Rockland holiday rentals

We found 504 holiday rentals — enter your dates for availability
Discover a selection of 20 homes, 20 apartments and other holiday rentals in Rockland that are perfect for your trip. Whether you're travelling with your children or with friends, holiday homes have the best amenities for hanging out with the people that matter most, which might include a garden and hot tub. You'll be sure to find a property to rent to meet everyone's needs, including places that are non-smoking or accessible.

Holiday rentals with weekly discounts – Rockland

Showing deals for:4 Dec - 11 Dec

Master Bedroom
Upper Deck
Kitchen
Living Room View
Exceptional
(58 reviews)

Windows on the Ocean : Penobscot Bay Contemporary

Rockport

8% off
S$6,305
for 7 nights, 1 home
S$901 per night
includes taxes & fees
Windows on the Ocean : Penobscot Bay Contemporary
Back yard and porch
Enjoy some quiet time in the enclosed screen porch
Enclosed porch is so welcoming
Farm Table was crafted from the original barn wood on the property
Exceptional
(22 reviews)

In-Village, Air Cond. Cozy Renovated 1920s Classic

Camden

7% off
S$4,477
for 7 nights, 1 home
S$640 per night
includes taxes & fees
In-Village, Air Cond. Cozy Renovated 1920s Classic
Steps leading to the water. Located at the NE corner of the property.
The deck off the great room
Living area
Private kitchen
Exceptional
(23 reviews)

She sells seashells by the seashore.

South Thomaston

8% off
S$9,223
for 7 nights, 1 home
S$1,318 per night
includes taxes & fees
She sells seashells by the seashore.
Private kitchen
Terrace/patio
Private kitchen
Living room
Exceptional
(32 reviews)

Historic 1820s Farmhouse Near Camden Harbor • Pet-Friendly Coastal Stay

Camden

8% off
S$1,936
for 7 nights, 1 home
S$277 per night
includes taxes & fees
Historic 1820s Farmhouse Near Camden Harbor • Pet-Friendly Coastal Stay
Interior
Interior
Private kitchen
Living area
Wonderful
(9 reviews)

Harbor View from Every Room & Balcony 2 min from beach

Rockport

7% off
S$2,865
for 7 nights, 1 cottage
S$409 per night
includes taxes & fees
Harbor View from Every Room & Balcony 2 min from beach
Exterior
Property grounds
Interior
Living area
Exceptional
(13 reviews)

Coastal Spruce Head Retreat dog friendly & near restaurants, stores, activities.

Spruce Head

8% off
S$3,461
for 7 nights, 1 home
S$494 per night
includes taxes & fees
Coastal Spruce Head Retreat dog friendly & near restaurants, stores, activities.
Kitchen and Dining view from the Living Room
Front of the house (Fall)
Front of the house.
Main Living Room with 55" Smart TV, Couch, Two Armchairs.
Exceptional
(24 reviews)

Weskeag Cottage - Arcade, Fire Pit, Clean, Bright, Nearby Coastal Activities

South Thomaston

15% off
S$2,168
for 7 nights, 1 home
S$310 per night
includes taxes & fees
Weskeag Cottage - Arcade, Fire Pit, Clean, Bright, Nearby Coastal Activities
Living room overlooking town . Note: We sit behind the Marina not ocean front .
Marina
Interior
Interior
Wonderful
(84 reviews)

Perfect location ! Harbor Breeze is on Camden Harbor & walking distance to town

Camden

7% off
S$5,551
for 7 nights, 1 home
S$793 per night
includes taxes & fees
Perfect location ! Harbor Breeze is on Camden Harbor & walking distance to town
Main living area
Welcome to the Perch!
Exterior
Stairs to the main living area - 18 steps, wide and study, with handrail.
Exceptional
(20 reviews)

The Perch - A cozy cottage minutes from Tenants Harbor, with water access!

Tenants Harbor

12% off
S$1,523
for 7 nights, 1 home
S$218 per night
includes taxes & fees
The Perch - A cozy cottage minutes from Tenants Harbor, with water access!
Looking from the dining table back into the kitchen
Camden Harbor; 2.5 miles away
Your home in Maine
Looking from the kitchen to the Living Room
Exceptional
(10 reviews)

Simply perfect home for Maine adventure; equally close to the harbor & the lake

Camden

8% off
S$4,211
for 7 nights, 1 home
S$602 per night
includes taxes & fees
Simply perfect home for Maine adventure; equally close to the harbor & the lake
Private kitchen
Exterior
Terrace/patio
Living area
Exceptional
(37 reviews)

Townhouse Cottage on Oceanfront Property Adj. Samoset Golf Resort+Lighthouse

Rockport

7% off
S$3,663
for 7 nights, 1 home
S$523 per night
includes taxes & fees
Townhouse Cottage on Oceanfront Property Adj. Samoset Golf Resort+Lighthouse
relax and listen to the birds on the front porch
Camden Harbor
living room
Exterior
Exceptional
(72 reviews)

Charming 1911 Farmhouse, 7 Wooded Acres Adjacent Camden Hills State Park

Lincolnville

16% off
S$2,918
for 7 nights, 1 home
S$417 per night
includes taxes & fees
Charming 1911 Farmhouse, 7 Wooded Acres Adjacent Camden Hills State Park
Back deck off living room
Kitchen on main level
Lower level entry and open closet
Front door entry
Exceptional
(14 reviews)

Charming 3-bedroom house with AC and WiFi in Thomaston

Thomaston

7% off
S$3,314
for 7 nights, 1 home
S$473 per night
includes taxes & fees
Charming 3-bedroom house with AC and WiFi in Thomaston

  • Peace of mind

    Our Book with Confidence guarantee gives you 24/7 support

  • More quality time

    From booking to staying, the whole process is simple and enjoyable

  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

Take in the waterfront beauty of Rockland

Enjoy the area's museums, festivals and art galleries with a rental holiday home in Rockland. Renowned for its boating, seafood restaurants and seaside, this city welcomes all visitors. Many of our holiday rentals offer full kitchens, spacious living quarters and sometimes even a hot tub—perfect for a relaxing getaway.

Activities and attractions in Rockland

Are you looking for attractions to visit in the city? Venture out of your cosy holiday rental and check out everything that makes Rockland a fun place to get away to. These are some of the most popular attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • Samoset Resort Golf Course (1.6 mi / 2.5 km)
  • Owls Head State Park (3.2 mi / 5.1 km)
  • Maine State Prison Store (4.5 mi / 7.2 km)
  • Cellardoor Winery (11.8 mi / 18.9 km)
  • Savage Oakes Vineyard and Winery (10.9 mi / 17.6 km)
  • Morse's Sauerkraut (15.2 mi / 24.5 km)

Exploring the natural features in Rockland

Whether you're an active traveller or just want to spend some time taking in the scenery, you'll be sure to find the perfect setting for your holiday in Rockland. These are some of the area's most enchanting sights, all within 30 miles (48.2 km) of the city centre:

  • Rockland Harbor Park (0.2 mi / 0.3 km)
  • Sandy Beach (0.4 mi / 0.7 km)
  • Rockport Marine Park (5.9 mi / 9.5 km)
  • St. George River (6.8 mi / 11 km)
  • Camden Harbor Park and Amphitheatre (7.7 mi / 12.4 km)
  • Mount Battie (7.9 mi / 12.7 km)

Transport options to and around Rockland

Fly into Rockland, ME (RKD-Knox County Regional), the closest airport, located 2.9 mi (4.7 km) from the city centre. If you can't find a flight that's convenient for your trip, you can also fly into Wiscasset, ME (ISS), which is 31.5 mi (50.7 km) away.

Frequently asked questions

What is the most popular type of holiday rental accommodation in Rockland?
The most sought-after types of holiday rentals in Rockland are apartments. Searching for something different? Vrbo has plenty of options to match our guests' unique requirements, so you'll see holiday homes in lots of sizes and shapes. The ideal fit is waiting for you — get yours today.
How much does it cost to rent a holiday rental in Rockland?
The average price for a holiday home in Rockland can vary depending on factors including time of year, length of stay and property type. Whether you're looking for a sprawling villa with space for extended family or an apartment for just you and the kids, just enter your travel dates to find stays with amazing value.
How much does it cost to rent a beach house in Rockland?
When you travel and the style and size of the property will determine the cost of your beachside holiday rental. Enter your Rockland travel dates to view your options on Vrbo. Can't live without a hot tub, or maybe a private pool? Use our filters to pick the features and amenities you want in your rental.
Are there pet-friendly holiday rentals in Rockland?
Good news! Yes. You can pick from 19 holiday rentals that allow pets in Rockland. Lots of our pet-friendly holiday rentals come with an outdoor area for your four-legged pal to run around in, special dog beds, complimentary treats and proximity to parks. Apply the "Pets allowed" filter to find a holiday home on Vrbo that's pawfect.
Can I rent a house with a pool in Rockland?
Grab your swimming gear and goggles, because there are five houses with a private pool in Rockland. Base yourself at one of these superb holiday homes and make every day a pool day. Simply enter your travel dates into Vrbo, then use the "pool" filter to find a place to make a splash!
What are popular rental amenities in Rockland?
When it comes to rental amenities that guests are searching for in Rockland, nearby museums, a beach view and a water view rank the highest. With Vrbo holiday homes, you'll enjoy options to suit your style and taste, whether you're going on a trip with relatives, friends or even pets.
Are there large group holiday rentals in Rockland?
Yes, there are six holiday homes in Rockland that can sleep five or more people. From family getaways to events like birthday parties, these stays have enough room to gather with the people that matter the most.
Are there holiday rentals in Rockland that welcome kids?
Rockland has 19 family-friendly holiday rentals to choose from. And discovering a stay that welcomes little ones is a cinch with Vrbo's "Properties good for families" filter. In addition to having the whole place to yourselves, you can also look forward to perks and conveniences like bunk beds, private pools and yards.
What are the top attractions for families in Rockland?
There's a ton of fabulous things to see and do with the family in Rockland, including:
  • Sandy Beach
  • Laite Memorial Beach
  • Owls Head Transportation Museum
Are there one-bedroom holiday rentals in Rockland?
Yes, you can choose from seven one-bedroom rentals in Rockland. Whether you're on the lookout for an apartment or a fancy condo, our one-bedroom properties are ideal if you don't require tons of space. One of the best parts about having your own pad? You won't have to share your holiday with strangers.
Can I find two-bedroom holiday rentals in Rockland?
Choose from seven two-bedroom holiday rentals in Rockland. Give your little ones the second room or maybe fill it with a couple of your favourite people. There's plenty of space for whoever's fortunate enough to be coming along.
Are there holiday rentals with WiFi in Rockland?
Whether you'd like to keep up to date with the news, look over emails or surf social networks, there are five holiday homes with WiFi in Rockland. Check the "WiFi" box when searching on Vrbo and stay connected on your holiday.
How can I find holiday rentals with air conditioning in Rockland?
Pick from 12 Vrbo holiday homes with air conditioning in Rockland providing that cool, cool breeze and extra touch of comfort. Just enter your preferred travel dates and then make use of our filters to search for stays with air conditioning.
How old do you have to be to rent a holiday rental in Rockland?
The minimum age permitted can differ between properties on Vrbo, so be sure to check the rules of the holiday rental in Rockland you want. But usually, it's 16, 18 or 21.
How long can I rent a holiday rental in Rockland for?
How long you can book a holiday rental in Rockland is down to the property. Just enter your chosen dates to display a list of options offering extended stays. With many features like washing machines and air conditioning, as well as some offering weekly or monthly discounted prices, you're sure to find someplace just right to call your home away from home in Rockland.

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