Rockland vacation rentals

We found 509 vacation rentals — enter your dates for availability

Discover a selection of 21 homes, 20 apartments, and other vacation rentals in Rockland that are perfect for your trip. Whether you're traveling with your kids or with friends, vacation homes have the amenities you expect for your stay, which might include parking and a pool. You'll be able to choose a rental to meet everyone's needs, including places that are non-smoking or accessible.

Vacation rentals with weekly discounts - Rockland

Showing deals for:Nov 28 - Dec 5

Image gallery for 25% OFF 2025 LABOR DAY WE+AUG, SEPT, OCT Days Oceanfront Adj. Resort +Lighthouse

Exterior
10 out of 10 rating
Exceptional
(24 reviews)

25% OFF 2025 LABOR DAY WE+AUG, SEPT, OCT Days Oceanfront Adj. Resort +Lighthouse

Rockport, ME

8% off
Price is $317
$2,219 for 7 nights
All fees included
25% OFF 2025 LABOR DAY WE+AUG, SEPT, OCT Days Oceanfront Adj. Resort +Lighthouse

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Find out more about Rockland

Find out more about Rockland

Why visit Rockland

  1. Outdoor Adventures: Rockland is a paradise for outdoor lovers, featuring stunning beaches, serene lakes, and nearby parks for hiking and exploration.
  2. Vibrant Arts Scene: The city boasts a rich art culture with local galleries showcasing unique works that reflect Maine's heritage.
  3. Delicious Local Cuisine: Savor the flavors of Maine with fresh seafood and local delicacies at charming restaurants.
  4. Family-Friendly Atmosphere: Rockland is ideal for families, offering activities and attractions suitable for all ages.
  5. Variety of Accommodations: Choose from cozy cottages, private rentals, or budget-friendly apartments to make your stay comfortable.

Popular types of accommodation in Rockland

Discover the charm of Rockland, Maine, with our selection of vacation rentals! Whether you prefer a cozy private vacation home, a quaint cottage, or a modern apartment, we have options to suit every traveler. Enjoy friendly rentals with waterfront views, savor breakfast options, or find budget-friendly apartments. Whatever your needs, Rockland offers the perfect getaway to relax and explore the beauty of the Maine coast.

  • Houses: The top choice for travelers in Rockland, these homes offer spacious and comfortable accommodations for families or groups.
  • Cottages: A charming option, cottages provide a cozy and picturesque stay, perfect for enjoying the coastal scenery.
  • Apartments: Ideal for couples or solo travelers, apartments offer the convenience of home with easy access to local attractions.
  • Cabins: Rustic and inviting, cabins are great for those seeking a retreat into nature while still being close to town.
  • Condos: These modern rentals combine luxury and amenities, making them a popular choice for a stylish getaway.**

Top attractions in Rockland

Rockland, Maine, is perfect for outdoor enthusiasts and adventure seekers alike. With stunning beaches, serene lakes, and nearby national and state parks, there's plenty to explore. Whether you're looking for cultural experiences or simply want to enjoy the beautiful scenery, Rockland offers a variety of attractions that cater to everyone. Make sure to soak in the natural beauty and vibrant local culture during your visit!

  1. Maine Coastal Islands National Wildlife Refuge Visitor Center: Explore the beauty of Maine's coastal ecosystems at this visitor center. It offers outdoor adventures for families and nature enthusiasts, showcasing the diverse wildlife and stunning landscapes of the refuge.
  2. Rockland Breakwater Lighthouse: This historic lighthouse is a cultural icon, standing proudly at the end of a 7/8-mile granite breakwater. Visitors can enjoy a scenic walk while learning about the lighthouse's rich history.
  3. Rockland Harbor Park: A vibrant urban park ideal for families, offering outdoor activities and picturesque views of the harbor, perfect for picnics and leisurely strolls in a city setting.

Things to do recommended for couples

For a romantic getaway in Rockland, visit Breakwater Vineyards for a cozy wine tasting experience just 2 miles away. Enjoy a scenic drive to Cellardoor Winery, 12 miles from town, where you can indulge in more exquisite wines amidst beautiful surroundings.

Things to do recommended for families

Families visiting Rockland can have a blast at Oakland Park Bowling Lanes, an arcade and adventure zone located 4 miles away. The venue offers a fun-filled atmosphere perfect for creating lasting memories while enjoying bowling and various arcade games together.

Things to do recommended for groups

Groups visiting Rockland, Maine, can enjoy a round of golf at the Samoset Resort Golf Course, explore the cultural offerings at the Strand Theater, and shop for unique souvenirs at the Maine State Prison Store, all within a short drive for a delightful local experience.

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

When traveling with a group, family, pets, or planning an extended stay, it's important to prioritize your preferences. Here are some helpful booking tips for Vrbo to guide you.

  • Traveling to Rockland with a group: Think about how many bedrooms you'll require, along with features like a complete kitchen or outdoor areas for group gatherings. Fortunately, you can easily filter for all these options and more on Vrbo.
  • Traveling to Rockland with young kids: Traveling with young children can be quite demanding. It's important to prioritize their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, being close to family-friendly attractions is a worthwhile consideration.
  • Taking your pets with you to Rockland: For many families, a vacation wouldn’t feel complete without their furry companion. If that resonates with you, explore Vrbo properties that welcome pets. Most pet-friendly accommodations offer feeding bowls and beds, ensuring that every member of the family feels comfortable and at home.
  • Planning for a long term stay visiting Rockland: If you're in search of vacation rentals offering discounts for stays of a month or more, you've come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don't forget to include options like a parking space, a well-equipped kitchen, or a private pool in your search as well.

Where to stay in Rockland

Rockland, Maine, is a treasure trove for outdoor enthusiasts and art lovers alike. Nestled in Maine's Midcoast, this charming city offers a family-friendly atmosphere, stunning scenery, and rich history. Enjoy relaxing excursions along the coast, explore vibrant local galleries, and savor the unique flavors of Maine vacations. Whether you're seeking adventure or tranquility, Rockland and its surrounding neighborhoods promise unforgettable experiences for every traveler.

  • Rockport: Located six miles from Rockland, Rockport is a picturesque coastal town known for its stunning outdoor scenery and adventurous spirit. Visitors flock here to explore the scenic hiking trails that wind through lush forests and along rocky shorelines. Golf enthusiasts can enjoy the local golf courses, which offer beautiful views and challenging play. Rockport is also home to notable landmarks, including a national state park and a serene lake, making it an ideal destination for nature lovers and those seeking a tranquil escape.
  • Owls Head: Just three miles from Rockland, Owls Head is a charming destination that invites visitors to immerse themselves in its natural beauty and outdoor activities. The area boasts fantastic hiking trails and recreational spots perfect for picnics and family outings. Golf courses in the region provide a wonderful way to spend an afternoon while enjoying the scenic landscape. Owls Head is also close to a national state park and a picturesque lake, offering ample opportunities for exploration and relaxation in a serene environment.
  • Glen Cove: A mere two miles from Rockland, Glen Cove is a delightful coastal community that caters to outdoor enthusiasts and sports lovers alike. Known for its golf courses and resorts, visitors can indulge in leisurely rounds of golf or unwind at local accommodations. The area features beautiful lakes and is in proximity to a national state park, ensuring that guests have plenty of options for both adventure and relaxation. Glen Cove's beautiful scenery and outdoor activities make it a perfect stop for travelers looking to connect with nature.

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.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January27.1°F (-2.7°C)Light RainMostly SunnyAverageAverage
February27.7°F (-2.4°C)Light RainMostly CloudyAverageSlightly Low
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 hoping to save money on your upcoming trip? Being flexible with your travel dates can make a difference, as prices often fluctuate. Additionally, consider booking a longer stay to enjoy substantial savings. To discover a Vrbo property that meets your budget, utilize our filters to sort by price, location, and type of vacation rental. We're here to help you find the perfect option for your travel needs!

Save more with One Key

When you reserve a qualifying Vrbo for your group getaway, you'll earn OneKeyCash™ on the full booking amount. It's certainly rewarding to take on the role of organizer! Become a part of our One Key rewards program to unlock exclusive member discounts and accumulate OneKeyCash™ on eligible stays. Sign up today and begin earning!

Vrbo Trips: Effortless planning

Vrbo's Trip Board provides you with a convenient platform to create new travel plans, manage your existing itineraries, and keep track of your reservations. Your saved or booked properties are categorized into Potential, Upcoming, or Current Trips for easy organization. To check out the Trip Boards, simply visit: https://www.vrbo.com/trips.

**Based on Vrbo properties booked during 2023 and 2024.

Take in the waterfront beauty of Rockland

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

Activities and attractions in Rockland

Are you hoping to discover top things to see and do while you're in town? Although it can be tempting to stay in your comfortable vacation rental, you'll want to check out everything that makes Rockland a one-of-a-kind vacation spot. These are some of the most popular attractions to see, all within 30 miles (48.2 km) of the city center:

  • 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 adventurous traveler or just want to spend some time taking in the scenery, Rockland is a great place to get out in nature. Here are a few of the area's most stunning natural features, all within 30 miles (48.2 km) of the city center:

  • 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)
  • Megunticook Lake (7.7 mi / 12.4 km)
  • Camden Harbor Park and Amphitheatre (7.7 mi / 12.4 km)

Transportation 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 center. If you can't find a flight that works for your travel itinerary, 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 vacation rental?
When planning a vacation in Rockland, Maine, one of the best areas to consider for your stay is the vibrant downtown district. This area is known for its charming waterfront views, quaint shops, and a rich array of dining options, making it an ideal spot for those looking to immerse themselves in the local culture. You'll find a variety of vacation rental properties here, ranging from cozy apartments to more spacious homes, with numerous options available to suit different group sizes and budgets.

Staying in downtown Rockland also puts you in close proximity to some of the area's top attractions. The Farnsworth Art Museum, renowned for its impressive collection of American art, is a must-visit for art enthusiasts. Additionally, the nearby Rockland Harbor offers scenic views and opportunities for boat tours, allowing you to fully appreciate the beauty of the Maine coastline.
How much does it cost to rent a vacation home in Rockland?
Prices for vacation 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 vacation 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, travelers should consider the picturesque waterfront areas near the harbor and the charming neighborhoods along the coast. The area around Rockland Harbor offers stunning views of the water and easy access to local attractions like the Maine Lighthouse Museum and the Farnsworth Art Museum. Many beach houses in this vicinity come with amenities such as spacious decks for enjoying sunsets, outdoor grills, and fully equipped kitchens, making them great for family gatherings or vacations with friends.

Further south, the neighborhoods near Owls Head provide additional options for beach rentals. Here, visitors can find properties that often feature private beaches, fire pits, and outdoor showers, ideal for rinsing off after a day spent swimming or exploring the rocky shores. The nearby Owls Head Lighthouse adds a historical touch to the area, and rentals in this neighborhood frequently include proximity to hiking trails that offer breathtaking views of Penobscot Bay.

Additionally, the area around Birch Point Beach State Park is a great choice for those looking for a more secluded beach experience. Rentals here typically offer access to quiet sandy beaches, with some properties featuring large yards for outdoor activities and cozy living spaces for relaxation after a day of sun and sand. Rockland's vibrant downtown, with its shops and restaurants, is also just a short drive away, providing guests with convenient options for dining and entertainment. Find your rental near the beach in Rockland.
What is the most popular type of vacation rental accomodation in Rockland?
In Rockland, vacation houses are the most popular type of rental, with about 21 available throughout the area. These houses typically provide spacious rooms, featuring multiple bedrooms, fully equipped kitchens, and outdoor spaces such as decks or patios for enjoying the coastal breeze. Additionally, there are around 13 apartments, which are usually located in more urban settings, offering amenities like modern furnishings and access to communal facilities. Several cottages and condos are also available, providing charming and cozy options that are superb for visitors looking for a more intimate experience.
Are there any family house rentals in Rockland?
In Rockland, Maine, families will find a variety of suitable vacation rentals, with around 26 options available. The neighborhoods here offer a mix of charming homes close to the scenic waterfront and local attractions. Many properties feature spacious living areas, full kitchens for preparing family meals, and outdoor spaces for kids to enjoy. Additionally, amenities such as Wi-Fi and laundry facilities ensure a convenient stay.

Visitors can explore nearby points of interest, including the famous Farnsworth Art Museum and the picturesque Rockland Harbor. The area is also known for its beautiful parks, where families can partake in outdoor activities like picnicking and hiking. See all family-friendly rentals in Rockland.
Can I find long-stay vacation rentals in Rockland?
A long-stay vacation rental in Rockland is the best way to experience local living. Plus, you can make the most of long-stay discounts. For month-long stays, save an average of 19%, and for week-long bookings you can save an average of 10%.* 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.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
Are there pet-friendly house rentals in Rockland?
In Rockland, Maine, there are several pet-friendly house rentals available, with a total of 16 options for travelers. Many of these rentals are located near the waterfront, providing stunning views and easy access to the beautiful Maine coast. Expect amenities such as fully equipped kitchens, outdoor spaces like decks or patios, and cozy living areas, making them superb for families or groups traveling with pets.

The downtown area of Rockland is vibrant, featuring local shops, cafes, and art galleries, contributing to a lively atmosphere. For pet-friendly outdoor activities, the nearby Harbor Park offers walking paths and green spaces, ideal for enjoying a leisurely stroll with your furry friends. Additionally, the picturesque beaches along the coast are just a short drive away, allowing for enjoyable days by the sea with your pet. See all pet-friendly rentals in Rockland.
Are there any remote work vacation rentals in Rockland?
In Rockland, Maine, there are numerous vacation rentals suitable for remote work, with around 35 options available. This charming coastal town offers a variety of properties equipped with essential amenities for those looking to blend work and leisure. Many rentals come with dedicated office spaces featuring desks and comfortable chairs, as well as reliable Wi-Fi to ensure a productive work environment.

Travelers can expect cozy accommodations that often include fully equipped kitchens for convenient meal preparation, as well as inviting living areas to relax after a day of work. The picturesque waterfront and vibrant arts scene in Rockland provide plenty of opportunities for downtime, with nearby attractions such as the Farnsworth Art Museum and the scenic harbor offering both inspiration and relaxation. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Rockland vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in Rockland with parking available—perfect for families or travelers 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 vacation rental amenities include WiFi, kitchens, blenders, coffee and tea makers, and patios. These amenities reflect the desire for a comfortable and convenient stay, allowing guests to prepare their own meals and enjoy outdoor spaces.
When is the best time to visit Rockland for a vacation rental?
July is the most popular time to visit Rockland, Maine, when the charming coastal town comes alive with vibrant activity. During the peak season, which spans from June through August, travelers flock to this picturesque destination to enjoy its stunning waterfront, art galleries, and delicious seafood. With average temperatures ranging from the mid-60s to mid-70s Fahrenheit, the weather is ideal for outdoor adventures like sailing, kayaking, and exploring the scenic parks along the coast.

If you're seeking a more peaceful experience, consider planning your visit in November. While this month falls outside the bustling tourist season, it offers a unique opportunity to enjoy the tranquility of Rockland without the crowds. The crisp air and serene atmosphere create the great backdrop for leisurely strolls along the harbor or visits to local shops and galleries, allowing you to immerse yourself in the community's culture.

Ultimately, the best time to book a vacation rental in Rockland depends on your travel preferences.
How early should I book a Rockland vacation rental?
Book your Rockland vacation 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 vacation 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 showcase the town's rich maritime history and vibrant arts scene. The historic downtown area features the Farnsworth Art Museum, which highlights American art, particularly works by Maine artists. Nearby, the Rockland Harbor offers scenic views and the opportunity to visit the iconic Maine Lighthouse Museum.

For those interested in outdoor activities, the Breakwater Lighthouse is accessible via a scenic walk along the breakwater, providing a lovely perspective of the coast. The area also boasts several local shops and eateries, particularly along Main Street, where travelers can immerse themselves in the local culture.
Can I change or cancel my Rockland home rental booking on Vrbo?
To find Rockland vacation 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 rentals give you the privacy of having the entire place to yourself, and for extra flexibility, some travelers can choose to pay over time with Affirm. Whether you're adjusting your plans or looking for flexible payment options, 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 travelers 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 cozy flat or a countryside retreat, you can turn your space into a standout destination—become a host and let Vrbo handle the heavy lifting to help you thrive.
Are all fees included in the Rockland vacation 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.

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