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

Rockland Vacation Rentals

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Rockland vacation rentals

1. Trade Winds on the Bay

Trade Winds on the Bay
3.5 star property
Rockland
8.6 out of 10, Excellent, (495 reviews)
"Its a place to stay."
United States
Todd
The price is CA $115
CA $126 total
includes taxes & fees
Oct 20 - Oct 21
Trade Winds on the Bay

2. Simplicity-Just what you need! STR24-20

Simplicity-Just what you need! STR24-20
Rockland
9.8 out of 10, Exceptional, (35 reviews)
"Very nice tiny house in a quiet neighborhood. Easy walk to downtown"
United States
sarah
The price is CA $152
CA $230 total
includes taxes & fees
Oct 18 - Oct 19
Simplicity-Just what you need! STR24-20

3. Jenoalli cozy 3 bedrooms and 2 bathrooms STR26-58

Jenoalli cozy 3 bedrooms and 2 bathrooms STR26-58
Rockland
10.0 out of 10, Exceptional, (2 reviews)
"Perfect stay"
United States
Kayla G.
The price is CA $328
CA $669 total
includes taxes & fees
Sep 27 - Sep 28
Jenoalli cozy 3 bedrooms and 2 bathrooms STR26-58

4. In-town, coastal + relaxing in Rockland

In-town, coastal + relaxing in Rockland
Rockland
10.0 out of 10, Exceptional, (50 reviews)
"Great location, great house! It was a perfect getaway for us, highly recommend."
United States
Rob J.
The price is CA $419
CA $874 total
includes taxes & fees
Oct 5 - Oct 6
In-town, coastal + relaxing in Rockland

5. 2 Bedroom Close to Town Home

2 Bedroom Close to Town Home
Thomaston
9.0 out of 10, Wonderful, (54 reviews)
"Perfect location to everything. Spacious house and clean. The directions for check in and check out where very clear and helpful!"
United States
Brianna M.
The price is CA $196
CA $406 total
includes taxes & fees
Oct 21 - Oct 22
2 Bedroom Close to Town Home

6. Comfortable, Close to Town Home, with Oceanview.

Comfortable, Close to Town Home, with Oceanview.
Owls Head
9.6 out of 10, Exceptional, (98 reviews)
"Great location close to town"
United States
Rich W.
The price is CA $289
CA $519 total
includes taxes & fees
Oct 25 - Oct 26
Comfortable, Close to Town Home, with Oceanview.

7. Peaceful, Centrally Located Home with Seasonal River Views

Peaceful, Centrally Located Home with Seasonal River Views
Thomaston
9.6 out of 10, Exceptional, (40 reviews)
"Great Stay!"
United States
Pastor Heidi G.
The price is CA $210
CA $425 total
includes taxes & fees
Oct 20 - Oct 21
Peaceful, Centrally Located Home with Seasonal River Views

8. Bright 2-Bedroom Apartment Near Downtown Thomaston

Bright 2-Bedroom Apartment Near Downtown Thomaston
Thomaston
9.2 out of 10, Wonderful, (13 reviews)
"This place was nice and clean. The only thing was the service was spotty and WiFi was slow. Overall, great place and great location."
United States
Alexis H.
The price is CA $186
CA $363 total
includes taxes & fees
Sep 29 - Sep 30
Bright 2-Bedroom Apartment Near Downtown Thomaston

9. Harbor/🦞 Pound Access & Views from Large Deck

Harbor/🦞 Pound Access & Views from Large Deck
Owls Head
9.6 out of 10, Exceptional, (82 reviews)
"Great place for a girls' weekend!! Had a wonderful stay!"
United States
Jeanette Q.
The price is CA $266
CA $664 total
includes taxes & fees
Sep 27 - Sep 28
Harbor/🦞 Pound Access & Views from Large Deck

10. Fire Pit & Grill, Movie Room, Workspace, A/C, Pets

Fire Pit & Grill, Movie Room, Workspace, A/C, Pets
Thomaston
10.0 out of 10, Exceptional, (42 reviews)
"Wonderful place at a great price!"
United States
Stephen H.
The price is CA $295
CA $632 total
includes taxes & fees
Oct 20 - Oct 21
Fire Pit & Grill, Movie Room, Workspace, A/C, Pets

11. Oceanview Bungalow Style Home in Owls Head

Oceanview Bungalow Style Home in Owls Head
Owls Head
9.8 out of 10, Exceptional, (77 reviews)
"We really enjoyed staying at this house! It was in a good location and was cute and cozy!"
United States
Victoria S.
The price is CA $285
CA $833 total
includes taxes & fees
Sep 27 - Sep 28
Oceanview Bungalow Style Home in Owls Head

12. Fully Updated Airy Historic Home in West Rockport

Fully Updated Airy Historic Home in West Rockport
Rockport
Fully Updated Airy Historic Home in West Rockport

13. Romantic Coastal Escape near Harbor

Romantic Coastal Escape near Harbor
Rockport
10.0 out of 10, Exceptional, (5 reviews)
The price is CA $180
CA $353 total
includes taxes & fees
Oct 21 - Oct 22
Romantic Coastal Escape near Harbor

14. Charming Off- Grid cabin 5 min from the ocean in Midcoast Maine

Charming Off- Grid cabin 5 min from the ocean in Midcoast Maine
Lincolnville
8.0 out of 10, Very good, (17 reviews)
"The cabin is exactly as advertised. The dogs were happy there and we enjoyed our stay. "
United States
Becki C.
The price is CA $108
CA $217 total
includes taxes & fees
Sep 28 - Sep 29
Charming Off- Grid cabin 5 min from the ocean in Midcoast Maine

15. Pine Grove Cottages

Pine Grove Cottages
2.5 star property
Lincolnville
9.8 out of 10, Exceptional, (92 reviews)
"Wonderful quiet place, The Host was a great person."
United States
clinch
The price is CA $322
CA $368 total
includes taxes & fees
Sep 27 - Sep 28
Pine Grove Cottages

16. 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 CA $169
CA $531 total
includes taxes & fees
Sep 25 - Sep 26
Rustic Retreat Across From Lake; Family Friendly!

17. Dome 3 at Come Spring Farm Glamping - Alpaca Farm

Dome 3 at Come Spring Farm Glamping - Alpaca Farm
Union
8.8 out of 10, Excellent, (16 reviews)
"Beautiful location and a unique stay."
United States
Sabrina D.
The price is CA $281
CA $396 total
includes taxes & fees
Sep 27 - Sep 28
Dome 3 at Come Spring Farm Glamping - Alpaca Farm

18. Pine Grove Cottages : Cottage 6 - Studio Cottage - Pet Friendly

Pine Grove Cottages : Cottage 6 - Studio Cottage - Pet Friendly
Lincolnville
10.0 out of 10, Exceptional, (12 reviews)
"Great owner and quick night stay. "
United States
Jeanean W.
The price is CA $294
CA $363 total
includes taxes & fees
Sep 27 - Sep 28
Pine Grove Cottages : Cottage 6 - Studio Cottage - Pet Friendly

19. Cozy cottage -Close to Downtown Camden!

Cozy cottage -Close to Downtown Camden!
Camden
9.6 out of 10, Exceptional, (30 reviews)
"This property was clean, the kitchen was well appointed, it was close to downtown and the beds were very comfortable. I would stay here again or reccomend it to others."
United States
Abby S.
The price is CA $598
CA $1,007 total
includes taxes & fees
Sep 27 - Sep 28
Cozy cottage -Close to Downtown Camden!

20. Come Spring Farm Airstream , Lake & farm animals

Come Spring Farm Airstream , Lake & farm animals
Union
8.0 out of 10, Very good, (4 reviews)
"Pet Friendly, Great surroundings, close to popular tourist towns in Maine"
United States
Thomas W.
The price is CA $197
CA $296 total
includes taxes & fees
Sep 25 - Sep 26
Come Spring Farm Airstream , Lake & farm animals
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Rockland Hotel Reviews

Find out more about Rockland

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Rockland. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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.

What's the top vacation rental in Rockland?

Oceanview Bungalow Style Home in Owls Head: This vacation home rental outside of Rockland is located by the ocean and has a balcony, a terrace, and air-conditioning to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You can relax into your vacation with a garden and a selection of games.

How many vacation rentals are there in Rockland?

Expedia has 19 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.