Holiday rentals in Pleasant Garden

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Top-rated holiday rentals in Pleasant Garden

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

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Guest favourite

A welcoming porch area features a white door adorned with decorative elements. Two white chairs sit beside a small round table, which is accompanied by a potted plant displaying colorful flowers. A welcome mat lays at the entrance, enhancing the inviting atmosphere.

Guest suite in Pleasant Garden

2 Bdr/1 Bath Guest Suite Private entrance+driveway

Quiet neighborhood with 2 bdrm/1 bath guest suite just outside of Greensboro. Private driveway and entrance on a cul de sac. Mini fridge, microwave, and coffee/snack bar. Plenty to do or see within a 15 minute drive. Downtown Greensboro, High Point Furniture Market, A&T University, Wet and Wild Water Park, PTI Greensboro Airport, Friendly Shopping Center, Greensboro Science Center and more.** Kitchen and living room available for additional charge. Go to https://www.airbnb.com/slink/MFyqwUer

4.91 out of 5 average rating, 111 reviews

Top guest favourite

A well-maintained single-story house is showcased, featuring a combination of light blue siding and a brick facade. A welcoming porch with white railings and steps provides access to the front door, surrounded by neatly landscaped areas and trees in the background.

Home in Jamestown

Clean, comfy, walk to downtown

Your visit to Jamestown will be comfortable in a clean, well-stocked home. Just a walk to Jamestown and its restaurants, entertainment and stores. Enjoy the large, dog-friendly fenced yard and covered patio with outdoor seating and grill. All important amenities are included, such as, coffee/tea station, laundry and strong WIFI. The home is surrounded by family neighborhoods (quiet hours 11pm-7am) and trail heads for strolls or hiking. Easy drive to Greensboro, HighPoint, Winston and Asheboro.

5.0 out of 5 average rating, 154 reviews

Top guest favourite

Home in Jamestown

Spacious 7BR Home for 21 Guests

Escape to our fully renovated 7-bed, 4.5-bath Jamestown retreat, perfect for up to 21 guests. Ideal for large families, groups, and corporate stays, sports groups, this spacious home features a game room, screened porch with ping-pong, and a chef’s kitchen on a private half-acre lot. Walk to downtown Jamestown restaurants, bakery, brewery, nightlife, and shopping. 7 mi to HP Market, 4 mi to Sedgefield CC, 10 mi to GSO Coliseum/Aquatic Center, 5 mi to HPU, 10 mi to UNCG, and 12 mi to PTI Airport.

4.95 out of 5 average rating, 141 reviews

Top guest favourite

An open dining area features a large wooden table surrounded by several chairs. Natural light enters through a sizable window, illuminating a cozy living space with a comfortable sofa and a fireplace. The room is designed with a neutral color palette and elegant furnishings.

Home in Greensboro

Charming Newly Renovated Starmount Forest Home

Starmount Forest is a quiet upscale neighborhood in the heart of Greensboro. Located just half a mile from upscale dinning and shopping In Friendly Center. This Spacious 2300 sq ft home features an inviting open floor plan with a large kitchen, den, living room and sunroom. The Kitchen is fully equipped with stainless appliance and everything you need to cook your favorite meal. New Furnishings throughout, master bath boasts large walk in shower, and every bedroom is equipped with a smart TV.

4.99 out of 5 average rating, 256 reviews

Top guest favourite

A wooden swing is suspended from a tree, facing a serene lake surrounded by lush greenery. The calm water reflects the sky and trees, creating a tranquil setting ideal for relaxation.

Cottage in Greensboro

Lakeside Country Cottage with Urban Convenience

You can stay in any house...so why not enjoy the scenery and nature at the lake! Take a break at the Serenity Suite surrounded by stately oaks and a tranquil 70-acre lake. Kick back in the hammock. Enjoy fishing, playing cornhole or smores on the fire pit. Have lunch at the picnic table. Sit in the tree swing while meditating on the year-round flora and fauna. Our space is perfect for individuals & couples: honeymooning, visiting family/friends or just passing through. Come and relax!

4.96 out of 5 average rating, 238 reviews

Top guest favourite

Guest suite in Greensboro

Tree Haven

Escape to a peaceful, wooded retreat in this unique 2 bedroom/1 bath space nested under the hosts’ residence in Greensboro, NC. Enjoy a private driveway and entrance, and a covered porch with a swing. Ideal for work or play, the space features fast internet, a smart TV, a well appointed kitchenette, custom woodwork for a modern rustic feel, and a backyard with a fire pit for relaxing evenings. This tranquil hideaway offers space, comfort, and privacy in a quiet residential neighborhood.

4.97 out of 5 average rating, 176 reviews

Top guest favourite

The cottage features a charming two-tone exterior, with a green metal roof and light-colored walls. A spacious lawn surrounds the building, and a porch provides a welcoming entrance. Mature trees and wildlife can be seen in the background, enhancing the cottage's serene setting.

Farm stay in Greensboro

Arya’s cottage with a loft & jacuzzi

Adults only, 18&older. No children or infants. No smoking or vaping allowed inside or on premises. Up to 2 dogs welcome for an additional fee. Peaceful cottage, centrally-located on an active equestrian farm with rv sites as well. From your loft bedroom overlook beautiful rolling pastures with horses and goats. Take a stroll on our walking trails or through the woods on the 41 acres, read a book, sit around your fire pit, soak in the private jacuzzi, or head 6 miles to downtown.

4.95 out of 5 average rating, 473 reviews

Top guest favourite

A quaint tiny home is set against a backdrop of lush trees, featuring a wooden exterior and a metal roof. A gravel patio area includes four colorful chairs arranged around a fire pit, providing an inviting space for outdoor relaxation.

Guest house in Greensboro

Dreamland Cabin - Cozy Carolina Comfort

Relax & unwind in this peaceful country setting! Get away from it all when you stay under the stars in your own tiny home with a fully fenced in yard for your pets to enjoy and roam! This newly renovated tiny home is quietly tucked away but still a short drive from all Greensboro has to offer! This hidden gem is exactly what you need if you want to enjoy a peaceful morning sipping your coffee & relaxing nights by a warm camp fire all while enjoying the sounds of nature!

4.93 out of 5 average rating, 120 reviews

Top guest favourite

The two-story cottage showcases a rustic design with green and red accents, nestled among lush oak trees. A gravel drive leads to the entrance, which is framed by greenery. Sunlight filters through the surrounding foliage, creating a peaceful and serene environment.

Farm stay in Julian

Amelia Farms; Relaxing Retreat on 30+ Acres

This 2-bedroom, 1-bathroom cottage is nestled amidst a canopy of oak trees, offering peace and tranquility. **Please note:** The pasture is currently empty. We are pet-friendly (with a fee; some restrictions apply. Please see below for details). The property features a ¾-mile wooded trail winding past century-old barns and through a mature hardwood forest. Enjoy easy access to Greensboro, Burlington, Liberty, Asheboro, High Point, and the new Toyota plant.

4.99 out of 5 average rating, 227 reviews

Top guest favourite

A charming, renovated home features a red metal roof and white exterior, complemented by lush green landscaping. It is framed by large trees, providing a welcoming and serene atmosphere. A short gravel pathway leads to the front porch, enhancing its inviting appeal.

Farm stay in Greensboro

The Escape at Fay Farm. Close but far enough away.

"The Escape," a recently renovated, 1949 home on the edge of a 14.5 acre hobby farm, is surrounded by farm land. Beautiful sunsets views, plenty of character. Convenient to amenities, cities, universities. Great for golf tournament, Furniture Market, college drop off, Parents' weekend, coliseum, get away weekend. 5 minutes to I-85. Sleeps 4, no parties. Please read house rules before booking. We may ask your last name and purpose of visit for safety reasons.

4.99 out of 5 average rating, 115 reviews

Guest favourite

The entryway features a bright red door flanked by glass panels, welcoming natural light. A cozy seating area with a plaid chair is visible beside an accent table. Beyond the door, a grassy yard can be seen, creating an inviting view.

Home in Greensboro

Pleasant Acre -Charming and Spacious Home

Cheerful and comfortable home has lots of living area and peaceful spaces. You will love the updated kitchen, cozy sunroom and large yard. Tucked away in the countryside yet close to necessities, just a short (6 minute) drive to the highway, restaurants and shopping. Beautifully renovated, this home is equipped for long term guests. Icludes a fully stocked kitchen, washer and dryer, comfortable furniture, High Speed Internet and cable television.

4.94 out of 5 average rating, 151 reviews

Guest favourite

A contemporary living area features a large wall-mounted TV displaying scenic footage. Comfortable seating in rich teal adds a pop of color, complemented by a vibrant area rug. A ceiling fan provides a relaxed atmosphere, while natural light filters through window treatments.

Home in Greensboro

Convenient Coliseum Stay (STR_24-441)

Enjoy your stay at this well appointed luxurious new home located less than 1 minutes from the Greensboro Coliseum Complex and 5 minutes from downtown Greensboro. This home provides a luxury space to relax before or after your next entertainment or sporting event. The cheerful décor in the common areas provide an energetic space to get ready for your event or night out at some of Greensboro’s favorite local bars and restaurants

4.93 out of 5 average rating, 299 reviews