Holiday homes & B&B in Chestertown

Holiday rental deals in Chestertown

We have selected the best vacation rentals in Chestertown. Save money with Bluepillow by comparing the best deals from major travel websites in Chestertown

• Chestertown - United States

  from

  202€

  Secluded Cottage in Middle of Chestertown

  • 2 Guests · 1Bedroom

  13.3 Exceptional (219)

  Offering free WiFi and garden views, Secluded Cottage in Middle of Chestertown is an accommodation set in Chestertown. This apartment features a garden and free private parking. ...

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• Chestertown - United States

  from

  91€

  First Floor Studio Apartment in Historic Chestertown

  • 3 Guests · 1Bedroom

  12.8 Exceptional (165)

  Located in Chestertown, this apartment is in a rural area and next to a golf course. Rock Hall Harbor and Queenstown Harbor Golf Club are worth checking out if an activity is on the agenda, while those ...

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• Chestertown - United States

  from

  239€

  Newly restored apartment in the heart of Chestertown

  • 4 Guests · 2Bedrooms

  13.3 Exceptional (33)

  This apartment is located in Chestertown. Rock Hall Harbor and Queenstown Harbor Golf Club are worth checking out if an activity is on the agenda, while those wishing to experience the area's natural beauty ...

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• Chestertown - United States

  from

  139€

  Historic Downtown Garden Oasis with Private Patio

  • 3 Guests · 1Bedroom

  13.3 Exceptional (36)

  Located in Chestertown, this apartment is in the city center. Rock Hall Harbor and Queenstown Harbor Golf Club are worth checking out if an activity is on the agenda, while those wishing to experience ...

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• Chestertown - United States

  from

  195€

  Loft at Fountain Park - Prime Downtown Location

  • 12 Guests · 4Bedrooms

  This apartment is located in Chestertown. Rock Hall Harbor and Queenstown Harbor Golf Club are worth checking out if an activity is on the agenda, while those wishing to experience the area's natural beauty ...

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Save on Bed & Breakfast in Chestertown

Are you looking for an accommodation in Chestertown and do you want to save money? Choose from 1 Bed & Breakfasts in Chestertown

• Chestertown - United States

  from

  178€

  Brampton Bed and Breakfast Inn

  • Hotel

  8.4 Fabulous (8)

  This 19th century estate is located on Maryland’s Eastern Shore and features lush gardens, outdoor seating, and a large wrap-around terrace with ceiling fans. Chestertown centre is 2 miles away. ...

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Chestertown: Organize a holiday and find the best accommodation deals

Chestertown, low cost holiday? Here's what to do. It can be easy to organize a low cost long term or weekend holiday in Chestertown by knowing that: for long term stays, the best weekly low cost offers in Chestertown have an average cost of 2,633 euros, instead for a low cost weekend in Chestertown, there are low cost offers available with an average cost of 579 euros per night.
According to whether you are trevellers in search of calm and tranquillity in the low season or whether you love the high season touristic destinations, in Chestertown the low season period with the best offers is during the month of February, more specifically, the week from 2/5 to 2/12.
Instead, for the high season, it's possible to find more accommodation at the best price in the month of September, during the week that spans from 9/17 to 9/24.
Observing this destination at a wider spectrum, the cheapest weekend is in the month of January, from 1/21 to 1/23.
The cheapest week is in the month of February from 2/5 to 2/12.
In Chestertown it will be possible to find accommodation solutions at an average cost of 376 euros per night.

• Chestertown: The best accommodation with the best price
• Chestertown: The best holiday apartments at the best cost for a low cost weekend
• Chestertown: Best B&Bs at the most convenient weekly price

What to see in Chestertown

• The best accommodation near the city centre in Chestertown
• The best apartments
• The best B&Bs
• The best Hotels
• The best independent houses
• The best holiday farmhouses
• The best villas
• The best low cost offers for accommodation in Chestertown near the areas major interest points

Chestertown and the time with the best weather for a holiday

Nearby cities

• Ocean City
• California
• Annapolis
• Baltimore
• Germantown
• Hanover