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
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, 140 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.

Guest favorite
A cozy sleeping area features a spacious bed dressed in a floral-patterned coverlet. A decorative throw pillow sits atop the bed. Natural light enters through large windows, illuminating a nearby lamp and a side table adorned with fresh flowers. A woven rug adds warmth to the wooden floor.
Guest suite in High Point
4.85 out of 5 average rating, 163 reviews

Jude’s Cozy & Convenient Downtown Studio Apt.

This cozy, well decorated, ground level suite in the downtown historic emerywood neighborhood offers many amenities with parking just a few steps from the front door. Close to downtown, 1 block to the hospital, High Point Medical Center, 3 mins to Rocker Stadium & Center. The en-suite offers a well equipped kitchenette & bathrm along with a cush queen sized bed & 50 inch TV. Guests have sole use of the front porch entryway w/comfortable wicker chairs and cafe table. We have affordable rates!

Top guest favorite
A modern kitchen features sleek cabinetry and stainless steel appliances. A central island with barstools provides a casual dining space. Natural light enters through frosted glass doors, enhancing the bright and airy environment. A decorative plant sits atop the island, adding a touch of greenery.
Guesthouse in Greensboro
4.98 out of 5 average rating, 130 reviews

Sunset Hills Carriage House! King Bed

Industrial Chić Abode in Beautiful Sunset Hills! Close to Everything with all the comforts of home. The Carriage House offers a private self contained guesthouse located behind our house ( 485 sq ft studio ) Safe upscale neighboorhood. Comfy King Bed! We have a pullout Queen sofa bed available for extra guests! 2 car max, NO SMOKING OR PETS! Walkable to UNCG and 2 minutes from everywhere you want to be! Close to Lindley Park favorites at the corner, UNCG, Downtown and Greensboro Coliseum.

Top guest favorite
Guest suite in Greensboro
4.96 out of 5 average rating, 111 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 bright studio apartment features a cozy sleeping area with a queen-sized bed and skylight above. A round dining table and chairs are positioned near a small kitchenette, which includes a mini fridge. Natural light fills the space through angled windows.
Apartment in Greensboro
4.99 out of 5 average rating, 166 reviews

Tranquility Retreat

Welcome to Tranquility, a studio apt. with Tesla EV charging station. Our cozy (perfect for 1-2 guests), ~300 sq ft well appointed studio is located above a detached garage (with an ultra quiet garage opener) w/separate entrance on the same property as our single family home in Old Irving Park in Greensboro. Enjoy complete privacy in a safe, quiet, wooded setting and still be close to restaurants and shopping. Ample parking in the driveway or on the street. We're pet friendly too!

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, 104 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
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, 168 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.

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, 116 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, 404 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.

Top guest favorite
Cottage in Hunter Hills
4.95 out of 5 average rating, 186 reviews

⭐️ Amelia’s Retreat ⭐️ @ Greensboro 🐕📚🏊‍♀️🏥

Our vision with this property was always clear and consistent as with all of my other properties. We wanted to combine all our favorite features from various Airbnb stays around the world under one roof. We hope that we have accomplished just that, and we are always grateful for any tips that can help us get closer to this goal. At Amelia’s retreat your family will be close to everything at this centrally-located Greensboro gem. Permit # 24-511

Superhost
A bright living room is presented, featuring a large blue sofa adorned with decorative pillows and a stylish armchair. Sunlight filters through sheer curtains, illuminating the space. An area rug with soft colors covers the floor, and a flat-screen TV is mounted above a fireplace, creating a cozy ambiance.
Home in Greensboro
4.93 out of 5 average rating, 315 reviews

Coliseum and Aquatic Center Event Retreat

A calming retreat, conveniently located just a couple of minutes walk from the Greensboro Coliseum. This is the perfect spot to gather before and after your next live music, sports, or special event. A slightly longer stroll (or a short drive) will get you to UNCG, Greensboro College, the downtown area, "The Corner" at Sunset Hills, and lively Spring Garden Street, which all boast most of Greensboro's favorite local bars and restaurants.

Top guest favorite
A charming Craftsman home, built in 1928, is surrounded by a lush lawn and mature trees. The front porch, adorned with a welcoming heart decoration, features white railings and overlooks vibrant shrubs. An American flag stands proudly in the front yard, enhancing the tranquil setting.
Home in High Point
4.94 out of 5 average rating, 212 reviews

Like living in the country, but right in town...

Your family will be close to everything when you stay at this centrally-located place. Downtown and High Point University are only a 5 minute drive. Newly refurbished Craftsman home dates back to 1928, with all new kitchen appliances, washer/dryer, and new HVAC system. Home sits on a nice wooded 1.5 acre lot, away from the road. All the comforts of home - plus a wonderful front porch to relax on and enjoy the scenery.

Popular amenities for Jamestown vacation rentals

When is the best time to visit Jamestown?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$25,505 GYDG$30,314 GYDG$29,895 GYDG$36,376 GYDG$32,822 GYDG$32,613 GYDG$31,777 GYDG$32,195 GYDG$31,568 GYDG$39,512 GYDG$27,805 GYDG$27,387 GYD
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Frequently Asked Questions

  • 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 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.

  • 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.

  • What are the most popular amenities for House Rentals in Jamestown?

    Enhance your stay in our House Rentals with the most popular amenities: over 50 homes with free parking, over 50 homes with wifi, over 50 homes with a kitchen, over 50 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.

  • 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.

  • 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 free parking?

    Absolutely! We offer over 50 house rentals with free parking 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.

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 G$8,362 GYD per night before taxes and fees

  • Verified guest reviews

    Over 2,680 verified reviews to help you choose

  • Family-friendly vacation rentals

    40 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    40 properties have a dedicated workspace

  • Wi-Fi availability

    70 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!