Vacation rentals in Jamestown

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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 €34 per night before taxes and fees

  • Verified guest reviews

    Over 3,010 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

  • 4.8 Average rating

    Jamestown stays are highly rated by guests—averaging 4.8 out of 5!

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
5.0 out of 5 average rating, 154 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
Home in Jamestown
4.95 out of 5 average rating, 141 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
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, 116 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
Guest suite in Greensboro
4.97 out of 5 average rating, 175 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 favorite
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
4.97 out of 5 average rating, 94 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 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, 191 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. Well stocked kitchen with many accessories. High speed fiber optic wi-fi. Best suited for a couple, or 2 guests.

Top guest favorite
A brick house nestled among greenery features a wide driveway leading to a two-car garage. The front porch is accessible, and the yard is landscaped with shrubs and trees, creating a peaceful outdoor space. The property is situated adjacent to HPU and near Furniture Market.
Home in High Point
4.99 out of 5 average rating, 172 reviews

Cozy House next to HPU /Close to Furniture Market

Visiting High Point for HPU / Furniture Market / Greensboro Coliseum / Greensboro science center ? Beautiful Cozy house with a vintage touch and fully renovated in the heart of High Point . Its located right next to HPU and in close proximity of Furniture market and HP downtown. Food lion and convenience store is less than 1/4 mile . Easy access through Highway 68 / 1-74/ I-40. Lot of Dining options close by . **NO CABLE PROVIDED ON TVS. USE YOUR OWN ACCOUNT ON SMART TVS**

Guest favorite
Home in Jamestown
4.96 out of 5 average rating, 102 reviews

Westbury Wonderful - Your cozy home away from home

Relax with the whole family at this cozy, peaceful place to stay. This 3 BR / 2 BA home offers a comfortable, quiet place to stay during your visit to the Greensboro area. Minutes away from restaurants, shopping, event venues and world-class golf, Westbury Wonderful is sure to be your home away from home! Proximity: High Point University: 4 miles UNCG: 11 miles Coliseum: 11 miles Wesley Long Hospital: 13 miles Greensboro Airport: 14 miles NC A&T: 16 miles NC Zoo: 30 miles

Top guest favorite
Tiny home in Jamestown
4.96 out of 5 average rating, 526 reviews

Gorgeous 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, Piedmont Triad International Airport (GSO) and both Downtown Greensboro and High Point. Downtown Jamestown and Greensboro topgolf only 5 minutes away.

Top guest favorite
Guest suite in High Point
4.9 out of 5 average rating, 463 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
Home in Jamestown
4.93 out of 5 average rating, 15 reviews

The Tour-it House/2 bed walk to downtown/greenway

Welcome to the Turret(tour-it) House! The entire lower level will be your oasis during your stay. Located two blocks from quaint downtown Jamestown with restaurants, coffee shop, wine bar, Barrel & Co, Library, Post Office and Food Lion. Bricked sidewalks throughout the cozy downtown. Greenway within walking distance just north of downtown, with water views. 5 miles from High Point Market, 12 miles to PTI Airport and Greensboro.

Top guest favorite
Guesthouse in Jamestown
4.95 out of 5 average rating, 62 reviews

Couples Nest

Welcome! Please read before booking. Enjoy a clean, quiet, safe, and comfortable stay. We want you to feel at home! No cleaning fee Maximum of 2 guests No smoking or parties I’m available 24/7 if you need anything. Great location: 5 min to Castle McCulloch, 15 min to High Point University, Greensboro Coliseum & Four Seasons Mall, and 20 min to UNCG, Downtown Greensboro, and Downtown High Point. We look forward to hosting you!

Popular amenities for Jamestown vacation rentals

When is the best time to visit Jamestown?

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Avg. price€87€104€108€146€132€121€130€132€129€162€114€112
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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 60 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 60 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 60 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.