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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.

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Top guest favorite
An aerial view reveals a three-story deck overlooking a serene lake, framed by lush greenery. A stone patio with seating is situated by the water, while a dock extends into the lake. The deck offers ample outdoor space for relaxation.
Home in High Point
4.98 out of 5 average rating, 112 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 favorite
Home in Jamestown
4.95 out of 5 average rating, 135 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 favorite
A spacious private jacuzzi is situated under a wooden shelter, with steam rising gently from the bubbling hot water. The serene atmosphere is enhanced by the softly lit surroundings, creating a calming space for relaxation.
Farm stay in Greensboro
4.95 out of 5 average rating, 445 reviews

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.

Top guest favorite
Guest suite in Greensboro
4.97 out of 5 average rating, 148 reviews

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.

Top guest favorite
A modern kitchen is showcased with white cabinetry and granite countertops. Appliances include a refrigerator, oven, and dishwasher. Shelves display plants and books. A laundry area is visible with stacked washer and dryer units, providing convenience and functionality.
Home in Jamestown
4.98 out of 5 average rating, 211 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.

Top guest favorite
A cozy living area is highlighted by a light-toned sofa and a decorative coffee table, both featuring neutral accessories. A charming lamp stands near the seating, and a small holiday display is presented on the table, adding a festive touch to the organized space.
Cottage in Jamestown
4.96 out of 5 average rating, 182 reviews

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.

Guest favorite
Guest suite in High Point
4.9 out of 5 average rating, 439 reviews

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.

Guest favorite
Home in Jamestown
5 out of 5 average rating, 10 reviews

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.

Top guest favorite
Guesthouse in Lexington
4.99 out of 5 average rating, 392 reviews

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.

Guest favorite
A charming tiny home entrance is presented, featuring a light grey exterior with decorative white trim. Two chairs with cushions sit beside a small potted yellow flower. A front door with a window is centered, and the porch is framed by a white railing.
Tiny home in Jamestown
4.93 out of 5 average rating, 474 reviews

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.

Top guest favorite
The exterior of the cabin showcases a charming wooden facade, featuring a spacious balcony with wooden railings. Warm lights illuminate the entryway, creating a welcoming ambiance in the forested surroundings. A grassy area is visible in front of the cabin, emphasizing the natural setting.
Cabin in Winston-Salem
4.98 out of 5 average rating, 211 reviews

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!

Top guest favorite
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.
Home in Greensboro
4.81 out of 5 average rating, 150 reviews

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

When is the best time to visit Jamestown?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$21,150 GYDG$25,338 GYDG$26,385 GYDG$36,436 GYDG$32,876 GYDG$32,667 GYDG$31,829 GYDG$32,248 GYDG$31,620 GYDG$39,577 GYDG$27,850 GYDG$27,432 GYD
Avg. temp4°C6°C10°C15°C20°C24°C26°C25°C22°C16°C10°C6°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!