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Our top choices for Fairlee apartments

1. First Floor Studio Apartment in Historic Chestertown

First Floor Studio Apartment in Historic Chestertown
Chestertown
9.8 out of 10, Exceptional, (133 reviews)
"A beautiful and comfortable accomodations."
United States
John R.
The price is CA $140
CA $212 total
includes taxes & fees
Nov 9 - Nov 10
First Floor Studio Apartment in Historic Chestertown

2. Guest Suite for up to 2 in a Victorian on the Chester River

Guest Suite for up to 2 in a Victorian on the Chester River
Millington
9.8 out of 10, Exceptional, (31 reviews)
"Convenient, clean, super friendly host, loved it. Highly recommend!!!"
United States
Quinton
The price is CA $96
CA $165 total
includes taxes & fees
Nov 9 - Nov 10
Guest Suite for up to 2 in a Victorian on the Chester River

3. Walk to everything Rock Hall from this 1st floor apartment. Sleeps 4!

Walk to everything Rock Hall from this 1st floor apartment. Sleeps 4!
Rock Hall
10.0 out of 10, Exceptional, (33 reviews)
"Great property! Great accommodations! Wonderful host"
United States
lisa p.
The price is CA $189
CA $396 total
includes taxes & fees
Nov 12 - Nov 13
Walk to everything Rock Hall from this 1st floor apartment. Sleeps 4!

4. Secluded Cottage in Middle of Chestertown

Secluded Cottage in Middle of Chestertown
Chestertown
10.0 out of 10, Exceptional, (2 reviews)
"Robert and Elizabeth were great hosts. They are very communicative and flexible. The house itself is lovely, with nicely decorated rooms and so spacious! The location can’t be beat. Will definitely stay here again."
United States
Amy D.
The price is CA $259
CA $389 total
includes taxes & fees
Nov 9 - Nov 10
Secluded Cottage in Middle of Chestertown

5. Newly restored apartment in the heart of Chestertown

Newly restored apartment in the heart of Chestertown
Chestertown
10.0 out of 10, Exceptional, (34 reviews)
"Enjoyable stay. All was as advertised. The host was very helpful when asked for information. Location was wonderful, very central in the old part of town. We had a great time!"
United States
Susan A.
The price is CA $318
CA $475 total
includes taxes & fees
Nov 9 - Nov 10
Newly restored apartment in the heart of Chestertown

6. WATERFRONT, PIER, HOT TUB, FIRE TABLE, KAYAKS, AIR HOCKEY, 1 LEVEL

WATERFRONT, PIER, HOT TUB, FIRE TABLE, KAYAKS, AIR HOCKEY, 1 LEVEL
Aberdeen
10.0 out of 10, Exceptional, (13 reviews)
"Beautiful location, nicely decorated. The host thought of everything you may need including a free snack basket, washer/dryer with detergent and dryer sheets, BBQ grill with utensils, board games and cards, kayaks and life vests, hot tub, firetable etc."
United States
Andy W.
The price is CA $177
CA $205 total
includes taxes & fees
Nov 11 - Nov 12
WATERFRONT, PIER, HOT TUB, FIRE TABLE, KAYAKS, AIR HOCKEY, 1 LEVEL

7. Turtle Cove Room

Turtle Cove Room
Kent County
10.0 out of 10, Exceptional, (1 review)
"The host was very communicative. The room was clean. It was quiet and peaceful. There were blackout curtains on the windows. A very pleasant stay."
United States
Jennifer M.
The price is CA $229
CA $269 total
includes taxes & fees
Nov 9 - Nov 10
Turtle Cove Room

8. Beachcomber Suite

Beachcomber Suite
Kent County
10.0 out of 10, Exceptional, (1 review)
"We absolutely loved staying at the Beachcomber Suite. Tucked away off the main road, with a massive screened porch to enjoy the country side and gardens. It was cosy, clean, well appointed. The shower was amazing. We had a multi-course dinner at Sassafras on the water which was right up the road, 3 minutes away on the water front. I got a text from Jane and Dennis that evening if I wanted fresh bagels in the morning. Well, of course I do! They were warm multi seed and fantastic start to...
United States
Lisa E.
The price is CA $246
CA $281 total
includes taxes & fees
Nov 9 - Nov 10
Beachcomber Suite
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Top reviews in Fairlee

Frequently Asked Questions

What's it like to stay at an apartment in Fairlee?

There are plenty of places to stay with in Chestertown, with 45 hotels and accommodations including 5 apartments.

Why would you choose an apartment over a traditional hotel room?

Often more spacious than a traditional hotel room, an apartment comes equipped with a kitchen, so you can cook some of your meals. Apartments are ideal for families who want the conveniences of home but also for solo travelers who want to stay in at night and plan out their next day.

What's the best apartment I should consider for a stay in Fairlee?

Below are some of the top apartments in the area: WORLD’S BEST SUNSETS ON UPPER CHESAPEAKE BAY -CRYSTAL BEACH MANOR, EARLEVILLE,MD: Situated in Earleville, 18.3 mi/29.4 km from the heart of Fairlee. Includes free WiFi and Smart TVs. WATERFRONT, PIER, HOT TUB, FIRE TABLE, KAYAKS, AIR HOCKEY, 1 LEVEL: Located 16.2 mi/26.1 km away in Aberdeen. Free WiFi, private patios, and Smart TVs are included. Onsite laundry facilities and a hot tub are on site. First Floor Studio Apartment in Historic Chestertown: Located in Chestertown, 5.4 mi/8.7 km away. Includes a private pool, free WiFi, and private patios. A fitness center and onsite laundry facilities are on site. Newly restored apartment in the heart of Chestertown: Located 5.8 mi/9.3 km away in Chestertown. Free WiFi and Smart TVs are included. Access to onsite laundry facilities is available on site. Walk to everything Rock Hall from this 1st floor apartment. Sleeps 4!: Located in Rock Hall, 6.9 mi/11.1 km from Fairlee. Includes free WiFi and Smart TVs. Access to onsite laundry facilities is available on site.

What can I expect from the weather when I travel to Fairlee?

Though weather is just one factor, it can really affect your travel plans, especially when you're planning an extended stay in Fairlee. The hottest months are usually July and August with an average temp of 74°F, while the coldest months are January and February with an average of 39°F. Average annual precipitation for Fairlee is 48 inches.

What should I see in Fairlee?

While exploring the area, visit family-friendly sights like Crumpton Auction, or get outside and enjoy nature at Betterton Beach. Washington College and River Arts Chestertown are a couple of places you'll find in the larger area.

What's the best way to get to and around Fairlee?

Knowing a bit about the transportation options can save you time when you get to your destination. Fly into Baltimore, MD (MTN-Martin State), which is located 15.2 mi (24.5 km) from the heart of the city. Otherwise, look for flights into Baltimore Washington Intl. Airport (BWI), which is 26.8 mi (43.1 km) away. If you'd like to explore around the area, consider renting a car to take in more sights.

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