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Vacation Rentals & Apartments in Rockport

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Vacation Rentals & Apartments in Rockport

About Rockport

223 apartments

The Rockporter: Enjoy beautiful views of Pigeon Cove Harbor.

Rockport house

4 bedrooms / 2 bathrooms / sleeps 7

Price per night from

$513

1 / 29

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

Rockport apartment

2 bedrooms / 1 bathroom / sleeps 4

Responds fast! avg. 37 minutes

Price per night from

$214

1 / 18

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

Rockport apartment

2 bedrooms / 1 bathroom / sleeps 7

Price per night from

$153

1 / 21

The Little Red House with Prize Ocean View

Rockport house

2 bedrooms / 1 bathroom / sleeps 4

Price per night from

$143

1 / 11

Oceans Views And Minutes Walk To Beach

Rockport house

4 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$286

1 / 26

Beachcomber Suite

Rockport house

1 bedroom / 1 bathroom / sleeps 2

Responds fast! avg. 2 hours 26 minutes

Price per night from

$175

1 / 12

Back Beach

Rockport house

4 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 1 hour 44 minutes

Price per night from

$429

1 / 15

18th Century Cottage with attached guest suite

Rockport cottage

2 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$186

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North Seas Cottage: Water views in serene Pigeon Cove

Rockport cottage

2 bedrooms / 1 bathroom / sleeps 4

Price per night from

$266

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Captain Quarters

Rockport b and b

1 bedroom / 1 bathroom / sleeps 2

Responds fast! avg. 2 hours 26 minutes

Price per night from

$160

1 / 14

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

Rockport cottage

1 bedroom / 1 bathroom / sleeps 4

Price per night from

$253

1 / 14

GULLY POINT AT THE SEAWARD EXUDES CLASSIC COASTAL CHARM

Rockport cottage

2 bedrooms / 1 bathroom / sleeps 4

Responds fast! avg. 37 minutes

Price per night from

$189

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

Rockport house

3 bedrooms / 1 bathroom / sleeps 5

Price per night from

$68

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

Rockport condo

2 bedrooms / 2 bathrooms / sleeps 4

Price per night from

$283

1 / 20

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

$463

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Responds fast! avg. 3 hours 26 minutes

Price per night from

$155

1 / 12

Price per night from

$325

1 / 14

Back Beach Cottages - Charming house & guest house

Rockport house

3 bedrooms / 3 bathrooms / sleeps 8

Price per night from

$455

1 / 17

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

Rockport house

6 bedrooms / 3 bathrooms / sleeps 10

Price per night from

$377

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Cozy Rockport Cottage with Ocean Views

Rockport cottage

2 bedrooms / 1 bathroom / sleeps 5

Price per night from

$180

1 / 14

Happy Days Cottage: Charming Folly Cove house with waterfront deck

Rockport cottage

4 bedrooms / 1 bathroom / sleeps 7

Price per night from

$313

1 / 28

Responds fast! avg. 1 hour 12 minutes

Price per night from

$89

1 / 28

Quarry Crest House: Includes swimming rights to Little Parker quarry

Rockport house

4 bedrooms / 2 bathrooms / sleeps 10

Price per night from

$391

1 / 29

Quaint Seaside Village Ground floor Studio Steps From Beach WITH PARKING

Rockport b and b

1 bedroom / 1 bathroom / sleeps 2

Responds fast! avg. 29 minutes

Price per night from

$125

1 / 12

Marmion Way: Rockport's South End. Walk to the beach & into the village.

Rockport house

3 bedrooms / 1 bathroom / sleeps 6

Price per night from

$349

1 / 11

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

Price per night from

$525

1 / 17

Granite Pier: Blends traditional craftsmanship with modern amenities.

Rockport house

3 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$553

1 / 23

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

Rockport house

2 bedrooms / 2 bathrooms / sleeps 4

Responds fast! avg. 1 hour 12 minutes

Price per night from

$64

1 / 28

Sage Hill: Easy access to both Gloucester & Rockport

Rockport house

4 bedrooms / 3 bathrooms / sleeps 7

Price per night from

$291

1 / 39

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

$541

1 / 35

Coolest House in Rockport: Overlooking Pigeon Cove and the Ocean

Rockport condo

3 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$350

1 / 21

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

Rockport house

2 bedrooms / 1 bathroom / sleeps 4

Price per night from

$234

1 / 16

A Year-Round Vacation Home

Rockport house

3 bedrooms / 2 bathrooms / sleeps 5

Responds fast! avg. 3 hours 31 minutes

Price per night from

$250

1 / 15

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

Rockport house

5 bedrooms / 2 bathrooms / sleeps 9

Price per night from

$613

1 / 40

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. 37 minutes

Price per night from

$224

1 / 19

OCEAN VIEW- Glenellen Cottage 3 BR WEEKLY RENTALS

Rockport house

3 bedrooms / 2 bathrooms / sleeps 5

Price per night from

$357

1 / 24

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

Rockport house

3 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$377

1 / 21

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

Rockport house

2 bedrooms / 2 bathrooms / sleeps 4

Price per night from

$357

1 / 23
Viewing 38 of 223

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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