Maryland Golf Vacation Rentals
95 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 (21)
- 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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Cottage:
3 Bedroom, 3 Bathroom, Sleeps 6
Location: Wittman, Maryland, United States
Description: In Hawaiian, Kalohe means mischievous, rascal and naughty. Fitting term for these two cottages as their casual decor speaks of the islands and a m... Learn More
Location: Wittman, Maryland, United States
Description: In Hawaiian, Kalohe means mischievous, rascal and naughty. Fitting term for these two cottages as their casual decor speaks of the islands and a m... Learn More
Rates
$593 - $768 night
$2290 - $3308 week
$593 - $768 night
$2290 - $3308 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:
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
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 - $2714 week
$483 - $563 night
$1975 - $2714 week
Home:
5 Bedroom, 5 Bathroom, Sleeps 12
Location: Royal Oak, Maryland, United States
Description: Active families will jump right in to Cove House's many provided outdoor activities - kayaks, paddleboats, waterfront pool, 6 acres for football or... Learn More
Location: Royal Oak, Maryland, United States
Description: Active families will jump right in to Cove House's many provided outdoor activities - kayaks, paddleboats, waterfront pool, 6 acres for football or... Learn More
Rates
$645 - $1135 night
$3207 - $7090 week
$645 - $1135 night
$3207 - $7090 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
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
$1584 - $1997 week
$286 - $497 night
$1584 - $1997 week
Featured
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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Home:
8 Bedroom, 9 Bathroom, Sleeps 26
Location: Swanton, Maryland, United States
Description: Welcome family and friends to one of Deep Creek Lake's premiere lakefront homes! Lose yourself in the grandeur and sophistication that is "Unforget... Learn More
Location: Swanton, Maryland, United States
Description: Welcome family and friends to one of Deep Creek Lake's premiere lakefront homes! Lose yourself in the grandeur and sophistication that is "Unforget... Learn More
Rates
$365 - $1772 night
$1640 - $9494 week
$365 - $1772 night
$1640 - $9494 week
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
Contact Owner
Directly For Rates
Contact Owner
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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, 2 Bathroom, Sleeps 10
Location: Oakland, Maryland, United States
Description: Absolute privacy! Hiking/Biking/dark nights. Wireless internet Outdoorsman's Dream. Miles of ATV roads & trails at nearby Snaggy Mountain State... Learn More
Location: Oakland, Maryland, United States
Description: Absolute privacy! Hiking/Biking/dark nights. Wireless internet Outdoorsman's Dream. Miles of ATV roads & trails at nearby Snaggy Mountain State... Learn More
Rates
Contact Owner
Directly For Rates
Contact Owner
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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
Rates
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Directly For Rates
Contact Owner
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Home:
5 Bedroom, 3 Bathroom, Sleeps 12
Location: Swanton, Maryland, United States
Description: 5BR chalet - lake access, Centrally located. Relax in the great room with vaulted ceilings while taking in the Lake Views Convenient to Deep Cree... Learn More
Location: Swanton, Maryland, United States
Description: 5BR chalet - lake access, Centrally located. Relax in the great room with vaulted ceilings while taking in the Lake Views Convenient to Deep Cree... Learn More
Rates
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Contact Owner
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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
Contact Owner
Directly For Rates
Contact Owner
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Home:
2 Bedroom, 3 Bathroom, Sleeps 9
Location: Swanton, Maryland, United States
Description: Chic & modern decor. Backs to State Forest. Detailed finishes to the highest standard. Rural setting, adjacent to Savage River State Forest. Less... Learn More
Location: Swanton, Maryland, United States
Description: Chic & modern decor. Backs to State Forest. Detailed finishes to the highest standard. Rural setting, adjacent to Savage River State Forest. Less... Learn More
Rates
Contact Owner
Directly For Rates
Contact Owner
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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
Contact Owner
Directly For Rates
Contact Owner
Directly For Rates
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
Contact Owner
Directly For Rates
Contact Owner
Directly For Rates
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
Home:
4 Bedroom, 4 Bathroom, Sleeps 8
Location: Easton, Maryland, United States
Description: Close in home with pool, dock, hot tub and spacious light filled kitchen. Good option for first time visitors who want to be close to everything. ... Learn More
Location: Easton, Maryland, United States
Description: Close in home with pool, dock, hot tub and spacious light filled kitchen. Good option for first time visitors who want to be close to everything. ... Learn More
Rates
$565 - $765 night
$2030 - $4897 week
$565 - $765 night
$2030 - $4897 week
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
$675 - $775 night
$2535 - $4312 week
$675 - $775 night
$2535 - $4312 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
Cabin:
2 Bedroom, 2 Bathroom, Sleeps 6
Location: Accident, Maryland, United States
Description: Vintage, clean log and chinking cabin. Beautiful log cabin with a large yard and total privacy Close to white water rafting, fishing and only 15... Learn More
Location: Accident, Maryland, United States
Description: Vintage, clean log and chinking cabin. Beautiful log cabin with a large yard and total privacy Close to white water rafting, fishing and only 15... Learn More
Rates
Contact Owner
Directly For Rates
Contact Owner
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Featured
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
Home:
2 Bedroom, 2 Bathroom, Sleeps 8
Location: Oakland, Maryland, United States
Description: Cozy lake front home, steps away from Restaurants, tiki bars, theatres and shopping Five minute drive to the Wisp Resort Large back yard and dock f... Learn More
Location: Oakland, Maryland, United States
Description: Cozy lake front home, steps away from Restaurants, tiki bars, theatres and shopping Five minute drive to the Wisp Resort Large back yard and dock f... Learn More
Rates
Contact Owner
Directly For Rates
Contact Owner
Directly For Rates
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