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Vacation Rentals & Apartments in Rockport

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202 apartments

The Rockporter: Enjoy beautiful views of Pigeon Cove Harbor.

Rockport house

4 bedrooms / 2 bathrooms / sleeps 7

Price per night from

$931

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

Rockport apartment

2 bedrooms / 1 bathroom / sleeps 3

Price per night from

$248

The Little Red House with Prize Ocean View

Rockport house

2 bedrooms / 1 bathroom / sleeps 4

Price per night from

$166

Back Beach

Rockport house

4 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 39 minutes

Price per night from

$492

18th Century Cottage with attached guest suite

Rockport cottage

2 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$215

Oceans Views And Minutes Walk To Beach

Rockport house

4 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$331

Cozy Rockport Cottage with Ocean Views

Rockport cottage

2 bedrooms / 1 bathroom / sleeps 5

Price per night from

$208

Poolside Summers: Swim in the private in-ground pool or walk to the beach

Rockport house

4 bedrooms / 3 bathrooms / sleeps 8

Price per night from

$706

The Sail Loft of Bearskin Neck- Old Harbor Retreat

Rockport apartment

2 bedrooms / 1 bathroom / sleeps 4

Price per night from

$226

Granite Cottage: Charming cottage in Rockport with private deck and views

Rockport cottage

1 bedroom / 1 bathroom / sleeps 4

Price per night from

$364

GULLY POINT AT THE SEAWARD EXUDES CLASSIC COASTAL CHARM

Rockport cottage

2 bedrooms / 1 bathroom / sleeps 2

Price per night from

$245

Happy Days Cottage: Charming Folly Cove house with waterfront deck

Rockport cottage

4 bedrooms / 1 bathroom / sleeps 7

Price per night from

$436

Quarry Crest House: Includes swimming rights to Little Parker quarry

Rockport house

4 bedrooms / 2 bathrooms / sleeps 10

Price per night from

$490

Quaint getaway w/ a full kitchen & lush yard - close to the beach & downtown

Rockport house

3 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 0 minutes

Price per night from

$171

Tuller House, a tranquil retreat on Rockport's "the Avenues."

Rockport house

3 bedrooms / 1 bathroom / sleeps 5

Price per night from

$484

Granite Pier: Blends traditional craftsmanship with modern amenities. Views!

Rockport house

3 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$704

The Cable House: High-end oceanfront family home, 1/10 mi to Cape Hedge Beach

Rockport house

3 bedrooms / 2 bathrooms / sleeps 7

Price per night from

$1,020

Back Beach Cottages - Charming house & guest house

Rockport house

3 bedrooms / 3 bathrooms / sleeps 8

Price per night from

$524

4 Bedroom Cottage on the Beach!

Rockport house

4 bedrooms / 1 bathroom / sleeps 7

“a little bit of heaven” My family and I have rented the cottage for 2 weeks for several years. Friends who come for the first time are speechless when they see the view. This is a wonderful place for children and grandchildren. Little ones run free into the surf or fish for crabs at the footbridge using hotdogs for bait. To see the sunrise over the breakwater is breathtaking. To see the full moon reflected on the crashing waves at night is a sight to behold. Downtown Rockport is just a 5 minute ride down the road. Grocery stores nearby, convenient to rt. 128 and several restaurants in Gloucester and Rockport. This is everything you would want and need for a seaside getaway.

Price per night from

$590

Quaint Seaside Village Ground floor Studio Steps From Beach WITH PARKING

Rockport b&b

1 bedroom / 1 bathroom / sleeps 2

Responds fast! avg. 59 minutes

Price per night from

$144

Captain's Cottage: Traditional setting with a private footbridge to the beach

Rockport house

2 bedrooms / 1 bathroom / sleeps 4

Price per night from

$366

Breezy home w/patio -dogs OK, walk to beach, harbor & restaurants

Rockport house

2 bedrooms / 2 bathrooms / sleeps 5

Responds fast! avg. 0 minutes

Price per night from

$169

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

Rockport apartment

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$257

A Year-Round Vacation Home

Rockport house

3 bedrooms / 2 bathrooms / sleeps 5

Responds fast! avg. 1 hour 1 minutes

Price per night from

$289

Responds fast! avg. 59 minutes

Price per night from

$110

Sage Hill: Easy access to both Gloucester & Rockport

Rockport house

4 bedrooms / 3 bathrooms / sleeps 7

Price per night from

$559

OCEAN VIEW- Glenellen Cottage 3 BR WEEKLY RENTALS

Rockport house

3 bedrooms / 2 bathrooms / sleeps 5

Price per night from

$409

'The View' Rockport Harbor Condo on Bearskin Neck

Rockport house

1 bedroom / 1 bathroom / sleeps 2

Responds fast! avg. 6 minutes

Price per night from

$184

The Robert House: 4 bedroom Rockport village house, sleeps 7

Rockport house

4 bedrooms / 1 bathroom / sleeps 7

Price per night from

$478

Beach & King Street Inn / Beach House Rental

Rockport house

6 bedrooms / 5 bathrooms / sleeps 14

Price per night from

$959

Straitsmouth Cove: Outstanding ocean views at Gap Head Cove in Rockport.

Rockport house

5 bedrooms / 2 bathrooms / sleeps 9

Price per night from

$1,059

Ocean Front 2 or 3 BR House- Directly on the Rocks

Rockport house

2 bedrooms / 2 bathrooms / sleeps 4

Price per night from

$413

Admire ocean views from the deck of this gorgeous, family-friendly getaway

Rockport house

3 bedrooms / 3 bathrooms / sleeps 12

Responds fast! avg. 0 minutes

Price per night from

$413

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

Rockport cottage

1 bedroom / 1 bathroom / sleeps 2

“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.

Responds fast! avg. 19 minutes

Price per night from

$162

Gap Cove at The Seaward

Rockport apartment

2 bedrooms / 2 bathrooms / sleeps 4

Price per night from

$300

Cozy oceanfront home with unique architecture

Rockport cottage

2 bedrooms / 1 bathroom / sleeps 3

Responds fast! avg. 0 minutes

Price per night from

$239

Eden Lights: Direct oceanfront home in Rockport's South End. Walk to beach.

Rockport house

7 bedrooms / 3 bathrooms / sleeps 13

Price per night from

$1,667

Sweeping, dog-friendly, waterfront home w/ a sun room, ocean views, & fireplaces

Rockport house

5 bedrooms / 4 bathrooms / sleeps 12

Responds fast! avg. 0 minutes

Price per night from

$213

Viewing 38 of 202
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
4 Bedroom Cottage on the Beach!
Great Getaway!

Cozy and casual, sunny and welcoming, this cottage exceeded my expectations the moment I walked in through the back door and saw, out the front windows, a spectacular ocean view. All that separates you from the beach is a walkway and stairs. Open the windows for a wonderful cross-breeze and fall asleep to the soothing roar of waves. You'll find all the basics you need for cooking, and you can dine in the large kitchen/dining area or on the back deck, which has plenty of seating and a gas grill. The front porch is great for relaxing and people watching, and even has a hammock. All beds (twins and one double) have bedspreads and pillows, but you'll need to bring your own sheets. Really gracious, helpful owners. And there's wi-fi! It's definitely a place I'd return to.see more
Periwinkle Cottage #1 - OPEN ALL YEAR, walk to everything, parking, wifi, quiet
Peaceful cottage getaway

Had a great time here. Love the outdoor set up! Bathroom a tad small but functions great. Dvd player didn't work. The place has a lot of extras and is very cozy. Great romantic spot to stay. … see more

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