
Holiday houses in Jamestown
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Quick stats about holiday rentals in Jamestown

Total holiday rentals
Explore 80 holiday rentals in Jamestown

Nightly prices starting at
Jamestown holiday rentals start at $69 NZD per night before taxes and fees

Verified guest reviews
Over 3,010 verified reviews to help you choose

Family-friendly holiday rentals
50 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
40 properties have a dedicated workspace

Wi-Fi availability
80 of Jamestown holiday 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 holiday 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.

Fun for the whole family/central/views/comfort
You will be near the Furniture Market, downtown Winston-Salem & Greensboro offering a serene retreat with convenient access to key locations. This picturesque setting provides a tranquil escape, allowing visitors to enjoy the beauty of a lakeside environment. Being close to downtown Winston-Salem and Greensboro ensures easy access to urban amenities, cultural attractions, and a variety of entertainment options. You will have a perfect blend of relaxation and nearby proximity to urban areas.

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.

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

Beautiful Duplex
PLEASE READ BEFORE BOOKING Maximum Occupancy: 2 GUESTS (Including Children) check in is at 3:00 PM. Check out at 10:00 AM. Enjoy a simple, peaceful stay in our centrally located duplex . 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.

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!

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.

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!

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 holiday rentals
Other great holiday rentals in Jamestown

The Jamestown Retreat

Cozy open 3/2 1 level 5 mins to HPU & close to FM!

The Cottage Hill

3 Bdrm Close to Downtown High Point & Dog Friendly

Farm Stay on Groometown

Chic Retreat Loft Mini Condo-near Market/HPU-203

Roomy home w/2 full baths & screened porch.

Luxury Townhome, Spacious, High Point/Greensboro
When is the best time to visit Jamestown?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $174 NZD | $208 NZD | $217 NZD | $299 NZD | $270 NZD | $268 NZD | $261 NZD | $265 NZD | $260 NZD | $325 NZD | $229 NZD | $225 NZD |
| 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 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.
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- North Carolina Zoo
- Hanging Rock State Park
- Wake Forest University
- Morrow Mountain State Park
- Pilot Mountain State Park
- Wet'n Wild Emerald Pointe Water Park
- Greensboro Science Center
- Greensboro Coliseum Complex
- Elon University
- University Of North Carolina At Greensboro
- Childress Vineyards
- International Civil Rights Center & Museum
- Guilford Courthouse National Military Park
- Reynolda Village Shops & Restaurants
- Cherry Treesort
- Occoneechee Mountain State Natural Area
- Uwharrie National Forest
- Greensboro Arboretum
- Martinsville Speedway
- High Point City Lake Park
- Tanger Family Bicentennial Garden
- Divine Llama Vineyards
- Dan Nicholas Park
- Bailey Park





