Best Vacation Homes in Charleston
House
9.8(20 Reviews)
2 Bedrooms
1 Bath
4 Guests
700 ft²
Oceanfront
Fireplace/Heating
Ocean View
Balcony/Terrace
£204/Night
7 Nights - £1,426
House
10.0(1 Review)
3 Bedrooms
2 Baths
6 Guests
1786.81 ft²
- Fireplace/Heating
Parking
Internet
Child Friendly
£198/Night
7 Nights - £1,387
Bed & Breakfast
9.4(184 Reviews)
1 Bedroom
1 Bath
Pool- Balcony/Terrace
View- Parking
£120/Night
7 Nights - £844
Cottage
10.0(39 Reviews)
2 Bedrooms
1 Bath
6 Guests
625 ft²
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
£239/Night
7 Nights - £1,672
House
3 Bedrooms
2 Baths
9 Guests
2400.35 ft²
Hot Tub- Fireplace/Heating
- Parking
- Internet
£298/Night
7 Nights - £2,085
Cottage
10.0(12 Reviews)
1 Bedroom
1 Bath
5 Guests
- Fireplace/Heating
- Balcony/Terrace
Pet Friendly- Parking
£244/Night
7 Nights - £1,711
Cottage
10.0(3 Reviews)
2 Bedrooms
1 Bath
4 Guests
895 ft²
- Fireplace/Heating
- Balcony/Terrace
Kitchen- Parking
£270/Night
7 Nights - £1,891
Cottage
10.0(1 Review)
1 Bedroom
1 Bath
3 Guests
- Fireplace/Heating
- Pet Friendly
- Internet
- Child Friendly
£124/Night
7 Nights - £867
Charleston Luxury Rentals
Cottage
5 Bedrooms
4 Baths
9 Guests
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
£448/Night
7 Nights - £3,135
New
House
6 Bedrooms
2 Baths
13 Guests
3391 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
£375/Night
7 Nights - £2,624
House
9.6(4 Reviews)
4 Bedrooms
3 Baths
8 Guests
3200 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
£370/Night
7 Nights - £2,593
House
10.0(23 Reviews)
3 Bedrooms
2 Baths
6 Guests
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
£367/Night
7 Nights - £2,570
House
10.0(24 Reviews)
4 Bedrooms
2 Baths
6 Guests
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
£343/Night
7 Nights - £2,398
House
6 Bedrooms
2 Baths
12 Guests
- Fireplace/Heating
- Pet Friendly
- Kitchen
- Parking
£318/Night
7 Nights - £2,226
Cottage
10.0(89 Reviews)
3 Bedrooms
1 Bath
7 Guests
800 ft²
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
£311/Night
7 Nights - £2,180
House
8.0(1 Review)
3 Bedrooms
2 Baths
9 Guests
2400 ft²
- Hot Tub
Spa- Fireplace/Heating
- Balcony/Terrace
£307/Night
7 Nights - £2,150
Charleston Pet Friendly Vacation Rentals
Cabin
9.8(21 Reviews)
1 Bedroom
1 Bath
3 Guests
400 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
£135/Night
7 Nights - £947
Cottage
9.6(100 Reviews)
2 Bedrooms
1 Bath
4 Guests
600 ft²
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
£258/Night
7 Nights - £1,806
Apartment
9.6(13 Reviews)
1 Bedroom
1 Bath
4 Guests
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
£154/Night
7 Nights - £1,079
House
9.0(6 Reviews)
2 Bedrooms
2 Baths
6 Guests
1700 ft²
- Ocean View
- Balcony/Terrace
- View
- Pet Friendly
£232/Night
7 Nights - £1,626
Cabin
8.8(3 Reviews)
2 Bedrooms
1 Bath
5 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
£248/Night
7 Nights - £1,733
Cottage
1 Bedroom
1 Bath
6 Guests
- Pet Friendly
- Kitchen
- Internet
- Child Friendly
£148/Night
7 Nights - £1,036
Cabin
2 Bedrooms
1 Bath
6 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Parking
£125/Night
7 Nights - £874
Cottage
1 Bedroom
1 Bath
4 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
£125/Night
7 Nights - £874
Charleston Large Vacation Homes
Cabin
10.0(7 Reviews)
4 Bedrooms
3 Baths
10 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
£285/Night
7 Nights - £1,993
House
6 Bedrooms
3 Baths
13 Guests
3401.4 ft²
- Fireplace/Heating
- Parking
- Internet
- Child Friendly
£262/Night
7 Nights - £1,834
Cottage
9.6(38 Reviews)
5 Bedrooms
2 Baths
9 Guests
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
£268/Night
7 Nights - £1,877
House
6 Bedrooms
2 Baths
11 Guests
- Balcony/Terrace
- Pet Friendly
- Kitchen
- Parking
£298/Night
7 Nights - £2,083
House
4 Bedrooms
4 Baths
10 Guests
- Child Friendly
Laundry
Bedding/Linens
£258/Night
7 Nights - £1,805
House
4 Bedrooms
3 Baths
10 Guests
- Balcony/Terrace
- Kitchen
Air Conditioner- Internet
£203/Night
7 Nights - £1,418
House
3 Bedrooms
1 Bath
12 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
£203/Night
7 Nights - £1,418
House
9.6(10 Reviews)
6 Bedrooms
2 Baths
13 Guests
3400 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
£287/Night
7 Nights - £2,006
Why Choose Rent By Owner for your Charleston Vacation Rental Homes?
What makes our Vacation Rentals special?
Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.
Best Times to Visit Charleston
When should you plan your Vacation Rentals stay?
Choosing the right time to visit here can enhance your experience, whether you're seeking vibrant seasonal events or tranquil off-peak periods in this charming region.
Peak Season Highlights
Summer (June to August)
During the warm and vibrant summer months, the area experiences lively activity and pleasant weather, making it an ideal time for outdoor explorations and enjoying the local scenery.
Average Temperature Daytime: 75°F to 85°F - Nighttime: 55°F to 65°F
Fall (September to October)
This season offers stunning foliage and cooler temperatures that attract visitors seeking picturesque landscapes and crisp air, perfect for outdoor activities and scenic drives.
Average Temperature Daytime: 60°F to 70°F - Nighttime: 40°F to 50°F
Off-Season Highlights
Late Fall to Early Winter (November to December)
As the region transitions into winter, fewer travelers choose this time, offering a quieter stay with the chance to enjoy the peaceful atmosphere before the snow settles in.
Average Temperature Daytime: 30°F to 45°F - Nighttime: 20°F to 30°F
Spring (March to May)
Early spring sees fewer visitors as the landscape begins to awaken, providing a tranquil environment and opportunities to experience the area's natural beauty at a relaxed pace.
Average Temperature Daytime: 45°F to 60°F - Nighttime: 30°F to 40°F
Weekly Weather Forecast for Charleston
How to Book Your Charleston Vacation Rental Home
What's our booking process?
Our platform allows you to browse a curated selection of vacation rentals. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.
Booking Steps
01
Search Properties
Use our filters to find the right property that fits your needs.
02
Select a Rental
Click on your preferred listing to view details, amenities, and pricing.
03
Book Online
Follow the link to finalize your reservation directly on the partner’s website.
Explore and book the perfect rental in Charleston
Common Vacation Rentals Amenities
What amenities can you expect?
Our Vacation Rentals are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:
Indoor Features
- Fully-equipped kitchens with modern appliances
- Comfortable living areas with flat-screen TVs
- Free Wi-Fi for staying connected
- Air conditioning and heating for year-round comfort
- In-unit washers and dryers for convenience
- Luxurious bedrooms with premium bedding
- Spa-like bathrooms with soaking tubs or walk-in showers
Outdoor Amenities
- Enjoy outdoor dining options with picnic tables and barbecue grills available at many properties.
- Relax on spacious decks or patios that offer scenic views of the surrounding landscape.
- Take advantage of private or shared gardens to immerse yourself in the region’s natural beauty.
- Explore nearby hiking trails and outdoor pathways directly from your rental property.
- Utilize designated fire pits or outdoor fireplaces for cozy evenings under the stars.
- Benefit from access to outdoor recreational equipment like kayaks, paddleboards, or bicycles.
- Make use of outdoor swimming pools or hot tubs often available in well-equipped rentals here in the region.
Top Attractions Around Charleston
What attractions are nearby?
In this charming destination, you can enjoy a variety of outdoor activities such as hiking, boating, and exploring scenic trails just moments from your rental.
Family Activities
- Exploring the Green Mountain National Forest: Spend quality time outdoors with your family while hiking and picnicking amidst scenic mountain views in this nearby national forest.
- Visiting local farms and orchards: Engage your children with hands-on experiences by touring regional farms and orchards that often offer seasonal fruit picking and educational activities.
- Enjoying water activities at nearby lakes: Relax and have fun on the tranquil lakes in the region, where swimming, kayaking, and paddleboarding are perfect for family adventures.
- Discovering charming local museums and historical sites: Delve into the area's rich history through accessible museums and heritage sites that provide engaging learning experiences for all ages.
Adult Activities
- Hiking and Nature Walks: Explore scenic trails that showcase the natural beauty of this destination, perfect for enjoying the fresh mountain air and tranquil surroundings.
- Local Food Experiences: Indulge in authentic regional cuisine at local eateries, where you can savor flavors unique to the area's culinary traditions.
- Historical Site Visits: Discover the rich history of the region through guided tours and historic landmarks that highlight its cultural heritage.
- Fishing on Nearby Lakes and Rivers: Unwind by casting a line in serene lakes and rivers, ideal for a relaxing day immersed in nature here.
Other Places to Stay in Charleston, VT
Seymour Lake
East Charleston
West Charleston
Echo Lake
Charleston Travel Tips
How Can You Make the Most of Your Stay?
- Explore Local Outdoor Activities: Take advantage of the region's outdoor attractions to enjoy scenic hikes, bike rides, or fishing, immersing yourself in the natural beauty surrounding your vacation rental.
- Visit Charming Local Spots: Discover the area's quaint shops and eateries to get a genuine taste of local culture, making your stay in these vacation rentals authentic and memorable.
- Plan Around Seasonal Events: Check the regional calendar for seasonal festivals or markets to experience the community spirit and vibrant traditions during your visit.
- Utilize Central Location Benefits: Stay in well-situated vacation rentals that offer easy access to key destinations, ensuring you maximize your time exploring this lovely destination.
Transportation Options
- Charleston, Vermont's regional airport: Offers convenient regional flights for travelers arriving from nearby cities seeking easy access to this quaint destination.
- Amtrak train services: Provide scenic rail options that connect you to the broader Vermont region, ideal for those preferring a relaxed travel experience into this part of the state.
- Local taxi and shuttle services: Ensure quick transportation around town and to surrounding attractions, making it simple to explore your preferred vacation rentals here.
- Car rentals at nearby airports: Allow you the flexibility to discover the area and its scenic surroundings at your own pace during your stay in this charming region.
Local Customs Options
- Saluting the Flag: In this region, it’s customary to stand silently and remove your hat during the Pledge of Allegiance at local gatherings or events.
- Community Events: Participating in town meetings and seasonal festivals is a valued tradition that helps you connect with residents and understand local priorities.
- Respect for Nature: Visitors are often encouraged to leave no trace when exploring the area’s scenic outdoors, emphasizing the community’s commitment to conservation.
- Local Dining Etiquette: When enjoying meals at local eateries, it’s polite to try regional specialties and engage politely with staff, reflecting the area’s hospitable spirit.
Frequently Asked Questions About Charleston?
1. What are the top vacation rentals in Charleston?
There are a lot of options in Charleston. If you plan on staying in the Charleston area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Charleston:
- Nod Away on Lake Willoughby
- 2 BR Lakeside Cottage on Willoughby Lake - Northeast Kingdom, Vermont
- Breathtaking views from The Lions Den
- Stunning 4-season waterfront oasis on Seymour Lake, Morgan, VT
- Cabin in the woods. Open to ATV VASA and snowmobile VAST trails.
- Charming 1-bedroom waterfront cottage in beautiful Morgan VT.
- Lovely 4 bedroom Log cabin in Island Pond VermontnSnow Mobile Capitol of NEK
- Lakefront cabin in VT's NE Kingdom near Jay Peak & Burke Mountain, on VAST Trail
- Beautiful cottage overlooking Lake Willoughby with lake access
- Quintessential Farmhouse with WiFi and incredible views in Brownington, VT
2. Which vacation homes in Charleston are best for families?
If you are looking for a family-friendly vacation home in Charleston, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Charleston:
3. How many Rentbyowner vacation rentals are available in Charleston?
Currently, the total number of properties listed by Rent By Owner in 2026 is over 82 in the Charleston area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Charleston.
4. What is the cancellation policy for vacation rentals in Charleston, Vermont?
Cancellation policies vary by property; it's important to review the specific listing details. For full information on cancellation terms and possible fees, please refer to the property's description or contact the owner directly.
5. Are there any additional fees I should be aware of when booking vacation accommodations here?
Additional fees such as cleaning fees, service charges, or security deposits are often included in the listing details. To avoid surprises, review these fees carefully before confirming your reservation or reach out to the owner for clarification.
6. What amenities are typically available with vacation rentals in this region?
Most properties offer a range of amenities to enhance your stay, including Wi-Fi, parking, kitchens, and outdoor spaces. Specific amenities are listed on each property page, so be sure to check these details to match your needs.
7. How do I confirm my booking and what is the process for checking in?
Booking confirmation usually involves completing an online reservation through the listing platform, followed by instructions provided by the owner. Check-in procedures can vary, so contact the host ahead of time for detailed check-in instructions.
8. Is there a minimum stay requirement for vacation rentals in this area?
Minimum stay requirements differ between properties; some may require stays of several nights, especially during peak seasons. Details about minimum nights are listed with each property, or you can inquire directly with the owner to confirm availability.
Charleston Top Rated Vacation Rentals
Other
10.0(3 Reviews)
2 Bedrooms
2 Baths
4 Guests
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Kitchen
£156/Night
7 Nights - £1,092
