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Oakland Waterfront Apartments, Vacation Rentals & More - 278 Rentals Available.

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278 Vacation rentals

Filters applied: Waterfront

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 / 25

Oakland Log cabin

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

$150.00

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from $150.00 / night

1 / 18

Oakland Log cabin

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

$183.00

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from $183.00 / night

1 / 25

Oakland House

  • 3
  • 10
  • 2 nights min
  • Nearest beach 6 mi
  • Ski
  • Child friendly

$195.00

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from $195.00 / night

(2)

1 / 26

Oakland Log cabin

  • 2
  • 4
  • 2 nights min
  • Nearest beach 3 mi
  • Ski
  • Child friendly
“Had a wonderful time in the cabin the hot tub was awesome we even had a fire in the fireplace for a romantic dinner.i will definitely book again”
- Review left on 07/13/2017

$150.00

Very Good (2 reviews)

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from $150.00 / night

(3)

1 / 14

Oakland Log cabin

  • 3
  • 9
  • 2 nights min
  • Child friendly
  • 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

$225.00

Very Good (3 reviews)

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from $225.00 / night

(1)

1 / 24

Oakland Log cabin

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

$175.00

Excellent (1 reviews)

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from $175.00 / night

1 / 24

Oakland Cottage

  • 1
  • 7
  • 2 nights min
  • Beach/lakeside relaxation
  • Ski
  • Child friendly

$165.00

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from $165.00 / 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

$150.00

Excellent (3 reviews)

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from $150.00 / night

(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

$251.00

Very Good (2 reviews)

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from $251.00 / night

1 / 24

Oakland Log cabin

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

$150.00

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from $150.00 / 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

$202.00

Excellent (1 reviews)

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from $202.00 / 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

$150.00

Very Good (1 reviews)

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from $150.00 / night

(2)

1 / 7

Oakland House

  • 3
  • 6
  • 7 nights min
  • Child friendly

$124.00

Average (2 reviews)

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from $124.00 / night

(6)

1 / 20

Oakland House

  • 4
  • 12
  • 7 nights min
  • Child friendly

$412.00

Excellent (6 reviews)

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from $412.00 / night

(4)

1 / 8

Oakland House

  • 2
  • 6
  • 7 nights min
  • Child friendly

$131.00

Average (4 reviews)

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from $131.00 / night

(2)

1 / 10

Oakland House

  • 2
  • 6
  • 7 nights min
  • Child friendly

$116.00

Excellent (2 reviews)

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from $116.00 / night

1 / 13

Oakland House

  • 4
  • 12
  • 7 nights min
  • Child friendly

$213.00

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from $213.00 / night

(4)

1 / 17

Oakland House

  • 4
  • 10
  • 7 nights min
  • Child friendly

$207.00

Very Good (4 reviews)

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from $207.00 / night

(7)

1 / 16

Oakland House

  • 6
  • 15
  • 7 nights min
  • Child friendly

$368.00

Excellent (7 reviews)

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from $368.00 / night

(15)

1 / 20

Oakland House

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

$224.00

Very Good (15 reviews)

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from $224.00 / night

1 / 15

Oakland House

  • 3
  • 8
  • 7 nights min
  • Child friendly

$162.00

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from $162.00 / night

(10)

1 / 44

Oakland House

  • 5
  • 14
  • 7 nights min
  • Child friendly

$450.00

Very Good (10 reviews)

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from $450.00 / night

(6)

1 / 14

Oakland House

  • 5
  • 14
  • 7 nights min
  • Child friendly

$254.00

Excellent (6 reviews)

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from $254.00 / night

(5)

1 / 17

Oakland House

  • 5
  • 10
  • 7 nights min
  • Child friendly

$306.00

Excellent (5 reviews)

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from $306.00 / night

1 / 8

Oakland House

  • 3
  • 10
  • 7 nights min
  • Child friendly

$146.00

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from $146.00 / night

(4)

1 / 7

Oakland House

  • 1
  • 4
  • 7 nights min
  • Child friendly

$98.00

Average (4 reviews)

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from $98.00 / night

(1)

1 / 36

Oakland House

  • 5
  • 13
  • 7 nights min
  • Child friendly

$314.00

Excellent (1 reviews)

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from $314.00 / night

(11)

1 / 38

Oakland House

  • 7
  • 22
  • 7 nights min
  • Child friendly

$482.00

Very Good (11 reviews)

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from $482.00 / night

1 / 35

Oakland House

  • 4
  • 12
  • 7 nights min
  • Child friendly

$278.00

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from $278.00 / 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

(4)

1 / 14

Oakland House

  • 5
  • 14
  • 7 nights min
  • Child friendly

$460.00

Excellent (4 reviews)

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from $460.00 / night

(1)

1 / 23

Oakland House

  • 4
  • 10
  • 7 nights min
  • Child friendly

$201.00

Excellent (1 reviews)

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from $201.00 / 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

(2)

1 / 12

Oakland House

  • 3
  • 10
  • 7 nights min
  • Child friendly

$271.00

Excellent (2 reviews)

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from $271.00 / night

1 / 18

Oakland House

  • 3
  • 8
  • 7 nights min
  • Child friendly

$186.00

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from $186.00 / night

(5)

1 / 15

Oakland House

  • 3
  • 12
  • 7 nights min
  • Child friendly
  • Pet friendly

$165.00

Very Good (5 reviews)

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from $165.00 / night

(5)

1 / 57

Oakland House

  • 5
  • 14
  • 7 nights min
  • Child friendly

$393.00

Excellent (5 reviews)

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from $393.00 / 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

(12)

1 / 12

Oakland House

  • 5
  • 14
  • 7 nights min
  • Child friendly

$543.00

Very Good (12 reviews)

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from $543.00 / night