Search the Best Cabins in Shady Side

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Jul 4 - Jul 6
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Jul 11 - Jul 13
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Jul 25 - Jul 27
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Aug 22 - Aug 24

Cabin Rentals 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
Exterior

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

10.0 out of 10, Exceptional, (1)
"Stay there while my new home was getting work done, house was clean, perfect size for my family. It’s 50 ft to an ice cream shop and laundry mat. Our hoist even included a gift card to the ice cream shop. Great communication and perfect stay for us, felt like home "
$410 nightly
The price is $467
Jun 27 - Jun 28
Total includes taxes and fees
Peaceful 2-bedroom / 2-bathroom house with WiFi and AC in serene Shady Side
The Cottage
Exterior

The Cottage

10.0 out of 10, Exceptional, (6)
"Beautiful, beautiful, beautiful! Haley was a wonderful host! "
$393 nightly
The price is $448
Jul 7 - Jul 8
Total includes taxes and fees
The Cottage
The Oaks Waterfront
Front of property

The Oaks Waterfront

4.0 star property
10.0 out of 10, Exceptional, (31)
" Beautiful property, wonderful staff, excellent food service."
$459 nightly
The price is $505
Jun 29 - Jun 30
Total includes taxes and fees
The Oaks Waterfront
St Michaels Inn
Front of property

St Michaels Inn

2.5 star property
8.2 out of 10, Very Good, (1001)
" Pool was clean and enjoyable . Rooms were ok, staff were super accommodating ."
$118 nightly
The price is $130
Jul 27 - Jul 28
Total includes taxes and fees
St Michaels Inn
Spacious 2 bedroom duplex located conveniently near Route 50 East and West.
Exterior

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

9.6 out of 10, Exceptional, (9)
"Great overnight stay for a wedding nearby. Would highly recommend!"
$394 nightly
The price is $418
Jun 30 - Jul 1
Total includes taxes and fees
Spacious 2 bedroom duplex located conveniently near Route 50 East and West.
The Wildset
Premium Room | 1 bedroom, Frette Italian sheets, premium bedding, iron/ironing board

The Wildset

2.5 star property
9.8 out of 10, Exceptional, (327)
"Such a pretty property and very dog friendly! The staff were all lovely and the location couldn’t be better. We loved it!"
$239 nightly
The price is $263
Jun 30 - Jul 1
Total includes taxes and fees
The Wildset
Inn at Perry Cabin
Breakfast, lunch, dinner served; ocean views

Inn at Perry Cabin

5.0 star property
9.6 out of 10, Exceptional, (348)
"Grounds are beautiful. Staff very friendly and attentive "
$648 nightly
The price is $713
Jul 24 - Jul 25
Total includes taxes and fees
Inn at Perry Cabin
Parsonage Inn
Porch

Parsonage Inn

3.5 star property
9.2 out of 10, Wonderful, (128)
"Beautiful Victorian Cottage Home. Outstanding service and breakfast. Wonderful hosts made us feel right @ home!"
$260 nightly
The price is $286
Jul 2 - Jul 3
Total includes taxes and fees
Parsonage Inn
WATERFRONT!! **HOT TUB** 3 bedroom Oasis on 2+ acres - Sleeps 8
Smart TV

WATERFRONT!! **HOT TUB** 3 bedroom Oasis on 2+ acres - Sleeps 8

10.0 out of 10, Exceptional, (12)
"very serene, peaceful home on the bay! Amazing getaway! "
$559 nightly
The price is $592
Jul 9 - Jul 10
Total includes taxes and fees
WATERFRONT!! **HOT TUB** 3 bedroom Oasis on 2+ acres - Sleeps 8
George Brooks House B&B
Exterior

George Brooks House B&B

3.0 star property
8.6 out of 10, Excellent, (60)
"Gorgeous quaint historic house. Friendly owner, close to town "
$243 nightly
The price is $267
Jun 30 - Jul 1
Total includes taxes and fees
George Brooks House B&B
Quality Inn
Suite, 1 Queen Bed, Non Smoking | In-room safe, iron/ironing board, free WiFi, bed sheets

Quality Inn

2.5 star property
7.8 out of 10, Good, (777)
"Very well run and clean with comfortable beds."
$97 nightly
The price is $107
Jul 6 - Jul 7
Total includes taxes and fees
Quality Inn
Breathtaking Waterfront Estate
Pool

Breathtaking Waterfront Estate

10.0 out of 10, Exceptional, (70)
"We had a wonderful stay here. The house has a really functional kitchen so we were able to cook a lot of meals here. The pool was perfect for young swimmers (decent sized shallow end) and we loved hanging out on the dock, crabbing and kayaking. With plenty of adult bikes, we took a trip each morning to the playground too. We hope to be back!"
$2,622 nightly
The price is $2,733
Jul 19 - Jul 20
Total includes taxes and fees
Breathtaking Waterfront Estate
#2 Egret Cottage Harris Cove
Property grounds

#2 Egret Cottage Harris Cove

$355 nightly
The price is $384
Jul 24 - Jul 25
Total includes taxes and fees
#2 Egret Cottage Harris Cove
Hilton Garden Inn Kent Island Marina
Terrace/patio

Hilton Garden Inn Kent Island Marina

3.0 star property
9.0 out of 10, Wonderful, (944)
"Very nice place to stay. Will definitely stay there again!"
$144 nightly
The price is $160
Jul 1 - Jul 2
Total includes taxes and fees
Hilton Garden Inn Kent Island Marina
Holiday Inn Express Annapolis East-Kent Island by IHG
Exterior

Holiday Inn Express Annapolis East-Kent Island by IHG

2.5 star property
9.2 out of 10, Wonderful, (857)
"Good location - clean hotel."
$111 nightly
The price is $123
Jun 29 - Jun 30
Total includes taxes and fees
Holiday Inn Express Annapolis East-Kent Island by IHG
Best Western Kent Narrows Inn
In-room safe, individually decorated, individually furnished, desk

Best Western Kent Narrows Inn

2.5 star property
8.2 out of 10, Very Good, (1000)
"Second time staying, it’s priced right, great staff, and amazing restaurants right across the street, quiet area right by the bay bridge. "
$109 nightly
The price is $122
Jun 29 - Jun 30
Total includes taxes and fees
Best Western Kent Narrows Inn
Hyatt Place Kent Narrows & Marina
Terrace/patio

Hyatt Place Kent Narrows & Marina

3.0 star property
9.6 out of 10, Exceptional, (564)
"Great place to stay. "
$173 nightly
The price is $192
Jul 7 - Jul 8
Total includes taxes and fees
Hyatt Place Kent Narrows & Marina
Cass-N-Reel Luxury Houseboat
Smart TV

Cass-N-Reel Luxury Houseboat

10.0 out of 10, Exceptional, (30)
"We really enjoyed our stay. Looking forward to staying again!"
$290 nightly
The price is $307
Jul 8 - Jul 9
Total includes taxes and fees
Cass-N-Reel Luxury Houseboat
Knapps Narrows Marina & Inn
Exterior

Knapps Narrows Marina & Inn

3.0 star property
9.4 out of 10, Exceptional, (333)
"Extremely clean, wonderful place "
$180 nightly
The price is $198
Jun 29 - Jun 30
Total includes taxes and fees
Knapps Narrows Marina & Inn
Wylder Tilghman Island
Waterfront Suite | Living area | 35-inch flat-screen TV with satellite channels

Wylder Tilghman Island

2.0 star property
8.8 out of 10, Excellent, (41)
"Always love staying here. This was my third visit. "
$198 nightly
The price is $218
Jul 8 - Jul 9
Total includes taxes and fees
Wylder Tilghman Island
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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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 $107 to $2,733 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.