Holiday Houses in Maryland

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158 Holiday homes

Waterfront Vacation Home with Private Beach

Trappe house

3 bedrooms / 3 bathrooms / sleeps 6

5

Responds fast! avg. 2 hours 46 minutes

Match: Golf within 30mins drive

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from £299 / night

£1,793 / week

Waldins waterfront house with amazing views - Top of the Chesapeake

Charlestown house

3 bedrooms / 2 bathrooms / sleeps 8

3

Responds fast! avg. 53 minutes

Match: Golf within 30mins drive

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from £249 / night

£1,743 / week

Dog-friendly condo with shared pool plus lake, canal, and golf course views

Ocean Pines house

3 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 1 hour 15 minutes

Match: Golf within 30mins drive

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from £109 / night

£761 / week

Luxurious 2 BDR Condo in Bowie Town Center. Close to DC and Annapolis

Bowie condo

2 bedrooms / 2 bathrooms / sleeps 6

1

Responds fast! avg. 7 minutes

Match: Golf within 30mins drive

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from £136 / night

£725 / week

Comfortable, Spacious & Fun! 6+ Acres Pool & Shore. 4 Master Suites Waterview

Wittman log cabin

5 bedrooms / 5 bathrooms / sleeps 10

3

Match: Golf within 30mins drive

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from £883 / night

£5,659 - £6,610 / week

Annapolis Crows Nest Cottage: Chesapeake Bay View

Annapolis villa

5 bedrooms / 3 bathrooms / sleeps 20

Match: Golf within 30mins drive

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from £630 / night

£2,716 - £3,477 / week

Townhouse in Historic Downtown Cumberland

Cumberland house

3 bedrooms / 1 bathroom / sleeps 7

5

Responds fast! avg. 1 hour 40 minutes

Match: Golf within 30mins drive

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from £109 / night

£634 / week

City Living in a Park-Like Setting

Pikesville apartment

2 bedrooms / 1 bathroom / sleeps 4

Match: Golf within 30mins drive

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from £136 / night

£589 - £1,222 / week

Ocean City, MD Water views and steps to the beach

Ocean City condo

3 bedrooms / 2 bathrooms / sleeps 6

22

Responds fast! avg. 1 hour 51 minutes

Match: Golf within 30mins drive

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from £227 / night

£1,494 / week

150/175 nt 3/4 bedrooms 40 miles from Washington 3 or 4 bedroom

Olney house

3 bedrooms / 2 bathrooms / sleeps 15

Match: Golf within 30mins drive

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from £159 / night

£1,109 / week

Best kept secret by the bay (Entire House)

Fishing Creek house

3 bedrooms / 2 bathrooms / sleeps 4

4

Responds fast! avg. 2 hours 54 minutes

Match: Golf within 30mins drive

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from £153 / night

£923 / week

North Ocean City Penthouse Condo

Ocean City condo

3 bedrooms / 2 bathrooms / sleeps 7

16

Responds fast! avg. 3 hours 17 minutes

Match: Golf within 30mins drive

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from £78 / night

£1,455 / week

OCEANFRONT~Steps To Beach/Ocean/Pool~Uptown = PERFECT! Get Your 2020 Dates Now!

Ocean City condo

2 bedrooms / 2 bathrooms / sleeps 6

16

Match: Golf within 30mins drive

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from £100 / night

£698 / week

Serene Waterfront Apartment on Kent Island

Stevensville apartment

1 bedroom / 1 bathroom / sleeps 2

Match: Golf within 30mins drive

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from £136 / night

£725 / week

Water water everywhere in this gorgeous home

Chance house

3 bedrooms / 2 bathrooms / sleeps 8

3

Match: Golf within 30mins drive

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from £227 / night

£1,449 / week

Gorgeous Country Cottage On Scenic Monocacy River

Emmitsburg cottage

2 bedrooms / 2 bathrooms / sleeps 7

3

Match: Golf within 30mins drive

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from £177 / night

£1,223 - £1,540 / week

St. Michaels Waterfront Retreat with pier, pool, kayaks, gas fire pit and bikes

Royal Oak house

5 bedrooms / 4 bathrooms / sleeps 10

Match: Golf within 30mins drive

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from £452 / night

£5,703 / week

5 BR - AWESOME lake views, pool, billiards, tennis & hot tub on Wisp Mountain!

McHenry house

5 bedrooms / 5 bathrooms / sleeps 14

3

Match: Golf within 30mins drive

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from £227 / night

£1,585 - £2,671 / week

Condo on the Bay in Ocean City, MD

Ocean City condo

2 bedrooms / 2 bathrooms / sleeps 4

15

Responds fast! avg. 1 hour 10 minutes

Match: Golf within 30mins drive

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from £114 / night

£1,155 / week

Mayflower's Flat in Historic Downtown Frederick

Frederick apartment

2 bedrooms / 2 bathrooms / sleeps 4

2

Match: Golf within 30mins drive

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from £124 / night

£733 / week

!Cozy Townhouse Room 2 !

Parkville townhouse

1 bedroom / 1 bathroom / sleeps 1

Match: Golf within 30mins drive

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from £31 / night

£216 / week

14 Hickory Way

Ocean Pines house

3 bedrooms / 2 bathrooms / sleeps 10

2

Match: Golf within 30mins drive

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from £168 / night

£1,087 / week

Cozy 2 bedroom condo close to NIST, NIH, and Metro Station

Gaithersburg condo

2 bedrooms / 1 bathroom / sleeps 6

6

Match: Golf within 30mins drive

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from £75 / night

£522 / week

All you need near DC/AIRP/Silver Spring; 3br/2ba

Silver Spring house

3 bedrooms / 2 bathrooms / sleeps 7

1

Match: Golf within 30mins drive

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from £172 / night

£1,087 - £1,340 / week

790 Ocean Parkway

Ocean Pines house

3 bedrooms / 2 bathrooms / sleeps 9

1

Match: Golf within 30mins drive

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from £168 / night

£1,132 / week

Great Deal only 85.00 nt. until May1st Ocean View and very clean

Ocean City apartment

2 bedrooms / 2 bathrooms / sleeps 9

Match: Golf within 30mins drive

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from £272 / night

£1,902 / week

A Three-Bedroom Apartment in Silver Spring, Near DC

White Oak apartment

3 bedrooms / 3 bathrooms / sleeps 12

Responds fast! avg. 1 hour 49 minutes

Match: Golf within 30mins drive

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from £165 / night

£1,150 - £1,815 / week

Beautiful/Charming Condo

Adelphi apartment

3 bedrooms / 2 bathrooms / sleeps 10

3

Match: Golf within 30mins drive

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from £209 / night

£1,458 - £1,585 / week

2br/2bath modern house close to DC

Silver Spring house

2 bedrooms / 2 bathrooms / sleeps 6

Match: Golf within 30mins drive

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from £204 / night

£1,426 / week

6 Bdrm, 3.5 Bath, Cambridge Md Vacation Home

Cambridge house

6 bedrooms / 4 bathrooms / sleeps 12

Match: Golf within 30mins drive

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from £787 / night

£2,716 / week

The Tower

Ocean City house

3 bedrooms / 4 bathrooms / sleeps 12

14

Responds fast! avg. 1 hour 24 minutes

Match: Golf within 30mins drive

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from £351 / night

£2,456 - £3,987 / week

Child-friendly, luxurious lodge close to lake and skiing

McHenry house

5 bedrooms / 4 bathrooms / sleeps 18

1

Match: Golf within 30mins drive

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from £254 / night

£1,404 / week

Holistic Getaway

Bowie house

2 bedrooms / 1 bathroom / sleeps 6

Match: Golf within 30mins drive

All filters match

from £132 / night

£919 / week

Stillwater Haven

Friendsville chalet

7 bedrooms / 6 bathrooms / sleeps 20

2

Match: Golf within 30mins drive

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from £996 / night

£6,971 / week

White Oak Retreat

Swanton house

6 bedrooms / 3 bathrooms / sleeps 12

11

Responds fast! avg. 1 hour 49 minutes

Match: Golf within 30mins drive

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from £249 / night

£1,268 - £1,313 / week

Breathtaking Oceanside 3Br 2B Condo, Sleeps 7-9, Free Parking, WIFI, Pool

Ocean City condo

3 bedrooms / 2 bathrooms / sleeps 9

8

Responds fast! avg. 26 minutes

Match: Golf within 30mins drive

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from £181 / night

£1,177 - £1,313 / week

Lorelei II, Unit 210/3Bdr/ Bayside Condo

Ocean City condo

3 bedrooms / 2 bathrooms / sleeps 8

7

Responds fast! avg. 1 hour 57 minutes

Match: Golf within 30mins drive

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from £136 / night

£906 - £1,856 / week

2 bedroom lower level apartment in huge house 75-110 nt. 42 miles to Wash/Balt.

Damascus house

2 bedrooms / 1 bathroom / sleeps 12

Match: Golf within 30mins drive

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from £91 / night

£634 / week

Quiet private room near DC (1 breakfast included)

Hyattsville b&b

1 bedroom / 1 bathroom / sleeps 2

6

Match: Golf within 30mins drive

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from £50 / night

£317 / week

Barbara's Villa on the Pocomoke River - A Splendid Riverfront Single Family Home

Rehobeth house

3 bedrooms / 3 bathrooms / sleeps 10

11

Responds fast! avg. 17 minutes

Match: Golf within 30mins drive

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from £163 / night

£1,087 - £1,902 / week

Viewing 40 of 158
rentals in Maryland

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