Holiday rentals in Sanford

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Top-rated holiday rentals in Sanford

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Guest favourite

Home in Sanford

4.92 out of 5 average rating, 59 reviews

Sanford Retreat - Veteran Owned

Remodeled 100yr old home! Half mile from local shops & restaurants of old downtown Sanford. Our pet-friendly townhome offers fast Wifi, designated work space, large kitchen, deck with outdoor dining area, & a cozy living room stocked with games making it perfect for families or remote workers. Each bedroom has a queen bed, four quality pillows, & blackout curtains providing a perfect night's sleep. Sanford is a short drive from Raleigh, Southern Pines, & Fayetteville - Stay in or Explore!

4–11 Jan

$206 SGD per night

Superhost

Home in Sanford

4.81 out of 5 average rating, 31 reviews

Magnificant 3 bedroom Tudor Surrounded By Nature!

Surrounded by lush azaleas and gorgeous pines, this piece of architectural bliss is one of the most magical homes in Sanford! Built by a prominent church builder, this home is a work of art! Completely renovated in 2019 but kept its historic feel! New kit, appliances, bathrooms & more! Only 30 min from Cary/Raleigh. Have a holiday photo session here, write a book or just escape the daily grind! Pond in n'borhood. Don't forget to visit downtown Sanford for lovely restaurants & shopping!

12–19 Mar

$198 SGD per night

Guest favourite

Guest house in Carthage

4.94 out of 5 average rating, 256 reviews

Carthage Country Guesthouse

This is a peaceful area with time to just slow down a little. Looking for a little peace & quiet I have the place for you. Very cute Guesthouse nestled deep in the country area of Carthage. It's like taking a few steps back in time when life was simple. Remember life without cell phones and the internet? We are located within minutes to Pinehurst, Seven Lakes, Cameron, Pottery Highway and minutes to downtown Carthage. A very quiet area with nothing but the sounds of Mother Nature.

12–19 Sep

$126 SGD per night

Guest favourite

Flat in Sanford

4.95 out of 5 average rating, 203 reviews

Study Hall Apartment A

This is a lower level two bedroom flat within a beautiful home built in 1910. There is a wrap-around porch with a private entrance leading into a grand foyer, living room and kitchen. The flat is comfortably decorated with antiques and vintage furnishings throughout. Shared laundry with upper flat. Can be rented in conjunction with Study Hall B to accommodate larger parties. It is four blocks to downtown shopping, restaurants and our local theater. Easy access to major highways.

21–28 Jun

$145 SGD per night

Guest favourite

Guest house in Carthage

4.99 out of 5 average rating, 151 reviews

Charming 1 bedroom guesthouse on 4 acres, hot tub

Our guesthouse sits on 4 quiet fenced acres about 100 feet from our home. We are about 15 minutes from Pinehurst. Our large and friendly dogs greet you upon arrival and share the same fenced area as the guesthouse. Our barn conversion has a full kitchen, one queen bed and small fold out sofa. Coffee maker, wine fridge, fire pit with Adirondack chairs for evening glass of wine or to watch the fireflies. Saltwater pool from mid-May to Mid- Sep. Private two-person hot tub. Pet fee.

4–11 Feb

$188 SGD per night

Guest favourite

Bungalow in Pittsboro

4.94 out of 5 average rating, 144 reviews

Whimsy Cottage Close to Everything in Pittsboro

Charming 2-bedroom, 1-bathroom, Boho Elegant 1927 Bungalow in the heart of Pittsboro West. Step off the large front porch and head across the street to a local craft brewery, shopping, a delicious bakery serving breakfast and lunch and Chatham County Community College with a public library and paved walking trail. Walking distance to great bars, shops and restaurants in downtown Pittsboro. Whimsy on West is the perfect home away from home for any reason!

5–12 Aug

$143 SGD per night

Guest favourite

Cabin in Lillington

4.93 out of 5 average rating, 154 reviews

Charming 1810 cabin and garden for rest & events.

Take it easy at this unique and tranquil getaway. This 18th century log home is a country side dream. The cabin comes with access to the whole of the gardens. This is an authentic 200+ year old cabin with a few updates. She’s rough around the edges but full of charm. ‘Pristine’ and ‘luxury’ are not in her bones. The smell of decades use of fireplace and hand-hewn timbers make this old cabin a unique place to relax.

2–9 Jan

$128 SGD per night

Guest favourite

Home in Sanford

5.0 out of 5 average rating, 55 reviews

Fully Remodeled Home w/Fenced Private Backyard

Enjoy your stay in this modern, 3-bedroom, 2-full bath home with a large private, fenced and beautifully landscaped backyard. Sip coffee on the front porch or the large sunroom. Just 1.2 miles from US 1 (Spring Lane exit). Close access to 421 and 15/501. Washer and dryer available for your use. Fully stocked kitchen. Linens and towels provided. Up to two well-behaved pets welcome ($150 pet fee applies).

17–24 Apr

$282 SGD per night

Guest favourite

Home in Pittsboro

4.99 out of 5 average rating, 276 reviews

Second Home in Pittsboro, NC

This newly remodeled home is on 4 wooded acres in Pittsboro. It is one mile from Chatham Park, and close to the downtown shops and restaurants. It is convenient to drive to Jordan Lake, Fearrington Village, Chaple Hill, Apex, and Cary. Chatham County is one of the fastest growing in the state, but Pittsboro retains it's historic and eclectic roots. We are pet-friendly, with a fenced in backyard.

7–14 Aug

$151 SGD per night

Guest favourite

Flat in Sanford

4.96 out of 5 average rating, 116 reviews

Beautiful new 1 BDR/1 BA downtown apartment B

Enjoy your stay at this beautiful, newly renovated historic downtown apartment. This apartment is located above The Smoke & Barrel restaurant and Added Accents gift shop and is within easy walking distance of several other restaurants, breweries, coffee shops, a downtown park and a variety of downtown shopping options. Treat yourself to a downtown experience like no other in Sanford.

12–19 Dec

$140 SGD per night

Guest favourite

Cabin in Southern Pines

4.96 out of 5 average rating, 231 reviews

Cozy Cabin in Southern Pines

A wonderfully cozy cabin with its own driveway and gated area. Enjoy a yard of your own on a quiet street. Close to downtown Southern Pines and Aberdeen. Big front porch and rear porch with complete privacy. There are miles of beautiful nature trails nearby including Weymouth Woods and the All American Trail.

13–20 Oct

$176 SGD per night

Guest favourite

Cottage in Sanford

4.94 out of 5 average rating, 192 reviews

Cottage in the woods, inside the city limits.

🏡Beautifully redone with cottage decor. Sits just off the road with a small stand of bamboo in backyard for privacy. Close to golf courses, shopping and dinning. Only a couple mile drive to historic downtown. Sanford sits conveniently between RTP and Pinehurst.

30 Oct – 6 Nov

$185 SGD per night