A stone pier leading to a white lighthouse with a green door, overlooking calm waters and a forested island.

Rockland Vacation Rentals

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Check prices for these dates

In two weeks
Sep 18 - Sep 20
In two months
Oct 30 - Nov 1
In three months
Nov 27 - Nov 29
In four months
Dec 25 - Dec 27

Our top choices for Rockland vacation rentals

Lobby sitting area

1. Trade Winds on the Bay

Trade Winds on the Bay
3.5 star property
Rockland
8.6 out of 10, Excellent, (473 reviews)
"Friendly staff, easy check-in. Big, clean room, awsome stay! Highly recommend."
United States
Lawrence
The price is NT$4,347
NT$4,738 total
includes taxes & fees
Sep 8 - Sep 9
Trade Winds on the Bay
Boating

2. Pine Grove Cottages

Pine Grove Cottages
2.5 star property
Lincolnville
9.8 out of 10, Exceptional, (90 reviews)
"Wonderful quiet place, The Host was a great person."
United States
clinch
The price is NT$7,613
NT$8,714 total
includes taxes & fees
Sep 9 - Sep 10
Pine Grove Cottages
Cottage (2 Bedrooms) | Interior

3. Rustic Retreat Across From Lake; Family Friendly!

Rustic Retreat Across From Lake; Family Friendly!
3.0 star property
Union
8.0 out of 10, Very Good, (3 reviews)
"The cottage is cute with a great view of the lake. Quiet and peaceful yet convenient to town. Plenty to see and do in the area. We had a wonderful time and I highly recommend staying here!"
United States
Lorraine
The price is NT$4,190
NT$12,397 total
includes taxes & fees
Sep 10 - Sep 11
Rustic Retreat Across From Lake; Family Friendly!
House, 1 Queen Bed (Beehive Cottage) | Living area

4. Bee Hive Cottage, Romantic Maine Waterfront Cottag

Bee Hive Cottage, Romantic Maine Waterfront Cottag
2.0 star property
Cushing
Bee Hive Cottage, Romantic Maine Waterfront Cottag
House (3 Bedrooms) | Front of property

5. Near Lakes, Bay & Trails! Historic Waldoboro Gem

Near Lakes, Bay & Trails! Historic Waldoboro Gem
3.0 star property
Waldoboro
10.0 out of 10, Exceptional, (2 reviews)
"This home is such a gem! A historic home that is updated with many modern conveniences. We’ve been to MANY AirB&B’s and this home was probably the best equipped we’ve been in! Convenient to Boothbay and lots of downeast inlets and harbors. Very quiet, but close to groceries, food and farm stands. Our only regret was not staying longer- we would have loved to grill and use the fire pit!"
United States
Deborah
The price is NT$5,751
NT$15,590 total
includes taxes & fees
Sep 9 - Sep 10
Near Lakes, Bay & Trails! Historic Waldoboro Gem
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Rockland Hotel Reviews

Trade Winds on the Bay

Trade Winds on the Bay

10/10 Excellent
"Friendly staff, easy check-in. Big, clean room, awsome stay! Highly recommend."
Lawrence 1-night trip
Posted 12 hours ago
Trade Winds on the Bay

Find out more about Rockland

Search for holiday rentals in Rockland on Expedia! You can easily find your home rentals, villas, holiday apartments in Rockland using one of the methods below:

  • View our selection of featured holiday rentals in Rockland
  • Use the map to find apartments and other holiday homes in the Rockland neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Rockland while they last

Look no further and take a look at our great range of rental properties in Rockland!

Frequently asked questions

Can I find a vacation rental in Rockland?

Yes, there are vacation rentals in Rockland near Coastal Children's Museum, or you can select a secluded option if you want a relaxing stay. The waterfront and museums are just a few reasons why travelers like Rockland. Make sure you have time to check out the seafood restaurants and seaside during your trip.

How many vacation rentals are there in Rockland?

Expedia has 20 vacation rentals for your stay in Rockland.

What can I see and do in Rockland?

Enjoy the outdoors at Rockland Harbor Park and Sandy Beach, or simply take in cultural attractions like Farnsworth Art Museum and Strand Theater. Rockland Ferry Terminal and Rockland Breakwater Lighthouse are other places to visit while you're in town.

What are vacation rentals like in Rockland?

Vacation rentals are privately owned accommodations you can stay in for several days or longer in Rockland. Vacation rentals offer amenities such as WiFi and washers and dryers so you'll feel just like you're at home. If you're concerned about a clean environment, vacation rentals can provide a sense of privacy away from shared hotel elevators and bustling concierge desks while still allowing you the enjoyment of travel. You'll also have more space in a vacation rental than in a standard hotel, which makes a vacation rental an attractive choice for family trips or small group gatherings.