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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Cabin:
2 Bedroom, 1 Bathroom, Sleeps 5
Location: Mchenry, Maryland, United States
Description: Rustic cottage, stream, nearby dock. Cozy cabin sits on dead end road and is a short walk to the assigned dock across the road. Minutes to WISP ... Learn More
Location: Mchenry, Maryland, United States
Description: Rustic cottage, stream, nearby dock. Cozy cabin sits on dead end road and is a short walk to the assigned dock across the road. Minutes to WISP ... Learn More
Rates
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Featured
Home:
4 Bedroom, 3 Bathroom, Sleeps 8
Location: St. Michaels, Maryland, United States
Description: This little gem on the banks of Soltitude Creek is a perfect family getaway! With a pool, hot tub, and canoe for exploring the creeks and tributar... Learn More
Location: St. Michaels, Maryland, United States
Description: This little gem on the banks of Soltitude Creek is a perfect family getaway! With a pool, hot tub, and canoe for exploring the creeks and tributar... Learn More
Rates
$627 - $790 night
$2263 - $3693 week
$627 - $790 night
$2263 - $3693 week
Featured
Home:
4 Bedroom, 4 Bathroom, Sleeps 12
Location: Oakland, Maryland, United States
Description: Memory Lane got its name from the gracious, huge trees and beautifully maintained lawn which give you the comfort of home with all the amenities of... Learn More
Location: Oakland, Maryland, United States
Description: Memory Lane got its name from the gracious, huge trees and beautifully maintained lawn which give you the comfort of home with all the amenities of... Learn More
Rates
$286 - $497 night
$1583 - $1997 week
$286 - $497 night
$1583 - $1997 week
Featured
Home:
7 Bedroom, 4 Bathroom, Sleeps 18
Location: Centreville, Maryland, United States
Description: This expansive home provides acreage, views, pool, dock and wonderful space for gatherings for family and friends. Hidden at the end of a tree lin... Learn More
Location: Centreville, Maryland, United States
Description: This expansive home provides acreage, views, pool, dock and wonderful space for gatherings for family and friends. Hidden at the end of a tree lin... Learn More
Rates
$743 - $1135 night
$3185 - $5935 week
$743 - $1135 night
$3185 - $5935 week
Featured
Cabin:
2 Bedroom, 2 Bathroom, Sleeps 6
Location: Oakland, Maryland, United States
Description: h1 { background-color:#00ff00; } Cozy cabin 1 mile from Lake Newly built cabin sits minutes South of Deep Creek Lake, convenient to Oakland. Enjoy ... Learn More
Location: Oakland, Maryland, United States
Description: h1 { background-color:#00ff00; } Cozy cabin 1 mile from Lake Newly built cabin sits minutes South of Deep Creek Lake, convenient to Oakland. Enjoy ... Learn More
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Featured
Home:
3 Bedroom, 2 Bathroom, Sleeps 8
Location: Mchenry, Maryland, United States
Description: Screened reading room, park-like setting. 5 Minutes from Deep Creek Lake activities. Short distance to Wisp Ski Resort. Comforting wood 'Buck S... Learn More
Location: Mchenry, Maryland, United States
Description: Screened reading room, park-like setting. 5 Minutes from Deep Creek Lake activities. Short distance to Wisp Ski Resort. Comforting wood 'Buck S... 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
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Contact Owner
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Cabin:
3 Bedroom, 3 Bathroom, Sleeps 12
Location: Mchenry, Maryland, United States
Description: Private setting, minutes to Lake. Private setting yet minutes to all Lake activities Minutes to WISP ski resort, Restaurants, Night Clubs, Marina... Learn More
Location: Mchenry, Maryland, United States
Description: Private setting, minutes to Lake. Private setting yet minutes to all Lake activities Minutes to WISP ski resort, Restaurants, Night Clubs, Marina... Learn More
Rates
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Contact Owner
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Cottage:
2 Bedroom, 1 Bathroom, Sleeps 6
Location: Elkton, Maryland, United States
Description: Upper Chesapeake Bay river front cottage on the Elk river at Locust Point Maryland. Beautiful water front view with water access. Boat mooring av... Learn More
Location: Elkton, Maryland, United States
Description: Upper Chesapeake Bay river front cottage on the Elk river at Locust Point Maryland. Beautiful water front view with water access. Boat mooring av... Learn More
Rates
$90 - $90 night
$575 - $575 week
$90 - $90 night
$575 - $575 week
Home:
4 Bedroom, 3.5 Bathroom, Sleeps 10
Location: Deep Creek Lake, Maryland, United States
Description: Located by Deep Creek Lake and on Wisp Mountain in McHenry, Maryland. A new chalet mountaintop home with breathtaking views in a ski in/ski out com... Learn More
Location: Deep Creek Lake, Maryland, United States
Description: Located by Deep Creek Lake and on Wisp Mountain in McHenry, Maryland. A new chalet mountaintop home with breathtaking views in a ski in/ski out com... Learn More
Rates
$325 - $450 night
$995 - $1995 week
$325 - $450 night
$995 - $1995 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
$321 - $550 night
$1795 - $2485 week
$321 - $550 night
$1795 - $2485 week
Cottage:
3 Bedroom, 2 Bathroom, Sleeps 6
Location: Oxford, Maryland, United States
Description: Looking for a beach? You got it with the Oxford Beach Cottage. This darling basic cottage has it all, great value, westerly sunset views, beach, ... Learn More
Location: Oxford, Maryland, United States
Description: Looking for a beach? You got it with the Oxford Beach Cottage. This darling basic cottage has it all, great value, westerly sunset views, beach, ... Learn More
Rates
$398 - $473 night
$1685 - $1935 week
$398 - $473 night
$1685 - $1935 week
Cottage:
2 Bedroom, 1 Bathroom, Sleeps 7
Location: Friendsville, Maryland, United States
Description: 50 Acres of trails & streams. Cozy Cottage. The most central location for activities in the Deep Creek and Laurel Highlands area. Over 60 private ... Learn More
Location: Friendsville, Maryland, United States
Description: 50 Acres of trails & streams. Cozy Cottage. The most central location for activities in the Deep Creek and Laurel Highlands area. Over 60 private ... Learn More
Rates
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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
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Contact Owner
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Home:
3 Bedroom, 2 Bathroom, Sleeps 8
Location: St. Michaels, Maryland, United States
Description: Conveniently located between St Michaels and Eastern, Osprey Point is just a stones throw away from numerous shopping facilities, and dining experi... Learn More
Location: St. Michaels, Maryland, United States
Description: Conveniently located between St Michaels and Eastern, Osprey Point is just a stones throw away from numerous shopping facilities, and dining experi... Learn More
Rates
$642 - $775 night
$2535 - $3965 week
$642 - $775 night
$2535 - $3965 week
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 - $6000 week
$692 - $1047 night
$3327 - $6000 week
Cottage:
3 Bedroom, 3 Bathroom, Sleeps 7
Location: Tilghman Island, Maryland, United States
Description: Pool, hot tub, big water views--what more could you ask for in a little cottage? A great little cottage with big amenities, Clearview is the answe... Learn More
Location: Tilghman Island, Maryland, United States
Description: Pool, hot tub, big water views--what more could you ask for in a little cottage? A great little cottage with big amenities, Clearview is the answe... Learn More
Rates
$508 - $713 night
$2207 - $3500 week
$508 - $713 night
$2207 - $3500 week
Cottage:
2 Bedroom, 1 Bathroom, Sleeps 4
Location: Oxford, Maryland, United States
Description: This charming Sears Cottage is located next to Pope's Tavern in the heart of Oxford. Newly furnished, views of the marina from the front porch and... Learn More
Location: Oxford, Maryland, United States
Description: This charming Sears Cottage is located next to Pope's Tavern in the heart of Oxford. Newly furnished, views of the marina from the front porch and... Learn More
Rates
$307 - $360 night
$1360 - $1610 week
$307 - $360 night
$1360 - $1610 week
Home:
2 Bedroom, 1 Bathroom, Sleeps 6
Location: Oakland, Maryland, United States
Description: Internet, Hot Tub, Pastoral Views. Country setting only minutes to Deep Creek Lake State Park. Large deck and covered porch. Everything new ins... Learn More
Location: Oakland, Maryland, United States
Description: Internet, Hot Tub, Pastoral Views. Country setting only minutes to Deep Creek Lake State Park. Large deck and covered porch. Everything new ins... Learn More
Rates
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Home:
2 Bedroom, 2 Bathroom, Sleeps 4
Location: Oakland, Maryland, United States
Description: Forest out back, Centrally located. Centrally located 2 BR, 2BA towhome Work on the WIFI before exploring the nearby Resort Area Quite, dead end ... Learn More
Location: Oakland, Maryland, United States
Description: Forest out back, Centrally located. Centrally located 2 BR, 2BA towhome Work on the WIFI before exploring the nearby Resort Area Quite, dead end ... 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 - $700 night
$2755 - $3690 week
$492 - $700 night
$2755 - $3690 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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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 - $2150 week
$467 - $575 night
$1900 - $2150 week
Cabin:
2 Bedroom, 2 Bathroom, Sleeps 8
Location: Oakland, Maryland, United States
Description: PLANNING A SKI/TUBING TRIP? Cabin in the Woods provides a secluded private setting and is only 14 miles from the WISP. Check out of monthly specia... Learn More
Location: Oakland, Maryland, United States
Description: PLANNING A SKI/TUBING TRIP? Cabin in the Woods provides a secluded private setting and is only 14 miles from the WISP. Check out of monthly specia... Learn More
Rates
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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
Contact Owner
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Contact Owner
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