Search the Best Cabins in Chestertown

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Check prices for these dates

In two weeks
Jan 30 - Feb 1
In two months
Mar 13 - Mar 15
In three months
Apr 10 - Apr 12
In four months
May 8 - May 10
No exact matches found, but these alternatives could be just right

Recommended hotels in Chestertown

Exterior

Comfort Inn & Suites Chestertown

Comfort Inn & Suites Chestertown
2.5 star property
Chestertown
8.6 out of 10, Excellent, (866 reviews)
"Everything was well!"
United States
Ahmed
$100 nightly
The price is $111
Feb 1 - Feb 2
Total with taxes and fees
Comfort Inn & Suites Chestertown
Exterior

Red Roof Inn & Suites Chestertown

Red Roof Inn & Suites Chestertown
2.0 star property
Chestertown
7.2 out of 10, Good, (427 reviews)
"Clean and friendly staff. Good location."
United States
Robert
$72 nightly
The price is $80
Jan 24 - Jan 25
Total with taxes and fees
Red Roof Inn & Suites Chestertown
Exterior

First Floor Studio Apartment in Historic Chestertown

First Floor Studio Apartment in Historic Chestertown
Chestertown
9.6 out of 10, Exceptional, (108 reviews)
"We had a lovely visit. It was nice and quiet and parking was perfect."
United States
Anne D.
$144 nightly
The price is $159
Jan 19 - Jan 20
Total with taxes and fees
First Floor Studio Apartment in Historic Chestertown
Reception

Kent Island Resort

Kent Island Resort
3.5 star property
Stevensville
9.2 out of 10, Wonderful, (130 reviews)
"Beautiful and peaceful property!"
United States
Jerry
$149 nightly
The price is $162
Jan 20 - Jan 21
Total with taxes and fees
Kent Island Resort
View from property

Fairfield Inn & Suites by Marriott Middletown

Fairfield Inn & Suites by Marriott Middletown
2.5 star property
Middletown
9.2 out of 10, Wonderful, (333 reviews)
"Clean room, great staff, recommended. "
United States
Tom
$101 nightly
The price is $112
Jan 25 - Jan 26
Total with taxes and fees
Fairfield Inn & Suites by Marriott Middletown
Exterior

La Quinta Inn & Suites by Wyndham Aberdeen-APG

La Quinta Inn & Suites by Wyndham Aberdeen-APG
3.0 star property
Aberdeen
9.0 out of 10, Wonderful, (1,002 reviews)
"Room was great and staff excellent. "
United States
Robert
$85 nightly
The price is $95
Jan 30 - Jan 31
Total with taxes and fees
La Quinta Inn & Suites by Wyndham Aberdeen-APG
Exterior

Holiday Inn Express & Suites Middletown by IHG

Holiday Inn Express & Suites Middletown by IHG
2.5 star property
Middletown
9.2 out of 10, Wonderful, (657 reviews)
"Room was great the staff is so friendly every visit !!!!!"
United States
Dennis
$91 nightly
The price is $101
Feb 1 - Feb 2
Total with taxes and fees
Holiday Inn Express & Suites Middletown by IHG
Exterior

Quality Inn Smyrna

Quality Inn Smyrna
2.5 star property
Smyrna
7.6 out of 10, Good, (1,001 reviews)
"Great stay"
United States
Edward
$71 nightly
The price is $78
Feb 15 - Feb 16
Total with taxes and fees
Quality Inn Smyrna
Exterior

Hampton Inn & Suites Edgewood/Aberdeen-South

Hampton Inn & Suites Edgewood/Aberdeen-South
2.5 star property
Edgewood
9.4 out of 10, Exceptional, (1,003 reviews)
"Great stay as always"
United States
Linda
$81 nightly
The price is $91
Jan 22 - Jan 23
Total with taxes and fees
Hampton Inn & Suites Edgewood/Aberdeen-South
Front of property - evening/night

The Inn at Chesapeake Bay Beach Club

The Inn at Chesapeake Bay Beach Club
4.0 star property
Stevensville
9.4 out of 10, Exceptional, (433 reviews)
"Beautiful hotel with friendly staff and great food! Comfortable bed, stayed at the Barn. "
United States
Rery
$179 nightly
The price is $199
Feb 1 - Feb 2
Total with taxes and fees
The Inn at Chesapeake Bay Beach Club
Exterior

Hampton Inn & Suites Baltimore/Aberdeen

Hampton Inn & Suites Baltimore/Aberdeen
2.5 star property
Aberdeen
9.0 out of 10, Wonderful, (613 reviews)
"Everything looks great. Staff is very nice."
United States
David
$84 nightly
The price is $95
Jan 23 - Jan 24
Total with taxes and fees
Hampton Inn & Suites Baltimore/Aberdeen
Exterior

Hilton Garden Inn Aberdeen

Hilton Garden Inn Aberdeen
3.0 star property
Aberdeen
8.6 out of 10, Excellent, (635 reviews)
"High quality pillows Comfortable bed Clean room Kuerig Big room Strong WiFi Clean shower Good shampoo Excellent towels Plenty of drawers and closet space Comfy chair Great desk space"
United States
John
$87 nightly
The price is $97
Jan 29 - Jan 30
Total with taxes and fees
Hilton Garden Inn Aberdeen
Exterior

Country Inn & Suites by Radisson, Bel Air/Aberdeen, MD

Country Inn & Suites by Radisson, Bel Air/Aberdeen, MD
3.0 star property
Bel Air
8.8 out of 10, Excellent, (1,000 reviews)
"We found the overall hotel and surrounding area very nice. "
United States
Jacquelyn
$82 nightly
The price is $92
Feb 11 - Feb 12
Total with taxes and fees
Country Inn & Suites by Radisson, Bel Air/Aberdeen, MD
Exterior

Hilton Garden Inn Bel Air

Hilton Garden Inn Bel Air
3.0 star property
Bel Air
9.2 out of 10, Wonderful, (240 reviews)
"Very friendly staff and easy check in."
United States
Kurt
$98 nightly
The price is $109
Jan 23 - Jan 24
Total with taxes and fees
Hilton Garden Inn Bel Air
Exterior

Home2 Suites by Hilton Baltimore / Aberdeen, MD

Home2 Suites by Hilton Baltimore / Aberdeen, MD
3.0 star property
Aberdeen
8.8 out of 10, Excellent, (342 reviews)
"Clean room, friendly staff"
United States
Julie
$89 nightly
The price is $100
Jan 30 - Jan 31
Total with taxes and fees
Home2 Suites by Hilton Baltimore / Aberdeen, MD
Exterior

La Quinta Inn & Suites by Wyndham Bel Air/I-95 Exit 77A

La Quinta Inn & Suites by Wyndham Bel Air/I-95 Exit 77A
3.0 star property
Edgewood
8.2 out of 10, Very Good, (1,002 reviews)
"Delicious breakfast and very spacious rooms. "
United States
Jen
$67 nightly
The price is $75
Jan 19 - Jan 20
Total with taxes and fees
La Quinta Inn & Suites by Wyndham Bel Air/I-95 Exit 77A
Exterior

Holiday Inn Express White Marsh by IHG

Holiday Inn Express White Marsh by IHG
2.5 star property
Nottingham
9.4 out of 10, Exceptional, (1,000 reviews)
"Clean room friendly staff"
United States
Lee
$102 nightly
The price is $118
Feb 1 - Feb 2
Total with taxes and fees
Holiday Inn Express White Marsh by IHG
Exterior

Quality Inn Grasonville near Kent Island

Quality Inn Grasonville near Kent Island
2.5 star property
Grasonville
7.8 out of 10, Good, (867 reviews)
"Great hotel. Stayed multiple times at this location "
United States
Nicholas
$86 nightly
The price is $96
Jan 19 - Jan 20
Total with taxes and fees
Quality Inn Grasonville near Kent Island
Exterior

Hampton Inn Middletown

Hampton Inn Middletown
2.5 star property
Middletown
8.8 out of 10, Excellent, (870 reviews)
"Amazing stay"
United States
Katiana
$95 nightly
The price is $106
Jan 27 - Jan 28
Total with taxes and fees
Hampton Inn Middletown
Exterior

Best Western Kent Narrows Inn

Best Western Kent Narrows Inn
2.5 star property
Grasonville
8.0 out of 10, Very Good, (1,001 reviews)
"Nice breakfast, cleanroom. Great location."
United States
Wayne
$83 nightly
The price is $93
Jan 25 - Jan 26
Total with taxes and fees
Best Western Kent Narrows Inn
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.
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Top Chestertown Hotel Reviews

Hampton Inn Baltimore/Glen Burnie

Hampton Inn Baltimore/Glen Burnie

10/10 Excellent
"Clean rooms"
Ji 1-night trip
Posted 5 days ago
Hampton Inn Baltimore/Glen Burnie

Find out more about Chestertown

Chestertown Cabin Rentals information

Number of reviews
13,524
Accommodation
2 Cabin Rentals
Lowest Price
$75
Highest Price
$199

Frequently asked questions

What are the best cabins near Chestertown?
Rediscover the great outdoors without giving up the comforts at one of our 33 cabins in and around Chestertown. Whether you have relaxation or fun on your itinerary, Cozy Cabin Happiness has lots of both. Alternatively, get cozy at Waterfront Cabin With Spectacular Sunsets Overlooking The Chesapeake Bay and enjoy staring out at its wonderful natural surroundings.
Are there cheap cabins in Chestertown?
For a budget-friendly escape in nature, look no further than our cheap cabins in Chestertown. Wake up in the morning to the sweet sound of birds chirping from one of our cozy retreats priced from $75 to $199 per night.These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
What are the best family cabins near Chestertown?
Treat the youngsters to their best vacation yet in one of our Chestertown family cabins. Waterfront Cabin With Spectacular Sunsets Overlooking The Chesapeake Bay is a top pick. It comes with loads of amenities to make you and your gang feel right at home, including a meal delivery service and a travel crib. Or you can create some marvelous new memories together at Country Coziness - Lancaster County Private Cabin. A deck and a toaster are some of the conveniences to take advantage of here.
What are the best river cabins near Chestertown?
Spend your days kicking back near the water and your evenings listening to it trickling past at a river cabin near Chestertown. Leading our list is Cabin - - Picturesque Wooded Property With Unique Tiny House. This riverside property comes with on-site watersports and outdoor furniture. Or, spend your break at Cabin - Vintage Waterfront A Frame - Hideaway On The Bay. Along with its picturesque location, highlights here include on-site watersports and a firepit.
What are the best cabins with pools near Chestertown?
Put on your swimwear and enjoy a relaxing dip whenever the mood strikes when you select one of our cabin rentals with a pool. Country Coziness - Lancaster County Private Cabin is a favorite. A swimming pool and a patio are some of the other amenities that'll help make your stay comfortable. Or you can spend your getaway at Amazing Getaway: Enjoy Our Cozy Log Cabins On The Chesapeake Bay. As well as a lovely pool, this cabin comes with a swimming pool and a patio.
What are some great Chestertown cabins?
When you want to spend your vacation surrounded by nature but don't feel like roughing it, a cabin is a smart choice. Escape to Waterfront Cabin With Spectacular Sunsets Overlooking The Chesapeake Bay. This top pick comes with a firepit, a fireplace and more. Alternatively, experience comfort and outdoor fun at the same time at Pet - Friendly Lakeview Cabin W. A deck and a dock are among this retreat's amenities.
What are the best weekend cabin rentals in Chestertown?
Whether you're planning a mini break with your other half or your close friends, we'll help you locate the perfect weekend cabin getaway. One of our favorites? Waterfront Cabin With Spectacular Sunsets Overlooking The Chesapeake Bay. Featuring a patio and a firepit, you'll adore being close to nature here. Country Coziness - Lancaster County Private Cabin is another good place where you can hit pause on life. Enjoy a few nights at this escape which offers a swimming pool and a patio.
Can I find log cabins in Chestertown?
Begin your day with a hot coffee in your cozy log cabin and then go shore fishing and boating. Sound like your dream vacation? Head for 1850 Historic Log Cabin. Another relaxing retreat offering ample charm and comforts is Log Cabin In Townsend Delaware. Close-by activities like stand-up paddle boarding and shore fishing will add to the good times here.
What are the highest-rated cabins in Chestertown?
There are some places that are great in every way. Waterfront Cabin With Spectacular Sunsets Overlooking The Chesapeake Bay is one of them. With such an impressive rating, it comes with useful amenities like a patio, a firepit and more. Another excellent option is Pet - Friendly Lakeview Cabin W. A patio and a firepit are just a couple of the conveniences you'll find here.
What are the top things to see and do in Chestertown?
If you're looking to do some sightseeing around Chestertown, don't miss Washington College. Feeling adventurous? Pick up a car rental and find your way to attractions a little farther out, including Rolphs Wharf Marina. There's an amazing world to enjoy beyond your comfortable cabin!
Why should I book a cabin in Chestertown?
Affordability, outdoor activities, rustic charm — there's no end of good reasons to choose a Chestertown cabin. Leave behind the clamor of the concrete jungle and rise with the sound of songbirds and wildlife. There's so much adventure just around the corner too. Whether you're vacationing with family members, friends or your sweetheart, you'll discover the perfect rental cabin on Expedia.
What are the top nature cabins in Chestertown?
Our nature cabins in Chestertown come in many shapes and budgets, but there's one thing they all share — unparalleled access to the great outdoors. Cabin - - Picturesque Wooded Property With Unique Tiny House is a magnet for nature lovers. Amenities such as a spa tub and a firepit only make it more appealing. Whether you want to get your feet moving or just put them up, do it at Cabin - Vintage Waterfront A Frame - Hideaway On The Bay. Another great option, it comes with on-site watersports and a patio.

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