Rockland holiday rentals

We found 519 holiday rentals — enter your dates for availability
Discover a selection of 15 homes, 16 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:18 Dec - 25 Dec

Farm Table was crafted from the original barn wood on the property
Enjoy some quiet time in the enclosed screen porch
Back yard and porch
Enclosed porch is so welcoming
Exceptional
(23 reviews)

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

Camden

8% off
AU$4,687
for 7 nights, 1 home
AU$670 per night
includes taxes & fees
In-Village, Air Cond. Cozy Renovated 1920s Classic
Living area
The deck off the great room
Steps leading to the water. Located at the NE corner of the property.
Private kitchen
Exceptional
(23 reviews)

She sells seashells by the seashore.

South Thomaston

9% off
AU$9,898
for 7 nights, 1 home
AU$1,414 per night
includes taxes & fees
She sells seashells by the seashore.
Living area
Property grounds
Exterior
Property grounds
Exceptional
(14 reviews)

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

Spruce Head

8% off
AU$4,016
for 7 nights, 1 home
AU$574 per night
includes taxes & fees
Coastal Spruce Head Retreat dog friendly & near restaurants, stores, activities.
Private kitchen
Exterior
Living area
Living area
Exceptional
(39 reviews)

20%OFF Townhouse Cottage Oceanfront Complex Adj. Samoset Golf Resort+Lighthouse

Rockport

8% off
AU$3,835
for 7 nights, 1 home
AU$548 per night
includes taxes & fees
20%OFF Townhouse Cottage Oceanfront Complex Adj. Samoset Golf Resort+Lighthouse
Kitchen and Dining view from the Living Room
Front of the house (Fall)
Front of the house.
1st Floor Main Queen Bedroom
Exceptional
(24 reviews)

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

South Thomaston

15% off
AU$3,018
for 7 nights, 1 home
AU$431 per night
includes taxes & fees
Weskeag Cottage - Arcade, Fire Pit, Clean, Bright, Nearby Coastal Activities
Interior
Interior
Living area
Exterior detail
Wonderful
(9 reviews)

Harbor View from Every Room & Balcony 2 min from beach

Rockport

7% off
AU$3,055
for 7 nights, 1 cottage
AU$436 per night
includes taxes & fees
Harbor View from Every Room & Balcony 2 min from beach
Welcome to lounging at Ironwood Glade
Camden Harbor; 2.5 miles away
Looking from the kitchen to the Living Room
Your home in Maine
Exceptional
(10 reviews)

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

Camden

8% off
AU$4,410
for 7 nights, 1 home
AU$630 per night
includes taxes & fees
Simply perfect home for Maine adventure; equally close to the harbor & the lake
Dining
Marina
Interior
Living area
Exceptional
(11 reviews)

Charming recently renovated 3 bedroom 2 and 1/2 bath farmhouse

Camden

8% off
AU$4,355
for 7 nights, 1 home
AU$622 per night
includes taxes & fees
Charming recently renovated 3 bedroom 2 and 1/2 bath farmhouse
living room
Camden Harbor
relax and listen to the birds on the front porch
Dining room
Exceptional
(72 reviews)

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

Lincolnville

16% off
AU$3,040
for 7 nights, 1 home
AU$434 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
Interior
Exceptional
(14 reviews)

Charming 3-bedroom house with AC and WiFi in Thomaston

Thomaston

8% off
AU$3,451
for 7 nights, 1 home
AU$493 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)
  • Savage Oakes Vineyard and Winery (10.9 mi / 17.6 km)
  • Cellardoor Winery (11.8 mi / 18.9 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)
  • Camden Harbor Park and Amphitheatre (7.7 mi / 12.4 km)
  • Mount Battie (7.9 mi / 12.7 km)
  • Barrett's Cove Public Beach (9.9 mi / 15.9 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 best area to stay in Rockland when booking a holiday rental?
In Rockland, Maine, one of the best areas to consider for a holiday rental is the downtown district. This vibrant neighbourhood is known for its charming streets lined with historic buildings and a plethora of local shops, galleries, and cafés. Staying here puts you within walking distance of the renowned Farnsworth Art Museum, which showcases an impressive collection of American art, particularly that of Maine artists. Additionally, the nearby waterfront offers stunning views and access to the picturesque harbor, where you can enjoy leisurely strolls or indulge in fresh seafood at local eateries.Another appealing area to explore is the South End, which features a more residential feel while still being close to the action. This neighbourhood is home to the famous Owls Head Lighthouse, a scenic spot great for enjoying panoramic views of the coastline. The South End is also conveniently located near the beautiful sandy beaches, making it an ideal choice for those looking to enjoy both the charm of Rockland and the natural beauty of the Maine coast.
Where are the best areas for renting a beach house in Rockland?
For renting a beach house in Rockland, Maine, look towards the picturesque shoreline along the Midcoast region. The area near Rockland Harbor is particularly appealing, offering charming properties with stunning views of the water. Many beach houses here come equipped with amenities such as spacious decks for outdoor dining, fully equipped kitchens, and easy beach access, making them superb for families or groups wanting to enjoy coastal living.Further along the coast, the area around Owls Head provides additional options, with rentals that often feature private yards and direct access to sandy beaches. These properties typically include amenities like outdoor grills, fire pits, and sometimes even kayaks for exploring the nearby waters. The proximity to local attractions like the Owls Head Lighthouse and the scenic parks in the region enhances the experience for visitors.Additionally, the Rockland downtown area offers a vibrant setting with its art galleries, boutiques, and seafood restaurants, providing guests with a delightful mix of culture and culinary experiences. Rentals in this part of Rockland often feature modern conveniences, such as Wi-Fi and laundry facilities, ensuring a comfortable stay while being close to the lively waterfront.
What is the most popular type of holiday rental accomodation in Rockland?
In Rockland, holiday houses are the most popular choice for holiday rentals, with about 84 available in the area. These properties are often situated near the picturesque waterfront, offering stunning views and easy access to local attractions such as the Farnsworth Art Museum and the historic lighthouse. Most holiday houses come equipped with multiple bedrooms, spacious living areas, and full kitchens, making them ideal for families or groups looking for a home-away-from-home experience.Additionally, there are around 56 apartments available, which are typically found in the charming downtown area, providing a convenient base for exploring local shops and restaurants. These apartments generally feature modern amenities, including kitchenettes and comfortable living spaces. For those seeking a quaint retreat, approximately 20 cottages are also on offer, often located in tranquil settings, with some featuring outdoor patios or gardens.
Are there any family house rentals in Rockland?
In Rockland, Maine, there are numerous family-friendly house rentals available, with around 27 options to choose from. This charming coastal town offers a variety of accommodations that cater to families, featuring spacious living areas, fully equipped kitchens for preparing meals, and outdoor spaces ideal for children to play. Many homes also provide convenient amenities such as Wi-Fi and laundry facilities, ensuring a comfortable stay.Visitors will find themselves close to attractions like the Maine Lighthouse Museum and the scenic Rockland Harbor, superb for family outings. The vibrant downtown area is also nearby, where local shops, galleries, and restaurants await exploration.
Are there pet-friendly house rentals in Rockland?
In Rockland, Maine, there are numerous pet-friendly house rentals available, with around 17 options to choose from. Many of these properties feature amenities that cater to both travellers and their furry companions, including spacious fenced yards, easy access to nearby parks, and pet-friendly furnishings.The downtown area offers a selection of holiday homes that provide a vibrant setting, with amenities such as modern kitchens, Wi-Fi, and comfortable living spaces. Being close to the waterfront, these rentals allow for easy exploration of local attractions, including the scenic Rockland Harbor and the nearby Breakwater Lighthouse.For those looking to enjoy outdoor activities with their pets, nearby parks such as Harbor Park and the larger Owls Head State Park offer beautiful walking trails and scenic views.
Are there any remote work holiday rentals in Rockland?
In Rockland, Maine, there are numerous holiday rentals suitable for remote work, with around 164 options available. This coastal town offers a charming blend of artistic culture and stunning ocean views, making it an appealing location for those looking to work remotely while enjoying a picturesque environment. Many of the properties come equipped with reliable internet access, including free Wi-Fi, which is essential for remote work.Travellers can expect a variety of amenities such as dedicated workspaces, comfortable living areas, and fully equipped kitchens, allowing for both productivity and relaxation. The town's vibrant arts scene, highlighted by the Farnsworth Art Museum, and its proximity to beautiful beaches and lighthouses provide excellent opportunities for breaks and leisure activities after work hours. To help narrow your search, insert your dates and apply the "WiFi" filter on Stayz.
What are popular rental amenities in Rockland?
In Rockland, popular rental amenities typically include kitchens, allowing guests to prepare their own meals and enjoy the convenience of home-cooked dining. Many properties feature decks or patios, providing a lovely space to relax outdoors and take in the scenic surroundings. Onsite parking is commonly available, ensuring easy access for those travelling by car. Additionally, rentals often come equipped with coffee and tea makers, great for enjoying a warm drink at any time of day. With the added advantage of nearby museums, guests can easily explore local culture and history.
When is the best time to visit Rockland for a holiday rental?
The best time to visit Rockland for a holiday rental is during the peak season from June to August, with July being particularly popular among travellers. This vibrant period draws visitors eager to experience the stunning coastal beauty, local art galleries, and charming waterfront activities. The warm weather, with temperatures ranging from 15 to 25 degrees Celsius, creates an inviting environment for outdoor adventures such as kayaking, sailing, and exploring the picturesque lighthouses that dot the coastline.In July, you'll find Rockland bustling with activity, from music festivals to farmers' markets, making it an ideal time for those who thrive on social atmospheres and community events. Expect a lively vibe as both locals and tourists come together to celebrate the summer.For those seeking a more budget-friendly option, consider planning your visit in November. While this month is quieter, it offers a unique opportunity to enjoy the beauty of Rockland without the crowds. The crisp autumn air is great for leisurely walks along the shore and exploring the local shops, often displaying festive decorations as the holiday season approaches.
What are the top attractions in Rockland?
In Rockland, Maine, visitors can enjoy a variety of attractions that highlight the area's maritime heritage and artistic culture. The Farnsworth Art Museum, located in the heart of the city, showcases an impressive collection of American art, particularly works by Maine-based artists. Nearby, the historic district offers charming streets to explore, lined with boutique shops and local eateries.The Rockland Breakwater, a popular spot for both locals and tourists, features a scenic walk out to the lighthouse, providing stunning views of the harbour and the surrounding islands. Additionally, the Maine Lighthouse Museum is a must-visit for those interested in maritime history, offering insights into the state's rich legacy of lighthouse keepers and navigation.For a taste of Rockland's vibrant food scene, visitors should explore the waterfront area, where fresh seafood restaurants serve up local delicacies.
Are all fees included in the Rockland holiday homes prices shown on Stayz?
Stayz provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
Are there any Rockland holiday homes with parking?
Stayz offers a wide selection of holiday homes in Rockland with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Are there any discounts for Rockland holiday homes?
You can find great discounts on holiday homes in Rockland on Stayz, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for last-minute bookings, and early-bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Can I change or cancel my Rockland holiday home booking on Stayz?
To find Rockland holiday rentals with free cancellation, just use Stayz's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Whether you're adjusting your plans or looking for flexible payment options, Stayz makes it easy to book with confidence.
Can I find long-stay holiday homes in Rockland?
A long-stay holiday home in Rockland is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Stayz?
Stayz's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favourites, and build the perfect itinerary together.
How early should I book a Rockland holiday home?
Book your Rockland holiday home at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price. *Based on analysis of Stayz booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Rockland?
Prices for holiday homes in Rockland vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're travelling solo, as a couple, with family, or in a group. Stayz offers something for every taste and budget, from affordable homes in Rockland to more spacious homes.
What can I expect from Stayz customer service and StayzCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, StayzCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, StayzCare™ customer service is available 24/7 to support you every step of the way. Stayz also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
What is StayzCare™ and how does it work?
Stayz's mission is to help guests relax, reconnect, and enjoy precious time together. With StayzCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable. If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
Why should I join Stayz as a host?
Joining Stayz as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Stayz makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Stayz handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.

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