Search Log Cabins Chestertown

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
3 Apr - 5 Apr
In two months
15 May - 17 May
In three months
12 Jun - 14 Jun
In four months
10 Jul - 12 Jul
No exact matches found, but these alternatives could be just right

Recommended hotels in Chestertown

Outdoor banquet area

Lodge in Chestertown

The Lodge at Great Oak Landing
3.5 star property
7.8 out of 10, Good, (77 reviews)
"Very nice rooms, "
United States
Stephania
The price is €107
includes taxes & fees
24 Mar - 25 Mar
The Lodge at Great Oak Landing
Exterior

Apartment in Chestertown

First Floor Studio Apartment in Historic Chestertown
9.6 out of 10, Exceptional, (108 reviews)
"Every thing was great"
United States
lesia k.
The price is €141
includes taxes & fees
23 Mar - 24 Mar
First Floor Studio Apartment in Historic Chestertown
Exterior

Hotel in Chestertown

Red Roof Inn & Suites Chestertown
2.0 star property
7.2 out of 10, Good, (430 reviews)
"Arrived earlier than expected and the staff was very accommodating and friendly which made for an excellent stay from start to finish. "
United States
Linette
The price is €65
includes taxes & fees
29 Mar - 30 Mar
Red Roof Inn & Suites Chestertown
Exterior

Hotel in Chestertown

Comfort Inn & Suites Chestertown
2.5 star property
8.6 out of 10, Excellent, (890 reviews)
"Staying is peaceful and the rooms clean."
United States
Robert
The price is €105
includes taxes & fees
29 Mar - 30 Mar
Comfort Inn & Suites Chestertown
Front of property – evening/night

Motel in Chestertown

Driftwood Inn
2.0 star property
5.2 out of 10, (175 reviews)
"Rooms are clean, staf was helpful "
United States
Daryl
Driftwood Inn
Reception

Hotel in Stevensville

Kent Island Resort
3.5 star property
9.2 out of 10, Wonderful, (134 reviews)
"Beautiful hotel, nice staff"
United States
Kim
The price is €126
includes taxes & fees
23 Mar - 24 Mar
Kent Island Resort
Blackout curtains, soundproofing, iron/ironing board, free WiFi

Hotel in Rock Hall

Haven Point Inn and Gallery
2.0 star property
The price is €149
includes taxes & fees
21 Apr - 22 Apr
Haven Point Inn and Gallery
Front of property

Bed & Breakfast in Historic District

Flag House Inn
3.5 star property
9.2 out of 10, Wonderful, (89 reviews)
"The B&B website and other on-line links claims "...excellent breakfast" and "the best breakfast in Annapolis". What was served were mini grocery store bought pastry, no fresh coffee, no juice, no plates, no one around. In addition, they state that for a large fee you can have valet parking on-site. There was no valet. I requested a refund for the valet parking and used that money to have a decent breakfast elsewhere. "
United States
Linda
The price is €184
includes taxes & fees
1 Apr - 2 Apr
Flag House Inn
Exterior

Holiday Home in Grasonville

Spacious 2 bedroom duplex located conveniently near Route 50 East and West.
9.6 out of 10, Exceptional, (12 reviews)
"Had a short getaway for a couple this location was perfect for our visit to Chestertown and the local establishments in Grasonville. Will definitely book this again. "
United States
Joe C.
The price is €362
includes taxes & fees
23 Mar - 24 Mar
Spacious 2 bedroom duplex located conveniently near Route 50 East and West.
Exterior

Holiday Home in Stevensville

Charming Coastal/Country Home w/3 Acres & Sauna!
9.6 out of 10, Exceptional, (35 reviews)
"Great stay, would do it again."
United States
Brandon D.
The price is €203
includes taxes & fees
23 Mar - 24 Mar
Charming Coastal/Country Home w/3 Acres & Sauna!
Exterior

Holiday Home in Arnold

Large 2 bedroom house with private parking in a nice neighborhood
9.4 out of 10, Exceptional, (36 reviews)
"Super clean place, great communication from the host, and home is exactly as described and shown in pictures. "
United States
Traci L.
The price is €283
includes taxes & fees
23 Mar - 24 Mar
Large 2 bedroom house with private parking in a nice neighborhood
Exterior

Hotel in Smyrna

Quality Inn Smyrna
2.5 star property
7.6 out of 10, Good, (1,000 reviews)
"My visit at the Hotel was amazing & peaceful."
United States
Milton
The price is €75
includes taxes & fees
21 Apr - 22 Apr
Quality Inn Smyrna
Exterior

Apartment in Millington

Guest Suite for up to 2 in a Victorian on the Chester River
9.6 out of 10, Exceptional, (20 reviews)
"So pleased with all aspects of my stay. Clean, Comfortable, Quiet, Amenities all beyond expectation."
United States
Cynthia C.
The price is €112
includes taxes & fees
23 Mar - 24 Mar
Guest Suite for up to 2 in a Victorian on the Chester River
Exterior detail

Bed & Breakfast in Havre De Grace

Vandiver Inn
3.5 star property
9.4 out of 10, Exceptional, (537 reviews)
"a wonderful place to stay with super friendly staff. easy walks to downtown and restaurants. stayed here before and definitely will be back"
United States
Dieter
Vandiver Inn
Exterior

Apartment in Rock Hall

Walk to everything Rock Hall from this 1st floor apartment. Sleeps 4!
10.0 out of 10, Exceptional, (18 reviews)
"Close to Main Street. Very nice and spacious accommodations."
United States
Michael D.
The price is €248
includes taxes & fees
23 Mar - 24 Mar
Walk to everything Rock Hall from this 1st floor apartment. Sleeps 4!
Exterior

Hotel in Havre De Grace

Super 8 by Wyndham Havre De Grace Aberdeen Area
2.0 star property
6.6 out of 10, (977 reviews)
"Cleaning lady and front desk were very frindly, helpful, speedy & great at there job."
United States
Mary
The price is €47
includes taxes & fees
25 Mar - 26 Mar
Super 8 by Wyndham Havre De Grace Aberdeen Area
Exterior

Hotel in Grasonville

Best Western Kent Narrows Inn
2.5 star property
8.0 out of 10, Very good, (1,006 reviews)
"Wonderful staff,Clean rooms and comfortable bed!!"
United States
Evette
The price is €97
includes taxes & fees
29 Mar - 30 Mar
Best Western Kent Narrows Inn
Exterior

Hotel in Aberdeen

Home2 Suites by Hilton Baltimore / Aberdeen, MD
3.0 star property
8.8 out of 10, Excellent, (354 reviews)
"Awesome staff, very clean, great pool Awesome breakfast!!! All good things"
United States
Patty
The price is €94
includes taxes & fees
3 Apr - 4 Apr
Home2 Suites by Hilton Baltimore / Aberdeen, MD
Reception

Hotel in Smyrna

Relax Inn Smyrna
2.0 star property
8.0 out of 10, Very good, (94 reviews)
"Great location"
United States
Patrick
The price is €95
includes taxes & fees
23 Mar - 24 Mar
Relax Inn Smyrna
Exterior detail

Holiday Home in Historic District

Cozy 2br home w/ parking in downtown Annapolis
10.0 out of 10, Exceptional, (75 reviews)
"Welcoming host, great location and easy parking "
United States
Chris B.
The price is €284
includes taxes & fees
30 Mar - 31 Mar
Cozy 2br home w/ parking in downtown Annapolis
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Chestertown Hotel Reviews

Home2 Suites by Hilton Baltimore/White Marsh

Home2 Suites by Hilton Baltimore/White Marsh

10/10 Excellent
"."
Jazzmine 2-night trip
Posted 5 hours ago
Home2 Suites by Hilton Baltimore/White Marsh

Find out more about Chestertown

Chestertown Cabin Rentals information

Number of reviews
6,031
Accommodation
2 Cabin Rentals
Lowest Price
€47
Highest Price
€362

Frequently asked questions

What are the best cabins near Chestertown?
Book one of our 33 cabins in Chestertown and you'll be rewarded with picturesque scenery, outdoor adventure and memories you'll never forget. Cosy Cabin Happiness is the place to go for a relaxing getaway. Waterfront Cabin With Spectacular Sunsets Overlooking The Chesapeake Bay is also ideal if you'd love some time out in Mother Nature.
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 cosy retreats priced from €47 to €362 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?
If you're seeking a getaway the kids will go wild for, a family cabin rental in or near Chestertown is ideal. Spend time with the gang at Waterfront Cabin With Spectacular Sunsets Overlooking The Chesapeake Bay. It offers a meal delivery service and a travel crib as well as ample outdoor adventure. Country Coziness - Lancaster County Private Cabin is another top pick for small groups or families and comes with a deck and a toaster.
What are the best river cabins near Chestertown?
When you think of the word relaxing, a river cabin near Chestertown should be the first thing that comes to mind. Cabin - - Picturesque Wooded Property With Unique Tiny House is the perfect place to discover your Zen. On top of its beautiful surroundings, it features amenities such as on-site watersports and outdoor furniture. Cabin - Vintage Waterfront A Frame - Hideaway On The Bay is another appealing 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 Chestertown?
If you love the thought of every day being a pool day, escape to Country Coziness - Lancaster County Private Cabin. It's one of our leading cabin rentals with a pool near Chestertown and comes with handy amenities like a swimming pool and a patio. Amazing Getaway: Enjoy Our Cosy Log Cabins On The Chesapeake Bay is another fantastic place to spend your days splashing around. A swimming pool, a patio and good times are all on the menu here.
What are some great Chestertown cabins?
From chic pads with all the fancy perks to cosy retreats that are easy on the hip pocket, Expedia has cabin rentals to suit every taste and budget. Spend a few days enjoying Mother Nature at Waterfront Cabin With Spectacular Sunsets Overlooking The Chesapeake Bay. Conveniences here include a firepit and a fireplace. Another excellent option is Pet - Friendly Lakeview Cabin W. It features a deck, a dock and more.
What are the best weekend cabin rentals in Chestertown?
Nothing's as good as a weekend cabin getaway after a tiring week at work. Ditch your cubicle for a few days in nature at Waterfront Cabin With Spectacular Sunsets Overlooking The Chesapeake Bay. A patio and a firepit are among the amenities it offers. Emails will also be the furthest thing from your mind at Country Coziness - Lancaster County Private Cabin. Put your bags down here and make the most of a swimming pool and a patio.
What are the best cabin prices in Chestertown?
With prices starting at just €47 a night for a cabin rental in Chestertown, there's no need to wrestle with that hard-to-pitch tent.
Can I find log cabins in Chestertown?
Kick off your day with a hot coffee in your peaceful log cabin and then try some surfing and swimming. Sound perfect to you? Book a stay at 1850 Historic Log Cabin. Another getaway that comes with lots of character and comfort is Log Cabin In Townsend Delaware. Nearby activities like sea kayaking and hiking will add to the good times here.
What are the highest-rated cabins in Chestertown?
There are some cabin stays that are just about perfect. Waterfront Cabin With Spectacular Sunsets Overlooking The Chesapeake Bay is a prime example. With an impressive rating, it comes with useful amenities such as a patio, a firepit and loads more. Another terrific option is Pet - Friendly Lakeview Cabin W. A patio and a firepit are a few of the conveniences you'll appreciate 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 further out, including Rolphs Wharf Marina. There's an amazing world to enjoy beyond your comfortable cabin!
Why should I book a cabin in Chestertown?
For a holiday in the great outdoors at an amazing price, there's nothing better than a cabin. Imagine rising to the sound of birds outside and sipping coffee on a private deck surrounded by stunning vistas. Stay in a cabin in Chestertown to get away from the hectic pace of the city. Whether they're by the beach, in the mountains or near a river, cabins offer a rustic and relaxing experience you'll always remember.
What are the top nature cabins in Chestertown?
Stay at Cabin - - Picturesque Wooded Property With Unique Tiny House and you'll be surrounded by breathtaking nature. Amenities such as on-site watersports and a firepit help make this river cabin in Chestertown a popular choice. Cabin - Vintage Waterfront A Frame - Hideaway On The Bay is another place where you can escape the concrete jungle and unwind by the river. Conveniences here include on-site watersports and a patio.