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Western Maryland 2-bedroom Vacation Rentals, Homes & More - 137 Rentals Available.

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137 Vacation rentals

Filters applied: 2 Bedrooms

(3)

1 / 26

Oakland Log cabin

  • 2
  • 6
  • 2 nights min
  • Nearest beach 3 mi
  • Ski
  • Child friendly
“We have stayed at the Whitetail many times, but it had been several years (2010 was last time). The new owners kept it lovely - and added a dog friendly aspect. Hooray! It is a perfect fit for our family of 4 and our australian shepherd! (Even...”
- Review left on 10/21/2015

$125

Excellent (3 reviews)

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from $125 / night

(1)

1 / 26

Oakland Log cabin

  • 2
  • 4
  • 2 nights min
  • Nearest beach 3 mi
  • Ski
  • Child friendly
“This rental was perfect for a quiet, relaxing getaway with our family! It was very clean and everything worked well. The hot tub and rain shower were amazing, and the kids loved the big bath tub upstairs. The loft was the perfect place for them to...”
- Review left on 08/21/2016

$125

Excellent (1 reviews)

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from $125 / night

1 / 24

Oakland Log cabin

  • 2
  • 6
  • 2 nights min
  • Nearest beach 2 mi
  • Ski
  • Child friendly

$125

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from $125 / night

(1)

1 / 24

Oakland Log cabin

  • 2
  • 6
  • 2 nights min
  • Nearest beach 3 mi
  • Ski
  • Child friendly

$150

Excellent (1 reviews)

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from $150 / night

(1)

1 / 23

Oakland Cottage

  • 2
  • 6
  • 2 nights min
  • Nearest beach 5 mi
  • Ski
  • Child friendly
“Although the placement of the house was not ideal (the walkway was sandwiched between two other houses and this one was set back), the interior was adorable. And very clean which is a huge plus in my eyes. The cost was affordable for us as well....”
- Review left on 10/31/2015

$125

Very Good (1 reviews)

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from $125 / night

1 / 25

Oakland Log cabin

  • 2
  • 6
  • 2 nights min
  • Nearest beach 3 mi
  • Ski
  • Child friendly

$125

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from $125 / night

(11)

1 / 14

Oakland House

  • 2
  • 6
  • 7 nights min
  • Child friendly
  • Pet friendly

$173

Very Good (11 reviews)

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from $173 / night

(9)

1 / 11

McHenry House

  • 2
  • 6
  • 7 nights min
  • Child friendly

$190

Very Good (9 reviews)

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from $190 / night

1 / 17

McHenry House

  • 2
  • 6
  • 7 nights min
  • Child friendly

from $127 / night

1 / 12

Oakland House

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

from $189 / night

(3)

1 / 9

McHenry House

  • 2
  • 6
  • 7 nights min
  • Child friendly
  • Pet friendly

$181

Excellent (3 reviews)

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from $181 / night

1 / 25

Oakland House

  • 2
  • 6
  • 7 nights min
  • Suitable for children age 5+

from $155 / night

(13)

1 / 22

McHenry House

  • 2
  • 8
  • 7 nights min
  • Child friendly

$181

Excellent (13 reviews)

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from $181 / night

(2)

1 / 10

Oakland House

  • 2
  • 6
  • 7 nights min
  • Child friendly

$116

Excellent (2 reviews)

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from $116 / night

(5)

1 / 10

McHenry House

  • 2
  • 10
  • 7 nights min
  • Child friendly

$152

Very Good (5 reviews)

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from $152 / night

(4)

1 / 9

McHenry House

  • 2
  • 8
  • 7 nights min
  • Child friendly

$152

Very Good (4 reviews)

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from $152 / night

(10)

1 / 17

McHenry House

  • 2
  • 8
  • 7 nights min
  • Child friendly
  • Pet friendly

$152

Very Good (10 reviews)

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from $152 / night

(1)

1 / 14

McHenry House

  • 2
  • 10
  • 7 nights min
  • Child friendly

$160

Very Good (1 reviews)

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from $160 / night

(4)

1 / 9

McHenry House

  • 2
  • 8
  • 7 nights min
  • Child friendly

$148

Excellent (4 reviews)

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from $148 / night

(2)

1 / 11

McHenry House

  • 2
  • 10
  • 7 nights min
  • Child friendly

$152

Very Good (2 reviews)

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from $152 / night

(4)

1 / 8

Oakland House

  • 2
  • 6
  • 7 nights min
  • Child friendly

$129

Average (4 reviews)

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from $129 / night

1 / 11

Oakland House

  • 2
  • 8
  • 7 nights min
  • Suitable for children age 5+

from $166 / night

(8)

1 / 8

McHenry House

  • 2
  • 8
  • 7 nights min
  • Child friendly
  • Pet friendly

$120

Average (8 reviews)

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from $120 / night

(3)

1 / 38

McHenry Townhouse

  • 3
  • 8
  • Min stay varies
  • Beach/lakeside relaxation
  • Ask about children
  • Air conditioning
“This was our first trip to Deep Creek and we really didn't know what to expect. Alex was great to deal with and from the very beginning he kept great communications. But on to more important things. The place was immaculate. Very clean, well...”
- Review left on 08/14/2016

$100

Excellent (3 reviews)

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from $100 / night

1 / 16

Oakland Log cabin

  • 3
  • 6
  • Min stay varies
  • Ask about children
  • Air conditioning
  • Pet friendly

from $125 / night

(2)

1 / 14

Oakland Log cabin

  • 3
  • 9
  • 2 nights min
  • Ask about children
  • Air conditioning
  • Pet friendly
“This was my second stay at Cabin on Farm View and I will definitely be returning again! The cabin is perfect - comfortable, great location, charming, plenty of room - with absolutely everything that you could need for an effortless and relaxing...”
- Review left on 01/01/2017

$190

Very Good (2 reviews)

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from $190 / night

1 / 17

Oakland Log cabin

  • 3
  • 9
  • 2 nights min
  • Nearest beach 3 mi
  • Ski
  • Child friendly

$175

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from $175 / night

(5)

1 / 13

Oakland House

  • 3
  • 8
  • 7 nights min
  • Child friendly

$127

Very Good (5 reviews)

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from $127 / night

1 / 15

Oakland House

  • 3
  • 8
  • 7 nights min
  • Child friendly

from $162 / night

1 / 30

McHenry House

  • 3
  • 10
  • 7 nights min
  • Child friendly

from $199 / night

1 / 13

McHenry House

  • 3
  • 8
  • 7 nights min
  • Child friendly

from $147 / night

(2)

1 / 12

Oakland House

  • 3
  • 10
  • 7 nights min
  • Child friendly

$268

Excellent (2 reviews)

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from $268 / night

(8)

1 / 14

Oakland House

  • 3
  • 8
  • 7 nights min
  • Child friendly
  • Pet friendly

$173

Very Good (8 reviews)

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from $173 / night

1 / 10

Oakland House

  • 3
  • 8
  • 7 nights min
  • Child friendly

from $151 / night

(2)

1 / 7

Oakland House

  • 3
  • 6
  • 7 nights min
  • Child friendly

$124

Average (2 reviews)

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from $124 / night

(17)

1 / 9

McHenry House

  • 3
  • 12
  • 7 nights min
  • Child friendly

$206

Very Good (17 reviews)

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from $206 / night

(1)

1 / 11

Oakland House

  • 3
  • 8
  • 7 nights min
  • Child friendly
  • Pet friendly

$178

Very Good (1 reviews)

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from $178 / night

1 / 14

McHenry House

  • 3
  • 8
  • 7 nights min
  • Child friendly

from $181 / night

(3)

1 / 12

Oakland House

  • 3
  • 8
  • 7 nights min
  • Child friendly

$189

Very Good (3 reviews)

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from $189 / night

1 / 11

McHenry House

  • 3
  • 10
  • 7 nights min
  • Child friendly

from $148 / night