
Holiday rentals near Annapolis Mall Shopping Center
We found 659 holiday rentals — enter your dates for availability
Select the perfect holiday home that's close to Annapolis Mall Shopping Center. Holiday rentals offer the amenities that you expect for you and your friends, family or even pets, such as cable TV and a washer and dryer. You'll be sure to find a property to rent that has what everyone needs, including options that are accessible or non-smoking.
Holiday rentals with weekly discounts - Annapolis Mall Shopping Center
Showing deals for:14 Nov - 21 Nov
Image gallery for Edgewater/Mayo Gateaway w/ Hot Tub

9.89.8 out of 10 rating
Exceptional
(21 reviews)
Edgewater/Mayo Gateaway w/ Hot Tub
Edgewater, MD
7% off
Price is £2,822
£2,822
£403 per night
includes taxes & fees
Image gallery for NEW LISTING! Waterfront cottage, hot tub, fire pit, gated community, pier, kayak

9.89.8 out of 10 rating
Exceptional
(29 reviews)
NEW LISTING! Waterfront cottage, hot tub, fire pit, gated community, pier, kayak
Annapolis, MD
11% off
Price is £2,402
£2,402
£343 per night
includes taxes & fees
Image gallery for Rare find! Chic cottage, salt water heated pool May 15-Oct15.

1010 out of 10 rating
Exceptional
(52 reviews)
Rare find! Chic cottage, salt water heated pool May 15-Oct15.
Arnold, MD
12% off
Price is £4,533
£4,533
£648 per night
includes taxes & fees
Image gallery for Waterfront Annapolis w/swimming pool & pier -July 20-26 available

1010 out of 10 rating
Exceptional
(46 reviews)
Waterfront Annapolis w/swimming pool & pier -July 20-26 available
Annapolis, MD
14% off
Price is £2,503
£2,503
£358 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 £6,302
£6,302
£900 per night
includes taxes & fees
Image gallery for Quiet Relaxing Waterfront Suisse Chalet

9.69.6 out of 10 rating
Exceptional
(76 reviews)
Quiet Relaxing Waterfront Suisse Chalet
Annapolis, MD
11% off
Price is £2,223
£2,223
£318 per night
includes taxes & fees
Image gallery for Annapolis Entertainment Complex

1010 out of 10 rating
Exceptional
(90 reviews)
Annapolis Entertainment Complex
Arnold, MD
8% off
Price is £4,075
£4,075
£582 per night
includes taxes & fees
Image gallery for Excellent Location, Super Clean, Super Spacious, Near Bay & Downtown Annapolis

9.89.8 out of 10 rating
Exceptional
(32 reviews)
Excellent Location, Super Clean, Super Spacious, Near Bay & Downtown Annapolis
Annapolis, MD
11% off
Price is £4,681
£4,681
£669 per night
includes taxes & fees
Image gallery for Adjacent to Annapolis~ by beach, 25 acre park next door & TV shows filmed here!

9.89.8 out of 10 rating
Exceptional
(95 reviews)
Adjacent to Annapolis~ by beach, 25 acre park next door & TV shows filmed here!
Edgewater, MD
7% off
Price is £2,710
£2,710
£387 per night
includes taxes & fees
Image gallery for New Loft w/South River view from treehouse deck!

1010 out of 10 rating
Exceptional
(22 reviews)
New Loft w/South River view from treehouse deck!
Riva, MD
15% off
Price is £890
£890
£127 per night
includes taxes & fees
Image gallery for Secluded Cozy Cottage in Historic Downtown

9.49.4 out of 10 rating
Exceptional
(13 reviews)
Secluded Cozy Cottage in Historic Downtown
Annapolis, MD
24% off
Price is £2,172
£2,172
£310 per night
includes taxes & fees
Image gallery for Close to US Naval Academy, downtown Annapolis, Maryland Live Casino, BWI Airport

1010 out of 10 rating
Exceptional
(22 reviews)
Close to US Naval Academy, downtown Annapolis, Maryland Live Casino, BWI Airport
Severna Park, MD
7% off
Price is £2,397
£2,397
£342 per night
includes taxes & fees
Image gallery for Annapolis waterfront "tiny house" in garden setting

1010 out of 10 rating
Exceptional
(236 reviews)
Annapolis waterfront "tiny house" in garden setting
Annapolis, MD
8% off
Price is £918
£918
£131 per night
includes taxes & fees
Image gallery for West Annapolis Cottage

1010 out of 10 rating
Exceptional
(34 reviews)
West Annapolis Cottage
Annapolis, MD
7% off
Price is £5,602
£5,602
£800 per night
includes taxes & fees
Image gallery for Mins to Annap; Luxury Townhome

1010 out of 10 rating
Exceptional
(5 reviews)
Mins to Annap; Luxury Townhome
Arnold, MD
7% off
Price is £3,733
£3,733
£533 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
15% off
Price is £4,593
£4,593
£656 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
11% off
Price is £3,002
£3,002
£429 per night
includes taxes & fees
Image gallery for Waterfront Architectural Masterpiece with private dockage available.

1010 out of 10 rating
Exceptional
(11 reviews)
Waterfront Architectural Masterpiece with private dockage available.
Annapolis, MD
12% off
Price is £7,396
£7,396
£1,057 per night
includes taxes & fees
Image gallery for Charming Annapolis Beach Cottage by the Bay with Hot Tub, Gourmet Kitchen & Pier

1010 out of 10 rating
Exceptional
(9 reviews)
Charming Annapolis Beach Cottage by the Bay with Hot Tub, Gourmet Kitchen & Pier
Annapolis, MD
8% off
Price is £3,125
£3,125
£446 per night
includes taxes & fees
Image gallery for Charming Home located minutes from the Naval Academy and Downtown Annapolis

9.49.4 out of 10 rating
Exceptional
(10 reviews)
Charming Home located minutes from the Naval Academy and Downtown Annapolis
Annapolis, MD
7% off
Price is £3,254
£3,254
£465 per night
includes taxes & fees
Image gallery for Sailor's Retreat! Perfect home for the getaway weekend. Best location!

1010 out of 10 rating
Exceptional
(21 reviews)
Sailor's Retreat! Perfect home for the getaway weekend. Best location!
Annapolis, MD
7% off
Price is £3,674
£3,674
£525 per night
includes taxes & fees
Image gallery for NEW Charming Historic Home <.75mile to Navy Stadium, 1mile to USNA and Downtown

9.89.8 out of 10 rating
Exceptional
(7 reviews)
NEW Charming Historic Home <.75mile to Navy Stadium, 1mile to USNA and Downtown
Annapolis, MD
12% off
Price is £3,239
£3,239
£463 per night
includes taxes & fees
Image gallery for Annapolis Charm - Waterfront Private Fishing Dock Pier Near Beach - Navy Academy

9.89.8 out of 10 rating
Exceptional
(22 reviews)
Annapolis Charm - Waterfront Private Fishing Dock Pier Near Beach - Navy Academy
Annapolis, MD
8% off
Price is £2,845
£2,845
£406 per night
includes taxes & fees
Image gallery for Edgewater's Shelby on the Bay

9.29.2 out of 10 rating
Wonderful
(5 reviews)
Edgewater's Shelby on the Bay
Edgewater, MD
7% off
Price is £2,624
£2,624
£375 per night
includes taxes & fees
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Find the best place to stay - Annapolis Mall Shopping Center
Turning Point on The Little Magothy- Large Private Estate, sleeps 18 Comfortably
Sleeps 18 · 6 bedrooms · 4 bathrooms
1010 out of 10
Exceptionalexceptional
31 reviews(31 reviews)
Waterfront Oasis of Annapolis Star
Sleeps 4 · 1 bedroom
1010 out of 10
Exceptionalexceptional
75 reviews(75 reviews)
Island Life! Kent Island Waterfront with Pool-Bring your boat!
Sleeps 12 · 3 bedrooms · 2+ bathrooms
1010 out of 10
Exceptionalexceptional
195 reviews(195 reviews)
Waterfront Getaway, Dock Your Boat & Play!
Sleeps 6 · 1 bedroom · 1 bathroom
1010 out of 10
Exceptionalexceptional
2 reviews(2 reviews)
NEW! Commissioning Weeks open!!Spacious lux home downtown Annapolis at Main St.
Sleeps 16 · 6 bedrooms · 4+ bathrooms
9.49.4 out of 10
Exceptionalexceptional
11 reviews(11 reviews)
Floating 2 bed 2 bath condo stunning views of the bay
Sleeps 8 · 2 bedrooms · 2 bathrooms
6.86.8 out of 10
5 reviews(5 reviews)
Top rated rentals - Annapolis Mall Shopping Center
Enjoyed our time in Annapolis
1010 out of 10
Exceptionalexceptional
228 reviews(228 reviews)
John's place is in a great location and we enjoyed our time a lot!
Ori B.
Stayed Jun 2024
Fabulous! Loved our stay!
1010 out of 10
Exceptionalexceptional
114 reviews(114 reviews)
My husband, two boys and I stayed for nearly two weeks in August and had the BEST time. The house is super cute and very comfortable with all the things you need - including comfortable beds! Eastport is also super cute and has lots you can walk to. We loved Carrol's Creek restaurant, and we had one of the best meals/date nights ever at the Chart House with a stunning sunset and excellent food. The kids loved the pool (which is a nice big size!) and parasailing (we used Z Flight). Liz the owner is incredibly nice and helpful. Other stuff: towels for the pool are provided, there are two large TVs with Netflix, etc, cooking pans and stuff are all great. Take the water taxi into town at least once if you have kids, ours loved it. And if you have a car, go to Quiet Waters Park... there is a big playground and water activities there too. We totally recommend - 5 stars!
Audra W.
Stayed Aug 2023
A charming little hideaway
1010 out of 10
Exceptionalexceptional
236 reviews(236 reviews)
A wonderful place to stay for a forest and creek experience, yet close to historic Annapolis.
Sarah A.
Stayed Aug 2018
- 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, pools, gardens and more
- More for lessMore space, more privacy, more amenities — more value