Rockland holiday lettings

We found 497 holiday rentals — enter your dates for availability

Discover a selection of 20 homes, 19 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:12 Jun - 19 Jun

Image gallery for "Uptacamp" feel, true Maine style Camp

Children’s area
10 out of 10, Exceptional, (37 reviews)
Exceptional
(37 reviews)

"Uptacamp" feel, true Maine style Camp

Lincolnville

6% off
Price is £1,454
for 7 nights, 1 cottage
£208 per night
includes taxes & fees
"Uptacamp" feel, true Maine style Camp

Find spaces that suit your style

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Why visit Rockland

  • Picturesque Lighthouses: Discover the historic lighthouses that dot the stunning coastline of Rockland, providing breathtaking views and rich maritime history.
  • Outdoor Activities: Enjoy a variety of outdoor adventures, from hiking and kayaking to relaxing on the beautiful beaches.
  • Charming Local Culture: Stroll through the quaint streets, filled with friendly locals, unique shops, and cultural attractions.
  • Family-Friendly Excursions: Explore nearby neighbourhoods that offer secluded spots perfect for family outings and picnics.
  • Comfortable Accommodations: Choose from a range of delightful places to stay, including cosy cottages and spacious vacation homes.

Popular types of accommodation in Rockland

If you're wondering what types of accommodation await you in Rockland, look no further. Our selection includes popular houses, charming cottages, and comfortable apartments. Whether you're seeking a spacious house rental or a cosy flat, you'll find the perfect place to unwind and enjoy your stay. Explore our diverse options for rentals in Rockland and make your holiday truly memorable.

  • Houses: The most sought-after option in Rockland, offering ample space and privacy for families or groups.
  • Cottages: Charming and cosy, these quaint retreats provide a perfect seaside escape.
  • Apartments: Ideal for those seeking convenience and comfort, apartments allow for a home-like stay.
  • Cabins: Rustic and inviting, cabins offer a unique experience amidst nature.
  • Condos: A modern choice with amenities, condos are great for those wanting a blend of luxury and home feel.**

Top attractions in Rockland

Rockland, Maine, is ideal for a holiday filled with outdoor adventures and stunning scenery. Visitors can explore historic lighthouses, enjoy leisurely strolls in urban parks, and relax on beautiful beaches. The local attractions provide a perfect blend of culture, family experiences, and nature, making it a fantastic destination for all types of travellers seeking a memorable getaway.

  • Maine Coastal Islands National Wildlife Refuge Visitor Center: This visitor centre offers an enriching experience, immersing you in adventure and outdoor activities amid stunning natural landscapes. Perfect for families, it provides educational exhibits about local wildlife and conservation efforts.
  • Rockland Harbor Park: An inviting urban park ideal for families, offering scenic views of the harbour. Enjoy leisurely strolls, picnics, and outdoor activities in a vibrant city atmosphere, perfect for relaxation and recreation.
  • Maine Lighthouse Museum: A treasure trove of maritime history, this museum showcases the rich culture of Maine's lighthouses. Explore fascinating exhibits that highlight the significance of these iconic structures and their role in safe navigation.

Things to do recommended for couples

For a romantic getaway in Rockland, why not visit Breakwater Vineyards for a delightful wine tasting, or explore Savage Oakes Vineyard and Winery for a charming afternoon? If you're feeling adventurous, Golfer's Crossing Mini Golf offers a fun outing just a short drive away.

Things to do recommended for families

Families visiting Rockland, Maine, can have a fantastic time at Oakland Park Bowling Lanes, an exciting arcadeAdventureZone located 2.5km from the town. With its vibrant atmosphere and engaging activities, it's perfect for a fun-filled day out with the family.

Things to do recommended for groups

Enjoy a round of golf at the Samoset Resort Golf Course, just 1.2km from Rockland. Experience the local culture at the Strand Theater, or browse unique items at the Maine State Prison Store, located 2.5km away. Perfect activities for a memorable group getaway!

What do I need to keep in mind when booking a vacation in 'Rockland

If you're travelling with a group, family, pets, or seeking extended stays, it's important to use the right filters to meet your priorities. Here are some helpful booking tips for Vrbo.

  • Traveling to Rockland with a group: Think about how many bedrooms you'll require, as well as amenities like a fully equipped kitchen or outdoor areas for group gatherings. Thankfully, you can easily filter for all these options and more on Vrbo.
  • Traveling to Rockland with young kids: Travelling with young children can present its difficulties. It’s essential to prioritise their comfort and safety, along with suitable amenities, such as a private swimming pool. Additionally, it’s wise to think about how close you are to family-friendly attractions.
  • Taking your pets with you to Rockland: For many, a family holiday isn’t truly fulfilled without their furry companion by their side. If this resonates with you, explore Vrbo listings that welcome pets. Most pet-friendly properties come equipped with feeding bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Rockland: If you’re in search of holiday rentals offering discounts for stays of a month or more, you’ve come to the right spot. By using the appropriate filters, you can conveniently discover and save on monthly accommodations. Don’t forget to include additional preferences in your search, such as a parking space, a well-equipped kitchen, or a private pool.

Where to stay near Rockland

Rockland, Maine, offers a delightful blend of outdoor adventures and stunning scenery, perfect for a memorable holiday. Explore the charming streets filled with friendly locals and historical sites, or venture to nearby neighbourhoods for secluded family-friendly excursions. With comfortable accommodations and a welcoming atmosphere, your stay in Rockland is sure to be enjoyable. Don't miss the chance to relax by the fireplace after a day of exploration in this picturesque coastal gem.

  • Rockport: Located a mere 3.7km from Rockland, Rockport is a charming city that offers a delightful blend of outdoor adventure and stunning scenery. Known for its picturesque landscapes, visitors can embark on invigorating hiking trails or enjoy a round of golf at local courses. The nearby national and state parks provide ample opportunities for exploration, while tranquil lakes invite relaxation and reflection. Rockport’s scenic harbour and vibrant arts scene make it an ideal spot for a leisurely day out.
  • Owls Head: Just 1.9km from Rockland, Owls Head is a quaint city famed for its outdoor pursuits and breathtaking views. The area is perfect for those who love nature, with numerous hiking trails and recreational areas to discover. Golf enthusiasts will appreciate the local courses, while the stunning nearby national and state parks, alongside serene lakes, offer a peaceful retreat. Visitors can also explore the Owls Head Lighthouse, which provides a glimpse into the area’s maritime history and stunning coastal vistas.
  • Glen Cove: Situated only 1.2km from Rockland, Glen Cove is a picturesque village renowned for its outdoor activities and scenic beauty. Golfers will find plenty of opportunities to tee off at local courses, while the area’s resorts provide a perfect setting for relaxation. Nature lovers can explore nearby lakes and the surrounding national and state parks, making it a great destination for both sports and sightseeing. The tranquil atmosphere and beautiful landscapes make Glen Cove a lovely spot for a peaceful getaway.

Best time to go to Rockland

If you're planning a trip to Rockland, it's a good idea to check both the weather and property rates. The warmest month is August. Peak season runs from June to August, while off-peak times, like October to December tend to have fewer bookings and better deals.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January27.1°F (-2.7°C)Light RainMostly SunnyAverageSlightly Low
February27.7°F (-2.4°C)Light RainMostly CloudyAverageAverage
March33.4°F (0.8°C)Light RainMostly CloudyAverageSlightly Low
April42.3°F (5.7°C)Light RainMostly CloudyAverageSlightly Low
May51.3°F (10.7°C)Light RainMostly SunnyAverageAverage
June58.6°F (14.8°C)Light RainMostly SunnyModerately HighSlightly High
July65.5°F (18.6°C)Light RainMostly SunnyModerately HighSlightly High
August65.7°F (18.7°C)Light RainMostly SunnyModerately HighSlightly High
September60.3°F (15.7°C)Light RainMostly SunnyAverageAverage
October51.8°F (11.0°C)Light RainMostly SunnyModerately LowAverage
November41.9°F (5.5°C)Light RainMostly SunnyModerately LowAverage
December33.8°F (1.0°C)Light RainMostly CloudyModerately LowAverage

Booking with Vrbo is simple

Are you keen to save on your next holiday? Being flexible with your travel dates can often lead to significant savings, as prices tend to vary. Additionally, opting for a longer stay usually results in even greater discounts. To discover the perfect Vrbo property that fits your budget, utilise our filters to sort by price, location, and type of holiday rental.

Vrbo Trips: Planning made easy

Vrbo’s Trip Board provides a convenient area for you to plan new holidays, refine your arrangements, or manage your reservations. The properties you’ve saved or booked are now neatly categorised into Potential, Upcoming, or Current Trips. To discover more about Trip Boards, please visit: https://www.vrbo.com/en-gb/trips.

**Based on Vrbo properties bookings.

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)
  • Breakwater Vineyards (2.1 mi / 3.3 km)
  • Savage Oakes Vineyard and Winery (10.9 mi / 17.6 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 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.
How much does it cost to rent a holiday home in Rockland?
Prices for holiday rentals 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 traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Rockland to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Rockland holiday house rentals?
You can find great discounts on house rentals in Rockland on Vrbo, 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.
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.
Can I find long-stay holiday rentals in Rockland?
A long-stay holiday rental 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 travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
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 Vrbo.
Are there any Rockland holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals 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 on Vrbo 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.
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.
How early should I book a Rockland holiday rental?
Book your Rockland holiday rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your holiday rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
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.
Can I change or cancel my Rockland home rental booking on Vrbo?
To find Rockland holiday rentals with free cancellation, just use Vrbo'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". Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo 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, Vrbo 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 Vrbo handle the heavy lifting to help you thrive.

Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
Are all fees included in the Rockland holiday rental prices shown on Vrbo?
Vrbo 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.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, 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.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to support you every step of the way.

Vrbo 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.
Can I plan a group trip on Vrbo?
Vrbo'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 favorites, and build the perfect itinerary together.

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