Holiday rentals in Jamestown

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Top-rated holiday rentals in Jamestown

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

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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
5 out of 5 average rating, 132 reviews

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.

Top guest favourite
The living area features wooden walls, a large window with French doors opening to a terrace, and comfortable seating. A stylish armchair and coffee tables are present, while a 55-inch TV is mounted on the wall. Soft light is provided by table lamps.
Loft in Greensboro
4.95 out of 5 average rating, 701 reviews

Stylish Hamilton Lakes Loft w/Terrace & Park View

Private 2-level Mid-Century style loft in quiet and prestigious family neighborhood w/separate entrance & large private terrace overlooking parkland. The Loft is at one end of our MCM ranch. Upstairs Loft sleeps 3. Large lower level includes living & dining area, 55" smart TV, microwave, mini fridge, toaster oven, coffee bar, and full bath w/walk-in shower. Three miles of trails start across the street; 5-minute walk to Lake Hamilton. Third & 4th guests (must be under 18) are $30 each per night.

Top guest favourite
A modern living area features a stylish sofa adorned with patterned pillows, accompanied by a classic armchair and a round coffee table. The kitchenette is visible in the background, showcasing a bar with seating and sleek appliances, while natural light floods through the sliding glass doors.
Guest suite in Green Valley
4.98 out of 5 average rating, 186 reviews

Clean, modern, renovated in-home apartment

The Flat at Friendly is a renovated 700 sf lower level apartment of a mid-century home-- an easy 4 minute walk to Friendly Center; Greensboro's premier shopping, dining and entertainment destination which neighbors The O'Henry and Proximity Hotels. Features a stylish living room, modern kitchenette, new bathroom and queen bedroom. Keyless entry makes check-in and check-out easy. 5G WIFI Network. Walk to two of the area's most visited outdoor attractions: the Bog Garden and Bicentennial Garden.

Guest favourite
A spacious living room features a light-colored sectional sofa adorned with decorative pillows. A coffee table sits centrally on a patterned area rug, while a wall-mounted television is visible across from the seating. Soft lighting from the ceiling fan creates a relaxed atmosphere.
Guest suite in High Point
4.89 out of 5 average rating, 381 reviews

2-Bedroom Unit with Free Parking In High Point.

Separate Enterane with Full furnished 2 Bedroom (Queen Bed) Basment with a complete 1 Bath, Living Room, Gaming area ( With Pool Table ) and sitting area at the backyard with firepit, including 2 car Parking Spaces. Amenities Included. 1. Coffee Machine 2. MicroWave 3. InDoor Pool Table 4. Iron with Table 5. Mini Fridge with Water 6. Disposable Plates and Cups 7. PS4 8. Netflix 9. Music System Note: *This Space has No Kitchen and use of Swimmming pool located at this property is not allowed*

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 Starmount Forest
5 out of 5 average rating, 219 reviews

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.

Top guest favourite
A bright living area features two spacious sofas adorned with patterned cushions, complemented by a decorative ottoman with matching designs. A wooden shelving unit displays art and decor, while a large area rug adds texture to the space. Natural light filters through the windows.
Townhouse in Jamestown
4.95 out of 5 average rating, 171 reviews

Modern and spacious 3 bedroom home in DT Jamestown

New townhome located in Historic town Jamestown N.C. Less than a 5 min walk to all amenities including a grocery store a 1 min walk away. Some of the best restaurants in N.C only minutes away. Including Southern Roots, an Oyster Bar and one of the best Thai and Sushi restaurants minutes away by foot. One car parking on the driveway. Also a garage available for a second car. Additional parking available at rear of home. The home is only 10 minutes from High Point and 15 minutes from Greensboro.

Guest favourite
A spacious gazebo offers comfortable seating with woven furniture and light-colored cushions. A round coffee table is positioned at the center, surrounded by greenery visible through the screens. Ambient lighting is strung along the ceiling, enhancing the outdoor dining experience.
Flat in Greensboro
4.95 out of 5 average rating, 22 reviews

Private Suite, Patio, Gazebo, Hammock, Sauna, Yard

Ideal for couples, families, or long stays, this private entry, fenced yard luxury suite features a full kitchen, spacious living room, and modern full W/D bathroom. Unwind in your own sauna (opt), relax in the gazebo, or enjoy the patio, hammock or the basketball court. Includes washer/dryer, dedicated parking, and large SmartTVs in every room+fast fiber optic WiFi. Just 10 minutes from Grandover Resort, restaurants, golf, with quick Hwy access—comfort, privacy, and convenience in one retreat

Top guest favourite
The spacious living area features a comfortable queen bed, a leather sofa, and an armchair. A desk with an ergonomic chair and a TV is visible. Natural light streams in through multiple windows, alongside artwork and decorative elements on the walls.
Guest suite in Greensboro
4.95 out of 5 average rating, 96 reviews

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

LOCATION-LOCATION!! Conveniently located in Greensboro, NC - Great for 3 to 90+ nights. Comfortable guest suite/apartment with 600+ sq. feet of living space, private entrance, patio and parking. Very convenient to Jamestown/Sedgefield, Winston-Salem, High Point/Furniture Market, 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. A perfect home away from home!

Top guest favourite
The living room features a modern design with a dark sectional couch and a futon. A large flat-screen TV is mounted on the wall, above a stylish electric fireplace. A work station with an office chair is positioned nearby, alongside a small side table and floor lamp.
Flat in Adams Farm
5 out of 5 average rating, 19 reviews

Jamestown Retreat! 15%-20% off all November!

Located in Jamestown, NC This apartment brings a subtle calming sensation, in the busy region of Guilford County! With an added work station, you can even take the time to focus on tasks and get your work done. Shopping and dining: • Wendover Avenue (3 min) • Palladium Center (7 min) • Downtown GSO (12 min) Travel accommodations: Amtrak Station (10 min) GSO Airport (13 min) To Do: Bicentennial Greenway (5 min) Castle McCulloch (10 min) First Horizon Arena (10 min)

Superhost
A living area features two neutral-toned couches adorned with decorative pillows. A coffee table sits in between, and a ceiling fan is present above. Natural light pours in through the window, which is covered by horizontal blinds, while a piece of artwork depicts a serene waterfall.
Apartment in Archdale
4.81 out of 5 average rating, 181 reviews

Cozy Apartment in Peaceful Archdale

Enjoy a warm cozy stay at this 2 bed 1 bath apartment. Available is a 55 inch TV with Netflix available on the comfort of new couches. All the bed are equipped with 10 inch memory foam mattress that make for the absolute best night sleep. High speed google wifi along with a work station makes all your work from home needs a breeze. Fully stocked kitchen for all your cooking needs. Entire coffee station to create the ultimate brew. I hope my place treats you well!

Guest favourite
A cozy living area is highlighted by a light-toned sofa and a decorative coffee table, both featuring neutral accessories. A charming lamp stands near the seating, and a small holiday display is presented on the table, adding a festive touch to the organized space.
Cottage in Jamestown
4.96 out of 5 average rating, 162 reviews

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.

Guest favourite
A studio space is showcased with a plush gray daybed featuring accent pillows. A wooden dining table with blue chairs is seen in the foreground, while a well-equipped kitchen area is visible. Natural light filters through window treatments, illuminating the warm tones of the decor.
Guest house in High Point
4.93 out of 5 average rating, 75 reviews

Adorable Spacious Studio w/ Full Kitchen near HPU

We are the Shoemakers and we welcome you to our private, peaceful Serenity Studio (FAST INTERNET). Born in 1938, updated in 2020 with 1 BR & 1 full bath. Privately tucked away in plain sight, central to High Point, HPU, HP Furniture Market, HP Med Ctr, Jamestown, Greensboro, Winston-Salem & PTI Airport. Serenity Studio is above Quietude Place & Tranquility Cottage is about 100 feet away & groups can rent all 3. Discounts for weekly & monthly stays.

Popular amenities for Jamestown holiday rentals

When is the best time to visit Jamestown?

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Avg. price$159 SGD$188 SGD$186 SGD$226 SGD$204 SGD$203 SGD$192 SGD$191 SGD$191 SGD$222 SGD$194 SGD$195 SGD
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Quick stats about holiday rentals in Jamestown

  • Total holiday rentals

    Explore 70 holiday rentals in Jamestown

  • Nightly prices starting at

    Jamestown holiday rentals start at $52 SGD per night before taxes and fees

  • Verified guest reviews

    Over 2,640 verified reviews to help you choose

  • Family-friendly holiday rentals

    40 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    40 properties have a dedicated workspace

  • Wifi availability

    70 of Jamestown holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Jamestown rentals

  • 4.9 Average rating

    Jamestown stays are highly rated by guests – averaging 4.9 out of 5!