Holiday Houses in Maryland

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285 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: Fireplace

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from £150 / night

£900 / 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: Fireplace

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from £243 / night

£1,702 / week

Brookie Cottage on the Savage River

Swanton cottage

2 bedrooms / 1 bathroom / sleeps 4

1

Match: Fireplace

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from £173 / night

£1,104 / week

Beautiful cabin in the woods w/private hot tub & game room, close to skiing

McHenry house

4 bedrooms / 4 bathrooms / sleeps 10

Responds fast! avg. 51 minutes

Match: Fireplace

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from £145 / night

£1,015 / week

Annapolis Crows Nest Cottage: Chesapeake Bay View

Annapolis villa

5 bedrooms / 3 bathrooms / sleeps 20

Match: Fireplace

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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: Fireplace

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from £862 / night

£5,524 - £6,452 / week

Top of the Slopes

McHenry condo

4 bedrooms / 3 bathrooms / sleeps 12

Match: Fireplace

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from £217 / night

£1,516 / week

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

Swanton house

4 bedrooms / 3 bathrooms / sleeps 10

1

Responds fast! avg. 51 minutes

Match: Fireplace

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from £274 / night

£1,918 / week

Immaculate Waterfront Town Home

Ocean City villa

3 bedrooms / 3 bathrooms / sleeps 10

9

Match: Fireplace

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from £177 / night

£1,412 - £1,570 / 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: Fireplace

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from £88 / night

£883 - £1,794 / week

Responds fast! avg. 51 minutes

Match: Fireplace

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from £108 / night

£755 / week

Lakefront townhouse w/shared dock, shared pool & hot tub - lake & ski access

McHenry house

3 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 51 minutes

Match: Fireplace

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from £98 / night

£681 / week

1

Responds fast! avg. 51 minutes

Match: Fireplace

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from £106 / night

£743 / week

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

McHenry house

4 bedrooms / 4 bathrooms / sleeps 10

Responds fast! avg. 51 minutes

Match: Fireplace

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from £145 / night

£1,015 / week

Huge Stevensville House Overlooking Eastern Shore!

Stevensville house

3 bedrooms / 5 bathrooms / sleeps 10

1

Responds fast! avg. 1 hour 35 minutes

Match: Fireplace

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from £354 / night

£2,475 / week

Responds fast! avg. 51 minutes

Match: Fireplace

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from £112 / night

£780 / week

Cozy Bedroom Convenient Location

Bethesda house

1 bedroom / 3 bathrooms / sleeps 2

2

Responds fast! avg. 1 hour 41 minutes

Match: Fireplace

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from £45 / night

£284 / week

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

McHenry house

5 bedrooms / 5 bathrooms / sleeps 14

3

Match: Fireplace

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from £221 / night

£1,545 - £2,605 / week

Charming cabin w/ split lake access dock, & firepit at the water's edge

McHenry house

3 bedrooms / 1 bathroom / sleeps 8

Responds fast! avg. 51 minutes

Match: Fireplace

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from £111 / night

£774 / week

Home w/private hot tub/firepit-community beach/dock/pond/playground

Swanton house

3 bedrooms / 2 bathrooms / sleeps 10

Responds fast! avg. 51 minutes

Match: Fireplace

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from £108 / night

£755 / week

Love Point Luxury Waterfront in Stevensville

Stevensville house

3 bedrooms / 4 bathrooms / sleeps 10

Match: Fireplace

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from £1,235 / night

£6,177 / week

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

Royal Oak house

5 bedrooms / 4 bathrooms / sleeps 10

Match: Fireplace

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from £441 / night

£5,568 / week

Responds fast! avg. 51 minutes

Match: Fireplace

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from £80 / night

£557 / week

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

McHenry house

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 51 minutes

Match: Fireplace

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from £76 / night

£532 / week

Back Bay Bungalows - Unit 1

Berlin cottage

1 bedroom / 1 bathroom / sleeps 4

14

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from £98 / night

£662 / week

Cottage On Kent

Chestertown cottage

1 bedroom / 1 bathroom / sleeps 3

3

Match: Fireplace

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from £173 / night

£1,205 / week

Boathouse

Ocean City apartment

5 bedrooms / 4 bathrooms / sleeps 12

14

Match: Fireplace

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from £397 / night

£2,560 / week

Rosewood Manor BnB

Port Tobacco house

4 bedrooms / 4 bathrooms / sleeps 8

Match: Fireplace

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from £238 / night

£1,579 - £3,062 / week

2br/2bath modern house close to DC

Silver Spring house

2 bedrooms / 2 bathrooms / sleeps 6

Match: Fireplace

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from £199 / night

£1,392 / 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: Fireplace

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from £159 / night

£1,061 - £1,856 / week

Forest view home w/ wrap-around deck - minutes to the lake & Wisp Resort!

McHenry house

3 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 51 minutes

Match: Fireplace

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from £133 / night

£928 / week

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

Olney house

3 bedrooms / 2 bathrooms / sleeps 15

Match: Fireplace

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from £155 / night

£1,083 / week

Wow your own entrance, parking, kitchen, walk-in closet, and parking.

Capitol Heights private room

1 bedroom / 1 bathroom / sleeps 3

Responds fast! avg. 2 hours 12 minutes

Match: Fireplace

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from £62 / night

£319 / week

Lake front getaway with indoor hot tub - walk to the lake or hit the slopes

McHenry house

2 bedrooms / 3 bathrooms / sleeps 6

2

Responds fast! avg. 51 minutes

Match: Fireplace

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from £80 / night

£557 / week

Lakefront condo w/ patio, views & shared deck, walk to restaurants!

McHenry house

3 bedrooms / 2 bathrooms / sleeps 9

Responds fast! avg. 51 minutes

Match: Fireplace

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from £102 / night

£712 / week

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

Silver Spring house

3 bedrooms / 2 bathrooms / sleeps 7

1

Match: Fireplace

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from £168 / night

£1,060 - £1,307 / week

Gorgeous Country Cottage On Scenic Monocacy River

Emmitsburg cottage

2 bedrooms / 2 bathrooms / sleeps 7

3

Match: Fireplace

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from £173 / night

£1,192 - £1,501 / week

Water water everywhere in this gorgeous home

Chance house

3 bedrooms / 2 bathrooms / sleeps 8

3

Match: Fireplace

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from £221 / night

£1,414 / week

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

McHenry house

5 bedrooms / 3 bathrooms / sleeps 12

Responds fast! avg. 51 minutes

Match: Fireplace

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from £172 / night

£1,200 / week

Large Historic Thomas Harrison House on Harbor in St. Michaels Town

St. Michaels house

7 bedrooms / 4 bathrooms / sleeps 9

13

Responds fast! avg. 3 hours 23 minutes

Match: Fireplace

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from £345 / night

£2,163 - £2,605 / week

Viewing 40 of 285
rentals in Maryland

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