Holiday rentals near Eisenhower Golf Course
We found 1,389 holiday rentals — enter your dates for availability
Choose the perfect private holiday rental that's near Eisenhower Golf Course. Holiday homes provide the amenities that you need and want for your stay with friends, family or just your pet, such as Wi-Fi and a washer and dryer. No matter what you're looking for, you'll be able to choose a property to rent to meet everyone's needs, including accessible or non-smoking choices.
Holiday rentals with weekly discounts - Eisenhower Golf Course
Showing deals for:7 Nov - 14 Nov
Image gallery for Brand New Spacious Luxury Home
1010 out of 10 rating
Exceptional
(8 reviews)
Brand New Spacious Luxury Home
Annapolis, MD
7% off
Price is S$8,547
S$8,547
S$1,221 per night
includes taxes & fees
Image gallery for Chesapeake Houseboat Getaway on Kent Island, Maryland
9.89.8 out of 10 rating
Exceptional
(35 reviews)
Chesapeake Houseboat Getaway on Kent Island, Maryland
Stevensville, MD
12% off
Price is S$2,726
S$2,726
S$389 per night
includes taxes & fees
Image gallery for Edgewater/Mayo Gateaway w/ Hot Tub
9.89.8 out of 10 rating
Exceptional
(20 reviews)
Edgewater/Mayo Gateaway w/ Hot Tub
Edgewater, MD
7% off
Price is S$4,604
S$4,604
S$658 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
12% off
Price is S$4,054
S$4,054
S$579 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 S$4,227
S$4,227
S$604 per night
includes taxes & fees
Image gallery for Waterview with Beach Volleyball! Walk to Marina & Kentmorr Beach Bar and Grill.
1010 out of 10 rating
Exceptional
(75 reviews)
Waterview with Beach Volleyball! Walk to Marina & Kentmorr Beach Bar and Grill.
Stevensville, MD
8% off
Price is S$8,783
S$8,783
S$1,255 per night
includes taxes & fees
Image gallery for Bay views with kayaks, bikes, fire pit, crabbing and more
9.69.6 out of 10 rating
Exceptional
(21 reviews)
Bay views with kayaks, bikes, fire pit, crabbing and more
Shady Side, MD
33% off
Price is S$2,868
S$2,868
S$410 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 S$3,767
S$3,767
S$538 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 S$6,818
S$6,818
S$974 per night
includes taxes & fees
Image gallery for Circa 1700 Chesapeake Colonial home on the National Register.
9.89.8 out of 10 rating
Exceptional
(53 reviews)
Circa 1700 Chesapeake Colonial home on the National Register.
Stevensville, MD
8% off
Price is S$5,071
S$5,071
S$724 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
8% off
Price is S$4,537
S$4,537
S$648 per night
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 S$4,487
S$4,487
S$641 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 S$1,534
S$1,534
S$219 per night
includes taxes & fees
Image gallery for Island Life! Kent Island Waterfront with Pool-Bring your boat!
1010 out of 10 rating
Exceptional
(194 reviews)
Island Life! Kent Island Waterfront with Pool-Bring your boat!
Stevensville, MD
12% off
Price is S$4,205
S$4,205
S$601 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 S$4,048
S$4,048
S$578 per night
includes taxes & fees
Image gallery for Fisher House: Steps From USNA + Covered Parking!
1010 out of 10 rating
Exceptional
(11 reviews)
Fisher House: Steps From USNA + Covered Parking!
Annapolis, MD
8% off
Price is S$7,210
S$7,210
S$1,030 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 S$10,404
S$10,404
S$1,486 per night
includes taxes & fees
Image gallery for Modern Bay Dream
9.89.8 out of 10 rating
Exceptional
(16 reviews)
Modern Bay Dream
Deale, MD
8% off
Price is S$4,934
S$4,934
S$705 per night
includes taxes & fees
Image gallery for Charming Annapolis WaterVIEW Home
9.69.6 out of 10 rating
Exceptional
(53 reviews)
Charming Annapolis WaterVIEW Home
Annapolis, MD
8% off
Price is S$5,282
S$5,282
S$755 per night
includes taxes & fees
Image gallery for Spacious 6-bedroom country house on the water in beautiful Shady Side with WiFi
1010 out of 10 rating
Exceptional
(7 reviews)
Spacious 6-bedroom country house on the water in beautiful Shady Side with WiFi
Shady Side, MD
7% off
Price is S$8,534
S$8,534
S$1,219 per night
includes taxes & fees
Image gallery for Rockhold Creek Cottage, Water Front, Vacation Home, Docks
9.89.8 out of 10 rating
Exceptional
(94 reviews)
Rockhold Creek Cottage, Water Front, Vacation Home, Docks
Deale, MD
8% off
Price is S$2,393
S$2,393
S$342 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 S$4,471
S$4,471
S$639 per night
includes taxes & fees
Image gallery for The Santi Paradise
1010 out of 10 rating
Exceptional
(15 reviews)
The Santi Paradise
Glen Burnie, MD
8% off
Price is S$7,224
S$7,224
S$1,032 per night
includes taxes & fees
Image gallery for Spacious 5-Bedroom Waterfront Oasis with Private Dock, Pool and Hot Tub
9.89.8 out of 10 rating
Exceptional
(44 reviews)
Spacious 5-Bedroom Waterfront Oasis with Private Dock, Pool and Hot Tub
Tracys Landing, MD
7% off
Price is S$8,543
S$8,543
S$1,220 per night
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - Eisenhower Golf Course
Waterfront Oasis of Annapolis Star
Sleeps 4 · 1 bedroom
1010 out of 10
Exceptionalexceptional
75 reviews(75 reviews)
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)
Island Life! Kent Island Waterfront with Pool-Bring your boat!
Sleeps 12 · 3 bedrooms · 2+ bathrooms
1010 out of 10
Exceptionalexceptional
194 reviews(194 reviews)
Waterfront Getaway, Dock Your Boat & Play!
Sleeps 6 · 1 bedroom · 1 bathroom
1010 out of 10
Exceptionalexceptional
2 reviews(2 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)
Circa 1700 Chesapeake Colonial home on the National Register.
Sleeps 8 · 4 bedrooms · 3 bathrooms
9.89.8 out of 10
Exceptionalexceptional
53 reviews(53 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