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
Aug 21 - Aug 23
In two months
Oct 2 - Oct 4
In three months
Oct 30 - Nov 1
In four months
Nov 27 - Nov 29

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, (448 reviews)
"Great stay, great location."
United States
Jerold
$210 nightly
The price is $229
Aug 9 - Aug 10
Total with taxes and fees
Trade Winds on the Bay
1 bedroom, WiFi (free), bed sheets

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

Simplicity-Just what you need! STR24-20
Rockland
9.6 out of 10, Exceptional, (28 reviews)
"Very clean and allows for easy access around the area! "
United States
Sarah V.
$152 nightly
The price is $166
Sep 6 - Sep 7
Total with taxes and fees
Simplicity-Just what you need! STR24-20
Coffee/tea maker, fridge, microwave, oven

3. In-town, coastal + relaxing in Rockland

In-town, coastal + relaxing in Rockland
Rockland
10.0 out of 10, Exceptional, (46 reviews)
"Great location, great house! It was a perfect getaway for us, highly recommend."
United States
Rob J.
$514 nightly
The price is $560
Aug 14 - Aug 15
Total with taxes and fees
In-town, coastal + relaxing in Rockland
Property grounds

4. Bright 2-Bedroom Apartment Near Downtown Thomaston

Bright 2-Bedroom Apartment Near Downtown Thomaston
Thomaston
9.8 out of 10, Exceptional, (7 reviews)
"Host was fast in responding to all questions and concerns. Location was good for being close to all shopping and eating. "
United States
Kim W.
$252 nightly
The price is $275
Sep 1 - Sep 2
Total with taxes and fees
Bright 2-Bedroom Apartment Near Downtown Thomaston
Interior

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

Comfortable, Close to Town Home, with Oceanview.
Owls Head
9.6 out of 10, Exceptional, (96 reviews)
"Great location close to town"
United States
Rich W.
$412 nightly
The price is $449
Aug 18 - Aug 19
Total with taxes and fees
Comfortable, Close to Town Home, with Oceanview.
Smart TV

6. 2 Bedroom Close to Town Home

2 Bedroom Close to Town Home
Thomaston
9.0 out of 10, Wonderful, (51 reviews)
"We enjoyed staying at this site but we had difficulty with the address. I would recommend putting the number 67 on the outside of the mud room door, which would make it much easier to find the location A member of our party had difficulty sleeping on the pull out couch and recommended a thicker mattress. We also smelled cigarettes upon entry into the building but once the door was open for a short time the smell went away. I would definitely stay at this site again when I the area."
United States
April
$303 nightly
The price is $330
Sep 1 - Sep 2
Total with taxes and fees
2 Bedroom Close to Town Home
Property grounds

7. Oceanview Bungalow Style Home in Owls Head

Oceanview Bungalow Style Home in Owls Head
Owls Head
9.8 out of 10, Exceptional, (67 reviews)
"Perfect home away from home. Very well stocked kitchen, the beds were very comfy and everything was just overall cozy. Such a serene location. We will definitely stay again next time we come to visit our grandkids. "
United States
Tina B.
$520 nightly
The price is $567
Aug 19 - Aug 20
Total with taxes and fees
Oceanview Bungalow Style Home in Owls Head
Smart TV

8. Peaceful, Centrally Located Home with Seasonal River Views

Peaceful, Centrally Located Home with Seasonal River Views
Thomaston
9.6 out of 10, Exceptional, (35 reviews)
"Great Stay!"
United States
Pastor Heidi G.
$313 nightly
The price is $341
Sep 8 - Sep 9
Total with taxes and fees
Peaceful, Centrally Located Home with Seasonal River Views
Coffee/tea maker, fridge, microwave, oven

9. 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, (38 reviews)
"Great place at a great price! I look forward to staying there again. "
United States
Stephen H.
$446 nightly
The price is $486
Aug 31 - Sep 1
Total with taxes and fees
Fire Pit & Grill, Movie Room, Workspace, A/C, Pets
Marina

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

Harbor/🦞 Pound Access & Views from Large Deck
Owls Head
9.6 out of 10, Exceptional, (79 reviews)
"Beautiful house with a beautiful location!"
United States
Angel H.
$473 nightly
The price is $516
Aug 9 - Aug 10
Total with taxes and fees
Harbor/🦞 Pound Access & Views from Large Deck
Exterior

11. Romantic Coastal Escape near Harbor

Romantic Coastal Escape near Harbor
Rockport
10.0 out of 10, Exceptional, (3 reviews)
"The home is clean and very well stocked with anything you might need. Ty reached out to me to make sure everything was good and offered to bring anything I might need while staying there. Property is very well kept. I love the neighbors too. Bed was comfortable. We will be back next year."
United States
Sheila D.
$307 nightly
The price is $335
Sep 1 - Sep 2
Total with taxes and fees
Romantic Coastal Escape near Harbor
Property grounds

12. 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
7.6 out of 10, Good, (15 reviews)
"The cabin is exactly as advertised. The dogs were happy there and we enjoyed our stay. "
United States
Becki C.
$146 nightly
The price is $159
Aug 25 - Aug 26
Total with taxes and fees
Charming Off- Grid cabin 5 min from the ocean in Midcoast Maine
TV, offices

13. Fully Updated Airy Historic Home in West Rockport

Fully Updated Airy Historic Home in West Rockport
Rockport
$614 nightly
The price is $669
Aug 10 - Aug 11
Total with taxes and fees
Fully Updated Airy Historic Home in West Rockport
Cottage (2 Bedrooms) | Interior

14. Rustic Retreat Across From Lake; Family Friendly!

Rustic Retreat Across From Lake; Family Friendly!
3.0 star property
Union
9.0 out of 10, Wonderful, (2 reviews)
"I liked that it was by the lake quiet and secluded. "
United States
Wilma
$358 nightly
The price is $391
Aug 16 - Aug 17
Total with taxes and fees
Rustic Retreat Across From Lake; Family Friendly!
Living area

15. Cozy cottage -Close to Downtown Camden!

Cozy cottage -Close to Downtown Camden!
Camden
9.6 out of 10, Exceptional, (24 reviews)
"Charming property with many nice touches. Excellent location between the lake and town.We truly enjoyed staying there!"
United States
Susan B.
$417 nightly
The price is $455
Aug 23 - Aug 24
Total with taxes and fees
Cozy cottage -Close to Downtown Camden!
Boating

16. 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
$252 nightly
The price is $275
Aug 13 - Aug 14
Total with taxes and fees
Pine Grove Cottages
Interior

17. Quiet & Lovely Lakefront Cottage for Families!

Quiet & Lovely Lakefront Cottage for Families!
Union
9.8 out of 10, Exceptional, (16 reviews)
"Evocative of my youth and going to the family lake camp in the summer. We had great weather and a great time. The cabin is a ‘Mainer’s’ memories wrapped in eclectic reminders. What a joy!"
United States
Venise B.
$473 nightly
The price is $516
Aug 31 - Sep 1
Total with taxes and fees
Quiet & Lovely Lakefront Cottage for Families!
WiFi

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

Dome 3 at Come Spring Farm Glamping - Alpaca Farm
Union
8.2 out of 10, Very Good, (10 reviews)
"Beautiful location and a unique stay."
United States
Sabrina D.
$263 nightly
The price is $284
Aug 10 - Aug 11
Total with taxes and fees
Dome 3 at Come Spring Farm Glamping - Alpaca Farm
Coffee/tea maker, fridge, microwave, stovetop

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

Near Lakes, Bay & Trails! Historic Waldoboro Gem
Waldoboro
9.8 out of 10, Exceptional, (27 reviews)
"We had a lovely time in Maine and enjoyed the farm house for our downtime and sleeping. It was exactly what we were looking for and would 100% stay here again and recommend it to others. Thank you!"
United States
Carrie Plympton F.
$457 nightly
The price is $498
Aug 14 - Aug 15
Total with taxes and fees
Near Lakes, Bay & Trails! Historic Waldoboro Gem
Interior

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.
$303 nightly
The price is $330
Aug 19 - Aug 20
Total with taxes and fees
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.
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Top Rockland Hotel Reviews

Glenmoor By the Sea

Glenmoor By the Sea

10/10 Excellent
"Great attention to detail at this property! Kid-friendly amenities (2 pools, 2 playsets), friendly service, yummy breakfast delivery each morning, clean room, ocean view. Recommend!! We enjoyed the Mt. Battie overlook nearby & the botanical garden troll hunt about an hour away."
Andrea 2-night trip
Posted 14 hours ago
Glenmoor By the Sea

Find out more about Rockland

Everything you need to know about Rockland vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Rockland vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Rockland vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Rockland vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Rockland. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Rockland in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $159 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Rockland rentals

At Expedia, we put the best Rockland vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Rockland rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Rockland vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Rockland. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

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?

Island log home in Maine with ocean views: This vacation home rental outside of Rockland offers a fireplace, a patio, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave. You and your friends and family can relax into your vacation with amenities like a garden.

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 Maine Lighthouse Museum and Farnsworth Art Museum. 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.