Updating...

Enter dates for more accurate prices

Rockport Flats

Filter

Rockport Flats

About Rockport

60 apartments

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

$348

1 / 17

Granite Pier: Blends traditional craftsmanship with modern amenities.

Rockport house

3 bedrooms / 2 bathrooms / Sleeps 8

$550

1 / 23

Periwinkle Cottage - Unit 1

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 th

$125

1 / 23

Beachcomber Suite

Rockport house

1 bedroom / 1 bathroom / Sleeps 2

Responds fast! avg. 2 hours 48 minutes

$175

1 / 12

The Sail Loft of Bearskin Neck

Rockport apartment

2 bedrooms / 1 bathroom / Sleeps 4

Responds fast! avg. 1 hour 56 minutes

$155

1 / 15

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

Rockport apartment

2 bedrooms / 1 bathroom / Sleeps 4

Responds fast! avg. 45 minutes

$181

1 / 18

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

Rockport house

3 bedrooms / 2 bathrooms / Sleeps 7

$540

1 / 35

Cozy Rockport Cottage with Ocean Views

Rockport cottage

2 bedrooms / 1 bathroom / Sleeps 5

$179

1 / 14

Quaint Seaside Village Studio Steps From Beach

Rockport b and b

1 bedroom / 1 bathroom / Sleeps 2

Responds fast! avg. 1 hour 34 minutes

$125

1 / 12

Mon Altre Cove House: Gather the family to this seaside retreat.

Rockport house

6 bedrooms / 3 bathrooms / Sleeps 10

$376

1 / 31

Captain Quarters

Rockport b and b

1 bedroom / 1 bathroom / Sleeps 2

Responds fast! avg. 2 hours 48 minutes

$160

1 / 14

North Seas Cottage: Water views in serene Pigeon Cove

Rockport cottage

2 bedrooms / 1 bathroom / Sleeps 4

$265

1 / 23

Quarry Crest House: Includes swimming rights to Little Parker quarry

Rockport house

4 bedrooms / 2 bathrooms / Sleeps 10

$390

1 / 28

GULLY POINT AT THE SEAWARD EXUDES CLASSIC COASTAL CHARM

Rockport cottage

2 bedrooms / 1 bathroom / Sleeps 4

Responds fast! avg. 45 minutes

$168

1 / 18

Popples Cove House: Private & serene waterfront setting

Rockport house

4 bedrooms / 2 bathrooms / Sleeps 7

$461

1 / 33

Sea Vagabond: Amazing water views & close to Long Beach

Rockport house

3 bedrooms / 2 bathrooms / Sleeps 9

$245

1 / 21

The Little Red House with Prize Ocean View

Rockport house

2 bedrooms / 1 bathroom / Sleeps 4

$40

1 / 11

Views on High: Enjoy ocean & village views from your private roof deck.

Rockport apartment

2 bedrooms / 1 bathroom / Sleeps 5

$219

1 / 19

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

Rockport house

2 bedrooms / 1 bathroom / Sleeps 4

$240

1 / 16

Back Beach

Rockport house

4 bedrooms / 2 bathrooms / Sleeps 8

Responds fast! avg. 3 hours 57 minutes

$429

1 / 15

Point de Chene: Direct waterfront historic home with incredible views

Rockport house

5 bedrooms / 3 bathrooms / Sleeps 12

$719

1 / 36

Sage Hill: Easy access to both Gloucester & Rockport

Rockport house

4 bedrooms / 3 bathrooms / Sleeps 7

$290

1 / 23

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

Rockport cottage

1 bedroom / 1 bathroom / Sleeps 4

$230

1 / 16

Rockport Seaside Retreat: Walk to waterfront, town and beaches.

Rockport house

4 bedrooms / 2 bathrooms / Sleeps 7

$261

1 / 26

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

Rockport house

4 bedrooms / 3 bathrooms / Sleeps 8

$461

1 / 21

Oceans Views And Minutes Walk To Beach

Rockport house

4 bedrooms / 2 bathrooms / Sleeps 8

$284

1 / 26

Sunrise on the Cove: Unobstructed 180 degree views of Pigeon Cove

Rockport house

4 bedrooms / 2 bathrooms / Sleeps 10

$660

1 / 41

18th Century Cottage with attached guest suite

Rockport cottage

2 bedrooms / 2 bathrooms / Sleeps 6

$185

1 / 24

Rockport Beach Escape: Stroll to Old Garden Beach or town.

Rockport house

5 bedrooms / 3 bathrooms / Sleeps 12

$810

1 / 22

Family Friendly Apartment, Short Walk to Beach/Downtown, Parking, WiFi, Grill

Rockport apartment

2 bedrooms / 1 bathroom / Sleeps 7

$153

1 / 21

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

Rockport house

4 bedrooms / 1 bathroom / Sleeps 7

$360

1 / 25

Back Beach Cottages - Charming house & guest house

Rockport house

3 bedrooms / 3 bathrooms / Sleeps 8

$452

1 / 17

Happy Days Cottage: Charming Folly Cove house with waterfront deck

Rockport cottage

4 bedrooms / 1 bathroom / Sleeps 7

$310

1 / 28

$323

1 / 14

Can't wait to return to Four Winds in Rockport, MA

Rockport condo

2 bedrooms / 1 bathroom / Sleeps 4

Responds fast! avg. 2 hours 25 minutes

$249

1 / 15

A Year-Round Vacation Home

Rockport house

3 bedrooms / 2 bathrooms / Sleeps 5

Responds fast! avg. 3 hours 23 minutes

$249

1 / 15

SEASIDE GARDENS AFFORDABLE GUEST ROOM(S) IN VILLAGE BY BEACH, WALK EVERYWHERE!

Rockport b and b

1 bedroom / 1 bathroom / Sleeps 2

Responds fast! avg. 1 hour 34 minutes

$95

1 / 15

Rockport Village House: 3 floors of bright and sunny living space

Rockport house

3 bedrooms / 2 bathrooms / Sleeps 8

$369

1 / 24

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.

Payment Protection
Your payment for this rental is protected when you pay through FlipKey. Learn more