Family-friendly holiday rentals 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.

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.

Stylish Hamilton Lakes Studio Facing Park/Trails

Private keyless entry to 2nd floor garage studio apartment in prestigious Hamilton Lakes. Space is one large room with a kitchen w/bar next to living area. Sleeps 4 (2 under 18) with queen bed, a twin and a sofa; 42" TV, SMART bluray, WIFI, NETFLIX, toaster oven, coffee maker, microwave, fridge, full bathroom with walk-in shower; washer/dryer in garage. Three miles of trails start across the street; 5 minute walk to the lake/playground. 3rd & 4th guests (must be under age 18) $20 each/night.

Sunset Hills Carriage House! King Bed

Industrial Chić Abode in Beautiful Sunset Hills! Close to Everything with all the comforts of home. The Carriage House offers a private self contained guesthouse located behind our house ( 485 sq ft studio ) Safe upscale neighboorhood. Comfy King Bed! We have a pullout Queen sofa bed available for extra guests! 2 car max, NO SMOKING OR PETS! Walkable to UNCG and 2 minutes from everywhere you want to be! Close to Lindley Park favorites at the corner, UNCG, Downtown and Greensboro Coliseum.

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.

⭐️ CASA MARIA ⭐️ ⛳️📚🏥 🏟🌮🐕 🏊‍♀️

Casa Maria is the cottage of my dreams , it is a combination of some of my favorite looks, feels and activities all under one roof. I would best describe the cottage as a cozy , laid back and charming home with a flare for entertainment and relaxation . Casa Maria is located in the heart of Greensboro, with its one of a kind sunset views. This modern farm house is perfect for individuals , couples or families hoping to experience all that Greensboro has to offer. Permit #24-508

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!

Jamestown Cottage

Great location, immaculately clean, well maintained, and tastefully decorated in a light pallet with natural, organic accessories. 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. Fully stocked kitchen with many accessories plus an outdoor grilling area and water feature. High speed fiber optic wi-fi and Spectrum cable.

Large Downstairs Space

Our older home is between Greensboro and High Point close to the great little village of Jamestown. The living space is downstairs: two bedrooms, a great room with small fridge, microwave, dining area and living area. There is a private bath. We are close to shopping centers and super places to eat and relax. Nice people of all ages and from all backgrounds are welcome in our home. Well behaved pets are allowed. Ask about our pet sitting services.

<5min to HPU& Market *The Southern Escape

We are 𝐉𝐨𝐡𝐧𝐬𝐭𝐨𝐧 𝐄𝐬𝐜𝐚𝐩𝐞𝐬 and we welcome you to The Southern Escape! Originally The "C.C. Swain House" located in the popular historic district! 3 BR, 2.5 bath & wrap around porch offering TWO custom daybed swings and covered porch in the back w/TV. Conveniently located and walking distance to many restaurants such as Sweet Old Bills, Christina Gray’s, & craft brewery Brown Truck Brewery! Mins to HPU, HP Market, and Rockers Baseball Stadium

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.

A charmer! Great spot near downtown.

A sunny garden studio in peaceful Fisher Park historic neighborhood that's an easy walk to downtown, restaurants/breweries, baseball stadium. Perfect location. Private with a separate entrance. One queen bed. Wifi. Plenty of on street parking. The kitchenette area has a microwave, coffee pot (I provide coffee/tea & water cooler), mini fridge w/ sm freezer. Private outdoor garden area with table, chairs & umbrella.