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Vacation rentals in Jamestown

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Top-rated vacation rentals in Jamestown

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

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Top guest favorite
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, 111 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 favorite
Home in Jamestown
4.95 out of 5 average rating, 130 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.

Top guest favorite
A spacious living area features a brown leather sectional sofa complemented by a round coffee table. Natural light filters through large windows, illuminating the room. The open layout connects to the kitchen and dining area, which showcases modern furnishings and plants.
Home in Starmount Forest
4.99 out of 5 average rating, 240 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 favorite
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, 178 reviews

Jamestown Cottage

Great location, immaculately clean, and tastefully decorated in a natural, light pallet. I would call it a romantic cottage. The back yard offers privacy, fire pit, and water feature. 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. High speed fiber optic wi-fi to get away and work.

Top guest favorite
Guest suite in Greensboro
4.97 out of 5 average rating, 135 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 favorite
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, 205 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 favorite
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, 204 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 favorite
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, 110 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 favorite
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, 118 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.

Guest favorite
Guest suite in High Point
4.89 out of 5 average rating, 428 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 favorite
The living room features a cozy sofa and an additional chair, complemented by natural light filtering through diamond-shaped windows. A round wooden coffee table occupies the center, with decorative elements arranged on top. Exposed wooden beams and a sleek ceiling fan enhance the modern rustic aesthetic.
Home in High Point
4.83 out of 5 average rating, 230 reviews

CasaBlanca: 2BR Cozy Modern Clean in HPU location!

Welcome to your cozy, newly renovated (July 2024) rustic-modern farmhouse! Nestled in a quiet, charming neighborhood just minutes from top High Point attractions—10 min to HPU & Furniture Market, 4 min to N. Main St., 9 min to Oak Hollow Lake & Golf. Enjoy a fully updated kitchen with granite countertops, tile backsplash, new cabinets & appliances. Relax and feel at home in this peaceful gem in the heart of High Point, NC!

Guest favorite
A cozy seating area includes a gray sofa adorned with decorative pillows. A small round table is positioned in front, holding two glasses and a plate. The contrast of white walls and dark trim is complemented by an elegant rug. A kitchen area is visible in the background.
Tiny home in Jamestown
4.93 out of 5 average rating, 465 reviews

Adorable tiny house

Please Read Before Booking: Maximum Occupancy: 2 Guests (Including Children) check in is at 4:00 PM. Check out at 11: 00 AM. Enjoy a simple, peaceful stay in our centrally located tiny house . 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 vacation rentals

When is the best time to visit Jamestown?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$25,523 GYDG$30,334 GYDG$29,916 GYDG$36,401 GYDG$32,845 GYDG$32,635 GYDG$31,799 GYDG$32,217 GYDG$31,589 GYDG$39,539 GYDG$27,824 GYDG$27,405 GYD
Avg. temp4°C6°C10°C15°C20°C24°C26°C25°C22°C16°C10°C6°C

Frequently Asked Questions

  • Are there family-friendly vacation rentals in Jamestown?

    Jamestown has more than 50 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 20 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 vacation rentals in Jamestown

  • Total vacation rentals

    Explore 80 vacation rentals in Jamestown

  • Nightly prices starting at

    Jamestown vacation rentals start at G$8,368 GYD per night before taxes and fees

  • Verified guest reviews

    Over 2,860 verified reviews to help you choose

  • Family-friendly vacation rentals

    50 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    40 properties have a dedicated workspace

  • Wi-Fi availability

    80 of Jamestown vacation 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!