
Vacation rentals in Jamestown
Find and book unique accommodations on Airbnb
Top-rated vacation rentals in Jamestown
Guests agree: these stays are highly rated for location, cleanliness, and more.

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.

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.

Arya’s cottage with a loft & jacuzzi
Adults only, 18&older. No smoking or vaping allowed inside or on premises. Up to 2 dogs welcome for an additional fee. Peaceful cottage, centrally-located on an active equestrian farm with rv sites as well. From your loft bedroom overlook beautiful rolling pastures with horses and goats. See our beautiful horses in training or take a stroll on our walking trails or through the woods on the 41 acres, read a book, sit around your fire pit, soak in the private jacuzzi, or head 6 miles to downtown.

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.

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.

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.

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.

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.

Mountain View Retreat
The Mountain View Retreat is the perfect place for those who want to enjoy a combination of luxury and the rustic outdoors. Located on 63 acres near Lexington and Thomasville, the Retreat is an easy drive from many of the major cities in central North Carolina. An ideal spot for couples or solo travelers looking for a place to relax, unwind, enjoy nature, and have a weekend away in the country. 20% weekly/30% monthly discounts.

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.

The Blue Door Cabin
This tiny cabin is brand new and nestled just inside the woods, but only 1/2 mile from I-74 and only 10 min. to downtown Winston Salem, NC. This little cabin was built just for Airbnb guests, it has granite tops, stained concrete floors, a beautiful tiled/stone shower, and will surely help you unwind and enjoy your stay in this delightful space!

Cozy 3bdrm/2ba with GAME ROOM
🌅 Beautiful nature stay with fireplace, GAMEROOM, grill, luxury mattresses, spacious deck with seating, 70k TV & more! 🏡 Perfect for all short vacation, mid travel work & long term stays! 🚗 Conveniently located near: 🧖♀️Grandover Resort 5mins 🏟 Greensboro Coliseum 11mins 🛍️ Four Seasons Mall 11mins 🏙️ Downtown GSO 12mins 🎓 HPU 15mins
Popular amenities for Jamestown vacation rentals
Other great vacation rentals in Jamestown

The Jamestown Retreat

Maple Grove

Farm Stay on Groometown

Family-Friendly Haven

Spacious Modern Home near Furniture Market

Stylish 5 bedroom/3b close to Wyndham & FM!

The Blue House

The cozy duplex
When is the best time to visit Jamestown?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$21,150 GYD | G$25,338 GYD | G$26,385 GYD | G$36,436 GYD | G$32,876 GYD | G$32,667 GYD | G$31,829 GYD | G$32,248 GYD | G$31,620 GYD | G$39,577 GYD | G$27,850 GYD | G$27,432 GYD |
| Avg. temp | 4°C | 6°C | 10°C | 15°C | 20°C | 24°C | 26°C | 25°C | 22°C | 16°C | 10°C | 6°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$8,376 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!
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- International Civil Rights Center & Museum
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- Elon University
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