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Dec 5 - Dec 7
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Cabin Rentals in Shady Side

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Recommended hotels in Shady Side

Exterior
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)
"Would stay here again "
United States
Thomas D.
$376 nightly
The price is $429
Nov 30 - Dec 1
Total with taxes and fees
Peaceful 2-bedroom / 2-bathroom house with WiFi and AC in serene Shady Side
Exterior
Sunset Cottage - West River Access and Views!

Sunset Cottage - West River Access and Views!

2.0 star property
Shady Side
$472 nightly
The price is $479
Dec 2 - Dec 3
Total with taxes and fees
Sunset Cottage - West River Access and Views!
Garden
DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis

4.0 star property
Annapolis
8.6 out of 10, Excellent, (1035)
"Room was comfortable and the staff were courtesy!"
United States
Danny
$59 nightly
The price is $67
Dec 21 - Dec 22
Total with taxes and fees
DoubleTree by Hilton Hotel Annapolis
Front of property
Rod 'N' Reel Resort

Rod 'N' Reel Resort

4.0 star property
Chesapeake Beach
8.4 out of 10, Very Good, (1002)
"Clean room, friendly & helpful staff"
United States
Anne
$121 nightly
The price is $133
Dec 18 - Dec 19
Total with taxes and fees
Rod 'N' Reel Resort
Exterior
Hilton Garden Inn Annapolis Downtown

Hilton Garden Inn Annapolis Downtown

3.0 star property
Annapolis
8.6 out of 10, Excellent, (1011)
"Clean room, great staff, great breakfast "
United States
Susanne
$74 nightly
The price is $85
Dec 7 - Dec 8
Total with taxes and fees
Hilton Garden Inn Annapolis Downtown
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, (926)
"nice, clean, up to date, budget friendly hotel"
United States
mike
$79 nightly
The price is $88
Dec 14 - Dec 15
Total with taxes and fees
Holiday Inn Express Annapolis East-Kent Island by IHG
Exterior
Hilton Garden Inn Annapolis

Hilton Garden Inn Annapolis

3.0 star property
Annapolis
8.2 out of 10, Very Good, (1001)
"I had a lovely stay."
United States
Kalynn
$65 nightly
The price is $75
Dec 21 - Dec 22
Total with taxes and fees
Hilton Garden Inn Annapolis
Front of property
Knapps Narrows Marina & Inn

Knapps Narrows Marina & Inn

3.0 star property
Tilghman
9.4 out of 10, Exceptional, (358)
"Yes. room was spotless and staff was awesome!"
United States
Frank
$100 nightly
The price is $110
Nov 30 - Dec 1
Total with taxes and fees
Knapps Narrows Marina & Inn
View from property
St Michaels Inn

St Michaels Inn

2.5 star property
St. Michaels
8.2 out of 10, Very Good, (1005)
"clean and comfy, friendly staff"
United States
Tamara
$108 nightly
The price is $119
Dec 7 - Dec 8
Total with taxes and fees
St Michaels Inn
Exterior
Quality Inn

Quality Inn

2.5 star property
Grasonville
7.8 out of 10, Good, (855)
"room was nice breakfast was good and the staff was very friendly and helpful. "
United States
Esai
$85 nightly
The price is $94
Nov 30 - Dec 1
Total with taxes and fees
Quality Inn
Aerial view
Kent Island Resort

Kent Island Resort

3.5 star property
Stevensville
9.2 out of 10, Wonderful, (127)
"The property is very charming and the staff was extremely attentive and friendly. It's a beautiful area. Close to Annapolis and a lot of fun things to do."
United States
Michael
$146 nightly
The price is $158
Dec 7 - Dec 8
Total with taxes and fees
Kent Island Resort
Exterior
Graduate by Hilton Annapolis

Graduate by Hilton Annapolis

4.0 star property
Annapolis
9.4 out of 10, Exceptional, (1009)
"Nice big rooms, comfortable beds. Well maintained. "
United States
Margaret
$122 nightly
The price is $139
Dec 21 - Dec 22
Total with taxes and fees
Graduate by Hilton Annapolis
Exterior
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, (1014)
"Wonderful country inn!"
United States
Jennifer
$87 nightly
The price is $99
Dec 28 - Dec 29
Total with taxes and fees
Country Inn & Suites by Radisson, Annapolis, MD
Exterior
Historic Inns of Annapolis

Historic Inns of Annapolis

3.5 star property
Historic District
9.0 out of 10, Wonderful, (1909)
"Front desk staff was very helpful, and the location was perfect for exploring downtown Annapolis!"
United States
Christine
$154 nightly
The price is $175
Dec 7 - Dec 8
Total with taxes and fees
Historic Inns of Annapolis
Exterior
Comfort Inn Conference Center

Comfort Inn Conference Center

2.5 star property
Bowie
9.2 out of 10, Wonderful, (1012)
"It had good parking and restaurant in the hotel with good prices."
United States
Patrick
$99 nightly
The price is $112
Dec 1 - Dec 2
Total with taxes and fees
Comfort Inn Conference Center
Exterior
Holiday Inn Express & Suites Annapolis by IHG

Holiday Inn Express & Suites Annapolis by IHG

2.5 star property
Annapolis
8.2 out of 10, Very Good, (1003)
"Staff at front desk were incredibly friendly and helpful!"
United States
Nina
$75 nightly
The price is $86
Dec 19 - Dec 20
Total with taxes and fees
Holiday Inn Express & Suites Annapolis by IHG
Front of property
Anchored Inn at Hidden Harbour Marina

Anchored Inn at Hidden Harbour Marina

2.5 star property
Deale
9.4 out of 10, Exceptional, (470)
"Overnight stay - all went as expected"
United States
William
$149 nightly
The price is $170
Dec 29 - Dec 30
Total with taxes and fees
Anchored Inn at Hidden Harbour Marina
Restaurant
Wylder Tilghman Island

Wylder Tilghman Island

2.0 star property
Tilghman
8.8 out of 10, Excellent, (89)
"Very relaxing stay."
United States
Anne
$161 nightly
The price is $177
Dec 2 - Dec 3
Total with taxes and fees
Wylder Tilghman Island
Exterior
Fairfield Inn & Suites By Marriott Annapolis

Fairfield Inn & Suites By Marriott Annapolis

3.0 star property
Annapolis
9.0 out of 10, Wonderful, (160)
"Beautiful and very modern, breakfast was great"
United States
Dominic
$118 nightly
The price is $135
Dec 7 - Dec 8
Total with taxes and fees
Fairfield Inn & Suites By Marriott Annapolis
Exterior
Hyatt Place Kent Narrows & Marina

Hyatt Place Kent Narrows & Marina

3.0 star property
Grasonville
9.4 out of 10, Exceptional, (667)
"My favorite hotel "
United States
Jen
$116 nightly
The price is $129
Dec 2 - Dec 3
Total with taxes and fees
Hyatt Place Kent Narrows & Marina
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

Graduate by Hilton Annapolis

Graduate by Hilton Annapolis

10/10 Excellent
"Clean rooms, comfortable beds, friendly staff."
Nancy 2-night trip
Posted 23 hours ago
Graduate by Hilton Annapolis

Find out more about Shady Side

Shady Side Cabin Rentals information

Number of reviews
14,620
Accommodation
1 Cabin Rentals
Lowest Price
$67
Highest Price
$479

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 $67 to $479 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 $67 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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