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Cheap Southwest Harbor Holiday Rentals

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5 mi
204 rentals in Southwest Harbor.
New cabin on private road, 1/2 mile to Seawall Beach and 3 miles to town, holiday rental in Southwest Harbor
New cabin on private road, 1/2 mile to Seawall Beach and 3 miles to town, holiday rental in Southwest Harbor
New cabin on private road, 1/2 mile to Seawall Beach and 3 miles to town, holiday rental in Southwest Harbor

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

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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NEW Construction The "Barn Loft", holiday rental in Southwest Harbor
NEW Construction The "Barn Loft", holiday rental in Southwest Harbor
NEW Construction The "Barn Loft", holiday rental in Southwest Harbor

NEW Construction The "Barn Loft"

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Driftwood - 2BR Condo Downtown SWH w/ Ocean Views, holiday rental in Southwest Harbor
Driftwood - 2BR Condo Downtown SWH w/ Ocean Views, holiday rental in Southwest Harbor
Driftwood - 2BR Condo Downtown SWH w/ Ocean Views, holiday rental in Southwest Harbor

Driftwood - 2BR Condo Downtown SWH w/ Ocean Views

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Yurt Glamping on the Quiet-side of Acadia National Park!, holiday rental in Southwest Harbor
Yurt Glamping on the Quiet-side of Acadia National Park!, holiday rental in Southwest Harbor
Yurt Glamping on the Quiet-side of Acadia National Park!, holiday rental in Southwest Harbor

Yurt Glamping on the Quiet-side of Acadia National Park!

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Quiet Southwest Harbor home on MDI with easy access to Acadia National Park., holiday rental in Southwest Harbor
Quiet Southwest Harbor home on MDI with easy access to Acadia National Park., holiday rental in Southwest Harbor
Quiet Southwest Harbor home on MDI with easy access to Acadia National Park., holiday rental in Southwest Harbor

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

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 7
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Private access to beach, ocean view and minutes from Acadia National Park, holiday rental in Southwest Harbor
Private access to beach, ocean view and minutes from Acadia National Park, holiday rental in Southwest Harbor
Private access to beach, ocean view and minutes from Acadia National Park, holiday rental in Southwest Harbor

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

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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'Rooster Cottage' Harborside - Built New 2022, holiday rental in Southwest Harbor
'Rooster Cottage' Harborside - Built New 2022, holiday rental in Southwest Harbor
'Rooster Cottage' Harborside - Built New 2022, holiday rental in Southwest Harbor

'Rooster Cottage' Harborside - Built New 2022

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
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Beehive Tiny House at Acadia Yurts, holiday rental in Southwest Harbor
Beehive Tiny House at Acadia Yurts, holiday rental in Southwest Harbor
Beehive Tiny House at Acadia Yurts, holiday rental in Southwest Harbor

Beehive Tiny House at Acadia Yurts

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Yurt Glamping on the Quiet-side of Acadia National Park!, holiday rental in Southwest Harbor
Yurt Glamping on the Quiet-side of Acadia National Park!, holiday rental in Southwest Harbor
Yurt Glamping on the Quiet-side of Acadia National Park!, holiday rental in Southwest Harbor

Yurt Glamping on the Quiet-side of Acadia National Park!

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
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(NEW LISTING)! Beautiful Summer Rental (2) Nr Acadia National Park & Bar Harbor, holiday rental in Southwest Harbor
(NEW LISTING)! Beautiful Summer Rental (2) Nr Acadia National Park & Bar Harbor, holiday rental in Southwest Harbor
(NEW LISTING)! Beautiful Summer Rental (2) Nr Acadia National Park & Bar Harbor, holiday rental in Southwest Harbor

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

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
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(3) BEAUTIFUL SUMMER RENTAL Nr ACADIA NATIONAL PARK & BAR HARBOR! 3, holiday rental in Southwest Harbor
(3) BEAUTIFUL SUMMER RENTAL Nr ACADIA NATIONAL PARK & BAR HARBOR! 3, holiday rental in Southwest Harbor
(3) BEAUTIFUL SUMMER RENTAL Nr ACADIA NATIONAL PARK & BAR HARBOR! 3, holiday rental in Southwest Harbor

(3) BEAUTIFUL SUMMER RENTAL Nr ACADIA NATIONAL PARK & BAR HARBOR! 3

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Seaglass - 2BR Condo w/ Ocean Views in Downtown SWH, holiday rental in Southwest Harbor
Seaglass - 2BR Condo w/ Ocean Views in Downtown SWH, holiday rental in Southwest Harbor
Seaglass - 2BR Condo w/ Ocean Views in Downtown SWH, holiday rental in Southwest Harbor

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

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
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Yurt Glamping on the Quiet-side of Acadia National Park!, holiday rental in Southwest Harbor
Yurt Glamping on the Quiet-side of Acadia National Park!, holiday rental in Southwest Harbor
Yurt Glamping on the Quiet-side of Acadia National Park!, holiday rental in Southwest Harbor

Yurt Glamping on the Quiet-side of Acadia National Park!

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Acadia Explorer Cabin Rantals Cabin 2, holiday rental in Southwest Harbor
Acadia Explorer Cabin Rantals Cabin 2, holiday rental in Southwest Harbor
Acadia Explorer Cabin Rantals Cabin 2, holiday rental in Southwest Harbor

Acadia Explorer Cabin Rantals Cabin 2

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 6
Match: Sleeps
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Pine Lodge: 2-bedroom vacation home minutes to Acadia National Park, holiday rental in Southwest Harbor
Pine Lodge: 2-bedroom vacation home minutes to Acadia National Park, holiday rental in Southwest Harbor
Pine Lodge: 2-bedroom vacation home minutes to Acadia National Park, holiday rental in Southwest Harbor

Pine Lodge: 2-bedroom vacation home minutes to Acadia National Park

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Southwest Harbor Cottage steps away the Ocean and Acadia National Park, holiday rental in Southwest Harbor
Southwest Harbor Cottage steps away the Ocean and Acadia National Park, holiday rental in Southwest Harbor
Southwest Harbor Cottage steps away the Ocean and Acadia National Park, holiday rental in Southwest Harbor

Southwest Harbor Cottage steps away the Ocean and Acadia National Park

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Charming, 2BR Oceanfront cottage with stunning views., holiday rental in Southwest Harbor
Charming, 2BR Oceanfront cottage with stunning views., holiday rental in Southwest Harbor
Charming, 2BR Oceanfront cottage with stunning views., holiday rental in Southwest Harbor

Charming, 2BR Oceanfront cottage with stunning views.

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Acadia New Construction! 2nd Floor Apartment Close to Acadia, 2 Minutes from SWH, holiday rental in Southwest Harbor
Acadia New Construction! 2nd Floor Apartment Close to Acadia, 2 Minutes from SWH, holiday rental in Southwest Harbor
Acadia New Construction! 2nd Floor Apartment Close to Acadia, 2 Minutes from SWH, holiday rental in Southwest Harbor

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

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Cozy Cottage In Town & In The Woods With A Small Brook Alongside, holiday rental in Southwest Harbor
Cozy Cottage In Town & In The Woods With A Small Brook Alongside, holiday rental in Southwest Harbor
Cozy Cottage In Town & In The Woods With A Small Brook Alongside, holiday rental in Southwest Harbor

Cozy Cottage In Town & In The Woods With A Small Brook Alongside

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Beautiful, centrally located waterfront home. NEW BOATHOUSE for relaxing on dock, holiday rental in Southwest Harbor
Beautiful, centrally located waterfront home. NEW BOATHOUSE for relaxing on dock, holiday rental in Southwest Harbor
Beautiful, centrally located waterfront home. NEW BOATHOUSE for relaxing on dock, holiday rental in Southwest Harbor

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

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 7
Match: Sleeps
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CLEAN, spacious, each BR has private full bathroom attached, high speed internet, holiday rental in Southwest Harbor
CLEAN, spacious, each BR has private full bathroom attached, high speed internet, holiday rental in Southwest Harbor
CLEAN, spacious, each BR has private full bathroom attached, high speed internet, holiday rental in Southwest Harbor

CLEAN, spacious, each BR has private full bathroom attached, high speed internet

Holiday Rental House
3 bedrooms
4 bathrooms
Sleeps 6
Match: Sleeps
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Wooded Cottage in Town walking to Marina, Restraunts, holiday rental in Southwest Harbor
Wooded Cottage in Town walking to Marina, Restraunts, holiday rental in Southwest Harbor
Wooded Cottage in Town walking to Marina, Restraunts, holiday rental in Southwest Harbor

Wooded Cottage in Town walking to Marina, Restraunts

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Yurt Glamping on the Quiet-side of Acadia National Park!, holiday rental in Southwest Harbor
Yurt Glamping on the Quiet-side of Acadia National Park!, holiday rental in Southwest Harbor
Yurt Glamping on the Quiet-side of Acadia National Park!, holiday rental in Southwest Harbor

Yurt Glamping on the Quiet-side of Acadia National Park!

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Affordable Vacation Home Near Acadia National Park, holiday rental in Southwest Harbor
Affordable Vacation Home Near Acadia National Park, holiday rental in Southwest Harbor
Affordable Vacation Home Near Acadia National Park, holiday rental in Southwest Harbor

Affordable Vacation Home Near Acadia National Park

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Harbor Watch, Large Home with Beautiful Harbor View, near Village Center, holiday rental in Southwest Harbor
Harbor Watch, Large Home with Beautiful Harbor View, near Village Center, holiday rental in Southwest Harbor
Harbor Watch, Large Home with Beautiful Harbor View, near Village Center, holiday rental in Southwest Harbor

Harbor Watch, Large Home with Beautiful Harbor View, near Village Center

Holiday Rental House
6 bedrooms
7 bathrooms
Sleeps 16
Match: Sleeps
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Coastal Cottage, holiday rental in Southwest Harbor
Coastal Cottage, holiday rental in Southwest Harbor
Coastal Cottage, holiday rental in Southwest Harbor

Coastal Cottage

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Yurt Glamping on the Quiet-side of Acadia National Park!, holiday rental in Southwest Harbor
Yurt Glamping on the Quiet-side of Acadia National Park!, holiday rental in Southwest Harbor
Yurt Glamping on the Quiet-side of Acadia National Park!, holiday rental in Southwest Harbor

Yurt Glamping on the Quiet-side of Acadia National Park!

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Southwest Harbor  Cottage Overlooking Harbor and  Gardens, holiday rental in Southwest Harbor
Southwest Harbor  Cottage Overlooking Harbor and  Gardens, holiday rental in Southwest Harbor
Southwest Harbor  Cottage Overlooking Harbor and  Gardens, holiday rental in Southwest Harbor

Southwest Harbor Cottage Overlooking Harbor and Gardens

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Tasteful Mountain Cottage With  a 15 Walk to Ocean, Town and Acadia, holiday rental in Southwest Harbor
Tasteful Mountain Cottage With  a 15 Walk to Ocean, Town and Acadia, holiday rental in Southwest Harbor
Tasteful Mountain Cottage With  a 15 Walk to Ocean, Town and Acadia, holiday rental in Southwest Harbor

Tasteful Mountain Cottage With a 15 Walk to Ocean, Town and Acadia

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Incredible views overlooking Southwest Harbor and beyond., holiday rental in Southwest Harbor
Incredible views overlooking Southwest Harbor and beyond., holiday rental in Southwest Harbor
Incredible views overlooking Southwest Harbor and beyond., holiday rental in Southwest Harbor

Incredible views overlooking Southwest Harbor and beyond.

Holiday Rental House
7 bedrooms
7 bathrooms
Sleeps 14
Match: Sleeps
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Comfortable Cottage Overlooking Blueberry Field on Mt Desert Island, holiday rental in Southwest Harbor
Comfortable Cottage Overlooking Blueberry Field on Mt Desert Island, holiday rental in Southwest Harbor
Comfortable Cottage Overlooking Blueberry Field on Mt Desert Island, holiday rental in Southwest Harbor

Comfortable Cottage Overlooking Blueberry Field on Mt Desert Island

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Acadia Studio Newer Construction! Modern hotel feel in the quaint Maine woods, holiday rental in Southwest Harbor
Acadia Studio Newer Construction! Modern hotel feel in the quaint Maine woods, holiday rental in Southwest Harbor
Acadia Studio Newer Construction! Modern hotel feel in the quaint Maine woods, holiday rental in Southwest Harbor

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

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Cozy cottage nestled in the  woods with walking distance to town., holiday rental in Southwest Harbor
Cozy cottage nestled in the  woods with walking distance to town., holiday rental in Southwest Harbor
Cozy cottage nestled in the  woods with walking distance to town., holiday rental in Southwest Harbor

Cozy cottage nestled in the woods with walking distance to town.

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Family Home Overlooking the Harbor Easily Walkable to Town, holiday rental in Southwest Harbor
Family Home Overlooking the Harbor Easily Walkable to Town, holiday rental in Southwest Harbor
Family Home Overlooking the Harbor Easily Walkable to Town, holiday rental in Southwest Harbor

Family Home Overlooking the Harbor Easily Walkable to Town

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Acadia Park Suites #2 NEW LISTING, Acadia Nat Park, Bar Harbor, 2nd floor, holiday rental in Southwest Harbor
Acadia Park Suites #2 NEW LISTING, Acadia Nat Park, Bar Harbor, 2nd floor, holiday rental in Southwest Harbor
Acadia Park Suites #2 NEW LISTING, Acadia Nat Park, Bar Harbor, 2nd floor, holiday rental in Southwest Harbor

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

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Weekly Discounts available large home on 8acres in Southwest Harbor walk to town, holiday rental in Southwest Harbor
Weekly Discounts available large home on 8acres in Southwest Harbor walk to town, holiday rental in Southwest Harbor
Weekly Discounts available large home on 8acres in Southwest Harbor walk to town, holiday rental in Southwest Harbor

Weekly Discounts available large home on 8acres in Southwest Harbor walk to town

Holiday Rental House
5 bedrooms
5 bathrooms
Sleeps 14
Match: Sleeps
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Walk To Ocean Or Village Of Southwest Harbor - Near Bar Harbor, holiday rental in Southwest Harbor
Walk To Ocean Or Village Of Southwest Harbor - Near Bar Harbor, holiday rental in Southwest Harbor
Walk To Ocean Or Village Of Southwest Harbor - Near Bar Harbor, holiday rental in Southwest Harbor

Walk To Ocean Or Village Of Southwest Harbor - Near Bar Harbor

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 9
Match: Sleeps
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Topside - Cozy 2BR Unit w/ Dockside Views, holiday rental in Southwest Harbor
Topside - Cozy 2BR Unit w/ Dockside Views, holiday rental in Southwest Harbor
Topside - Cozy 2BR Unit w/ Dockside Views, holiday rental in Southwest Harbor

Topside - Cozy 2BR Unit w/ Dockside Views

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Yurt Glamping on the Quiet-side of Acadia National Park!, holiday rental in Southwest Harbor
Yurt Glamping on the Quiet-side of Acadia National Park!, holiday rental in Southwest Harbor
Yurt Glamping on the Quiet-side of Acadia National Park!, holiday rental in Southwest Harbor

Yurt Glamping on the Quiet-side of Acadia National Park!

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Ocean view 4 br, huge deck with grill, walk to town, pet friendly locally owned, holiday rental in Southwest Harbor
Ocean view 4 br, huge deck with grill, walk to town, pet friendly locally owned, holiday rental in Southwest Harbor
Ocean view 4 br, huge deck with grill, walk to town, pet friendly locally owned, holiday rental in Southwest Harbor

Ocean view 4 br, huge deck with grill, walk to town, pet friendly locally owned

Condo/Apartment
5 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Acadia Explorer Cabin Rentals Cabin 1, holiday rental in Southwest Harbor
Acadia Explorer Cabin Rentals Cabin 1, holiday rental in Southwest Harbor
Acadia Explorer Cabin Rentals Cabin 1, holiday rental in Southwest Harbor

Acadia Explorer Cabin Rentals Cabin 1

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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New, top deck couples retreat overlooking Southwest harbor!, holiday rental in Southwest Harbor
New, top deck couples retreat overlooking Southwest harbor!, holiday rental in Southwest Harbor
New, top deck couples retreat overlooking Southwest harbor!, holiday rental in Southwest Harbor

New, top deck couples retreat overlooking Southwest harbor!

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Peaceful Cottage With Cranberry View And Ocean Access, holiday rental in Southwest Harbor
Peaceful Cottage With Cranberry View And Ocean Access, holiday rental in Southwest Harbor
Peaceful Cottage With Cranberry View And Ocean Access, holiday rental in Southwest Harbor

Peaceful Cottage With Cranberry View And Ocean Access

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Golden Cove Cottage:Updated Village Property Close to Acadia and Long Pond, holiday rental in Southwest Harbor
Golden Cove Cottage:Updated Village Property Close to Acadia and Long Pond, holiday rental in Southwest Harbor
Golden Cove Cottage:Updated Village Property Close to Acadia and Long Pond, holiday rental in Southwest Harbor

Golden Cove Cottage:Updated Village Property Close to Acadia and Long Pond

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Seawall Point Cottage, holiday rental in Southwest Harbor
Seawall Point Cottage, holiday rental in Southwest Harbor
Seawall Point Cottage, holiday rental in Southwest Harbor

Seawall Point Cottage

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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The Bungalow, holiday rental in Southwest Harbor
The Bungalow, holiday rental in Southwest Harbor
The Bungalow, holiday rental in Southwest Harbor

The Bungalow

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Hot Tub! Gorgeous Waterfront on Harbor with Private Dock, holiday rental in Southwest Harbor
Hot Tub! Gorgeous Waterfront on Harbor with Private Dock, holiday rental in Southwest Harbor
Hot Tub! Gorgeous Waterfront on Harbor with Private Dock, holiday rental in Southwest Harbor

Hot Tub! Gorgeous Waterfront on Harbor with Private Dock

Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Amazing Harbor and Ocean Views, holiday rental in Southwest Harbor
Amazing Harbor and Ocean Views, holiday rental in Southwest Harbor
Amazing Harbor and Ocean Views, holiday rental in Southwest Harbor

Amazing Harbor and Ocean Views

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 11
Match: Sleeps
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(1) BEAUTIFUL SUMMER RENTAL Nr ACADIA NATIONAL PARK & BAR HARBOR!, holiday rental in Southwest Harbor
(1) BEAUTIFUL SUMMER RENTAL Nr ACADIA NATIONAL PARK & BAR HARBOR!, holiday rental in Southwest Harbor
(1) BEAUTIFUL SUMMER RENTAL Nr ACADIA NATIONAL PARK & BAR HARBOR!, holiday rental in Southwest Harbor

(1) BEAUTIFUL SUMMER RENTAL Nr ACADIA NATIONAL PARK & BAR HARBOR!

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Elevated Ocean view of Harbor, walk to village, pet friendly, deck, wifi and AC., holiday rental in Southwest Harbor
Elevated Ocean view of Harbor, walk to village, pet friendly, deck, wifi and AC., holiday rental in Southwest Harbor
Elevated Ocean view of Harbor, walk to village, pet friendly, deck, wifi and AC., holiday rental in Southwest Harbor

Elevated Ocean view of Harbor, walk to village, pet friendly, deck, wifi and AC.

Condo/Apartment
3 bedrooms
1 bathroom
Sleeps 7
Match: Sleeps
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