Updating...

Enter dates for more accurate prices

Orrs Island Rentals

Filter

Bedrooms

  • Any
  • 1+ Bedrooms
  • 2+ Bedrooms
  • 3+ Bedrooms
  • 4+ Bedrooms
  • 5+ Bedrooms
  • 6+ Bedrooms
  • 7+ Bedrooms
  • 8+ Bedrooms
  • 9+ Bedrooms
  • 10+ Bedrooms
  • 11+ Bedrooms
  • 12+ Bedrooms
  • 13+ Bedrooms
  • 14+ Bedrooms
  • 15+ Bedrooms

Price range

Per night

$10 - $500

Orrs Island Rentals

296 Houses

Couples cottage at the head of Mackerel Cove with views to Mt. Washington.

Orrs Island cottage

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$139

1 / 22

Charming farmhouse with premier location

Orrs Island house

4 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$199

1 / 19

Recently renovated early 1900`s cottage with views of the ocean!

Orrs Island cottage

3 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$174

1 / 17

Waterfront cottage situated at the mouth of Mackerel Cove, amazing sunset views!

Orrs Island cottage

2 bedrooms / 1 bathroom / sleeps 4

Price per night from

$199

1 / 20

Cute and cozy cottage with a shared pebbly beachfront and beautiful sunset views

Orrs Island cottage

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$149

1 / 16

Tidewatch - Charming cottage on Basin Cove, a short drive to the Dolphin Marina

Orrs Island cottage

2 bedrooms / 1 bathroom / sleeps 5

Price per night from

$129

1 / 13

Recently renovated cottage with sweeping views of Harpswell Sound and beyond.

Orrs Island cottage

2 bedrooms / 1 bathroom / sleeps 6

Price per night from

$159

1 / 32

Oceanside cottage perched on the hill near the Giant Stairs, offering amazing el

Orrs Island cottage

3 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$248

1 / 28

Nautical Themed oceanfront cottage located at the head of beautiful Mackerel Cov

Orrs Island cottage

2 bedrooms / 1 bathroom / sleeps 4

Price per night from

$199

1 / 19

Large four bedroom luxurious home with 2 living areas and private beach access.

Orrs Island house

4 bedrooms / 4 bathrooms / sleeps 8

Price per night from

$446

1 / 26

Charming 4 bedroom Maine Cottage located near the giant stairs.

Orrs Island cottage

4 bedrooms / 2 bathrooms / sleeps 7

Price per night from

$109

1 / 21

Turn-of-the-century classic Maine cottage with sweeping southeasterly views towa

Orrs Island cottage

4 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$238

1 / 24

Sea Salt - Lovingly restored 1905 cottage with phenomenal Easterly ocean views

Orrs Island cottage

3 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$200

1 / 23

Classic Oceanfront Cottage on Orr's Island

Orrs Island cottage

3 bedrooms / 1 bathroom / sleeps 7

Price per night from

$279

1 / 9

Spacious garage apartment on deepwater frontage

Orrs Island apartment

1 bedroom / 1 bathroom / sleeps 3

Price per night from

$149

1 / 14

Great Location! Expansive deck with a screened in area leading down to a huge ya

Orrs Island house

3 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$199

1 / 19

Seaside Sunrise - Oceanfront cottage with gorgeous sunrises

Orrs Island cottage

3 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$238

1 / 23

Quaint small cottage perfect for a couple

Orrs Island cottage

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$90

1 / 7

Great affordable getaway for a couple.

Orrs Island studio

Studio / 1 bathroom / sleeps 2

Price per night from

$139

1 / 9

Blue Heron - Classic Maine Cottage with astonishing easterly views.

Orrs Island cottage

2 bedrooms / 1 bathroom / sleeps 5

Price per night from

$124

1 / 24

AMAZING Peninsula setting! Views into Mackerel Cove, Open Ocean, Harpswell Sound

Orrs Island log cabin

4 bedrooms / 3 bathrooms / sleeps 12

Price per night from

$708

1 / 48
Viewing 38 of 296
Payment Protection
Your payment for this rental is protected when you pay through FlipKey. Learn more