Rockland vacation rentals

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Best Rockland vacation rentals

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$106 - $366$366 - $625$625 - $884$884 - $1,143$1,143+ per night

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Most recommended vacation rentals in Rockland

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Rockland is the arts capital of Mid Coast Maine! STR 25-14 - Rockland - Building
Rockland is the arts capital of Mid Coast Maine! STR 25-14
Rockland, ME
9.8Wonderful(45)
Free Wi-Fi
$218+
Check availability
Windows on the Sea - Rockland - Beach
Windows on the Sea
Rockland, ME
9.3Wonderful(28)
$221+
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Rockland Central Loft on Main Street; Walk to Everything - Rockland - Bedroom
Rockland Central Loft on Main Street; Walk to Everything
Rockland, ME
10Wonderful(2)
$414+
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Simplicity-Just what you need! STR24-20 - Rockland - Bedroom
Simplicity-Just what you need! STR24-20
Rockland, ME
9.8Wonderful(11)
Free Wi-Fi
$143+
Check availability
Charming In-Town Rockland Home - Rockland - Dining room
Charming In-Town Rockland Home
Rockland, ME
10Wonderful(2)
Free Wi-Fi
$141+
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Large Home With Lovely Gardens Short Walk To Main Street Str22-26 - Rockland - Building
Large Home With Lovely Gardens Short Walk To Main Street Str22-26
Rockland, ME
10Wonderful(1)
$1,143+
Check availability
Beautiful South End home, 5 minute walk to downtown and beach! - Rockland - Beach
Beautiful South End home, 5 minute walk to downtown and beach!
Rockland, ME
9.8Wonderful(24)
Free Wi-Fi
$291+
Check availability
Cozy Apartment In Town With Sauna! Minutes from Festivals and Shops! - Rockland - Bedroom
Cozy Apartment In Town With Sauna! Minutes from Festivals and Shops!
Rockland, ME
Free Wi-Fi
$106+
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Located Directly On Rockland Harbor - Rockland - Bedroom
Located Directly On Rockland Harbor
Rockland, ME
8.3Very good(17)
$351+
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Oceanfront -Samoset Road, Rockland ME (Across from the Samoset Resort) - Rockland - Patio
Oceanfront -Samoset Road, Rockland ME (Across from the Samoset Resort)
Rockland, ME
8.3Very good(12)
$327+
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The Perch - Walk to Town & the Ocean - Rockland License STR25-53 - Rockland - Living room
The Perch - Walk to Town & the Ocean - Rockland License STR25-53
Rockland, ME
10Wonderful(19)
Free Wi-Fi
$179+
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Sunrise Suite, near Rockland Harbor, walk to DT - Rockland - Living room
Sunrise Suite, near Rockland Harbor, walk to DT
Rockland, ME
10Wonderful(6)
Free Wi-Fi
$206+
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New England Farmhouse Loft - Rockland - Building
New England Farmhouse Loft
Rockland, ME
10Wonderful(16)
$226+
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Sensational Elegant Apt. in Historic 1862 Sea Captain's Home. Pets ok! - Rockland - Kitchen
Sensational Elegant Apt. in Historic 1862 Sea Captain's Home. Pets ok!
Rockland, ME
9.8Wonderful(49)
Free Wi-Fi
$402+
Check availability
Elegant 2-Bedroom Apartment in Historic 1862 Sea Captain's House. Pets welcome. - Rockland - Dining room
Elegant 2-Bedroom Apartment in Historic 1862 Sea Captain's House. Pets welcome.
Rockland, ME
9.6Wonderful(45)
Free Wi-Fi
$387+
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Overlooking Harbor and Penobscot Bay - Downtown - Rockland - Living room
Overlooking Harbor and Penobscot Bay - Downtown
Rockland, ME
9.6Wonderful(6)
Free Wi-Fi
$144+
Check availability
Booking Insights

KAYAK’s insights for vacation rentals in Rockland

Discover seasonal trends, ideal booking windows, and other data-driven tips to plan your stay in Rockland with confidence.

What is the cheapest day of the week to book a vacation rental in Rockland?

Friday offers the lowest rates in Rockland, with an average nightly price of $202. The highest prices are found on Sunday, with average rates at $467.
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Good to know

Low season

High season

Average price (weeknight)

Average price (weekend night)

April
July
$347
$208
Cheapest month to stay with an average 41% drop in price.
Most expensive month to stay with an average 143% rise in price.
Average Sun - Thu price over the last 2 weeks.
Average Fri & Sat price over the last 2 weeks.

KAYAK's top tips for finding Rockland vacation rental deals

  • Vacation rentals in Rockland are around 31% more expensive than hotels on average. Search here to compare prices for all accommodation types in Rockland.
  • The best vacation rental properties in Rockland are In-town, coastal + relaxing in Rockland (10.0, 30 reviews), Rockland is the arts capital of Mid Coast Maine! STR 25-14 (9.8, 45), and Beautiful South End home, 5 minute walk to downtown and beach! (9.8, 24), based on ratings and reviews from real travelers.
  • If you’re looking for a cheap vacation rental in Rockland, you should consider visiting during the low season. The cheapest vacation homes in Rockland can be found in April and May.
  • The cheapest night for renting a vacation home in Rockland is Friday. In contrast, the most expensive is Sunday.
  • Vacation rentals are a popular choice for both long and short-term stays. KAYAK users usually book their vacation rental in Rockland for 35 days.

FAQs when booking a vacation home in Rockland

  • What types of vacation rentals are available in Rockland?

    There are loads of different property types that you can make your vacation home in Rockland. You’ll find apartments, cabins, cottages and houses.

  • Are there any pet-friendly vacation rentals in Rockland?

    There are a number of dog and pet-friendly Rockland vacation rentals, with around 11% allowing you to bring your pet along with you.

  • How much is a vacation rental in Rockland for this weekend?

    In the last 72 hours, users have found Rockland vacation rentals for this weekend for as low as $133 per night. Search here for similar prices

  • How can I find vacation rentals near me in Rockland?

    Take a look at our vacation rentals map to find the best vacation rental homes near you.

Where to stay in Rockland?

Our map will help you find the perfect place to stay in Rockland by showing you the exact location of each vacation rental.

Everything you need to know for your stay in Rockland