Vacation rentals 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.

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.

Arya’s cottage with a loft & jacuzzi

Adults only, 18&older. 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. See our beautiful horses in training or 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.

Tiny House

Please Read Before Booking: Maximum Occupancy: 2 Guests (Including Children) Keep it simple at this peaceful and lovely tiny house . Our place is located just 15 mins from UNC Greensboro, High Point university, Greensboro Coliseum, four season mall ,friendly shopping center and Downtown Greensboro and Highpoint ,only 5 mins away downtown of Jamestown. Convenient distance for our furniture market High Point and Furnitureland South. Restaurants and grocery stores are only 5 mins away.

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.

Jamestown Cottage

Great location, immaculately clean, and tastefully decorated in a natural, light pallet. I would call it a romantic cottage. The back yard offers privacy, fire pit, and water feature. Walk to Jamestown's trendy restaurants and downtown entertainment. Adjacent to 33 acres of undeveloped land that delivers nature's serenity. Rest well on the luxury hybrid mattress. Well stocked kitchen with many accessories. High speed fiber optic wi-fi. Best suited for a couple, or 2 guests.

Stylish Comfy Home Centrally Located to Triad Area

This is a great place for your next getaway. Whether you’re in town for a family reunion, visiting a child @college, a business group, or wedding , this home is a great place to stay! Great stylish place! You’ll love this space with it's four bedrooms. One of which is perfect for children but can accommodate one/two adults as well. The house is located in a quiet neighborhood close to great restaurants, shopping, Greensboro and Winston Salem. Perfect for your next trip.

A Suite Get-A-Way Your Home Away from Home

LOCATION-LOCATION-LOCATION Located in Greensboro at Jamestown/Sedgefield Very convenient to High Point/Furniture Market, Winston-Salem, Burlington & all Piedmont Triad area venues and 18 Universities & Colleges. Only minutes to: Interstates: I-85, I-40, I-73, I-74, I-785, I-840, and Highways: 421, 29, 70, 220, 311. Comfortable guest suite/apartment with 600+ sq. feet of living space, private entrance, patio, and parking A perfect home away from home!

2-BR, 1-Bath Unit with Game Room & Free Parking

Fully furnished 2BR, 1BA completely private basement unit featuring a cozy living area, game room with pool table, darts, and Xbox, plus a backyard firepit. Includes 2 dedicated parking spaces. Amenities: Smart TV & Netflix Coffee machine, microwave, toaster & air fryer Mini fridge, music system, iron & ironing board Note: Please note that this unit does not include a kitchen. Note: It is Complete Private Unit with a separate entrance and Exit.

Like living in the country, but right in town...

Your family will be close to everything when you stay at this centrally-located place. Downtown and High Point University are only a 5 minute drive. Newly refurbished Craftsman home dates back to 1928, with all new kitchen appliances, washer/dryer, and new HVAC system. Home sits on a nice wooded 1.5 acre lot, away from the road. All the comforts of home - plus a wonderful front porch to relax on and enjoy the scenery.

Peaceful duplex

Maximum Occupancy: 2 Guests (Including Children) Enjoy a simple, peaceful stay in our centrally located duplex . We're just 20 minutes from UNC Greensboro, 8 minutes away of High Point University, 20 minutes from the Greensboro Coliseum, Four Seasons Mall, Friendly Center, and Downtown Greensboro. 10 minutes away from High Point. Downtown Jamestown is only 5 minutes away.

The Blue Door Cabin

This tiny cabin is brand new and nestled just inside the woods, but only 1/2 mile from I-74 and only 10 min. to downtown Winston Salem, NC. This little cabin was built just for Airbnb guests, it has granite tops, stained concrete floors, a beautiful tiled/stone shower, and will surely help you unwind and enjoy your stay in this delightful space!