House vacation rentals in Holly Springs

Find and book unique houses on Airbnb

Top-rated house rentals in Holly Springs

Guests agree: these houses are highly rated for location, cleanliness, and more.

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Superhost

A historic house is showcased with a lavender exterior, highlighted by intricate architectural details. Lush greenery and trimmed hedges frame the front yard, while a pathway leads to the inviting porch. The classic design features multiple chimneys and gabled roofs, embodying 19th-century charm.

Home in Downtown Raleigh

4.87 out of 5 average rating, 109 reviews

The Oakwood Inn Vacation Home

Be in the heart of downtown and stay in the 150 year old historic Oakwood Inn. A Raleigh landmark with modern interior and amenities now available as a private vacation rental. Private bathrooms for each large unique bedroom, 65" TV, Grill, wifi and Family friendly. Large backyard with private drive allows for 8 cars and lots of space to relax and let the kids play. Experience Historic Oakwood with local sandwich and coffee shops in the neighborhood, and downtown Raleigh just a few blocks away.

Guest favorite

A spacious dining area features a large, natural wood table, surrounded by white chairs. A decorative bowl of oranges is placed center-stage. In the background, a cozy living room area is visible, complemented by soft lighting and modern decor.

Home in Raleigh

4.97 out of 5 average rating, 103 reviews

Full Private Acre, Luxury Linens, A+ Coffee Bar

Welcome to The Cardinal's Nest! Enjoy your quiet wooded acre in a fresh & spotless owner-managed, well-designed, luxuriously furnished (& cute as heck) newly renovated home. The Cardinal's Nest has high-quality linens, a fully stocked kitchen, & extras galore! Although just minutes to shops & restaurants, the house is private, secluded, & quiet. Close to WRAL Soccer Park, Wake Tech College, Downtown Raleigh, RDU, WakeMed & Duke Raleigh, Durham, NC State, Falls Lake & tons of outdoor recreation!

Guest favorite

The exterior of a modern ranch-style house features a welcoming entrance with a porch furnished with seating. The facade is dark with wooden beams, and well-maintained landscaping surrounds the property. Soft lighting highlights the windows, creating an inviting atmosphere at dusk.

Home in Raleigh

4.97 out of 5 average rating, 163 reviews

the NOLIAhouze, Unique & modern. Make memories!

This unique ranch is 2 miles from downtown Raleigh. Stylish, modern, comfortable, clean, quiet, your home away from home. Inside, Primary br has a comfy king bed, desk &chair. The 2nd bedroom has a comfy queen bed, 3rd br has two comfy twin beds. The bathroom has a Bluetooth speaker/fan to play music while you're getting ready for your plans. High speed wifi and smart TVs/. Coffee is available to make while you relax the front porch or floating deck. You're going to LOVE it @ the Noliahouze!

Guest favorite

A welcoming entryway features a decorative wreath on a teal door. A console table with a mirrored surface is flanked by two blue and white lamps. Light wood flooring complements the beige walls, leading to an open view of a kitchen area through a doorway.

Home in Pinehurst

4.9 out of 5 average rating, 117 reviews

The Chatham House

The Chatham House is a privately-owned 3 bedroom/2 bath vacation home located in the famed Pinehurst #6 - just minutes away from the Village of Pinehurst shops and restaurants. This home-away-from-home features everything you need for a relaxing/fun vacation. Whether you have come to play some of the best golf courses in the world or have come for a fun family vacation, the Chatham House is your place to stay! Also great for Doctors and Nurses as First Health hospital is just minutes away.

Top guest favorite

The spacious common area features a retro arcade game and a pinball machine, enhancing the playful ambiance. Seating arrangements include a comfortable couch, a lounge chair, and a dining table that accommodates eight. Bright curtains frame the windows, allowing natural light to fill the room.

Home in Southeast Raleigh

4.96 out of 5 average rating, 119 reviews

Retro Fun Game Ranch Near Downtown Walnut Creek

Cozy, retro-themed cabin house close to downtown, grocery & all major highways. Lots of space & stocked with arcade, karaoke, pinball, foosball and tabletop games! Wooded lot with deck and grill. Large, circular driveway. 1.7 miles - Coastal Creek Music Walnut Creek 3 miles - Downtown and Convention Center 3.4 miles- Red Hat Amphitheater 8 miles- PNC Need more space? This is right next door to our 80's themed house! Search Airbnb for "Comfy 80s Cool House near Downtown & Walnut Creek"

Top guest favorite

The exterior of Forest Park House is showcased, featuring a two-story navy blue structure framed by lush greenery and autumn foliage. A welcoming front porch is accentuated with a bright red door and a tasteful flag, creating an inviting entrance.

Home in Raleigh

4.99 out of 5 average rating, 115 reviews

Airbnb Top 1%: High-end area, king bed, fire pit

This is aspirationally known as “Inside-the-Beltline” Raleigh. Downtown in a historic neighborhood, Forest Park House is designer-curated for Airbnb guests. 5⭐️ clean rating, new bathrooms with soaking tub, high-quality sheets, and Casper beds make for great sleep! Beekman 1802 🛁 products, Nespresso and local grounds ☕️ are provided. Fully-stocked kitchen with snacks or a 10-min walk to the Village for many restaurants. Screened porch, deck, gas grill, fenced dog run, and fire pit!

Superhost

A cozy living room is presented, featuring a patterned armchair and a comfortable accent chair. A leather ottoman occupies the center, accompanied by a tray on top. Pillows are arranged on both chairs, and a flat-screen TV is mounted on the wall, enhancing the space's functionality.

Home in Southeast Raleigh

4.89 out of 5 average rating, 454 reviews

Cutest House close to Downtown and Walnut Creek

Cutest. House. Ever. This newly remodeled house is 2 miles east of of downtown Raleigh and close to Wake Med Hospital and Coastal Credit Union Music Park. You should be aware that the Airbnb is located in the heart of a bustling urban downtown neighborhood within a short distance of downtown Raleigh. A cozy house, nestled in the pine trees sports all the conveniences of home. Enjoy a comfy bed, coffee and a fully stocked kitchen. Zip into downtown with a $5 Uber ride.

Guest favorite

The entrance of the home features a covered porch with white railings and a lantern. The front door, framed by black shutters, is surrounded by well-maintained bushes and greenery, creating a welcoming appearance.

Home in Apex

4.94 out of 5 average rating, 113 reviews

3 Bedroom/2.5 Bath Home 1-mile from Downtown Apex!

Newly renovated 3 BDRM/2 BA Cape Cod style home within 1 mile of downtown Apex & mins. from grocery stores, restaurants, bars, ball fields, movie theaters, trails, parks, golf clubs, wedding venues & much more! High speed internet & SMART Roku TV. Linens & towels provided. Fully equipped kitchen. Washer & Dryer available for guest use. Self check-in. Kids welcome. Sadly, no pets, even service animals, due to a disability of a family member that regularly visits.

Guest favorite

The living area showcases a combination of a brown leather sofa and two blue upholstered chairs. A wooden coffee table is centered on a patterned rug, with books and a decorative bowl displayed on top. Light streams in through a window adorned with patterned curtains.

Home in Apex

4.91 out of 5 average rating, 154 reviews

Luxurious Private Cottage - Walk to Downtown Apex

Please be sure to read the entire listing, including size description and check-out tasks required for guests before you book to ensure this space is right for you. Blocks from the quaint downtown area of Apex with colorfully restored buildings. The cottage itself is 600 square feet and recently remodeled with a modern farmhouse/industrial style. This central location provides easy access to the Triangle: RTP (15 min), Raleigh (20 min), & Durham (25 min).

Top guest favorite

The entrance to the home is framed by tall pine trees, showcasing a well-maintained path leading to a welcoming front door. A modern gate and house number are visible, enhancing the overall appeal of the property.

Home in Southern Pines

4.98 out of 5 average rating, 170 reviews

Golfers’ Mid-Century Escape Minutes From Pinehurst

Relax in this peaceful, newly renovated space with a modern touch. Located in a quiet neighborhood next to Hyland Golf Club, this home offers the perfect retreat for golf lovers. Just one exit north of Pine Needles golf course (3.9 miles), it’s ideally situated for those attending the US Kids Golf World Championship at Longleaf Golf Club (5.9 miles away) or the US Men’s Open at Pinehurst #2 (8.9 miles away). Secure your golf getaway now—book today!

Superhost

The spacious backyard is illuminated by string lights, creating a warm ambiance at twilight. A hot tub is positioned on a gravel area, surrounded by seating options, including wooden benches and chairs. A red umbrella adds a splash of color, enhancing the outdoor setting.

Home in Graham

4.83 out of 5 average rating, 121 reviews

Hot tub heaven w/ 12 ft ceilings + stunning bath

The house is very well stocked with everything you need, lots of fun additions and complimentary items. 2000ft²/186m² home in a quiet & safe neighborhood! ☞ Backyard w/ dining + BBQ + fire pit ☞ Indoor gas fireplace ☞ 55" Smart TV w/ Netflix ☞ 3 King beds ☞ Pet friendly* ☞ Amazon Echo ☞ Parking → Carport + driveway (2 cars) ☞ Fully equipped & stocked kitchen 3 mins → DT Graham (restaurants, bars, cafes) 9 mins → Graham Regional Park

Top guest favorite

A charming brick ranch house is set among tall pines. The front porch features two dark wood benches and is flanked by decorative lanterns. An American flag hangs proudly from the porch. Lush green grass surrounds the welcoming entrance.

Home in Angier

4.93 out of 5 average rating, 138 reviews

Pine Lovers Retreat( Neighboring Fuquay Varina )

You’ll get a cozy cottage feel once you step into this beautiful home . Updated and spotless with all the amenities you’ll ever need . Stay in and cook your favorite meal or head out to a local restaurant in town the possibilities are endless. Close by destinations are Campbell University , Keith Hills Golf Course , Southern Grace Farm Wedding Venue , Gregory Vineyards , Lane Seafood and Steak House .