Vacation Rentals & Cottages in Southwest Harbor

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638 cottages

15

Summer Song - Southwest Harbor

Mount Desert Island / Southwest Harbor

Southwest Harbor house

3 6 7 nights min

  • 3 bedrooms
  • sleeps 6
  • 7 nights min
  • Ask about children
  • Pet Friendly

Price per night from

$114

Price per night from

$114

(8) Excellent 

Certificate of Excellence

21

Evergreen Hill

Mount Desert Island / Southwest Harbor

Southwest Harbor house

3 9 7 nights min

  • 3 bedrooms
  • sleeps 9
  • 7 nights min
  • Child Friendly
  • Private garden

Certificate of Excellence

Price per night from

$400

Price per night from

$400

55

NEW LISTING! Charming home w/patio & gas grill- minutes to Acadia NP & shoreline

Mount Desert Island / Southwest Harbor

Southwest Harbor house

4 8 min stay varies

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

Price per night from

$240

Responds fast!
avg. 3 hours 2 minutes

Price per night from

$240

18

Seawood Home and Poet's Cottage

Mount Desert Island / Southwest Harbor

Southwest Harbor house

3 14 min stay varies

  • 3 bedrooms
  • sleeps 14
  • min stay varies
  • Child Friendly
  • Pet Friendly
  • Private garden

Price per night from

$298

Responds fast!
avg. 3 hours 5 minutes

Price per night from

$298

(1) Excellent 

18

Hidden Elm - Southwest Harbor

Mount Desert Island / Southwest Harbor

Southwest Harbor house

4 8 7 nights min

  • 4 bedrooms
  • sleeps 8
  • 7 nights min
  • Ask about children
  • Pet Friendly

Price per night from

$257

Price per night from

$257

(1) Excellent 

22

Family Friendly Farmhouse with fantastic views

Mount Desert Island / Southwest Harbor

Southwest Harbor house

4 8 7 nights min

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

Price per night from

$384

Price per night from

$384

(69) Excellent 

17

Anna's Quietside Cottage

Mount Desert Island / Southwest Harbor

Southwest Harbor cottage

4 9 min stay varies

  • 4 bedrooms
  • sleeps 9
  • min stay varies
  • Beach / lakeside relaxation
  • Child Friendly
  • Private garden
“Butterfly Suite” We had a great stay at anna's Quietside. The Butterfly Suite was very clean and spacious. Marc was so helpful and gave us a ton of great suggestions on where to eat and what to do. Even with the shut down there was so much to do and s
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Price per night from

$179

Price per night from

$179

(10) Very Good 

21

Charming Southwest Harbor cottage

Mount Desert Island / Southwest Harbor

Southwest Harbor house

2 4 7 nights min

  • 2 bedrooms
  • sleeps 4
  • 7 nights min
  • Nearest beach 5 mi
  • Child Friendly
  • Car not necessary
“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
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Price per night from

$170

Responds fast!
avg. 1 hour 46 minutes

Price per night from

$170

5

Mermaid's Watch Western Way Townhouse

Mount Desert Island / Southwest Harbor

Southwest Harbor apartment

3 7 7 nights min

  • 3 bedrooms
  • sleeps 7
  • 7 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child Friendly

Price per night from

$341

Price per night from

$341

(2) Very Good 

11

Rice Cottage - Southwest Harbor

Mount Desert Island / Southwest Harbor

Southwest Harbor house

3 6 7 nights min

  • 3 bedrooms
  • sleeps 6
  • 7 nights min
  • Ask about children
  • Pet Friendly

Price per night from

$243

Price per night from

$243

(10) Very Good 

11

Summer rental nr Acadia National Park & Bar Harbor

Mount Desert Island / Southwest Harbor

Southwest Harbor apartment

2 4 3 nights min

  • 2 bedrooms
  • sleeps 4
  • 3 nights min
  • Nearest beach 2 mi
  • Child Friendly
  • Air conditioning
“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
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Price per night from

$180

Price per night from

$180

(4) Excellent 

44

Idyllic Suite, Ocean and Island Views near Acadia

Mount Desert Island / Southwest Harbor

Southwest Harbor apartment

1 3 7 nights min

  • 1 bedroom
  • sleeps 3
  • 7 nights min
  • Nearest beach 3 mi
  • Child Friendly

Price per night from

$141

Responds fast!
avg. 47 minutes

Price per night from

$141

(1) Excellent 

7

Intimate sunny apartment with an ocean view

Mount Desert Island / Southwest Harbor

Southwest Harbor apartment

1 2 4 nights min

  • 1 bedroom
  • sleeps 2
  • 4 nights min
  • Air conditioning
  • Private garden

Price per night from

$165

Price per night from

$165

(2) Excellent 

41

Treetop-Retreat Vacation Rental Apartment near Acadia National & Park Bar Harbor

Mount Desert Island / Southwest Harbor

Southwest Harbor apartment

1 2 2 nights min

  • 1 bedroom
  • sleeps 2
  • 2 nights min
  • Nearest beach 3 mi
  • Air conditioning

Price per night from

$80

Responds fast!
avg. 2 hours 52 minutes

Price per night from

$80

(1) Excellent 

20

Cottage with Mountain and Harbor Views on MDI

Mount Desert Island / Southwest Harbor

Southwest Harbor house

4 8 6 nights min

  • 4 bedrooms
  • sleeps 8
  • 6 nights min
  • Beach / lakeside relaxation
  • Child Friendly
  • Ask about pets

Price per night from

$324

Price per night from

$324

8

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

Mount Desert Island / Southwest Harbor

Southwest Harbor cottage

3 6 7 nights min

  • 3 bedrooms
  • sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Child Friendly
  • Ask about pets

Price per night from

$270

Price per night from

$270

19

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

Mount Desert Island / Southwest Harbor

Southwest Harbor studio

Studio 2 min stay varies

  • Studio
  • sleeps 2
  • min stay varies
  • Child Friendly
  • Air conditioning

Price per night from

$100

Responds fast!
avg. 3 hours 2 minutes

Price per night from

$100

(3) Very Good 

17

Cottage/condo nr Acadia National Park & Bar Harbor

Mount Desert Island / Southwest Harbor

Southwest Harbor apartment

2 4 3 nights min

  • 2 bedrooms
  • sleeps 4
  • 3 nights min
  • Child Friendly
  • Air conditioning

Price per night from

$180

Price per night from

$180

(2) Excellent 

21

The Cape Cod House - Southwest Harbor

Mount Desert Island / Southwest Harbor

Southwest Harbor house

3 4 7 nights min

  • 3 bedrooms
  • sleeps 4
  • 7 nights min
  • Ask about children

Price per night from

$229

Price per night from

$229

12

Hillside Cottage - Southwest Harbor

Mount Desert Island / Southwest Harbor

Southwest Harbor house

2 4 7 nights min

  • 2 bedrooms
  • sleeps 4
  • 7 nights min
  • Ask about children
  • Pet Friendly

Price per night from

$136

Price per night from

$136

(2) Excellent 

13

Southwest Harbor Oceanfront 2 Bedroom 2 Bath Condo

Mount Desert Island / Southwest Harbor

Southwest Harbor apartment

2 6 7 nights min

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

Price per night from

$294

Responds fast!
avg. 3 hours 31 minutes

Price per night from

$294

(1) Excellent 

4

Michaels cabin

Mount Desert Island / Southwest Harbor

Southwest Harbor cottage

1 2 7 nights min

  • 1 bedroom
  • sleeps 2
  • 7 nights min

Price per night from

$250

Price per night from

$250

29

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

Mount Desert Island / Southwest Harbor

Southwest Harbor studio

Studio 2 min stay varies

  • Studio
  • sleeps 2
  • min stay varies
  • Child Friendly
  • Air conditioning

Price per night from

$100

Responds fast!
avg. 3 hours 2 minutes

Price per night from

$100

(2) Excellent 

25

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

Mount Desert Island / Southwest Harbor

Southwest Harbor cottage

2 5 7 nights min

  • 2 bedrooms
  • sleeps 5
  • 7 nights min
  • Child Friendly
  • Pet Friendly

Price per night from

$171

Price per night from

$171

20

Acadia Dreamscape - quiet & private, near Acadia National Park

Mount Desert Island / Southwest Harbor

Southwest Harbor house

2 5 min stay varies

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

Price per night from

$107

Price per night from

$107

16

Hillside Cottage - in Southwest Harbor

Mount Desert Island / Southwest Harbor

Southwest Harbor cottage

2 4 7 nights min

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

Price per night from

$136

Price per night from

$136

(14) Excellent 

18

Log Cabin in the Best Town on Mt. Desert Island

Mount Desert Island / Southwest Harbor

Southwest Harbor log cabin

3 8 7 nights min

  • 3 bedrooms
  • sleeps 8
  • 7 nights min
  • Child Friendly
  • Car not necessary
“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
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Price per night from

$229

Price per night from

$229

(5) Excellent 

18

Pauls Cottage @ Seaside Cottages, Mt Desert Acadia

Mount Desert Island / Southwest Harbor

Southwest Harbor cottage

3 5 7 nights min

  • 3 bedrooms
  • sleeps 5
  • 7 nights min
  • Beach / lakeside relaxation
  • Child Friendly

Price per night from

$200

Responds fast!
avg. 3 hours 10 minutes

Price per night from

$200

(4) Very Good 

21

BEAUTIFUL VACATION RENTAL nr ACADIA NATIONAL PARK!

Mount Desert Island / Southwest Harbor

Southwest Harbor condo

1 2 3 nights min

  • 1 bedroom
  • sleeps 2
  • 3 nights min
  • Nearest beach 1 mi
  • Child Friendly
  • Air conditioning

Price per night from

$179

Price per night from

$179

26

Alacrity

Mount Desert Island / Southwest Harbor

Southwest Harbor house

4 8 7 nights min

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

Price per night from

$343

Price per night from

$343

15

Clarkside - Southwest Harbor

Mount Desert Island / Southwest Harbor

Southwest Harbor house

4 8 7 nights min

  • 4 bedrooms
  • sleeps 8
  • 7 nights min
  • Ask about children
  • Pet Friendly

Price per night from

$200

Price per night from

$200

(6) Excellent 

12

Carriage House - in Southwest Harbor

Mount Desert Island / Southwest Harbor

Southwest Harbor cottage

2 4 7 nights min

  • 2 bedrooms
  • sleeps 4
  • 7 nights min
  • Child Friendly
“Carriage House-Southwest Harbor - an oasis of beauty and tranqui” We have been staying at the Carriage House for over 15 years. Our visit to the cottage and to acadia has become the highlight of our year and we hope to continue for as many more years
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Price per night from

$129

Price per night from

$129

(1) Excellent 

39

Dog-friendly home w/ deck, picnic area, & foosball - close to Acadia & more!

Mount Desert Island / Southwest Harbor

Southwest Harbor house

4 7 min stay varies

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

Price per night from

$140

Responds fast!
avg. 3 hours 2 minutes

Price per night from

$140

(1) Excellent 

51

Treetop-Retreat Vacation Rental Suite near Acadia National Park & Bar Harbor

Mount Desert Island / Southwest Harbor

Southwest Harbor room

1 2 2 nights min

  • 1 bedroom
  • sleeps 2
  • 2 nights min
  • Nearest beach 3 mi
  • Air conditioning

Price per night from

$70

Responds fast!
avg. 2 hours 52 minutes

Price per night from

$70

11

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

Mount Desert Island / Southwest Harbor

Southwest Harbor house

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Child Friendly

Price per night from

$300

Price per night from

$300

16

The Bungalow - Southwest Harbor

Mount Desert Island / Southwest Harbor

Southwest Harbor house

2 4 7 nights min

  • 2 bedrooms
  • sleeps 4
  • 7 nights min
  • Ask about children

Price per night from

$229

Price per night from

$229

(4) Very Good 

17

Anchorage - harborfront in Southwest Harbor

Mount Desert Island / Southwest Harbor

Southwest Harbor cottage

3 6 7 nights min

  • 3 bedrooms
  • sleeps 6
  • 7 nights min
  • Child Friendly
“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
…see more

Price per night from

$139

Price per night from

$139

33

Island Watch - Southwest Harbor

Mount Desert Island / Southwest Harbor

Southwest Harbor apartment

7 14 7 nights min

  • 7 bedrooms
  • sleeps 14
  • 7 nights min
  • Ask about children
  • Pet Friendly

Price per night from

$486

Price per night from

$486

About Southwest Harbor

Known for its natural serenity and vast woodland, Southwest Harbor, ME, including the surrounding areas of Mount Desert and Bar Harbor, make the perfect northern escape. Walk just minutes from your vacation rental to an infinite number of outdoor recreation opportunities. Take in Southwest Harbor's striking ocean views and rocky coastlines while kayaking, swimming, sailing, fishing, or simply sunning along the coast. Launch a sailboat or paddle through the Western Bay, Blue Hill Bay, and Somes Sound. You can also spend a day admiring some of New England's most beautiful hand crafted Hinckley Yachts. This manufacturer has been making handcrafted boats since 1928, with new innovations that have evolved throughout the decades.

Here are a few additional suggestions of things to do in the area:

  • Spend a day on the water with Maine State Sea Kayak: This sea kayaking service offers guided ecological tours on the western side of Mount Desert Island.
  • Visit the Atlantic Brewing Company: Learn about the secrets of the brewery process while tasting authentic Maine beer.
  • Visit Ben and Bill's Chocolate Emporium: Located in downtown Bar Harbor, this classic family owned and operated candy shop offers homemade ice cream, chocolate and more.
  • Stroll the Southwest Harbor Boardwalk: Walk or bike along a boardwalk that takes you to one of Maine's most beautiful beaches.
  • Go Bar Harbor bird watching: Bar Harbor, Maine offers some of the best opportunities for close encounters with rare New England shorebirds. This area attracts birdwatchers from all over the country every year.
  • Go on a Bar Harbor dinner cruise: Experience unforgettable Maine seafood on the deck of a luxury sailboat while watching the sun set over the Atlantic Ocean.

You'll never run out of fun things to do in Southwest Harbor. Experience the charms of the New England coast by staying in your own private luxury vacation rental. For your stay, find a quaint cottage above the rocky shoreline with views of the ocean and easy access to the very best shopping and nightlife. While you're exploring Southwest Harbor, take day trips to other beautiful Maine destinations like Camden and Greenville.