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Nov 28 - Nov 30
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Cabin Rentals in Chestertown

No exact matches found, but these alternatives could be just right

Recommended hotels in Chestertown

Front of property
The Lodge at Great Oak Landing

The Lodge at Great Oak Landing

3.5 star property
Chestertown
8.0 out of 10, Very Good, (75)
"Very nice rooms, "
United States
Stephania
$113 nightly
The price is $126
Nov 16 - Nov 17
Total with taxes and fees
The Lodge at Great Oak Landing
Exterior
Comfort Inn & Suites Chestertown

Comfort Inn & Suites Chestertown

2.5 star property
Chestertown
8.6 out of 10, Excellent, (845)
"This property is clean and welcoming. We were pleasantly surprised. Check in was easy, and the room was great. Breakfast was wonderful! Great place to stay."
United States
Paula
$102 nightly
The price is $113
Nov 17 - Nov 18
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, (414)
"This property was clean but dated. The carpet was stained, the furniture and fixtures were worn and broken, towels were washed but old and in need of replacement."
United States
Derek
$72 nightly
The price is $80
Nov 30 - Dec 1
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, (106)
"Wonderful stay in a beautiful location convenient to everything. Host was outstanding."
United States
Randy B.
$144 nightly
The price is $159
Nov 17 - Nov 18
Total with taxes and fees
First Floor Studio Apartment in Historic Chestertown
Exterior
Hampton Inn & Suites Edgewood/Aberdeen-South

Hampton Inn & Suites Edgewood/Aberdeen-South

2.5 star property
Edgewood
9.4 out of 10, Exceptional, (1001)
"Very good breakfast options Convenient parking Clean room Friendly staff"
United States
Alexander
$82 nightly
The price is $91
Nov 23 - Nov 24
Total with taxes and fees
Hampton Inn & Suites Edgewood/Aberdeen-South
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, (639)
"This was a great relaxing stay"
United States
Pamela
$104 nightly
The price is $115
Dec 5 - Dec 6
Total with taxes and fees
Holiday Inn Express & Suites Middletown by IHG
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, (304)
"Great overall experience "
United States
Clement
$108 nightly
The price is $120
Nov 23 - Nov 24
Total with taxes and fees
Fairfield Inn & Suites by Marriott Middletown
Exterior
Quality Inn

Quality Inn

2.5 star property
Smyrna
7.6 out of 10, Good, (1001)
"Everything was great!! Checked in with ease and staff was great!!"
United States
Tonya
$70 nightly
The price is $78
Dec 15 - Dec 16
Total with taxes and fees
Quality Inn
Basic Single Room | Desk, free WiFi, bed sheets
Motel Edgewood

Motel Edgewood

2.0 star property
Edgewood
7.6 out of 10, Good, (9)
"Ppl I don’t recommend u to go this place is sh!!t. Americas best. is cheap if that’s what u looking for n cleaner."
Mexico
Roger
$60 nightly
The price is $68
Nov 15 - Nov 16
Total with taxes and fees
Motel Edgewood
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, (1000)
"Would stay there again"
United States
Robin
$89 nightly
The price is $100
Nov 23 - Nov 24
Total with taxes and fees
Country Inn & Suites by Radisson, Bel Air/Aberdeen, MD
Exterior
Hampton Inn & Suites Baltimore/Aberdeen

Hampton Inn & Suites Baltimore/Aberdeen

2.5 star property
Aberdeen
9.0 out of 10, Wonderful, (589)
"Great stay!"
United States
Barbara
$90 nightly
The price is $101
Nov 23 - Nov 24
Total with taxes and fees
Hampton Inn & Suites Baltimore/Aberdeen
Exterior
Hilton Garden Inn Bel Air

Hilton Garden Inn Bel Air

3.0 star property
Bel Air
9.2 out of 10, Wonderful, (221)
"We stayed here at the last minute as we were on a family road trip with our 2 toddlers. We arrived at 12:30 at night and was warmly greeted and check-in process was smooth and easy. Plenty of parking, close to the highway, quiet and felt very safe arriving that late. The rooms were clean and very spacious! Great stay and wouldn't hesitate to stop here again. "
United States
Laura
$95 nightly
The price is $107
Dec 3 - Dec 4
Total with taxes and fees
Hilton Garden Inn Bel Air
Exterior
Quality Inn & Suites Bel Air I-95 Exit 77A

Quality Inn & Suites Bel Air I-95 Exit 77A

2.5 star property
Edgewood
7.4 out of 10, Good, (1002)
"It was good for the price and a convenient location, for what I needed to do. Staff was friendly and helpful. Room was clean, bed very comfortable."
United States
Clyde
$63 nightly
The price is $71
Nov 16 - Nov 17
Total with taxes and fees
Quality Inn & Suites Bel Air I-95 Exit 77A
Exterior
Courtyard Aberdeen at Ripken Stadium

Courtyard Aberdeen at Ripken Stadium

3.0 star property
Aberdeen
8.6 out of 10, Excellent, (214)
"The staff was very friendly, easy and quick check-in. I would chose thus hotel again, very quiet. "
United States
Donna
$84 nightly
The price is $94
Nov 30 - Dec 1
Total with taxes and fees
Courtyard Aberdeen at Ripken Stadium
Exterior
Hampton Inn Middletown

Hampton Inn Middletown

2.5 star property
Middletown
8.8 out of 10, Excellent, (852)
"Enjoyed the amenities and great location for shops nearby "
United States
Erica
$103 nightly
The price is $115
Dec 1 - Dec 2
Total with taxes and fees
Hampton Inn Middletown
Exterior
Holiday Inn Express Edgewood-Aberdeen-Bel Air by IHG

Holiday Inn Express Edgewood-Aberdeen-Bel Air by IHG

2.5 star property
Edgewood
9.0 out of 10, Wonderful, (538)
"Super clean, a great place to stay"
United States
Diana
$86 nightly
The price is $96
Nov 28 - Nov 29
Total with taxes and fees
Holiday Inn Express Edgewood-Aberdeen-Bel Air by IHG
Exterior
Hilton Garden Inn Kent Island Marina

Hilton Garden Inn Kent Island Marina

3.0 star property
Grasonville
9.0 out of 10, Wonderful, (1000)
"Our view was spectacular and the room was immaculate. Staff was friendly and welcoming. It was close to several restaurants. "
United States
Patricia
$102 nightly
The price is $113
Nov 23 - Nov 24
Total with taxes and fees
Hilton Garden Inn Kent Island Marina
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, (1003)
"The room was nice the bed comfy, the staff was friendly "
United States
Kenya
$93 nightly
The price is $104
Nov 18 - Nov 19
Total with taxes and fees
La Quinta Inn & Suites by Wyndham Aberdeen-APG
Exterior
Quality Inn

Quality Inn

2.5 star property
Grasonville
7.8 out of 10, Good, (849)
"room was nice breakfast was good and the staff was very friendly and helpful. "
United States
Esai
$94 nightly
The price is $104
Nov 23 - Nov 24
Total with taxes and fees
Quality Inn
Exterior
Best Western Kent Narrows Inn

Best Western Kent Narrows Inn

2.5 star property
Grasonville
8.0 out of 10, Very Good, (1002)
"Our room was clean, smelled great, and the breakfast was good with many options."
United States
Eric
$92 nightly
The price is $102
Nov 24 - Nov 25
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

Comfort Inn & Suites Chestertown

Comfort Inn & Suites Chestertown

10/10 Excellent
"Very clean hotel. Perfect if you have to do work at Washington College"
Ada 1-night trip
Posted 2 days ago
Comfort Inn & Suites Chestertown

Find out more about Chestertown

Chestertown Cabin Rentals information

Number of reviews
12,658
Accommodation
3 Cabin Rentals
Lowest Price
$68
Highest Price
$159

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 $68 to $159 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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