Orrs Island Rentals

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234 Houses

9

Classic Oceanfront Cottage on Orr's Island

Maine / Orrs Island

Orrs Island cottage

3 7 3 nights min

  • 3 bedrooms
  • sleeps 7
  • 3 nights min
  • Child Friendly

Price per night from

$320

Price per night from

$320

40

NEW LISTING! Updated waterfront cottage w/private deck, gas grill & dock access

Maine / Orrs Island

Orrs Island cottage

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Child Friendly
  • Car not necessary

Price per night from

$145

Price per night from

$145

Great rentals within 20 miles that match your search

Distance approx 18.49 km from Orrs Island

5

Capt. Dunton's Apartment

Mid Coast Maine / Boothbay Harbor

Boothbay Harbor apartment

2 6 7 nights min

  • 2 bedrooms
  • sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Child Friendly
  • Air conditioning

Price per night from

$180

Price per night from

$180

Distance approx 17.6 km from Orrs Island

25

Enchanting bayview home close to the beach scene and local attractions

Mid Coast Maine / Boothbay Harbor

Boothbay Harbor house

3 4 min stay varies

  • 3 bedrooms
  • sleeps 4
  • min stay varies
  • Child Friendly
  • Car not necessary

Price per night from

$124

Price per night from

$124

Distance approx 17.47 km from Orrs Island

31

Charming home w/ ocean views, large deck, entertainment - walk to beach!

Boothbay / Trevett

Trevett house

3 7 min stay varies

  • 3 bedrooms
  • sleeps 7
  • min stay varies
  • Child Friendly
  • Car not necessary

Price per night from

$179

Price per night from

$179

Distance approx 9.51 km from Orrs Island

30

Open and Modern 3BR Yarmouth Home, Bikes Provided!

Maine / Yarmouth

Yarmouth house

3 6 3 nights min

  • 3 bedrooms
  • sleeps 6
  • 3 nights min
  • Ski
  • Child Friendly

Price per night from

$292

Responds fast!
avg. 39 minutes

Price per night from

$292

Distance approx 15.58 km from Orrs Island

24

Open, airy condo w/ private deck - steps to the Old Port, restaurants & ferries!

Maine / Portland

Portland house

3 6 2 nights min

  • 3 bedrooms
  • sleeps 6
  • 2 nights min
  • Child Friendly
  • Car not necessary
  • Air conditioning

Price per night from

$236

Price per night from

$236

Distance approx 19.65 km from Orrs Island

4

Discover a Family Tradition on Linekin Bay

Mid Coast Maine / Bayville

Bayville house

6 16 7 nights min

  • 6 bedrooms
  • sleeps 16
  • 7 nights min
  • Child Friendly
  • Pet Friendly
  • Private garden

Price per night from

$900

Price per night from

$900

Distance approx 11.79 km from Orrs Island

42

Portland Area Cottage w/OCEAN VIEWS ~ pet friendly

Maine / Falmouth

Falmouth house

3 6 2 nights min

  • 3 bedrooms
  • sleeps 6
  • 2 nights min
  • Beach / lakeside relaxation
  • Child Friendly
  • Car not necessary

Price per night from

$567

Responds fast!
avg. 1 hour 53 minutes

Price per night from

$567

Distance approx 18.48 km from Orrs Island

(26) Excellent 

35

Cedar Log Cabin in Boothbay Harbor, Maine

Mid Coast Maine / Boothbay Harbor

Boothbay Harbor log cabin

3 5 min stay varies

  • 3 bedrooms
  • sleeps 5
  • min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.25 mi
  • Child Friendly
“The best log cabin you would ever want to stay in.” We adored our stay in this log cabin. It was truly comfortable. Much to our liking, was the living and kitchen area with its high ceilings. (The kitchen was well-equipped with the necessary dishes,
…see more

Price per night from

$241

Responds fast!
avg. 1 hour 43 minutes

Price per night from

$241

Distance approx 17.91 km from Orrs Island

(2) Very Good 

5

3 bedroom home near beaches

Maine / Cape Elizabeth

Cape Elizabeth house

3 8 4 nights min

  • 3 bedrooms
  • sleeps 8
  • 4 nights min
  • Beach / lakeside relaxation
  • Child Friendly
  • Pet Friendly

Price per night from

$315

Price per night from

$315

Distance approx 17.82 km from Orrs Island

39

Woodland home w/ deck, balcony & lake view - dogs OK, close to downtown!

Mid Coast Maine / Boothbay Harbor

Boothbay Harbor house

3 8 min stay varies

  • 3 bedrooms
  • sleeps 8
  • min stay varies
  • Child Friendly
  • Car not necessary
  • Pet Friendly

Price per night from

$137

Price per night from

$137

Distance approx 10.08 km from Orrs Island

20

Beautiful Seaside Island Home

Maine / Long Island

Long Island house

3 6 2 nights min

  • 3 bedrooms
  • sleeps 6
  • 2 nights min
  • Child Friendly
  • Pet Friendly

Price per night from

$343

Responds fast!
avg. 3 hours 15 minutes

Price per night from

$343

Distance approx 18.96 km from Orrs Island

(1) Excellent 

30

Rustic bayfront cottage with fantastic views - just minutes to downtown!

Mid Coast Maine / Boothbay Harbor

Boothbay Harbor house

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Child Friendly
  • Car not necessary

Price per night from

$194

Price per night from

$194

Distance approx 18.8 km from Orrs Island

9

Ocean Point, Maine Cottage Weekly Rental

Boothbay / East Boothbay

East Boothbay cottage

2 6 7 nights min

  • 2 bedrooms
  • sleeps 6
  • 7 nights min
  • Ask about children
  • Private garden

Price per night from

$280

Price per night from

$280

Distance approx 15.7 km from Orrs Island

15

Luxurious, Fully Renovated house with Private Beach rights.

Maine / Cape Elizabeth

Cape Elizabeth house

5 10 min stay varies

  • 5 bedrooms
  • sleeps 10
  • min stay varies
  • Child Friendly
  • Pet Friendly

Price per night from

$568

Responds fast!
avg. 1 hour 53 minutes

Price per night from

$568

Distance approx 2.19 km from Orrs Island Show on Map

26

Historic Captain York House: 7 Bed, 6.5 Bath

Maine / Bailey Island

Bailey Island house

7 14 7 nights min

  • 7 bedrooms
  • sleeps 14
  • 7 nights min
  • Child Friendly

Price per night from

$567

Price per night from

$567

Distance approx 16.07 km from Orrs Island

105

Spectacular Views! Vintage waterfront Cottage!!

Mid Coast Maine / Wiscasset

Wiscasset house

5 12 3 nights min

  • 5 bedrooms
  • sleeps 12
  • 3 nights min
  • Child Friendly
  • Private garden

Price per night from

$1,139

Responds fast!
avg. 53 minutes

Price per night from

$1,139

Distance approx 15.18 km from Orrs Island

28

Polished, modern condo w/ balcony - walk to Eastern Promenade & Casco Bay!

Maine / Portland

Portland house

2 4 1 night min

  • 2 bedrooms
  • sleeps 4
  • 1 night min
  • Child Friendly
  • Car not necessary

Price per night from

$122

Price per night from

$122

Distance approx 18.49 km from Orrs Island

(1) Excellent 

35

Dog-friendly, oceanview home overlooking Boothbay Harbor & the footbridge!

Mid Coast Maine / Boothbay Harbor

Boothbay Harbor house

3 5 min stay varies

  • 3 bedrooms
  • sleeps 5
  • min stay varies
  • Child Friendly
  • Car not necessary
  • Air conditioning

Price per night from

$185

Price per night from

$185

Distance approx 10.16 km from Orrs Island

(3) Excellent 

12

Executive furnished Penthouse in Brunswick, Maine.

Mid Coast Maine / Brunswick

Brunswick apartment

1 2 7 nights min

  • 1 bedroom
  • sleeps 2
  • 7 nights min
  • Nearest beach 30 mi
  • Air conditioning
  • Pet Friendly
“Great interior, great location, great landlord!” The penthouse is tastefully furnished with a spacious yet cozy layout, with the bed area out of sight of the living room and kitchen. The bathroom is small but very nice. Comes with a large television a
…see more

Price per night from

$92

Responds fast!
avg. 2 hours 10 minutes

Price per night from

$92

Distance approx 9.29 km from Orrs Island

24

NEW! Updated Freeport House w/Porch Near Downtown!

Maine / Freeport

Freeport house

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Child Friendly
  • Air conditioning
  • Pet Friendly

Price per night from

$172

Responds fast!
avg. 28 minutes

Price per night from

$172

Distance approx 4.06 km from Orrs Island Show on Map

62

Cozy Cottage

Mid Coast Maine / Harpswell

Harpswell cottage

1 2 7 nights min

  • 1 bedroom
  • sleeps 2
  • 7 nights min
  • Child Friendly
  • Pet Friendly

Price per night from

$147

Price per night from

$147

Distance approx 16.07 km from Orrs Island

69

Spectacular Views! 800 deep water feet, 3.5 acres!

Mid Coast Maine / Wiscasset

Wiscasset cottage

5 12 3 nights min

  • 5 bedrooms
  • sleeps 12
  • 3 nights min
  • Child Friendly
  • Private garden

Price per night from

$1,136

Price per night from

$1,136

Distance approx 4.12 km from Orrs Island Show on Map

23

Waterfront Private Estate w dock on 6 acres

Maine / Cundys Harbor

Cundys Harbor house

5 8 7 nights min

  • 5 bedrooms
  • sleeps 8
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 5 mi
  • Child Friendly

Price per night from

$899

Price per night from

$899

Distance approx 12.85 km from Orrs Island

(1) Excellent 

13

Waterfront luxury home in Georgetown Maine

Mid Coast Maine / Georgetown

Georgetown house

4 9 7 nights min

  • 4 bedrooms
  • sleeps 9
  • 7 nights min
  • Ask about children
  • Ask about pets

Price per night from

$981

Price per night from

$981

Distance approx 18.28 km from Orrs Island

24

NEW! Westbrook Apt w/Fire Pit -15 Mins to Portland

Maine / Westbrook

Westbrook apartment

1 6 min stay varies

  • 1 bedroom
  • sleeps 6
  • min stay varies
  • Ski
  • Child Friendly
  • Air conditioning

Price per night from

$68

Responds fast!
avg. 9 minutes

Price per night from

$68

Distance approx 8.24 km from Orrs Island Show on Map

24

Pet Friendly West Bath Home w/Porch, Dock & Beach!

Mid Coast Maine / Harpswell

Harpswell cottage

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Child Friendly
  • Pet Friendly

Price per night from

$121

Responds fast!
avg. 39 minutes

Price per night from

$121

Distance approx 19.22 km from Orrs Island

38

Immaculate And Very Private Boothbay Region Waterfront Home

Mid Coast Maine / Edgecomb

Edgecomb house

4 8 min stay varies

  • 4 bedrooms
  • sleeps 8
  • min stay varies
  • Nearest beach 25 mi
  • Child Friendly

Price per night from

$285

Price per night from

$285

Distance approx 18.04 km from Orrs Island

45

NEW LISTING! Charming bayview condo w/patio & balcony-near beach & attractions

Mid Coast Maine / Boothbay Harbor

Boothbay Harbor house

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Child Friendly
  • Car not necessary

Price per night from

$189

Price per night from

$189

Distance approx 16.43 km from Orrs Island

23

WESTPORT ISLAND-Luxury Waterfront Cabin-Amazing Views-Quiet & Private Road

Mid Coast Maine / Wiscasset

Wiscasset cottage

3 8 7 nights min

  • 3 bedrooms
  • sleeps 8
  • 7 nights min
  • Child Friendly
  • Air conditioning

Price per night from

$818

Responds fast!
avg. 40 minutes

Price per night from

$818

Distance approx 8.23 km from Orrs Island Show on Map

29

Pet Friendly West Bath Home w/Dock, Beach & Canoe!

Mid Coast Maine / Harpswell

Harpswell cottage

3 8 min stay varies

  • 3 bedrooms
  • sleeps 8
  • min stay varies
  • Child Friendly
  • Pet Friendly

Price per night from

$126

Responds fast!
avg. 22 minutes

Price per night from

$126

Distance approx 15.09 km from Orrs Island

28

East End, Portland, - top neighborhood, near ocean and town

Maine / Portland

Portland apartment

3 8 3 nights min

  • 3 bedrooms
  • sleeps 8
  • 3 nights min
  • Nearest beach 0.4 mi
  • Child Friendly
  • Air conditioning

Price per night from

$372

Responds fast!
avg. 1 hour 59 minutes

Price per night from

$372

Distance approx 11.04 km from Orrs Island

(9) Excellent 

16

Beachfront Cottage on Indian Point

Mid Coast Maine / Georgetown

Georgetown cottage

2 6 7 nights min

  • 2 bedrooms
  • sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Child Friendly
  • Pet Friendly

Price per night from

$279

Price per night from

$279

Distance approx 18.57 km from Orrs Island

(20) Excellent 

24

Oceanfront Cottage On Linekin Bay Boothbay Harbor

Mid Coast Maine / Boothbay Harbor

Boothbay Harbor cottage

1 2 4 nights min

  • 1 bedroom
  • sleeps 2
  • 4 nights min
  • Beach / lakeside relaxation
  • Car not necessary
  • Air conditioning

Price per night from

$143

Responds fast!
avg. 2 hours 25 minutes

Price per night from

$143

Distance approx 18.05 km from Orrs Island

12

Beautiful waterfront home

Mid Coast Maine / Boothbay Harbor

Boothbay Harbor condo

2 4 7 nights min

  • 2 bedrooms
  • sleeps 4
  • 7 nights min

Price per night from

$156

Price per night from

$156

Distance approx 13.53 km from Orrs Island

(2) Excellent 

20

Classic, cozy family cottage with modern amenities and ocean view from porch

Maine / Peaks Island

Peaks Island cottage

5 8 min stay varies

  • 5 bedrooms
  • sleeps 8
  • min stay varies
  • Child Friendly

Price per night from

$401

Responds fast!
avg. 2 hours 52 minutes

Price per night from

$401

Distance approx 18.05 km from Orrs Island

11

OCEAN FRONT IN THE HEART OF BOOTHBAY HARBOR, PET FRIENDLY

Mid Coast Maine / Boothbay Harbor

Boothbay Harbor house

3 10 min stay varies

  • 3 bedrooms
  • sleeps 10
  • min stay varies
  • Child Friendly
  • Pet Friendly
  • Private garden

Price per night from

$453

Price per night from

$453