Chester Villa Rentals
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Luxury Places to Stay in Chester
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![Stunning Artisan Waterfall Escape [Walk to Downtown]](https://imgservice.bedroomvillas.com/640x417/stunning-artisan-waterf-us-chester-ha-3211062918-0.jpg)
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Top-Rated Villas with a Pool in Chester
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Chester Villas, Airbnb and Holiday Homes Under $200
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Book a Last Minute Place to Stay in Chester
About Chester Vacation Rentals
There are more than 20 incredible getaway rentals that are available in Chester. These choices include villas, hotels, and other rental options. Browse from a massive selection of luxury amenities at great prices, providing you with the dream spot to base your next vacation. Relax with BedroomVillas and uncover great stays in Chester.
BedroomVillas features numerous last-minute deals on villas, hotels, and rentals, in locations near you or across the globe. If you need a place for a group or event, be it a hotel or vacation rental (as well as cabins and private luxury villas), let us help. With BedroomVillas in Chester, you can compare options from multiple suppliers with a single click to find the price point, amenities, and style of stay that works for you. Group deals, private pools, hot tubs, allows pets, or even huge master suite bedrooms with open-air showers? You can find it all with the BedroomVillas vacation rentals, resorts, and Airbnb-style properties in Chester. Places to stay near Chester are 370.5 ft² on average, with prices averaging US $391 a night.
BedroomVillas helps you find the ideal holiday rental to create lifetime travel memories in Chester. Prices listed are often found to be discounted versus the rack rates. Just search for your destination and secure your perfect place to stay today.
Top Private Villas, Resorts, and Rentals in Chester
| Type | Count |
|---|---|
| Vacation Homes | 11 |
| Holiday Apartments | 5 |
| Cottages | 3 |
| B&B | 1 |
Use these Quick Filters to Find a Vacation Rental in Chester
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★ Pro Tip: BedroomVillas is a luxury vacation rental website, pulling some of the top private villas and exclusive holiday stays from sources across the web. We supply you with a huge list of incredible beach houses and holiday rentals from trusted, reliable suppliers, helping you to compare prices and locations to find the best fit for your getaway. Create lifelong memories in Chester with BedroomVillas.
Weather in Chester, CT
View the weather forecast for Chester before booking your Chester Vacation Rentals to confirm your best time to go.
Stay Near Chester's Top Attractions
A Large Selection of Villas and Vacation Rentals from Around the World Chester's Research Top Attractions For Your Vacation
Find Hotels, Resorts, and Rentals Nearby in these Cities & Neighborhoods
Frequently Asked Questions About Chester?
What are the top hotels or resorts in Chester?
We provide an array of great vacation destinations in Chester. If you are looking to stay in or around the Chester area, make sure to browse our options to find a premium rental location in a top vacation destination. Whether it is a few nights, a week, or more, we've got the luxury stays that rank among the Top Vacation Rentals in Chester:
- Autumn and Winter at the Haddam House
- Stunning Artisan Waterfall Escape [Walk to Downtown]
- Charming Chester Retreat- Near Village Center
- Updated cottage "Beriozka" on Cedar Lake
- The little Chestnut. A charming historic apartment in Downtown Chester
- The little cottage on the ct river
- The Millhouse Downtown Chester
- The Millhouse Downtown Chester
- Waterfront Goodspeed airport 2-bedroom house with AC, WiFi
- Peace Barn in the heart of the CT River Valley
How many hotels, resorts, or rentals are available in Chester?
BedroomVillas offers a consistent supply of new options, combined with established great stays in top areas. Currently, the number of properties listed by BedroomVillas in 2026 is over 20 in the Chester area, and that number rises every day. By combining listings from multiple websites and travel providers, BedroomVillas can provide you with a diverse amount of choices of the best luxury stays in Chester.
Nearby Neighborhood (2)
| Neighborhood | Property Count |
|---|---|
| Deep River Center Rental Villas and Private Getaways in Old Saybrook, Connecticut | 63 |
| Chester Center Rental Villas and Private Getaways in Old Saybrook, Connecticut | 59 |
