Family-friendly holiday rentals in North Charleston

Penny Lane, Park Circle, 15m dwtn CHS

Welcome to Penny Lane, our charming 2+ bedroom 2.5 bath vacation rental nestled in the heart of Park Circle, North Charleston. This stylish home provides the perfect retreat for your getaway. Sleeps 6 with fully fenced in yard great for pets. Situated in the vibrant & developing Park Circle neighborhood, 1 mile from the new Park Circle playground, iconic circular park, trendy restaurants & shops. Proximity to downtown Charleston & beaches makes it an ideal home base for exploring. Permit Number-

5 Star Private Guest House • Heart of Park Circle

Escape to this peaceful, light-filled guest house in Park Circle, one of Charlestons most vibrant neighborhoods. Relax on the private patio or in one of the hammocks, refresh in the dual shower, and rest easy on a plush Nectar bed. Enjoy fast WiFi, off-street parking, and brand-new bikes to explore restaurants, breweries, and festivals at Riverfront Park or Firefly Distillery. Consistently rated top 1% and 5% of Airbnb’s, caring local hosts, constantly upgraded for your perfect Lowcountry stay!

★Delightful guest house near historic plantations★

Nestled in the Historic Plantation District between Summerville & Charleston, our timberframe "bunkhouse" offers privacy, comfort & convenience. This 850+ sq ft retreat includes full kitchen & bath, 2 dbl beds, twin bed & plenty of living space. There's a private entrance, so come & go as you please (we're right next door if you need us). Minutes from Middleton Place, Drayton Hall & Magnolia Gardens, an easy drive to dntn Charleston, historic S'ville, beaches & golf courses. *Now with WiFi*

Bridgerton inspired fantasy 2 min from park circle

Live out your Bridgerton fantasy in this stunning historic space. The apartment features antique furnishings/art, a private entrance and patio with lounge and a hot tub (The hot tub is available Apr through Nov). Off street parking. A sumptuous bathroom with an oversized soaking tub and a kitchenette. There is also a 55 inch frame tv in the bedroom including WiFi. Available for photo shoots upon request rates may differ please contact host prior. Bridal pics by Olivia Allain Permit#2026-0414

Park Circle Paradise - Pool, Putts & 3 King Suites

This beautiful 3 bedroom 2 bath house has a private backyard paradise with a new inground pool and a putting green! The pool is open year round and can be heated or chilled. You’ll be within a short walk to Park Circle's restaurants, wine bars, breweries, shops, tennis courts and the amazing new inclusive playground. *>5 minutes to Firefly *10 mins to the airport, Credit One Stadium, Coliseum, & Performing Arts Ctr *12-20 mins to downtown Charleston *20 mins to the beach (Sullivan's Island)

2 Br Bungalow- Walk to Park Circle

Walk to Park Circle’s top restaurants, breweries, and parks from this fully renovated 2BR home! This home blends modern comfort with unbeatable location. Downtown Charleston is just 10–15 min away, the beaches Sullivan's Island, Isle of Palms, Folly Beach- 25–35 min away. Walk to Riverfront Park and Firefly Distillery. Steps from Park Circle Playground- the world’s largest inclusive playground. Train line behind the fenced in yard adds character; sound machines provided for light sleepers.

My Happy Place

This is a charming cottage with a pool and large outdoor area. It is located 3 minutes to both I26 and 526, a 10 minute drive to downtown Charleston and walking distance to North Charleston’s trendy, fun area. The Credit One Stadium on Daniel Island is a 10 minute drive, the Isle of Palms and Sullivans Island 15 minutes and North Charleston Colliseum 5 minutes. It is easy to get to all these places and there are many fun things to do in the Charleston/North Charleston/Daniel Island areas.

Heart of Park Circle| Peaceful & Private | Firepit

Enjoy a stylish and peaceful stay at this centrally-located, Park Circle cottage. Set back from the street for added privacy, with a beautiful front porch and backyard. Just a 5 min walk to the lively restaurants of Park Circle and a short 20 min drive to Historic Downtown Charleston & nearby beaches. Filled with an abundance of natural light, featuring two bedrooms, one bath & a sunroom with a daybed. Fully equipped with all you need for a comfortable stay in the Park Circle neighborhood!

Charming Park Circle Two Bedroom with Fenced Yard

Welcome to your cozy getaway in Park Circle! This charming two-bedroom, one-bath cottage features an inviting open floor plan that creates a warm and welcoming atmosphere. As you step inside, you’ll be greeted by a bright and airy living space that seamlessly connects to the dining area and fully equipped kitchen. This layout maximizes comfort and convenience. With easy access to downtown Charleston and nearby beaches, this cottage is the perfect base for your Lowcountry adventures.

Super Cute Cottage in Park Circle!

Welcome to this peaceful and centrally located home in close proximity to Park Circle! This completely renovated home offers all of the conveniences that you could ask for and many comforts of home. Here you will find one king bed and one queen bed, a cozy living room, fully stocked kitchen, a private back yard, TWO BEACH CHAIRS for trips to the beach, and TWO BICYCLES for quick rides to the shops, restaurants, disc golf course, bars and breweries that the neighborhood has to offer!

Bexley: pet friendly yard easy walk to Park Circle

Looking for a cozy 2-bedroom in a safe, walkable neighborhood? This place is perfect for you! Nestled in the charming Park Circle area, just 2 blocks from East Montague’s lively main street which is packed with great nightlife and entertainment options. 🎉 Only 15 minutes to downtown Charleston 🌊 Just 23 minutes to beautiful beaches like Sullivan’s Island 🐶 Pet-friendly* 🧳 Early luggage drop off available at 12pm 🕑 Early check in when available* *Fees apply.

Silverlight Cottage in Park Circle

A spacious retreat (780 sq ft.) in Park Circle: Elegant, gracious + charming. Brand new custom built guest house designed with a nod to classic Charleston architectural influence: open concept indoor - outdoor space to large shady screened porch where a perpetual breeze from the not-too-distant coastline blows gently all year round. Visitors will return from their travel deeply restored and revived - having experienced well-appointed accommodation.