Rockland Holiday Rentals

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Holiday Rentals in Rockland

Trade Winds on the Bay
3.0 star property
7.6 out of 10, Good, (42)
"This property is centrally located in Rockland and within walking distance to the harbor, dining, coffee, shopping, and more. We had a great harbor view from our room. And while Trade Winds is old and needs work (smells old and we had to air out our room every time we came back to it.), it's in the ideal location and we would definitely stay there again; just wish the price was a little less expensive. Customer service and communication was top notch and exceeded all expectations. "
The price is AU$265
includes taxes & fees
3 June - 4 June
Trade Winds on the Bay
Beautiful Views and Downtown Location
The price is AU$364
includes taxes & fees
3 June - 4 June
Beautiful Views and Downtown Location
Oceanview 2 Double Beds
8.0 out of 10, Very good, (1)
"Ok"
The price is AU$294
includes taxes & fees
3 June - 4 June
Oceanview 2 Double Beds
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Cozy Cottage with spectacular salt water view / 3 Kayaks available/
9.8 out of 10, Exceptional, (29)
"Cottage is rustic but clean in an amazing location. The view out to the boats moored in the water is one of a kind. We cooked all our meals in the kitchen and it worked well for us -- good sharp knives was a plus. Being able to walk down the dock and get the freshest lobsters possible for an excellent price was the highlight of our stay. Free access to kayaks was another nice amenity -- lots of coast to explore. The house is a little quirky (uneven floors and bathroom door is really a curtain),...
Cozy Cottage with spectacular salt water view / 3 Kayaks available/
Island log home in Maine with ocean views
10.0 out of 10, Exceptional, (54)
"My wife and I thought the property was fantastic. It was well maintained and very clean. If you want a nice quiet getaway I would highly recommend this place."
Island log home in Maine with ocean views
Dazzling ocean-view house with fireplace, deck, firepit, central AC, & W/D
9.8 out of 10, Exceptional, (55)
"Perfect for my husband and I. Great view on the water."
Dazzling ocean-view house with fireplace, deck, firepit, central AC, & W/D
A Charming Waterfront Cottage with Touches of Elegance
10.0 out of 10, Exceptional, (78)
"We had a wonderful stay. The porch had amazing views and was comfortable even in the winter. The kitchen was large and incredibly well equipped. The cottage was beautifully decorated and had lots of natural light."
A Charming Waterfront Cottage with Touches of Elegance
Oceanfront,Unobstructed Ocean Views, Onsite ocean access to a small sandy beach
10.0 out of 10, Exceptional, (90)
"Very lovely property with an idyllic view of the cove and access to a small beach, perfectly clean and tidy, with big well equipped kitchen, large living space and beautiful deck. Excellent communication with the host, having AC and laundry unit was very important/essential, thank you for so many welcome treats! We had an amazing stay and would love to be back!"
Oceanfront,Unobstructed Ocean Views, Onsite ocean access to a small sandy beach
‘Paul’s Cottage’ in Tenants Harbor, 1 Min to Shore
9.6 out of 10, Exceptional, (32)
"We spent three nights at Pauls Cottage. As a local host for vacation homes on Cape Cod. I pay attention to the details.The home had a three night minimum.The fee for the host was as much as the nightly rate. There for we expected the service to match the rate. Check in for the cottage was 4:00. We had a 4 1/2 hour drive and knew we would be coming in late. However, we did not hear from our host on how to enter the cottage. It wasn't until I made a few attempts to reach her and after 6:00 that we...
‘Paul’s Cottage’ in Tenants Harbor, 1 Min to Shore
Oceanfront, Onsite Ocean Access to a small beach. Fantastic Ocean & Island Views
9.8 out of 10, Exceptional, (88)
"Amazing views from the deck. House as advertised. Great owners."
Oceanfront, Onsite Ocean Access to a small beach. Fantastic Ocean & Island Views
Private cabin on the Maine coast
9.0 out of 10, Wonderful, (2)
"Great stay!"
The price is AU$485
includes taxes & fees
3 June - 4 June
Private cabin on the Maine coast
Lakefront cottage with dock, screened porch, & Island in Biscay Pond
8.8 out of 10, Excellent, (13)
"This is the perfect Maine camp! Clean, comfortable and cute."
Lakefront cottage with dock, screened porch, & Island in Biscay Pond
Lovely home with harbor views, gas grill, streaming, W/D, & gourmet range
9.8 out of 10, Exceptional, (6)
"Had the good old field of what we always called a "camp." Kitchen was well stocked with utensils and glassware, etc. The lobster processing facility made for a bit of noise and a pretty steady stream of traffic. A lot of trucks, from pickups to semis coming in and out. Didn't really bother us a whole lot but it might bother other people. Overall the view of the water was pretty nice except for the power lines and there's not much that can be done about that. Have to have electricity after all."
Lovely home with harbor views, gas grill, streaming, W/D, & gourmet range
Jaw-Dropping Coastal Mountain & Ocean View Post & Beam Log Getaway
9.8 out of 10, Exceptional, (59)
"This home was even better than the pictures! The space is so cozy and decorated beautifully. The hosts left a huge bouquet of fresh flowers for us along with bread, chocolates, and jams. Checking in and out was super easy and the home had all the accommodations you could need. Definitely will be back!"
Jaw-Dropping Coastal Mountain & Ocean View Post & Beam Log Getaway
Stay at the Beach! - Private Balcony - Sunrise
9.8 out of 10, Exceptional, (55)
"We thoroughly enjoyed our stay here. It's very comfortable, has laundry facility and the host was in communicate when we called. We'll be back to stay here in the future!"
Stay at the Beach! - Private Balcony - Sunrise
The Perch - A cozy cottage minutes from Tenants Harbor, with water access!
10.0 out of 10, Exceptional, (10)
"We had a wonderful stay at The Perch! It’s a beautiful spot and had everything we needed for us and our doggo:) Beautiful finishing touches - they did a great job building this spot, I would absolutely come back!"
The Perch - A cozy cottage minutes from Tenants Harbor, with water access!
Owls Head Village Post Office
10.0 out of 10, Exceptional, (131)
"My husband and I enjoyed a relaxing stay at the “Post Office”! It was just as advertised and more! It is so unique, you have to experience it to appreciate it! The Cupalo up top is my newest “Happy Place”❤️. From the birds at the feeders, to the beautiful gardens and the general store next door, you want for nothing. We plan to return‼️ Kris"
Owls Head Village Post Office
Dog-friendly waterfront home on Crawford Pond with dock, deck & great view
Dog-friendly waterfront home on Crawford Pond with dock, deck & great view
Penthouse - Take the Family to the BEACH! Private Balcony with beach/water views
10.0 out of 10, Exceptional, (40)
"What an absolutely delightful property! Our host, made sure we had everything we needed including the little things for our toddler. The property was lovely and in such a great location. We plan to come back next year. We’re so thankful our holiday included this beautiful home."
Penthouse - Take the Family to the BEACH! Private Balcony with beach/water views
Oceanfront, Unobstructed Views, Onsite Access to the water & small sandy beach.
10.0 out of 10, Exceptional, (104)
"Lovely property and the hosts could not be more accommodating. Very helpful and friendly. The view is amazing."
Oceanfront, Unobstructed Views, Onsite Access to the water & small sandy beach.
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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.

Rockland Holiday Home Travel Info

Number of holiday homes
15
Popular accommodation
Rockland private holiday homes
Known landmarks
Camden Snow Bowl, Sandy Beach and Farnsworth Art Museum
International airport
Rockland, ME (RKD-Knox County Regional)

Other types of properties in Rockland you may be interested in

Rockland Harbor Hotel
2.5 star property
9.2 out of 10, Wonderful, (1003)
"Location!"
The price is AU$279
includes taxes & fees
3 June - 4 June
Rockland Harbor Hotel
Trade Winds on the Bay
3.0 star property
7.6 out of 10, Good, (42)
"This property is centrally located in Rockland and within walking distance to the harbor, dining, coffee, shopping, and more. We had a great harbor view from our room. And while Trade Winds is old and needs work (smells old and we had to air out our room every time we came back to it.), it's in the ideal location and we would definitely stay there again; just wish the price was a little less expensive. Customer service and communication was top notch and exceeded all expectations. "
The price is AU$265
includes taxes & fees
3 June - 4 June
Trade Winds on the Bay
250 Main Hotel
3.0 star property
9.8 out of 10, Exceptional, (417)
"Very nice boutique hotel. Next to the town's main street. Nice , large rooms. Parking free on the street on weekends or free all the time ii municipal lot a block away. Clean rooms. Pleasant staff. Had issue with our room. Bathroom door wouldnt close or lock and would swing open. They gave us another room. A downgrade and agreed to reimburse us the lower rate. Havent gotten it yet."
The price is AU$326
includes taxes & fees
6 June - 7 June
250 Main Hotel
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.

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 favourite 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 depend 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 AU$265 per night. Entering your travel dates in the search wizard might find you 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 Sail Power and Steam 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?

Oceanview 2 Double Beds: This highly rated holiday home rental in Rockland is by the ocean and offers WiFi to help you feel perfectly comfortable in your new surroundings. Another good choice for your trip to Rockland is Beautiful Views and Downtown Location.

How many holiday rentals are there in Rockland?

Expedia has 21 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 Farnsworth Art Museum and Maine Lighthouse 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.

Recent reviews of Rockland properties
Expedia verified reviews