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:

• Autumn and Winter at the Haddam House
• COZY Maple Tree Cabin - Situated on 6 private acres- Enjoy nature
• Spacious 5-bedroom, 6 bath vacation home just 30 min drive to beaches and casino
• Stunning Artisan Waterfall Escape [Walk to Downtown]
• Charming Chester Retreat- Near Village Center
• Daniel Boone meets Mid Century Modern Retreatn
• Quiet Killingworth Rental w/Deck & Grill!
• Life on the Farm
• Luxury One-of-a-kind Waterfront Estate w/Pool, Spa, Tennis & Pond Access
• The little Chestnut. A charming historic apartment in Downtown Chester

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

• Cottage-Chic Retreat Less Than 1 Mi to Connecticut River!
• Autumn and Winter at the Haddam House
• The Millhouse Downtown Chester
• Postcard Cabins Machimoodus, Outdoor Collection by Marriott Bonvoy
• COZY Maple Tree Cabin - Situated on 6 private acres- Enjoy nature

Yes, there are 1 self-catering vacation homes in Chester that have hot tubs, swimming pools, & other amenities.

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

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