Squirrel Island Rentals

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258 Houses

24

Oceanfront Log Cabin, 1BR Haven w/ Loft, Sunroom, Swim Inlet & Stunning Views

Mid Coast Maine / Squirrel Island

Squirrel Island log cabin

2 4 min stay varies

  • 2 bedrooms
  • sleeps 4
  • min stay varies
  • Ask about children
  • Pet Friendly

Price per night from

$150

Price per night from

$150

25

Ocean Point Colony 4BR w/ Sunroom & Sweeping Ocean Views

Mid Coast Maine / Squirrel Island

Squirrel Island cottage

4 9 min stay varies

  • 4 bedrooms
  • sleeps 9
  • min stay varies
  • Child Friendly
  • Pet Friendly

Price per night from

$288

Price per night from

$288

27

New Ocean Point 3BR Owl House – 100 Yards to Shore, Near Restaurants

Mid Coast Maine / Squirrel Island

Squirrel Island house

3 7 min stay varies

  • 3 bedrooms
  • sleeps 7
  • min stay varies
  • Child Friendly
  • Pet Friendly

Price per night from

$147

Price per night from

$147

Great rentals within 20 miles that match your search

Distance approx 12.21 km from Squirrel Island

(4) Excellent 

29

Spectacular Ocean Views & Private Beach, Minutes from Popham & Sebasco Resort

Mid Coast Maine / Phippsburg

Phippsburg house

3 8 7 nights min

  • 3 bedrooms
  • sleeps 8
  • 7 nights min
  • Child Friendly
  • Pet Friendly
  • Private garden

Price per night from

$227

Price per night from

$227

Distance approx 3.77 km from Squirrel Island Show on Map

42

Sea Shore Cabins - Perfect for Large Gatherings with Private Dock and Pool

Mid Coast Maine / Boothbay Harbor

Boothbay Harbor cottage

7 14 7 nights min

  • 7 bedrooms
  • sleeps 14
  • 7 nights min
  • Swimming pool
  • Child Friendly
  • Pet Friendly

Price per night from

$1,116

Price per night from

$1,116

Distance approx 11.88 km from Squirrel Island

(1) Excellent 

8

Waterfront Cottage, Stroll Away from Historic Bath

Mid Coast Maine / Bath

Bath cottage

2 4 3 nights min

  • 2 bedrooms
  • sleeps 4
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 25 mi
  • Child Friendly

Price per night from

$275

Responds fast!
avg. 1 hour 16 minutes

Price per night from

$275

Distance approx 2.36 km from Squirrel Island Show on Map

(1) Very Good 

31

Vintage, log cabin in the woods w/ beach club access (about a mile away)!

Mid Coast Maine / Boothbay Harbor

Boothbay Harbor house

2 4 min stay varies

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

Price per night from

$128

Price per night from

$128

Distance approx 1.48 km from Squirrel Island Show on Map

28

Classic oceanfront cottage w/ ocean views & entertainment - walk to beach!

Boothbay / East Boothbay

East Boothbay house

4 8 min stay varies

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

Price per night from

$333

Price per night from

$333

Distance approx 18.56 km from Squirrel Island

(2) Very Good 

17

Colorful wonderful Penthouse Apartment

Mid Coast Maine / Brunswick

Brunswick apartment

2 3 4 nights min

  • 2 bedrooms
  • sleeps 3
  • 4 nights min
  • Nearest beach 10 mi
  • Air conditioning
“This is the Penthouse in the Trees--comfortable, close and convenient to town.” I stayed in the apartment on a long term rental for business needs in Brunswick, from September 2014 to the end of January 2015. I experienced 2 of the seasons in the apa
…see more

Price per night from

$110

Responds fast!
avg. 2 hours 10 minutes

Price per night from

$110

Distance approx 7.72 km from Squirrel Island Show on Map

25

Bord de l'eau - Spectacular Sunsets at the Edge of the Sea on Barter's Island

Boothbay / Trevett

Trevett house

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Child Friendly
  • Pet Friendly
  • Private garden

Price per night from

$280

Price per night from

$280

Distance approx 14.49 km from Squirrel Island

(6) Excellent 

Certificate of Excellence

20

Camp Forever

Mid Coast Maine / Harpswell

Harpswell studio

Studio 3 2 nights min

  • Studio
  • sleeps 3
  • 2 nights min
  • Beach / lakeside relaxation
  • Child Friendly
  • Pet Friendly

Certificate of Excellence

Price per night from

$201

Responds fast!
avg. 8 minutes

Price per night from

$201

Distance approx 13.2 km from Squirrel Island

(2) Very Good 

45

Quaint new cottage w/ porch, deck & river views - close to Wiscasset & Boothbay!

Mid Coast Maine / Edgecomb

Edgecomb house

3 6 min stay varies

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

Price per night from

$147

Price per night from

$147

Distance approx 8.02 km from Squirrel Island Show on Map

(7) Very Good 

7

Finch Cottage

Mid Coast Maine / New Harbor

New Harbor house

2 4 7 nights min

  • 2 bedrooms
  • sleeps 4
  • 7 nights min
  • Beach / lakeside relaxation
  • Child Friendly
  • Private garden
“A very enjoyable stay in New Harbor” The Fletchers went out of their way to ensure that we had a good stay at the Finch Cottage. They provided detailed information on things to do and restaurants in the area. They also asked our specific interests a
…see more

Price per night from

$144

Price per night from

$144

Distance approx 17.8 km from Squirrel Island

(1) Excellent 

24

Charming oceanfront cottage

York / Cape Neddick

Cape Neddick cottage

2 4 7 nights min

  • 2 bedrooms
  • sleeps 4
  • 7 nights min
  • Child Friendly
  • Pet Friendly
  • Private garden

Price per night from

$304

Responds fast!
avg. 1 hour 41 minutes

Price per night from

$304

Distance approx 3.93 km from Squirrel Island Show on Map

37

Hillside Cottage Dock Access, Tennis on Linekin Bay, Boothbay Harbor

Mid Coast Maine / Boothbay Harbor

Boothbay Harbor cottage

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Child Friendly
  • Pet Friendly
  • Private garden

Price per night from

$163

Price per night from

$163

Distance approx 18.96 km from Squirrel Island

13

Damariscotta Lake

Mid Coast Maine / Nobleboro

Nobleboro log cabin

1 6 5 nights min

  • 1 bedroom
  • sleeps 6
  • 5 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0 mi
  • Suitable for children age 5+

Price per night from

$316

Price per night from

$316

Distance approx 18.75 km from Squirrel Island

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

$569

Price per night from

$569

Distance approx 13.47 km from Squirrel Island

(2) Average 

23

Oceanfront Cottage with private beach-Pet friendly

Mid Coast Maine / West Bath

West Bath house

3 8 7 nights min

  • 3 bedrooms
  • sleeps 8
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0 mi
  • Child Friendly

Price per night from

$165

Responds fast!
avg. 2 hours 20 minutes

Price per night from

$165

Distance approx 1.46 km from Squirrel Island Show on Map

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

$281

Price per night from

$281

Distance approx 7.22 km from Squirrel Island Show on Map

27

Private waterfront home and cabins with trails, dock, kayaks

Mid Coast Maine / South Bristol

South Bristol house

4 8 14 nights min

  • 4 bedrooms
  • sleeps 8
  • 14 nights min
  • Nearest beach 14 mi
  • Child Friendly
  • Pet Friendly

Price per night from

$328

Price per night from

$328

Distance approx 7.58 km from Squirrel Island Show on Map

(31) Excellent 

40

Scenic White Rocks Cottage on the Maine Coast

Mid Coast Maine / Georgetown

Georgetown cottage

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 8 mi
  • Child Friendly
“Outstanding vacation location on Georgetown Island, Maine” For the past three years, we have vacationed at White Rocks Cottage on Georgetown Island, Maine (not far from Bath) and we highly recommend it. Whether you have children or not, there are ple
…see more

Price per night from

$126

Price per night from

$126

Distance approx 14.45 km from Squirrel Island

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 16.05 km from Squirrel Island

17

Damariscotta waterfront home

Mid Coast Maine / Damariscotta

Damariscotta house

4 7 4 nights min

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

Price per night from

$557

Price per night from

$557

Distance approx 2.47 km from Squirrel Island Show on Map

31

SOUTHPORT waterfront historic farmhouse w dock

Mid Coast Maine / Boothbay Harbor

Boothbay Harbor house

4 5 7 nights min

  • 4 bedrooms
  • sleeps 5
  • 7 nights min
  • Nearest beach 2 mi
  • Child Friendly
  • Private garden

Price per night from

$575

Price per night from

$575

Distance approx 7.65 km from Squirrel Island Show on Map

32

Trick's End - A Beautiful Get Away on the Coast of Barter's Island

Boothbay / Trevett

Trevett house

3 6 7 nights min

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

Price per night from

$394

Price per night from

$394

Distance approx 13.57 km from Squirrel Island

27

Cliffside Cottage on Westport Island, Maine

Mid Coast Maine / Wiscasset

Wiscasset converted chapel

3 6 3 nights min

  • 3 bedrooms
  • sleeps 6
  • 3 nights min
  • Child Friendly
  • Private garden

Price per night from

$546

Price per night from

$546

Distance approx 9.06 km from Squirrel 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

$286

Price per night from

$286

Distance approx 3.87 km from Squirrel Island Show on Map

44

Bluewater Vista - Ocean Views, Dock Access, Tennis, Boothbay Harbor

Mid Coast Maine / Bayville

Bayville cottage

4 8 min stay varies

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

Price per night from

$259

Price per night from

$259

Distance approx 2.85 km from Squirrel Island Show on Map

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

$190

Price per night from

$190

Distance approx 18.89 km from Squirrel Island

4

Maine Island Lodge

Mid Coast Maine / Friendship

Friendship lodge

7 18 2 nights min

  • 7 bedrooms
  • sleeps 18
  • 2 nights min
  • Child Friendly
  • Private garden

Price per night from

$1,149

Price per night from

$1,149

Distance approx 2.23 km from Squirrel Island Show on Map

25

NEW! Boothbay Harbor Cabin w/Spacious Deck & Yard!

Mid Coast Maine / Boothbay Harbor

Boothbay Harbor cottage

3 8 min stay varies

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

Price per night from

$230

Responds fast!
avg. 28 minutes

Price per night from

$230

Distance approx 8.88 km from Squirrel Island

29

Dog-Friendly Ocean Beach Rental, Level 1

Mid Coast Maine / Phippsburg

Phippsburg cottage

2 8 7 nights min

  • 2 bedrooms
  • sleeps 8
  • 7 nights min
  • Child Friendly
  • Pet Friendly

Price per night from

$410

Price per night from

$410

Distance approx 3.24 km from Squirrel Island Show on Map

38

A Regal House in Downtown Boothbay Harbor - The Red House

Mid Coast Maine / Boothbay Harbor

Boothbay Harbor house

4 8 min stay varies

  • 4 bedrooms
  • sleeps 8
  • min stay varies
  • Child Friendly
  • Private garden

Price per night from

$262

Price per night from

$262

Distance approx 7.89 km from Squirrel Island Show on Map

7

The Sylvan

Mid Coast Maine / New Harbor

New Harbor house

3 6 3 nights min

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

Price per night from

$328

Price per night from

$328

Distance approx 6.45 km from Squirrel Island Show on Map

14

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

Boothbay / Trevett

Trevett cottage

3 8 7 nights min

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

Price per night from

$820

Responds fast!
avg. 40 minutes

Price per night from

$820

Distance approx 11.99 km from Squirrel Island

(9) Very Good 

17

Minutes from Popham Beach - Cozy Maine Coast Cottage

Mid Coast Maine / Phippsburg

Phippsburg cottage

3 6 1 night min

  • 3 bedrooms
  • sleeps 6
  • 1 night min
  • Child Friendly
  • Pet Friendly

Price per night from

$219

Price per night from

$219

Distance approx 12.35 km from Squirrel Island

(8) Excellent 

16

Cozy 2-bdrm w/ lg deck overlooking Round Pond cove

Mid Coast Maine / Round Pond

Round Pond house

2 4 7 nights min

  • 2 bedrooms
  • sleeps 4
  • 7 nights min
  • Beach / lakeside relaxation
  • Child Friendly
  • Pet Friendly

Price per night from

$76

Price per night from

$76

Distance approx 15.61 km from Squirrel Island

(1) Excellent 

26

LUXURY PRIVATE BEACH KAYAKS/SUP/CANOE/SWIM,60' SMART TV,BOOTHBAY, FREEPORT, MORE

Mid Coast Maine / Bath

Bath house

5 11 min stay varies

  • 5 bedrooms
  • sleeps 11
  • min stay varies
  • Beach / lakeside relaxation
  • Child Friendly
  • Air conditioning

Price per night from

$502

Price per night from

$502