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

Rockland Vacation Rentals

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Check prices for these dates

In two weeks
Oct 2 - Oct 4
In two months
Nov 13 - Nov 15
In three months
Dec 11 - Dec 13
In four months
Jan 8 - Jan 10

Our top choices for Rockland vacation rentals

Lobby

1. Kasa Boston at Fenway

Kasa Boston at Fenway
4.0 star property
Fenway–Kenmore
8.8 out of 10, Excellent, (317 reviews)
"Excellent property upscale amenities full kitchen perfect in every way and my room was only a studio I’ll definitely be back next time to try a larger room just to see what they’re like"
United States
Dirk
$140 nightly
The price is $161
Sep 20 - Sep 21
Total with taxes and fees
Kasa Boston at Fenway
Studio | Iron/ironing board, WiFi (free)

2. The Concord Hotel

The Concord Hotel
2.0 star property
South End
7.6 out of 10, Good, (24 reviews)
"Great room! Cool place to stay. We walked everywhere and stuff was close by. Woud stay here again"
United States
Cotie
$308 nightly
The price is $354
Sep 20 - Sep 21
Total with taxes and fees
The Concord Hotel
Rooftop terrace

3. Marriott Vacation Club® at Custom House, Boston

Marriott Vacation Club® at Custom House, Boston
3.5 star property
Downtown Boston
9.6 out of 10, Exceptional, (666 reviews)
"The hotel was beautiful and so unique. Staff was amazing and it was in a great location."
United States
Brittany
$492 nightly
The price is $566
Sep 20 - Sep 21
Total with taxes and fees
Marriott Vacation Club® at Custom House, Boston
Lobby lounge

4. Global Luxury Suites Downtown Boston

Global Luxury Suites Downtown Boston
4.0 star property
Chinatown
8.0 out of 10, Very good, (745 reviews)
"Friendly sat at Front and the property is very nice it was useful for a quick work trip. Easy to get around well lit and maintained"
United States
Christopher
$416 nightly
The price is $477
Sep 30 - Oct 1
Total with taxes and fees
Global Luxury Suites Downtown Boston
42-inch TV with satellite channels

5. Maverick Suites at 400 Columbus Ave

Maverick Suites at 400 Columbus Ave
2.0 star property
South End
7.6 out of 10, Good, (172 reviews)
"Well located"
United States
Evelyn
$260 nightly
The price is $299
Sep 20 - Sep 21
Total with taxes and fees
Maverick Suites at 400 Columbus Ave
Deluxe Double Room, Shared Bathroom | Iron/ironing board, WiFi (free), bed sheets

6. Premier Suites - Bay Village

Premier Suites - Bay Village
2.0 star property
Bay Village
6.4 out of 10, (345 reviews)
"Location is great"
United States
Eria
$172 nightly
The price is $198
Sep 20 - Sep 21
Total with taxes and fees
Premier Suites - Bay Village
Exterior

7. Maverick Suites at 245 Newbury St

Maverick Suites at 245 Newbury St
2.0 star property
Back Bay
8.2 out of 10, Very good, (203 reviews)
"Right in the heart of the shopping district, easy walking and central to Fenway/downtown Boston"
United States
Jennifer
$236 nightly
The price is $271
Sep 20 - Sep 21
Total with taxes and fees
Maverick Suites at 245 Newbury St
1 Queen Bed with Sofa Bed (6th Floor - Elevator stops on 5th then stairs up) | Desk, iron/ironing board, WiFi (free), bed sheets

8. Temple Place Suites

Temple Place Suites
2.5 star property
Downtown Boston
7.2 out of 10, Good, (473 reviews)
"Clean, good location, all what I need for short stay"
United States
Julia
$176 nightly
The price is $202
Sep 20 - Sep 21
Total with taxes and fees
Temple Place Suites
Front of property

9. Maverick Suites at 40 Temple St

Maverick Suites at 40 Temple St
2.5 star property
Beacon Hill
7.8 out of 10, Good, (146 reviews)
"Worth the stay"
Canada
Akansha
$264 nightly
The price is $304
Sep 29 - Sep 30
Total with taxes and fees
Maverick Suites at 40 Temple St
Front of property

10. Maverick Suites at 28 Fenway

Maverick Suites at 28 Fenway
3.0 star property
Fenway–Kenmore
8.6 out of 10, Excellent, (424 reviews)
"Comfortable room, walkable area, beautiful park across the road, and easy to work with."
United States
Amber
$244 nightly
The price is $280
Sep 20 - Sep 21
Total with taxes and fees
Maverick Suites at 28 Fenway
Premium Apartment | Living area | 24-inch Smart TV with digital channels

11. The Chester Hotel

The Chester Hotel
4.0 star property
South End
8.8 out of 10, Excellent, (38 reviews)
"It was in a great neighbourhood and beautiful decorated"
United Kingdom
Shanida
$310 nightly
The price is $356
Sep 20 - Sep 21
Total with taxes and fees
The Chester Hotel
Interior entrance

12. Maverick Suites at 89 Marion

Maverick Suites at 89 Marion
2.0 star property
Coolidge Corner
8.4 out of 10, Very good, (312 reviews)
"Stayed in the economy suite, very suitable for a couple! Very clean room and I have never had an easier check-in process!!"
United States
Paula
$226 nightly
The price is $253
Sep 27 - Sep 28
Total with taxes and fees
Maverick Suites at 89 Marion
Luxury Suite 3 | Living area | Smart TV, Netflix, Hulu, streaming services

13. The Monty Boston

The Monty Boston
2.5 star property
Downtown Boston
9.6 out of 10, Exceptional, (40 reviews)
"This place is absolutely stunning I would definitely book again. "
United States
Klaudia
$902 nightly
The price is $1,037
Oct 4 - Oct 5
Total with taxes and fees
The Monty Boston
Apartment (3 Bedrooms) | Interior

14. Boston Duplex w/ Foosball Table: 11 Mi to Downtown

Boston Duplex w/ Foosball Table: 11 Mi to Downtown
3.0 star property
Hyde Park
Boston Duplex w/ Foosball Table: 11 Mi to Downtown
Premium Studio Suite | Premium bedding, desk, iron/ironing board, WiFi (free)

15. Charlesgate Suites

Charlesgate Suites
3.5 star property
Fenway–Kenmore
9.2 out of 10, Wonderful, (236 reviews)
"Great location if you go to the BCH"
Mexico
Ana
$353 nightly
The price is $406
Sep 21 - Sep 22
Total with taxes and fees
Charlesgate Suites
Luxury Condo, 1 Bedroom, Balcony, Ocean View | Living area | 65-inch Smart TV with cable channels, TV, Netflix

16. Thomas Sea Suites

Thomas Sea Suites
3.5 star property
Plymouth Downtown Waterfront District
9.0 out of 10, Wonderful, (124 reviews)
"Great location, clean and the room setup is perfect for family."
United States
Heather
$423 nightly
The price is $473
Sep 20 - Sep 21
Total with taxes and fees
Thomas Sea Suites
Suite (Luxury 1BR w/ King Bed & City Views) | Egyptian cotton sheets, premium bedding, down comforters

17. Symple Live

Symple Live
4.5 star property
Fenway–Kenmore
9.0 out of 10, Wonderful, (22 reviews)
"Great location, close to the T line, grocery store nearby. Clean, quiet and very comfortable accommodations, especially the best bed I’ve slept in at a rental location. Had everything we needed, looking forward to coming back!"
United States
Lori
$492 nightly
The price is $566
Oct 18 - Oct 19
Total with taxes and fees
Symple Live
30-inch flat-screen TV with satellite channels, TV

18. Maverick Suites at 402 Columbus Ave

Maverick Suites at 402 Columbus Ave
2.5 star property
South End
8.0 out of 10, Very good, (87 reviews)
"It was very close to stores to go shopping and amazing spot to get last minute reservations for dinner"
United States
Talyciah
$259 nightly
The price is $297
Sep 28 - Sep 29
Total with taxes and fees
Maverick Suites at 402 Columbus Ave
Indoor pool, pool umbrellas, sun loungers

19. Global Luxury Suites East Boston

Global Luxury Suites East Boston
4.0 star property
East Boston
6.8 out of 10, (210 reviews)
"Cozy, comfy and cute✨. Would def rent again❤️"
United States
Erica
$387 nightly
The price is $445
Sep 20 - Sep 21
Total with taxes and fees
Global Luxury Suites East Boston
Apartment | Interior

20. Furnished Apartment Near Longwood

Furnished Apartment Near Longwood
3.0 star property
North Brookline
7.6 out of 10, Good, (7 reviews)
"Easy to check in, students friendly apartment, convenient location, easy to call Uber or Lyft, and within 20 min. drive to the famous universities."
United States
Sujiang
$284 nightly
The price is $317
Sep 20 - Sep 21
Total with taxes and fees
Furnished Apartment Near Longwood
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.
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Top Rockland Hotel Reviews

The Dagny Boston

The Dagny Boston

10/10 Excellent
"Beautiful hotel with friendly staff"
Rebecca 2-night trip
Posted less than an hour ago
The Dagny Boston

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 $161 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.

Explore a world of travel with Expedia

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?

Cozy 3BD 1BA near Beach T-10 Min from Boston: Visitors like this Rockland vacation home rental. It is equipped with a patio, a Smart TV, and WiFi to help you feel comfortable during your stay. It has 3 bedrooms as well as a kitchen with a fridge, a stovetop, and a microwave, so you can cook with friends or family.

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 Boston Harbor 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.