Rockland Vacation Rentals

Compare 5 vacation rentals.
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Make Rockland your next getaway

Considered by many as the top spot for cruising bays, Rockland vacation rentals are your gateway to coastal life. Spend an afternoon at the popular Maine Lighthouse Museum or tour the Farnsworth Art Museum, home to 20,000 square feet of 18th and 19th century art pieces. Whatever your plans may be, the Rockland views are hard to beat.

Top Rockland property types

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Cottages

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House rentals

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Popular amenities for Rockland vacation rentals

Popular
Dog-friendly Internet Electric vehicle charger
Windows on the Sea
2 Bedroom | 2.5 Bath | Sleeps 5

Windows on the Sea - Rockland, ME

$143 avg / night
(excludes fees and taxes)
4.68 (34)
Lighthouse Lookout
1 Bedroom | 1 Bath | Sleeps 2

Lighthouse Lookout - Rockland, ME

$203 avg / night
(excludes fees and taxes)
4.84 (19)
Montgomery Cottage
3 Bedroom | 2 Bath | Sleeps 6

Montgomery Cottage - Rockland, ME

$232 avg / night
(excludes fees and taxes)
4.85 (13)
Cottage by the Sea
2 Bedroom | 2 Bath | Sleeps 4

Cottage by the Sea - Rockland, ME

$176 avg / night
(excludes fees and taxes)
Beech Street Retreat
3 Bedroom | 3 Bath | Sleeps 8

Beech Street Retreat - Rockland, ME

$276 avg / night
(excludes fees and taxes)
2.0 (1)

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Recent Rockland guest reviews

We had a beautiful view of the Bay from our rental. It was comfortable and had everything we needed. Our hosts were great and gave us good recommendations. We took day trips each day and enjoyed coming back to Windows on the Sea. It was truly memorable!
David C. | Oct 2025
Number of beds, number of bathrooms, view from top floor
Thorpe D. | Oct 2025
Location was wonderful - historic home with everything you need! Beautiful views.
Heidi H. | Sep 2025
Rockland vacation rental FAQ

Yes. 96 of our Rockland vacation rentals have internet access, so you can stay connected throughout your trip.

Browse homes with internet access >


Some of the most popular amenities in our Rockland vacation rentals include:

Our standard check-in time is 4:00 p.m., and the check-out time is 10:00 a.m. Some exceptions apply—after you book, you’ll find the check-in and check-out details in the Vacasa guest app or your Trip Manager.

Absolutely. Our local Rockland team includes professional housekeepers who care for all our homes here. They’ll clean thoroughly and restock amenities, so everything is ready for your arrival—and all you have to do is settle in and relax.

Learn more about Vacasa Premium Clean >

No problem, plans can change. For more information, please read our cancellation policy. If you have a Vacasa reservation for Rockland, log in to Trip Manager to explore the options available for your specific trip.

Book confidently. Stay comfortably.

Vacasa Guest Value Prop icon: 24-7
24/7 guest service
Vacasa Guest Value Prop Icon check-in
Seamless check-in
Vacasa Guest Value Prop Icons cleaning
Professional cleaning

Explore Rockland, ME vacation rentals

What’s more iconic to the Maine experience than the local Lobster Festival? Thousands of international seafood fans flock to Rockland every August for a taste of carnival rides, cooking competitions, music performances, and of course, a classic lobster dinner.

If seafood doesn’t tickle your taste buds, don’t worry. The city has countless more eateries, beaches, and museums that are as delicious to the eyes. Find your favorite way to enjoy Maine with Rockland, ME vacation rentals.