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Holiday houses 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
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, 107 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.

Top Guest favourite
Home in Jamestown
4.95 out of 5 average rating, 126 reviews

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.

Guest favourite
A cozy living area features two red sofas, each adorned with patterned throw pillows. A coffee table sits in the center, complemented by a colorful area rug. Large windows provide natural light, while subtle artwork enhances the space's aesthetic.
Condo in Greensboro
4.94 out of 5 average rating, 241 reviews

The lovely 2 bedroom Greensboro Hideaway

Keep it simple at this peaceful and conveniently located Greensboro hideaway. A short drive from the area colleges, attractions and entertainment venues, the hideaway provides a quiet place to relax when your travels bring you to the Greensboro area. Central location allows easy rideshare travel from PTI airport If work brings you to town, wifi and an ethernet cable allows easy connections for quality video calls along with Chromecast. Board Games & Air filtration system!!! *NO PARTIES*

Top Guest favourite
The image depicts a charming single-family home with blue siding situated on a well-maintained lawn. Trees and shrubs surround the house, contributing to a serene atmosphere. A driveway is visible in front, allowing easy access to the property.
Home in High Point
4.97 out of 5 average rating, 129 reviews

High Point Hideaway

Enjoy a well maintained 3 bed/2 bath single-family home in a quiet neighborhood only a short drive from all that High Point and the surrounding area have to offer. Perfect for visiting friends and family at High Point University as well as within the rest of the Triad area. 2 mi to High Point University 1.9 mi to Harris Teeter & Publix 1.5 mi to Oak Hallow Golf Course, Tennis Center, Marina, &Campground 13 mi to GSO Airport 3 mi to downtown High Point 15 mi to Greensboro 18 mi to Winston-Salem

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, 142 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
Guest suite in Greensboro
4.97 out of 5 average rating, 118 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.

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, 24 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)

Top Guest favourite
The entrance features a stone pathway leading up to a welcoming porch, flanked by shrubbery and potted plants. A blue flag with 'High Point' is displayed, and the front door is painted in a vibrant blue, adding a pop of color to the brick façade.
Home in High Point
4.97 out of 5 average rating, 195 reviews

Louise Suite

*Dr. Nido Qubein rented a room in this house while attending HPU and starting his first business This newly renovated house is nestled in the middle of High Point. You can walk to restaurants, bars, shopping, and other attractions including the ballpark, children's museum, farmers market, and more! 5 min walk to Sweet Old Bills, 83 Custom Shop, Brown Truck brewery, Basil Cafe, Children's Museum, Monkee’s and Wynnie’s boutiques, and many other shops and restaurants!

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, 107 reviews

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!

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, 173 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
Guest suite in High Point
4.89 out of 5 average rating, 416 reviews

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.

Guest favourite
A bright kitchen space is equipped with white cabinetry and granite countertops. Stainless steel appliances are included, along with a coffee machine. A small dining area with bar stools is positioned next to a window, providing natural light to the room.
Guesthouse in Jamestown
4.93 out of 5 average rating, 258 reviews

Peaceful Duplex

Please Read Before Booking: Maximum Occupancy: 2 Guests (Including Children) check in is at 3:00 PM. Check out at 10:00 AM. Enjoy a simple, peaceful stay in our centrally located duplex . We're just 15 minutes from UNC Greensboro, High Point University, the Greensboro Coliseum, Four Seasons Mall, Friendly Center, and both Downtown Greensboro and High Point. Downtown Jamestown is only 5 minutes away.

Popular amenities for Jamestown holiday rentals

When is the best time to visit Jamestown?

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Avg. price$175 AUD$208 AUD$205 AUD$249 AUD$225 AUD$223 AUD$218 AUD$221 AUD$216 AUD$271 AUD$190 AUD$188 AUD
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Frequently Asked Questions

  • Are there family-friendly vacation rentals in Jamestown?

    Jamestown has more than 40 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • How much does it cost to stay in house rentals in Jamestown?

    Experience the best of Jamestown with our house rentals, starting at about $40 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there pet-friendly vacation rentals in Jamestown?

    Four-legged friends are welcome in Jamestown. Choose from more than 10 vacation rentals for guests traveling with pets.

  • Are there vacation rentals with a dedicated workspace in Jamestown?

    Yes! Work meets play with ease at over 40 vacation rentals in Jamestown featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Do house rentals in Jamestown have air conditioning?

    Absolutely! We offer over 50 house rentals with air conditioning in Jamestown. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Jamestown have a kitchen?

    Absolutely! We offer over 50 house rentals with a kitchen in Jamestown. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Jamestown have wifi?

    Absolutely! We offer over 50 house rentals with wifi in Jamestown. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Jamestown have free parking?

    Absolutely! We offer over 50 house rentals with free parking in Jamestown. Enjoy a tailored experience with all the comforts you desire.

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 $57 AUD per night before taxes and fees

  • Verified guest reviews

    Over 2,680 verified reviews to help you choose

  • Family-friendly holiday rentals

    40 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    40 properties have a dedicated workspace

  • Wi-Fi availability

    70 of Jamestown holiday rentals include Wi-Fi 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!