Holiday rentals near Eisenhower Golf Course

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September 2025

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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:19 Dec - 26 Dec

Exceptional

(85 reviews)

Private Waterfront Home w/ Pier and 2+ Acres!

Deale, MD

8% off

for 7 nights, 1 home

NZ$875 per night

includes taxes & fees

Exceptional

(30 reviews)

NEW LISTING! Waterfront cottage, hot tub, fire pit, gated community, pier, kayak

Annapolis, MD

11% off

for 7 nights, 1 cottage

NZ$774 per night

includes taxes & fees

Kent Island Beach House:Winter, Spring, Summer & Fall there is something for All

Exceptional

(76 reviews)

Waterview with Beach Volleyball! Walk to Marina & Kentmorr Beach Bar and Grill.

Stevensville, MD

8% off

for 7 nights, 1 home

NZ$1,579 per night

includes taxes & fees

Exceptional

(7 reviews)

Spacious 6-bedroom country house on the water in beautiful Shady Side with WiFi

Shady Side, MD

8% off

for 7 nights, 1 home

NZ$1,667 per night

includes taxes & fees

Exceptional

(39 reviews)

Waterview Home by Kentmorr Marina, Beach Bar & Grill. Close to wedding venues.

Stevensville, MD

8% off

for 7 nights, 1 home

NZ$1,579 per night

includes taxes & fees

Exceptional

(49 reviews)

Waterfront Annapolis w/swimming pool & pier -July 20-26 available

Annapolis, MD

14% off

for 7 nights, 1 home

NZ$794 per night

includes taxes & fees

Exceptional

(14 reviews)

Creek-Side Bliss: Unwind and Create Lasting Memories at Our Beautiful Retreat

Pasadena, MD

8% off

for 7 nights, 1 home

NZ$1,907 per night

includes taxes & fees

Exceptional

(197 reviews)

Island Life! Kent Island Waterfront with Pool-Bring your boat!

Stevensville, MD

12% off

for 7 nights, 1 room

NZ$786 per night

includes taxes & fees

Exceptional

(11 reviews)

Waterfront Architectural Masterpiece with private dockage available.

Annapolis, MD

12% off

for 7 nights, 1 home

NZ$2,291 per night

includes taxes & fees

Exceptional

(21 reviews)

Sailor's Retreat! Perfect home for the getaway weekend. Best location!

Annapolis, MD

8% off

for 7 nights, 1 home

NZ$1,158 per night

includes taxes & fees

Exceptional

(22 reviews)

Close to US Naval Academy, downtown Annapolis, Maryland Live Casino, BWI Airport

Severna Park, MD

7% off

for 7 nights, 1 home

NZ$760 per night

includes taxes & fees

Exceptional

(56 reviews)

Eastport Cottage with Waterview - Minutes from Downtown Annapolis and USNA

Annapolis, MD

8% off

for 7 nights, 1 home

NZ$439 per night

includes taxes & fees

Exceptional

(8 reviews)

Unique Listing! Entire Downtown Triplex w/Private Parking. Sleeps 12-18. Pets ok

Annapolis, MD

12% off

for 7 nights, 1 home

NZ$1,632 per night

includes taxes & fees

Exceptional

(46 reviews)

Spacious 5-Bedroom Waterfront Oasis with Private Dock, Pool and Hot Tub

Tracys Landing, MD

8% off

for 7 nights, 1 home

NZ$1,515 per night

includes taxes & fees

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Find the best place to stay - Eisenhower Golf Course

Premier Host

Turning Point on The Little Magothy- Large Private Estate, sleeps 18 Comfortably

Sleeps 18 · 6 bedrooms · 4 bathrooms

Premier Host

NEW! Commissioning Weeks open!!Spacious lux home downtown Annapolis at Main St.

Sleeps 16 · 6 bedrooms · 4+ bathrooms

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Enjoy full kitchens, laundry, pools, gardens and more
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