Maryland Golf Vacation Rentals
96 Maryland Golf Vacation Rentals were found matching your criteria. These vacation rentals are presented by their owners or managers. Please click on the photos or links below, then contact them directly with your inquiries. Use the search criteria box on the left of the page to refine your search within Maryland, United States.
Select a city/town to narrow your vacation rental search or browse listings below:
- Accident (1)
- Bozman (3)
- Cambridge (3)
- Centreville (1)
- Church Creek (2)
- Claiborne (1)
- Deep Creek Lake (1)
- Easton (6)
- Elkton (1)
- Friendsville (2)
- Kennedyville (1)
- Mchenry (9)
- Neavitt (2)
- Oakland (22)
- Ocean City (2)
- Oxford (9)
- Royal Oak (5)
- Sherwood (3)
- St. Michaels (8)
- Swanton (7)
- Taylors Island (1)
- Tilghman Island (3)
- Trappe (1)
- Wittman (2)
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Home:
3 Bedroom, 2 Bathroom, Sleeps 6
Location: Oakland, Maryland, United States
Description: Better than a 'park-like' setting!. Great central location for natural resorts 3 minutes from Swallow Falls State Park with Maryland's highest w... Learn More
Location: Oakland, Maryland, United States
Description: Better than a 'park-like' setting!. Great central location for natural resorts 3 minutes from Swallow Falls State Park with Maryland's highest w... Learn More
Rates
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Contact Owner
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Home:
4 Bedroom, 3 Bathroom, Sleeps 8
Location: Swanton, Maryland, United States
Description: Large, level yard. Very pet friendly, beach. Lake Access with beautiful BEACH. DOCK SLIP available for a nominal fee less than a five minute drive ... Learn More
Location: Swanton, Maryland, United States
Description: Large, level yard. Very pet friendly, beach. Lake Access with beautiful BEACH. DOCK SLIP available for a nominal fee less than a five minute drive ... Learn More
Rates
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Contact Owner
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Home:
7 Bedroom, 6 Bathroom, Sleeps 22
Location: Cambridge, Maryland, United States
Description: Hudson Manor is fabulous for large families and groups looking to enjoy fishing, kayaking, boating with wide waterviews of the Choptank. Situated ... Learn More
Location: Cambridge, Maryland, United States
Description: Hudson Manor is fabulous for large families and groups looking to enjoy fishing, kayaking, boating with wide waterviews of the Choptank. Situated ... Learn More
Rates
$1123 - $1353 night
$4410 - $8810 week
$1123 - $1353 night
$4410 - $8810 week
Home:
3 Bedroom, 2 Bathroom, Sleeps 6
Location: Oakland, Maryland, United States
Description: Waterbug is for you. Less than a mile south of Central Deep Creek Lake activities; be a moment from theactivitiesbut in a private setting Mi... Learn More
Location: Oakland, Maryland, United States
Description: Waterbug is for you. Less than a mile south of Central Deep Creek Lake activities; be a moment from theactivitiesbut in a private setting Mi... Learn More
Rates
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Contact Owner
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Home:
4 Bedroom, 3 Bathroom, Sleeps 8
Location: Easton, Maryland, United States
Description: The owners have thought of everything you could need for a memorable vacation! Three Kayaks, Sandbox,Pool Toys,Crib, even a practice golfing range... Learn More
Location: Easton, Maryland, United States
Description: The owners have thought of everything you could need for a memorable vacation! Three Kayaks, Sandbox,Pool Toys,Crib, even a practice golfing range... Learn More
Rates
$692 - $1047 night
$3327 - $6550 week
$692 - $1047 night
$3327 - $6550 week
Home:
4 Bedroom, 3 Bathroom, Sleeps 8
Location: Sherwood, Maryland, United States
Description: Plenty of room to spread out in this 5 bedroom home close to St. Michaels and Tilghman Island. Pool, sandy beach, private shallow pier, and kayak ... Learn More
Location: Sherwood, Maryland, United States
Description: Plenty of room to spread out in this 5 bedroom home close to St. Michaels and Tilghman Island. Pool, sandy beach, private shallow pier, and kayak ... Learn More
Rates
$502 - $790 night
$2455 - $4342 week
$502 - $790 night
$2455 - $4342 week
Cabin:
3 Bedroom, 2 Bathroom, Sleeps 9
Location: Mchenry, Maryland, United States
Description: Hilltop Hideaway is just the place! . Hilltop Hideaway is just the place! Enjoy the secluded beauty, quiet and private setting of this m... Learn More
Location: Mchenry, Maryland, United States
Description: Hilltop Hideaway is just the place! . Hilltop Hideaway is just the place! Enjoy the secluded beauty, quiet and private setting of this m... Learn More
Rates
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Contact Owner
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Cottage:
4 Bedroom, 3 Bathroom, Sleeps 8
Location: Easton, Maryland, United States
Description: Enjoy your vacation at this expansive beautifully furnished updated home with private pool, dock and more. Located minutes outside of St Michaels ... Learn More
Location: Easton, Maryland, United States
Description: Enjoy your vacation at this expansive beautifully furnished updated home with private pool, dock and more. Located minutes outside of St Michaels ... Learn More
Rates
$650 - $717 night
$2700 - $4312 week
$650 - $717 night
$2700 - $4312 week
Home:
3 Bedroom, 2 Bathroom, Sleeps 8
Location: Oakland, Maryland, United States
Description: 350 Acres! River Access, 12 min to Resort. Conveniently located near Swallow Falls & Herrington Manor State Parks. Relax on the screened porch in... Learn More
Location: Oakland, Maryland, United States
Description: 350 Acres! River Access, 12 min to Resort. Conveniently located near Swallow Falls & Herrington Manor State Parks. Relax on the screened porch in... Learn More
Rates
Contact Owner
Directly For Rates
Contact Owner
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Cottage:
2 Bedroom, 2 Bathroom, Sleeps 4
Location: Tilghman Island, Maryland, United States
Description: This fantastic 1920's Waterman's cottage has the charm and waterfront location that is hard to come by these days. Restored to give you some up to... Learn More
Location: Tilghman Island, Maryland, United States
Description: This fantastic 1920's Waterman's cottage has the charm and waterfront location that is hard to come by these days. Restored to give you some up to... Learn More
Rates
$392 - $500 night
$1590 - $2150 week
$392 - $500 night
$1590 - $2150 week
Cottage:
2 Bedroom, 1 Bathroom, Sleeps 4
Location: Claiborne, Maryland, United States
Description: Nestled in Claiborne MD, Old Oak Cottage is a 1920s step back in time to Claiborne - an unincorporated community on the eastern shore of the Chesap... Learn More
Location: Claiborne, Maryland, United States
Description: Nestled in Claiborne MD, Old Oak Cottage is a 1920s step back in time to Claiborne - an unincorporated community on the eastern shore of the Chesap... Learn More
Rates
$305 - $433 night
$1265 - $1565 week
$305 - $433 night
$1265 - $1565 week
Cottage:
3 Bedroom, 2 Bathroom, Sleeps 6
Location: Bozman, Maryland, United States
Description: Charming cottage with wonderful outdoor spaces for taking in all the Eastern Shore has to offer--waterside barbecue deck, outdoor firepit, dock for... Learn More
Location: Bozman, Maryland, United States
Description: Charming cottage with wonderful outdoor spaces for taking in all the Eastern Shore has to offer--waterside barbecue deck, outdoor firepit, dock for... Learn More
Rates
$467 - $575 night
$1900 - $2254 week
$467 - $575 night
$1900 - $2254 week
Home:
3 Bedroom, 4 Bathroom, Sleeps 6
Location: Sherwood, Maryland, United States
Description: Vacation in a Dream Home - yes this home is actually the 2002 HGTV Dream Home 2002 and located minutes from St. Michaels. The home boasts 2,800 sq... Learn More
Location: Sherwood, Maryland, United States
Description: Vacation in a Dream Home - yes this home is actually the 2002 HGTV Dream Home 2002 and located minutes from St. Michaels. The home boasts 2,800 sq... Learn More
Rates
$810 - $927 night
$3550 - $5310 week
$810 - $927 night
$3550 - $5310 week
Home:
4 Bedroom, 3 Bathroom, Sleeps 9
Location: Oakland, Maryland, United States
Description: Affordable Lake Access/Dock - modest home. Private dock slip with nice setting and spectacular views of the mountains and lake Feeling of privacy... Learn More
Location: Oakland, Maryland, United States
Description: Affordable Lake Access/Dock - modest home. Private dock slip with nice setting and spectacular views of the mountains and lake Feeling of privacy... Learn More
Rates
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Contact Owner
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Cottage:
2 Bedroom, 2 Bathroom, Sleeps 10
Location: Oakland, Maryland, United States
Description: Minutes to Swallow Falls, Deep Creek Lake. Great central location 3 minutes from Swallow Falls State Park with Maryland's highest waterfall 5 mi... Learn More
Location: Oakland, Maryland, United States
Description: Minutes to Swallow Falls, Deep Creek Lake. Great central location 3 minutes from Swallow Falls State Park with Maryland's highest waterfall 5 mi... Learn More
Rates
Contact Owner
Directly For Rates
Contact Owner
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Cottage:
3 Bedroom, 2 Bathroom, Sleeps 6
Location: Bozman, Maryland, United States
Description: Crabber's Delight! Small cottage with private dock, outdoor deck, great for fishing and crabbing. At the end of this meandering lane lies this ru... Learn More
Location: Bozman, Maryland, United States
Description: Crabber's Delight! Small cottage with private dock, outdoor deck, great for fishing and crabbing. At the end of this meandering lane lies this ru... Learn More
Rates
$340 - $435 night
$1420 - $1670 week
$340 - $435 night
$1420 - $1670 week
Home:
3 Bedroom, 4 Bathroom, Sleeps 6
Location: Oakland, Maryland, United States
Description: Rich log cabin in forest setting. Oversized Deck overlooking beautiful native stone landscaped area surrounded by trees. Nestled in the scenic w... Learn More
Location: Oakland, Maryland, United States
Description: Rich log cabin in forest setting. Oversized Deck overlooking beautiful native stone landscaped area surrounded by trees. Nestled in the scenic w... Learn More
Rates
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Contact Owner
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Home:
5 Bedroom, 3 Bathroom, Sleeps 12
Location: Oakland, Maryland, United States
Description: Chalet in Forest setting, 10 minutes to Resort. Home is tucked among towing hardwoods & lush evergreens. Minutes to hiking & cross country trail... Learn More
Location: Oakland, Maryland, United States
Description: Chalet in Forest setting, 10 minutes to Resort. Home is tucked among towing hardwoods & lush evergreens. Minutes to hiking & cross country trail... Learn More
Rates
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Contact Owner
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Home:
3 Bedroom, 3 Bathroom, Sleeps 8
Location: Mchenry, Maryland, United States
Description: Walk to ski slopes, Lake out back. Deep Creek Lake Rental: 4-Level Townhouse directly across from Wisp Resort with Lake Access. Sleeps 8-10. Sepa... Learn More
Location: Mchenry, Maryland, United States
Description: Walk to ski slopes, Lake out back. Deep Creek Lake Rental: 4-Level Townhouse directly across from Wisp Resort with Lake Access. Sleeps 8-10. Sepa... Learn More
Rates
Contact Owner
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Contact Owner
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Home:
4 Bedroom, 2 Bathroom, Sleeps 8
Location: Royal Oak, Maryland, United States
Description: A gentleman's farm just on the outskirts of St. Michaels, great wraparound views, screened porch, deep water dock and refreshing swimming pool. Ve... Learn More
Location: Royal Oak, Maryland, United States
Description: A gentleman's farm just on the outskirts of St. Michaels, great wraparound views, screened porch, deep water dock and refreshing swimming pool. Ve... Learn More
Rates
$492 - $750 night
$2755 - $4009 week
$492 - $750 night
$2755 - $4009 week
Home:
3 Bedroom, 3 Bathroom, Sleeps 6
Location: Tilghman Island, Maryland, United States
Description: It is all about the view - Updated, Decks, Shaded Back Yard, Dock. Well decorated, views galore and a perfect landing spot. . Enjoy the authenti... Learn More
Location: Tilghman Island, Maryland, United States
Description: It is all about the view - Updated, Decks, Shaded Back Yard, Dock. Well decorated, views galore and a perfect landing spot. . Enjoy the authenti... Learn More
Rates
$450 - $585 night
$2000 - $2688 week
$450 - $585 night
$2000 - $2688 week
Room/ Suite:
4 Bedroom, 5 Bathroom, Sleeps 8
Location: Sherwood, Maryland, United States
Description: This is camping out in grand style and fitting for an established lodge positioned on 50 acres and over 2000' of shoreline and sandy beach. As you... Learn More
Location: Sherwood, Maryland, United States
Description: This is camping out in grand style and fitting for an established lodge positioned on 50 acres and over 2000' of shoreline and sandy beach. As you... Learn More
Rates
$858 - $1033 night
$3360 - $6110 week
$858 - $1033 night
$3360 - $6110 week
Home:
3 Bedroom, 3 Bathroom, Sleeps 9
Location: Mchenry, Maryland, United States
Description: Ski-out end unit town home. Amenity loaded. Located at Villages of Wisp. Only a few steps from ski slopes. Surrounding hiking & biking trails o... Learn More
Location: Mchenry, Maryland, United States
Description: Ski-out end unit town home. Amenity loaded. Located at Villages of Wisp. Only a few steps from ski slopes. Surrounding hiking & biking trails o... Learn More
Rates
Contact Owner
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Contact Owner
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Home:
3 Bedroom, 3 Bathroom, Sleeps 6
Location: Mchenry, Maryland, United States
Description: A true family escape with nice privacy and Forests out your back door. Screened porch with table for evening dining or relaxing without the bugs ... Learn More
Location: Mchenry, Maryland, United States
Description: A true family escape with nice privacy and Forests out your back door. Screened porch with table for evening dining or relaxing without the bugs ... Learn More
Rates
Contact Owner
Directly For Rates
Contact Owner
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Cottage:
3 Bedroom, 2 Bathroom, Sleeps 6
Location: Easton, Maryland, United States
Description: This darling well kept waterfront cottage is situated just minutes from historic Easton but on lovely private waterfront on Glebe Creek. Enjoy bri... Learn More
Location: Easton, Maryland, United States
Description: This darling well kept waterfront cottage is situated just minutes from historic Easton but on lovely private waterfront on Glebe Creek. Enjoy bri... Learn More
Rates
$555 - $670 night
$2315 - $3476 week
$555 - $670 night
$2315 - $3476 week
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