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:

• Amazing Custom Home on 40+ Acres
• FOUR SEASON HOME NEAR OKEMO
• Spacious 5-bedroom Historic Stone House near Okemo
• Whimsical Room & Private Bathroom in Historic Inn
• WhiSki Cabin *12-acres with mountain views!*
• Indoor Hot Tub Room/10 Miles to Okemo
• Spacious 5-bedroom Chalet with AC and WiFi in charming Chester
• Chester Farmhouse on 100 Acres, 15 Min to Okemo!
• Private Chester Home with Deck, Mins to Skiing!
• Thistle House at Camp Greenwood Vermont with Sauna

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

• Chester Farmhouse on 100 Acres, 15 Min to Okemo!
• Peaceful Brookside Getaway about 10 Mi to Okemo Slopes!
• Log Cabin Retreat - Chester, VT 25 Acres + State Forest Access
• Sage House at Camp Greenwood Vermont with Sauna

Yes, there are 73 self-catering vacation homes in Chester that have hot tubs, swimming pools, & other amenities.

There are more than 73 luxury villas and vacation homes in or near Chester. Filter by price to compare find the most expensive places to stay on Vailaccommodations.

Yes, there are 73 pet friendly vacation homes and places to stays that are available in or near Chester that you may consider.