Updating...

Enter dates for more accurate prices

Southwest Harbor Rentals

Filter

Southwest Harbor Rentals

92 cottages

Carriage House - in Southwest Harbor

Southwest Harbor cottage

2 bedrooms / 2 bathrooms / Sleeps 4

“The Carriage House has given us beauty, peace and spiritual upli” For over 15 years my wife and I have had the good fortune to spend two weeks each September at the Carriage House. It is convenient to shopping, Acadia, fine restaurants, boat and bu

$139

1 / 10

Evergreen Hill

Southwest Harbor house

3 bedrooms / 3 bathrooms / Sleeps 9

$150

1 / 20

Eagle Watch - overlooking the harbor in Southwest Harbor

Southwest Harbor house

2 bedrooms / 1 bathroom / Sleeps 4

$200

1 / 12

Acadia Dreamscape - near Acadia National Park

Southwest Harbor house

2 bedrooms / 1 bathroom / Sleeps 5

$118

1 / 16

Summer rental nr Acadia National Park & Bar Harbor

Southwest Harbor apartment

2 bedrooms / 1 bathroom / Sleeps 5

“Great base for exploring acadia” Our stay was quite pleasant. We were able to roam the area conveniently. The house was immaculate and very comfortable. We found several interesting and delightful restaurants in the area, and just getting to Southwest

$135

1 / 11

Anchorage - harborfront in Southwest Harbor

Southwest Harbor cottage

3 bedrooms / 2 bathrooms / Sleeps 6

“A relaxing family vacation!” Anchorage is a wonderful, comfortable home perfect for a family vacation. As a "family of foodies," we appreciated the well supplied kitchen - cookware, bakeware, tableware, and plenty of tools and widgets to have fun cre

$139

1 / 17

Family Friendly Farmhouse with fantastic views

Southwest Harbor house

4 bedrooms / 3 bathrooms / Sleeps 8

$386

1 / 22

Cottage with Mountain and Harbor Views on MDI

Southwest Harbor house

4 bedrooms / 2 bathrooms / Sleeps 8

$286

1 / 20

Cottage/condo nr Acadia National Park & Bar Harbor

Southwest Harbor apartment

2 bedrooms / 1 bathroom / Sleeps 4

$135

1 / 17

Spectacular Water & Mountain Views

Southwest Harbor house

4 bedrooms / 2 bathrooms / Sleeps 8

$252

1 / 12

BEAUTIFUL VACATION RENTAL nr ACADIA NATIONAL PARK!

Southwest Harbor condo

1 bedroom / 1 bathroom / Sleeps 2

$135

1 / 21

Customs House - Southwest Harbor

Southwest Harbor house

4 bedrooms / 3 bathrooms / Sleeps 9

$1,800

1 / 25

Seawood Home and Poet's Cottage

Southwest Harbor house

3 bedrooms / 3 bathrooms / Sleeps 14

$298

1 / 18

Z House - modern, well-kept home in Southwest Harbor near Acadia National Park

Southwest Harbor house

3 bedrooms / 2 bathrooms / Sleeps 6

$300

1 / 11

Family home w/ deck, firepit, picnic area & foosball - close to Acadia & more!

Southwest Harbor house

4 bedrooms / 2 bathrooms / Sleeps 7

$114

1 / 39

Gilbert Cottage - wooded privacy in Southwest Harbor

Southwest Harbor cottage

2 bedrooms / 1 bathroom / Sleeps 5

$23

1 / 17

Intimate sunny apartment with an ocean view

Southwest Harbor apartment

1 bedroom / 1 bathroom / Sleeps 2

$165

1 / 7

Comfy studio w/ harbor views - steps from the dock & local restaurants!

Southwest Harbor studio

Studio / 1 bathroom / Sleeps 2

$100

1 / 27

Idyllic Suite, Ocean and Island Views near Acadia

Southwest Harbor apartment

1 bedroom / 1 bathroom / Sleeps 3

$141

1 / 32

Harbor Cottage - harbor views in the village of Southwest Harbor

Southwest Harbor cottage

3 bedrooms / 2 bathrooms / Sleeps 5

“Wonderful vacation!” Our stay in Maine was relaxing with days filled with seafood, hiking and beautiful scenery. Harbor Cottage met our every need. The great location allowed for great views of harbor and ability to walk downtown to restaurants and s

$200

1 / 18

Quaint and cozy waterfront studio with a great location across from harbor!

Southwest Harbor studio

Studio / 1 bathroom / Sleeps 2

$100

1 / 30

Mermaid's Watch Western Way Townhouse

Southwest Harbor apartment

3 bedrooms / 3 bathrooms / Sleeps 7

$343

1 / 5

Waterfront studio w/ lovely harbor views - close to hiking, boating & shops!

Southwest Harbor studio

Studio / 1 bathroom / Sleeps 2

$100

1 / 26

Hillside Cottage - in Southwest Harbor

Southwest Harbor cottage

2 bedrooms / 1 bathroom / Sleeps 4

$136

1 / 14

Alacrity

Southwest Harbor house

4 bedrooms / 5 bathrooms / Sleeps 8

$343

1 / 26

Cedar View -- wooded privacy near Southwest Harbor & Acadia NP

Southwest Harbor cottage

2 bedrooms / 2 bathrooms / Sleeps 5

$171

1 / 17

Sea Watch 3 bedroom at Sawyer's Cove path to shore

Southwest Harbor cottage

3 bedrooms / 2 bathrooms / Sleeps 6

$271

1 / 8

Rice Cottage - Southwest Harbor

Southwest Harbor house

3 bedrooms / 2 bathrooms / Sleeps 6

$1,700

1 / 11

Bent Cedar Cottage in Southwest Harbor

Southwest Harbor cottage

2 bedrooms / 2 bathrooms / Sleeps 4

$157

1 / 14

Eastern View - Southwest Harbor

Southwest Harbor house

3 bedrooms / 3 bathrooms / Sleeps 8

$200

1 / 25

Summer Cottage Nestled in the Woods

Southwest Harbor house

2 bedrooms / 1 bathroom / Sleeps 4

$180

1 / 13

Clarkside - Southwest Harbor

Southwest Harbor house

4 bedrooms / 2 bathrooms / Sleeps 8

$1,200

1 / 15

Southwest harbor Condo with ocean views, in-town.

Southwest Harbor house

3 bedrooms / 3 bathrooms / Sleeps 6

$1,800

1 / 13

Carroll Farm Cottage - great family home in the woods near Southwest Harbor

Southwest Harbor cottage

3 bedrooms / 3 bathrooms / Sleeps 6

$300

1 / 19

Southwest Harbor Oceanfront 2 Bedroom 2 Bath Condo

Southwest Harbor apartment

2 bedrooms / 2 bathrooms / Sleeps 6

$295

1 / 13

Harbor View apartment overlooking garden

Southwest Harbor apartment

1 bedroom / 1 bathroom / Sleeps 4

$227

1 / 8

Charming Southwest Harbor cottage

Southwest Harbor house

2 bedrooms / 2 bathrooms / Sleeps 4

“Wonderful cottage and location!” We spent a week at Harbors End Cottage and had such a wonderful time in the cozy cottage; the cottage was furnished with everything needed to make our stay as comfortable as possible. We highly recommend a vacation her

$121

1 / 15

Log Cabin in the Best Town on Mt. Desert Island

Southwest Harbor log cabin

3 bedrooms / 2 bathrooms / Sleeps 8

“Comfortable home in a peaceful location” This was the first time our family visited Maine and we couldn't have asked for a better place to stay. The cabin is located in a lovely, private, quiet area. When we inquired about the availability of the cabi

$221

1 / 18
Viewing 38 of 92
Payment Protection
Your payment for this rental is protected when you pay through FlipKey. Learn more