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, 136 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 favorite
A modern living area features a stylish sofa adorned with patterned pillows, accompanied by a classic armchair and a round coffee table. The kitchenette is visible in the background, showcasing a bar with seating and sleek appliances, while natural light floods through the sliding glass doors.
Guest suite in Green Valley
4.97 out of 5 average rating, 191 reviews

Clean, modern, renovated in-home apartment

The Flat at Friendly is a renovated 700 sf lower level apartment of a mid-century home-- an easy 4 minute walk to Friendly Center; Greensboro's premier shopping, dining and entertainment destination which neighbors The O'Henry and Proximity Hotels. Features a stylish living room, modern kitchenette, new bathroom and queen bedroom. Keyless entry makes check-in and check-out easy. 5G WIFI Network. Walk to two of the area's most visited outdoor attractions: the Bog Garden and Bicentennial Garden.

Top guest favorite
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, 224 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.

Top guest favorite
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, 228 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
Home in Jamestown
4.95 out of 5 average rating, 120 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 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, 119 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
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, 101 reviews

A Suite Get-A-Way Your Home Away from Home

LOCATION-LOCATION!! Conveniently located in Greensboro, NC - Great for 3 to 90+ nights. Comfortable guest suite/apartment with 600+ sq. feet of living space, private entrance, patio and parking. Very convenient to Jamestown/Sedgefield, Winston-Salem, High Point/Furniture Market, 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. A perfect home away from home!

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, 160 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!

Guest favorite
Guest suite in High Point
4.89 out of 5 average rating, 394 reviews

2-BR, 1-Bath Unit with Game Room & Free Parking

Fully furnished 2BR, 1BA completely private 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, sandwich maker & air fryer Mini fridge, music system, iron & ironing board Disposable plates and cups Note: Please note that this unit does not include a kitchen, and the swimming pool on the property is not available for guest use.

Superhost
A living area features two neutral-toned couches adorned with decorative pillows. A coffee table sits in between, and a ceiling fan is present above. Natural light pours in through the window, which is covered by horizontal blinds, while a piece of artwork depicts a serene waterfall.
Condo in Archdale
4.81 out of 5 average rating, 192 reviews

Cozy Apartment in Peaceful Archdale

Enjoy a warm cozy stay at this 2 bed 1 bath apartment. Available is a 55 inch TV with Netflix available on the comfort of new couches. All the bed are equipped with 10 inch memory foam mattress that make for the absolute best night sleep. High speed google wifi along with a work station makes all your work from home needs a breeze. Fully stocked kitchen for all your cooking needs. Entire coffee station to create the ultimate brew. I hope my place treats you well!

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, 166 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, 114 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 vacation rentals

When is the best time to visit Jamestown?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$25,525 GYDG$30,337 GYDG$29,919 GYDG$36,405 GYDG$32,848 GYDG$32,639 GYDG$31,802 GYDG$32,220 GYDG$31,593 GYDG$35,568 GYDG$31,174 GYDG$31,383 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 wifi, over 50 homes with a kitchen, over 50 homes with free parking, 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$8,369 GYD 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 & 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!