Holiday Houses in Maryland

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169 Holiday homes

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: Water sports

All filters match

from £150 / night

£901 / week

Waldins waterfront house with amazing views - Top of the Chesapeake

Charlestown house

3 bedrooms / 2 bathrooms / sleeps 8

3

Responds fast! avg. 1 hour 4 minutes

Match: Water sports

All filters match

from £243 / night

£1,702 / week

Annapolis Crows Nest Cottage: Chesapeake Bay View

Annapolis villa

5 bedrooms / 3 bathrooms / sleeps 20

Match: Water sports

All filters match

from £615 / night

£2,652 - £3,394 / week

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

Wittman log cabin

5 bedrooms / 5 bathrooms / sleeps 10

3

Match: Water sports

All filters match

from £862 / night

£5,524 - £6,452 / week

City Living in a Park-Like Setting

Pikesville apartment

2 bedrooms / 1 bathroom / sleeps 4

Match: Water sports

All filters match

from £133 / night

£575 - £1,193 / 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: Water sports

All filters match

from £89 / night

£618 / week

Old World Charm, Immaculate Potomac River Woodland Cottage, Polite Pets OK

Piney Point house

3 bedrooms / 1 bathroom / sleeps 8

2

Responds fast! avg. 3 hours 49 minutes

Match: Water sports

All filters match

from £88 / night

£883 - £1,794 / week

North Ocean City Penthouse Condo

Ocean City condo

3 bedrooms / 2 bathrooms / sleeps 7

16

Responds fast! avg. 3 hours 17 minutes

Match: Water sports

All filters match

from £75 / night

£1,409 / week

Spacious home w/convenient location & hot tub, near lake & dining

McHenry house

4 bedrooms / 4 bathrooms / sleeps 10

Responds fast! avg. 2 hours 32 minutes

Match: Water sports

All filters match

from £145 / night

£1,015 / week

Nice! 2 BR, Coastal Cottage Condo, Walk To Beach, Restaurants!

Ocean City condo

2 bedrooms / 1 bathroom / sleeps 6

6

Match: Water sports

All filters match

from £114 / night

£796 / week

Cozy Ocean City Condo w/Patio Steps from Beach!

Ocean City apartment

2 bedrooms / 2 bathrooms / sleeps 4

1

Responds fast! avg. 1 hour 35 minutes

Match: Water sports

All filters match

from £111 / night

£774 / week

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

McHenry house

5 bedrooms / 5 bathrooms / sleeps 14

3

Match: Water sports

All filters match

from £221 / night

£1,547 - £2,607 / week

Waterfront Vacation Home with Private Beach

Trappe house

3 bedrooms / 3 bathrooms / sleeps 6

5

Responds fast! avg. 2 hours 46 minutes

Match: Water sports

All filters match

from £292 / night

£1,748 / week

Townhouse in Historic Downtown Cumberland

Cumberland house

3 bedrooms / 1 bathroom / sleeps 7

5

Responds fast! avg. 1 hour 51 minutes

Match: Water sports

All filters match

from £106 / night

£619 / week

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

Royal Oak house

5 bedrooms / 4 bathrooms / sleeps 10

Match: Water sports

All filters match

from £441 / night

£5,568 / week

14 Hickory Way

Ocean Pines house

3 bedrooms / 2 bathrooms / sleeps 10

2

Match: Water sports

All filters match

from £164 / night

£1,061 / week

Mayflower's Flat in Historic Downtown Frederick

Frederick apartment

2 bedrooms / 2 bathrooms / sleeps 4

2

Match: Water sports

All filters match

from £121 / night

£715 / 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: Water sports

All filters match

from £159 / night

£1,061 - £1,856 / week

Ocean City Condo w/Patio + Indoor & Outdoor Pools!

Ocean City apartment

2 bedrooms / 2 bathrooms / sleeps 8

2

Responds fast! avg. 1 hour 35 minutes

Match: Water sports

All filters match

from £111 / night

£774 / week

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

Ocean City apartment

2 bedrooms / 2 bathrooms / sleeps 9

Match: Water sports

All filters match

from £265 / night

£1,854 / week

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

Ocean City house

4 bedrooms / 2 bathrooms / sleeps 13

Responds fast! avg. 1 hour 35 minutes

Match: Water sports

All filters match

from £199 / night

£1,392 / week

Serene Waterfront Apartment on Kent Island

Stevensville apartment

1 bedroom / 1 bathroom / sleeps 2

Match: Water sports

All filters match

from £133 / night

£707 / week

Spacious Oceanfront 1BR 1 Large Den Flexible checkin days 2 private balconies

Ocean City apartment

1 bedroom / 1 bathroom / sleeps 6

1

Responds fast! avg. 54 minutes

Match: Water sports

All filters match

from £159 / night

£1,108 - £1,912 / 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: Water sports

All filters match

from £111 / night

£1,127 / week

Cozy Ocean City Condo w/Balcony-Steps to Beach!

Ocean City apartment

3 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 1 hour 35 minutes

Match: Water sports

All filters match

from £133 / night

£928 / week

Water water everywhere in this gorgeous home

Chance house

3 bedrooms / 2 bathrooms / sleeps 8

3

Match: Water sports

All filters match

from £221 / night

£1,414 / week

Child-friendly, luxurious lodge close to lake and skiing

McHenry house

5 bedrooms / 4 bathrooms / sleeps 18

1

Match: Water sports

All filters match

from £248 / night

£1,370 / week

Stillwater Haven

Friendsville chalet

7 bedrooms / 6 bathrooms / sleeps 20

2

Match: Water sports

All filters match

from £972 / night

£6,805 / week

The best place with Ocean Front beach in OC, MD

Ocean City condo

1 bedroom / 1 bathroom / sleeps 4

1

Responds fast! avg. 41 minutes

Match: Water sports

All filters match

from £177 / night

£1,104 / week

Charming 1907 Home in Historic Downtown Cumberland

Cumberland house

2 bedrooms / 2 bathrooms / sleeps 6

1

Responds fast! avg. 1 hour 51 minutes

Match: Water sports

All filters match

from £106 / night

£637 / week

Waterfront West Ocean City Home w/ Skyline View!

Ocean City house

3 bedrooms / 2 bathrooms / sleeps 8

3

Responds fast! avg. 1 hour 35 minutes

Match: Water sports

All filters match

from £155 / night

£1,083 / week

The Tower

Ocean City house

3 bedrooms / 4 bathrooms / sleeps 12

14

Responds fast! avg. 1 hour 24 minutes

Match: Water sports

All filters match

from £340 / night

£2,378 - £3,860 / week

Lovely Condo - Ocean View - Steps to the Ocean

Ocean City apartment

1 bedroom / 1 bathroom / sleeps 4

5

Match: Water sports

All filters match

from £129 / night

£897 / 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: Water sports

All filters match

from £177 / night

£1,149 - £1,282 / week

White Oak Retreat

Swanton house

6 bedrooms / 3 bathrooms / sleeps 12

11

Responds fast! avg. 1 hour 49 minutes

Match: Water sports

All filters match

from £243 / night

£1,236 - £1,280 / 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: Water sports

All filters match

from £133 / night

£884 - £1,812 / week

Ocean City Condo w/ Pool Access - Walk to Beach!

Ocean City apartment

2 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 1 hour 35 minutes

Match: Water sports

All filters match

from £133 / night

£928 / week

Holistic Getaway

Bowie house

2 bedrooms / 1 bathroom / sleeps 6

Match: Water sports

All filters match

from £129 / night

£897 / 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: Water sports

All filters match

from £115 / night

£752 - £1,856 / week

Ocean City Condo w/ Balcony - Walk to Beach & Bay!

Ocean City condo

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 56 minutes

Match: Water sports

All filters match

from £115 / night

£805 / week

Viewing 40 of 169
rentals in Maryland

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