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Family-friendly vacation rentals in Jamestown

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Jamestown

Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

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Home

4.83 out of 5 average rating, 179 reviews

Cozy Ardmore Cottage Main Level

Main level unit of a two apartment house located just minutes from downtown Winston-Salem, Baptist Hospital, & BB&T Field in the charming Ardmore neighborhood. Easy access to both 40 & 421. Built in 1945, and updated to provide comfort, security, & character, the open floor-plan is perfect for relaxing & connecting. Whether you are staying for one night or a month, this house will make you feel right at home. The light, colorful decor & natural light encourages good times & great possibilities.

Home

4.81 out of 5 average rating, 197 reviews

Winston posh bungalow near Wake

Within 2 miles of Wake Forest, half mile from US- 52 and 20 m High Point. Less than 7 minutes to downtown WS! Convenient to everything, including Pilot Mountain and Hanging Rock State Park. Quality of furnishings are all Higher End. Extremely private setting. IEverything, is as I would have it in my own home. When traveling it makes the experience much more enjoyable, arriving to a well appointed clean living space. A true home away from home! All pets MUST be pre approved prior to booking.

Home

4.83 out of 5 average rating, 151 reviews

Entire house, huge yard, quiet acreage

The entire home is freshly renovated, and has all new furnishings. Lots of natural light and plenty of seating with an open floor plan. A short drive to restaurants, shopping and entertainment. The house sits on over 4 acres with large yards, offering plenty of privacy. Close to High Point University, Furniture market showroom, Wesleyan Academy, golf course, Oak Hollow lake, High Point theater, Deep River athletic complex, Science center, Environmental center, Aquatic center of Greensboro.

Home

4.99 out of 5 average rating, 118 reviews

Remarkable Lake House sleeps 7-3 baths

The lake house is located in the center of Greensboro, just 5 min. from the best restaurants, shopping, parks and event centers in town, including Greensboro’s premiere Friendly Shopping Center. Wesley Long Cone Hospital is a 5-7 min. drive. It’s 35 min. from High Point's Furniture Market and 10 min. from GSO Airport. The Aquatic Center, Natural Science Center and many local colleges including UNCG, Guilford College, A&T are close. Even Elon, High Point Univ. and Wake Forest are 30 min. away!

Home

4.96 out of 5 average rating, 156 reviews

Cozy 3 Bedroom Home with Fenced Back Yard

A cozy 3 bedroom 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, WSSU, WFU, Wake Forest Baptist Hospital and Forsyth Hospital. Home is pet friendly. No work crews please.

Home

5 out of 5 average rating, 277 reviews

Adorable, Stylish near UNCSA and Downtown

Walk to beautiful Old Salem and Cobblestone farmers market, coffee shops, brewery and restaurants. Minutes from UNCSA and Downtown, this adorable, private 2Bed/2Bath Arts & Crafts home has been completely remodeled with stylish interior space, huge kitchen, lovely living room, and gorgeous rainfall showers. Strict Covid-19 cleaning and disinfecting protocol followed. Lockbox allows for flexible, no contact, check in. One small dog, under 20lbs allowed with prior approval and fee, see rules.

Tiny home

4.95 out of 5 average rating, 212 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.

Home

4.93 out of 5 average rating, 285 reviews

Historic Beauty: 5BR Home with Yard Near Hospital

This is a beautiful home, lovingly renovated to retain the original 1920s charm and preserve history, while including modern updates and conveniences. It is perfectly located in the heart of Winston Salem- only a few blocks from Wake Forest Baptist Hospital and less than a mile from downtown. Despite the city location, it features a 3 car garage and over 0.3 acres of lot space in the form of a great backyard. Additionally, it sits across the street from beautiful Hanes Park.

Bungalow

4.97 out of 5 average rating, 237 reviews

Historic Walker House Adj. to JH Adams Inn

Stay in one of High Points treasures! Historic Renovated Robert Walker House is ready for guests to enjoy! Non-owner occupied means you won't be sharing personal space with owners :)Beautifully decorated open floor plan and kitchen/dining seats 12. Home has designer furnishings with flat screens in all. 3 BR 2.5 bath !Walk to restaurants and award winning craft brewery in downtown HP. Minutes to High Point University and HPMKT and new Rockers Baseball Stadium!

Townhouse

4.71 out of 5 average rating, 153 reviews

HPU/Furn Mkt Family Go to Spot-less Townhouse

Less than 4 miles to Furn Mrkt! Wonderful large recently renovated 3bd/2.5 ba townhouse that's close to all shopping,restaurants, hwys, High Point University, HP Furn Mkt, HP Regional Hospital, Amtrak & GSO airport. Perfectly centralized location to Greensboro, Winston, Kernersville. Covered carport & two additional parking spots included. 50MB wifi, fully stocked kitchen,paper towels, toilet paper,soap,shampoo,HQ towels & linens. W & D on main level.

Home

4.94 out of 5 average rating, 430 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.

Guesthouse

4.8 out of 5 average rating, 148 reviews

Private cottage, pet-friendly

Affordable modern cottage, steps from B&B, next to private pool. Queen bed, full kitchenette, breakfast table, full bath w/shower, sofa seating area. Spacious room with vaulted ceiling, professionally decorated. Smart TV. Pet OK w approval, walkable historic Emorywood & HP Country Club neighborhood, near hospital, park, Library, farmers market & HPU. Big deck, patios & gas BBQ. Week-longterm discount. 1111 Orlando

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Popular amenities for Jamestown family-friendly rentals

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

Home

4.73 out of 5 average rating, 78 reviews

King Bed Hot Tub, BBQ, Board Games, Hypoallergenic

Home

4.97 out of 5 average rating, 39 reviews

Luxury showers Hot Tub with King beds Sleep 20+

Home

4.94 out of 5 average rating, 142 reviews

Remodeled Oasis in the heart of Greensboro

Home

4.72 out of 5 average rating, 29 reviews

Sedgefield Manor

Home

4.91 out of 5 average rating, 222 reviews

King Bed, Hot Tub, 75' TV, Pet Friendly, Firepit

Home

4.97 out of 5 average rating, 29 reviews

King Bed, Ping Pong, Pet Friendly, Washer&Dryer

Home

4.67 out of 5 average rating, 27 reviews

Winston: Ardmore Executive Suite, King Bed Jacuzzi

Family- and pet-friendly home rentals

Guesthouse

4.94 out of 5 average rating, 833 reviews

Courtyard Cottage Safe Parking! No pet fees!

Home

4.73 out of 5 average rating, 22 reviews

Emerywood family home close to HPU and downtown

Home

4.92 out of 5 average rating, 38 reviews

The Homeplace at Idlewild.

Home

4.75 out of 5 average rating, 357 reviews

2 Bedroom 1 Bathroom Entire Home

Home

5 out of 5 average rating, 20 reviews

Cedar Shake Cottage

Home

4.9 out of 5 average rating, 39 reviews

"Kennarda" in Winston-Salem, North Carolina

Home

4.86 out of 5 average rating, 70 reviews

Entire Home Greensboro, HP, W-S

Cabin

4.86 out of 5 average rating, 94 reviews

Mountain serenity 5 miles from downtown

Family-friendly home rentals with a pool

Guesthouse

4.95 out of 5 average rating, 353 reviews

Studio 1BR near WFU

Home

5 out of 5 average rating, 13 reviews

Peace of Mind

Condo

4.9 out of 5 average rating, 425 reviews

Sanctuary – 1bedroom & 1bathroom

Quick stats about vacation rentals that are family-friendly in Jamestown

Total rentals
30 properties
Nightly prices starting at
€ 67 before taxes and fees
Total number of reviews
1.4K reviews
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Wifi availability
30 properties include access to wifi

Destinations to explore