A river with boats, a marina, and a town with houses and buildings.

Find Cabins in Shady Side for Rent from CA $119

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Check prices for these dates

In two weeks
Sep 18 - Sep 20
In two months
Oct 30 - Nov 1
In three months
Nov 27 - Nov 29
In four months
Dec 25 - Dec 27
No exact matches found, but these alternatives could be just right

Recommended hotels in Shady Side

Property grounds

1. 3-bedroom house in tranquil Shady Side with RV/EV Charger and Beach Access

3-bedroom house in tranquil Shady Side with RV/EV Charger and Beach Access
Shady Side
10.0 out of 10, Exceptional, (1 review)
"Jut as described. Easy in easy out. Great for a few days with the family."
United States
Joshua T.
The price is CA $102
CA $347 total
includes taxes & fees
Sep 21 - Sep 22
3-bedroom house in tranquil Shady Side with RV/EV Charger and Beach Access
Exterior

2. Sunset Cottage - West River Access and Views!

Sunset Cottage - West River Access and Views!
Shady Side
10.0 out of 10, Exceptional, (5 reviews)
"Lovely place and neighborhood! "
United States
Marci M.
The price is CA $416
CA $790 total
includes taxes & fees
Sep 9 - Sep 10
Sunset Cottage - West River Access and Views!
Garden

3. DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis
4.0 star property
Annapolis
8.8 out of 10, Excellent, (1,152 reviews)
"Nice hotel for decent price!"
United States
Chereis
The price is CA $115
CA $131 total
includes taxes & fees
Sep 27 - Sep 28
DoubleTree by Hilton Hotel Annapolis
Exterior

4. Sonesta ES Suites Annapolis

Sonesta ES Suites Annapolis
3.0 star property
Edgewater
8.8 out of 10, Excellent, (1,005 reviews)
"Very spacious rooms for the price."
United States
Jake
The price is CA $126
CA $144 total
includes taxes & fees
Sep 27 - Sep 28
Sonesta ES Suites Annapolis
Property entrance

5. Anchored Inn at Hidden Harbour Marina

Anchored Inn at Hidden Harbour Marina
2.5 star property
Deale
9.4 out of 10, Exceptional, (507 reviews)
"Excellent staff; clean room; requested a microwave for early AM - very good!"
United States
Dale
The price is CA $276
CA $314 total
includes taxes & fees
Sep 8 - Sep 9
Anchored Inn at Hidden Harbour Marina
Exterior

6. Quality Inn Grasonville near Kent Island

Quality Inn Grasonville near Kent Island
2.5 star property
Grasonville
7.8 out of 10, Good, (962 reviews)
"Clean room and easy parking"
United States
Faezeh
The price is CA $138
CA $154 total
includes taxes & fees
Sep 28 - Sep 29
Quality Inn Grasonville near Kent Island
Exterior

7. Sleep Inn & Suites Near Joint Base Andrews - Washington Area

Sleep Inn & Suites Near Joint Base Andrews - Washington Area
2.5 star property
Upper Marlboro
7.6 out of 10, Good, (946 reviews)
"Convenient clean friendly"
United States
Kimberly
The price is CA $116
CA $132 total
includes taxes & fees
Sep 13 - Sep 14
Sleep Inn & Suites Near Joint Base Andrews - Washington Area
Exterior

8. Hilton Garden Inn Annapolis

Hilton Garden Inn Annapolis
3.0 star property
Annapolis
8.2 out of 10, Very good, (1,001 reviews)
"Nice place to stay friendly service"
United States
Glenn
The price is CA $125
CA $143 total
includes taxes & fees
Sep 16 - Sep 17
Hilton Garden Inn Annapolis
Exterior

9. Hampton Inn & Suites Annapolis

Hampton Inn & Suites Annapolis
2.5 star property
Annapolis
8.2 out of 10, Very good, (1,009 reviews)
"Great location, breakfast, room."
United States
Meghalee
The price is CA $135
CA $154 total
includes taxes & fees
Sep 27 - Sep 28
Hampton Inn & Suites Annapolis
Exterior

10. Crowne Plaza Annapolis by IHG

Crowne Plaza Annapolis by IHG
3.5 star property
Annapolis
8.6 out of 10, Excellent, (1,020 reviews)
"Clean room Helpful staff Great breakfast"
United States
Cynthia
The price is CA $148
CA $169 total
includes taxes & fees
Oct 4 - Oct 5
Crowne Plaza Annapolis by IHG
Exterior

11. SpringHill Suites by Marriott Annapolis

SpringHill Suites by Marriott Annapolis
3.0 star property
Annapolis
9.0 out of 10, Wonderful, (1,005 reviews)
"Loved my stay!"
United States
Joshua
The price is CA $174
CA $199 total
includes taxes & fees
Sep 8 - Sep 9
SpringHill Suites by Marriott Annapolis
Exterior

12. Holiday Inn Express & Suites Annapolis by IHG

Holiday Inn Express & Suites Annapolis by IHG
2.5 star property
Annapolis
8.4 out of 10, Very good, (1,003 reviews)
"Clean and comfortable. Close to where we needed to go. Good breakfast. Good value"
United States
Harold
The price is CA $137
CA $156 total
includes taxes & fees
Oct 4 - Oct 5
Holiday Inn Express & Suites Annapolis by IHG
Exterior

13. Candlewood Suites Annapolis by IHG

Candlewood Suites Annapolis by IHG
2.5 star property
Annapolis
8.8 out of 10, Excellent, (307 reviews)
"Very nice stay"
United States
Javier
The price is CA $122
CA $146 total
includes taxes & fees
Sep 27 - Sep 28
Candlewood Suites Annapolis by IHG
Exterior

14. Best Western Annapolis

Best Western Annapolis
2.5 star property
Annapolis
7.8 out of 10, Good, (1,000 reviews)
"It had a wonderful breakfast and friendly staff"
United States
George
The price is CA $105
CA $119 total
includes taxes & fees
Sep 27 - Sep 28
Best Western Annapolis
Front of property

15. Rod 'N' Reel Resort

Rod 'N' Reel Resort
4.0 star property
Chesapeake Beach
8.6 out of 10, Excellent, (1,006 reviews)
"The stay was great!"
United States
Theresa
The price is CA $196
CA $264 total
includes taxes & fees
Oct 7 - Oct 8
Rod 'N' Reel Resort
Exterior

16. Courtyard by Marriott Annapolis

Courtyard by Marriott Annapolis
3.0 star property
Annapolis
8.6 out of 10, Excellent, (1,003 reviews)
"Perfectly decent hotel for overnight stay during roadtrip."
United States
Phyllis
The price is CA $138
CA $158 total
includes taxes & fees
Sep 27 - Sep 28
Courtyard by Marriott Annapolis
Exterior

17. 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, (1,065 reviews)
"Great stay"
United States
Leslie
The price is CA $132
CA $150 total
includes taxes & fees
Sep 27 - Sep 28
Country Inn & Suites by Radisson, Annapolis, MD
Exterior

18. Hilton Garden Inn Annapolis Downtown

Hilton Garden Inn Annapolis Downtown
3.0 star property
Annapolis
8.6 out of 10, Excellent, (1,009 reviews)
"Clean room, great location."
United States
Jeffrey
The price is CA $165
CA $188 total
includes taxes & fees
Sep 7 - Sep 8
Hilton Garden Inn Annapolis Downtown
Exterior

19. Fairfield Inn & Suites By Marriott Annapolis

Fairfield Inn & Suites By Marriott Annapolis
3.0 star property
Annapolis
8.8 out of 10, Excellent, (233 reviews)
"Great Location"
United States
Gary
The price is CA $176
CA $200 total
includes taxes & fees
Sep 13 - Sep 14
Fairfield Inn & Suites By Marriott Annapolis
Exterior

20. Historic Inns of Annapolis

Historic Inns of Annapolis
3.5 star property
Historic District
9.0 out of 10, Wonderful, (1,995 reviews)
"Great location and close to shops and restaurants. Very quiet/comfortable room with all the amenities and coffee available in the morning. Would definitely stay here again!"
United States
Amy
The price is CA $147
CA $214 total
includes taxes & fees
Sep 29 - Sep 30
Historic Inns of 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

Sonesta ES Suites Annapolis

Sonesta ES Suites Annapolis

8/10 Good
"Ver nice older hotel but well maintained. Spacious rooms and good breakfast. My only complaint is that you can tell they also keep long term tenants as there were cats roaming around (which didn’t bother me but might others) and bikes/trash outside some of the rooms and plants in windows. A normal nightly rental hotel would not allow this id think so it made the atmosphere seem a lil run down even if the room was decent."
Amy 1-night trip
Posted 7 hours ago
Sonesta ES Suites Annapolis

Find out more about Shady Side

Shady Side Cabin Rentals information

Number of reviews
7,070
Accommodation
0 Cabin Rentals
Lowest Price
CA $119
Highest Price
CA $790

Frequently asked questions

What are the best cabins near Shady Side?
Immerse yourself in the outdoors without forgoing the comforts at one of our 29 cabins in and around Shady Side. Whether you have relaxation or adventure on your mind, Waterfront Cabin With Spectacular Sunsets Overlooking The Chesapeake Bay offers both. Alternatively, spend your vacation at Waterfront Ridge Retreat Cabin On St Jeromes Creek and nestle yourself among picturesque surroundings.
Are there cheap cabins in Shady Side?
Priced from CA $119 to CA $790 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?
If you're on the lookout for a vacation your little adventurers will go wild for, a family cabin in or near Shady Side is a fantastic choice. Make new memories together at Waterfront Cabin With Spectacular Sunsets Overlooking The Chesapeake Bay. It offers a meal delivery service and a travel crib on top of outdoor adventure. Lakefront Maryland Cabin With Fire Pit is also perfect for small groups or families and comes with a deck and a toaster.
What are the best hot tub cabins near Shady Side?
If you're the type who can't live without a hot tub on vacation, you'll like Waterfront Cabin With Spectacular Sunsets Overlooking The Chesapeake Bay. This knockout comes with plenty of amenities to ensure a comfortable stay, including a firepit and a spa tub. Look up Elk River Cabin - 13 Acres, Water Views as well. Another cabin with a hot tub near Shady Side, you'll also have use of a king-sized bed and a firepit here.
What are the best cabins with pools near Shady Side?
Slip on your swimwear and go for a few laps whenever you like when you stay at one of our cabin rentals with a pool near Shady Side. Amazing Getaway: Enjoy Our Cozy Log Cabins On The Chesapeake Bay is a favourite. A swimming pool and a patio are some of the other amenities you'll find here. Alternatively, take some time out at Cabin - Maryland Vacation Rental With Private Pool And Dock. As well as a pool, this cabin comes with a swimming pool and a patio.
What are some great Shady Side cabins?
Nestled in nature but with the conveniences of home, nothing tops a cabin if you'd love to truly experience the great outdoors. Waterfront Ridge Retreat Cabin On St Jeromes Creek is the perfect place to get away from it all. Amenities here include a water view and a deck. Waterfront Cabin With Spectacular Sunsets Overlooking The Chesapeake Bay is another welcoming property. A firepit and a fireplace will help make your stay nice and comfy.
What are the best weekend cabin rentals in Shady Side?
If you want to spend a couple of relaxing days immersed in nature, Waterfront Cabin With Spectacular Sunsets Overlooking The Chesapeake Bay awaits. Stay here for a weekend and make use of conveniences including a patio and a firepit. Another superb property is Waterfront Ridge Retreat Cabin On St Jeromes Creek. Offering a patio, a firepit and plenty of chill vibes, you'll go home feeling refreshed and rejuvenated.
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 CA $119 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 character-filled log cabin. Get out and active or simply slow down and relax at 1850 Historic Log Cabin. Recreational activities such as shore fishing and hiking are within easy reach here. Another log cabin getaway is Tiny House / Log Cabin In Beautiful Wooded Urban Setting. Hiking and picnicking will keep you busy when you're not chilling in your comfy hideaway.
What are the highest-rated cabins in Shady Side?
Expedia travellers keep coming back to Waterfront Ridge Retreat Cabin On St Jeromes Creek. This superb option offers lots of handy amenities like a patio and a firepit. It won't take you very long to see why Waterfront Cabin With Spectacular Sunsets Overlooking The Chesapeake Bay is also a hit with vacationers. Conveniences like a patio and a firepit will help make your stay even more comfortable.
Why should I book a cabin in Shady Side?
Affordability, comfort, rustic charm — there are loads of reasons to opt for a Shady Side cabin. Get away from the noise of the concrete jungle and hear the sounds of birds and nature instead. There's so much adventure right on your doorstep too. Whether you're vacationing with friends, family or your partner, you'll find the perfect rental cabin on Expedia.

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