Search the Best Cabins in Chester

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Recommended hotels in Chester

Hotel in Easton

Quality Inn
2.5 star property
7.6 out of 10, Good, (846 reviews)
"Checkin staff was great. The motel is advertised as a HOTEL, and it very clearly is not."
United States
Jennifer
$85 nightly
The price is $94
Mar 3 - Mar 4
Total with taxes and fees
Quality Inn
3.0 star property
9.4 out of 10, Exceptional, (370 reviews)
"Clean room, helpful staff, nice breakfast, beautiful views, excellent location."
United States
Denise
$90 nightly
The price is $99
Feb 25 - Feb 26
Total with taxes and fees
Knapps Narrows Marina & Inn
2.5 star property
9.2 out of 10, Wonderful, (1,003 reviews)
"Nice friendly staff, clean room and lobby"
United States
Joi
$119 nightly
The price is $131
Feb 25 - Feb 26
Total with taxes and fees
Best Western Plus Easton Inn & Suites
2.5 star property
9.4 out of 10, Exceptional, (476 reviews)
"Beautiful place to stay, we stay their one to two times a year."
United States
Marjorie
$149 nightly
The price is $170
Feb 25 - Feb 26
Total with taxes and fees
Anchored Inn at Hidden Harbour Marina

Hotel in St. Michaels

St Michaels Inn
2.5 star property
8.2 out of 10, Very Good, (1,000 reviews)
"Good value and close to downtown."
United States
John
$75 nightly
The price is $83
Mar 9 - Mar 10
Total with taxes and fees
St Michaels Inn
2.5 star property
7.8 out of 10, Good, (875 reviews)
"Nice staff and rooms"
United States
Walter
$84 nightly
The price is $93
Mar 8 - Mar 9
Total with taxes and fees
Quality Inn Grasonville near Kent Island

Hotel in Grasonville

Best Western Kent Narrows Inn
2.5 star property
8.0 out of 10, Very Good, (1,000 reviews)
"Nice breakfast, cleanroom. Great location."
United States
Wayne
$94 nightly
The price is $104
Mar 1 - Mar 2
Total with taxes and fees
Best Western Kent Narrows Inn
2.5 star property
9.2 out of 10, Wonderful, (963 reviews)
"Clean room, I enjoy staying here every time I'm in the area"
United States
Peter
$95 nightly
The price is $106
Mar 2 - Mar 3
Total with taxes and fees
Holiday Inn Express Annapolis East-Kent Island by IHG

Hotel in Easton

The Tidewater Inn
3.0 star property
8.8 out of 10, Excellent, (853 reviews)
"Friendly staff, spotless room, great location. "
United States
Steven
$159 nightly
The price is $175
Feb 25 - Feb 26
Total with taxes and fees
The Tidewater Inn
9.6 out of 10, Exceptional, (108 reviews)
"Everything was clean and neat and welcoming "
United States
Iriana J.
$144 nightly
The price is $159
Feb 25 - Feb 26
Total with taxes and fees
First Floor Studio Apartment in Historic Chestertown

Hotel in Tilghman

Wylder Tilghman Island
2.0 star property
8.8 out of 10, Excellent, (93 reviews)
"We were"
United States
Guevara
$167 nightly
The price is $184
Mar 3 - Mar 4
Total with taxes and fees
Wylder Tilghman Island

Bed & Breakfast in St. Michaels

George Brooks House B&B
3.0 star property
8.8 out of 10, Excellent, (67 reviews)
"Gorgeous quaint historic house. Friendly owner, close to town "
United States
Christopher
$152 nightly
The price is $167
Feb 26 - Feb 27
Total with taxes and fees
George Brooks House B&B

Hotel in Easton

Hampton Inn Easton
2.5 star property
9.0 out of 10, Wonderful, (559 reviews)
"all excellent with kudos to staff and the breakfast cook."
United States
JOSEPH
$110 nightly
The price is $121
Mar 8 - Mar 9
Total with taxes and fees
Hampton Inn Easton
3.0 star property
9.0 out of 10, Wonderful, (1,001 reviews)
"Staff was friendly and rooms were clean. Beautiful area to visit. "
United States
Amy
$114 nightly
The price is $127
Mar 1 - Mar 2
Total with taxes and fees
Hilton Garden Inn Kent Island Marina
3.5 star property
9.6 out of 10, Exceptional, (123 reviews)
"Great room and water view! Staff is very friendly and welcoming. "
United States
Nicole
$160 nightly
The price is $176
Feb 26 - Feb 27
Total with taxes and fees
The Tilghman Island Inn

Hotel in Downtown St. Michaels

The Wildset
2.5 star property
9.8 out of 10, Exceptional, (417 reviews)
"Clean rooms, great staff, awesome restaurant on site called Ruse & right in downtown. "
United States
Fred
$199 nightly
The price is $219
Feb 25 - Feb 26
Total with taxes and fees
The Wildset
9.8 out of 10, Exceptional, (43 reviews)
"We had a great stay! The property has everything we needed and host was easy to communicate with "
United States
Stephanie S.
$243 nightly
The price is $257
Mar 2 - Mar 3
Total with taxes and fees
Relax on Kent Island in a 4 Bedroom Home w/Waterview!
3.0 star property
9.0 out of 10, Wonderful, (597 reviews)
"Everything was great!"
United States
HEATHER
$129 nightly
The price is $142
Mar 15 - Mar 16
Total with taxes and fees
Holiday Inn Express Easton by IHG
9.6 out of 10, Exceptional, (33 reviews)
"Great stay, would do it again."
United States
Brandon D.
$253 nightly
The price is $269
Mar 1 - Mar 2
Total with taxes and fees
Charming Coastal/Country Home w/3 Acres & Sauna!

Hotel in Downtown St. Michaels

Inn at Perry Cabin
5.0 star property
9.6 out of 10, Exceptional, (374 reviews)
"Fantastic resort; beautiful with lots of great history. Highly recommend the historic walking tour with Jay. "
United States
Joseph
$371 nightly
The price is $408
Mar 4 - Mar 5
Total with taxes and fees
Inn at Perry Cabin
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 Chester Hotel Reviews

Find out more about Chester

Chester Cabin Rentals information

Number of reviews
10,768
Accommodation
1 Cabin Rentals
Lowest Price
$83
Highest Price
$408

Frequently asked questions

What are the best cabins near Chester?
Rediscover the outdoors without roughing it at one of our 30 cabins in and around Chester. Whether you have adventure or relaxation on your mind, Waterfront Cabin With Spectacular Sunsets Overlooking The Chesapeake Bay has plenty of both. Alternatively, spend your vacation at Country Coziness - Lancaster County Private Cabin and enjoy its beautiful natural surroundings.
Are there cheap cabins in Chester?
Priced from $83 to $408 a night, escaping the ordinary has never been easier. Book one of our cheap cabins in Chester and enjoy an adventure-filled vacation without blowing your budget.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 Chester?
Treat the youngsters to a vacation they won't forget in one of our Chester family cabins. Waterfront Cabin With Spectacular Sunsets Overlooking The Chesapeake Bay is a top option. It comes with loads of great amenities to make everyone comfortable, including a meal delivery service and a travel crib. Alternatively, create some wonderful new memories with the family at Country Coziness - Lancaster County Private Cabin. A deck and a toaster are just some of the things to take advantage of here.
What are the best river cabins near Chester?
When you think of the word peaceful, a river cabin near Chester should jump to mind. Cabin - - Picturesque Wooded Property With Unique Tiny House is one place where you can find some stillness. On top of its gorgeous surroundings, it features amenities such as on-site watersports and outdoor furniture. Cabin - Vintage Waterfront A Frame - Hideaway On The Bay is another popular option. On-site watersports and a firepit are a few of the conveniences that await you here.
What are the best cabins with pools near Chester?
If you love the thought of every day being a pool day, make your way to Country Coziness - Lancaster County Private Cabin. It's one of our leading cabin rentals with a pool and comes with handy amenities like a swimming pool and a patio. Amazing Getaway: Enjoy Our Cozy Log Cabins On The Chesapeake Bay is another fantastic place to spend leisurely days poolside. A swimming pool, a patio and good times are all guaranteed here.
What are some great Chester cabins?
When you want to spend time away in nature but aren't into wrestling with your pop-up tent, a cabin is a perfect solution. Book a few nights or more at Waterfront Ridge Retreat Cabin On St Jeromes Creek. This popular property comes with a water view, a deck and more. Alternatively, experience outdoor adventure and comfort combined at Waterfront Cabin With Spectacular Sunsets Overlooking The Chesapeake Bay. A firepit and a fireplace are among this escape's amenities.
What are the best weekend cabin rentals in Chester?
If you're eager to spend a couple of carefree days connecting with nature, Waterfront Cabin With Spectacular Sunsets Overlooking The Chesapeake Bay has your name on it. Bunk down here for a weekend and make use of amenities including a patio and a firepit. Another popular retreat is Country Coziness - Lancaster County Private Cabin. Offering a swimming pool, a patio and plenty of chill vibes, you'll go home feeling like a new person.
What are the best cabin prices in Chester?
Whether you're on a tight budget or want to treat yourself on your next trip away, you'll find what you're looking for on Expedia. At the moment, you can rent a Chester cabin from just $83 a night.
Can I find log cabins in Chester?
If you're pining for a more laid-back pace, you'll find it at one of our log cabins in Chester. For example, 1850 Historic Log Cabin. Spend your days here going boating and rafting and then return home to relax among its many comforts. Time also seems to slow right down at Tiny House / Log Cabin In Beautiful Wooded Urban Setting. When you're ready to explore beyond your cozy hideout, swimming and surfing opportunities are close by.
What are the highest-rated cabins in Chester?
With an impressive rating, it's easy to understand why Waterfront Ridge Retreat Cabin On St Jeromes Creek is a hit with Expedia adventurers. Some useful amenities here include a patio and a firepit. Waterfront Cabin With Spectacular Sunsets Overlooking The Chesapeake Bay is another fantastic choice. Conveniences like a patio and a firepit will help you feel right at home.
Why should I book a cabin in Chester?
For an escape that's big on charm, home comforts and affordability, a cabin is the way to go. Ditch your city blues for the greenery of the great outdoors. From days filled with exploring to cozy nights cuddled up by the fire, cabins offer both excitement and relaxation. You'll find the best Chester options on Expedia.
What are the top nature cabins in Chester?
Book a stay at Cabin - - Picturesque Wooded Property With Unique Tiny House and you'll be surrounded by breathtaking nature. Useful amenities such as a firepit and on-site watersports help make this river cabin in Chester a popular pick. Cabin - Vintage Waterfront A Frame - Hideaway On The Bay is another place where you can escape the city and simply laze by the river. Some of the conveniences here include on-site watersports and a fireplace.

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