Holiday rentals in Jamestown

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Top-rated holiday rentals in Jamestown

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Top guest favourite
An aerial view of the property reveals a spacious two-family home with a well-maintained lawn and landscaped area. A wooden staircase leads to The Sky Deck, while the serene lake is visible in the background, surrounded by trees.
Home in High Point
4.98 out of 5 average rating, 105 reviews

2 bed/2 bath with LR, DR, Kitchen, Laundry & Deck

Enter from The Sky Deck, a 3 story high deck. 2 bed, 2 bath, 1000 square ft space with full kitchen, living room, dining room & laundry. All new furnishings/appliances. No shared space. Complete privacy. Professionally decorated. Newly added lighted makeup mirrors and full length mirrors in each bathroom/bedroom. Stone patio on lake. 5 miles to Furniture Market and High Point Hospital. 10 miles to Greensboro Coliseum! Built in 2019 above my home. Parties/additional guests are not allowed.

Guest favourite
A charming stately home is nestled among tall trees, featuring a white exterior with black shutters. Lush greenery surrounds the property, and a stone pathway leads to the entrance. The well-maintained landscaping includes flowering shrubs and a neatly trimmed lawn.
Home in Jamestown
4.93 out of 5 average rating, 71 reviews

Elegant 4 Bedroom Farmhouse Vintage and Modern

A stately home that's perfect for guest travels, families or small groups. This home offers elegance with rest and relaxation. Our spacious estate has large rooms with several areas to gather together or simply slip away for work or rest. A desk is located upstairs, giving the opportunity for work. There is a front porch area and an enclosed patio-perfect for quick meals or drinks in the evening. The grounds are covered with beautiful landscaping, rich with nature and walking areas. Visit us!

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, 700 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.

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, 379 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, 218 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, 170 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.

Top guest favourite
Home in Jamestown
4.95 out of 5 average rating, 114 reviews

The Woodfern House

This home features 7 bedrooms, 4.5 baths and sleeps 21. Two master suites with private baths. Enough space for the whole fam! New appliances in open, fully-equipped kitchen. XL living room with 65” smart TV. Screened-in porch offers an outdoor table with seating for 8 in addition to the dining room. 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, 12 mi to PTI. Walking distance to restaurants, bakery, brewery, nightlife and shopping.

Top guest favourite
A single-story ranch house with a welcoming front porch. Surrounding greenery includes mature trees and well-maintained shrubs. A spacious lawn is visible, providing a serene outdoor environment. A car is parked in the driveway, indicating easy access to the home.
Home in Jamestown
4.98 out of 5 average rating, 187 reviews

Downtown Jamestown, quiet, clean and spacious!

Location is key! A block from quaint Jamestown's food and entertainment 5 miles from Furniture Market, 4 miles from HPU, 8 miles from downtown Greensboro or coliseum area and less than 20 miles from Winston. Adorable ranch, recently updated and has all the comforts of home. Pet friendly with fully fenced backyard. Both business travelers and families will enjoy the safe , quiet neighborhood. It is walking distance to dining, coffee shop, bakery, entertainment, parks and trails.

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, 18 reviews

Jamestown Retreat

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)

Guest favourite
A colorful children's room features a bunk bed with a twin upper bed and a full lower bed, both made up with light-colored linens. A mural of mountains and trees adorns the wall. A decorative teepee sits on a patterned rug beside soft seating options.
Home in High Point
4.91 out of 5 average rating, 107 reviews

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.

Top 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
The exterior of a classic brick home is displayed, featuring a wide front porch with white columns. Two rocking chairs are positioned on either side, while a neatly maintained lawn surrounds the house. Large windows brighten the façade, offering a welcoming appearance.
Guest suite in Greensboro
4.85 out of 5 average rating, 111 reviews

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.

Popular amenities for Jamestown holiday rentals

Quick stats about holiday rentals in Jamestown

  • Total rentals

    70 properties

  • Nightly prices starting at

    ₹3,515 before taxes and fees

  • Total number of reviews

    2.6K reviews

  • Family-friendly rentals

    40 properties are a good fit for families

  • Pet-friendly rentals

    10 properties allow pets

  • Rentals with dedicated workspaces

    40 properties have a dedicated workspace