Rockland, Maine

Vacation Rentals in Rockland, Maine

Discover 37 vacation rental properties in Rockland. From 1 to 3 bedrooms. Average $203/night. 100% have pools.

37 verified listings Book securely on VRBO Prices updated March 2026

37 properties available

Simplicity-Just what you need! STR24-20

Simplicity-Just what you need! STR24-20

1 bed 1 bath
PoolA/CWiFiBalcony
$126/night
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Beautiful South End home, 5 minute walk to downtown and beach!

Beautiful South End home, 5 minute walk to downtown and beach!

2 beds 2 baths
PoolA/CWiFiBalcony
$225/night
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New England Farmhouse Loft

New England Farmhouse Loft

1 bed 1 bath
PoolA/CWiFiBalcony
$189/night
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In-town, coastal + relaxing in Rockland

In-town, coastal + relaxing in Rockland

2 beds 1 bath
PoolA/CWiFiBalcony
$372/night
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Sensational Elegant Apt. in Historic 1862 Sea Captain's Home. Pets ok!

Sensational Elegant Apt. in Historic 1862 Sea Captain's Home. Pets ok!

3 beds 2 baths
PoolA/CWiFiBalcony
$246/night
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Elegant 2-Bedroom Apartment in Historic 1862 Sea Captain's House. Pets welcome.

Elegant 2-Bedroom Apartment in Historic 1862 Sea Captain's House. Pets welcome.

2 beds 2 baths
PoolA/CWiFiBalcony
$226/night
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Waterfront home with ocean views, beach access, AC & washer/dryer - dog-friendly

Waterfront home with ocean views, beach access, AC & washer/dryer - dog-friendly

1 bed 1 bath
PoolA/CWiFiBalcony
$278/night
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Sunrise Suite 2 blks from Rockland Harbor, near DT

Sunrise Suite 2 blks from Rockland Harbor, near DT

1 bed 1 bath
PoolA/CWiFiBalcony
$86/night
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Comfortable home near the beach - dog-friendly - full kitchen & washer/dryer

Comfortable home near the beach - dog-friendly - full kitchen & washer/dryer

3 beds 2 baths
PoolA/CWiFiBalcony
$206/night
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Oceanview 2 Double Beds

Oceanview 2 Double Beds

1 bath
PoolA/CWiFiBalcony
$220/night
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Beautiful Views and Downtown Location

Beautiful Views and Downtown Location

1 bed 1 bath
PoolA/CWiFiBalcony
$262/night
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Ocean-view penthouse with deck, gas grill, washer/dryer, full kitchen, & WiFi

Ocean-view penthouse with deck, gas grill, washer/dryer, full kitchen, & WiFi

3 beds 2 baths
PoolA/CWiFiBalcony
$165/night
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Dog-friendly home 1 block from beach with firepit, amazing ocean views, & office

Dog-friendly home 1 block from beach with firepit, amazing ocean views, & office

2 beds 2 baths
PoolA/CWiFiBalcony
$127/night
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Charming Cottage, Quiet Location, One of Rockland's Most Highly-Rated Properties

Charming Cottage, Quiet Location, One of Rockland's Most Highly-Rated Properties

3 beds 2 baths
PoolA/CWiFiBalcony
$297/night
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Beautiful Oceanfront Near Rockland Breakwater/Lighthouse

Beautiful Oceanfront Near Rockland Breakwater/Lighthouse

3 beds 2 baths
PoolA/CWiFiBalcony
$151/night
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Downtown, 2 bedroom, modern loft

Downtown, 2 bedroom, modern loft

2 beds 1 bath
PoolA/CWiFiBalcony
Price on request
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Rockland Home w/ Deck 5 Mins to Historic Downtown!

Rockland Home w/ Deck 5 Mins to Historic Downtown!

3 beds 2 baths
PoolA/CWiFiBalcony
$260/night
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Located Directly On Rockland Harbor

Located Directly On Rockland Harbor

3 beds 2 baths
PoolA/CWiFiBalcony
$273/night
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Rockland is the arts capital of Mid Coast Maine!

Rockland is the arts capital of Mid Coast Maine!

1 bed
PoolA/CWiFiBalcony
$170/night
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2 bedroom, 1 bath, Downtown Rockland

2 bedroom, 1 bath, Downtown Rockland

2 beds 1 bath
PoolA/CWiFiBalcony
$361/night
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Dog-friendly historical home with gorgeous porch & prime in-town location

Dog-friendly historical home with gorgeous porch & prime in-town location

3 beds 3 baths
PoolA/CWiFiBalcony
$217/night
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Oceanfront -Samoset Road, Rockland ME (Across from the Samoset Resort)

Oceanfront -Samoset Road, Rockland ME (Across from the Samoset Resort)

3 beds 2 baths
PoolA/CWiFiBalcony
$271/night
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Snowbird-friendly house with alfresco deck, harbor view, & W/D - walk everywhere

Snowbird-friendly house with alfresco deck, harbor view, & W/D - walk everywhere

3 beds 2 baths
PoolA/CWiFiBalcony
$399/night
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Overlooking Harbor and Penobscot Bay - Downtown

Overlooking Harbor and Penobscot Bay - Downtown

1 bed 1 bath
PoolA/CWiFiBalcony
$127/night
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Clean Bright Quiet Apartment

Clean Bright Quiet Apartment

1 bed 1 bath
PoolA/CWiFiBalcony
$222/night
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Penthouse master bedroom suite -ocean view- walking distance to downtown, beach

Penthouse master bedroom suite -ocean view- walking distance to downtown, beach

2 beds 1 bath
PoolA/CWiFiBalcony
$151/night
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Charming 2 Bedroom House In Town! Near Beach And Festivals with Sauna

Charming 2 Bedroom House In Town! Near Beach And Festivals with Sauna

2 beds 1 bath
PoolA/CWiFiBalcony
$113/night
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Welcoming In-Town Rockland Home

Welcoming In-Town Rockland Home

2 beds 1 bath
PoolA/CWiFiBalcony
$144/night
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Open space living in renovated Victorian. Short walk to downtown Rockland

Open space living in renovated Victorian. Short walk to downtown Rockland

2 beds 1 bath
PoolA/CWiFiBalcony
$168/night
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Renovated 1880 Victorian, a short walk from downtown Rockland. Small dog allowed

Renovated 1880 Victorian, a short walk from downtown Rockland. Small dog allowed

2 beds 1 bath
PoolA/CWiFiBalcony
$168/night
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Cozy Apartment In Town With Sauna! Minutes from Festivals and Shops!

Cozy Apartment In Town With Sauna! Minutes from Festivals and Shops!

1 bed 1 bath
PoolA/CWiFiBalcony
$89/night
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Cabin with a View

Cabin with a View

1 bed 1 bath
PoolA/CWiFiBalcony
$75/night
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Cozy Carriage House with Rockland Harbor View

Cozy Carriage House with Rockland Harbor View

1 bath
PoolA/CWiFiBalcony
$301/night
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Charming New Englander with Coastal Character Steps from Everything

Charming New Englander with Coastal Character Steps from Everything

3 beds 2 baths
PoolA/CWiFiBalcony
$281/night
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Plot your next break at Prosehaven

Plot your next break at Prosehaven

2 beds
PoolA/CWiFiBalcony
$119/night
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Cozy 2 BR Close to Downtown

Cozy 2 BR Close to Downtown

2 beds 1 bath
PoolA/CWiFiBalcony
$108/night
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The Perch - Walk to Town & the Ocean - Rockland License STR24-52

The Perch - Walk to Town & the Ocean - Rockland License STR24-52

3 beds 1 bath
PoolA/CWiFiBalcony
$128/night
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