Rockland Holiday 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 holiday rentals

Trade Winds on the Bay

Trade Winds on the Bay
3.5 star property
Rockland
8.6 out of 10, Excellent, (403 reviews)
"Everything was great and the location was amazing. Right in the arts district and surrounded by interesting shops, amazing eats and coffee & right on the harbor."
United States
Gerald
The price is NZ$190
includes taxes & fees
14 June - 15 June
Trade Winds on the Bay

Simplicity-Just what you need! STR24-20

Simplicity-Just what you need! STR24-20
Rockland
9.6 out of 10, Exceptional, (25 reviews)
"Very comfortable, well stocked and quiet."
United States
Lucy F.
The price is NZ$307
includes taxes & fees
9 June - 10 June
Simplicity-Just what you need! STR24-20

In-town, coastal + relaxing in Rockland

In-town, coastal + relaxing in Rockland
Rockland
10.0 out of 10, Exceptional, (46 reviews)
"Lovely and well appointed home. Great location by the water and close to town. Hosts were very accommodating. Highly recommended.. "
United States
maura s.
The price is NZ$1,206
includes taxes & fees
24 June - 25 June
In-town, coastal + relaxing in Rockland

Glamping at Maine Water Buffalo Farm

Glamping at Maine Water Buffalo Farm
Appleton
10.0 out of 10, Exceptional, (2 reviews)
"Really great place….very thoughtful set up for us to enjoy."
United States
Peter P.
The price is NZ$280
includes taxes & fees
9 June - 10 June
Glamping at Maine Water Buffalo Farm

ComfyDome Forest-Side Glamping

ComfyDome Forest-Side Glamping
Jefferson
9.4 out of 10, Exceptional, (3 reviews)
"Host was amazing... We loved this unique experience "
United States
Christopher
The price is NZ$344
includes taxes & fees
12 June - 13 June
ComfyDome Forest-Side Glamping

ComfyDome Hill-Side Glamping

ComfyDome Hill-Side Glamping
Jefferson
10.0 out of 10, Exceptional, (6 reviews)
"Fun experience!"
United States
Fred R.
The price is NZ$344
includes taxes & fees
12 June - 13 June
ComfyDome Hill-Side Glamping

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, (11 reviews)
"The cabin is exactly as advertised. The dogs were happy there and we enjoyed our stay. "
United States
Becki C.
The price is NZ$266
includes taxes & fees
9 June - 10 June
Charming Off- Grid cabin 5 min from the ocean in Midcoast Maine

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 NZ$383
includes taxes & fees
16 June - 17 June
Pine Grove Cottages

Peaceful, Centrally Located Home with Seasonal River Views

Peaceful, Centrally Located Home with Seasonal River Views
Thomaston
9.4 out of 10, Exceptional, (33 reviews)
"Great stay and host was very responsive with a forgotten item. "
United States
Yvonne T.
The price is NZ$510
includes taxes & fees
15 June - 16 June
Peaceful, Centrally Located Home with Seasonal River Views

Rustic Retreat Across from Lake; Family Friendly!

Rustic Retreat Across from Lake; Family Friendly!
Union
8.8 out of 10, Excellent, (18 reviews)
"Great location for visiting the coast."
United States
Sallie S.
The price is NZ$695
includes taxes & fees
9 June - 10 June
Rustic Retreat Across from Lake; Family Friendly!

2 Bedroom Close to Town Home

2 Bedroom Close to Town Home
Thomaston
9.0 out of 10, Wonderful, (47 reviews)
"We loved our stay here! Check-in was easy and the host was responsive!"
United States
Jessica H.
The price is NZ$553
includes taxes & fees
14 June - 15 June
2 Bedroom Close to Town Home

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

Peaceful 2-bedroom cottage in charming Lincolnville, near lake, winery & Camden
Lincolnville
9.4 out of 10, Exceptional, (3 reviews)
"We were PLEASANTLY surprised at how spacious and wonderful this cabin was. THe reason i gave 4 stars about the listing was because it was BETTER than the pictures show. It worked great for our family of 6. Lots of room to sleep but cozy enough that we didn't feel like everyone was separated. Close enough to towns with plenty to see and eat."
United States
Tara B.
The price is NZ$403
includes taxes & fees
15 June - 16 June
Peaceful 2-bedroom cottage in charming Lincolnville, near lake, winery & Camden

Dome 3 at Come Spring Farm Glamping - Alpaca Farm

Dome 3 at Come Spring Farm Glamping - Alpaca Farm
Union
9.0 out of 10, Wonderful, (8 reviews)
"Beautiful location and a unique stay."
United States
Sabrina D.
The price is NZ$478
includes taxes & fees
14 June - 15 June
Dome 3 at Come Spring Farm Glamping - Alpaca Farm

Romantic Coastal Escape near Harbor

Romantic Coastal Escape near Harbor
Rockport
10.0 out of 10, Exceptional, (1 review)
The price is NZ$487
includes taxes & fees
10 June - 11 June
Romantic Coastal Escape near Harbor

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, (10 reviews)
"Great owner and quick night stay. "
United States
Jeanean W.
The price is NZ$373
includes taxes & fees
9 June - 10 June
Pine Grove Cottages : Cottage 6 - Studio Cottage - Pet Friendly

Comfortable, Close to Town Home, with Oceanview.

Comfortable, Close to Town Home, with Oceanview.
Owls Head
9.6 out of 10, Exceptional, (90 reviews)
"Yes it was a great place the view was great and it was pet friwndly"
United States
Edward L.
The price is NZ$765
includes taxes & fees
9 June - 10 June
Comfortable, Close to Town Home, with Oceanview.

Bright 2-Bedroom Apartment Near Downtown Thomaston

Bright 2-Bedroom Apartment Near Downtown Thomaston
Thomaston
9.6 out of 10, Exceptional, (4 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 NZ$470
includes taxes & fees
10 June - 11 June
Bright 2-Bedroom Apartment Near Downtown Thomaston

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, (30 reviews)
"The place was clean and comfy! Just right for our off season trip to Rockland for the Maine Fishermen’s Forum. "
United States
Carla G.
The price is NZ$701
includes taxes & fees
14 June - 15 June
Fire Pit & Grill, Movie Room, Workspace, A/C, Pets

Cozy Waterfront Guesthouse Getaway in Camden with Mountain Views

Cozy Waterfront Guesthouse Getaway in Camden with Mountain Views
Camden
The price is NZ$571
includes taxes & fees
9 June - 10 June
Cozy Waterfront Guesthouse Getaway in Camden with Mountain Views

Sleep Where The Mountains Meet The Sea

Sleep Where The Mountains Meet The Sea
Camden
The price is NZ$488
includes taxes & fees
9 June - 10 June
Sleep Where The Mountains Meet The Sea
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

Everything you need to know about Rockland holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Rockland holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Rockland holiday 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Rockland holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Rockland holiday rentals we have selected for you start as low as NZ$190 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Rockland rentals

At Expedia, we put the best Rockland holiday 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 holiday.

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. 

Frequently asked questions

Can I find a holiday rental in Rockland?

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

What are some of the best holiday rentals that Rockland has to offer?

Luxurious lakefront home, now booking Summer 2026: This holiday home rental outside of Rockland is located on a lake, and has a fireplace, a patio and a BBQ 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 that you can cook with friends or family. You can relax into your holiday with a garden and a selection of games.

How many holiday rentals are there in Rockland?

Expedia has 18 holiday 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 Strand Theater. Rockland Ferry Terminal and Rockland Breakwater Lighthouse are other places to visit while you're in town.

What are holiday rentals like in Rockland?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Rockland. Holiday rentals provide amenities like WiFi and washers and dryers so you'll have a home away from home. If you're concerned about cleanliness, a holiday rental can provide a sense of privacy away from shared hotel lifts and bustling concierge desks while still allowing you a great travel experience. You'll also have more space in a holiday rental than in a hotel, which makes a holiday rental a popular option for small groups.