Discover a selection of 98 vacation rentals in Rockland, MA that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Vrbo vacation homes have the best amenities for hanging out with the people that matter most, including swimming pools and kitchens. Prices start at $131 per night, and houses and condos are popular options for a stay in Rockland. Either way, you'll find a rental for everyone's needs.
Destination guide

The friendly city of Rockland awaits you

Experience the unique character of Rockland with a stay in a vacation home rental. Well known for its shopping, restaurants and ice skating, this welcoming city won't disappoint. Boston Convention and Exhibition Center and Boston Museum of Fine Arts are just a couple of the must-sees in the area. Many rental homes come with outdoor spaces, separate dining areas and full kitchens, perfect if you want to enjoy some home-cooked meals.


Activities and attractions in and around Rockland

Are you searching for things to do while you're in the area? Although it can be tempting to stay in your comfortable vacation rental, you'll want to experience everything that makes Rockland a fun place to get away. Here are some of the most popular attractions to see, all within 30 miles (48.2 km) of the city center:

  • New England Aquarium (17.4 mi / 28 km)
  • Rockland Golf Course (0.8 mi / 1.2 km)
  • Rockland Ice Rink (1.4 mi / 2.2 km)
  • Rocky Marciano Stadium (7.9 mi / 12.7 km)
  • Campanelli Stadium (7.9 mi / 12.8 km)
  • F1 Boston (9.1 mi / 14.6 km)
Natural features

Exploring the natural features in Rockland

Whether you're an outdoor enthusiast or just want to take in the scenery, Rockland is a great place to get outside. Here are some of the area’s most enchanting sights, all within 30 miles (48.2 km) of the city center:

  • Boston Common (17.5 mi / 28.2 km)
  • Boston Public Garden (17.5 mi / 28.2 km)
  • North River Wildlife Sanctuary (8.7 mi / 14 km)
  • Adams National Historic Park (10.1 mi / 16.3 km)
  • Cranberry Watershed Preserve (10.5 mi / 16.9 km)
  • Peggoty Beach (10.6 mi / 17 km)
How to get there

Transportation options to and around Rockland

The nearest airport is in Norwood, MA (OWD-Norwood Memorial), located 14.3 mi (23 km) from the city center. If you can't find a flight that's convenient for your trip, you could also fly into Boston, MA (BOS-Logan Intl.), which is 17.2 mi (27.7 km) away.

How many vacation rentals are available around Rockland, MA?

Our 2020 property listings offer a large selection of 98 vacation rentals around Rockland. From 75 house rentals to 13 condo and apartment rentals, find a unique house rental for you to enjoy a memorable holiday or a weekend with your family and friends.

Can I rent a beach-view property in Rockland?

Oh I do like to be beside the seaside... said everyone ever. Find the right shared setting for your squad and you'll be well on your way to a bit of beachy bliss! Fortunately, there are 30 beachside vacation properties to whisk yourself away to. Want to try something else? See if any of our other properties stand out. Our options here include:

  • 29 oceanfront vacation rentals.
  • 28 beachfront vacation rentals.
  • 27 ocean-view vacation rentals.

Can I rent a house in Rockland?

Our house vacation rentals are real properties for real travelers. Offering tons of room to move, they're perfect if you want to live like a local. There are 66 houses listed on Vrbo. Prices begin at $83 a night. If that doesn't fit with your family's taste, we've got a number of different rental options to pick from, such as:

  • Hotel: 17 vacation homes. Prices start from $58 per night.
  • Apartment: 10 vacation homes. Prices start from $49 per night.
  • Condo: 3 vacation homes. Prices start from $80 per night.

Can I stay in Rockland in a large group?

The recipe for the perfect vacation is catching up with close friends and family in an exciting new place. If you'll be traveling with a large group, Vrbo can help. Presently, house vacation homes are the hottest thing for large groups of visitors here, and we have 10 available on our database. The vacation properties that are perfect for large numbers in the area include:

  • Are you on the hunt for vacation homes that can fit 6 people? We have 12 that will be suitable. The prices start from $208 per night.
  • If you have 12 in your family, you'll be thrilled to find out that there are 12 vacation homes that are ideal. You can get one for as little as $260 per night.
  • Looking for places for rent suitable for 5 guests? You'll be glad to hear we have 10 that'll be perfect. You can bag one from just $83 per night.

So don't fret! When you travel with us you can bring along your aunt, your brother and all your mates to Rockland.

Where are the cheapest rentals in Rockland?

Say au revoir to boring cookie-cutter hotel chains! Bask in the charm of staying like a local in a budget-friendly rental instead. Check out all the fabulous options available to book on Vrbo. Jamaica Plain is perfect for bargain hunters. And with 157 Vrbo rentals at an average price of $283 a night, it isn't hard to see why. Another 167 Vrbo rentals are on offer in or around Charlestown. With an average price of $296 per night, you're sure to get a deal worth boasting to your friends about.

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