Chester Rentals By Owner

There are a lot of options in Chester. If you plan on staying in the Chester area, consider making a reservation for a few nights at one of these properties as these have been rated the top Vacation Rentals in Chester:

• Lakefront Berkshire Retreat. Relax, go outdoors hike, ski, explore art & culture
• Cozy Berkshires Vacation Rental Near Hiking!
• Hilltown Nest is a wonderful place for family and friends to gather.
• HavenHaus: Cozy A-Frame Cabin in the Berkshires
• Berkshires Cabin steps from Lake
• Berkshires Private Large Lakefront Home On Robin Hood Lake
• Berkshire Mountain Retreat near Jacobs Pillow
• Tranquil Retreat 6-BR Total in the Berkshires
• Private Lakehouse in the heart of the Berkshires
• Charming 3-BR Berkshires Timber Cottage

There are many large, family-friendly vacation homes available in Chester; however, here are the most popular family rentals listed on our site:

• Quiet Comfortable Cabin 5 Min. Walk to Swimming and Boating
• Becket Home with 3-Season Porch Walk to Lake Access
• Tranquil Retreat 6-BRs Total in the Berkshires
• Berkshires Lakefront Retreatn

Yes, there are 41 self-catering vacation homes in Chester that have hot tubs, swimming pools, & other amenities.

There are more than 41 luxury villas and vacation homes in or near Chester. Filter by price to compare find the most expensive places to stay on Nantucketbeachcottage.

Yes, there are 41 pet friendly vacation homes and places to stays that are available in or near Chester that you may consider.