, Peaceful surroundings, Quiet, close to base, large fire pit area, Grill, Hot tub No words can describe how great it was to return home each day to this relaxing property. It is truly the Best Stay Ever"
United States
JasonS
$329 nightly
The price is $372
May 3 - May 4
Total with taxes and fees
Hot tub, Firepit, BBQ, Full kitchen, SmartTV, King,Pet

2 Br Condo on resort Property access to members benefits pool/hottub/golf cart

2 Br Condo on resort Property access to members benefits pool/hottub/golf cart
Pinehurst
8.0 out of 10, Very Good, (2 reviews)
"We had a fantastic stay at this condo! We were here for 10 days while attending the US Kids World Championships, and it was the perfect base. The location is spot on, everything we needed was close by, and the condo had everything to make our stay comfortable. We would definitely return and highly recommend it!"
United Kingdom
James B.
$331 nightly
The price is $374
May 4 - May 5
Total with taxes and fees
2 Br Condo on resort Property access to members benefits pool/hottub/golf cart

Lakeside Condo on Pinehurst #5

Lakeside Condo on Pinehurst #5
Pinehurst
10.0 out of 10, Exceptional, (40 reviews)
"The home was nice and just what we needed. The flexibility of the host was extremely helpful!"
United States
tricia y.
$268 nightly
The price is $303
May 11 - May 12
Total with taxes and fees
Lakeside Condo on Pinehurst #5
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 Five Points Hotel Reviews

Find out more about Five Points

Everything you need to know about Five Points 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 Five Points 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 Five Points vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Five Points vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Five Points. 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 Five Points 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 $207 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 Five Points rentals

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

Frequently asked questions

Are there vacation rentals in Five Points?

Yes, we give you a choice of vacation rentals close to popular points of interest in Five Points, or you can select a secluded option if you want a relaxing place to stay. Five Points is known for its golf courses.

What are some of the best vacation rentals in Five Points?

Lakefront home in a Gated Community, 10 miles from Pinehurst Village: Visitors like this Five Points vacation home rental. It is located on a lake and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 3 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 garden and a selection of games.

How many vacation rentals are there in Five Points?

With 4 Expedia vacation rentals, you're sure to find just the right place for your Five Points stay.

What can I see and do in Five Points?

While you're exploring the area, Pinehurst Lake and Lake Rim Park are a couple of picturesque spots to get outside and enjoy nature. Carolina Horse Park and Deercroft Golf Course are other places to visit while you're in town.

What are vacation rentals like in Five Points?

Vacation rentals are privately owned properties you can reserve for a few days or a quick weekend in Five Points. Vacation rentals provide amenities like kitchens and laundry facilities to help you enjoy your stay. If you're concerned about a clean environment, a vacation rental can offer a sense of seclusion away from public hotel elevators and lobbies bustling with people while still allowing you a great travel experience. You'll also get more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is an attractive option for small groups.