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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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 - $2730 week
$477 - $640 night
$2180 - $2730 week
Home:
3 Bedroom, 4 Bathroom, Sleeps 8
Location: Oakland, Maryland, United States
Description: Central to Resort activities. Dock, Views. Open floorplan with well-placed furniture provides nice ambiance for the family. Windows everywhere y... Learn More
Location: Oakland, Maryland, United States
Description: Central to Resort activities. Dock, Views. Open floorplan with well-placed furniture provides nice ambiance for the family. Windows everywhere y... Learn More
Rates
Contact Owner
Directly For Rates
Contact Owner
Directly For Rates
Home:
5 Bedroom, 4 Bathroom, Sleeps 10
Location: Easton, Maryland, United States
Description: Large estate property near Easton and Oxford, pool, boathouse, deep water dock on Tred Avon River, and all bedrooms have private baths, including t... Learn More
Location: Easton, Maryland, United States
Description: Large estate property near Easton and Oxford, pool, boathouse, deep water dock on Tred Avon River, and all bedrooms have private baths, including t... Learn More
Rates
$818 - $993 night
$3335 - $5260 week
$818 - $993 night
$3335 - $5260 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:
3 Bedroom, 3 Bathroom, Sleeps 6
Location: Easton, Maryland, United States
Description: The Swans Rest vacation home is the "easy button". Everything upgraded! The Swans Rest vacation home is the "easy button". No surprises, everyth... Learn More
Location: Easton, Maryland, United States
Description: The Swans Rest vacation home is the "easy button". Everything upgraded! The Swans Rest vacation home is the "easy button". No surprises, everyth... Learn More
Rates
$508 - $638 night
$1760 - $3440 week
$508 - $638 night
$1760 - $3440 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
Contact Owner
Directly For Rates
Contact Owner
Directly For Rates
Home:
3 Bedroom, 2 Bathroom, Sleeps 8
Location: Oakland, Maryland, United States
Description: 5 Minutes to Resort, Dock/Lake short walk. Private dock slip with nice park-like setting Nestled in towering pines, feeling of privacy Minutes fr... Learn More
Location: Oakland, Maryland, United States
Description: 5 Minutes to Resort, Dock/Lake short walk. Private dock slip with nice park-like setting Nestled in towering pines, feeling of privacy Minutes fr... Learn More
Rates
Contact Owner
Directly For Rates
Contact Owner
Directly For Rates
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
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
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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
Directly For Rates
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
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
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
Directly For Rates
Contact Owner
Directly For Rates
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
$400 - $550 night
$1550 - $1850 week
$400 - $550 night
$1550 - $1850 week
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 - $1305 night
$4410 - $8095 week
$1123 - $1305 night
$4410 - $8095 week
Cottage:
4 Bedroom, 3 Bathroom, Sleeps 8
Location: Royal Oak, Maryland, United States
Description: When first entering this darling cottage the current owners promptly grinned and said "This will do" and thus was born "Thistle Dew". This cotta... Learn More
Location: Royal Oak, Maryland, United States
Description: When first entering this darling cottage the current owners promptly grinned and said "This will do" and thus was born "Thistle Dew". This cotta... Learn More
Rates
$535 - $685 night
$2287 - $4185 week
$535 - $685 night
$2287 - $4185 week
Home:
5 Bedroom, 4 Bathroom, Sleeps 10
Location: St. Michaels, Maryland, United States
Description: This home has it all! Only a half mile to historic district of St. Michaels, pool, poolhouse, game barn, hot tub and deep water dock, plus much mo... Learn More
Location: St. Michaels, Maryland, United States
Description: This home has it all! Only a half mile to historic district of St. Michaels, pool, poolhouse, game barn, hot tub and deep water dock, plus much mo... Learn More
Rates
$1020 - $1776 night
$4985 - $6635 week
$1020 - $1776 night
$4985 - $6635 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
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 - $4199 week
$502 - $790 night
$2455 - $4199 week
Home:
6 Bedroom, 6 Bathroom, Sleeps 10
Location: Oxford, Maryland, United States
Description: Nestled along the prestigious Oxford Road corridor is a splendid estate home reminiscent of Martha Stewart herself's home. The expansive, historic... Learn More
Location: Oxford, Maryland, United States
Description: Nestled along the prestigious Oxford Road corridor is a splendid estate home reminiscent of Martha Stewart herself's home. The expansive, historic... Learn More
Rates
$783 - $1168 night
$3285 - $6585 week
$783 - $1168 night
$3285 - $6585 week
Home:
7 Bedroom, 8 Bathroom, Sleeps 22
Location: Church Creek, Maryland, United States
Description: Easy to love but hard to leave! Where to start? Private pool, private dock, private tennis court,7+ BRs on over 7 acres. Shaded yard with adiro... Learn More
Location: Church Creek, Maryland, United States
Description: Easy to love but hard to leave! Where to start? Private pool, private dock, private tennis court,7+ BRs on over 7 acres. Shaded yard with adiro... Learn More
Rates
$1038 - $1282 night
$4109 - $7475 week
$1038 - $1282 night
$4109 - $7475 week
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