Holiday rentals near Hollywood Casino
We found 313 holiday rentals — enter your dates for availability
If you are looking to stay near Hollywood Casino, scroll through and discover holiday rentals to find the perfect home base for your trip. Whether you're staying in a holiday rental with a group or just with your pet, you'll have the amenities that you expect and more, which might include Wi-Fi and a washer and dryer. You're 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 - Hollywood Casino
Showing deals for:14 Nov - 21 Nov
Image gallery for Relax in the woods with your own private pool - 4 BR house that sleeps up to 12.
9.69.6 out of 10 rating
Exceptional
(5 reviews)
Relax in the woods with your own private pool - 4 BR house that sleeps up to 12.
Havre De Grace, MD
16% off
Price is S$8,304
S$8,304
S$1,186 nightly
Includes taxes & fees
Image gallery for Waterfront: Panoramic Views/ Pickleball coming soon/Hot Tub/ Pool/Sleeps 16
9.69.6 out of 10 rating
Exceptional
(164 reviews)
Waterfront: Panoramic Views/ Pickleball coming soon/Hot Tub/ Pool/Sleeps 16
Elkton, MD
8% off
Price is S$15,845
S$15,845
S$2,264 nightly
Includes taxes & fees
Image gallery for Water View House in Charlestown, MD
1010 out of 10 rating
Exceptional
(44 reviews)
Water View House in Charlestown, MD
Charlestown, MD
8% off
Price is S$3,574
S$3,574
S$511 nightly
Includes taxes & fees
Image gallery for A European styled retreat on Marylands Eastern Shore with Private pool
9.89.8 out of 10 rating
Exceptional
(77 reviews)
A European styled retreat on Marylands Eastern Shore with Private pool
Warwick, MD
8% off
Price is S$2,995
S$2,995
S$428 nightly
Includes taxes & fees
Image gallery for Peaceful Pines Hideaway
9.69.6 out of 10 rating
Exceptional
(8 reviews)
Peaceful Pines Hideaway
Nottingham, PA
11% off
Price is S$3,009
S$3,009
S$430 nightly
Includes taxes & fees
Image gallery for Vintage Waterfront Cottage with Stunning Sunsets
1010 out of 10 rating
Exceptional
(5 reviews)
Vintage Waterfront Cottage with Stunning Sunsets
North East, MD
8% off
Price is S$3,433
S$3,433
S$490 nightly
Includes taxes & fees
Image gallery for Private Waterfront Estate with Pool, Private Beach and Dock
9.69.6 out of 10 rating
Exceptional
(10 reviews)
Private Waterfront Estate with Pool, Private Beach and Dock
Earleville, MD
8% off
Price is S$20,059
S$20,059
S$2,866 nightly
Includes taxes & fees
Image gallery for Rustic Chic Cabin In Southern Chester County PA
9.89.8 out of 10 rating
Exceptional
(79 reviews)
Rustic Chic Cabin In Southern Chester County PA
Oxford, PA
8% off
Price is S$4,637
S$4,637
S$662 nightly
Includes taxes & fees
Image gallery for Pool House by the North East River
1010 out of 10 rating
Exceptional
(21 reviews)
Pool House by the North East River
Charlestown, MD
8% off
Price is S$4,117
S$4,117
S$588 nightly
Includes taxes & fees
Image gallery for Winery & Vineyard Loft with 1000+ acres of hiking. Farm with Goats & Horses
9.89.8 out of 10 rating
Exceptional
(8 reviews)
Winery & Vineyard Loft with 1000+ acres of hiking. Farm with Goats & Horses
Nottingham, PA
8% off
Price is S$1,794
S$1,794
S$256 nightly
Includes taxes & fees
Image gallery for 5-bedroom vacation home 5 minutes from historic Charlestown
9.89.8 out of 10 rating
Exceptional
(142 reviews)
5-bedroom vacation home 5 minutes from historic Charlestown
Perryville, MD
8% off
Price is S$3,918
S$3,918
S$560 nightly
Includes taxes & fees
Image gallery for Waterfront House on the Upper Chesapeake Bay
9.69.6 out of 10 rating
Exceptional
(7 reviews)
Waterfront House on the Upper Chesapeake Bay
Elkton, MD
8% off
Price is S$2,058
S$2,058
S$294 nightly
Includes taxes & fees
Image gallery for Cozy studio in charming Elkton with AC and WiFi included. 3 miles from Fair Hill
9.69.6 out of 10 rating
Exceptional
(5 reviews)
Cozy studio in charming Elkton with AC and WiFi included. 3 miles from Fair Hill
Elkton, MD
9% off
Price is S$1,157
S$1,157
S$165 nightly
Includes taxes & fees
Image gallery for Exceptional River Front Family Retreat! - Dock, Private Beach & Bungalows
1010 out of 10 rating
Exceptional
(56 reviews)
Exceptional River Front Family Retreat! - Dock, Private Beach & Bungalows
Chesapeake City, MD
8% off
Price is S$8,373
S$8,373
S$1,196 nightly
Includes taxes & fees
Image gallery for Waterfront house with amazing views. Top of the Chesapeake
1010 out of 10 rating
Exceptional
(100 reviews)
Waterfront house with amazing views. Top of the Chesapeake
Perryville, MD
8% off
Price is S$4,196
S$4,196
S$599 nightly
Includes taxes & fees
Image gallery for Apartment over the garage, deep in the quiet woods, 2br.
9.89.8 out of 10 rating
Exceptional
(15 reviews)
Apartment over the garage, deep in the quiet woods, 2br.
Forest Hill, MD
8% off
Price is S$1,513
S$1,513
S$216 nightly
Includes taxes & fees
Image gallery for The Chalet is located in the woods of a gated property with a covered porch.
9.49.4 out of 10 rating
Exceptional
(22 reviews)
The Chalet is located in the woods of a gated property with a covered porch.
Darlington, MD
18% off
Price is S$1,614
S$1,614
S$231 nightly
Includes taxes & fees
Image gallery for Thunder Hill Retreat - Spacious/Deck/Hot tub
1010 out of 10 rating
Exceptional
(14 reviews)
Thunder Hill Retreat - Spacious/Deck/Hot tub
Lincoln University, PA
16% off
Price is S$3,708
S$3,708
S$530 nightly
Includes taxes & fees
Image gallery for Historic Creekside Home - 2br 2.5ba - Downtown North East
1010 out of 10 rating
Exceptional
(31 reviews)
Historic Creekside Home - 2br 2.5ba - Downtown North East
North East, MD
6% off
Price is S$1,987
S$1,987
S$284 nightly
Includes taxes & fees
Image gallery for Amazing Waterfront Home on the Bush River
9.89.8 out of 10 rating
Exceptional
(22 reviews)
Amazing Waterfront Home on the Bush River
Edgewood, MD
22% off
Price is S$7,197
S$7,197
S$1,028 nightly
Includes taxes & fees
Image gallery for BEACH WITHOUT THE BUSTLE
1010 out of 10 rating
Exceptional
(33 reviews)
BEACH WITHOUT THE BUSTLE
Betterton, MD
8% off
Price is S$1,869
S$1,869
S$267 nightly
Includes taxes & fees
Image gallery for Life is better at the RIVER!--Cozy waterfront cottage
1010 out of 10 rating
Exceptional
(106 reviews)
Life is better at the RIVER!--Cozy waterfront cottage
Galena, MD
8% off
Price is S$1,967
S$1,967
S$281 nightly
Includes taxes & fees
Image gallery for Studio in Charlestown, MD
9.89.8 out of 10 rating
Exceptional
(6 reviews)
Studio in Charlestown, MD
Charlestown, MD
8% off
Price is S$2,031
S$2,031
S$290 nightly
Includes taxes & fees
Image gallery for Ruby's Sea Glass Cottage near Betterton Beach
1010 out of 10 rating
Exceptional
(28 reviews)
Ruby's Sea Glass Cottage near Betterton Beach
Betterton, MD
8% off
Price is S$2,359
S$2,359
S$337 nightly
Includes taxes & fees
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Find the best place to stay - Hollywood Casino
Fully Equipped Docked Houseboat at Log Pond Marina in Havre de Grace, MD.
Sleeps 8 · 4 bedrooms · 2 bathrooms
9.49.4 out of 10
Exceptionalexceptional
30 reviews(30 reviews)
3 Affordable Rooms w/ Complimentary Breakfast & Close Proximity to I-95
Sleeps 12 · 3 bedrooms · 3 bathrooms
3 Affordable Edgewood Rooms w/ Complimentary Breakfast & Easy I-95 Access
Sleeps 12 · 3 bedrooms · 3 bathrooms
Winery & Vineyard Mill with 1000+ acres of hiking. Farm with Goats & Horses
Sleeps 6 · 2 bedrooms · 1 bathroom
9.29.2 out of 10
Wonderfulwonderful
5 reviews(5 reviews)
Historic Chesapeake City Stay
Sleeps 2 · 1 bedroom · 1 bathroom
9.09.0 out of 10
Wonderfulwonderful
11 reviews(11 reviews)
Upper Chesapeake Getaway - Newly Renovated
Sleeps 8 · 3 bedrooms · 1+ bathroom
9.89.8 out of 10
Exceptionalexceptional
17 reviews(17 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, gardens and more
More for lessMore space, more privacy, more amenities — more value