Search Holiday Rentals in Rockland

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Top Holiday Rentals in Rockland

Panoramic Suite, 1 King Bed with Sofa bed, Balcony, Harbour View | Free WiFi, bed sheets, wheelchair access
Trade Winds on the Bay
3.0 star property
7.6 out of 10, Good, (37)
"Like that we can walk to everything we’ll just about, didnt like the construction that was going on at the hotel, no restaurant in hotel and bit small bathrooms but everything else was wonderful "
The price is £121
per night
15 May - 16 May
Trade Winds on the Bay
Property grounds
Oceanview 2 Double Beds
8.0 out of 10, Very good, (1)
"Ok"
The price is £157
per night
1 Jun - 2 Jun
Oceanview 2 Double Beds
1 bedroom, free WiFi, bed sheets
Beautiful Views and Downtown Location
The price is £206
per night
10 May - 11 May
Beautiful Views and Downtown Location
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Beach
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/
Fridge, microwave, oven, stovetop
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
Fridge, microwave, oven, stovetop
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
Beach | On the beach, sun-loungers
Oceanfront,Unobstructed Ocean Views, Onsite ocean access to a small sandy beach
10.0 out of 10, Exceptional, (88)
"Maine is spectacular in mid-October. The Primrose Apartment was the perfect location to see the colorful leaves, visit lighthouses and enjoy all both Rockland and Camden have to offer. Alex and Siobhan were gracious, thoughtful and kind hosts. The view of Glen Cove from both the kitchen window and the deck is stunning. The Primrose was the perfect property and location for our stay."
Oceanfront,Unobstructed Ocean Views, Onsite ocean access to a small sandy beach
Property grounds
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
Property grounds
‘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
On the beach, sun-loungers
Oceanfront, Onsite Ocean Access to a small beach. Fantastic Ocean & Island Views
9.8 out of 10, Exceptional, (87)
"We renewed our wedding vows at Children’s Chapel. The area is beautiful, beach is amazing, there is a rock on the beach that has dates and names carved all over it from the 1800’s. The host was GREAT Alex told us stories and let us hear his “Alabama accent” LOL. I could’ve talked to him all day. We had a great trip and plan on coming back."
Oceanfront, Onsite Ocean Access to a small beach. Fantastic Ocean & Island Views
Exterior
Private cabin on the Maine coast
10.0 out of 10, Exceptional, (1)
"Really a great stay!"
The price is £232
per night
5 May - 6 May
Private cabin on the Maine coast
Fridge, microwave, oven, stovetop
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
Interior
Lovely home with harbor views, gas grill, streaming, W/D, & gourmet range
9.6 out of 10, Exceptional, (5)
"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
Fridge, microwave, oven, stovetop
Cabin with deck, grill & fire table on 10 private acres - near Crescent Beach
8.0 out of 10, Very good, (4)
"All of the smoke detectors need the batteries replaced. I bought batteries and replaced most of them but there was one still incessantly beeping. The house was great. We will book it again The"
Cabin with deck, grill & fire table on 10 private acres - near Crescent Beach
View from property
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
Property grounds
Vacation At the Beach! - Private Balcony Overlooking Water
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!"
Vacation At the Beach! - Private Balcony Overlooking Water
Interior
Penthouse - Stay at the Beach! Private Balcony - Sleeps 10
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 - Stay at the Beach! Private Balcony - Sleeps 10
Property grounds
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.
Living area
Dog-friendly waterfront home on Crawford Pond with dock, deck & great view
Dog-friendly waterfront home on Crawford Pond with dock, deck & great view
Beach
Superb Location! 5min walk to town & EV charger port
9.6 out of 10, Exceptional, (43)
"My husband and I stayed here in for several nights and really enjoyed our time. It's a very cute guest cottage close to the main downtown. Very nicely decorated, clean, comfortable bed, and quiet. Nice amenities, such as a fan, record player, wine/bottle opener & glasses, kitchen supplies, plenty of blankets, and designated parking spot. It was also very nice having a fenced backyard available for us. Highly recommend this charming cottage!"
Superb Location! 5min walk to town & EV charger port
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See all available properties in Rockland
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 Rental Travel Info

Number of holiday rentals
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

View from property
Rockland Harbor Hotel
2.5 star property
9.2 out of 10, Wonderful, (1000)
"Absolutely loved this room for the value. Booked a limited view and would highly recommend that for the price was able to go out on the balcony in the morning and watch the sunrise over the ocean. The rooms were furnished super cute, and as a travel nurse I stay in very many across the country. There is a very nice Big indoor pool and another separate one that had a hot tub. I would definitely stay here again."
The price is £131
per night
15 May - 16 May
Rockland Harbor Hotel
Free WiFi, bed sheets
Trade Winds Inn
3.0 star property
7.6 out of 10, Good, (873)
"Lost power during latest storm. Heat, hot water and shower was great after camping at home for a few days. Construction contions and will be a nice improvement."
The price is £93
per night
16 May - 17 May
Trade Winds Inn
Panoramic Suite, 1 King Bed with Sofa bed, Balcony, Harbour View | Free WiFi, bed sheets, wheelchair access
Trade Winds on the Bay
3.0 star property
7.6 out of 10, Good, (37)
"Like that we can walk to everything we’ll just about, didnt like the construction that was going on at the hotel, no restaurant in hotel and bit small bathrooms but everything else was wonderful "
The price is £121
per night
15 May - 16 May
Trade Winds on the Bay
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, apart-hotels, 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 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 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 22 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
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