
Holiday rentals near Shadyside Park
We found 566 holiday rentals — enter your dates for availability
Take a look at private holiday rentals within easy reach of Shadyside Park that can be your home away from home. Whether you're travelling with your children and pets, with friends or just your children, holiday rentals have the amenities that you need and want for your stay, which might include a garden and Wi-Fi. Whatever you're looking for, you'll be able to choose a property to rent that has what everyone needs, including a place that is accessible or non-smoking.
Holiday rentals with weekly discounts - Shadyside Park
Showing deals for:10 Oct - 17 Oct
Image gallery for Spacious 4 Bedroom Home w/ Hot Tub

9.89.8 out of 10 rating
Exceptional
(19 reviews)
Spacious 4 Bedroom Home w/ Hot Tub
Edgewater, MD
7% off
Price is NZ$8,977
NZ$8,977
NZ$1,282 per night
includes taxes & fees
Image gallery for Bay views with kayaks, bikes, fire pit, crabbing and more

9.69.6 out of 10 rating
Exceptional
(21 reviews)
Bay views with kayaks, bikes, fire pit, crabbing and more
Shady Side, MD
33% off
Price is NZ$4,198
NZ$4,198
NZ$600 per night
includes taxes & fees
Image gallery for Annapolis Area Private, 3 Bedroom Pool, Jacuzzi & Sauna & Casino-Like Game Room

9.69.6 out of 10 rating
Exceptional
(33 reviews)
Annapolis Area Private, 3 Bedroom Pool, Jacuzzi & Sauna & Casino-Like Game Room
Davidsonville, MD
7% off
Price is NZ$13,808
NZ$13,808
NZ$1,973 per night
includes taxes & fees
Image gallery for Charming Annapolis WaterVIEW Home

9.69.6 out of 10 rating
Exceptional
(51 reviews)
Charming Annapolis WaterVIEW Home
Annapolis, MD
8% off
Price is NZ$6,779
NZ$6,779
NZ$968 per night
includes taxes & fees
Image gallery for Spacious 6-bedroom country house on the water in beautiful Shady Side with WiFi

1010 out of 10 rating
Exceptional
(6 reviews)
Spacious 6-bedroom country house on the water in beautiful Shady Side with WiFi
Shady Side, MD
8% off
Price is NZ$14,642
NZ$14,642
NZ$2,092 per night
includes taxes & fees
Image gallery for Captain's Retreat! Newly Renovated - few steps from the beach!

9.89.8 out of 10 rating
Exceptional
(17 reviews)
Captain's Retreat! Newly Renovated - few steps from the beach!
Annapolis, MD
16% off
Price is NZ$12,364
NZ$12,364
NZ$1,766 per night
includes taxes & fees
Image gallery for Modern Bay Dream

1010 out of 10 rating
Exceptional
(15 reviews)
Modern Bay Dream
Deale, MD
8% off
Price is NZ$6,368
NZ$6,368
NZ$910 per night
includes taxes & fees
Image gallery for Water Views - Close to Downtown Annapolis

1010 out of 10 rating
Exceptional
(45 reviews)
Water Views - Close to Downtown Annapolis
Annapolis, MD
12% off
Price is NZ$6,917
NZ$6,917
NZ$988 per night
includes taxes & fees
Image gallery for Walk to Bay, Family + Dog Friendly, Fenced Yard, Beach Passes - 3BD/2BA

9.89.8 out of 10 rating
Exceptional
(6 reviews)
Walk to Bay, Family + Dog Friendly, Fenced Yard, Beach Passes - 3BD/2BA
North Beach, MD
8% off
Price is NZ$3,099
NZ$3,099
NZ$443 per night
includes taxes & fees
Image gallery for Cute Bay Home/Fantastic View and Sandy Beach

9.49.4 out of 10 rating
Exceptional
(28 reviews)
Cute Bay Home/Fantastic View and Sandy Beach
Tracys Landing, MD
7% off
Price is NZ$3,611
NZ$3,611
NZ$516 per night
includes taxes & fees
Image gallery for Serene spot, West River dock, sunsets, the Bay, only 40 min from Alexandria, DC.

9.89.8 out of 10 rating
Exceptional
(38 reviews)
Serene spot, West River dock, sunsets, the Bay, only 40 min from Alexandria, DC.
West River, MD
12% off
Price is NZ$2,126
NZ$2,126
NZ$304 per night
includes taxes & fees
Image gallery for Cute bungalow blocks to Stadium

1010 out of 10 rating
Exceptional
(5 reviews)
Cute bungalow blocks to Stadium
Annapolis, Maryland
8% off
Price is NZ$12,910
NZ$12,910
NZ$1,844 per night
includes taxes & fees
Image gallery for Cozy Annapolis Cottage

1010 out of 10 rating
Exceptional
(11 reviews)
Cozy Annapolis Cottage
Annapolis, MD
8% off
Price is NZ$6,947
NZ$6,947
NZ$992 per night
includes taxes & fees
Image gallery for Enchanting West River Retreat

1010 out of 10 rating
Exceptional
(8 reviews)
Enchanting West River Retreat
West River, MD
7% off
Price is NZ$5,427
NZ$5,427
NZ$775 per night
includes taxes & fees
Image gallery for Chesapeake Bay Getaway | New Waterfront With Private Pier | Near Annapolis /USNA

1010 out of 10 rating
Exceptional
(21 reviews)
Chesapeake Bay Getaway | New Waterfront With Private Pier | Near Annapolis /USNA
Edgewater, MD
8% off
Price is NZ$6,328
NZ$6,328
NZ$904 per night
includes taxes & fees
Image gallery for Riverview Retreat on Warehouse Creek - sleeps 6

1010 out of 10 rating
Exceptional
(23 reviews)
Riverview Retreat on Warehouse Creek - sleeps 6
Edgewater, MD
8% off
Price is NZ$7,563
NZ$7,563
NZ$1,080 per night
includes taxes & fees
Image gallery for Freshly renovated 3-story home 1 block from USNA!

9.89.8 out of 10 rating
Exceptional
(34 reviews)
Freshly renovated 3-story home 1 block from USNA!
Annapolis, Maryland
8% off
Price is NZ$15,112
NZ$15,112
NZ$2,159 per night
includes taxes & fees
Image gallery for Private Waterfront Home w/ Pier and 2+ Acres!

1010 out of 10 rating
Exceptional
(84 reviews)
Private Waterfront Home w/ Pier and 2+ Acres!
Deale, MD
8% off
Price is NZ$6,050
NZ$6,050
NZ$864 per night
includes taxes & fees
Image gallery for Waterfront, Private Beach, Peaceful Family Getaway

9.89.8 out of 10 rating
Exceptional
(54 reviews)
Waterfront, Private Beach, Peaceful Family Getaway
North Beach, MD
8% off
Price is NZ$5,004
NZ$5,004
NZ$715 per night
includes taxes & fees
Image gallery for Dog friendly! Next to Navy Stadium and DTA Shuttle!

1010 out of 10 rating
Exceptional
(7 reviews)
Dog friendly! Next to Navy Stadium and DTA Shuttle!
Annapolis, MD
12% off
Price is NZ$6,550
NZ$6,550
NZ$936 per night
includes taxes & fees
Image gallery for The Liberty House- Pristine Renovation with parking

1010 out of 10 rating
Exceptional
(42 reviews)
The Liberty House- Pristine Renovation with parking
Annapolis, MD
8% off
Price is NZ$6,465
NZ$6,465
NZ$924 per night
includes taxes & fees
Image gallery for ★ Midcentury Modern Getaway ★ Prime Location ★

1010 out of 10 rating
Exceptional
(33 reviews)
★ Midcentury Modern Getaway ★ Prime Location ★
Annapolis, MD
8% off
Price is NZ$13,113
NZ$13,113
NZ$1,873 per night
includes taxes & fees
Image gallery for Pristine Waterfront Home with Expansive Views.

1010 out of 10 rating
Exceptional
(24 reviews)
Pristine Waterfront Home with Expansive Views.
Deale, MD
8% off
Price is NZ$6,759
NZ$6,759
NZ$966 per night
includes taxes & fees
Image gallery for 3 BR Pet Friendly Beverly Beach Cottage

9.89.8 out of 10 rating
Exceptional
(7 reviews)
3 BR Pet Friendly Beverly Beach Cottage
Edgewater, MD
7% off
Price is NZ$5,459
NZ$5,459
NZ$780 per night
includes taxes & fees
Find spaces that suit your style
House
Condo/Apartment
Cabin
Cottage
Villa
Chalet
Find the best place to stay - Shadyside Park
Showing deals for: 10 Oct - 13 OctPeaceful 2-bedroom / 2-bathroom house with WiFi and AC in serene Shady Side
Sleeps 4 · 2 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
1 review(1 review)
The current price is NZ$1,424
NZ$1,424
for 3 nights, 1 home
NZ$475 per night
includes taxes & fees
Cozy Cottage by the Beach - Waterview<br>Minutes from Downtown Annapolis
Sleeps 4 · 2 bedrooms · 1 bathroom
1010 out of 10
Exceptionalexceptional
91 reviews(91 reviews)
The current price is NZ$1,951
NZ$1,951
for 3 nights, 1 home
NZ$650 per night
includes taxes & fees
Waterfront Camper with Dock
Sleeps 6 · 1 bedroom · 1 bathroom
1010 out of 10
Exceptionalexceptional
1 review(1 review)
The current price is NZ$3,988
NZ$3,988
for 3 nights, 1 home
NZ$1,329 per night
includes taxes & fees
Chesapeake Bay Cottage
Sleeps 8 · 3 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
80 reviews(80 reviews)
The current price is NZ$1,927
NZ$1,927
for 3 nights, 1 cottage
NZ$642 per night
includes taxes & fees
Zen Sunset Retreat on Waterfront at West River, MD
Sleeps 10 · 5 bedrooms · 4+ bathrooms
1010 out of 10
Exceptionalexceptional
2 reviews(2 reviews)
The current price is NZ$4,763
NZ$4,763
for 3 nights, 1 home
NZ$1,588 per night
includes taxes & fees
Large 4BR Retreat with Pool
Sleeps 12 · 4 bedrooms · 3 bathrooms
9.09.0 out of 10
Wonderfulwonderful
2 reviews(2 reviews)
The current price is NZ$4,801
NZ$4,801
for 3 nights, 1 home
NZ$1,600 per night
includes taxes & fees
- Peace of mindOur Book with Confidence guarantee gives you 24/7 support
- More quality timeFrom booking to staying, the whole process is simple and enjoyable
- All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
- More for lessMore space, more privacy, more amenities — more value