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  1. World
  2. >North America
  3. >United States
  4. >Maryland
  5. >Anne Arundel
  6. >Shady Side

Hotels with Outdoor Pool in Shady Side

93 HOTELS IN AND AROUND SHADY SIDERanking can be influenced by the commissions we receive.
20 hotels nearby!
Anchored Inn at Hidden Harbor main photo
Anchored Inn at Hidden Harbor
3.7 mi from Shady Side
Hotel in Deale MDUS flag
9.2
Excellent
From $227
$
+6
Outdoor Pool
AI-generatedThis hotel provides an outdoor pool. It is a key feature for guests looking for poolside enjoyment during their stay.
Vanishing Run Retreat with Pool main photo
Vanishing Run Retreat with Pool
5.8 mi from Shady Side
Vacation Home in Lothian MDUS flag
10
Excellent
$
+5
Info
Categories
Outdoor Pool
Pool
Outdoor Pool
Dog Friendly
Spacious home with an outdoor pool, screened porch, washer dryer & central AC main photo
Spacious home with an outdoor pool, screened porch, washer dryer & central AC
6.6 mi from Shady Side
Homestay in Annapolis MDUS flag
0.0
$
+2
Info
Categories
Outdoor Pool
Pool
Outdoor Pool
Thomas Point Tranquility main photo
Thomas Point Tranquility
6.6 mi from Shady Side
Vacation Home in Annapolis MDUS flag
0.0
Currently inactive on our platform.
$
+5
Info
Categories
Outdoor Pool
Pool
Heated Pool
Private Pool
Outdoor Pool
Luxury
The Morning Watch main photo
The Morning Watch
8.5 mi from Shady Side
Vacation Home in Annapolis MDUS flag
0.0
Currently inactive on our platform.
$
+3
Info
Categories
Outdoor Pool
Pool
Private Pool
Outdoor Pool
The Admiral's Retreat main photo
The Admiral's Retreat
8.6 mi from Shady Side
Vacation Home in Annapolis MDUS flag
7.0
Good
Currently inactive on our platform.
$
+3
Info
Categories
Outdoor Pool
Pool
Private Pool
Outdoor Pool
Oasis by the Bay - Waterfront Heated Pool Hot Tub main photo
Oasis by the Bay - Waterfront Heated Pool Hot Tub
8.8 mi from Shady Side
Vacation Home in Annapolis MDUS flag
10
Excellent
$
+5
Info
Categories
Outdoor Pool
Pool
Outdoor Pool
Dog Friendly
Rod 'N' Reel Resort main photo
Rod 'N' Reel Resort
9.4 mi from Shady Side
Resort in Chesapeake Beach MDUS flag
9.0
Excellent
From $210
$
+10
Outdoor Pool
AI-generatedThe resort features a seasonal outdoor pool with cabanas and sunloungers. It is described as a tropical oasis, offering a poolside bar for guests.
Porter Point main photo
Porter Point
10.1 mi from Shady Side
Vacation Home in Annapolis MDUS flag
0.0
Currently inactive on our platform.
$
+2
Info
Categories
Outdoor Pool
Pool
Outdoor Pool
Saved by the Bay main photo
Saved by the Bay
10.1 mi from Shady Side
Vacation Home in Stevensville MDUS flag
0.0
$
+5
Info
Categories
Outdoor Pool
Pool
Outdoor Pool
Dog Friendly
USNA Getaway main photo
USNA Getaway
10.2 mi from Shady Side
Apartment in Annapolis MDUS flag
9.0
Excellent
Currently inactive on our platform.
$
+2
Info
Categories
Outdoor Pool
Pool
Outdoor Pool
Luxury Rooftop Pool & Dock Steps to Downtown main photo
Luxury Rooftop Pool & Dock Steps to Downtown
10.2 mi from Shady Side
Vacation Home in Annapolis MDUS flag
10
Excellent
$
+4
Info
Categories
Outdoor Pool
Pool
Outdoor Pool
Free Wi-Fi
Captains Quarters Waterfront & Pool main photo
Captains Quarters Waterfront & Pool
10.2 mi from Shady Side
Vacation Home in Annapolis MDUS flag
0.0
$
+3
Info
Categories
Outdoor Pool
Pool
Outdoor Pool
Parking
Spa Creek Waterfront Pool & Parking main photo
Spa Creek Waterfront Pool & Parking
10.2 mi from Shady Side
Vacation Home in Annapolis MDUS flag
10
Excellent
$
+4
Info
Categories
Outdoor Pool
Pool
Outdoor Pool
Free Wi-Fi
Spa Creek Condo Pool Deck & Parking main photo
Spa Creek Condo Pool Deck & Parking
10.2 mi from Shady Side
Apartment in Annapolis MDUS flag
0.0
$
+4
Info
Categories
Outdoor Pool
Pool
Outdoor Pool
Free Wi-Fi
Sailboat Experience in Annapolis main photo
Sailboat Experience in Annapolis
10.4 mi from Shady Side
Boat in Annapolis MDUS flag
8.8
Excellent
$
+4
Info
Categories
Outdoor Pool
Pool
Outdoor Pool
Dog Friendly
Sonesta ES Suites Annapolis main photo
Sonesta ES Suites Annapolis
10.6 mi from Shady Side
Hotel in Annapolis MDUS flag
8.6
Very Good
From $125
$
+4
Outdoor Pool
AI-generatedThe hotel features an outdoor pool for guests to enjoy. It offers a pleasant amenity for relaxation and leisure activities.
Hilton Garden Inn Annapolis main photo
Hilton Garden Inn Annapolis
10.7 mi from Shady Side
Hotel in Annapolis MDUS flag
7.4
Good
From $126
$
+4
Outdoor Pool
AI-generatedGuests can enjoy an outdoor pool at this hotel. It provides a pleasant setting for leisure and swimming.
Hampton Inn & Suites Annapolis main photo
Hampton Inn & Suites Annapolis
10.7 mi from Shady Side
Hotel in Annapolis MDUS flag
7.2
Good
From $135
$
+4
Outdoor Pool
AI-generatedThis hotel offers an outdoor pool for its guests. It is a suitable choice for travelers seeking hotel accommodations with an outdoor swimming option.
Lighthouse Haven main photo
Lighthouse Haven
10.9 mi from Shady Side
Vacation Home in Stevensville MDUS flag
0.0
$
+4
Info
Categories
Outdoor Pool
Pool
Outdoor Pool
Free Wi-Fi
*Additional taxes or fees may apply. Please check the final price before completing your booking.Showing 1-20 out of 93 hotels in and around Shady Side
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