Holiday rentals near Maryland Live Casino
We found 1,708 holiday rentals — enter your dates for availability
Scroll through and discover holiday rentals within easy reach of Maryland Live Casino that can be your home away from home. Whether you’re travelling with friends, family or just with your pet, holiday homes have the amenities that you expect for your stay, which might include cable TV and a washer and dryer. You'll be sure to find a property to rent to meet everyone's needs, including places that are non-smoking or accessible.
Holiday rentals with weekly discounts - Maryland Live Casino
Showing deals for:14 Nov - 21 Nov
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
12% off
Price is AU$4,829
AU$4,829
AU$690 nightly
Includes taxes & fees
Image gallery for Convenient and Spacious.Silver Spring/ DC
9.09.0 out of 10 rating
Wonderful
(6 reviews)
Convenient and Spacious.Silver Spring/ DC
Silver Spring, MD
8% off
Price is AU$2,885
AU$2,885
AU$412 nightly
Includes taxes & fees
Image gallery for Waterfront Annapolis w/swimming pool & pier -July 20-26 available
1010 out of 10 rating
Exceptional
(47 reviews)
Waterfront Annapolis w/swimming pool & pier -July 20-26 available
Annapolis, MD
14% off
Price is AU$5,036
AU$5,036
AU$719 nightly
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 AU$8,170
AU$8,170
AU$1,167 nightly
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
8% off
Price is AU$5,406
AU$5,406
AU$772 nightly
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
18% off
Price is AU$4,067
AU$4,067
AU$581 nightly
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
12% off
Price is AU$9,282
AU$9,282
AU$1,326 nightly
Includes taxes & fees
Image gallery for Welcome to our newly built house
9.89.8 out of 10 rating
Exceptional
(8 reviews)
Welcome to our newly built house
Glen Burnie, MD
8% off
Price is AU$4,501
AU$4,501
AU$643 nightly
Includes taxes & fees
Image gallery for Newly Updated EV Charger Ready Peaceful Home in Annapolis
8.88.8 out of 10 rating
Excellent
(5 reviews)
Newly Updated EV Charger Ready Peaceful Home in Annapolis
Annapolis, MD
12% off
Price is AU$2,750
AU$2,750
AU$393 nightly
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 AU$4,821
AU$4,821
AU$689 nightly
Includes taxes & fees
Image gallery for Chesapeake Cottages- 2 Quaint Waterfront Retreats
9.69.6 out of 10 rating
Exceptional
(22 reviews)
Chesapeake Cottages- 2 Quaint Waterfront Retreats
Pasadena, MD
8% off
Price is AU$5,370
AU$5,370
AU$767 nightly
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 AU$14,656
AU$14,656
AU$2,094 nightly
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 AU$1,828
AU$1,828
AU$261 nightly
Includes taxes & fees
Image gallery for Gorgeous Annapolis Area Waterfront Home!
1010 out of 10 rating
Exceptional
(93 reviews)
Gorgeous Annapolis Area Waterfront Home!
Severna Park, MD
8% off
Price is AU$6,618
AU$6,618
AU$945 nightly
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
25% off
Price is AU$4,384
AU$4,384
AU$626 nightly
Includes taxes & fees
Image gallery for Eastport Cottage with Waterview - Minutes from Downtown Annapolis and USNA
9.89.8 out of 10 rating
Exceptional
(56 reviews)
Eastport Cottage with Waterview - Minutes from Downtown Annapolis and USNA
Annapolis, MD
8% off
Price is AU$2,781
AU$2,781
AU$397 nightly
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
8% off
Price is AU$7,319
AU$7,319
AU$1,046 nightly
Includes taxes & fees
Image gallery for The Santi Paradise
1010 out of 10 rating
Exceptional
(16 reviews)
The Santi Paradise
Glen Burnie, MD
8% off
Price is AU$8,666
AU$8,666
AU$1,238 nightly
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 AU$6,608
AU$6,608
AU$944 nightly
Includes taxes & fees
Image gallery for Creek-Side Bliss: Unwind and Create Lasting Memories at Our Beautiful Retreat
1010 out of 10 rating
Exceptional
(11 reviews)
Creek-Side Bliss: Unwind and Create Lasting Memories at Our Beautiful Retreat
Pasadena, MD
8% off
Price is AU$7,874
AU$7,874
AU$1,125 nightly
Includes taxes & fees
Image gallery for Rock Creek Cottage, Waterfront, Serene Views
1010 out of 10 rating
Exceptional
(6 reviews)
Rock Creek Cottage, Waterfront, Serene Views
Pasadena, MD
8% off
Price is AU$3,053
AU$3,053
AU$436 nightly
Includes taxes & fees
Image gallery for Waterfront Apartment with Fantastic Views
1010 out of 10 rating
Exceptional
(162 reviews)
Waterfront Apartment with Fantastic Views
Pasadena, MD
17% off
Price is AU$2,158
AU$2,158
AU$308 nightly
Includes taxes & fees
Image gallery for 421 Irie: Simply Charming 2 Story COTTAGE!! Private Pool!! 1 Off Street Parking!
1010 out of 10 rating
Exceptional
(114 reviews)
421 Irie: Simply Charming 2 Story COTTAGE!! Private Pool!! 1 Off Street Parking!
Annapolis, MD
8% off
Price is AU$5,513
AU$5,513
AU$788 nightly
Includes taxes & fees
Image gallery for 6 Mi to Inner Harbor - Family Home w/ Fenced Yard!
1010 out of 10 rating
Exceptional
(15 reviews)
6 Mi to Inner Harbor - Family Home w/ Fenced Yard!
Baltimore, MD
12% off
Price is AU$2,501
AU$2,501
AU$357 nightly
Includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - Maryland Live Casino
Stylish 3BD 2BA Rancher Near BWI, FT Meade, Live Casino, Baltimore!
Sleeps 8 · 3 bedrooms · 2 bathrooms
8.48.4 out of 10
Very goodvery good
7 reviews(7 reviews)
Baltimore Adventure Awaits! Prime Location, Pets Allowed, Fully Kitchen!
Sleeps 2 · 1 bedroom · 1 bathroom
8.08.0 out of 10
Very goodvery good
2 reviews(2 reviews)
Your Home Base for Exploring Charm City! Fully-equipped Kitchen, Pets Allowed!
Sleeps 2 · 1 bedroom · 1 bathroom
7.27.2 out of 10
Goodgood
12 reviews(12 reviews)
Lower Level Loft - Adorable Studio Apt. Near BWI
Sleeps 3 · 1 bedroom · 1 bathroom
9.49.4 out of 10
Exceptionalexceptional
12 reviews(12 reviews)
One-Acre Hideaway | Cozy Retreat with Fire Pit
Sleeps 6 · 2 bedrooms · 1 bathroom
9.29.2 out of 10
Wonderfulwonderful
Private Dock, Spacious Deck & Dog-Friendly Yard
Sleeps 10 · 3 bedrooms · 2+ bathrooms
8.08.0 out of 10
Very goodvery good
1 review(1 review)
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