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Western Maryland 4+ bedroom Vacation Rentals, Homes & More - 218 Rentals Available.

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218 Vacation rentals

Filters applied: 4+ Bedrooms

(2)

1 / 24

Oakland Chalet

  • 5
  • 14
  • 2 nights min
  • Nearest beach 11 mi
  • Child friendly
  • Air conditioning
“The house was nice and beautiful. A lot of space. Really liked out. Yard was big. Pool table and hot tub was great. Master room was so beautiful...”
- Review left on 09/09/2015

$250.00

Very Good (2 reviews)

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from $250.00 / night

1 / 22

Oakland House

  • 4
  • 11
  • 2 nights min
  • Child friendly
  • Air conditioning
  • Private garden

$180.00

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from $180.00 / night

1 / 28

McHenry House

  • 5
  • 12
  • 2 nights min
  • Nearest beach 16 mi
  • Child friendly
  • Air conditioning

$212.00

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from $212.00 / night

1 / 5

McHenry House

  • 5
  • 14
  • Min stay varies
  • Nearest beach 15 mi
  • Ski
  • Child friendly

$270.00

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from $270.00 / night

(1)

1 / 25

Oakland Townhouse

  • 4
  • 10
  • 2 nights min
  • Beach/lakeside relaxation
  • Nearest beach 4 mi
  • Child friendly
“The house I had was so lovely. The house was nice and clean just like the pictures. I would stay again”
- Review left on 12/30/2016

$203.00

Excellent (1 reviews)

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from $203.00 / night

(1)

1 / 51

Swanton Chalet

  • 5
  • 12
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Pet friendly
“A great family vacation home. The flat yard and "safe" fire pit was a great hit for the kids (toddlers). Easy to keep clean with wood floors, and thankful for the baby gates and extra mattresses to throw down for the kids. Each room with TV's and...”
- Review left on 08/29/2016

$225.00

Excellent (1 reviews)

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from $225.00 / night

1 / 27

McHenry House

  • 4
  • 12
  • 2 nights min
  • Child friendly
  • Pet friendly
  • Private garden

$208.00

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from $208.00 / night

(16)

1 / 23

Swanton House

  • 4
  • 8
  • 2 nights min
  • Child friendly
  • Air conditioning
  • Pet friendly

$201.00

Average (16 reviews)

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from $201.00 / night

1 / 37

Oakland House

  • 5
  • 14
  • Min stay varies
  • Ask about children
  • Air conditioning
  • Pet friendly

$224.00

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from $224.00 / night

1 / 38

McHenry House

  • 4
  • 11
  • Min stay varies
  • Ask about children
  • Air conditioning

$122.00

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from $122.00 / night

1 / 26

Oakland Chalet

  • 4
  • 10
  • Min stay varies
  • Ask about children
  • Pet friendly
  • Private garden

$74.00

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from $74.00 / night

(1)

1 / 28

Oakland Villa

  • 5
  • 20
  • 1 night min
  • Child friendly
  • Pet friendly

$426.00

Excellent (1 reviews)

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from $426.00 / night

1 / 33

McHenry House

  • 4
  • 10
  • 2 nights min
  • Child friendly
  • Air conditioning
  • Private garden

$197.00

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from $197.00 / night

1 / 24

Swanton House

  • 4
  • 12
  • 2 nights min
  • Child friendly
  • Pet friendly

$191.00

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from $191.00 / night

1 / 34

Oakland House

  • 4
  • 12
  • 7 nights min
  • Child friendly
  • Pet friendly

$201.00

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from $201.00 / night

(3)

1 / 12

Swanton House

  • 4
  • 12
  • 7 nights min
  • Child friendly
  • Pet friendly

$207.00

Average (3 reviews)

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from $207.00 / night

(5)

1 / 13

Oakland House

  • 5
  • 12
  • 7 nights min
  • Child friendly

$247.00

Very Good (5 reviews)

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from $247.00 / night

1 / 18

Swanton House

  • 5
  • 14
  • 7 nights min
  • Child friendly

$221.00

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from $221.00 / night

(7)

1 / 17

Oakland House

  • 5
  • 14
  • 7 nights min
  • Child friendly

$224.00

Very Good (7 reviews)

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from $224.00 / night

(9)

1 / 12

Oakland House

  • 5
  • 10
  • 7 nights min
  • Child friendly

$216.00

Very Good (9 reviews)

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from $216.00 / night

(2)

1 / 30

McHenry House

  • 4
  • 12
  • 7 nights min
  • Child friendly
  • Pet friendly

$246.00

Average (2 reviews)

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from $246.00 / night

(9)

1 / 22

Oakland House

  • 7
  • 20
  • 7 nights min
  • Child friendly

$649.00

Very Good (9 reviews)

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from $649.00 / night

(2)

1 / 13

Swanton House

  • 4
  • 10
  • 7 nights min
  • Child friendly
  • Pet friendly

$207.00

Average (2 reviews)

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from $207.00 / night

(2)

1 / 29

McHenry House

  • 5
  • 16
  • 7 nights min
  • Child friendly

$255.00

Very Good (2 reviews)

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from $255.00 / night

(1)

1 / 26

Oakland House

  • 4
  • 12
  • 7 nights min
  • Child friendly

$255.00

Very Good (1 reviews)

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from $255.00 / night

(1)

1 / 15

McHenry House

  • 5
  • 14
  • 7 nights min
  • Child friendly

$277.00

Excellent (1 reviews)

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from $277.00 / night

(11)

1 / 38

McHenry House

  • 9
  • 28
  • 7 nights min
  • Child friendly

$991.00

Very Good (11 reviews)

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from $991.00 / night

(2)

1 / 15

McHenry House

  • 4
  • 8
  • 7 nights min
  • Child friendly

$435.00

Average (2 reviews)

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from $435.00 / night

(6)

1 / 25

Swanton House

  • 7
  • 18
  • 7 nights min
  • Child friendly
  • Pet friendly

$435.00

Very Good (6 reviews)

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from $435.00 / night

(11)

1 / 44

McHenry House

  • 5
  • 14
  • 7 nights min
  • Child friendly

$230.00

Average (11 reviews)

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from $230.00 / night

(14)

1 / 56

Oakland House

  • 9
  • 28
  • 7 nights min
  • Child friendly

$991.00

Very Good (14 reviews)

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from $991.00 / night

1 / 16

McHenry House

  • 4
  • 12
  • 7 nights min
  • Child friendly

$238.00

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from $238.00 / night

(9)

1 / 9

Oakland House

  • 4
  • 12
  • 7 nights min
  • Child friendly

$505.00

Excellent (9 reviews)

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from $505.00 / night

1 / 17

Oakland House

  • 4
  • 11
  • 7 nights min
  • Child friendly

$216.00

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from $216.00 / night

(2)

1 / 77

Oakland House

  • 10
  • 34
  • 7 nights min
  • Child friendly

$1,538.00

Very Good (2 reviews)

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from $1,538.00 / night

1 / 18

McHenry House

  • 5
  • 14
  • 7 nights min
  • Child friendly

$492.00

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from $492.00 / night

(11)

1 / 21

Oakland House

  • 6
  • 15
  • 7 nights min
  • Child friendly

$337.00

Average (11 reviews)

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from $337.00 / night

(11)

1 / 31

Swanton House

  • 6
  • 18
  • 7 nights min
  • Child friendly

$362.00

Very Good (11 reviews)

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from $362.00 / night

(5)

1 / 22

McHenry House

  • 5
  • 14
  • 7 nights min
  • Child friendly
  • Pet friendly

$269.00

Very Good (5 reviews)

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from $269.00 / night

(28)

1 / 27

Swanton House

  • 6
  • 20
  • 7 nights min
  • Child friendly

$1,097.00

Very Good (28 reviews)

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from $1,097.00 / night