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Vacation Rentals & Apartments in Rockport

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66 apartments

GLORIOUS OCEAN VIEWS FROM LOBLOLLY COVE - DECK - SEASIDE PATH TO BEACH AND TOWN

Rockport apartment

2 bedrooms / 1 bathroom / sleeps 3

Responds fast! avg. 3 hours 17 minutes

Price per night from

$280

The Little Red House with Prize Ocean View

Rockport house

2 bedrooms / 1 bathroom / sleeps 4

Price per night from

$195

Back Beach

Rockport house

4 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$492

GULLY POINT AT THE SEAWARD EXUDES CLASSIC COASTAL CHARM

Rockport cottage

2 bedrooms / 1 bathroom / sleeps 2

Responds fast! avg. 3 hours 17 minutes

Price per night from

$280

Quaint Seaside Village Ground floor Studio Steps From Beach WITH PARKING

Rockport b&b

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$184

LOVER'S COVE AT THE SEAWARD WITH OCEAN VIEWS & SEASIDE PATH TO BEACH &TOWN

Rockport apartment

1 bedroom / 1 bathroom / sleeps 2

Responds fast! avg. 3 hours 17 minutes

Price per night from

$303

Price per night from

$161

Beach & King Street Inn / Beach House Rental

Rockport house

6 bedrooms / 5 bathrooms / sleeps 14

Price per night from

$946

Periwinkle Cottage #1 - OPEN ALL YEAR, walk to everything, parking, wifi, quiet

Rockport cottage

1 bedroom / 1 bathroom / sleeps 2

“An Oasis By The Sea” August 30, 2012 Dear Rose & Guy- Thank you very, very much for our wonderful stay at Periwinkle Cottage! From the beautifully decorated rooms, the most comfortable beds, soft luxurious towels and linens, convenient kitchen, TV to the lovely outdoor sitting area and garden... Omg...what a gem! It is a true delight! And the cottage is immaculate and very peaceful and tranquil. We will definitely recommend your "oasis by the sea" to our family and friends! Love, Penny and Urs Westport, Connecticut

Responds fast! avg. 20 minutes

Price per night from

$194

Gap Cove at The Seaward

Rockport apartment

2 bedrooms / 2 bathrooms / sleeps 4

Responds fast! avg. 3 hours 17 minutes

Price per night from

$348

OCEAN VIEW COTTAGE AT THE SEAWARD - EASY SEASIDE PATH TO OLD GARDEN BEACH

Rockport cottage

2 bedrooms / 1 bathroom / sleeps 4

Responds fast! avg. 3 hours 17 minutes

Price per night from

$337

Ocean Front Cottage on Scenic Long Beach

Rockport cottage

4 bedrooms / 2 bathrooms / sleeps 10

Price per night from

$516

Directly on Long Beach Rockport MA

Rockport house

4 bedrooms / 3 bathrooms / sleeps 14

Price per night from

$685

Beach Front Luxe: Italian vibes & coastal glam in Rockport!

Rockport house

5 bedrooms / 2 bathrooms / sleeps 12

Responds fast! avg. 2 hours 14 minutes

Price per night from

$742

Bearskin Neck - Fabulous water views from this private second floor condo!

Rockport condo

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$80

Rockwood lodge

Rockport cottage

3 bedrooms / 1 bathroom / sleeps 6

Price per night from

$451

Price per night from

$243

Great rentals within 20 miles that match your search

Lynn Ann Cottage - Great deck! Safe & Sanitized! Dog friendly!

Hampton cottage

3 bedrooms / 2 bathrooms / sleeps 6

“Just right for a wonderful beach vacation” My husband and I have stayed at this cute little cottage for many years. It is by no means fancy or large, but it is just what is needed for a great little get away every fall. We can bring our family dog with us, and we enjoy drinking our coffee on the gorgeous deck every morning, and taking walks on the beach at sunset. We keep coming back because of the fabulous location and wonderful memories!

Responds fast! avg. 39 minutes

Price per night from

$293

The Graingers' Family Beach House! Totally new renovation!

Hampton cottage

2 bedrooms / 1 bathroom / sleeps 6

“Charming NH beach cottage - just the way it should be!” I have stayed at this cottage for the last 25 years (same owners), and I can't say enough about how wonderful it is. The owners keep the place in tip top shape, and we really do just bring our linens and food for the week. The porch is wonderfully shaded and a great way to spend the afternoon with a good book. There are even beautiful flowers lining the porch in hanging baskets every summer! The neighborhood is great for families, as well as older folks looking for a way to spend their summer days. The sandy beach and waterfront are just a short walk to the end of the street, and easily manageable even with a wagon toting all of the kids and sand toys! I can't say enough about how much I look forward to my vacation at the beach every summer!

Responds fast! avg. 39 minutes

Price per night from

$490

The"Aimee Up" Cute Coastal Cottage in Island Section! Dog Friendly! Sanitized!

Hampton cottage

2 bedrooms / 1 bathroom / sleeps 4

“Cozy New England Cottage Was Perfect!” It was just a short walk to lobster rolls and nightly entertainment, which was great for unwinding at the end of the night after a tough day at the beach! The neighborhood was nice and quiet, with friendly people and a wonderful atmosphere. It was fantastic to be able to see the Wednesday night fireworks from my back deck! The cottage was comfortable and I felt like I was right at home. Lots of amenities, like aC, cable, and wireless internet!

Responds fast! avg. 39 minutes

Price per night from

$228

Test Property- TA Test

Gloucester cottage

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$14

At the Footbridge entrance to Good Harbor Beach

Gloucester house

6 bedrooms / 2 bathrooms / sleeps 10

Price per night from

$652

4 bedrooms Steps from Beach

Hampton townhouse

4 bedrooms / 1 bathroom / sleeps 8

Responds fast! avg. 24 minutes

Price per night from

$371

Luxurious 3 Story Beachfront Home! Newly Furnished & Captivating Views!

Plum Island house

4 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$656

"PBC!" The Perfect Beach Cottage

Hampton house

6 bedrooms / 3 bathrooms / sleeps 14

Price per night from

$358

Coastal, Cute & Cozy|Close to Everything

Gloucester apartment

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$137

Ocean front condo in the heart of Hampton Beach

Hampton condo

1 bedroom / 1 bathroom / sleeps 4

Price per night from

$183

Long Beach and Good Harbor Beach summer rental - Gloucester, MA

Gloucester house

3 bedrooms / 1 bathroom / sleeps 6

Price per night from

$327

Cozy bedroom apartment in a heart of

Beverly apartment

1 bedroom / 1 bathroom / sleeps 4

Price per night from

$191

Downtown Beverly's hidden gem

Beverly house

1 bedroom / 1 bathroom / sleeps 4

Price per night from

$189

Stunning SUNSET STUDIO w/Scenic Harbor View

Gloucester apartment

1 bedroom / 1 bathroom / sleeps 2

Responds fast! avg. 29 minutes

Price per night from

$257

Oceanfront Penthouse w/Friends & Family

Salisbury condo

5 bedrooms / 2 bathrooms / sleeps 10

Price per night from

$458

Exclusive Lifestyle near the Ocean

Marblehead house

5 bedrooms / 4 bathrooms / sleeps 10

Price per night from

$916

Hillside Ocean View 2BR with Private Beach Access

Ipswich house

2 bedrooms / 1 bathroom / sleeps 6

Price per night from

$458

Crow Haven Corner Presents Lorelei's Witch House

Salem house

2 bedrooms / 1 bathroom / sleeps 4

Price per night from

$659

Waterfront Woodsy 3BR Cottage

Gloucester house

3 bedrooms / 1 bathroom / sleeps 6

Price per night from

$401

Romantic SUMMERWIND COTTAGE- Scenic Harbor View

Gloucester cottage

2 bedrooms / 1 bathroom / sleeps 4

“Romantic Summerwind Cottage lives up to its name” We thoroughly enjoyed our stay in "Summerwind". It is a truly beautiful house. Linda and Hank, you did a wonderful job in remodeling and decorating the place. The color scheme and artwork reflect the lovely area and the lifestyle of Gloucester and we truly enjoyed the ambiance here. We felt very comfortable and welcomed in the house which was spotlessly clean and furnished with everything one could possibly need for their stay. We loved the area of East Gloucester. Good Harbor beach was a very enjoyable walk from the house. Rocky Neck and the Eastern Point Lighthouse were also very near and Rockport is only a short drive away. Our favorite restaurants were "My place by the Sea" in Rockport, "7th Wave " also in Rockport and "The Rudder" in Rocky Neck. We also enjoyed the beer at the Cape ann Brewing Company in Gloucester. And best of all was a barbecue on our veranda overlooking the Gloucester harbor. This was also where we enjoyed breakfast each morning watching the activity below. Linda, your exceptional taste and attention to detail made us choose Summerwind Cottage and we were not disappointed - it surpassed our expectations. A big thank you from Mira, Dominic and family (Ireland).

Responds fast! avg. 29 minutes

Price per night from

$321

Salem 3rd floor 3BR Near Historical District

Salem apartment

3 bedrooms / 1 bathroom / sleeps 6

Price per night from

$172

Viewing 38 of 66
rentals in Rockport

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About Rockport

Head to Rockport this year to discover a quirky beach-town located in Massachusetts. Surrounded by naturally beautiful scenery and plenty of activity to keep you entertained, you'll never want to leave this charming resort. Book your Rockport rental with FlipKey today for a great vacation.

About Rockport

Located an hour from Boston, Rockport is characterized by several beaches which include Long Beach, Cape Hedge Beach, Pebble Beach, and Front and Back Beach. Heading into the downtown area, you'll find a variety of art galleries, shops and restaurants.

Bearskin Neck is a popular resort in Rockport, with some houses here over 300 years old. The area is completely unspoiled and hasn't been altered in any way by major re-developments. You'll find a culture centered around art with a real eccentric vibe. You may even find local fisherman hoping for their daily catch as well as artists painting their surroundings.

The red fishing shack within downtown Rockport is considered to be the “most painted building” in the world. This would be a great way to relax if you consider yourself crafty and wish to try your hand at painting.

What to do

Some of the most popular outdoor activities within Rockport include kayaking, diving or hiking. For a more chilled-out option, you may decide to take a cruise and watch the sun go down, or go out on a boat for a whale watching experience. The range of beaches mean you can take a slow-paced walk and enjoy the scenery.

Main Street is Rockport's shopping district and has a wide range of unique shops which sell the likes of clothing, gifts, crafts and household items.

Rockport is home to over 30 art galleries as well as the Rockport Art Association. Here you can learn about the history of the area as well as pieces from the modern day and the past. There are also festivals held throughout the months of May-December each year.

If you’re a movie fan, you may wish to take a trip to Bearskin Neck where some scenes of Sandra Bullock and Ryan Reynolds’ 'The Proposal' were filmed.

Top travel tips

You can catch public transport easily within Rockport to get to local attractions. Buses are provided by Cape Ann Transportation Authority which is a mere $1 per person each way. There are also 13 daily commuter trains which depart from Rockport to Boston from the Newbury/Rockport line.

Despite this, the main tourist attracts are all within walking distance of each other and are located over a small area, however you may even decide to hire a car to reach the more rural and coastal areas. Public transport is more accessible in the downtown area which is something to keep in mind if you plan on exploring further.

If you're looking for more than your everyday beach resort, Rockport will certainly impress. With its spectacular coastal views and arty culture, you'll certainly wish to re-visit again and again. Book your property rental with FlipKey today to discover our wide range of options via our website.

Top Destination reviews

Ocean Front Cottage on Scenic Long Beach
Don't want to share this beautiful place.

Last house on the boardwalk before pebble beach. ....get to chat with all the walkers! Besides an awesome location, the house itself is very well appointed....hairdryer, plenty of lobster pots and pans, washer & dryer, easy to clean tiled floors downstairs and beautiful wood upstairs, mesmerizing views from all directions, sun deck, shade deck. No need for the big TV because you'll probably be spending your time watching the ever-changing tidal river. Beautiful!see more
Periwinkle Cottage #1 - OPEN ALL YEAR, walk to everything, parking, wifi, quiet
It was very peaceful and welcoming.

Forgot your toothbrush? Don't worry, there's one there. Forgot your shaving cream? Again, not to worry. Rosemarie provided all that was needed and more. We prefer to cook our own breakfast and found that all the necessary gadgets were available. The cottage is located off the main road in a very quiet and safe neighborhood. The decor is tasteful, and the bed was very comfortable. We would not recommend this cottage to those with young children, as the steps to upstairs are narrow and winding - close to what we would call a "Jersey Winder." The cottage was perfect for the two of us and although it is advertised as sleeping up to four, it would most likely feel somewhat crowded. This, however, would not stop us from renting again and bringing along another couple! This was a lovely and relaxing place to stay.see more

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