Seeking an upscale villa rental in Charlestown? Browse our curated index of private luxury estates, complete with spacious floorplans and premium amenities. Easily compare verified listings for a truly refined holiday escape.
Luxury, Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Jacuzzis
AC, Balcony, Dryer, Hot Tub, Internet, Kitchen, Laundry, Living Area, Microwave
Exceptional
5 reviews
Cheap, Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Onsen, Lodgings
Exceptional
3 reviews
AC, Balcony, Crib, Dryer, Free Parking, Internet, Kitchen, Laundry, Living Area
Superb
3 reviews
Accommodations, Pools, Parking, Villas, Vacation homes, Spa, Cottages, Lodgings, Vacation rentals
AC, Balcony, Barbecue, Dryer, Free Parking, Internet, Kitchen, Laundry, Microwave
Exceptional
1 reviews
AC, Balcony, Free Parking, Internet, Kitchen, Laundry, Living Area, Microwave, No Smoking
Review score
7 reviews
AC, Balcony, Barbecue, Free Parking, Internet, Kitchen, Laundry, Living Area, Microwave
Exceptional
13 reviews
AC, Barbecue, Crib, Dryer, Free Parking, Housekeeping, Internet, Kitchen, Laundry
Superb
10 reviews
AC, Balcony, Breakfast Included, Dryer, Free Parking, Internet, Kitchen, Laundry, Microwave
AC, Crib, Dryer, Fitness Equipment, Free Parking, Internet, Kitchen, Laundry, Living Area
Exceptional
1 reviews
AC, Balcony, Dryer, Internet, Laundry, Outdoor Space, Patio, Washer
Barbecue, Dryer, Free Parking, Internet, Kitchen, Laundry, Living Area, Microwave, No Smoking
Exceptional
2 reviews
AC, Dryer, Internet, Laundry, No Smoking, Washer
AC, Arcade, Balcony, Barbecue, Breakfast Available, Dryer, Fitness Equipment, Free Parking, Internet
Exceptional
73 reviews
AC, Balcony, Crib, Dryer, Free Parking, Hot Tub, Internet, Kitchen, Laundry
Exceptional
12 reviews
AC, Free Parking, Internet, Kitchen, Microwave, No Smoking, Outdoor Space, Pool
Exceptional
3 reviews
AC, Balcony, Barbecue, Dryer, Free Parking, Internet, Kitchen, Laundry, Living Area
Exceptional
2 reviews
AC, Dryer, Free Parking, Internet, Kitchen, Laundry, Living Area, Microwave, No Smoking
Exceptional
7 reviews
AC, Balcony, Barbecue, Dryer, Free Parking, Internet, Kitchen, Laundry, Living Area
AC, Arcade, Balcony, Barbecue, Dryer, Free Parking, Internet, Kitchen, Laundry
Exceptional
87 reviews
Pro Tip:
OwnerDirectVacationRental aggregates the best inventory from leading travel sites, including Booking.com, Agoda.com, Expedia.com, Vrbo.com, and Airbnb.com. Use our Advanced Filters to compare verified homes, villas, cabins, condos, cottages, vacation rentals, hotels, and eco-friendly stays. Our goal is to help you find the absolute best Villa Rentals in Charlestown.
OwnerDirectVacationRental can help you find hotels, resorts, and rentals near many of 's top attractions, neighborhoods, and points of interest.
What makes our villa rentals stand out?
Every villa rentals shown on Owner Direct comes from trusted travel sources and verified hosts, so you can browse with confidence.
Compare a range of properties and find fair, transparent pricing—no hidden fees.
From oceanfront condos and coastal cottages to luxury villas and family homes, there's a rental to fit every traveler and budget.
Some of the best villa rentals in Charlestown are:
There are a lot of options in Charlestown. If you plan on staying in the Charlestown area, consider making a reservation for a few nights at one of these properties as these have been rated the top Villa Rentals in Charlestown
You can currently explore 53 verified villa rentals in Charlestown. Our listings are sourced from multiple leading booking platforms, giving you a broad and up-to-date selection of luxury and private villas in one place.
Villa prices in Charlestown vary depending on the season, location, and amenities. Rates typically start from around $191 per night, with premium properties costing more during peak travel periods. Comparing options across different platforms can help you find the best value for your dates.
Many villas in Charlestown are designed for privacy and comfort, and a large number of them feature private pools. You can easily filter your search to find villas with pools, helping you choose the perfect stay for relaxation or group travel in Charlestown.
Yes, Charlestown offers a wide range of villas ideal for group stays. Many properties include 4 or more bedrooms, making them well-suited for family gatherings, events, or trips with friends. You can filter by bedroom count to quickly find options that match your group size.
For popular travel periods, it’s generally recommended to book your Charlestown villa around 60 to 90 days in advance to secure the best selection. However, since we compare 10+ sites, it’s still possible to find great last-minute options even 2 to 4 weeks before your trip.
Villas in Charlestown often include highly sought-after amenities such as Wellness Facilities, Balcony/Terrace, and Laundry. These features enhance comfort and convenience, making them especially popular among travelers visiting Charlestown.
To discover top-rated villas in Charlestown, you can sort listings by guest ratings and reviews. Our platform aggregates feedback from multiple trusted sources, helping you identify highly rated properties based on real guest experiences. Use the 'Rating' filter above to start your search.