Rockland vacation rentals

We found 310 vacation rentals — enter your dates for availability

Discover a selection of vacation rentals in Rockland that are perfect for your trip. Whether you’re staying in a vacation home with friends, family, or just with your pet, you'll find the amenities you need and want, such as air conditioning and a TV. Whatever you're looking for, you'll be able to choose a rental for everyone's needs, including a place that's non-smoking or offers accessibility.

Holiday rentals with weekly discounts - Rockland

Showing deals for:Aug 14 - Aug 21

Image gallery for Third Floor Suite in waterfront Victorian on peninsula surrounded by ocean

Marina
9.8 out of 10, Exceptional, (93 reviews)
Exceptional
(93 reviews)

Third Floor Suite in waterfront Victorian on peninsula surrounded by ocean

Hull

9% off
Price is $294
$2,061 for 7 nights
All fees included
Third Floor Suite in waterfront Victorian on peninsula surrounded by ocean

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Find out more about Rockland

Why visit Rockland

  • Outdoor adventures: Rockland offers beautiful beaches and nature reserves perfect for family-friendly activities and relaxation.
  • Charming neighborhoods: Explore warm, inviting neighborhoods that enhance your vacation experience with local charm.
  • Vibrant downtown: Enjoy lively downtown areas filled with historical sites, shopping, and dining options.
  • Diverse accommodations: Choose from a variety of vacation rentals, including cozy homes and stylish condos, catering to all preferences.
  • Memorable experiences: Create lasting memories with loved ones while discovering the scenic beauty and attractions of Rockland.

Popular types of accommodation in Rockland

Discover the perfect getaway with Rockland vacation rentals. From cozy private homes to modern apartments and stylish condos, there’s an array of accommodations to suit every traveler. Whether you're looking for a short escape or a monthly rental, Rockland has options that cater to your needs. Explore our selection of vacation homes and hotels to find the ideal base for your adventures in this charming coastal town.

  • Houses: The top choice for visitors to Rockland, offering spacious and comfortable settings ideal for families or groups.
  • Apartments: A popular option for those seeking convenience and a home-like atmosphere during their stay.
  • Condos: Well-liked for their modern amenities and often located in scenic areas, perfect for a stylish getaway.
  • Cottages: These quaint and charming rentals provide a cozy retreat, perfect for couples or solo travelers.
  • House Boats: A unique stay on the water, offering a memorable experience for adventurous travelers.**

Top attractions near Rockland

Rockland, Massachusetts, offers a fantastic vacation for families seeking outdoor adventure and entertainment. With beautiful beaches, nature reserves, and urban parks, there's something for everyone to enjoy. Whether you're looking to relax by the shore or explore the natural surroundings, Rockland is perfect for making lasting memories with loved ones while experiencing the great outdoors.

  • Nantasket Beach: A beautiful sandy beach located 10 miles from Rockland, Nantasket Beach offers stunning ocean views, vibrant beach vibes, and a perfect spot for sunbathing, swimming, and beachcombing.
  • Wompatuck State Park: Just 6 miles away, this expansive state park features picturesque scenery, numerous hiking trails, and opportunities for outdoor adventures like biking and camping amidst nature.
  • Union Point Dog Park: Located 3 miles from Rockland, this dog park provides a spacious area for dogs to run freely, socialize, and enjoy playtime in a friendly environment.

Things to do recommended for couples

For a romantic getaway, visit Marshfield Country Club, just 11 miles from Rockland. Indulge in luxury vibes while enjoying a round of golf or a cozy meal together. It's the perfect spot for couples looking to unwind and connect in a beautiful setting.

Things to do recommended for families

Your family will love visiting the picturesque Rockland Memorial Park, where you can enjoy a picnic, playground, and walking trails. Don't miss the fun at the nearby South Shore Natural Science Center, which offers interactive exhibits and nature trails perfect for kids.

Things to do recommended for groups

Groups visiting Rockland can enjoy a fun day at the nearby South Shore Natural Science Center, participate in team-building activities at local parks, or explore the charming shops and eateries in the town center for a taste of local culture and cuisine.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

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

When planning your trip—whether it's with a group, family, pets, or for an extended stay—be sure to prioritize your needs with the right filters. Here are some helpful booking tips for using Vrbo.

  • Traveling to Rockland with a group: Think about how many bedrooms you'll require, as well as features like a full kitchen or outdoor area for group gatherings. Luckily, you can easily filter for these options and much more on Vrbo.
  • Traveling to Rockland with young kids: Traveling with young kids can be tough. It's important to prioritize their comfort and safety, along with ensuring access to age-appropriate amenities like 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 families, a vacation isn’t truly fulfilling without their furry companion by their side. If that resonates with you, explore Vrbo listings that welcome pets. Many of these pet-friendly properties come equipped with feeding bowls and cozy beds, ensuring that everyone feels 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 criteria as well.

Where to stay in Rockland

Rockland, Massachusetts, is a delightful destination for family-friendly adventures and outdoor fun. Explore charming neighborhoods that offer a warm atmosphere, perfect for excursions and relaxation. Nearby, you'll find vibrant downtown areas and historical sites, ideal for those seeking a blend of romance and friendly encounters. Whether you're enjoying the local parks or venturing to nearby towns, Rockland promises a wonderful vacation experience filled with new surroundings and memorable moments.

  • Boston: As a bustling metropolis, Boston is a vibrant hub of history and culture. Located a short drive from Rockland, this iconic city offers travelers a rich blend of educational experiences, live music, and shopping opportunities. Visit historic landmarks like Fenway Park, home of the Red Sox, or attend a conference at the Hynes Convention Center. Boston is also renowned for its diverse dining options, making it perfect for families and culture enthusiasts alike. With numerous museums and cultural institutions, there’s something for everyone in this dynamic urban landscape.
  • Abington: Just 2 miles from Rockland, Abington is a quaint city that beckons outdoor lovers and families. Known for its scenic parks and recreational activities, visitors can enjoy a day at nearby beaches or explore the natural beauty of a national state park. Abington also caters to those seeking a more urban experience with local shopping centers and golf courses. The city's friendly atmosphere makes it an ideal spot for family outings and outdoor adventures, providing a refreshing escape from the hustle and bustle.
  • South Weymouth: Located 3 miles away from Rockland, South Weymouth is a charming city that offers a blend of business, outdoor, and family experiences. With its shopping mall centers, music concerts, and educational venues, South Weymouth is perfect for those looking to combine leisure with local culture. Families can enjoy the nearby beaches and sports facilities, making it a great destination for fun and relaxation. The city's vibrant community and accessible attractions ensure a delightful visit for all.

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 July. Peak season runs in March and June to July, while off-peak times, like November to January tend to have fewer bookings and better deals.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January30.2°F (-1.0°C)Light RainMostly SunnySlightly LowSlightly Low
February31.5°F (-0.3°C)Light RainMostly SunnyAverageSlightly Low
March37.6°F (3.1°C)Light RainMostly SunnySlightly HighSlightly Low
April47.7°F (8.7°C)Light RainMostly SunnyAverageAverage
May57.6°F (14.2°C)Light RainMostly SunnyAverageAverage
June65.3°F (18.5°C)Light RainMostly SunnySlightly HighSlightly High
July72.7°F (22.6°C)Light RainMostly SunnySlightly HighSlightly High
August71.6°F (22.0°C)Light RainMostly SunnyAverageSlightly High
September65.1°F (18.4°C)Light RainMostly SunnyAverageAverage
October55.4°F (13.0°C)Light RainMostly SunnyAverageAverage
November44.6°F (7.0°C)Light RainMostly SunnySlightly LowAverage
December36.5°F (2.5°C)Light RainMostly SunnySlightly LowAverage

Booking with Vrbo is a breeze

Are you interested in saving money on your next getaway? Being flexible with your travel dates can lead to better deals, as prices often fluctuate. Additionally, booking a longer stay can result in substantial savings. To discover a Vrbo property that suits your budget, take advantage of our filters to refine your search by price, location, and type of vacation rental.

Vrbo Trips: Effortless planning

Vrbo's Trip Board offers a user-friendly platform where you can easily create new trips, continue from where you last stopped, or manage your travel plans. Here, you can view the properties you've saved or booked, organized into categories of Potential, Upcoming, or Current Trips. To begin using Trip Boards, simply visit: https://www.vrbo.com/trips.

**Based on Vrbo properties bookings.

The friendly area of Rockland awaits your stay

Experience the unique character of Rockland with a stay in a vacation home rental. Travelers to this welcoming city praise the shopping, restaurants and ice skating. New England Aquarium and Copley Square are just a couple of the must-sees in the area. Whether you're planning a family holiday, romantic stay or friends trip, vacation rentals offer features like full kitchens and laundry facilities for a more convenient stay.

Activities and attractions in Rockland

Are you hoping to discover things to do in the area? 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 explore, all within 30 miles (48.2 km) of the city center:

  • New England Aquarium (17.2 mi / 27.7 km)
  • Rockland Ice Rink (1.6 mi / 2.5 km)
  • Ridders Farm Golf Club (4.6 mi / 7.5 km)
  • Starland Sportsplex & Fun Park (4.7 mi / 7.6 km)
  • Blue Hills Reservation (10.2 mi / 16.4 km)
  • Granite Links Golf Club (10.3 mi / 16.6 km)

Exploring the natural landscape of Rockland

Whether you're looking for exciting outdoor activities or just want to spend some time taking in the scenery, Rockland is a great place to spend some time outside. Here are some of the area’s most stunning natural features, all within 30 miles (48.2 km) of the city center:

  • Copley Square (17.2 mi / 27.7 km)
  • Boston Common (17.3 mi / 27.8 km)
  • Boston Harbor (17.4 mi / 28.1 km)
  • Wessagusset Beach (8.4 mi / 13.5 km)
  • Adams National Historic Park (9.9 mi / 16 km)
  • Nantasket Beach (10 mi / 16.1 km)

Transportation to and around Rockland

The nearest airport is in Norwood, MA (OWD-Norwood Memorial), located 13.9 mi (22.4 km) from the city center. If you can't find a flight that works for your travel itinerary, you can also fly into Boston, MA (BNH-Boston Harbor Seaplane Base), which is 16.9 mi (27.2 km) away.

Frequently asked questions

What is the best area to stay in Rockland, Massachusetts, United States of America when booking a vacation rental?
When considering a vacation rental in Rockland, Massachusetts, the area around the town center is an excellent choice. This neighborhood offers a charming blend of local shops and eateries, making it convenient for visitors to explore the local culture. A popular attraction nearby is the Rockland Historical Society, which provides fascinating insights into the town's rich history. Additionally, the scenic views at the nearby Hingham Bay offer a great spot for relaxation and outdoor activities.

Another appealing area to consider is the vicinity of the South Shore Country Club. This neighborhood not only boasts beautiful landscapes and well-maintained greens but also provides access to various recreational activities. The club is a popular spot for those looking to enjoy a round of golf or simply take in the serene surroundings.
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.
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 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.
When is the best time to visit Rockland for a vacation rental?
The peak season for visiting Rockland, Massachusetts, spans from May to July, offering travelers a vibrant setting filled with outdoor activities, cultural events, and stunning coastal scenery. July, in particular, is the most popular month, drawing families and adventure seekers eager to explore the area's beautiful beaches, indulge in fresh seafood, and partake in local festivals.

During this time, the weather is typically warm, with temperatures ranging from the mid-60s to mid-80s Fahrenheit, making it ideal for outdoor activities such as kayaking, sailing, and hiking in nearby parks. The lively summer vibe enhances the experience, with many local attractions, including art galleries and historical sites, open and bustling with visitors.

For those looking for a more budget-friendly option, consider visiting in December. While this month is outside the peak tourist season, it offers a unique charm with holiday festivities and a quieter atmosphere great for exploring Rockland's historic downtown and enjoying cozy dining experiences by the waterfront.
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, Massachusetts, United States of America?
In Rockland, Massachusetts, visitors can explore a variety of attractions that showcase the town's charm and local culture. The Rockland Cultural Council often hosts events and programs at the Rockland Town Hall, which is a focal point for community gatherings. Nearby, the Rockland Historical Society offers insights into the town's history and heritage, making it a great stop for those interested in local lore.

For outdoor enthusiasts, the nearby Rockland Golf Course provides a scenic spot for golfing, while the South Shore Country Club offers recreational opportunities and social events. Additionally, the area is close to several parks, including the expansive Hingham Town Common, superb for picnics and leisurely strolls.

For shopping and dining, visitors can head to the downtown area, where there are various local shops and eateries that reflect the town's character.
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 cabin or a beach condo, 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 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.
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 like last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to help resolve problems quickly and effectively.

Vrbo also offers support via live chat through our Help Center, 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 organizing 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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