Southwest Harbor, Maine

Vacation Rentals in Southwest Harbor, Maine

Discover 199 vacation rental properties in Southwest Harbor. From 1 to 8 bedrooms. Average $388/night. 100% have pools.

199 verified listings Book securely on VRBO Prices updated March 2026

199 properties available

New cabin on private road, 1/2 mile to Seawall Beach and 3 miles to town center.

New cabin on private road, 1/2 mile to Seawall Beach and 3 miles to town center.

1 bed 1 bath
PoolA/CWiFiBalcony
$295/night
View Details → Book on VRBO
WALK TO ACADIA'S TRAILS, OCEAN FROM THIS QUIET, CHARMING CARRIAGE HOUSE

WALK TO ACADIA'S TRAILS, OCEAN FROM THIS QUIET, CHARMING CARRIAGE HOUSE

1 bed 1 bath
PoolA/CWiFiBalcony
$215/night
View Details → Book on VRBO
Acadia Studio Newer Construction! Modern hotel feel in the quaint Maine woods

Acadia Studio Newer Construction! Modern hotel feel in the quaint Maine woods

1 bath
PoolA/CWiFiBalcony
$235/night
View Details → Book on VRBO
Beehive Tiny House at Acadia Yurts

Beehive Tiny House at Acadia Yurts

1 bed 1 bath
PoolA/CWiFiBalcony
$196/night
View Details → Book on VRBO
Summer special! Adorable Whale's Tail guest cottage.

Summer special! Adorable Whale's Tail guest cottage.

2 beds 1 bath
PoolA/CWiFiBalcony
$281/night
View Details → Book on VRBO
Acadia Park Suites #1 NEW LISTING, Acadia Nat Park, Bar Harbor, first floor

Acadia Park Suites #1 NEW LISTING, Acadia Nat Park, Bar Harbor, first floor

1 bed 1 bath
PoolA/CWiFiBalcony
$268/night
View Details → Book on VRBO
Acadia Park Suites #2 NEW LISTING, Acadia Nat Park, Bar Harbor, 2nd floor

Acadia Park Suites #2 NEW LISTING, Acadia Nat Park, Bar Harbor, 2nd floor

1 bed 1 bath
PoolA/CWiFiBalcony
$259/night
View Details → Book on VRBO
Cozy country cottage in the quiet Seawall neighborhood of Southwest Harbor

Cozy country cottage in the quiet Seawall neighborhood of Southwest Harbor

2 beds 1 bath
PoolA/CWiFiBalcony
$161/night
View Details → Book on VRBO
Cozy cottage in woods, 5-min walk to ocean & town

Cozy cottage in woods, 5-min walk to ocean & town

2 beds 1 bath
PoolA/CWiFiBalcony
$180/night
View Details → Book on VRBO
Don’t miss out on your vacation! Come stay at this on site marina property

Don’t miss out on your vacation! Come stay at this on site marina property

1 bed 1 bath
PoolA/CWiFiBalcony
$199/night
View Details → Book on VRBO
BEAUTIFUL SUMMER RENTAL Nr ACADIA NATIONAL PARK & BAR HARBOR! !!

BEAUTIFUL SUMMER RENTAL Nr ACADIA NATIONAL PARK & BAR HARBOR! !!

2 beds 1 bath
PoolA/CWiFiBalcony
$263/night
View Details → Book on VRBO
Glamping on the Quiet-side of Acadia National Park!

Glamping on the Quiet-side of Acadia National Park!

2 beds 1 bath
PoolA/CWiFiBalcony
$193/night
View Details → Book on VRBO
Social Distance in STYLE! Yurt Glamping near Acadia

Social Distance in STYLE! Yurt Glamping near Acadia

2 beds 1 bath
PoolA/CWiFiBalcony
$206/night
View Details → Book on VRBO
Acadia New Construction! 2nd Floor Apartment Close to Acadia, 2 Minutes from SWH

Acadia New Construction! 2nd Floor Apartment Close to Acadia, 2 Minutes from SWH

2 beds 1 bath
PoolA/CWiFiBalcony
$265/night
View Details → Book on VRBO
Honeymoon Retreat - private and quiet

Honeymoon Retreat - private and quiet

1 bed 1 bath
PoolA/CWiFiBalcony
$185/night
View Details → Book on VRBO
New Listing! Garden level Apartment with great harbor access!

New Listing! Garden level Apartment with great harbor access!

1 bed 1 bath
PoolA/CWiFiBalcony
$220/night
View Details → Book on VRBO
Glamping on the Quiet-side of Acadia National Park!

Glamping on the Quiet-side of Acadia National Park!

2 beds
PoolA/CWiFiBalcony
$187/night
View Details → Book on VRBO
Beautiful cottage in the village of Southwest Harbor

Beautiful cottage in the village of Southwest Harbor

2 beds 1 bath
PoolA/CWiFiBalcony
$225/night
View Details → Book on VRBO
NEW Construction The "Barn Loft"

NEW Construction The "Barn Loft"

2 beds 2 baths
PoolA/CWiFiBalcony
$325/night
View Details → Book on VRBO
Gladeview: A Craftsman Retreat

Gladeview: A Craftsman Retreat

2 beds 1 bath
PoolA/CWiFiBalcony
$230/night
View Details → Book on VRBO
Glamping on the Quiet-side of Acadia National Park!

Glamping on the Quiet-side of Acadia National Park!

2 beds 1 bath
PoolA/CWiFiBalcony
$179/night
View Details → Book on VRBO
New, top deck couples retreat overlooking Southwest harbor!

New, top deck couples retreat overlooking Southwest harbor!

1 bed 1 bath
PoolA/CWiFiBalcony
$269/night
View Details → Book on VRBO
Beech Mountain Townhouse

Beech Mountain Townhouse

2 beds 2 baths
PoolA/CWiFiBalcony
$250/night
View Details → Book on VRBO
Peaceful Cottage With Cranberry View And Ocean Access

Peaceful Cottage With Cranberry View And Ocean Access

2 beds 1 bath
PoolA/CWiFiBalcony
$230/night
View Details → Book on VRBO
Acadia Birds Eye View Cottage

Acadia Birds Eye View Cottage

1 bed 1 bath
PoolA/CWiFiBalcony
$276/night
View Details → Book on VRBO
Precipice Tiny House at Acadia Yurts

Precipice Tiny House at Acadia Yurts

1 bed 1 bath
PoolA/CWiFiBalcony
$203/night
View Details → Book on VRBO
'Harbor Boat House' overlooking Southwest Harbor

'Harbor Boat House' overlooking Southwest Harbor

3 beds 1 bath
PoolA/CWiFiBalcony
$202/night
View Details → Book on VRBO
Seaquest Rental! Stay at the Marina!

Seaquest Rental! Stay at the Marina!

1 bed 1 bath
PoolA/CWiFiBalcony
$220/night
View Details → Book on VRBO
Featured in Oprah's 'O' Magazine!

Featured in Oprah's 'O' Magazine!

2 beds 1 bath
PoolA/CWiFiBalcony
$220/night
View Details → Book on VRBO
Private access to beach, ocean view and minutes from Acadia National Park

Private access to beach, ocean view and minutes from Acadia National Park

3 beds 2 baths
PoolA/CWiFiBalcony
$429/night
View Details → Book on VRBO
Seaglass - 2BR Condo w/ Ocean Views in Downtown SWH

Seaglass - 2BR Condo w/ Ocean Views in Downtown SWH

2 beds 2 baths
PoolA/CWiFiBalcony
$485/night
View Details → Book on VRBO
Incredible views overlooking Southwest Harbor and beyond.

Incredible views overlooking Southwest Harbor and beyond.

7 beds 6 baths
PoolA/CWiFiBalcony
$1,152/night
View Details → Book on VRBO
Southwest Harbor - Prime location - Freshly Remodeled two bedroom quiet side MDI

Southwest Harbor - Prime location - Freshly Remodeled two bedroom quiet side MDI

2 beds 1 bath
PoolA/CWiFiBalcony
$249/night
View Details → Book on VRBO
Beautiful, centrally located waterfront home. NEW BOATHOUSE for relaxing on dock

Beautiful, centrally located waterfront home. NEW BOATHOUSE for relaxing on dock

3 beds 3 baths
PoolA/CWiFiBalcony
$729/night
View Details → Book on VRBO
Anny's Treetop on the Quietside Mt Desert Island,and Acadia National Park

Anny's Treetop on the Quietside Mt Desert Island,and Acadia National Park

1 bed 1 bath
PoolA/CWiFiBalcony
$291/night
View Details → Book on VRBO
Driftwood - 2BR Condo Downtown SWH w/ Ocean Views

Driftwood - 2BR Condo Downtown SWH w/ Ocean Views

2 beds 2 baths
PoolA/CWiFiBalcony
$428/night
View Details → Book on VRBO
Hidden Gem Southwest Harbor

Hidden Gem Southwest Harbor

1 bed 1 bath
PoolA/CWiFiBalcony
$255/night
View Details → Book on VRBO
Quiet Southwest Harbor home on MDI with easy access to Acadia National Park.

Quiet Southwest Harbor home on MDI with easy access to Acadia National Park.

3 beds 2 baths
PoolA/CWiFiBalcony
$296/night
View Details → Book on VRBO
Pet Friendly 2 BR House in Southwest Harbor! [Hillside Cottage]

Pet Friendly 2 BR House in Southwest Harbor! [Hillside Cottage]

2 beds 1 bath
PoolA/CWiFiBalcony
$387/night
View Details → Book on VRBO
Enjoy the stunning ocean view from the hot tub!

Enjoy the stunning ocean view from the hot tub!

3 beds 2 baths
PoolA/CWiFiBalcony
$272/night
View Details → Book on VRBO
Glamping on the Quiet-side of Acadia National Park!

Glamping on the Quiet-side of Acadia National Park!

2 beds 1 bath
PoolA/CWiFiBalcony
$193/night
View Details → Book on VRBO
BEAUTIFUL SUMMER RENTAL Nr ACADIA NATIONAL PARK & BAR HARBOR!

BEAUTIFUL SUMMER RENTAL Nr ACADIA NATIONAL PARK & BAR HARBOR!

2 beds 1 bath
PoolA/CWiFiBalcony
$239/night
View Details → Book on VRBO
Charming, 2BR Oceanfront cottage with stunning views.

Charming, 2BR Oceanfront cottage with stunning views.

2 beds 1 bath
PoolA/CWiFiBalcony
$335/night
View Details → Book on VRBO
Unique Marina Side Condo With Great Views And Fun Atmosphere!

Unique Marina Side Condo With Great Views And Fun Atmosphere!

2 beds 2 baths
PoolA/CWiFiBalcony
$279/night
View Details → Book on VRBO
(NEW LISTING)! Beautiful Summer Rental (2) Nr Acadia National Park & Bar Harbor

(NEW LISTING)! Beautiful Summer Rental (2) Nr Acadia National Park & Bar Harbor

1 bed 1 bath
PoolA/CWiFiBalcony
$226/night
View Details → Book on VRBO
Enchanting dog-friendly ocean view home with kitchen, grill, balcony, TV, & deck

Enchanting dog-friendly ocean view home with kitchen, grill, balcony, TV, & deck

2 beds 2 baths
PoolA/CWiFiBalcony
$326/night
View Details → Book on VRBO
Coastal Cottage

Coastal Cottage

4 beds 2 baths
PoolA/CWiFiBalcony
$425/night
View Details → Book on VRBO
Spacious In-Town Southwest Harbor Apartment. Minutes From Acadia.

Spacious In-Town Southwest Harbor Apartment. Minutes From Acadia.

2 beds 1 bath
PoolA/CWiFiBalcony
$286/night
View Details → Book on VRBO

Showing 48 of 199 properties

More destinations in Maine

Old Orchard Beach (413) Wells (400) Bar Harbor (311) York (302) Portland (294) Ogunquit (254) Kennebunkport (216) Boothbay Harbor (206) Kennebunk (199) Newry (192) Ellsworth (136) Scarborough (132) camden (105) Greenville (104) Harpswell (97) Mount Desert (96) Bethel (94) Mt Desert (64) Boothbay (63) Phippsburg (61)