Rockland holiday lettings

We found 435 holiday rentals — enter your dates for availability

Discover a selection of 23 homes, 17 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:6 Mar - 13 Mar

Image gallery for In-town, coastal + relaxing in Rockland

Interior
10 out of 10, Exceptional, (39 reviews)
Exceptional
(39 reviews)

In-town, coastal + relaxing in Rockland

Rockland, ME

7% off
Price is £1,680
for 7 nights, 1 home
£240 per night
includes taxes & fees
In-town, coastal + relaxing in Rockland

Find spaces that suit your style

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)
  • St. George River (6.8 mi / 11 km)
  • Megunticook Lake (7.7 mi / 12.4 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?
When considering a holiday rental in Rockland, Maine, one of the most appealing areas to stay is the downtown district. This vibrant neighbourhood is not only rich in history but also offers a delightful blend of art, culture, and culinary experiences. Here, you can explore the Farnsworth Art Museum, which showcases an impressive collection of American art, particularly focusing on Maine artists. The picturesque waterfront is great for a leisurely stroll, and you'll find an array of charming shops and restaurants that highlight the local seafood cuisine.

Another excellent option is the South End, known for its stunning ocean views and proximity to the beautiful sandy beaches. This area is ideal for those looking to relax by the sea and enjoy outdoor activities. The nearby Owls Head Lighthouse is a must-visit, providing a glimpse into the area's maritime history and offering spectacular views of the coastline.
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, one of the most appealing areas is along the picturesque coastline near the Rockland Harbor. This area offers a variety of holiday rentals with stunning views of the water and easy access to the nearby sandy beaches. Many properties here are equipped with amenities such as outdoor patios, private decks, and fully stocked kitchens, making them ideal for families and groups looking to enjoy a seaside getaway.

The nearby Owl's Head State Park provides additional options for beach house rentals, where visitors can find charming cottages and homes located among lush greenery. These accommodations often feature outdoor spaces great for barbecues, as well as cozy interiors with fireplaces. The park itself offers hiking trails and scenic vistas, adding to the allure of the location.
What is the most popular type of holiday rental accomodation in Rockland?
In Rockland, holiday houses are the most popular type of rental, with about 22 available throughout the area. These homes typically offer spacious living areas, multiple bedrooms, and fully equipped kitchens, making them ideal for families or groups. Many holiday houses also feature outdoor spaces, such as gardens or patios, superb for enjoying the coastal scenery. Additionally, there are around 13 apartments available, providing a more compact option for travellers, often located near the waterfront and local attractions. Cottages and condos are also present in several numbers, suiting those seeking a quaint or resort-style stay respectively.
Are there any family house rentals in Rockland?
In Rockland, Maine, there are numerous family-friendly house rentals available—around 27 in total. This charming coastal town offers a variety of properties suitable for families, particularly in neighbourhoods close to the waterfront and downtown area. Many of these homes feature spacious living areas, fully equipped kitchens for preparing family meals, and outdoor spaces where children can play or where families can enjoy a meal al fresco. Amenities such as Wi-Fi and laundry facilities are commonly included, enhancing convenience for guests.
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, travellers will find a selection of pet-friendly house rentals that cater to both comfort and convenience. With approximately 17 options available, visitors can expect amenities such as fully equipped kitchens, spacious living areas, and outdoor spaces where pets can enjoy the fresh coastal air. Many properties also feature decks or patios, superb for relaxing after a day of exploring the area.
Are there any remote work holiday rentals in Rockland?
In Rockland, Maine, there is a good selection of remote work holiday rentals available, with around 39 options to choose from. This picturesque coastal town offers a blend of scenic beauty and practical amenities for those looking to work remotely. Many properties feature dedicated workspaces including desks and chairs, along with reliable Wi-Fi to ensure a productive environment. 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 holiday rental amenities include fully equipped kitchens, which allow guests to prepare their own meals during their stay. Most rentals come with cookware, dishware, and utensils, along with essential appliances such as microwaves and refrigerators. These amenities make it convenient for travellers to enjoy a home-like experience while exploring the local attractions, including the vibrant arts scene and beautiful coastal views.
When is the best time to visit Rockland for a holiday rental?
July is the most popular month to visit Rockland, Maine, when the summer season is in full swing. This period draws many travellers eager to explore the charming coastal town, renowned for its picturesque harbour, vibrant art scene, and delightful seafood. The peak tourist season runs from June to August, offering a host of outdoor activities that include sailing, kayaking, and hiking in the surrounding natural beauty.

During this time, visitors can enjoy comfortably warm temperatures, typically ranging from the mid-teens to low 20s Celsius, superb for leisurely strolls along the waterfront or enjoying the local beaches. The town's lively atmosphere is enhanced by summer festivals and events, making it a prime time for those looking to immerse themselves in the local culture.

For those seeking a more budget-friendly experience, consider planning your visit in November. This month offers a quieter ambiance, allowing you to appreciate Rockland's unique charm without the summer crowds. With fewer tourists around, it's an excellent opportunity to explore the local shops, galleries, and restaurants at a more relaxed pace.
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 coastal charm and artistic vibe. The Farnsworth Art Museum is a must-visit, showcasing an impressive collection of American art, particularly works by Maine-based artists. Located near the waterfront, the museum is easily accessible from many nearby holiday rentals.

The scenic Rockland Harbor, with its picturesque views and working waterfront, is superb for leisurely strolls and enjoying fresh seafood at local restaurants. Further along the coast, the iconic Maine Lighthouse Museum offers insights into the maritime history of the region, while also being close to stunning views of the lighthouses that dot the landscape.
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.

More holiday ideas