Seeking an upscale villa rental in Chessy? 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.
Sports/Activities, Security/Safety, Internet, Guest Services, Parking, View, Balcony/Terrace
Free Parking, Internet, Outdoor Space, Washer
Transportation/Shuttle, Security/Safety, View, Pool, Internet, Balcony/Terrace, Parking
Good
3 reviews
AC, Arcade, Balcony, Barbecue, Dryer, Fitness Equipment, Free Parking, Heater, Hot Tub
AC, Balcony, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area, Microwave
Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Places to stay
Balcony, Crib, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Microwave
Exceptional
1 reviews
Cheap, Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Places to stay, Family
Exceptional
1 reviews
Barbecue, Crib, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area
Exceptional
47 reviews
Cheap, Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Vacation rentals
Superb
45 reviews
Barbecue, Dryer, Fireplace, Free Parking, Heater, Hot Tub, Internet, Laundry, Living Area
Fabulous
15 reviews
Cheap, Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Places to stay, Family
Good
35 reviews
Barbecue, Elevator, Free Parking, Heater, Internet, Kitchen, Living Area, Microwave, Outdoor Space
Very Good
13 reviews
Cheap, Accommodations, Villas, Vacation homes, Cottages, Lodgings, Places to stay, Family, Self-catering
Exceptional
3 reviews
Arcade, Barbecue, Dryer, Fireplace, Free Parking, Internet, Kitchen, Laundry, Living Area
Superb
16 reviews
AC, Dryer, Fitness Equipment, Heater, Internet, Laundry, No Smoking, Washer
Cheap, Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Places to stay
Fabulous
74 reviews
AC, Dryer, Free Parking, Heater, Kitchen, Microwave, No Smoking, Outdoor Space, TV
Accommodations, Parking, Villas, Vacation homes, Cottages, 3-star, Lodgings, Vacation rentals, Places to stay
Good
41 reviews
AC, Barbecue, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area, Microwave
Good
3 reviews
Luxury, Accommodations, Parking, Villas, Vacation homes, Cottages, 3-star, Lodgings, Vacation rentals
Very Good
54 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 Chessy.
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 Chessy are:
There are a lot of options in Chessy. If you plan on staying in the Chessy area, consider making a reservation for a few nights at one of these properties as these have been rated the top Villa Rentals in Chessy
You can currently explore 62 verified villa rentals in Chessy. 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 Chessy vary depending on the season, location, and amenities. Rates typically start from around $108 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 Chessy 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 Chessy.
Yes, Chessy 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 Chessy 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 Chessy often include highly sought-after amenities such as Child Friendly, Balcony/Terrace, and Internet. These features enhance comfort and convenience, making them especially popular among travelers visiting Chessy.
To discover top-rated villas in Chessy, 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.