Vacation rentals near Westfield Annapolis Mall
We found 659 vacation rentals — enter your dates for availability
Discover a selection of vacation rentals near Westfield Annapolis Mall that provide the perfect home base for your trip. Whether you’re traveling with friends, family, or just with your pet, vacation homes have the best amenities for spending time at your vacation home, including air conditioning and cable TV. You'll be able to choose a rental for everyone's needs, including options that are accessible or non-smoking.
Vacation rentals with weekly discounts - Westfield Annapolis Mall
Showing deals for:Nov 14 - Nov 21
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
10% off
Price is CA $508
CA $508
CA $5,119 total
CA $5,119 total
includes taxes & fees
Image gallery for New Waterfront Home near Annapolis, MD
1010 out of 10 rating
Exceptional
(32 reviews)
New Waterfront Home near Annapolis, MD
Galesville, MD
5% off
Price is CA $2,216
CA $2,216
CA $19,391 total
CA $19,391 total
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
15% off
Price is CA $459
CA $459
CA $4,338 total
CA $4,338 total
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
15% off
Price is CA $926
CA $926
CA $8,087 total
CA $8,087 total
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
18% off
Price is CA $474
CA $474
CA $4,525 total
CA $4,525 total
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
10% off
Price is CA $1,053
CA $1,053
CA $11,135 total
CA $11,135 total
includes taxes & fees
Image gallery for Annapolis Waterfront Oasis with Pool, Hot Tub & Piers with L2 EV Charger
1010 out of 10 rating
Exceptional
(7 reviews)
Annapolis Waterfront Oasis with Pool, Hot Tub & Piers with L2 EV Charger
Annapolis, MD
5% off
Price is CA $1,755
CA $1,755
CA $15,514 total
CA $15,514 total
includes taxes & fees
Image gallery for Annapolis Garden Suite
1010 out of 10 rating
Exceptional
(7 reviews)
Annapolis Garden Suite
Annapolis, MD
5% off
Price is CA $308
CA $308
CA $2,854 total
CA $2,854 total
includes taxes & fees
Image gallery for Stylish Midcentury Ranch Pet-Friendly Home Just 1.5 Miles from Navy Stadium One-Level Living
9.89.8 out of 10 rating
Exceptional
(37 reviews)
Stylish Midcentury Ranch Pet-Friendly Home Just 1.5 Miles from Navy Stadium One-Level Living
Annapolis, MD
5% off
Price is CA $545
CA $545
CA $5,224 total
CA $5,224 total
includes taxes & fees
Image gallery for Walkable Eastport Home with Firepit, Porch & Fenced-in Yard
1010 out of 10 rating
Exceptional
(36 reviews)
Walkable Eastport Home with Firepit, Porch & Fenced-in Yard
Annapolis, MD
6% off
Price is CA $511
CA $511
CA $4,742 total
CA $4,742 total
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
14% off
Price is CA $412
CA $412
CA $4,031 total
CA $4,031 total
includes taxes & fees
Image gallery for Annapolis Entertainment Complex
1010 out of 10 rating
Exceptional
(90 reviews)
Annapolis Entertainment Complex
Arnold, MD
10% off
Price is CA $805
CA $805
CA $7,300 total
CA $7,300 total
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
15% off
Price is CA $885
CA $885
CA $8,249 total
CA $8,249 total
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
10% off
Price is CA $516
CA $516
CA $4,895 total
CA $4,895 total
includes taxes & fees
Image gallery for Ahoy! Game Room, Screened Porch, Yard Mins to DTA
9.89.8 out of 10 rating
Exceptional
(16 reviews)
Ahoy! Game Room, Screened Porch, Yard Mins to DTA
Annapolis, MD
5% off
Price is CA $620
CA $620
CA $5,875 total
CA $5,875 total
includes taxes & fees
Image gallery for Corner House - Cozy Five Star 2 Bedroom Suite. Downtown and Stadium. Parking!
1010 out of 10 rating
Exceptional
(18 reviews)
Corner House - Cozy Five Star 2 Bedroom Suite. Downtown and Stadium. Parking!
Annapolis, MD
5% off
Price is CA $522
CA $522
CA $4,694 total
CA $4,694 total
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
20% off
Price is CA $163
CA $163
CA $1,601 total
CA $1,601 total
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
30% off
Price is CA $427
CA $427
CA $3,935 total
CA $3,935 total
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
10% off
Price is CA $446
CA $446
CA $4,329 total
CA $4,329 total
includes taxes & fees
Image gallery for Stay mins to downtown in sunny fenced-in backyard in waterfront community Pet-friendly
1010 out of 10 rating
Exceptional
(6 reviews)
Stay mins to downtown in sunny fenced-in backyard in waterfront community Pet-friendly
Arnold, MD
5% off
Price is CA $548
CA $548
CA $5,209 total
CA $5,209 total
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
10% off
Price is CA $186
CA $186
CA $1,633 total
CA $1,633 total
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
10% off
Price is CA $703
CA $703
CA $6,709 total
CA $6,709 total
includes taxes & fees
Image gallery for West Annapolis Cottage
1010 out of 10 rating
Exceptional
(34 reviews)
West Annapolis Cottage
Annapolis, MD
10% off
Price is CA $1,072
CA $1,072
CA $9,928 total
CA $9,928 total
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
20% off
Price is CA $882
CA $882
CA $8,135 total
CA $8,135 total
includes taxes & fees
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Find the best place to stay - Westfield Annapolis Mall
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 - Westfield Annapolis Mall
Fantastic Location with the surprise to be on the water
1010 out of 10
Exceptionalexceptional
236 reviews(236 reviews)
Highly recommend
1010 out of 10
Exceptionalexceptional
212 reviews(212 reviews)
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, yards and more
More for lessMore space, more privacy, more amenities — more value