Search the Best Cabins in Shady Side

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Recommended hotels in Shady Side

Peaceful 2-bedroom / 2-bathroom house with WiFi and AC in serene Shady Side

Peaceful 2-bedroom / 2-bathroom house with WiFi and AC in serene Shady Side
Shady Side
10.0 out of 10, Exceptional, (4 reviews)
"Would stay here again "
United States
Thomas D.
$389 nightly
The price is $443
Feb 8 - Feb 9
Total with taxes and fees
Peaceful 2-bedroom / 2-bathroom house with WiFi and AC in serene Shady Side

Sunset Cottage - West River Access and Views!

Sunset Cottage - West River Access and Views!
Shady Side
$364 nightly
The price is $370
Feb 4 - Feb 5
Total with taxes and fees
Sunset Cottage - West River Access and Views!

Rod 'N' Reel Resort

Rod 'N' Reel Resort
4.0 star property
Chesapeake Beach
8.4 out of 10, Very Good, (1,002 reviews)
"Yes the room was clean and the staff was great "
United States
Thurnell
$115 nightly
The price is $126
Feb 8 - Feb 9
Total with taxes and fees
Rod 'N' Reel Resort

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, (956 reviews)
"Lovely location"
United States
Cheryl
$104 nightly
The price is $115
Mar 2 - Mar 3
Total with taxes and fees
Holiday Inn Express Annapolis East-Kent Island by IHG

Comfort Inn Conference Center

Comfort Inn Conference Center
2.5 star property
Bowie
9.2 out of 10, Wonderful, (1,002 reviews)
"Quiet lodging, great location "
United States
Daniel
$98 nightly
The price is $111
Feb 2 - Feb 3
Total with taxes and fees
Comfort Inn Conference Center

Knapps Narrows Marina & Inn

Knapps Narrows Marina & Inn
3.0 star property
Sherwood
9.4 out of 10, Exceptional, (368 reviews)
"Always a great time. "
United States
Randolph
$100 nightly
The price is $110
Feb 2 - Feb 3
Total with taxes and fees
Knapps Narrows Marina & Inn

St Michaels Inn

St Michaels Inn
2.5 star property
St. Michaels
8.2 out of 10, Very Good, (1,002 reviews)
"Good value and close to downtown."
United States
John
$103 nightly
The price is $114
Feb 9 - Feb 10
Total with taxes and fees
St Michaels Inn

Quality Inn Grasonville near Kent Island

Quality Inn Grasonville near Kent Island
2.5 star property
Grasonville
7.8 out of 10, Good, (869 reviews)
"Nice staff and rooms"
United States
Walter
$85 nightly
The price is $94
Mar 2 - Mar 3
Total with taxes and fees
Quality Inn Grasonville near Kent Island

Best Western Kent Narrows Inn

Best Western Kent Narrows Inn
2.5 star property
Grasonville
8.0 out of 10, Very Good, (1,000 reviews)
"Nice breakfast, cleanroom. Great location."
United States
Wayne
$83 nightly
The price is $93
Feb 8 - Feb 9
Total with taxes and fees
Best Western Kent Narrows Inn

Kent Island Resort

Kent Island Resort
3.5 star property
Stevensville
9.2 out of 10, Wonderful, (132 reviews)
"Beautiful hotel, nice staff"
United States
Kim
$146 nightly
The price is $158
Feb 4 - Feb 5
Total with taxes and fees
Kent Island Resort

Anchored Inn at Hidden Harbour Marina

Anchored Inn at Hidden Harbour Marina
2.5 star property
Deale
9.4 out of 10, Exceptional, (475 reviews)
"Beautiful place to stay, we stay their one to two times a year."
United States
Marjorie
$134 nightly
The price is $153
Feb 3 - Feb 4
Total with taxes and fees
Anchored Inn at Hidden Harbour Marina

Fairfield Inn & Suites By Marriott Annapolis

Fairfield Inn & Suites By Marriott Annapolis
3.0 star property
Annapolis
9.0 out of 10, Wonderful, (172 reviews)
"Clean rooms"
United States
David
$101 nightly
The price is $115
Feb 8 - Feb 9
Total with taxes and fees
Fairfield Inn & Suites By Marriott Annapolis

Hilton Garden Inn Annapolis Downtown

Hilton Garden Inn Annapolis Downtown
3.0 star property
Annapolis
8.6 out of 10, Excellent, (1,000 reviews)
"An amazing cozy place to stay during this snow storm!"
United States
zhanna
$97 nightly
The price is $110
Feb 16 - Feb 17
Total with taxes and fees
Hilton Garden Inn Annapolis Downtown

Country Inn & Suites by Radisson, Annapolis, MD

Country Inn & Suites by Radisson, Annapolis, MD
3.0 star property
Annapolis
9.0 out of 10, Wonderful, (1,000 reviews)
"Wonderful staff, great options for breakfast, room is perfect and quiet and clean. The amenities work nicely, gym is great and Thai is where I would stay again in the future. "
United States
Amanda
$91 nightly
The price is $104
Feb 22 - Feb 23
Total with taxes and fees
Country Inn & Suites by Radisson, Annapolis, MD

Wylder Tilghman Island

Wylder Tilghman Island
2.0 star property
Tilghman
8.8 out of 10, Excellent, (91 reviews)
"Very relaxing stay."
United States
Anne
$175 nightly
The price is $192
Feb 13 - Feb 14
Total with taxes and fees
Wylder Tilghman Island

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, (434 reviews)
"Amazing rooms and service!"
United States
Alicia
$179 nightly
The price is $199
Feb 2 - Feb 3
Total with taxes and fees
The Inn at Chesapeake Bay Beach Club

SpringHill Suites by Marriott Annapolis

SpringHill Suites by Marriott Annapolis
3.0 star property
Annapolis
9.0 out of 10, Wonderful, (1,000 reviews)
"Great location and friendly staff. "
United States
Shana
$84 nightly
The price is $96
Feb 22 - Feb 23
Total with taxes and fees
SpringHill Suites by Marriott Annapolis

DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis
4.0 star property
Annapolis
8.6 out of 10, Excellent, (1,000 reviews)
"Great stay "
United States
Jose Miguel
$75 nightly
The price is $85
Feb 8 - Feb 9
Total with taxes and fees
DoubleTree by Hilton Hotel Annapolis

Hilton Garden Inn Kent Island Marina

Hilton Garden Inn Kent Island Marina
3.0 star property
Grasonville
9.0 out of 10, Wonderful, (1,001 reviews)
"Staff was friendly and rooms were clean. Beautiful area to visit. "
United States
Amy
$122 nightly
The price is $136
Feb 8 - Feb 9
Total with taxes and fees
Hilton Garden Inn Kent Island Marina

Best Western Annapolis

Best Western Annapolis
2.5 star property
Annapolis
7.8 out of 10, Good, (1,000 reviews)
"Great hospitality and breakfast was good…"
United States
Martha
$68 nightly
The price is $78
Feb 8 - Feb 9
Total with taxes and fees
Best Western 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.
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Top Shady Side Hotel Reviews

Find out more about Shady Side

Shady Side Cabin Rentals information

Number of reviews
13,503
Accommodation
1 Cabin Rentals
Lowest Price
$78
Highest Price
$443

Frequently asked questions

What are the best cabins near Shady Side?
Enjoy the great outdoors without giving up the comforts at one of our 29 cabins in and around Shady Side. Whether you have adventure or relaxation on your to-do list, Waterfront Cabin With Spectacular Sunsets Overlooking The Chesapeake Bay has both in spades. Alternatively, get cozy at Waterfront Ridge Retreat Cabin On St Jeromes Creek and soak up its postcard-worthy surroundings.
Are there cheap cabins in Shady Side?
Priced from $78 to $443 per night, escaping the ordinary has never been so affordable. Secure one of our cheap cabins in Shady Side and experience the great outdoors without putting a dent in 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 Shady Side?
Escape to a family cabin in or near Shady Side and top up the family photo album with some amazing new memories. Waterfront Cabin With Spectacular Sunsets Overlooking The Chesapeake Bay is a superb option. As well as the promise of fun-filled adventure, it comes with conveniences like a meal delivery service and a travel crib. Another family-friendly property is Lakefront Maryland Cabin With Fire Pit. A deck and a toaster will help keep your entourage happy.
What are the best hot tub cabins near Shady Side?
If you're the sort who considers a hot tub a must-have on vacation, you'll like Waterfront Cabin With Spectacular Sunsets Overlooking The Chesapeake Bay. This charmer comes with lots of amenities to ensure a comfortable stay, including a firepit and a spa tub. Check out Elk River Cabin - 13 Acres, Water Views too. Another cabin with a hot tub near Shady Side, guests also have use of a king-sized bed and a firepit here.
What are the best cabins with pools near Shady Side?
Staying in a cabin rental with a pool adds a level of excitement to your vacation. If you're searching for one near Shady Side, Amazing Getaway: Enjoy Our Cozy Log Cabins On The Chesapeake Bay offers conveniences like a swimming pool and a patio to make your poolside escape even more enjoyable. Cabin - Maryland Vacation Rental With Private Pool And Dock is another favorite with travelers and features a swimming pool and a patio.
What are some great Shady Side cabins?
Surrounded by nature but still offering the comforts you need, you can't top a cabin if you're looking to truly enjoy the great outdoors. Waterfront Ridge Retreat Cabin On St Jeromes Creek is an ideal place to escape from the daily grind. Its amenities include a water view and a deck. Waterfront Cabin With Spectacular Sunsets Overlooking The Chesapeake Bay is another well-liked choice. A firepit and a fireplace will help make your stay even more enjoyable.
What are the best weekend cabin rentals in Shady Side?
Nothing's more relaxing than a weekend cabin getaway after a big week at work. Swap the office cubicle for two or three days in nature at Waterfront Cabin With Spectacular Sunsets Overlooking The Chesapeake Bay. A patio and a firepit are some of the amenities it comes with. Alternatively, clear away some cobwebs at Waterfront Ridge Retreat Cabin On St Jeromes Creek. Kick back here and make use of a patio and a firepit.
What are the best cabin prices in Shady Side?
If you're eager to save a few dollars on your stay, Expedia has some great deals on Shady Side cabins that won't put a hole in your wallet. How does $78 a night sound?
Can I find log cabins in Shady Side?
For lots of nature lovers, the ideal outdoor vacation isn't complete without bunking down in a log cabin filled with character. Get your adventure on or simply slow down and relax at 1850 Historic Log Cabin. Activities such as hiking and surfing are within easy reach here. Another attractive log cabin getaway is Tiny House / Log Cabin In Beautiful Wooded Urban Setting. Quad biking and parasailing will keep you busy when you're not kicking back in your comfy hideaway.
What are the highest-rated cabins in Shady Side?
With an impressive rating, it's no surprise why Waterfront Ridge Retreat Cabin On St Jeromes Creek is such a favorite with Expedia vacationers. Some amenities here include a patio and a firepit. Waterfront Cabin With Spectacular Sunsets Overlooking The Chesapeake Bay is another great option. Quality conveniences including a patio and a firepit will help you feel right at home.
Why should I book a cabin in Shady Side?
For a break that's big on charm, comfort and affordability, you can't beat a cabin. Leave your city blues behind and explore the greenery of the great outdoors. From days of rugged adventure to restful nights cuddled up by the fire, cabins offer the perfect mix of excitement and relaxation. Check out all the great Shady Side options right here on Expedia.

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