Holiday houses in Jamestown

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.

Private Lux Suite, Patio, Gazebo, Sauna, FenceYard

Ideal for couples, families, or long stays, this private entry, fenced yard luxury suite features a full kitchen, spacious living room, and modern full W/D bathroom. Unwind in your own sauna (opt), relax in the gazebo, or enjoy the patio, hammock or the basketball court. Includes washer/dryer, visitor parking, and large SmartTVs in every room+fast fiber optic WiFi. Just 10 minutes from Grandover Resort, restaurants, golf, with quick Hwy access—comfort, privacy, and convenience in one retreat

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.

Poplar House

Enjoy a stylish experience at this centrally-located home. Minutes to everything in Greensboro, High Point and Jamestown. Located in the prestigious Sedgefield Community. This is a modern Scandinavian new-build with all the vibes. This home has 4 bedrooms & a small private nursery. A fully stocked kitchen for you and your crew, cozy hang out spaces indoors and out. Relax in a private back yard with a fire pit or enjoy a moment with friends and family on one of multiple decks.

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.

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.

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

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.