Holiday Houses in Maryland

Updating

age 0-16
200 Results

Relevance

Price low to high

Price high to low

Reviews

200 Holiday homes

Cozy Cumberland Cabin in the Allegheny Mountains!

Cresaptown log cabin

1 bedroom / 1 bathroom / sleeps 4

2

Responds fast! avg. 39 minutes

Match: Horse riding

All filters match

from £68 / night

£474 / 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: Horse riding

All filters match

from £249 / night

£1,738 / week

Chesapeake Beach Apt. Walk to Bay, Beach & Marina!

Chesapeake Beach apartment

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 31 minutes

Match: Horse riding

All filters match

from £64 / night

£443 / week

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

Olney house

3 bedrooms / 2 bathrooms / sleeps 15

Match: Horse riding

All filters match

from £158 / night

£1,106 / 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: Horse riding

All filters match

from £82 / night

£569 / week

NEW! Annapolis Home w/ Deck & Whitehall Bay Access

Cape Saint Claire house

4 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 31 minutes

Match: Horse riding

All filters match

from £198 / night

£1,384 / week

Spacious, waterfront home w/ pool table & shuffleboard - dogs OK!

Swanton house

4 bedrooms / 3 bathrooms / sleeps 10

1

Match: Horse riding

All filters match

from £280 / night

£1,959 / week

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

McHenry house

5 bedrooms / 5 bathrooms / sleeps 14

3

Match: Horse riding

All filters match

from £226 / night

£1,580 - £2,663 / week

City Living in a Park-Like Setting

Pikesville apartment

2 bedrooms / 1 bathroom / sleeps 4

Match: Horse riding

All filters match

from £136 / night

£589 - £1,223 / week

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

Wittman log cabin

5 bedrooms / 5 bathrooms / sleeps 10

3

Match: Horse riding

All filters match

from £880 / night

£5,641 - £6,589 / week

Bayview townhouse w/shared pool, minutes from downtown Ocean City

Ocean City house

3 bedrooms / 4 bathrooms / sleeps 14

1

Responds fast! avg. 1 hour 32 minutes

Match: Horse riding

All filters match

from £121 / night

£847 / week

Cozy, dog-friendly home on the lake w/ shared dock & lovely views!

Swanton house

2 bedrooms / 2 bathrooms / sleeps 4

Match: Horse riding

All filters match

from £177 / night

£1,239 / week

Two-story home near beach w/ furnished decks - dogs welcome!

Ocean City apartment

4 bedrooms / 4 bathrooms / sleeps 12

1

Responds fast! avg. 1 hour 32 minutes

Match: Horse riding

All filters match

from £187 / night

£1,308 / week

'Captain's Cottage' - Walk to Ocean City Beach!

Ocean City house

4 bedrooms / 2 bathrooms / sleeps 13

Responds fast! avg. 31 minutes

Match: Horse riding

All filters match

from £203 / night

£1,422 / week

Cozy, waterfront condo w/ an ocean view - just steps from the beach!

Ocean City house

2 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 1 hour 32 minutes

Match: Horse riding

All filters match

from £80 / night

£556 / week

Newly renovated condo w/ shared pool -near bay, beach & boardwalk

Ocean City house

1 bedroom / 1 bathroom / sleeps 6

1

Responds fast! avg. 1 hour 32 minutes

Match: Horse riding

All filters match

from £60 / night

£417 / week

Cozy seaside escape w/ a full kitchen, furnished balcony, & easy beach access

Ocean City house

2 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 1 hour 32 minutes

Match: Horse riding

All filters match

from £80 / night

£556 / week

Mayflower's Flat in Historic Downtown Frederick

Frederick apartment

2 bedrooms / 2 bathrooms / sleeps 4

2

Match: Horse riding

All filters match

from £123 / night

£731 / 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: Horse riding

All filters match

from £91 / night

£637 / week

NewListing! Beautiful home w/hot tub, wrap-around deck & firepit -2 dogs OK!

McHenry house

5 bedrooms / 3 bathrooms / sleeps 12

Match: Horse riding

All filters match

from £175 / night

£1,226 / week

2br/2bath modern house close to DC

Silver Spring house

2 bedrooms / 2 bathrooms / sleeps 6

Match: Horse riding

All filters match

from £203 / night

£1,422 / week

Cozy condo w/amazing lake view in great location & dog friendly!

McHenry house

1 bedroom / 1 bathroom / sleeps 4

Match: Horse riding

All filters match

from £78 / night

£544 / week

Gorgeous Country Cottage On Scenic Monocacy River

Emmitsburg cottage

2 bedrooms / 2 bathrooms / sleeps 7

3

Match: Horse riding

All filters match

from £176 / night

£1,219 - £1,535 / week

Stillwater Haven

Friendsville chalet

7 bedrooms / 6 bathrooms / sleeps 20

2

Match: Horse riding

All filters match

from £993 / night

£6,950 / week

Updated DC House by Metro -Walk to Rock Creek Park

Silver Spring house

3 bedrooms / 3 bathrooms / sleeps 6

2

Responds fast! avg. 31 minutes

Match: Horse riding

All filters match

from £226 / night

£1,580 / week

Renovated, family-friendly farmhouse w/ hot tub & plenty of privacy!

Berlin house

3 bedrooms / 2 bathrooms / sleeps 10

Responds fast! avg. 1 hour 32 minutes

Match: Horse riding

All filters match

from £107 / night

£746 / week

Child-friendly, luxurious lodge close to lake and skiing

McHenry house

5 bedrooms / 4 bathrooms / sleeps 18

1

Match: Horse riding

All filters match

from £255 / night

£1,411 / week

Secluded Country Log Cabin suite

Hampstead guest house

1 bedroom / 1 bathroom / sleeps 4

Match: Horse riding

All filters match

from £114 / night

£797 / week

LORELEI II Beach & Bay Best of Both

Ocean City condo

2 bedrooms / 2 bathrooms / sleeps 6

6

Responds fast! avg. 1 hour 20 minutes

Match: Horse riding

All filters match

from £118 / night

£768 - £1,896 / week

Golden Sands #2012 -Luxury Ocean Front Beach Condo

Ocean City apartment

2 bedrooms / 2 bathrooms / sleeps 4

13

Responds fast! avg. 2 hours 9 minutes

Match: Horse riding

All filters match

from £260 / night

£1,816 / week

White Oak Retreat

Swanton house

6 bedrooms / 3 bathrooms / sleeps 12

11

Responds fast! avg. 1 hour 49 minutes

Match: Horse riding

All filters match

from £251 / night

£1,274 - £1,320 / week

Kingsbay 'Bayhouse' Vacation Rental

Marion Station house

5 bedrooms / 3 bathrooms / sleeps 10

1

Responds fast! avg. 2 hours 7 minutes

Match: Horse riding

All filters match

from £628 / night

£3,791 - £4,603 / week

Prime location w/ views of Isle of Wight Bay, close to nightclubs & restaurants

Ocean City house

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 1 hour 32 minutes

Match: Horse riding

All filters match

from £72 / night

£500 / week

Modern, colorful townhouse w/balconies, just steps to the beach and bay!

Ocean City house

3 bedrooms / 3 bathrooms / sleeps 8

2

Responds fast! avg. 1 hour 32 minutes

Match: Horse riding

All filters match

from £163 / night

£1,138 / week

Expansive estate with a pool, hot tub, basketball court, wet bar, & more!

Berlin house

5 bedrooms / 5 bathrooms / sleeps 10

Responds fast! avg. 1 hour 32 minutes

Match: Horse riding

All filters match

from £166 / night

£1,163 / week

Prvt. 2/3 bedroom in huge house

Damascus apartment

2 bedrooms / 1 bathroom / sleeps 10

2

Match: Horse riding

All filters match

from £91 / night

£632 / week

Oceanfront retreat w/direct beach access - near attractions & more

Ocean City house

1 bedroom / 2 bathrooms / sleeps 4

Responds fast! avg. 1 hour 32 minutes

Match: Horse riding

All filters match

from £55 / night

£379 / week

NEW LISTING! 1st & 2nd floor condos w/ocean view & balconies-near beach, dogs OK

Ocean City house

7 bedrooms / 4 bathrooms / sleeps 20

Responds fast! avg. 1 hour 32 minutes

Match: Horse riding

All filters match

from £276 / night

£1,927 / week

Rock Haul

Swanton house

6 bedrooms / 3 bathrooms / sleeps 12

10

Responds fast! avg. 1 hour 49 minutes

Match: Horse riding

All filters match

from £226 / night

£1,129 - £2,166 / week

Peek-a-boo oceanview condo w/ shared pool & prime location 1 block from beach!

Ocean City house

1 bedroom / 1 bathroom / sleeps 4

1

Responds fast! avg. 1 hour 32 minutes

Match: Horse riding

All filters match

from £55 / night

£379 / week

Viewing 40 of 200
rentals in Maryland

×