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

Rockland Holiday Rentals

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Check prices for these dates

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

Our top choices for Rockland holiday 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
The price is HK$1,481
HK$1,615 total
includes taxes & fees
17 Aug - 18 Aug
Trade Winds on the Bay
1 bedroom, free WiFi, 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.
The price is HK$863
HK$1,300 total
includes taxes & fees
6 Sept - 7 Sept
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.
The price is HK$1,958
HK$4,392 total
includes taxes & fees
14 Aug - 15 Aug
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.
The price is HK$1,138
HK$2,155 total
includes taxes & fees
1 Sept - 2 Sept
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.
The price is HK$1,961
HK$3,523 total
includes taxes & fees
18 Aug - 19 Aug
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
The price is HK$1,334
HK$2,591 total
includes taxes & fees
1 Sept - 2 Sept
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.
The price is HK$1,412
HK$4,446 total
includes taxes & fees
19 Aug - 20 Aug
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.
The price is HK$1,373
HK$2,625 total
includes taxes & fees
9 Sept - 10 Sept
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.
The price is HK$1,883
HK$3,814 total
includes taxes & fees
31 Aug - 1 Sept
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.
The price is HK$1,742
HK$4,046 total
includes taxes & fees
18 Aug - 19 Aug
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.
The price is HK$1,514
HK$2,625 total
includes taxes & fees
1 Sept - 2 Sept
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.
The price is HK$667
HK$1,283 total
includes taxes & fees
30 Aug - 31 Aug
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
The price is HK$1,663
HK$5,250 total
includes taxes & fees
10 Aug - 11 Aug
Fully Updated Airy Historic Home in West Rockport
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
The price is HK$1,036
HK$3,064 total
includes taxes & fees
16 Aug - 17 Aug
Rustic Retreat Across From Lake; Family Friendly!
Exterior

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.
The price is HK$1,687
HK$3,566 total
includes taxes & fees
23 Aug - 24 Aug
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
The price is HK$1,976
HK$2,261 total
includes taxes & fees
12 Aug - 13 Aug
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.
The price is HK$1,075
HK$4,045 total
includes taxes & fees
31 Aug - 1 Sept
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.
The price is HK$1,569
HK$2,228 total
includes taxes & fees
10 Aug - 11 Aug
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.
The price is HK$1,075
HK$3,908 total
includes taxes & fees
14 Aug - 15 Aug
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.
The price is HK$1,765
HK$2,591 total
includes taxes & fees
19 Aug - 20 Aug
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

Camden Riverhouse Hotel

Camden Riverhouse Hotel

10/10 Excellent
"Very nice"
Pamela 1-night trip
Posted 7 hours ago
Camden Riverhouse Hotel

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 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?

Island log home in Maine with ocean views: This holiday home rental outside of Rockland offers a fireplace, a patio and a BBQ 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 holiday with amenities such as a garden.

How many holiday rentals are there in Rockland?

Expedia has 20 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 Farnsworth Art Museum. 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.