Rockland Vacation Rentals from $167: Search Short-Term Rentals

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Our top choices for Rockland vacation rentals

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.

1. Private Suite w/ Bath & Free Parking

Brockton

Robin

$161 nightly

Oct 20 - Oct 21

Total with taxes and fees

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

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

North Braintree

Chris R.

$392 nightly

Oct 18 - Oct 19

Total with taxes and fees

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

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

Quincy

Sheldon S.

$318 nightly

Oct 18 - Oct 19

Total with taxes and fees

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

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

Quincy

Alicia R.

$393 nightly

Nov 1 - Nov 2

Total with taxes and fees

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

Quincy

Jeff L.

$331 nightly

Oct 19 - Oct 20

Total with taxes and fees

A modern living room with a blue wall, a large window, a sofa, a coffee table, and a TV.

6. The Chester Hotel

South End

Luda

$249 nightly

Nov 1 - Nov 2

Total with taxes and fees

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

7. Spectacular Ocean Sunsets I Pet Friendly

Weymouth

Andrea

$628 nightly

Oct 18 - Oct 19

Total with taxes and fees

A two-story house with a gabled roof, multiple windows, and a front porch.

8. Charming 2-bedroom apartment with WiFi, AC in superb Canton

Canton

Patricia B.

$205 nightly

Oct 21 - Oct 22

Total with taxes and fees

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Top Rockland Hotel Reviews

citizenM Boston North Station

10/10 Excellent

"This hotel was wonderful from start to finish. The check in process was easy, we were able to get in a little early. The staff was incredibly friendly and helpful. The room was wonderful. Very clean, very comfortable bed. Highly recommend staying here!"

Seaport Hotel Boston

8/10 Good

"The location of this hotel was ideal for our visit. We planned a 2-day pre-cruise stay on our own. It's easy to take an Uber, taxi or Silver Line bus to the Flynn cruise port from this hotel. The room was comfortable, nicely appointed and had great western views over a park. It was quiet. The food in the dining room was tasty - some of the best clam chowder we've tasted. If you like martinis, try the chocolate espresso! Yum. My only complaint, and it was a big misstep - we had a fire alarm at almost midnight one night of our stay. It was a cluster. No staff anywhere. Our stairwell emptied into staff/office hallway and the security guard (who worked there) also didn't know what was going on when we asked. We got more help from the firefighters as they were leaving the site. It was apparently a false alarm, but after you make your guests walk down many flights of stairs, you'd think you'd post up staff to advise the very sleepy and confused patrons where to go and make sure we knew what to do. Nobody in the lobby knew what was going on. Some manager advised us we could return to our rooms thru the elevators, but when loads of people tried to use the elevators, they were still out of service. After waiting a while, we walked up 7 flights of stairs, but the stairway we took was not straight up. We got lost in the conference side of the hotel. I think they need to do some more practice drills. It was a disappointing end to an otherwise nice stay."

citizenM Boston Back Bay

10/10 Excellent

"Great location! Hotel was close to shops and restaurants. The interior is super cute with a retro vibe. The room was clean and the bed was decent. Front desk staff was very friendly and helpful. The only negative experience was the waitstaff at the bar. Both nights they showed their annoyance when asking for service because it was near closing time."

Hyatt Regency Boston

10/10 Excellent

"Location was great for walking the city. Parking was quite expensive but attached to hotel. The arrangement of the elevators and location of the lobby and pool/workout room was confusing. Room was clean and nice size. Great decor and modern design. Staff was friendly and extremely helpful on visiting the city. Ate at hotel restaurant—excellent."

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, condos, resorts, cabins, villas, motels. 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 low season months. For more hustle and bustle, you may prefer to visit Rockland in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $167 per night. Rates vary depending on your travel dates, location, and amenities so make a search and 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.

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Things to do in Braintree

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.

Rockland Vacation Rentals

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Check prices for these dates

Our top choices for Rockland vacation rentals

1. Private Suite w/ Bath & Free Parking

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

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

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

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

6. The Chester Hotel

7. Spectacular Ocean Sunsets I Pet Friendly

8. Charming 2-bedroom apartment with WiFi, AC in superb Canton

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

10. Village Colonial / Harbor Views.

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

12. Spacious 6BR Quincy Beach Near Boston • Family Vacation & Pet-Friendly 555

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

14. Hidden Gem Near Boston w/ 2 bedrooms and huge family and activity room space

15. Private 1BR Top-Floor Retreat • Free Parking • Boston, Logan & Beaches

16. Premier Suites - Bay Village

17. 4BR 6BEDS WOLLASTON BEACH. NearBOSTON3

18. The Concord Hotel

19. Maverick Suites at 245 Newbury St

20. Maverick Suites at 400 Columbus Ave

Find vacation rentals that suit your style

Top Rockland Hotel Reviews

citizenM Boston North Station

Find out more about Rockland

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