Family-friendly vacation rentals in Jamestown

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Top-rated family-friendly rentals in Jamestown

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Guest favorite

Apartment in Greensboro

4.99 out of 5 average rating, 278 reviews

Downtown Remodeled 1906 Queen Anne

Only a few blocks from Tanger Performing Arts Center & 10 min drive to Coliseum and Aquatic Center. Plus, downtown is a walker's dream--craft breweries, restaurants, Civil Rights Museum, grocery, shops & more. Perfect for families & visiting, our downtown private apt is the entire 2nd floor with full kitchen, plus Wi-Fi & premium TV. Separate entry, front porch swing on a quiet dead-end street. Enjoy a walk downtown, and then relax & enjoy your privacy in comfort in a quiet neighborhood setting.

Apr 10 – 17

G$20,251 GYD per night

Guest favorite

Guesthouse in Greensboro

4.97 out of 5 average rating, 1105 reviews

A charmer!Great spot near downtown.

A sunny garden studio in peaceful Fisher Park historic neighborhood that's an easy walk to downtown, restaurants/breweries, baseball stadium. Perfect location. Private with a separate entrance. One queen bed and a love seat pull out bed that sleeps one (in separate room). Wifi. Plenty of on street parking. The kitchenette area has a microwave, coffee pot (I provide coffee/tea & bottled water), mini fridge w/ sm freezer. Private outdoor garden area with table, chairs & umbrella. Keyless entry.

Apr 20 – 27

G$17,088 GYD per night

Guest favorite

Cottage in Greensboro

4.95 out of 5 average rating, 189 reviews

Lakeside Country Cottage with Urban Convenience

You can stay in any house...so why not enjoy the scenery and nature at the lake! Take a break at the Serenity Suite surrounded by stately oaks and a tranquil 70-acre lake. Kick back in the hammock. Enjoy fishing, playing cornhole or smores on the fire pit. Have lunch at the picnic table. Sit in the tree swing while meditating on the year-round flora and fauna. Our space is perfect for individuals & couples: honeymooning, visiting family/friends or just passing through. Come and relax!

May 27 – Jun 3

G$25,029 GYD per night

Guest favorite

Guest suite in Winston-Salem

4.99 out of 5 average rating, 512 reviews

The Man Cave

The Man Cave is close to the highway. It is minutes away from downtown Winston-Salem, Wake Forest University, Hanes Mall, and Baptist Hospital. You'll love the place because of its private entrance and great "Man Cave" amenities... King bed, wi-fi, pool table, dartboard, 50" TV & DirecTV satellite cable, Keurig machine, full kitchen, washer/dryer, etc. Don't let the name fool you... It is good for a couples get away, solo adventurers, and business travelers looking for a unique experience.

Sep 30 – Oct 7

G$26,849 GYD per night

Guest favorite

Cabin in Asheboro

4.93 out of 5 average rating, 476 reviews

Peach's Paradise Eco-Cabin & Bath In The City!

We love couples, solo adventurers, & furry friends who want one level beyond tent camping.The Eco-Cabin is a rustic, 2-story hand built cabin in town. You'll enjoy the entire cabin, firepit, firewood, swing chairs, swing bed, king size bed, linens, and a bathhouse with private toilet, sink and shower. We do allow pets but there is a 15$ pet fee per pet which is billed separately. There is parking and roaming rights to the surrounding 23.8 acres. We are convenient to the NC Zoo and Seagrove!

Aug 10 – 17

G$16,853 GYD per night

Guest favorite

Tiny home in Thomasville

4.96 out of 5 average rating, 183 reviews

The Shack at Abiding Place - So Cozy and Peaceful

This cozy one bedroom cabin is the perfect get-a-way for singles or couples. Whether you want to enjoy the peace and quiet of a country setting, visit the farm animals on the property, or hang out by the fire-pit and roast marshmallows, you certainly will feel refreshed as you spend time here. This cabin is located on the Abiding Place property, a place for retreat, renewal, and restoration. Conveniently located close to High Point (Furniture Market), and other Towns/Cities of theTriad, NC.

Mar 9 – 16

G$15,980 GYD per night

Guest favorite

Tiny home in Greensboro

4.9 out of 5 average rating, 366 reviews

Quiet studio apartment

You will enjoy the birds singing in the garden that surrounds our open, uncluttered studio apartment. Standard double bed w/memory foam mattress. Fold out couch. Free standing with a private entrance, free street parking and high speed Internet. Fully equipped kitchen and tiled bath. Lovely screened porch overlooking a fish pond. Located in a quiet older neighborhood with oaks, sidewalks and a lovely park. Very close to downtown Greensboro, UNCG, Friendly Shopping Center and theColiseum.

Jul 19 – 26

G$20,446 GYD per night

Guest favorite

Home in Asheboro

4.95 out of 5 average rating, 320 reviews

Quiet, comfortable, near NC Zoo, Seagrove pottery

My mother's family grew up here, six boys and girls in overalls and a pair of cows, Red and Daisy. It's postcard pretty, comfortable and relaxing for vacation and business travelers, and close to many places: Piedmont Triad International Airport - 45 minutes; NC Zoo - 10 minutes; High Point Furniture Market - 35 minutes; Greensboro Coliseum - 35 minutes; Seagrove pottery - 15 minutes; Pinehurst golf - 50 minutes; Petty Museum - 25 minutes; downtown Asheboro (Sunset Ave.) - 10 minutes.

Sep 7 – 14

G$23,900 GYD per night

Guest favorite

Condo in Winston-Salem

4.9 out of 5 average rating, 384 reviews

Sanctuary – 1bedroom & 1bathroom

My modern and convenient condo located in the heart of Winston-Salem’s shopping district will provide you with a 1 bedroom & bathroom space. The condo is professionally furnished and cleaned to provide a 5 star experience. Basic appliances provided (microwave, kitchen appliances, washer & dryer, dishwasher, Keurig). Very spacious with patio furniture for extra relaxation! You can also enjoy the community pool and gym. This space is NOT shared. Guests have the entire space to themselves.

Aug 13 – 20

G$23,504 GYD per night

Guest favorite

Home in Winston-Salem

4.97 out of 5 average rating, 133 reviews

Cozy 3 Bedroom Home with Fenced Back Yard

A cozy 3 bedroom family home with a living room, den, two bathrooms, and screened porch. Home was fully renovated in 2017. Bathrooms feature dual granite topped vanities, new tubs and ceramic tile. There is new laminate flooring throughout the home, new kitchen cabinets and ceiling fans in the bedrooms. Fully fenced back yard. Centrally located with fast access to Wake Forest, Salem College, Winston-Salem State, Wake Forest Baptist Hospital and Forsyth Hospital. Home is pet friendly.

Jan 16 – 23

G$32,170 GYD per night

Guest favorite

Guesthouse in Greensboro

4.97 out of 5 average rating, 364 reviews

Stylish Studio Apartment Across From Park/Trails

Private keyless entry to 2nd floor garage studio apartment in prestigious Hamilton Lakes. Space is one large room with a kitchen w/bar next to living area. Sleeps 4 with queen bed, a twin and a sofa; 42" TV, SMART bluray, WIFI, NETFLIX, toaster oven, coffee maker, microwave, fridge, full bathroom with walk-in shower; washer/dryer in garage. Three miles of trails start across the street; 5 minute walk to the lake/playground. 3rd & 4th guests $15 each/night.

Sep 14 – 21

G$18,597 GYD per night

Guest favorite

Home in High Point

4.94 out of 5 average rating, 387 reviews

Bright and Open Renovated Home.

Fully remodeled home with modern & rustic accents throughout! 3 bedrooms available, featuring LED Smart TVs, king, and queen beds. Master has an on-suite master bathroom and closet. Living room has a 65" LED smart tv, sectional , and leather club chair. Private 6’ fenced in back yard with walkout deck, outdoor couch & teak patio table.This home is excellent for couples, business travelers, and families looking for a home away from home experience.

Apr 15 – 22

G$32,306 GYD per night