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)
Maryland Top Cities
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Condo:
Studio, 1 Bathroom, Sleeps 4
Location: Ocean City, Maryland, United States
Description: Studio Condo Pool View Unit Description: These well-appointed studios offer guests lovely pool views, a full kitchen and other amenities. Bedding... Learn More
Location: Ocean City, Maryland, United States
Description: Studio Condo Pool View Unit Description: These well-appointed studios offer guests lovely pool views, a full kitchen and other amenities. Bedding... Learn More
Rates
$45 - $999 night
$315 - $6993 week
$45 - $999 night
$315 - $6993 week
Condo:
Studio, 1 Bathroom, Sleeps 4
Location: Ocean City, Maryland, United States
Description: Studio Condo Ocean Front Unit Description: These well-appointed studios offer guests lovely pool views, a full kitchen and other amenities. Beddi... Learn More
Location: Ocean City, Maryland, United States
Description: Studio Condo Ocean Front Unit Description: These well-appointed studios offer guests lovely pool views, a full kitchen and other amenities. Beddi... Learn More
Rates
$50 - $305 night
$350 - $2135 week
$50 - $305 night
$350 - $2135 week
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, 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
$1573 - $1997 week
$286 - $497 night
$1573 - $1997 week
Featured
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:
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 - $1735 week
$307 - $360 night
$1360 - $1735 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
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
Cottage:
2 Bedroom, 2 Bathroom, Sleeps 4
Location: Oxford, Maryland, United States
Description: If you are looking for a get away cottage in the heart of a beautiful water oriented pedestrian friendly town - Crickets Cottage in Oxford is your ... Learn More
Location: Oxford, Maryland, United States
Description: If you are looking for a get away cottage in the heart of a beautiful water oriented pedestrian friendly town - Crickets Cottage in Oxford is your ... Learn More
Rates
$348 - $423 night
$1435 - $1685 week
$348 - $423 night
$1435 - $1685 week
Cottage:
3 Bedroom, 2 Bathroom, Sleeps 6
Location: Oxford, Maryland, United States
Description: Fabulous and Private - 29 acres with over 2,000' of living shoreline wraps around Sailors Cottage - yet you are still within a short bike ride of ... Learn More
Location: Oxford, Maryland, United States
Description: Fabulous and Private - 29 acres with over 2,000' of living shoreline wraps around Sailors Cottage - yet you are still within a short bike ride of ... Learn More
Rates
$365 - $423 night
$1745 - $2736 week
$365 - $423 night
$1745 - $2736 week
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:
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 - $2090 week
$398 - $473 night
$1685 - $2090 week
Cottage:
3 Bedroom, 3 Bathroom, Sleeps 6
Location: Kennedyville, Maryland, United States
Description: Peggy's Cove sits on a treed parcel overlooking Sassafras River. A gorgeous tree lined view from the interior, this cottage offers a bank of windo... Learn More
Location: Kennedyville, Maryland, United States
Description: Peggy's Cove sits on a treed parcel overlooking Sassafras River. A gorgeous tree lined view from the interior, this cottage offers a bank of windo... Learn More
Rates
$401 - $423 night
$2395 - $2395 week
$401 - $423 night
$2395 - $2395 week
Cottage:
3 Bedroom, 2 Bathroom, Sleeps 6
Location: St. Michaels, Maryland, United States
Description: Charming waterfont cottage on outskirts of St. Michaels, hot tub, very private. This sweet little cottage is a perfect getaway for a few people. ... Learn More
Location: St. Michaels, Maryland, United States
Description: Charming waterfont cottage on outskirts of St. Michaels, hot tub, very private. This sweet little cottage is a perfect getaway for a few people. ... Learn More
Rates
$425 - $550 night
$1550 - $1975 week
$425 - $550 night
$1550 - $1975 week
Cottage:
4 Bedroom, 3 Bathroom, Sleeps 8
Location: Oxford, Maryland, United States
Description: We call this 1900 circa cottage gem "Memory Lane" as its in town location offers access to Oxford's best amenities. Updated design comfortably min... Learn More
Location: Oxford, Maryland, United States
Description: We call this 1900 circa cottage gem "Memory Lane" as its in town location offers access to Oxford's best amenities. Updated design comfortably min... Learn More
Rates
$440 - $535 night
$1795 - $2175 week
$440 - $535 night
$1795 - $2175 week
Cottage:
4 Bedroom, 3 Bathroom, Sleeps 8
Location: Oxford, Maryland, United States
Description: We love this cottage for many reasons - the great location - you can walk to everything, particularly our favorite ice cream store - Victors, when ... Learn More
Location: Oxford, Maryland, United States
Description: We love this cottage for many reasons - the great location - you can walk to everything, particularly our favorite ice cream store - Victors, when ... Learn More
Rates
$450 - $550 night
$1850 - $2205 week
$450 - $550 night
$1850 - $2205 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
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:
4 Bedroom, 3 Bathroom, Sleeps 8
Location: St. Michaels, Maryland, United States
Description: A rare to find waterfront vacation home within the town limits of St. Michaels. A sprawling one level home within blocks of the historic district ... Learn More
Location: St. Michaels, Maryland, United States
Description: A rare to find waterfront vacation home within the town limits of St. Michaels. A sprawling one level home within blocks of the historic district ... Learn More
Rates
$467 - $625 night
$2150 - $2315 week
$467 - $625 night
$2150 - $2315 week
Home:
4 Bedroom, 4 Bathroom, Sleeps 8
Location: Royal Oak, Maryland, United States
Description: Lots of unexpected touches make this home a turn-key retreat. Wide water views, close to Easton and St. Michaels, as well as the Oxford Ferry. A ... Learn More
Location: Royal Oak, Maryland, United States
Description: Lots of unexpected touches make this home a turn-key retreat. Wide water views, close to Easton and St. Michaels, as well as the Oxford Ferry. A ... Learn More
Rates
$477 - $640 night
$2180 - $2950 week
$477 - $640 night
$2180 - $2950 week
Cottage:
4 Bedroom, 3 Bathroom, Sleeps 8
Location: Church Creek, Maryland, United States
Description: A world away from it all - Hoopers' Island is actually comprised of three islands with authentic working watermen villages. The main island was al... Learn More
Location: Church Creek, Maryland, United States
Description: A world away from it all - Hoopers' Island is actually comprised of three islands with authentic working watermen villages. The main island was al... Learn More
Rates
$483 - $563 night
$1975 - $2290 week
$483 - $563 night
$1975 - $2290 week
Cottage:
3 Bedroom, 3 Bathroom, Sleeps 6
Location: St. Michaels, Maryland, United States
Description: Private cottage with proximity to historic St. Michaels, great for biking or kayaking. (Formerly Crabbiest Cottage) Under new ownership!! Comfor... Learn More
Location: St. Michaels, Maryland, United States
Description: Private cottage with proximity to historic St. Michaels, great for biking or kayaking. (Formerly Crabbiest Cottage) Under new ownership!! Comfor... Learn More
Rates
$490 - $610 night
$1970 - $2840 week
$490 - $610 night
$1970 - $2840 week
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:
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
Cottage:
3 Bedroom, 2 Bathroom, Sleeps 6
Location: Oxford, Maryland, United States
Description: Adorable cottage in heart of Oxford, walk to park, great family spot Tucked away just as you arrive in the town of Oxford, Pride and Joy is a terr... Learn More
Location: Oxford, Maryland, United States
Description: Adorable cottage in heart of Oxford, walk to park, great family spot Tucked away just as you arrive in the town of Oxford, Pride and Joy is a terr... Learn More
Rates
$503 - $553 night
$1555 - $2210 week
$503 - $553 night
$1555 - $2210 week
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