Rockland Holiday 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

Holiday Rentals in Rockland

Trade Winds on the Bay
Reception
Trade Winds on the Bay
3.5 star property
8.0 out of 10, Very good, (137)
"Everything was wonderful. We will stay there again"
The price is HK$733
HK$871 total
includes taxes & fees
23 Nov - 24 Nov
Trade Winds on the Bay
Beautiful Views and Downtown Location
Third-party on-site parking
Beautiful Views and Downtown Location
10.0 out of 10, Exceptional, (1)
"We choose this place because it looks out over the water and everything you want or need is at walking distance, such as a restaurant and a coffeeshop. My wife and I both like art and there are two museums close by: the Farnsworth Art Museum and the Center for Maine Contemporary Art. Highly recommended!"
The price is HK$1,218
HK$1,389 total
includes taxes & fees
23 Nov - 24 Nov
Beautiful Views and Downtown Location
Oceanview 2 Double Beds
Parking
Oceanview 2 Double Beds
7.2 out of 10, Good, (7)
"Blair and all the staff were wonderful! Beds were comfy but thought maybe another turn in c"
The price is HK$1,004
HK$1,160 total
includes taxes & fees
24 Nov - 25 Nov
Oceanview 2 Double Beds
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, (38)
"I had an excellent visit. The kitchen was well stocked with utensils and small appliances. Everything was super clean; magazines and books were available (as well as good WiFi). I never turned the tv on as the view was spectacular. I wasn’t able to have an outdoor fire due to weather but everything was great. I hope to return. I look forward to doing more exploring as the area is beautiful. Also, very responsive with owners live next door. Thanks for offering up this quant little cabin for...
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, (66)
"A nice quiet spot tucked off the beaten path. All you need - coffee galore, a comfy bed and the space to relax. "
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, (58)
"Had an amazing stay at this charmer on the coast! Very clean, comfortable, and well cared for. Spent many hours just watching the ducks and birds enjoying the treats that come and go as the tides change. Great jumping off point to enjoy the beautiful coast of Maine! The only drawback is that the road is incredibly close to the house and the traffic noise is impossible to drown out, especially when trying to sleep in the second bedroom. Not ideal, but we would definitely return! "
Dazzling ocean-view house with fireplace, deck, firepit, central AC, & W/D
A Charming Waterfront Cottage with Touches of Elegance
Miscellaneous
A Charming Waterfront Cottage with Touches of Elegance
10.0 out of 10, Exceptional, (96)
"Loved every moment of our relaxful stay. Location is centrally located for exploring the scenic Maine coast. Highly recommend this home. "
A Charming Waterfront Cottage with Touches of Elegance
Oceanfront,Unobstructed Views Private Onsite ocean access to a small sandy beach
On the beach, sun-loungers
Oceanfront,Unobstructed Views Private Onsite ocean access to a small sandy beach
9.8 out of 10, Exceptional, (108)
"A beautiful location, just a short distance from so many things. Our plan was to rest and relax, we couldn't have asked for a better place to do that. Just watching the tide come in and go out each day with lovely Fall views was perfect! Alex and Siobhan were fabulous hosts with great suggestions. Thank you!"
Oceanfront,Unobstructed Views Private Onsite ocean access to a small sandy beach
‘Paul’s Cottage’ in Tenants Harbor, 1 Min to Shore
Terrace/patio
‘Paul’s Cottage’ in Tenants Harbor, 1 Min to Shore
9.6 out of 10, Exceptional, (40)
"Everything was as expected or better. Great directions made it easy to find. Place was well stocked, super clean, very comfortable. Neighborhood is great. And when I needed something, the property manager jumped to help at record speed. Will definitely go back. :-)"
‘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
10.0 out of 10, Exceptional, (109)
"I was traveling with my 4 sisters. We enjoyed our stay very much. Hosts were very helpful with technical things and recommendations for places to eat and things to do. The cove on the ocean is great for sunrises and peaceful mornings. Beds were comfortable, Great place to wind down after a busy day!"
Oceanfront Private Ocean Access to a small sandy beach Unobstructed Water Views
Lovely home with harbor views, gas grill, streaming, W/D, & gourmet range
TV, books, streaming services
Lovely home with harbor views, gas grill, streaming, W/D, & gourmet range
9.0 out of 10, Wonderful, (17)
"For a small cottage it was spacious, had modern amenities. The listing says harbor view but you have to look thru power lines, power poles and a lobster processing plant. The side stone steps are overgrown with vegetation making it hard to maneuver. All in all a good experience."
Lovely home with harbor views, gas grill, streaming, W/D, & gourmet range
Private cabin on the Maine coast
Exterior
Private cabin on the Maine coast
9.6 out of 10, Exceptional, (23)
"Lovely and convenient property. Super clean, nice grounds, and great amenities. Wish we could have stayed longer."
Private cabin on the Maine coast
Lakefront cottage with dock, screened porch, & Island in Biscay Pond
Dining
Lakefront cottage with dock, screened porch, & Island in Biscay Pond
8.6 out of 10, Excellent, (19)
"This is the perfect Maine camp! Clean, comfortable and cute."
Lakefront cottage with dock, screened porch, & Island in Biscay Pond
Perfect location ! Harbor Breeze is on Camden Harbor & walking distance to town
Marina
Perfect location ! Harbor Breeze is on Camden Harbor & walking distance to town
9.2 out of 10, Wonderful, (68)
"Walkable to downtown was great! The main rental is only some of the pictures online and they are dated. There are two bedrooms on top level which requires u to walk down steps to get to a bathroom which is also shared by another bedroom on main level. Main area and kitchen space could have been cleaner. Beds were very comfortable. We had 5 women on a girls trip. "
Perfect location ! Harbor Breeze is on Camden Harbor & walking distance to town
Jaw-Dropping Coastal Mountain & Ocean View Post & Beam Log Getaway
Interior
Jaw-Dropping Coastal Mountain & Ocean View Post & Beam Log Getaway
9.8 out of 10, Exceptional, (64)
"Beautiful and very cozy stay close to everything you’d want to do, hike, explore, enjoy. Whirlpool jets in the tub was great after a long hike and we loved stargazing on the terrace. "
Jaw-Dropping Coastal Mountain & Ocean View Post & Beam Log Getaway
Beach Vacation - Private Balcony - Water Views
Interior
Beach Vacation - Private Balcony - Water Views
9.8 out of 10, Exceptional, (70)
"We came to Lincolnville for my daughter’s wedding. The apartment was true to the pictures, clean and has a great view. I highly recommend. "
Beach Vacation - Private Balcony - Water Views
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, (17)
"This property was amazing! Abby was in contact anytime i needed anything. Will definitely contact again if we choose to go back to visit!!"
The Perch - A cozy cottage minutes from Tenants Harbor, with water access!
Family Beach Vacation - Private Balconies - Views
Interior
Family Beach Vacation - Private Balconies - Views
10.0 out of 10, Exceptional, (46)
"Clean and convenient, advertised as 3 bedrooms, a curtain used as a wall does not count as a bedroom."
Family Beach Vacation - Private Balconies - 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, (121)
"The stay was unfortunately related to a family medical emergency but the unit provided just what we needed. The main floor is tight but the loft bedroom is very spacious. The view is wonderful, though it is close to Route 1 so a little noisy with road noise while sitting on back deck"
Unobstructed Ocean Views Private Onsite Access to the water & small sandy beach.
Waterfront home with beautiful bay views - near shops & dining
On the beach
Waterfront home with beautiful bay views - near shops & dining
9.4 out of 10, Exceptional, (23)
"Very nice place for the family "
Waterfront home with beautiful bay views - near shops & dining
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.
Don't see what you're looking for?
See all available properties in Rockland
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

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, (1000)
"Comfortable room. Nice view. Helpful staff. "
The price is HK$1,254
HK$1,367 total
includes taxes & fees
5 Dec - 6 Dec
Rockland Harbor Hotel
Trade Winds on the Bay
Reception
Trade Winds on the Bay
3.5 star property
8.0 out of 10, Very good, (137)
"Everything was wonderful. We will stay there again"
The price is HK$733
HK$871 total
includes taxes & fees
23 Nov - 24 Nov
Trade Winds on the Bay
250 Main Hotel
Sun deck
250 Main Hotel
3.0 star property
9.8 out of 10, Exceptional, (462)
"Just checked in, after midnight. The lady on duty was very polite and courteous, and extremely helpful! "
The price is HK$1,549
HK$1,688 total
includes taxes & fees
27 Nov - 28 Nov
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.
Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until December 4 with our Black Friday deals. Stay by December 15, 2025.
Unlock Black Friday deals

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?

Beautiful Views and Downtown Location: This highly rated holiday home rental in Rockland is located by the ocean, and has a patio, 1 hot 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 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 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.