Fairlee Rentals By Owner

There are a lot of options in Fairlee. If you plan on staying in the Fairlee area, consider making a reservation for a few nights at one of these properties as these have been rated the top Vacation Rentals in Fairlee:

• Lovely 2 bedroom and loft apartment with AC, WiFi overlooking the Chester River
• Contemporary waterfront house with private dock & kayaks!
• 5 acre estate with deep water dock and 1,700 feet of shoreline
• Historic Stepne Manor on Maryland's Eastern Shore
• Hidden gem with water and golf course views! Bike ride to downtown!
• Luxurious Home on the Chesapeake Bay, Fantastic Views, W/Pool
• 2 Beds, 2.5 Baths, Perfect Downtown Location
• Eastern Shore Getaway: Walk to Tolchester Marina!
• Modern Lux Upstairs apt in Chestertown/Family Friendly/Walk to Shops and Dining!
• Chesapeake Bay Retreat W/Breathtaking Views

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

• Circa 1900 Home in the Heart of Historic Downtown Chestertown
• Chestertown Family Hideaway with Kayaks and Deck!
• The Lodge at Great Oak Landing
• Country Estate in Historic District

Yes, there are 44 self-catering vacation homes in Fairlee that have hot tubs, swimming pools, & other amenities.

There are more than 44 luxury villas and vacation homes in or near Fairlee. Filter by price to compare find the most expensive places to stay on Rentalsnewport.

Yes, there are 44 pet friendly vacation homes and places to stays that are available in or near Fairlee that you may consider.