Vacation rentals in Chestertown

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Popular amenities for Chestertown vacation rentals

Stay near Chestertown's top sights

Fish Whistle23 locals recommend
Luisa's Cucina Italiana27 locals recommend
Procolino's Pizza15 locals recommend
ACME Markets13 locals recommend
98 Cannon Riverfront Grille9 locals recommend
Wilmer Park4 locals recommend

Quick stats about vacation rentals in Chestertown

  • Total rentals

    40 properties

  • Wifi availability

    40 properties include access to wifi

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Pet-friendly rentals

    10 properties allow pets

  • Family-friendly rentals

    30 properties are a good fit for families

  • Total number of reviews

    2.5K reviews

Frequently Asked Questions

  • Are there vacation rentals with a dedicated workspace in Chestertown?

    Yes! Work meets play with ease at over 20 vacation rentals in Chestertown featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there pet-friendly vacation rentals in Chestertown?

    Four-legged friends are welcome in Chestertown. Choose from more than 10 vacation rentals for guests traveling with pets.

  • Do house rentals in Chestertown have a bbq area?

    Absolutely! We offer over 10 house rentals with a bbq area in Chestertown. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Chestertown have wifi?

    Absolutely! We offer over 20 house rentals with wifi in Chestertown. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Chestertown have self check-in?

    Absolutely! We offer over 10 house rentals with self check-in in Chestertown. Enjoy a tailored experience with all the comforts you desire.

  • What are the most popular amenities for House Rentals in Chestertown?

    Enhance your stay in our House Rentals with the most popular amenities: over 20 homes with wifi, over 10 homes with self check-in, over 10 homes with a bbq area, and more. Indulge in the ultimate retreat, tailored to your preferences.

Destinations to explore

  1. Airbnb
  2. United States
  3. Maryland
  4. Kent County
  5. Chestertown