Search the Best Cabins in Chester

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Check prices for these dates

In two weeks
May 29 - May 31
In two months
Jul 10 - Jul 12
In three months
Aug 7 - Aug 9
In four months
Sep 4 - Sep 6
No exact matches found, but these alternatives could be just right

Recommended hotels in Chester

Exterior

Best Western Plus Easton Inn & Suites

Best Western Plus Easton Inn & Suites
2.5 star property
Easton
9.2 out of 10, Wonderful, (1,013 reviews)
"Everything about this hotel was excellent and I would highly recommend staying here"
United States
David
$109 nightly
The price is $120
May 14 - May 15
Total with taxes and fees
Best Western Plus Easton Inn & Suites
Exterior

Quality Inn Grasonville near Kent Island

Quality Inn Grasonville near Kent Island
2.5 star property
Grasonville
7.8 out of 10, Good, (906 reviews)
"Breakfast menu had a great variety and was fresh. "
United States
Timothy
$106 nightly
The price is $118
May 14 - May 15
Total with taxes and fees
Quality Inn Grasonville near Kent Island
Exterior

Quality Inn

Quality Inn
2.5 star property
Easton
7.6 out of 10, Good, (869 reviews)
"We came in for the weekend and stayed for a family get together, had our 1 year old son. Property was quiet & the staff was nice. We had multiple family members staying so they put us all near each other which was a nice surprise and we all appreciated that."
United States
Kristina
$95 nightly
The price is $105
May 17 - May 18
Total with taxes and fees
Quality Inn
Property grounds

First Floor Studio Apartment in Historic Chestertown

First Floor Studio Apartment in Historic Chestertown
Chestertown
9.6 out of 10, Exceptional, (111 reviews)
"Every thing was great"
United States
lesia k.
$144 nightly
The price is $159
May 19 - May 20
Total with taxes and fees
First Floor Studio Apartment in Historic Chestertown
Meeting facility

The Tidewater Inn

The Tidewater Inn
3.0 star property
Easton
8.8 out of 10, Excellent, (876 reviews)
"Enjoyable stay great location!"
United States
Michelle
$179 nightly
The price is $197
May 14 - May 15
Total with taxes and fees
The Tidewater Inn
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)
"It is a nice Hotel."
United States
Dale
$115 nightly
The price is $128
May 20 - May 21
Total with taxes and fees
Best Western Kent Narrows Inn
Exterior

Haven Point Inn and Gallery

Haven Point Inn and Gallery
2.0 star property
Rock Hall
$152 nightly
The price is $169
May 19 - May 20
Total with taxes and fees
Haven Point Inn and Gallery
Exterior

Holiday Inn Express Easton by IHG

Holiday Inn Express Easton by IHG
3.0 star property
Easton
9.0 out of 10, Wonderful, (604 reviews)
"Very friendly and helpful staff."
United States
Andrew
$146 nightly
The price is $161
May 28 - May 29
Total with taxes and fees
Holiday Inn Express Easton by IHG
View from property

St Michaels Inn

St Michaels Inn
2.5 star property
St. Michaels
8.2 out of 10, Very Good, (1,000 reviews)
"We had a lovely stay and would go back again! Pleasant staff and a short ride to everything."
United States
JoAnn
$120 nightly
The price is $132
Jun 1 - Jun 2
Total with taxes and fees
St Michaels Inn
Reception

Kent Island Resort

Kent Island Resort
3.5 star property
Stevensville
9.2 out of 10, Wonderful, (137 reviews)
"Very nice room and wonderful stay."
United States
Julie
$213 nightly
The price is $233
May 14 - May 15
Total with taxes and fees
Kent Island Resort
Exterior

Hampton Inn Easton

Hampton Inn Easton
2.5 star property
Easton
9.0 out of 10, Wonderful, (568 reviews)
"I have enjoyed Hampton Inns for years and this was no exception. The room and service were exceptional."
United States
Matthew
$128 nightly
The price is $141
May 24 - May 25
Total with taxes and fees
Hampton Inn Easton
Exterior

Relax on Kent Island in a 4 Bedroom Home w/Waterview!

Relax on Kent Island in a 4 Bedroom Home w/Waterview!
Stevensville
9.8 out of 10, Exceptional, (44 reviews)
"The place was perfect, exactly as depicted, in a lovely home in a quiet area a block from bay. It was convenient to most of Kent. The rooms are lovely and cozy with additional pullout on lower floors. I have teens so the added space was a blessing. The host was very kind and attentive checking in and offering any information to make our stay more pleasant. Checking in and out was simple and care free. I would certainly recommend it and intend to stay there again."
United States
Brian
$248 nightly
The price is $263
May 14 - May 15
Total with taxes and fees
Relax on Kent Island in a 4 Bedroom Home w/Waterview!
Property entrance

Anchored Inn at Hidden Harbour Marina

Anchored Inn at Hidden Harbour Marina
2.5 star property
Deale
9.4 out of 10, Exceptional, (486 reviews)
"absolutely perfect for this traveler!"
United States
BENNY
$269 nightly
The price is $307
May 18 - May 19
Total with taxes and fees
Anchored Inn at Hidden Harbour Marina
Exterior

Sandaway Suites & Beach

Sandaway Suites & Beach
3.0 star property
Oxford
9.4 out of 10, Exceptional, (160 reviews)
"The rooms were so thoughtfully laid out. Coffee and a breakfast goodie bag was delivered in a thermos each morning. Great view of the water. Looking forward to staying here again!"
United States
Caitlin
$186 nightly
The price is $205
May 14 - May 15
Total with taxes and fees
Sandaway Suites & Beach
Exterior

Walk to Beach! King Bed & Free Beach Passes

Walk to Beach! King Bed & Free Beach Passes
North Beach
10.0 out of 10, Exceptional, (20 reviews)
"Although the house itself could use some maintenance, our stay was very comfortable. The rooms were spacious and it had all the amenities we needed. "
United States
Donovan B.
$277 nightly
The price is $306
May 14 - May 15
Total with taxes and fees
Walk to Beach! King Bed & Free Beach Passes
Front of property

The Wildset

The Wildset
2.5 star property
Downtown St. Michaels
9.8 out of 10, Exceptional, (441 reviews)
"Wonderful rooms and many amenities."
United States
Gene
$249 nightly
The price is $274
May 26 - May 27
Total with taxes and fees
The Wildset
Exterior

Econo Lodge Easton Route 50

Econo Lodge Easton Route 50
2.5 star property
Easton
6.6 out of 10, (392 reviews)
"Love overnight staff"
United States
Ivvory
$79 nightly
The price is $87
May 26 - May 27
Total with taxes and fees
Econo Lodge Easton Route 50
Exterior

Holiday Inn Express Annapolis East-Kent Island by IHG

Holiday Inn Express Annapolis East-Kent Island by IHG
2.5 star property
Grasonville
9.2 out of 10, Wonderful, (1,000 reviews)
"We were very pleased with our overnight here - it was economical and more than sufficient. It was clean, comfortable and it was nice to have breakfast included (try the cinnamon buns!) "
United States
Susan
$137 nightly
The price is $152
May 27 - May 28
Total with taxes and fees
Holiday Inn Express Annapolis East-Kent Island by IHG
Exterior

Candlewood Suites Annapolis by IHG

Candlewood Suites Annapolis by IHG
2.5 star property
Annapolis
8.8 out of 10, Excellent, (244 reviews)
"Great stay in a quiet area"
United States
Mehran
$105 nightly
The price is $120
May 24 - May 25
Total with taxes and fees
Candlewood Suites Annapolis by IHG
Exterior

Spacious 2 bedroom duplex located conveniently near Route 50 East and West.

Spacious 2 bedroom duplex located conveniently near Route 50 East and West.
Grasonville
9.6 out of 10, Exceptional, (12 reviews)
"Great overnight stay for a wedding nearby. Would highly recommend!"
United States
Kevin F.
$395 nightly
The price is $419
May 14 - May 15
Total with taxes and fees
Spacious 2 bedroom duplex located conveniently near Route 50 East and West.
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

DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis

10/10 Excellent
"The room was clean. The bed was comfortable. The staff was friendly and helpful."
Martha 3-night trip
Posted 8 hours ago
DoubleTree by Hilton Hotel Annapolis

Find out more about Chester

Chester Cabin Rentals information

Number of reviews
9,884
Accommodation
0 Cabin Rentals
Lowest Price
$87
Highest Price
$419

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 $87 to $419 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 $87 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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