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House holiday rentals in Jamestown

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Top-rated house rentals in Jamestown

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Top guest favourite
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, 110 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 favourite
Home in Jamestown
4.95 out of 5 average rating, 126 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 favourite
The image depicts a charming single-family home with blue siding situated on a well-maintained lawn. Trees and shrubs surround the house, contributing to a serene atmosphere. A driveway is visible in front, allowing easy access to the property.
Home in High Point
4.97 out of 5 average rating, 130 reviews

High Point Hideaway

Enjoy a well maintained 3 bed/2 bath single-family home in a quiet neighborhood only a short drive from all that High Point and the surrounding area have to offer. Perfect for visiting friends and family at High Point University as well as within the rest of the Triad area. 2 mi to High Point University 1.9 mi to Harris Teeter & Publix 1.5 mi to Oak Hallow Golf Course, Tennis Center, Marina, &Campground 13 mi to GSO Airport 3 mi to downtown High Point 15 mi to Greensboro 18 mi to Winston-Salem

Top guest favourite
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, 144 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 favourite
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
4.99 out of 5 average rating, 236 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 favourite
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, 167 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 favourite
A colorful children's room features a bunk bed with a twin upper bed and a full lower bed, both made up with light-colored linens. A mural of mountains and trees adorns the wall. A decorative teepee sits on a patterned rug beside soft seating options.
Home in High Point
4.89 out of 5 average rating, 126 reviews

Stylish Comfy Home Centrally Located to Triad Area

This is a great place for your next getaway. Whether you’re in town for a family reunion, visiting a child @college, a business group, or wedding , this home is a great place to stay! Great stylish place! You’ll love this space with it's four bedrooms. One of which is perfect for children but can accommodate one/two adults as well. The house is located in a quiet neighborhood close to great restaurants, shopping, Greensboro and Winston Salem. Perfect for your next trip.

Top guest favourite
Home in High Point
4.93 out of 5 average rating, 117 reviews

Historic Street House/Hot Tub

3 min. drive to Furniture Market, Hospital, Truist Point Baseball Stadium, Children’s Museum. High Point University, Carolina Core Soccer 1 mile away. Uptowne shops, Restaurants, Breweries, Alex's House Diner, Toms Place, Sweet Ol Bill's, Historic JH Adams Inn less than a mile away. Weekend Live Music, Greenway/Pickleball Courts. Joy Bar coffee 2 blocks away. Farmers Market. Library, Krispy Kreme, Relaxing front porch or ping pong inside! Hot Tub. 10 foot plunge pool.

Top guest favourite
The entrance features a stone pathway leading up to a welcoming porch, flanked by shrubbery and potted plants. A blue flag with 'High Point' is displayed, and the front door is painted in a vibrant blue, adding a pop of color to the brick façade.
Home in High Point
4.97 out of 5 average rating, 198 reviews

Louise Suite

*Dr. Nido Qubein rented a room in this house while attending HPU and starting his first business This newly renovated house is nestled in the middle of High Point. You can walk to restaurants, bars, shopping, and other attractions including the ballpark, children's museum, farmers market, and more! 5 min walk to Sweet Old Bills, 83 Custom Shop, Brown Truck brewery, Basil Cafe, Children's Museum, Monkee’s and Wynnie’s boutiques, and many other shops and restaurants!

Top guest favourite
The kitchen features a central island with woven seating, complemented by sleek white cabinetry and quartz countertops. A modern hood vent sits above the stove, accented by minimalist shelving displaying decorative items. Natural light filters through a window, enhancing the warm, inviting atmosphere.
Home in High Point
4.99 out of 5 average rating, 134 reviews

<5min to HPU& Market *The Southern Escape

We are 𝐉𝐨𝐡𝐧𝐬𝐭𝐨𝐧 𝐄𝐬𝐜𝐚𝐩𝐞𝐬 and we welcome you to The Southern Escape! Originally The "C.C. Swain House" located in the popular historic district! 3 BR, 2.5 bath & wrap around porch offering TWO custom daybed swings and covered porch in the back w/TV. Conveniently located and walking distance to many restaurants such as Sweet Old Bills, Christina Gray’s, & craft brewery Brown Truck Brewery! Mins to HPU, HP Market, and Rockers Baseball Stadium

Top guest favourite
A charming Craftsman home, built in 1928, is surrounded by a lush lawn and mature trees. The front porch, adorned with a welcoming heart decoration, features white railings and overlooks vibrant shrubs. An American flag stands proudly in the front yard, enhancing the tranquil setting.
Home in High Point
4.94 out of 5 average rating, 215 reviews

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.

Top guest favourite
A serene outdoor space features a hot tub surrounded by wooden decking. A projected movie screen displays an ocean scene, illuminated by soft lights. The area presents a perfect setting for relaxation and entertainment at night.
Home in High Point
4.89 out of 5 average rating, 284 reviews

Hot Tub • Outdoor Movie • Near HPU – Pet Friendly

Hot Tub • Outdoor Movie • Near High Point University – Pet & Handicap Friendly Welcome to Wayne’s Place – a cozy and inviting 3-bedroom, 2-bath ranch just one mile from High Point University. Whether you’re visiting for family, business, or a getaway, our home blends comfort, convenience, and unique amenities you won’t find elsewhere.

Popular amenities for house rentals in Jamestown

When is the best time to visit Jamestown?

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Avg. price$204 SGD$209 SGD$217 SGD$299 SGD$283 SGD$225 SGD$250 SGD$250 SGD$239 SGD$321 SGD$225 SGD$257 SGD
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Quick stats about house rentals in Jamestown

  • Total holiday rentals

    Explore 50 holiday rentals in Jamestown

  • Nightly prices starting at

    Jamestown holiday rentals start at $51 SGD per night before taxes and fees

  • Verified guest reviews

    Over 1,650 verified reviews to help you choose

  • Family-friendly holiday rentals

    40 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wifi availability

    50 of Jamestown holiday rentals include wifi 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!