Rockport, Massachusetts

Vacation Rentals in Rockport, Massachusetts

Discover 158 vacation rental properties in Rockport. From 1 to 9 bedrooms. Average $382/night. 100% have pools.

158 verified listings Book securely on VRBO Prices updated March 2026

158 properties available

Quaint getaway with full kitchen and lush yard - close to the beach and downtown

Quaint getaway with full kitchen and lush yard - close to the beach and downtown

3 beds 2 baths
PoolA/CWiFiBalcony
$296/night
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Oceanview Kingsize South End Studio (NO FINAL CLEANING FEE)

Oceanview Kingsize South End Studio (NO FINAL CLEANING FEE)

1 bed 1 bath
PoolA/CWiFiBalcony
$175/night
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Featured on HGTV's Beach Hunters

Featured on HGTV's Beach Hunters

5 beds 2 baths
PoolA/CWiFiBalcony
$696/night
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The Bookstore · 2 Private Parking Spots · 2 King Beds · Downtown Rockport·

The Bookstore · 2 Private Parking Spots · 2 King Beds · Downtown Rockport·

2 beds 1 bath
PoolA/CWiFiBalcony
$279/night
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Sea Mist Cottage, Rockport, MA

Sea Mist Cottage, Rockport, MA

1 bath
PoolA/CWiFiBalcony
$198/night
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Walk to Rockport Town & Beach - Dog Friendly Cottage with Central AC

Walk to Rockport Town & Beach - Dog Friendly Cottage with Central AC

3 beds 1 bath
PoolA/CWiFiBalcony
$272/night
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PERIWINKLE COTTAGE #2 - OPEN ALL YEAR - walk to everything, parking, wifi, quiet

PERIWINKLE COTTAGE #2 - OPEN ALL YEAR - walk to everything, parking, wifi, quiet

1 bed 1 bath
PoolA/CWiFiBalcony
$227/night
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NEW 1BR with Private Deck + Ocean Views· Private Parking · King Bed

NEW 1BR with Private Deck + Ocean Views· Private Parking · King Bed

1 bed 1 bath
PoolA/CWiFiBalcony
$232/night
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Come home to Rockport!

Come home to Rockport!

1 bed 1 bath
PoolA/CWiFiBalcony
$183/night
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✩1 min to Front Beach✩Cute Studio✩Prime location

✩1 min to Front Beach✩Cute Studio✩Prime location

1 bed 1 bath
PoolA/CWiFiBalcony
$150/night
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Holbrook House: Charming Rockport Village House, Walk To Everything!

Holbrook House: Charming Rockport Village House, Walk To Everything!

2 beds 1 bath
PoolA/CWiFiBalcony
$203/night
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Studio Apartment- Walk to Shops and Beaches

Studio Apartment- Walk to Shops and Beaches

1 bed
PoolA/CWiFiBalcony
$95/night
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Folly Cove Cottage: Picturesque home near lovely and scenic Folly Cove.

Folly Cove Cottage: Picturesque home near lovely and scenic Folly Cove.

1 bed 1 bath
PoolA/CWiFiBalcony
$211/night
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Gladview Rockport Apt #gladview#thacher

Gladview Rockport Apt #gladview#thacher

1 bed 1 bath
PoolA/CWiFiBalcony
$211/night
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2BR/2.5Bath|KING Suite|Balcony|Reserved Parking!

2BR/2.5Bath|KING Suite|Balcony|Reserved Parking!

2 beds 2 baths
PoolA/CWiFiBalcony
$274/night
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Dog-friendly apartment in a prime location - walk to town beaches

Dog-friendly apartment in a prime location - walk to town beaches

1 bed 1 bath
PoolA/CWiFiBalcony
$140/night
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Seaside escape steps to the beach & town in a beautiful neighborhood

Seaside escape steps to the beach & town in a beautiful neighborhood

1 bed 1 bath
PoolA/CWiFiBalcony
$191/night
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Quaint Two-bedroom House with Ocean Views in the South End of Rockport

Quaint Two-bedroom House with Ocean Views in the South End of Rockport

2 beds 2 baths
PoolA/CWiFiBalcony
$301/night
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Artistic guest suite with beautiful outdoor spaces, walk to town & beaches

Artistic guest suite with beautiful outdoor spaces, walk to town & beaches

1 bath
PoolA/CWiFiBalcony
$161/night
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Harbor Retreat ★ Ocean View ★ Heart of Downtown ★

Harbor Retreat ★ Ocean View ★ Heart of Downtown ★

1 bed 1 bath
PoolA/CWiFiBalcony
$175/night
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Modern Downtown Penthouse Apartment Overlooking Front Beach

Modern Downtown Penthouse Apartment Overlooking Front Beach

2 beds 2 baths
PoolA/CWiFiBalcony
$479/night
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Beautiful Rockport, steps to Front Beach, restaurants, shopping

Beautiful Rockport, steps to Front Beach, restaurants, shopping

1 bed 1 bath
PoolA/CWiFiBalcony
$276/night
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Waterfront House on Rockport’s Old Harbour Enjoy Spectacular Views

Waterfront House on Rockport’s Old Harbour Enjoy Spectacular Views

1 bed 1 bath
PoolA/CWiFiBalcony
$386/night
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Rockport's Best Kept Secret: 2 Bed/1 Bath on Bearskin Neck

Rockport's Best Kept Secret: 2 Bed/1 Bath on Bearskin Neck

2 beds 1 bath
PoolA/CWiFiBalcony
$305/night
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Bright and airy home in Rockport, walk to beach

Bright and airy home in Rockport, walk to beach

2 beds 1 bath
PoolA/CWiFiBalcony
$225/night
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"Rockport Sail Loft: 2 Bed/1 Bath Oceanfront Haven

"Rockport Sail Loft: 2 Bed/1 Bath Oceanfront Haven

2 beds 1 bath
PoolA/CWiFiBalcony
$305/night
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NEW Rockport Studio · Walk to Bearskin Neck · Reserved Parking

NEW Rockport Studio · Walk to Bearskin Neck · Reserved Parking

1 bed 1 bath
PoolA/CWiFiBalcony
$260/night
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Charming Coastal Cottage, Steps to Ocean & Rockport Village!

Charming Coastal Cottage, Steps to Ocean & Rockport Village!

1 bed 1 bath
PoolA/CWiFiBalcony
$323/night
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Cozy coastal home with open interior, central AC, & streaming

Cozy coastal home with open interior, central AC, & streaming

2 beds 1 bath
PoolA/CWiFiBalcony
$235/night
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Enchanting Harbor Views - Historic Bradley Wharf Bearskin Neck

Enchanting Harbor Views - Historic Bradley Wharf Bearskin Neck

1 bed 1 bath
PoolA/CWiFiBalcony
$293/night
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Cozy Coastal Gem ~ Steps to Sea ~ BBQ ~ Parking!

Cozy Coastal Gem ~ Steps to Sea ~ BBQ ~ Parking!

1 bed 1 bath
PoolA/CWiFiBalcony
$296/night
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PERIWINKLE COTTAGE #1 - OPEN ALL YEAR - walk to everything, parking, wifi, quiet

PERIWINKLE COTTAGE #1 - OPEN ALL YEAR - walk to everything, parking, wifi, quiet

1 bed 1 bath
PoolA/CWiFiBalcony
$217/night
View Details → Book on VRBO
Charming 3 bdrm Apartment in Heart of Rockport-Bearskin Neck-Walk to Beach -WiFi

Charming 3 bdrm Apartment in Heart of Rockport-Bearskin Neck-Walk to Beach -WiFi

3 beds 1 bath
PoolA/CWiFiBalcony
$207/night
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Oceanfront cottage on Rockport Harbor with Motif #1 view - walk everywhere

Oceanfront cottage on Rockport Harbor with Motif #1 view - walk everywhere

1 bath
PoolA/CWiFiBalcony
$216/night
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Adorable Beach house with lots of outdoor space and steps to Long Beach!

Adorable Beach house with lots of outdoor space and steps to Long Beach!

2 beds 1 bath
PoolA/CWiFiBalcony
$225/night
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WEE COTTAGE BY THE SEA, OCEAN & LIGHTHOUSE VIEWS, WALK TO BEACHES

WEE COTTAGE BY THE SEA, OCEAN & LIGHTHOUSE VIEWS, WALK TO BEACHES

2 beds 1 bath
PoolA/CWiFiBalcony
$179/night
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Newly Renovated 2BR Rockport Home w/ parking Steps to Back Beach+Bearskin Neck!

Newly Renovated 2BR Rockport Home w/ parking Steps to Back Beach+Bearskin Neck!

2 beds 1 bath
PoolA/CWiFiBalcony
$326/night
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HEART OF HISTORICAL ROCKPORT with Reserved Parking

HEART OF HISTORICAL ROCKPORT with Reserved Parking

1 bed 1 bath
PoolA/CWiFiBalcony
$249/night
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The Orca- Bearskin Neck Rockport- Steps to all

The Orca- Bearskin Neck Rockport- Steps to all

2 beds 1 bath
PoolA/CWiFiBalcony
$258/night
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Sweet cozy house located in Pigeon Cove

Sweet cozy house located in Pigeon Cove

2 beds 1 bath
PoolA/CWiFiBalcony
$189/night
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Ocean Front Guest House

Ocean Front Guest House

2 beds 2 baths
PoolA/CWiFiBalcony
$526/night
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Charming Pet Friendly Studio Cottage On Quiet Lane

Charming Pet Friendly Studio Cottage On Quiet Lane

1 bath
PoolA/CWiFiBalcony
$179/night
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Harborside Oasis ★ Harbor View ★ Heart of Downtown

Harborside Oasis ★ Harbor View ★ Heart of Downtown

1 bed 1 bath
PoolA/CWiFiBalcony
$201/night
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Bell Buoy: Ocean View Roof Deck- Near Shops, Bear Skin & Downtown Rockport Neck!

Bell Buoy: Ocean View Roof Deck- Near Shops, Bear Skin & Downtown Rockport Neck!

2 beds 1 bath
PoolA/CWiFiBalcony
$314/night
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New Modern Downtown Apartment Overlooking Beach

New Modern Downtown Apartment Overlooking Beach

1 bed 1 bath
PoolA/CWiFiBalcony
$318/night
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'We can't wait to return to Four Winds'

'We can't wait to return to Four Winds'

2 beds 1 bath
PoolA/CWiFiBalcony
$405/night
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Breathtaking Newly Renovated Rockport Retreat

Breathtaking Newly Renovated Rockport Retreat

2 beds 3 baths
PoolA/CWiFiBalcony
$533/night
View Details → Book on VRBO
NEW "Tranquil Seas" Rockport SUMMER Rental - Convenience, Comfort and Charm

NEW "Tranquil Seas" Rockport SUMMER Rental - Convenience, Comfort and Charm

2 beds 1 bath
PoolA/CWiFiBalcony
$325/night
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Showing 48 of 158 properties

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