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, 113 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.

Guest favorite
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
4.93 out of 5 average rating, 251 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 favorite
Home in Jamestown
4.95 out of 5 average rating, 136 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.

Superhost
A two-story home features a neutral exterior with dark shutters framing the windows. A front porch with steps leads to the entrance, surrounded by manicured shrubs. The setting includes a grassy lawn and trees, contributing to a tranquil neighborhood appearance.
Home in Greensboro
4.85 out of 5 average rating, 33 reviews

Charming home in Greensboro

Welcome to our spacious 3-bedroom, 2.5-bath home, ideal for families or groups seeking comfort and convenience. Enjoy the cozy living room with a fireplace or unwind on the patio. The fully equipped kitchen makes meal prep easy, and the in-unit washer/dryer is perfect for longer stays. Located in a peaceful neighborhood adjacent to a walking trail, you'll have quick access to local attractions, restaurants, and shopping. Whether relaxing or exploring, this home is the perfect base for your stay!

Top guest favorite
Guest suite in Greensboro
4.97 out of 5 average rating, 157 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, 212 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
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, 185 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.

Guest favorite
Home in Jamestown
4.97 out of 5 average rating, 96 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
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
4.96 out of 5 average rating, 114 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!

Guest favorite
Guest suite in High Point
4.89 out of 5 average rating, 443 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
5 out of 5 average rating, 10 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
Home in Jamestown
5 out of 5 average rating, 9 reviews

Long Term OK!-Dog Friendly-Central Triad-6 Beds

4 Bedrooms - LONG TERM STAYS WELCOME! TRAVEL WORKERS - FAMILIES BETWEEN HOMES Sleeps 9 - K, Q, Q, F/F, S Dog Friendly for 2 dogs-Fenced yard! (NO CATS) Quiet area surrounded by shopping, dining, parks, trails and lakes. Large two story 2250sf home in a private neighborhood. King suite Queen Queen Full size bunk bed with single bed trundle Sleeps 9 guests Large deck 6 minutes to HPU 9 minutes to Intnl. Furniture Market

Popular amenities for Jamestown vacation rentals

When is the best time to visit Jamestown?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$21,121 GYDG$25,303 GYDG$26,349 GYDG$36,386 GYDG$32,831 GYDG$32,622 GYDG$31,786 GYDG$32,204 GYDG$31,577 GYDG$39,523 GYDG$27,813 GYDG$27,394 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$8,365 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!