Holiday rentals near Chesapeake Hills Golf Course
We found 270 holiday rentals — enter your dates for availability
If you are looking to stay near Chesapeake Hills Golf Course, take a look at private 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 find the amenities that you need and want, which might include parking and a garden. You'll be able to choose a property to rent for everyone's needs, including options that are accessible or non-smoking.
Holiday rentals with weekly discounts - Chesapeake Hills Golf Course
Showing deals for:7 Nov - 14 Nov
Image gallery for New Island Home on the Chesapeake Bay Sunsets
1010 out of 10 rating
Exceptional
(7 reviews)
New Island Home on the Chesapeake Bay Sunsets
Church Creek, MD
8% off
Price is NZ$6,712
NZ$6,712
NZ$959 per night
includes taxes & fees
Image gallery for Alpaca Farm on Chesapeake Bay - 86 Private Acres, Heated Pool, Beach, 600' Pier
1010 out of 10 rating
Exceptional
(12 reviews)
Alpaca Farm on Chesapeake Bay - 86 Private Acres, Heated Pool, Beach, 600' Pier
Cambridge, MD
7% off
Price is NZ$18,857
NZ$18,857
NZ$2,694 per night
includes taxes & fees
Image gallery for Waterfront Family Retreat with gorgeous views and a large Deepwater Dock. 5' MLW
9.89.8 out of 10 rating
Exceptional
(129 reviews)
Waterfront Family Retreat with gorgeous views and a large Deepwater Dock. 5' MLW
Cambridge, MD
8% off
Price is NZ$5,503
NZ$5,503
NZ$786 per night
includes taxes & fees
Image gallery for Resort Style Country Living on the Patuxent River
1010 out of 10 rating
Exceptional
(14 reviews)
Resort Style Country Living on the Patuxent River
St. Leonard, MD
8% off
Price is NZ$23,001
NZ$23,001
NZ$3,286 per night
includes taxes & fees
Image gallery for Year-Round River Escape with Beach & Indoor Heated Pool, Hot Tub and more!
1010 out of 10 rating
Exceptional
(27 reviews)
Year-Round River Escape with Beach & Indoor Heated Pool, Hot Tub and more!
Hague, VA
8% off
Price is NZ$15,613
NZ$15,613
NZ$2,230 per night
includes taxes & fees
Image gallery for Cottage Located on the Patuxent River!
1010 out of 10 rating
Exceptional
(39 reviews)
Cottage Located on the Patuxent River!
Prince Frederick, MD
9% off
Price is NZ$3,681
NZ$3,681
NZ$526 per night
includes taxes & fees
Image gallery for CH Waterfront Home w/ Dock, Pool, Sandy Beach, Kayaks, 5BR/3.5BA Sleeps up to 16
9.49.4 out of 10 rating
Exceptional
(15 reviews)
CH Waterfront Home w/ Dock, Pool, Sandy Beach, Kayaks, 5BR/3.5BA Sleeps up to 16
Cambridge, MD
8% off
Price is NZ$14,842
NZ$14,842
NZ$2,120 per night
includes taxes & fees
Image gallery for Family and Pet-Friendly, Waterfront with Pier
1010 out of 10 rating
Exceptional
(253 reviews)
Family and Pet-Friendly, Waterfront with Pier
Cambridge, MD
8% off
Price is NZ$3,525
NZ$3,525
NZ$504 per night
includes taxes & fees
Image gallery for Beautiful Waterfront Retreat in Cambridge!
1010 out of 10 rating
Exceptional
(42 reviews)
Beautiful Waterfront Retreat in Cambridge!
Cambridge, MD
8% off
Price is NZ$3,671
NZ$3,671
NZ$524 per night
includes taxes & fees
Image gallery for Fish, kayak, bike, and more at this private serene 24-acre waterfront estate.
9.49.4 out of 10 rating
Exceptional
(6 reviews)
Fish, kayak, bike, and more at this private serene 24-acre waterfront estate.
Cambridge, MD
8% off
Price is NZ$5,118
NZ$5,118
NZ$731 per night
includes taxes & fees
Image gallery for Outrigger at Swan Cove Manor
9.09.0 out of 10 rating
Wonderful
(15 reviews)
Outrigger at Swan Cove Manor
Cambridge, MD
8% off
Price is NZ$5,711
NZ$5,711
NZ$816 per night
includes taxes & fees
Image gallery for Waterfront property with private boat ramp and new dock!
9.49.4 out of 10 rating
Exceptional
(13 reviews)
Waterfront property with private boat ramp and new dock!
Cambridge, MD
8% off
Price is NZ$3,270
NZ$3,270
NZ$467 per night
includes taxes & fees
Image gallery for Year Round Waterfront Estate / Family Reunions / Retreats - Sleeps 28
1010 out of 10 rating
Exceptional
(77 reviews)
Year Round Waterfront Estate / Family Reunions / Retreats - Sleeps 28
Cambridge, MD
8% off
Price is NZ$15,265
NZ$15,265
NZ$2,181 per night
includes taxes & fees
Image gallery for 5 bedroom, 8 bed, 3 story house a block from beach
9.69.6 out of 10 rating
Exceptional
(15 reviews)
5 bedroom, 8 bed, 3 story house a block from beach
St. Leonard, MD
5% off
Price is NZ$4,856
NZ$4,856
NZ$694 per night
includes taxes & fees
Image gallery for Stunning luxury waterfront beach house 90 minutes from the Nations Capital.
1010 out of 10 rating
Exceptional
(9 reviews)
Stunning luxury waterfront beach house 90 minutes from the Nations Capital.
Piney Point, MD
8% off
Price is NZ$6,600
NZ$6,600
NZ$943 per night
includes taxes & fees
Image gallery for Private Waterfront Family Retreat w/ Pier Pool Pickleball Basketball Volleyball
9.89.8 out of 10 rating
Exceptional
(82 reviews)
Private Waterfront Family Retreat w/ Pier Pool Pickleball Basketball Volleyball
Taylors Island, MD
8% off
Price is NZ$7,130
NZ$7,130
NZ$1,019 per night
includes taxes & fees
Image gallery for The Blackwater refuge country house on a quiet 12 acres
9.89.8 out of 10 rating
Exceptional
(10 reviews)
The Blackwater refuge country house on a quiet 12 acres
Cambridge, MD
8% off
Price is NZ$2,489
NZ$2,489
NZ$356 per night
includes taxes & fees
Image gallery for Soul Oasis - home on the Chesapeake Bay
9.89.8 out of 10 rating
Exceptional
(31 reviews)
Soul Oasis - home on the Chesapeake Bay
Lusby, MD
8% off
Price is NZ$2,205
NZ$2,205
NZ$315 per night
includes taxes & fees
Image gallery for Bayfront Gem w/ Amazing Water Views + Pond!
1010 out of 10 rating
Exceptional
(17 reviews)
Bayfront Gem w/ Amazing Water Views + Pond!
Madison, MD
15% off
Price is NZ$6,399
NZ$6,399
NZ$914 per night
includes taxes & fees
Image gallery for Stunning Waterfront Eastern Shore Home,Pool & Hot Tub,15 Acres,15%off 7day stay
1010 out of 10 rating
Exceptional
(48 reviews)
Stunning Waterfront Eastern Shore Home,Pool & Hot Tub,15 Acres,15%off 7day stay
Cambridge, MD
8% off
Price is NZ$10,892
NZ$10,892
NZ$1,556 per night
includes taxes & fees
Image gallery for Discover tranquility near Calvert Cliffs
9.89.8 out of 10 rating
Exceptional
(16 reviews)
Discover tranquility near Calvert Cliffs
St. Leonard, MD
31% off
Price is NZ$5,279
NZ$5,279
NZ$754 per night
includes taxes & fees
Image gallery for BayDreams - IronMan/Eagleman Retreat on the bay
1010 out of 10 rating
Exceptional
(41 reviews)
BayDreams - IronMan/Eagleman Retreat on the bay
Cambridge, MD
8% off
Price is NZ$5,690
NZ$5,690
NZ$813 per night
includes taxes & fees
Image gallery for The Cedar Beach Lodge
9.89.8 out of 10 rating
Exceptional
(103 reviews)
The Cedar Beach Lodge
Lusby, MD
8% off
Price is NZ$4,626
NZ$4,626
NZ$661 per night
includes taxes & fees
Image gallery for Quarterdeck at Swan Cove Manor
1010 out of 10 rating
Exceptional
(8 reviews)
Quarterdeck at Swan Cove Manor
Cambridge, MD
7% off
Price is NZ$2,760
NZ$2,760
NZ$394 per night
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - Chesapeake Hills Golf Course
A Hideaway in Hays Beach: Chesapeake Bay, 5G WiFi, 60 Second Walk to Beach
Sleeps 8 · 3 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
117 reviews(117 reviews)
Belle of the Chesapeake Bay
Sleeps 8 · 4 bedrooms · 3 bathrooms
9.09.0 out of 10
Wonderfulwonderful
14 reviews(14 reviews)
The Cedar Beach Lodge
Sleeps 10 · 3 bedrooms · 2+ bathrooms
9.89.8 out of 10
Exceptionalexceptional
103 reviews(103 reviews)
Waterfront Cottage in Beautiful Hoopers Island
Sleeps 5 · 2 bedrooms · 1 bathroom
1010 out of 10
Exceptionalexceptional
75 reviews(75 reviews)
Bay view from Calvert Cliffs, Solomons Island & State Park nearby
Sleeps 7 · 3 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
49 reviews(49 reviews)
Private Beach Front Getaway at The Sunshine Beach Cottage.
Sleeps 8 · 2 bedrooms · 1 bathroom
9.89.8 out of 10
Exceptionalexceptional
71 reviews(71 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