Vacation rentals in Jamestown

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Top-rated vacation 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, 106 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, 73 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
A well-appointed bedroom features a spacious bed with soft linens and decorative pillows. Two nightstands with lamps flank the bed. A cozy armchair and small table are positioned nearby. Light filters through a large window, illuminating the room's soothing blue walls.
Condo in High Point
4.88 out of 5 average rating, 220 reviews

2 bedroom condo in High Point-Uptown/Downtown

Historic condo in the heart of High Point, 2nd floor stair access. Children 12 and over welcome. Walk to High Point Univ., HPFM, Baseball Stadium, Children’s Museum, Restaurants, Breweries, JH Adams Inn, Greenway, Pickleball Courts, Library, Farmers Market and more. Stroll along historic tree lined, shady streets. Oak Hollow Lake is just 5 minutes away or City Lake Park in Jamestown. Winston Salem and Greensboro are just 20 minutes away. 20 minute drive to the airport. Walk to Amtrak Station.

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.
Apartment in Greensboro
4.96 out of 5 average rating, 23 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
A cozy living area features a sectional sofa adorned with decorative pillows, complemented by a round ottoman. A light-colored area rug with geometric patterns covers the floor. Built-in shelves house various books and decor, while large windows allow natural light to fill the space.
Guest suite in Greensboro
4.98 out of 5 average rating, 87 reviews

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.

Guest favourite
An outdoor fire pit is surrounded by several Adirondack chairs, set against the backdrop of a modern Scandinavian home. The structure features large windows and a spacious deck, illuminated by soft lighting under a dusk sky, with lush trees framing the scene.
Home in Greensboro
5 out of 5 average rating, 67 reviews

Poplar House

Enjoy a stylish experience at this centrally-located home. Minutes to everything in Greensboro, High Point and Jamestown. Located in the prestigious Sedgefield Community. This is a modern Scandinavian new-build with all the vibes. This home has 4 bedrooms & a small private nursery. A fully stocked kitchen for you and your crew, cozy hang out spaces indoors and out. Relax in a private back yard with a fire pit or enjoy a moment with friends and family on one of multiple decks.

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.
Apartment 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 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.

Popular amenities for Jamestown vacation rentals

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Avg. price$171 CAD$203 CAD$200 CAD$243 CAD$220 CAD$218 CAD$207 CAD$206 CAD$206 CAD$239 CAD$208 CAD$210 CAD
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Quick stats about vacation rentals in Jamestown

  • Total vacation rentals

    Explore 70 vacation rentals in Jamestown

  • Nightly prices starting at

    Jamestown vacation rentals start at $56 CAD per night before taxes and fees

  • Verified guest reviews

    Over 2,640 verified reviews to help you choose

  • Family-friendly vacation rentals

    40 properties offer extra space and kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    40 properties have a dedicated workspace

  • Wifi availability

    70 of Jamestown vacation 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!