
Holiday rentals near Compass Pointe Golf Courses
We found 1,633 holiday rentals — enter your dates for availability
Discover a selection of holiday rentals near Compass Pointe Golf Courses that are perfect for your trip. Whether you're travelling with a group or just with your pet, holiday homes have the best amenities for hanging out with the people that matter most, which might include parking and a garden. No matter what you're looking for, you'll find a property to rent for everyone's needs, including a place that is accessible or non-smoking.
Holiday rentals with weekly discounts - Compass Pointe Golf Courses
Showing deals for:14 Nov - 21 Nov
Image gallery for Chesapeake Houseboat Getaway on Kent Island, Maryland

9.89.8 out of 10 rating
Exceptional
(37 reviews)
Chesapeake Houseboat Getaway on Kent Island, Maryland
Stevensville, MD
12% off
Price is NZ$3,596
NZ$3,596
NZ$514 per night
includes taxes & fees
Image gallery for Edgewater/Mayo Gateaway w/ Hot Tub

9.89.8 out of 10 rating
Exceptional
(21 reviews)
Edgewater/Mayo Gateaway w/ Hot Tub
Edgewater, MD
7% off
Price is NZ$6,226
NZ$6,226
NZ$889 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 NZ$5,318
NZ$5,318
NZ$760 per night
includes taxes & fees
Image gallery for Chesapeake Bay Waterfront ARTectural Home

1010 out of 10 rating
Exceptional
(30 reviews)
Chesapeake Bay Waterfront ARTectural Home
Stevensville, MD
8% off
Price is NZ$12,221
NZ$12,221
NZ$1,746 per night
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 NZ$5,546
NZ$5,546
NZ$792 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 NZ$9,035
NZ$9,035
NZ$1,291 per night
includes taxes & fees
Image gallery for Eastern Shore beach cottage get-away

1010 out of 10 rating
Exceptional
(136 reviews)
Eastern Shore beach cottage get-away
Rock Hall, MD
8% off
Price is NZ$3,963
NZ$3,963
NZ$566 per night
includes taxes & fees
Image gallery for Peaceful getaway convenient to local amenities including beach, boating & food

9.89.8 out of 10 rating
Exceptional
(116 reviews)
Peaceful getaway convenient to local amenities including beach, boating & food
Rock Hall, MD
8% off
Price is NZ$2,921
NZ$2,921
NZ$417 per night
includes taxes & fees
Image gallery for Island Life! Kent Island Waterfront with Pool-Bring your boat!

1010 out of 10 rating
Exceptional
(195 reviews)
Island Life! Kent Island Waterfront with Pool-Bring your boat!
Stevensville, MD
12% off
Price is NZ$5,548
NZ$5,548
NZ$793 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 NZ$5,926
NZ$5,926
NZ$847 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
(54 reviews)
Circa 1700 Chesapeake Colonial home on the National Register.
Stevensville, MD
8% off
Price is NZ$6,639
NZ$6,639
NZ$948 per night
includes taxes & fees
Image gallery for Welcome to Bayside Breeze! One Block From Town Beach, Walk to Waterfront Dining

1010 out of 10 rating
Exceptional
(48 reviews)
Welcome to Bayside Breeze! One Block From Town Beach, Walk to Waterfront Dining
Rock Hall, MD
12% off
Price is NZ$3,030
NZ$3,030
NZ$433 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
18% off
Price is NZ$4,479
NZ$4,479
NZ$640 per night
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 NZ$10,205
NZ$10,205
NZ$1,458 per night
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 NZ$3,029
NZ$3,029
NZ$433 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 NZ$5,889
NZ$5,889
NZ$841 per night
includes taxes & fees
Image gallery for Blissful Retreat In Rock Hall

1010 out of 10 rating
Exceptional
(115 reviews)
Blissful Retreat In Rock Hall
Rock Hall, MD
6% off
Price is NZ$3,265
NZ$3,265
NZ$466 per night
includes taxes & fees
Image gallery for Serene 3-bedroom waterfront newly renovated house, AC, Fast WiFi, Patio

1010 out of 10 rating
Exceptional
(6 reviews)
Serene 3-bedroom waterfront newly renovated house, AC, Fast WiFi, Patio
White Marsh, MD
12% off
Price is NZ$4,462
NZ$4,462
NZ$637 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 NZ$2,012
NZ$2,012
NZ$287 per night
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 NZ$7,230
NZ$7,230
NZ$1,033 per night
includes taxes & fees
Image gallery for Charming Annapolis Beach Cottage by the Bay with Hot Tub, Gourmet Kitchen & Pier

1010 out of 10 rating
Exceptional
(9 reviews)
Charming Annapolis Beach Cottage by the Bay with Hot Tub, Gourmet Kitchen & Pier
Annapolis, MD
8% off
Price is NZ$6,949
NZ$6,949
NZ$993 per night
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 NZ$4,827
NZ$4,827
NZ$690 per night
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 NZ$3,063
NZ$3,063
NZ$438 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 NZ$6,498
NZ$6,498
NZ$928 per night
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - Compass Pointe Golf Courses
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)
Waterfront Oasis of Annapolis Star
Sleeps 4 · 1 bedroom
1010 out of 10
Exceptionalexceptional
76 reviews(76 reviews)
Island Life! Kent Island Waterfront with Pool-Bring your boat!
Sleeps 12 · 3 bedrooms · 2+ bathrooms
1010 out of 10
Exceptionalexceptional
195 reviews(195 reviews)
Waterfront Getaway, Dock Your Boat & Play!
Sleeps 6 · 1 bedroom · 1 bathroom
1010 out of 10
Exceptionalexceptional
2 reviews(2 reviews)
NEW! Commissioning Weeks open!!Spacious lux home downtown Annapolis at Main St.
Sleeps 16 · 6 bedrooms · 4+ bathrooms
9.49.4 out of 10
Exceptionalexceptional
11 reviews(11 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)
- 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