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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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Rockport things to do

 

Halibut Point State Park

I went here for the 1st time yesterday and while I expected it to be good, it turned out to be great! Its very rocky, but its still pretty easy to walk...read more

 

Good Harbor Beach

Best waves crashing on the shore I have seen so far in Massachussets. Very calming & peaceful. Not a lot to do but that's what I was looking for. With the...read more

 

Big Mike's Bikes

This shop is great enough that I make an annual pilgrimage to Gloucester to drop off my bike and hang out around town (I live 45 minutes away). Prices range...read more

 

7 Seas Whale Watch

Went on a whale watch on 7-11-14 and we couldn't have had better weather. This was a first time experience for me and I have to say it was more than...read more

 

Wingaersheek Beach

+peculiarly soft sand +lots of space +snack shop is remarkably good, and economical +no greenheads (regional hazard) -very far from Boston, especially with...read more

 

Capt. Bill & Sons Whale Watch

We had a great time even though it got a little rainy towards the end on the way back (not that they should be held responsible for the weather). It's a...read more

 

Ravenswood Park

This is a gorgeous spot for hiking, with Numerous trails, vernal pools, tall trees, and an ocean overlook. We stopped at the discovery center. They have...read more

 

Cape Ann Whale Watch

I went on the 830 boat last Saturday. It was pretty crowded but not jammed. There were still seats and room to move around. I liked how they offered real...read more

 

Rockport Music/Shalin Liu Performance Center

What a gem !!!! The most elegant venue you could imagine in a tiny sea fairing town. The acoustics are amazing. The reception hall had a gorgeous view....read more

 

Hammond Castle Museum

It was my first time in a castle museum and I must say I was quite impressed with what I saw. First it is REALLY nice to walk by yourself ΒΈ, I mean not...read more

 

Rockport Art Association

Rehearsal dinner, superplus! Open floor plan, canvases for all tastes and Big Fish-architecture that places you inside a wooden beam big top. Two major...read more

 

Singing Beach

The closest thing to a California beach in Massachusetts. I live in Toronto, Canada, where it's not exactly possible to take a walk on the ocean. I was in...read more

 

Schooner Thomas E Lannon

Came on a groupon and made friends, and found zen. BEAUTIFUL slow cruise of the harbor, relaxing and full of maritime stories. Family owned business -...read more

 

Beauport, Sleeper-McCann House

This place was really neat and I basically ended up there randomly when I was poking around in the area. I managed to show up just as a tour was starting,...read more

 

North Shore Kayak Outdoor Center

A friend and I went kayaking yesterday on a tour out to Thatcher Island. The only thing about it that was not fantastic, is that it ended! The tour guides...read more

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Artist's Studio turned Guest House Sleeps 3
Rockport Studio Rental Picture
  • bedrooms 0
  • rental type Studio
  • sleeps 3
  • baths 1
  • rates (USD) $121 - $135 /nt
 
 
 
 
 

3 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) $150 /nt
    $750 /wk
    $2,000 /mth
 
 
 
 
 

3 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 - $1,225 /wk
 
 
 
 
 

43 reviews write a review

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 - $1,225 /wk
 
 
 
 
 

44 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

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

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

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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

Long Beach Private & Good Harbor Beach, Beautiful Luxury Home, Ext'd Famil
Rockport House Rental Picture
  • bedrooms 5
  • rental type House
  • sleeps 14
  • baths 3
  • rates (USD) $750 - $964 /nt
    $3,000 - $6,750 /wk
 
 
 
 
 

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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

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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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

Lanes Cove Carriage House
Rockport House Rental Picture
  • bedrooms 2
  • rental type House
  • sleeps 6
  • baths
  • rates (USD) $327 - $1,900 /wk
    $1,400 /mth
 
 
 
 
 

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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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Coolest House in Rockport: Newly renovated home overlooking Pigeon Cove
Rockport Townhome Rental Picture
  • bedrooms 3
  • rental type Townhome
  • sleeps 6
  • baths 2
  • rates (USD)
 
 
 
 
 

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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
 
 
 
 
 

7 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

Coolest House in Rockport: Newly renovated home overlooking Pigeon Cove/Ocean
Rockport House Rental Picture
  • bedrooms 3
  • rental type House
  • sleeps 5
  • baths 2
  • rates (USD) $325 - $395 /nt
    $2,275 /wk
 
 
 
 
 

1 reviews write a review

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) $190 /nt
    $1,200 /wk
 
 
 
 
 

1 reviews write a review

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

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
 
 
 
 
 

5 reviews write a review

*~*FABULOUS FALL FOLIAGE*~*Unique Antique Stone Home*
Rockport House Rental Picture
  • bedrooms 4
  • rental type House
  • owner badgeowner badge
  • sleeps 8
  • baths
  • rates (USD) $343 - $385 /nt
    $2,400 /wk
 
 
 
 
 

6 reviews write a review

Beautiful, Spacious House on the Headlands in seacoast village
Rockport House Rental Picture
  • bedrooms 2
  • rental type House
  • owner badgeowner badge
  • sleeps 6
  • baths 2
  • rates (USD) $2,300 /wk
    $8,260 /mth
 
 
 
 
 

4 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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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

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