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:

• ChesterGuestHouse · Charming Chester Classic in Village Core
• EXQUISITE DESIGNER CHESTER VILLAGE CLASSIC! 5Bdm 2Bath
• Spacious Chester Village House, 4 Bedrooms, 2.5 Baths
• Chester Oceanfront Luxury Villa
• Home in the Heart of Chester
• Quaint home conveniently located between Chester and Mahone Bay.
• The Oaks Seaside Retreat
• A Sailor's Paradise - Stevens Cove Guest Quarters
• Stoneybrook House - historic property on 1.7 acres of land
• South Shore Oasis - Spacious 3 Bedroom Getaway

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

• 4 Bed (Sleeps 8) persons Vacation Rental with cottage, private dock and beach.
• Chester Oceanfront Luxury Villa
• The Lower Deck Ocean Escape/Paddle Boards, Kayaks and Bikes
• The Chester House. Seaside in the village, with private wharf

Yes, there are 52 self-catering vacation homes in Chester that have hot tubs, swimming pools, & other amenities.

There are more than 52 luxury villas and vacation homes in or near Chester. Filter by price to compare find the most expensive places to stay on Topskivacations.

Yes, there are 52 pet friendly vacation homes and places to stays that are available in or near Chester that you may consider.