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Old Orchard Beach 2-bedroom Cottages, Vacation Rentals & More - 37 Rentals Available.

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37 Vacation rentals

Filters applied: 2+ Bedrooms

1 / 12

Old Orchard Beach Condo

  • 3
  • 9
  • 7 nights min
  • Child friendly
  • Air conditioning

$262.00

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from $262.00 / night

1 / 14

Old Orchard Beach House

  • 6
  • 14
  • 7 nights min
  • Child friendly

$916.00

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from $916.00 / night

1 / 19

Old Orchard Beach House

  • 2
  • 8
  • 7 nights min
  • Ask about children
  • Air conditioning
  • Pet friendly

$213.00

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from $213.00 / night

(1)

1 / 17

Old Orchard Beach House

  • 4
  • 10
  • 7 nights min
  • Child friendly

$295.00

Very Good (1 reviews)

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from $295.00 / night

(1)

1 / 16

Old Orchard Beach House

  • 5
  • 13
  • 7 nights min
  • Ask about children

$467.00

Very Good (1 reviews)

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from $467.00 / night

(1)

1 / 10

Old Orchard Beach Condo

  • 2
  • 6
  • 7 nights min
  • Child friendly

$213.00

Excellent (1 reviews)

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from $213.00 / night

1 / 15

Old Orchard Beach Condo

  • 2
  • 6
  • 7 nights min
  • Child friendly

$458.00

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from $458.00 / night

1 / 21

Old Orchard Beach Condo

  • 2
  • 6
  • 7 nights min
  • Child friendly

$213.00

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from $213.00 / night

1 / 23

Old Orchard Beach Condo

  • 2
  • 5
  • 7 nights min
  • Child friendly

$221.00

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from $221.00 / night

(2)

1 / 6

Old Orchard Beach House

  • 6
  • 23
  • 7 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Air conditioning
“We lost our Dad in June of 2016 and had planned on taking him to Maine with us in July. So it was with heavy hearts we left for our trip. But the house was wonderful...plenty of room for everyone and right on the water. We found ourselves sharing...”
- Review left on 09/02/2016

$1,031.00

Average (2 reviews)

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from $1,031.00 / night

Your search has been expanded 19.7 miles to include more rentals

1 / 18

Kennebunkport House - 12.2 miles away

  • 2
  • 4
  • min stay varies
  • Child friendly

$573.00

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from $573.00 / night

1 / 22

Kennebunkport Condo - 14.1 miles away

  • 4
  • 8
  • min stay varies
  • Child friendly

$802.00

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from $802.00 / night

1 / 35

Kennebunk House - 13.6 miles away

  • 4
  • 9
  • min stay varies
  • Child friendly

$573.00

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from $573.00 / night

(1)

1 / 32

Wells Apartment - 17.8 miles away

  • 7
  • 12
  • 7 nights min
  • Beach/lakeside relaxation
  • Child friendly

$1,047.00

Excellent (1 reviews)

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from $1,047.00 / night

1 / 24

Kennebunk House - 13.9 miles away

  • 6
  • 12
  • min stay varies
  • Child friendly
  • Air conditioning

$1,145.00

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from $1,145.00 / night

1 / 25

Kennebunk House - 13.7 miles away

  • 3
  • 6
  • min stay varies
  • Child friendly
  • Private garden

$573.00

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from $573.00 / night

1 / 22

Kennebunkport House - 12.2 miles away

  • 6
  • 10
  • min stay varies
  • Child friendly
  • Air conditioning
  • Private garden

$687.00

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from $687.00 / night

1 / 38

Kennebunkport House - 13.2 miles away

  • 8
  • 14
  • min stay varies
  • Child friendly
  • Private garden

$1,260.00

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from $1,260.00 / night

1 / 27

Kennebunkport House - 11.3 miles away

  • 3
  • 8
  • min stay varies
  • Child friendly
  • Air conditioning
  • Private garden

$630.00

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from $630.00 / night

1 / 25

Cape Porpoise House - 10.9 miles away

  • 2
  • 4
  • min stay varies
  • Child friendly
  • Air conditioning
  • Private garden

$573.00

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from $573.00 / night

1 / 34

Saco House - 3.8 miles away

  • 5
  • 11
  • 7 nights min
  • Ask about children
  • Air conditioning

$508.00

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from $508.00 / night

1 / 14

Saco House - 3.9 miles away

  • 2
  • 6
  • 7 nights min
  • Ask about children

$197.00

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from $197.00 / night

(3)

1 / 16

Saco House - 2.1 miles away

  • 2
  • 6
  • 7 nights min
  • Ask about children
“Great cottage. Ideal location that is close to the beach and away from the noise. Truly a home away from home...”
- Review left on 08/25/2014

$409.00

Very Good (3 reviews)

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from $409.00 / night

1 / 24

Kennebunk House - 12.5 miles away

  • 4
  • 8
  • min stay varies
  • Child friendly
  • Air conditioning
  • Private garden

$1,145.00

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from $1,145.00 / night

(11)

1 / 7

Saco House - 3.6 miles away

  • 4
  • 10
  • 7 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Air conditioning

Responds fast! Avg. 1 hour 48 minutes

“I can't say enough good things about this house. It had beautiful views of the water, it was well appointed with everything we needed for the week and it was clean and updated. The beach is literally across the street (FYI- the beach is sandy and...”
- Review left on 07/13/2016

$851.00

Excellent (11 reviews)

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from $851.00 / night

1 / 35

Kennebunkport House - 11.3 miles away

  • 5
  • 14
  • min stay varies
  • Child friendly
  • Air conditioning
  • Private garden

$916.00

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from $916.00 / night

1 / 27

Saco House - 3.6 miles away

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

$589.00

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from $589.00 / night

1 / 30

Saco House - 4 miles away

  • 2
  • 6
  • 7 nights min
  • Beach/lakeside relaxation
  • Ask about children
  • Pet friendly

$393.00

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from $393.00 / night

1 / 31

Kennebunkport House - 11.3 miles away

  • 2
  • 4
  • 7 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Air conditioning

$704.00

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from $704.00 / night

(25)

1 / 34

Kennebunk House - 12.8 miles away

  • 3
  • 8
  • 3 nights min
  • Nearest beach 4 mi
  • Swimming pool
  • Child friendly
“We had a great week staying in Kennebunk at 4 Forest Lane. The house and surroundings were immaculate. The pool and hot tub were a bonus and were used constantly. Downtown Kennebunk is very interesting and the short trip to Kennebunkport and the...”
- Review left on 08/31/2018

$371.00

Excellent (25 reviews)

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from $371.00 / night

(1)

1 / 28

Kennebunkport House - 12.9 miles away

  • 5
  • 12
  • 7 nights min
  • Beach/lakeside relaxation
  • Ask about children
  • Air conditioning
“Spectacular views were exceeded by this exquisite house. Our biggest decision was whether to enjoy sunsets over the ocean by our Oceanside fire pit in our Adirondack chairs or view it from the second level deck with bar tables. The two living rooms...”
- Review left on 10/13/2015

$1,800.00

Excellent (1 reviews)

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from $1,800.00 / night

(1)

1 / 11

Peaks Island Cottage - 12.9 miles away

  • 4
  • 8
  • 3 nights min
  • Child friendly

Responds fast! Avg. 3 hours 27 minutes

$458.00

Excellent (1 reviews)

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from $458.00 / night

(9)

1 / 16

Wells Cottage - 19.7 miles away

  • 2
  • 6
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

Responds fast! Avg. 1 hour 48 minutes

“The owner was nice enough to move our reservation to their other cottage which is closer to the clubhouse/pool, which was great for us and our two kids. The cottage was very quant and well kept. The front room and sun room were extremely hot and...”
- Review left on 08/21/2016

$115.00

Very Good (9 reviews)

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from $115.00 / night

1 / 28

Wells House - 17.9 miles away

  • 4
  • 12
  • 7 nights min
  • Nearest beach 3 mi
  • Child friendly
  • Air conditioning

Responds fast! Avg. 3 hours 47 minutes

$508.00

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from $508.00 / night

(2)

1 / 20

Peaks Island Cottage - 12.9 miles away

  • 5
  • 8
  • 3 nights min
  • Child friendly

Responds fast! Avg. 3 hours 27 minutes

$458.00

Excellent (2 reviews)

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from $458.00 / night

(9)

1 / 9

Wells House - 18.3 miles away

  • 7
  • 16
  • min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Child friendly

Responds fast! Avg. 48 minutes

“Twenty years ago friends and I rented this house, 3 families and 6 little kids between us. All these years later my family/children/grandchildren have rented this lovely beach home twice - 2013 and 2016. This is the perfect family house. It is big...”
- Review left on 11/29/2016

$458.00

Very Good (9 reviews)

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from $458.00 / night

1 / 25

Cape Porpoise House - 10.8 miles away

  • 3
  • 6
  • min stay varies
  • Child friendly
  • Air conditioning

$687.00

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from $687.00 / night