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Rockport Rentals

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Rockport Rentals

About Rockport

64 apartments

$143

The Little Red House with Prize Ocean View

Rockport house

2 bedrooms / 1 bathroom / Sleeps 4

$143

1 / 11

$125

Quaint Seaside Village Studio Steps From Beach

Rockport b and b

1 bedroom / 1 bathroom / Sleeps 2

Responds fast! avg. 1 hour 39 minutes

$125

1 / 12

$160

Captain Quarters

Rockport b and b

1 bedroom / 1 bathroom / Sleeps 2

Responds fast! avg. 2 hours 49 minutes

$160

1 / 14

$175

Beachcomber Suite

Rockport house

1 bedroom / 1 bathroom / Sleeps 2

Responds fast! avg. 2 hours 49 minutes

$175

1 / 12

$245

Sea Vagabond: Amazing water views & close to Long Beach

Rockport house

3 bedrooms / 2 bathrooms / Sleeps 9

$245

1 / 21

$125

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

$180

Cozy Rockport Cottage with Ocean Views

Rockport cottage

2 bedrooms / 1 bathroom / Sleeps 5

$180

1 / 14

$376

Rockport Hideaway: Private pool & a short walk to all Rockport has to offer.

Rockport house

3 bedrooms / 2 bathrooms / Sleeps 6

$376

1 / 21

$153

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

Rockport apartment

2 bedrooms / 1 bathroom / Sleeps 7

$153

1 / 21

$550

Granite Pier: Blends traditional craftsmanship with modern amenities.

Rockport house

3 bedrooms / 2 bathrooms / Sleeps 8

$550

1 / 23

$169

GULLY POINT AT THE SEAWARD EXUDES CLASSIC COASTAL CHARM

Rockport cottage

2 bedrooms / 1 bathroom / Sleeps 4

Responds fast! avg. 41 minutes

$169

1 / 18

$719

Point de Chene: Direct waterfront historic home with incredible views

Rockport house

5 bedrooms / 3 bathrooms / Sleeps 12

$719

1 / 36

$324

$324

1 / 14

$261

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

Rockport house

4 bedrooms / 2 bathrooms / Sleeps 7

$261

1 / 26

$461

Popples Cove House: Private & serene waterfront setting

Rockport house

4 bedrooms / 2 bathrooms / Sleeps 7

$461

1 / 33

$155

The Sail Loft of Bearskin Neck

Rockport apartment

2 bedrooms / 1 bathroom / Sleeps 4

Responds fast! avg. 1 hour 56 minutes

$155

1 / 15

$399

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

$399

1 / 17

$115

Sea Mist Cottage

Rockport cottage

1 bedroom / 1 bathroom / Sleeps 3

Responds fast! avg. 2 hours 26 minutes

$115

1 / 18

$265

North Seas Cottage: Water views in serene Pigeon Cove

Rockport cottage

2 bedrooms / 1 bathroom / Sleeps 4

$265

1 / 23

$390

Quarry Crest House: Includes swimming rights to Little Parker quarry

Rockport house

4 bedrooms / 2 bathrooms / Sleeps 10

$390

1 / 28

$95

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 39 minutes

$95

1 / 15

$186

18th Century Cottage with attached guest suite

Rockport cottage

2 bedrooms / 2 bathrooms / Sleeps 6

$186

1 / 24

$461

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

$219

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

Rockport apartment

2 bedrooms / 1 bathroom / Sleeps 5

$219

1 / 19

$280

Meet Me On South Street: Walk to Rockport's village and beaches.

Rockport condo

2 bedrooms / 2 bathrooms / Sleeps 4

$280

1 / 20

$429

Back Beach

Rockport house

4 bedrooms / 2 bathrooms / Sleeps 8

$429

1 / 15

$165

Responds fast! avg. 2 hours 18 minutes

$165

1 / 12

$250

A Year-Round Vacation Home

Rockport house

3 bedrooms / 2 bathrooms / Sleeps 5

Responds fast! avg. 3 hours 15 minutes

$250

1 / 15

$174

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

Rockport house

3 bedrooms / 3 bathrooms / Sleeps 12

Responds fast! avg. 39 minutes

$174

1 / 39

$310

Happy Days Cottage: Charming Folly Cove house with waterfront deck

Rockport cottage

4 bedrooms / 1 bathroom / Sleeps 7

$310

1 / 28

$376

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

Rockport house

6 bedrooms / 3 bathrooms / Sleeps 10

$376

1 / 31

$190

Cove View: Sweet cottage across from beautiful Folly Cove

Rockport cottage

3 bedrooms / 1 bathroom / Sleeps 5

$190

1 / 29

$230

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

Rockport cottage

1 bedroom / 1 bathroom / Sleeps 4

$230

1 / 16

$772

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

Rockport house

5 bedrooms / 3 bathrooms / Sleeps 12

$772

1 / 22

$169

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

Rockport apartment

2 bedrooms / 1 bathroom / Sleeps 4

Responds fast! avg. 41 minutes

$169

1 / 18

$285

Oceans Views And Minutes Walk To Beach

Rockport house

4 bedrooms / 2 bathrooms / Sleeps 8

$285

1 / 26

$357

OCEAN VIEW- 2nd week of July still avail! Glenellen Cottage 3 BR WEEKLY RENTALS

Rockport house

3 bedrooms / 2 bathrooms / Sleeps 5

$357

1 / 24

$290

Sage Hill: Easy access to both Gloucester & Rockport

Rockport house

4 bedrooms / 3 bathrooms / Sleeps 7

$290

1 / 23
Viewing 38 of 64

About Rockport

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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.

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