Rockland Vacation Rentals

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Vacation Rentals in Rockland

Trade Winds on the Bay
Panoramic Suite, 1 King Bed with Sofa bed, Balcony, Harbor View | Free WiFi, bed sheets, wheelchair access
Trade Winds on the Bay
3.0 star property
7.6 out of 10, Good, 43 reviews
"It was very relaxing"
The price is ￥23,212
per night
Jun 5 - Jun 6
Trade Winds on the Bay
Beautiful Views and Downtown Location
1 bedroom, free WiFi, bed sheets
Beautiful Views and Downtown Location
The price is ￥32,870
per night
Jun 5 - Jun 6
Beautiful Views and Downtown Location
Oceanview 2 Double Beds
Property grounds
Oceanview 2 Double Beds
8.0 out of 10, Very Good, 1 review
"Ok"
The price is ￥26,585
per night
Jun 5 - Jun 6
Oceanview 2 Double Beds
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free
Cozy Cottage with spectacular salt water view / 3 Kayaks available/
Beach
Cozy Cottage with spectacular salt water view / 3 Kayaks available/
9.8 out of 10, Exceptional, 29 reviews
"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
Fridge, microwave, oven, stovetop
Island log home in Maine with ocean views
10.0 out of 10, Exceptional, 54 reviews
"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
Fridge, microwave, oven, stovetop
Dazzling ocean-view house with fireplace, deck, firepit, central AC, & W/D
9.8 out of 10, Exceptional, 55 reviews
"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
Property grounds
A Charming Waterfront Cottage with Touches of Elegance
10.0 out of 10, Exceptional, 78 reviews
"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 Views Private Onsite ocean access to a small sandy beach
Beach | On the beach, sun loungers
Oceanfront,Unobstructed Views Private Onsite ocean access to a small sandy beach
10.0 out of 10, Exceptional, 90 reviews
"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 Views Private Onsite ocean access to a small sandy beach
‘Paul’s Cottage’ in Tenants Harbor, 1 Min to Shore
Property grounds
‘Paul’s Cottage’ in Tenants Harbor, 1 Min to Shore
9.6 out of 10, Exceptional, 32 reviews
"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 Private Ocean Access to a small sandy beach Unobstructed Water Views
On the beach, sun loungers
Oceanfront Private Ocean Access to a small sandy beach Unobstructed Water Views
9.8 out of 10, Exceptional, 88 reviews
"Amazing views from the deck. House as advertised. Great owners."
Oceanfront Private Ocean Access to a small sandy beach Unobstructed Water Views
Private cabin on the Maine coast
Exterior
Private cabin on the Maine coast
9.0 out of 10, Wonderful, 2 reviews
"Great stay!"
The price is ￥31,934
per night
Jun 5 - Jun 6
Private cabin on the Maine coast
Lakefront cottage with dock, screened porch, & Island in Biscay Pond
Fridge, microwave, oven, stovetop
Lakefront cottage with dock, screened porch, & Island in Biscay Pond
8.8 out of 10, Excellent, 13 reviews
"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
Interior
Lovely home with harbor views, gas grill, streaming, W/D, & gourmet range
9.8 out of 10, Exceptional, 6 reviews
"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
View from property
Jaw-Dropping Coastal Mountain & Ocean View Post & Beam Log Getaway
9.8 out of 10, Exceptional, 59 reviews
"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
Property grounds
Stay at the Beach! - Private Balcony - Sunrise
9.8 out of 10, Exceptional, 55 reviews
"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!
Fridge, microwave, oven, stovetop
The Perch - A cozy cottage minutes from Tenants Harbor, with water access!
10.0 out of 10, Exceptional, 10 reviews
"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
Beach towels
Owls Head Village Post Office
10.0 out of 10, Exceptional, 131 reviews
"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
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
Penthouse - Take the Family to the BEACH! Private Balcony with beach/water views
Interior
Penthouse - Take the Family to the BEACH! Private Balcony with beach/water views
10.0 out of 10, Exceptional, 40 reviews
"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
Unobstructed Ocean Views Private Onsite Access to the water & small sandy beach.
Property grounds
Unobstructed Ocean Views Private Onsite Access to the water & small sandy beach.
10.0 out of 10, Exceptional, 104 reviews
"Lovely property and the hosts could not be more accommodating. Very helpful and friendly. The view is amazing."
Unobstructed Ocean Views Private Onsite Access to the water & small sandy beach.
Don't see what you're looking for?
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.

Other types of properties in Rockland you may be interested in

Rockland Harbor Hotel
View from property
Rockland Harbor Hotel
2.5 star property
9.2 out of 10, Wonderful, 1,005 reviews
"Nice breakfast. "
The price is ￥26,557
per night
Jun 11 - Jun 12
Rockland Harbor Hotel
Trade Winds on the Bay
Panoramic Suite, 1 King Bed with Sofa bed, Balcony, Harbor View | Free WiFi, bed sheets, wheelchair access
Trade Winds on the Bay
3.0 star property
7.6 out of 10, Good, 43 reviews
"It was very relaxing"
The price is ￥23,212
per night
Jun 5 - Jun 6
Trade Winds on the Bay
250 Main Hotel
Sundeck
250 Main Hotel
3.0 star property
9.8 out of 10, Exceptional, 417 reviews
"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 ￥31,078
per night
Jun 12 - Jun 13
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.

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 vacation rental in Rockland?

Yes, there are vacation rentals in Rockland near Sail Power and Steam 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?

Beautiful Views and Downtown Location: This highly rated vacation home rental in Rockland is located by the ocean and has a patio, a spa tub, and air-conditioning to put you at ease in your new surroundings. Kitchen amenities include a fridge, a microwave, and a coffee maker. Another good choice for your trip to Rockland is Oceanview 2 Double Beds.

How many vacation rentals are there in Rockland?

Expedia has 21 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 Maine Lighthouse Museum. 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.

Recent reviews of Rockland properties
Expedia verified reviews

Trade Winds on the Bay

Trade Winds on the Bay

5/5 Excellent
"It was very relaxing"
A verified traveler stayed at Trade Winds on the Bay
Posted 1 day ago
Trade Winds on the Bay