Rockland Vacation Rentals from $99: Search Short-Term Rentals

Q: 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.

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Our top choices for Rockland vacation rentals

1. Trade Winds on the Bay

Rockland

Jerold

$91 nightly

Oct 18 - Oct 19

Total with taxes and fees

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

Rockland

sarah

$150 nightly

Oct 8 - Oct 9

Total with taxes and fees

Coffee/tea maker, fridge, microwave, oven

3. In-town, coastal + relaxing in Rockland

Rockland

Rob J.

$554 nightly

Oct 1 - Oct 2

Total with taxes and fees

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

Rockland

Kayla G.

$438 nightly

Sep 19 - Sep 20

Total with taxes and fees

5. Glamping at Maine Water Buffalo Farm

Appleton

Gary

$149 nightly

Sep 28 - Sep 29

Total with taxes and fees

6. Come Spring Farm Airstream , Lake & farm animals

Union

Thomas W.

$235 nightly

Oct 18 - Oct 19

Total with taxes and fees

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

Lincolnville

Becki C.

$142 nightly

Sep 20 - Sep 21

Total with taxes and fees

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

Owls Head

Rich W.

$381 nightly

Oct 13 - Oct 14

Total with taxes and fees

9. 2 Bedroom Close to Town Home

Thomaston

Brianna M.

$289 nightly

Sep 22 - Sep 23

Total with taxes and fees

10. Romantic Coastal Escape near Harbor

Rockport

Sheila D.

$244 nightly

Oct 15 - Oct 16

Total with taxes and fees

11. Pine Grove Cottages

Lincolnville

clinch

$219 nightly

Sep 20 - Sep 21

Total with taxes and fees

12. Peaceful, Centrally Located Home with Seasonal River Views

Thomaston

Pastor Heidi G.

$283 nightly

Oct 13 - Oct 14

Total with taxes and fees

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

Owls Head

Angel H.

$434 nightly

Sep 23 - Sep 24

Total with taxes and fees

14. Bright 2-Bedroom Apartment Near Downtown Thomaston

Thomaston

Alexis H.

$248 nightly

Oct 13 - Oct 14

Total with taxes and fees

15. Oceanview Bungalow Style Home in Owls Head

Owls Head

Victoria S.

$546 nightly

Sep 27 - Sep 28

Total with taxes and fees

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

Thomaston

Stephen H.

$412 nightly

Oct 16 - Oct 17

Total with taxes and fees

17. Peaceful 2-bedroom cottage in charming Lincolnville, near lake, winery & Camden

Lincolnville

Julie

$200 nightly

Sep 23 - Sep 24

Total with taxes and fees

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

Lincolnville

Jeanean W.

$238 nightly

Sep 20 - Sep 21

Total with taxes and fees

19. Rustic Retreat Across from Lake; Family Friendly!

Union

Sallie S.

$366 nightly

Sep 20 - Sep 21

Total with taxes and fees

20. Pine Grove Cottages: Cottage 11

Lincolnville

Jack S.

$286 nightly

Sep 20 - Sep 21

Total with taxes and fees

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Top Rockland Hotel Reviews

Cedar Crest Inn

10/10 Excellent

"The location was perfect and the front desk staff was helpful."

High Tide Inn

10/10 Excellent

"I have so many wonderful things to say about The High Tide Inn. I’m not sure where to begin. I’ll start with the staff. At check-in, Holly made me feel more welcomed than I have ever been at any other property. She was incredibly kind and helpful. She even anticipated my needs, showing me to the coffee bar. Throughout our three nights stay, she went above and beyond helping us research excursions to plan, places to see and things to do. On my first morning, I met the innkeeper, Mark. He was preparing the muffins and popovers for the breakfast the Inn offers. He took the time to talk with me, made sure all of my needs were being met, and he even assisted in preparing a special breakfast for our special needs son. The Inn itself is cozy and welcoming. The seating areas are warm and lovely, and the breakfast area offers a spectacular waterfront view. It is a very short walk down to the beach where I watched the sunrise each morning. The Inn has an outdoor seating area complete with an outdoor gas fireplace. The room was immaculate with quality toiletries provided. Each room has a refrigerator and a coffee maker, however, locally roasted coffee is provided in the breakfast room, along with tea and water. The High Tide Inn was exceptional in every aspect from the staff, to the service, to the property, to the amenities. I didn’t want to leave."

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 $99 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.

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Things to do in Rockport

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.

Rockland Vacation Rentals

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Check prices for these dates

Our top choices for Rockland vacation rentals

1. Trade Winds on the Bay

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

3. In-town, coastal + relaxing in Rockland

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

5. Glamping at Maine Water Buffalo Farm

6. Come Spring Farm Airstream , Lake & farm animals

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

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

9. 2 Bedroom Close to Town Home

10. Romantic Coastal Escape near Harbor

11. Pine Grove Cottages

12. Peaceful, Centrally Located Home with Seasonal River Views

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

14. Bright 2-Bedroom Apartment Near Downtown Thomaston

15. Oceanview Bungalow Style Home in Owls Head

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

17. Peaceful 2-bedroom cottage in charming Lincolnville, near lake, winery & Camden

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

19. Rustic Retreat Across from Lake; Family Friendly!

20. Pine Grove Cottages: Cottage 11

Find vacation rentals that suit your style

Top Rockland Hotel Reviews

Cedar Crest Inn

Find out more about Rockland

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