House holiday rentals in Jamestown

4.95 out of 5 average rating, 142 reviews

The Woodfern House | 7BR, 4.5BA | Sleeps 21

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.

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.

4.98 out of 5 average rating, 119 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.

4.9 out of 5 average rating, 128 reviews

☆Spacious | 4 Room☆Fire Pit | Nature Trail | BBQ

Bright, spacious, and family-friendly! This home features 3 bedrooms, lounge/bedroom, 2.5 baths, and a fun room. Just minutes from Downtown High Point, HPU, dining, and shopping. Only a 25 minute drive to either Winston Salem or Greensboro / PTI Airport. Perfect for family weekends, University & business visits, or groups traveling for events in the triad. We pride ourselves on a clean, welcoming home. Professionally sanitized after each stay, so you can focus on making the most of your time.

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.

4.99 out of 5 average rating, 257 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.

A welcoming front porch features a custom daybed swing adorned with black and white cushions. Lush greenery is visible along the edges, while a doormat reading 'You're Exactly Where You Need to Be' adds a personal touch. Lanterns and potted plants complete the inviting space.

4.96 out of 5 average rating, 228 reviews

<5min to HPU & Market *The Historic Escape*

We are 𝐉𝐨𝐡𝐧𝐬𝐭𝐨𝐧 𝐄𝐬𝐜𝐚𝐩𝐞𝐬 and we welcome you to 𝐓𝐡𝐞 𝐇𝐢𝐬𝐭𝐨𝐫𝐢𝐜 𝐄𝐬𝐜𝐚𝐩𝐞! Originally The "Louis Johnson Diffee House", located in the popular historic district! 3 BR, 2.5 bath & 3 porches, with the front porch offering a custom daybed swing! Conveniently located and walking distance to many restaurants such as Sweet Old Bills BBQ, Christina Gray’s, & an award winning craft brewery, Brown Truck Brewery! Mins to HPU, HP Market, and the new Rockers Baseball Stadium!

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.

4.98 out of 5 average rating, 222 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.

4.89 out of 5 average rating, 140 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.

The living area features large, arched windows allowing abundant natural light, complemented by a cozy sectional sofa arranged around a central coffee table. A flat-screen TV is mounted above the fireplace. A staircase leads to the upper level, visible in the background.

4.95 out of 5 average rating, 108 reviews

7 BR on PGA Tour’s Sedgefield CC range Hot Tub

3 story, 7 BR house 250 yards from Sedegefield’s clubhouse overlooking the historic driving range. 2020 kitchen renovation. 2021 back deck expansion with brand new hot tub cleaned after each guest. Modern house complete with pool table, ping pong table, & game room. Your kids will love it. Master bathroom has jacuzzi tub. Twin over Full bunks in two rooms means there are 10 beds for use. 5 car limit. Additional parking available nearby upon request.

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.

4.93 out of 5 average rating, 236 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.

4.99 out of 5 average rating, 167 reviews

Madison Suite

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, Monkee’s and Wynnie’s boutiques, and many other shops and restaurants! This special place is close to everything, making it easy to plan your visit.

4.87 out of 5 average rating, 144 reviews

Bright High Point Home | Lake Access | BBQ

Spacious 𝗛𝗶𝗴𝗵 𝗣𝗼𝗶𝗻𝘁, 𝗡𝗖 retreat conveniently located near High Point University and the Furniture Market. Perfect for families, groups, and pets, featuring a fenced yard, cozy fire pit, two Smart TV dens, and a fully equipped kitchen. Enjoy a comfortable, convenient stay with everything you need to relax and make lasting memories. ☀ Lake Access ☀ BBQ Grill ☀ Fast Wi-Fi ☀ Patio

The exterior of the home features a two-story brick façade, complemented by a well-manicured lawn and colorful flower beds. A flag is displayed on the front porch, while a driveway leads to a spacious garage. Trees provide a natural backdrop to the property.

4.82 out of 5 average rating, 100 reviews

Cheerful 4 bedroom home in quiet neighborhood.

Come stay in this charming home located in desirable Jamestown. Why get a hotel when you can enjoy the space, comfort, and amenities of a home? There is a bedroom and full bathroom located on the main level. Relax on the back patio by the fire pit, or grill out on the gas grill. This home is Walking distance to downtown Jamestown shopping and dining.

Popular amenities for Jamestown house rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.94 out of 5 average rating, 127 reviews

Historic Street House/Hot Tub/Splash Pool/Chickens

4.97 out of 5 average rating, 125 reviews

A modern living area features plush gray sofas positioned around a glass coffee table. Large sliding doors provide access to a wooden deck. A wall-mounted TV and electric fireplace enhance the contemporary design, while vibrant yellow drapes add a pop of color.

Home in Winston-Salem

Grey Sapphire Hideaway - 2BR/2BA, Game Room & Pool

A spacious living room features two velvet sofas in soft pink hues, arranged around a coffee table. A built-in fireplace sits against a light-colored wall, while natural light filters through the blinds, creating a warm atmosphere. A dining area is visible in the background.

4.85 out of 5 average rating, 121 reviews

Townhouse near the Airport

4.88 out of 5 average rating, 362 reviews

A private outdoor space features a round stock tank pool surrounded by a pebbled area. Two colorful inflatable pool toys rest in the water. Comfortable seating arrangements with woven chairs are paired with hammocks, creating a cozy atmosphere amidst lush greenery.

Home in Winston-Salem

Cozy King Blue H2O Staycation , Pool & Hot Tub

4.95 out of 5 average rating, 128 reviews

A cozy living space features a comfortable sofa with decorative pillows, complemented by a wall adorned with woven baskets. Soft sunlight filters through a nearby window, illuminating the area. A green plant adds a touch of nature, while a simple coffee table completes the setup.

Home in Winston-Salem

Cozy Townhouse close to WFU!

An overhead view captures the spacious outdoor area featuring a heated pool, surrounded by lounge chairs. A stone fire-pit is positioned in the corner, while the large lawn area offers ample space for outdoor activities. The house, with a well-defined layout, complements the inviting landscape.

4.74 out of 5 average rating, 68 reviews

Hot tub | Fire-pit | Pool Table | Heated Pool

5.0 out of 5 average rating, 39 reviews

Lakefront Retreat with Private Indoor Heated Pool

5.0 out of 5 average rating, 19 reviews

2 Private En Suites ~ Very Clean ~ Fast WIFI

Weekly house rentals

A game room is featured with a foosball table and a large wall-mounted television displaying colorful graphics. A ceiling fan hangs overhead, and a modern electric fireplace is visible below the TV. Large windows provide views of the outside area.

4.83 out of 5 average rating, 166 reviews

Cozy 3bdrm/2ba with GAME ROOM

4.96 out of 5 average rating, 137 reviews

Cozy Cottage In The Heart Of High Point!

4.96 out of 5 average rating, 104 reviews

Peaceful 3BR • Near HPU, Greensboro & High Point

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.

4.89 out of 5 average rating, 308 reviews

Hot Tub • Outdoor Movie • Near HPU – Pet Friendly

A contemporary living area features a large wall-mounted TV displaying scenic footage. Comfortable seating in rich teal adds a pop of color, complemented by a vibrant area rug. A ceiling fan provides a relaxed atmosphere, while natural light filters through window treatments.

4.93 out of 5 average rating, 310 reviews

Convenient Coliseum Stay (STR_24-441)

A spacious living area features large windows allowing natural light to fill the room. A plush black leather sofa sits in front of a modern coffee table, while an area rug adds warmth. The TV is mounted on the wall, and a stylish dining space is visible in the background.

4.99 out of 5 average rating, 176 reviews

Remarkable Lake House sleeps 6 adults + 1 under 18

4.97 out of 5 average rating, 291 reviews

King + 3 Queens | Ping Pong Fun + Relaxing Deck

A spacious exterior view of the home features a light-colored facade with a charming front porch equipped with two potted plants. The stone pathway leads to the entrance, bordered by a well-maintained lawn and a paved driveway.

4.97 out of 5 average rating, 101 reviews

Remodeled 4 Bedroom Home In Downtown High Point

Private house rentals

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.

4.97 out of 5 average rating, 94 reviews

Poplar House

4.94 out of 5 average rating, 49 reviews

Tranquil Jamestown culdesac home

A modern living area features a spacious gray sofa with decorative pillows. A large flat-screen television is mounted on the wall, complemented by a dark wooden TV stand with decorative items. A round wooden coffee table sits on a woven rug, and a sleek kitchen bar with three stools is visible in the background.

4.93 out of 5 average rating, 60 reviews

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

4.94 out of 5 average rating, 16 reviews

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

5.0 out of 5 average rating, 28 reviews

5BR MultiFamily|Spacious|Game Room + Kid Friendly

A spacious living area is highlighted by a modern sectional sofa, a circular coffee table, and a stylish accent chair. A stone fireplace serves as a focal point, with a large TV mounted above. Soft lighting enhances the inviting atmosphere, complemented by artwork on the walls.

4.98 out of 5 average rating, 57 reviews

Fenced Yard, Clean, Mins from HPU & Market

A charming white house is depicted at dusk, featuring a welcoming front porch with a central door and five windows. Shutters frame the windows, and well-maintained greenery adjoins the walkway, which leads to a neatly laid stone path across the front yard.

5.0 out of 5 average rating, 65 reviews

5-STAR Reviews • Easy to HPU • Greensboro• W-Salem

A light-filled living room features a spacious sectional sofa adorned with decorative pillows. A circular coffee table sits in the center, complemented by a stylish side table. Light wood tones and soft textures create a welcoming ambiance, enhanced by large windows that offer views of the outdoors.