Charleston holiday rentals

We found 144 holiday rentals — enter your dates for availability
Discover a selection of holiday rentals in Charleston that are perfect for your trip. Whether you're staying in a holiday rental with a group or just with your pet, you'll find the best amenities for hanging out with the people that matter most, which might include a hot tub and a washer and dryer. You'll be sure to find a property to rent that has what everyone needs, including places that are non-smoking or accessible.

Holiday rentals with weekly discounts – Charleston

Showing deals for:18 Dec - 25 Dec

Exterior
Property grounds
Living area
Dining
Exceptional
(59 reviews)

Treasured Farmhouse on South Bay, Lake MemphreMagog.

Newport

8% off
AU$3,953
for 7 nights, 1 room
AU$565 per night
includes taxes & fees
Treasured Farmhouse on South Bay, Lake MemphreMagog.
Living area
Private kitchen
Property grounds
Interior
Exceptional
(83 reviews)

1855 Farmhouse l Fully Restored with 5 Bedrooms - Family and Pet Friendly

Irasburg

15% off
AU$2,726
for 7 nights, 1 home
AU$389 per night
includes taxes & fees
1855 Farmhouse l Fully Restored with 5 Bedrooms - Family and Pet Friendly
Living room
Deck and fire pit🔥
Friends came fishing😊
Sitting area
Exceptional
(46 reviews)

3 Bedroom Cottage on Lake Memphremagog

Newport

18% off
AU$3,751
for 7 nights, 1 cottage
AU$536 per night
includes taxes & fees
3 Bedroom Cottage on Lake Memphremagog
Dining
Interior
Living area
Interior
Exceptional
(51 reviews)

Lakeside large home in Newport

Newport

5% off
AU$4,782
for 7 nights, 1 home
AU$683 per night
includes taxes & fees
Lakeside large home in Newport
Living area
Room
Living area
Private kitchen
Exceptional
(10 reviews)

A cozy little house with everything you need

Newport

13% off
AU$1,628
for 7 nights, 1 home
AU$233 per night
includes taxes & fees
A cozy little house with everything you need
Porch
Exterior
Living room
Dining area
Exceptional
(51 reviews)

Lakeside Room B&B, sleeps 3

Newport

8% off
AU$941
for 7 nights, 1 room
AU$134 per night
includes taxes & fees
Lakeside Room B&B, sleeps 3
Reflection of Willoughby Gap
Beautiful view through sliding doors in the livingroom
Exterior
Interior
Exceptional
(5 reviews)

Beautiful cottage overlooking Lake Willoughby with lake access

Orleans

8% off
AU$3,641
for 7 nights, 1 cottage
AU$520 per night
includes taxes & fees
Beautiful cottage overlooking Lake Willoughby with lake access
Property grounds
Porch
Exterior
Kitchen
Exceptional
(30 reviews)

Woodside Room B&B, sleeps 2

Newport

8% off
AU$796
for 7 nights, 1 room
AU$114 per night
includes taxes & fees
Woodside Room B&B, sleeps 2
Bedroom with King Bed
Cozy up in the spacious living room
Cozy up in the spacious living room
Dining room
Exceptional
(21 reviews)

HGTV Cabin Lake Willoughby/Burke/Jaypeak EV Chrgr

Barton

7% off
AU$4,290
for 7 nights, 1 home
AU$613 per night
includes taxes & fees
HGTV Cabin Lake Willoughby/Burke/Jaypeak EV Chrgr

  • Peace of mind

    Our Book with Confidence Guarantee gives you 24/7 support

  • More quality time

    From booking to staying, the whole process is simple and enjoyable

  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

Choose a holiday rental for your Charleston getaway

Learn about the unique charm of Charleston with a stay in a holiday home rental. This city has something for everyone. Whether you're planning a family holiday, romantic stay or trip with friends, holiday rentals offer features like full kitchens and laundry facilities for a more convenient stay.

Activities and attractions in Charleston

Are you hoping to find attractions to visit during your stay? Venture out of your cosy holiday rental and experience everything that makes Charleston a fun spot to go on holiday. These are some of the most popular attractions to see, all within 30 miles (48.2 km) of the city centre:

  • Dufferin Heights Golf Club (15.4 mi / 24.7 km)
  • Burke Mountain Ski Area (19.5 mi / 31.4 km)
  • Newport Bike Path (10.9 mi / 17.5 km)
  • Club De Golf Du Lac Lyster (13.4 mi / 21.6 km)
  • Orleans Country Club (7.9 mi / 12.7 km)
  • Quechee Gorge Mini Golf (9.3 mi / 14.9 km)

Exploring the natural features in Charleston

Whether you're looking for fun outdoor activities or just want to spend some time taking in the scenery, Charleston is a great place to get out in nature. Here are some of the area’s most stunning natural features, all within 30 miles (48.2 km) of the city centre:

  • Seymour Lake (4.2 mi / 6.8 km)
  • Lake Willoughby (6 mi / 9.6 km)
  • Mount Pisgah (9.3 mi / 15 km)
  • Crystal Lake State Park (9.5 mi / 15.2 km)
  • Crystal Lake (9.7 mi / 15.6 km)
  • Lake Memphremagog (13.1 mi / 21 km)

Transport options to and around Charleston

Fly into Newport, VT (EFK-Newport State), the closest airport, located 9.9 mi (15.9 km) from the city centre. If you can't find a flight that works for your travel itinerary, you can also fly into Lyndonville, VT (LLX-Caledonia County), which is 18.8 mi (30.3 km) away.

Frequently asked questions

What is the best area to stay in Charleston when booking a holiday rental?
When considering a holiday rental in Charleston, Vermont, a popular area to stay is the picturesque vicinity surrounding the charming town centre. This area offers a delightful blend of rural serenity and access to local attractions. Visitors can explore the stunning landscapes of the nearby Lake Willoughby, known for its crystal-clear waters and opportunities for hiking and swimming during the warmer months.Another appealing aspect of this area is its proximity to the historic sites and natural beauty that define the region. The surrounding countryside features lovely trails for hiking and cycling, allowing for an immersive experience in Vermont's lush environment. While Charleston itself is a small community with a limited number of rental properties available, the quaintness of the town adds to its charm, making it an ideal spot for those looking to enjoy a peaceful retreat.
What are the top attractions in Charleston?
In Charleston, Vermont, visitors can immerse themselves in the natural beauty of the area, with attractions that highlight the stunning landscapes and outdoor activities. The Charleston Pond, a picturesque spot, offers opportunities for fishing, kayaking, and enjoying peaceful picnics by the water's edge. The surrounding areas boast numerous hiking trails, such as those found in the nearby Green Mountain National Forest, which are superb for hiking and exploring the local flora and fauna.Additionally, the town is known for its charming rural atmosphere, where visitors can enjoy scenic drives and experience the tranquillity of the Vermont countryside. For those interested in local history, nearby museums or heritage sites can provide insight into the region's past.
Are all fees included in the Charleston holiday homes prices shown on Stayz?
Stayz provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
Are there any Charleston holiday homes with parking?
Stayz offers a wide selection of holiday homes in Charleston with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Are there any discounts for Charleston holiday homes?
You can find great discounts on holiday homes in Charleston on Stayz, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for last-minute bookings, and early-bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Can I change or cancel my Charleston holiday home booking on Stayz?
To find Charleston holiday rentals with free cancellation, just use Stayz's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Whether you're adjusting your plans or looking for flexible payment options, Stayz makes it easy to book with confidence.
Can I find long-stay holiday homes in Charleston?
A long-stay holiday home in Charleston is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Stayz?
Stayz's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favourites, and build the perfect itinerary together.
How early should I book a Charleston holiday home?
Book your Charleston holiday home at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price. *Based on analysis of Stayz booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Charleston?
Prices for holiday homes in Charleston vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're travelling solo, as a couple, with family, or in a group. Stayz offers something for every taste and budget, from affordable homes in Charleston to more spacious homes.
What can I expect from Stayz customer service and StayzCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, StayzCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, StayzCare™ customer service is available 24/7 to support you every step of the way. Stayz also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
What is StayzCare™ and how does it work?
Stayz's mission is to help guests relax, reconnect, and enjoy precious time together. With StayzCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable. If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
Why should I join Stayz as a host?
Joining Stayz as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Stayz makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Stayz handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.

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