Plan your trip

A calm sea with multiple sailboats anchored, a distant ship, and a hazy shoreline.

Rockland Vacation Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels

    Sign in

  • Be picky

    Search almost a million properties worldwide

  • Check prices for these dates

    Check prices for these dates, December 14–15, 2026

    View in a map

    Our top choices for Rockland vacation rentals

    1. Private Suite w/ Bath & Free Parking

    A modern bedroom with a wooden wall, a bed with grey bedding, a bedside table, a TV mounted on the wall, and a ceiling light.

    2. Cozy three-bedroom home close to Boston w/ plenty of parking

    A neatly arranged bedroom with a bed, bedside tables, a dresser, and a window providing natural light.

    3. FREE Parking & Bright 3BR Boston Townhouse Near Transit • Pet-Friendly - 383

    A wooden front door with a glass panel and the number 383.

    4. Newly Built Greater Boston Townhouse Near I-93 • Parking • Pet-Friendly - 39

    A kitchen with white cabinets, a tiled backsplash, and a knife block on the counter.

    5. Charming 3-Beds In 2-bedrooms Apartment Near Quincy Adams

    A modern kitchen with stainless steel appliances, a built-in oven, and a microwave.

    6. Spacious Greater Boston 3BR Townhouse Near I-93 • Parking • Pet-Friendly - 41

    A kitchen with white cabinets, a tiled backsplash, and a knife block on the counter.

    7. Global Luxury Suites Downtown Boston

    A modern lobby with a wooden panel wall, a beige sofa, a patterned rug, and a large abstract painting.

    8. Maverick Suites at 40 Temple St

    A row of brick townhouses with fire escapes, a brick sidewalk, and potted plants.

    9. Maverick Suites at 89 Marion

    A wooden hallway with a patterned floor leading to a door.

    10. Maverick Suites at 245 Newbury St

    A row of brick buildings with storefronts, including a bakery and a liquor store.

    11. Spectacular Ocean Sunsets I Pet Friendly

    A spacious living room with a large window overlooking a body of water, a dining area with a view, and a cozy seating arrangement.

    12. Renovated Beach House Close to Everything, Minutes to Boston

    A view of a beach with cars parked on the side of the road, a pedestrian crossing, and a wooden fence.

    13. Modern Boston Stay, Full-Sized Kitchen, Electric Sauna, Added Driveway Parking

    A modern kitchen with white cabinets, stainless steel appliances, and a wooden floor.

    14. Entire 5BR Large Family House near Perry Beach • Pet-Friendly w/Parking 284

    A spacious living room with a grey sofa, wooden flooring, a flat-screen TV, and a staircase.

    15. Romantic 2BR Quincy Retreat • Pet-Friendly • Wollaston Beach & Red Line 74R

    A kitchen counter with a coffee maker, a bowl, and a vase with flowers.

    16. Cozy 2BR Apartment in Charming Snug Harbor, Duxbury, MA

    A spacious living room with a grey sofa set, a coffee table, and a ceiling fan. Large windows provide a view of the cityscape.

    17. Maverick Suites at 400 Columbus Ave

    A white table with a vase of white orchids, a white chair, and a view of a cityscape through a window with a black frame.

    18. Sleek Studio Apartment in the South End

    A row of brick townhouses with ornate architectural details, large windows, and a central staircase.

    19. Large Group 6BR/3BA Quincy Beach Near Boston, FREE Parking & Pet-Friendly

    A modern kitchen with wooden cabinets, stainless steel appliances, and a dining area set for six with a marble table.

    20. 🎖The Ashmont Suite - Close to Subway + Downtown🎖

    A modern kitchen with white cabinetry, stainless steel appliances, a large island with bar stools, pendant lighting, and a view of the outdoors through a window.

    Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

    View all properties

    Find vacation rentals that suit your style

    Aparthotels

    Apartments

    Cottages

    Condos

    Villas

    Houseboats

    Top Rockland Hotel Reviews

    Comfort Inn Rockland - Boston

    A cozy living room with a fireplace, comfortable seating, and a large bookshelf.

    Holiday Inn Express & Suites Boston South - Randolph by IHG

    A Holiday Inn Express & Suites building with a modern entrance featuring a stone facade and a covered walkway.

    Country Inn & Suites by Radisson, Brockton (Boston), MA

    A Country Inn & Suites with a modern design, featuring a covered entrance and multiple windows.

    Marriott Boston Quincy

    A modern lobby with a sectional sofa, two round tables, and a dining area in the background.

    Hilton Garden Inn Boston Canton

    A covered outdoor seating area with stone walls, green sofas, and a central fire feature.

    Ocean Inn on Nantasket Beach

    A bedroom with a bed, a window with a view of the ocean, a flower pot, a bottle of wine, and a glass on a tray.

    Holiday Inn Express & Suites Norwood-Boston Area by IHG

    A spacious lobby with a blue patterned carpet, seating area with armchairs, a reception desk, and large framed artwork on the walls.

    Comfort Inn & Suites Logan International Airport

    A spacious lobby with a high ceiling, wooden paneling, a large sofa, and a coffee table.

    Holiday Inn Express Boston Logan Airport - Revere by IHG

    A modern lounge area with a central fire feature, seating arrangements, and decorative wall panels.

    Hampton by Hilton at the Boston Seaport District

    A modern hotel with a prominent Hampton Inn sign, featuring a multi-story structure with a central courtyard and a landscaped area.

    Cambria Hotel & Suites Plymouth

    A modern hotel with a prominent entrance, multiple floors, and a clear sky.

    Hampton Inn & Suites Foxborough/Mansfield

    A spacious dining area with multiple tables and chairs, a central wooden table with a fruit bowl, and modern lighting fixtures.

    Harborside Inn Of Boston

    An outdoor cafe with tables and chairs, a building entrance, and a street sign.

    Find out more about Rockland

    Everything you need to know about Rockland vacation rentals

    Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Rockland vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

    There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Rockland vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

    Rockland vacation rentals: An excellent choice for every season

    Whenever you want to travel, a warm welcome awaits you in Rockland. If you’re looking for a little peace, consider booking during the quieter months, such as . For more hustle and bustle, you may prefer to visit in .

    Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Rockland vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in. The selection of Rockland vacation rentals we have selected for you start as low as CA $132 per night. Entering your travel dates in the search wizard you might find even better deals!

    How to find incredible deals on Rockland rentals

    At Expedia, we put the best Rockland vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

    To find some top Rockland rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Rockland vacation.

    If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Rockland. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

    Frequently Asked Questions

    Can I find a vacation rental in Rockland?

    Yes, there are vacation rentals in Rockland close to Rockland Ice Rink, or you can select a secluded option if you're looking for extra privacy while you relax. The shops and restaurants are several reasons why visitors like Rockland. Make sure you have time to check out the hockey games and coffeehouses during your trip.

    What are some of the best vacation rentals in Rockland?

    Boston's Best Vacation Home : Visitors like this Rockland vacation home rental. It is equipped with a fireplace, air-conditioning, and laundry facilities to help you feel comfortable during your stay.

    What can I see and do in Rockland?

    Family-friendly attractions include Rockland Ice Rink, whereas Major Reed Park is a spot to enjoy the outdoors. Copley Square and Faneuil Hall Marketplace are other popular places to visit in the area.

    What are vacation rentals like in Rockland?

    Vacation rentals are private properties you can reserve for a few days or a quick weekend in Rockland. Vacation rentals feature amenities like kitchens and laundry facilities so you'll feel just like you're staying in your own home. If you're concerned about cleanliness, vacation rentals can offer a sense of security away from public hotel elevators and lobbies packed with people while still allowing you a great travel experience. You'll also find more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a popular option for families.