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Western Maryland Waterfront Vacation Rentals, Homes & More - 297 Rentals Available.

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297 Vacation rentals

Filters applied: Waterfront

(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

(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 / 24

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

$250

Excellent (1 reviews)

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from $250 / 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 / 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 / 16

Oakland Log cabin

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

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

(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)

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 / 22

Swanton House

  • 6
  • 12
  • Min stay varies
  • Beach/lakeside relaxation
  • Ask about children
  • Air conditioning

from $250 / night

1 / 25

Oakland Log cabin

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

$125

Book

from $125 / night

(5)

1 / 23

Swanton House

  • 6
  • 12
  • Min stay varies
  • Ask about children
  • Pet friendly
“We had family coming and going during our week stay, and it felt like home as we welcomed them into our "second" home. All the amenities we needed were there. The location was private compared to others nearby. We were centrally located to...”
- Review left on 08/01/2014

$225

Excellent (5 reviews)

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from $225 / 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

(7)

1 / 12

McHenry House

  • 4
  • 12
  • 7 nights min
  • Child friendly

$284

Excellent (7 reviews)

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from $284 / night

1 / 33

Oakland House

  • 5
  • 14
  • 7 nights min
  • Child friendly

from $331 / night

1 / 11

McHenry House

  • 3
  • 10
  • 7 nights min
  • Child friendly

from $148 / night

(4)

1 / 16

Oakland House

  • 5
  • 14
  • 7 nights min
  • Child friendly

$303

Very Good (4 reviews)

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from $303 / night

(3)

1 / 12

McHenry House

  • 4
  • 10
  • 7 nights min
  • Child friendly

$178

Very Good (3 reviews)

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from $178 / night

1 / 17

McHenry House

  • 2
  • 6
  • 7 nights min
  • Child friendly

from $127 / night

(7)

1 / 15

Oakland House

  • 6
  • 15
  • 7 nights min
  • Child friendly

$368

Excellent (7 reviews)

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from $368 / night

(6)

1 / 11

Swanton House

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

$224

Very Good (6 reviews)

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from $224 / 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 / 19

Oakland House

  • 5
  • 14
  • 7 nights min
  • Child friendly

from $284 / night

1 / 38

McHenry House

  • 4
  • 11
  • 7 nights min
  • Child friendly
  • Pet friendly

from $265 / night

(1)

1 / 33

McHenry House

  • 4
  • 12
  • 7 nights min
  • Child friendly

$213

Very Good (1 reviews)

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from $213 / night

1 / 17

Oakland House

  • 4
  • 11
  • 7 nights min
  • Child friendly

from $224 / night

1 / 11

Oakland House

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

from $166 / night

(6)

1 / 18

McHenry House

  • 4
  • 12
  • 7 nights min
  • Child friendly

$255

Very Good (6 reviews)

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from $255 / night

1 / 13

McHenry House

  • 3
  • 8
  • 7 nights min
  • Child friendly

from $147 / night

(4)

1 / 12

McHenry House

  • 5
  • 14
  • 7 nights min
  • Child friendly

$223

Very Good (4 reviews)

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from $223 / night

(3)

1 / 14

Oakland House

  • 4
  • 12
  • 7 nights min
  • Child friendly

$238

Excellent (3 reviews)

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from $238 / night

(11)

1 / 16

Oakland House

  • 7
  • 22
  • 7 nights min
  • Child friendly

$482

Very Good (11 reviews)

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from $482 / night

(7)

1 / 15

McHenry House

  • 4
  • 10
  • 7 nights min
  • Child friendly

$207

Very Good (7 reviews)

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from $207 / night

1 / 18

Swanton House

  • 5
  • 12
  • 7 nights min
  • Child friendly

from $185 / night

(9)

1 / 19

McHenry House

  • 7
  • 16
  • 7 nights min
  • Child friendly

$435

Excellent (9 reviews)

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from $435 / night

(11)

1 / 20

Swanton House

  • 5
  • 14
  • 7 nights min
  • Child friendly

$308

Very Good (11 reviews)

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from $308 / night

(18)

1 / 12

Oakland House

  • 5
  • 14
  • 7 nights min
  • Child friendly

$269

Very Good (18 reviews)

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from $269 / night

1 / 12

Oakland House

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

from $189 / night

1 / 15

Oakland House

  • 3
  • 8
  • 7 nights min
  • Child friendly

from $162 / night

(11)

1 / 14

Oakland House

  • 4
  • 11
  • 7 nights min
  • Child friendly

$221

Very Good (11 reviews)

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from $221 / night