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Vacation Rentals in Rockport, Massachusetts

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about Rockport

Search vacation deals on homes, villas, cabins, cottages, apartments and condos in destinations all over the world. Click the "rental results" tab to browse Rockport, Massachusetts vacation rentals and inquire about your favorites. If you cant find what youre looking for, consider nearby destinations, or come back for a visit - vacation home rentals in Rockport are added and updated every week!

Compared to hotels, Rockport vacation rentals are much more family-friendly and flexible, offering a lot more space, a lot more savings, and a lot more amenities - like private pools, gourmet kitchens, and pet-friendly accommodations! Tip: Save money by taking advantage of cheap weekly rates.

Rockport, Massachusetts Vacation Rentals and Tourism

Rockport Vacation Rental Deals

Escape from your daily routine with a Rockport discounted vacation rental. In historic Rockport, you can experience miles of lovely beaches, boulder-strewn paths through the woods and glades, and a magical light that has inspired people for 150 years. With great discounted rates and Rockport last minute deals, you can save money and enjoy an affordable and fun vacation. Take your family on an amazing vacation to Rockport and get the best value on a vacation you can get. So why wait? There are lots of great and affordable Rockport vacation rental homes available.

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Check out more areas which feature homes, villas, cabins, cottages, or condos.

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Weekly rate:

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$2,000
$4,000+

Bedrooms: Min 0, Max 5

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* Nightly rates and average rates per bedroom are based on actual rates in this area. Learn More .

Periwinkle Cottage Unit 1 - walk to town, beach, train
Rockport Cottage Rental Picture
  • bedrooms 1
  • rental type Cottage
  • owner badgeowner badge
  • sleeps 2
  • baths 1
  • rates (USD) $130 - $225 /nt
    $910 - $1,150 /wk
 
 
 
 
 

43 reviews write a review

OCEAN/BEACHFRONT with magical town views
Rockport House Rental Picture
  • bedrooms 3
  • rental type House
  • owner badgeowner badge
  • sleeps 6
  • baths 2
  • rates (USD) $457 - $525 /nt
    $2,800 - $3,200 /wk
 
 
 
 
 

15 reviews write a review

Stunning oceanfront home and location with views, land, beach, tennis on estate
Rockport House Rental Picture
  • bedrooms 5
  • rental type House
  • owner badgeowner badge
  • sleeps 10
  • baths 3
  • rates (USD) $117 - $650 /nt
    $2,800 - $3,800 /wk
 
 
 
 
 

6 reviews write a review

The Stone Studio
Rockport Cottage Rental Picture
  • bedrooms 3
  • rental type Cottage
  • sleeps 5
  • baths 1
  • rates (USD) $300 - $400 /nt
    $1,400 - $2,800 /wk
    $2,800 /mth
 
 
 
 
 

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Peaceful and magical, full ocean view cottage at Rocky Shores by the sea.
Rockport Cottage Rental Picture
  • bedrooms 2
  • rental type Cottage
  • sleeps 4
  • baths 1
  • rates (USD) $186 - $190 /nt
    $1,200 - $1,300 /wk
 
 
 
 
 

1 reviews write a review

Periwinkle Cottage Unit 2 walk to town, beach, train
Rockport Cottage Rental Picture
  • bedrooms 1
  • rental type Cottage
  • owner badgeowner badge
  • sleeps 2
  • baths 1
  • rates (USD) $130 - $225 /nt
    $910 - $1,150 /wk
 
 
 
 
 

43 reviews write a review

Serenity at Folly Point . . . Fall Foliage in Gloucester!
Rockport House Rental Picture
  • bedrooms 5
  • rental type House
  • sleeps 10
  • baths 3
  • rates (USD) $410 /nt
 
 
 
 
 

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Renovated antique colonial Walk to Everything!
Rockport House Rental Picture
  • bedrooms 3
  • rental type House
  • owner badgeowner badge
  • sleeps 11
  • baths 2
  • rates (USD) $338 - $1,950 /wk
    $1,450 /mth
 
 
 
 
 

11 reviews write a review

Gorgeous Contemporary! Near Everything!
Rockport House Rental Picture
  • bedrooms 3
  • rental type House
  • owner badgeowner badge
  • sleeps 9
  • baths 1
  • rates (USD) $338 - $1,950 /wk
    $1,450 /mth
 
 
 
 
 

8 reviews write a review

Walk To Beach, Nature Trails, Kayaking, Biking & More
Rockport Condo Rental Picture
  • bedrooms 3
  • rental type Condo
  • sleeps 7
  • baths 1
  • rates (USD) $467 - $1,700 /wk
    $2,000 /mth
 
 
 
 
 

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Pristine New England Beach House
Rockport House Rental Picture
  • bedrooms 3
  • rental type House
  • owner badgeowner badge
  • sleeps 8
  • baths 2
  • rates (USD) $2,500 /wk
 
 
 
 
 

4 reviews write a review

Artist's Studio turned Guest House Sleeps 3
Rockport Studio Rental Picture
  • bedrooms 0
  • rental type Studio
  • sleeps 3
  • baths 1
  • rates (USD) $121 - $164 /nt
    $1,150 /wk
 
 
 
 
 

3 reviews write a review

Cape Ann, Annisquam panoramic ocean views from every room.
Rockport House Rental Picture
  • bedrooms 4
  • rental type House
  • owner badgeowner badge
  • sleeps 11
  • baths 2
  • rates (USD) $2,400 - $3,250 /wk
 
 
 
 
 

9 reviews write a review

Spectacular Views...Charming House with Guest House
Rockport House Rental Picture
  • bedrooms 3
  • rental type House
  • owner badgeowner badge
  • sleeps 8
  • baths 3
  • rates (USD) $2,100 - $3,100 /wk
 
 
 
 
 

5 reviews write a review

Front Beach Vacation Rental - Walk To Beaches, Town, & The Shalin Liu Perform
Rockport House Rental Picture
  • bedrooms 3
  • rental type House
  • sleeps 10
  • baths 4
  • rates (USD) $1,400 - $2,200 /wk
 
 
 
 
 

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Charming 1900's historic, colonial escape just steps from the beach
Rockport House Rental Picture
  • bedrooms 2
  • rental type House
  • owner badgeowner badge
  • sleeps 4
  • baths 1
  • rates (USD) $50 - $200 /nt
    $1,015 - $1,400 /wk
    $1,550 - $5,250 /mth
 
 
 
 
 

6 reviews write a review

A Year-Round Vacation Home Located Between Gloucester/Rockport
Rockport House Rental Picture
  • bedrooms 3
  • rental type House
  • owner badgeowner badge
  • sleeps 5
  • baths
  • rates (USD) $1,000 - $2,000 /wk
 
 
 
 
 

9 reviews write a review

Beach & King / Beach House Rental
Rockport House Rental Picture
  • bedrooms 6
  • rental type House
  • owner badgeowner badge
  • sleeps 14
  • baths 5
  • rates (USD) $4,500 - $5,800 /wk
 
 
 
 
 

15 reviews write a review

Beautiful 4+ BR Ocean View Home in South End
Rockport House Rental Picture
  • bedrooms 4
  • rental type House
  • owner badgeowner badge
  • sleeps 10
  • baths
  • rates (USD) $2,800 - $3,900 /wk
 
 
 
 
 

17 reviews write a review

Beautiful Newly Built Custom Home, Spectacular Ocean Views
Rockport House Rental Picture
  • bedrooms 3
  • rental type House
  • owner badgeowner badge
  • sleeps 8
  • baths 2
  • rates (USD)
 
 
 
 
 

8 reviews write a review

As if you lived in the seaside Village of Rockport year round!
Rockport House Rental Picture
  • bedrooms 3
  • rental type House
  • owner badgeowner badge
  • sleeps 9
  • baths
  • rates (USD)
 
 
 
 
 

6 reviews write a review

Classic Shingle Style Beach House, Stunning Ocean View
Rockport House Rental Picture
  • bedrooms 4
  • rental type House
  • sleeps 8
  • baths 3
  • rates (USD) $4,000 - $5,000 /wk
    $12,000 - $15,000 /mth
 
 
 
 
 

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beach front, ocean view, town, beautiful, modern, convenient
Rockport Apartment Rental Picture
  • bedrooms 1
  • rental type Apartment
  • owner badgeowner badge
  • sleeps 4
  • baths 1
  • rates (USD) $195 /nt
    $1,330 /wk
    $4,480 /mth
 
 
 
 
 

3 reviews write a review