Family-friendly vacation rentals in Summerfield

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Top-rated family-friendly rentals in Summerfield

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

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Top guest favorite
An outdoor seating area features comfortable wicker furniture arranged around a central fire pit. A spacious hot tub is positioned beneath a wooden pergola. Nearby, a charcoal grill is ready for use, all surrounded by a serene natural setting with trees and leaves.
Home in Greensboro
4.95 out of 5 average rating, 118 reviews

Hot Tub Hideaway, Cozy Home, Private Workspace

Visit, Work, or Rest and Relax in this centrally located GSO home! Wake up to beautiful sunshine and grab a cup of coffee or tea as you make your way to soft robes and spa slippers to go relax in the spacious hot tub or sit by the warm fire pit. Or after a hard days work in a true dedicated work space with dual monitors and docking station, take your evening outside to relax with a glass of wine. Pet friendly, only minutes to downtown and recreation areas. Cozy and modern home that has it all!

Guest favorite
A living area is presented with a blue sofa and two light-colored armchairs, arranged around a white coffee table. Natural light enters through two windows, illuminating the space. A decorative rug adds color beneath the furniture, and a ceiling fan is visible above.
Home in Greensboro
4.87 out of 5 average rating, 194 reviews

Stylish one bedroom home 5 min from downtown.

** At least 21 years old to book & ID can be verified** This stylish centrally located home has been impeccably renovated and professionally decorated! It sleeps 3 comfortably! It’s great for a small family. Just 5 min. from Downtown Greensboro. We are just miles away from: -2.7 miles Cone Health Moses Cone Hospital -4 miles NC A&T University -5.9 miles Cone Westley Long Hospital -7 miles Greensboro Coliseum -24 miles from Highpoint furniture market -31 miles Winston-Salem State University

Top guest favorite
The exterior of a small renovated cottage features two rocking chairs on a covered porch, flanked by green shrubs. A landscaped pathway leads to the entrance. The home is complemented by a chimney and light-colored siding, with shutters adorning the windows.
Home in Mayodan
5 out of 5 average rating, 126 reviews

The Chief on Third

Welcome to our small renovated cottage. Relax and enjoy! The home features 1 full bedroom, full bath with large walk-in shower, fully equipped kitchen and laundry. Reclining sofa. Living room and bedroom have Roku tv’s and ceiling fans. Porches for relaxing. Portable sleeping cot available for 3rd guest. Short Walk to park, restaurants & bars. 2 miles to downtown Madison with restaurants, bars, boutiques and river excursions. 30 min to Martinsville Speedway, Belews Lake, & Hanging Rock Park

Top guest favorite
A dining area features a rustic wooden table adorned with a floral tablecloth. A centerpiece of gourds and autumn decorations adds seasonal charm. Above, a chandelier hangs elegantly, and a wooden bar with glass panels provides a view into the kitchen area.
Barn in Madison
5 out of 5 average rating, 104 reviews

Old World Livery Stable

Experience a piece of old time charm in one of Madison’s uniquely restored buildings. Once a thriving livery stable, this two bedroom, two bath unit will give you 1800 sq/ft of sprawling comfort. Each bedroom has its own private bathroom. Vaulted ceiling, dining room, kitchen. Many cozy nooks to relax, including a rooftop balcony overlooking the town. Enjoy our fresh roasted coffee beans, as well as our stocked ice cream freezer. Note: This is an upstairs unit with no handicap access.

Top guest favorite
The exterior of a 1924 Craftsman bungalow is set against a backdrop of lush greenery. A wooden fence surrounds the property, complemented by trees and manicured lawns. A front porch with multiple steps adds charm to the rustic design, inviting guests to enjoy the peaceful surroundings.
Bungalow in Greensboro
4.96 out of 5 average rating, 149 reviews

Country Oasis in the City - Best of Both Worlds

Country feel within city limits and walking distance to shops; convenient to downtown (8 miles), I-840 Interstate (1.5 miles) and the airport (8 miles). The 1924 Craftsman bungalow sits on 2+ acres, offering privacy and serenity with a rustic feel. Perfect for a family, business travelers or reunion of friends; enjoy the peace, nature and antiquity this home offers. Absolutely no events/gatherings of more than 12 people. Oasis: something that provides refuge, relief, or pleasant contrast.

Top guest favorite
A charming cottage is set against a backdrop of lush greenery, featuring a welcoming front porch with seating. Guests are seen approaching the entrance, carrying luggage, highlighting the ease of access and inviting atmosphere of the property.
Tiny home in Madison
4.93 out of 5 average rating, 118 reviews

The Love Shack near the Dan River & Belews Lake

Cozy cottage on family farmland and acreage close to Dan River and other recreational opportunities. 2 miles 1 King Size Bed, Free WIFI with Roku Devices Blackstone flattop grill and perfect for couple looking to getaway from it all on 33 acres and with big back deck overlooking granite fire pit. 2 minutes from the Dan River Access (new Madison River Park) and nearby to canoeing, kayaking, tubing, hiking trails and the town of Madison and Belews Lake. 42 miles from new Danville Casino

Top guest favorite
An outdoor area features a stone-faced cabin surrounded by lush greenery. Bright teal chairs are arranged around a circular fire pit, offering a cozy setting for gatherings. A wooden deck attached to the cabin provides additional space for relaxation or outdoor meals.
Earthen home in Staley
5 out of 5 average rating, 115 reviews

The House in the Hill

Escape to our underground house, a hidden gem surrounded by woods. Ideal for 2-4 guests but can sleep up to 6, it blends tranquility with modern comfort. Inside, a well-designed space includes a full kitchen, cozy living area, and full bathroom with laundry. The charming sunroom offers panoramic views, creating a unique experience for a romantic retreat or peaceful family getaway. Check out our guidebook as there are numerous attractions just a stone's throw away from the property.

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.

Top guest favorite
A charming front porch features a wooden swing chair, inviting relaxation. The entrance is marked by a dark door, flanked by windows with shutters. Decorative elements, including a wreath and potted plants, enhance the welcoming exterior. A spacious area is visible, leading to a green lawn.
Home in Madison
4.92 out of 5 average rating, 179 reviews

Daisy’s Den

Please when booking with us keep inconsideration that this is an older country home 🏡 that we’ve fixed up alittle but not perfect, built in 1940’s. With that being said you can enjoy our small community from Belews Lake and Hanging Rock State Park 30 minutes away . We offer downtown shopping and tubing as well . Greensboro and Winston Salem are 30 minutes away. We have plenty of space for bringing your boats / jet skis for parking to our nearest belews Lake 14 minutes away

Guest favorite
The kitchen features light wood cabinetry and blue laminate countertops. Equipped with a full set of appliances including a stove, microwave, and refrigerator, ample workspace is provided. Three bar stools with patterned fabric are situated at the counter, enhancing the inviting cooking area.
Apartment in Summerfield
4.89 out of 5 average rating, 175 reviews

Cozy Apartment on Mini Farm!

Our space features a queen bed & two sleeper chairs, TV w/ Roku, full kitchen, & bath w/ walk-in tub. This is a MIL apartment attached to our house on 9.5 wooded acres. It is NOT outfitted for children. SMOKING/VAPING IS NOT ALLOWED ANYWHERE ON THE PROPERTY. Long term stays welcome! Convenient to the Triad and points beyond. It's safe & quiet, & you can roam most of the property. Multiple security cameras outside. NEW: Fenced-in yard for off-leash playtime for your dog!

Top guest favorite
The cabin features a traditional log exterior with a bold red metal roof, complemented by a welcoming front porch. Rocking chairs and a small table invite relaxation. Surrounding trees enhance the natural setting, while a path of stones leads to the entrance.
Cabin in Stoneville
4.94 out of 5 average rating, 111 reviews

1840s Log Cabin Getaway

Enjoy this traditional 1840's log cabin nestled on 11 acres of land backing up to the Mayo River State Park. Sit back and relax in the rocking chairs on the front porch, or sit by the fire. This peaceful property will provide you with an escape from your day-to-day life and bring you back into an atmosphere of times past, surrounded by nature, with modern amenities to help keep you comfortable. ***This is a historical cabin, make sure you read other details to note.***

Top guest favorite
A brick exterior home is surrounded by lush greenery, featuring an inviting front porch and well-maintained landscaping. The driveway leads to a spacious entrance, framed by neatly trimmed bushes and trees. The peaceful setting offers a sense of privacy on the wooded property.
Guesthouse in Greensboro
4.99 out of 5 average rating, 102 reviews

Tranquil and private lower level apartment

Just relax! Come home to peace & quiet on this wooded 2 acre property. You’ll have no problem stretching out in this very large, yet cozy, day walk-out lower level apartment of the home. Enjoy the patio table for breakfast or dinner, or swing your cares away with cup of coffee or a glass of wine. This place is made to unwind from a long day. The friendly neighborhood is easy and safe to walk. 5 minutes from PTI airport, and an easy 20 minutes to downtown.

Popular amenities for Summerfield family-friendly rentals