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Holiday Homes in Rockport

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76 rentals in Rockport.
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Featured on HGTV's Beach Hunters, holiday rental in Rockport

Featured on HGTV's Beach Hunters

5 bedrooms
2 bathrooms
Sleeps 9
Match: Sleeps
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Summerwind at the Headlands, Rockport, MA, Old Garden Beach  First renting;, holiday rental in Rockport

Summerwind at the Headlands, Rockport, MA, Old Garden Beach First renting;

4 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Beautiful Rockport, Steps to Front Beach, Restaurants, Shopping, holiday rental in Rockport

Beautiful Rockport, Steps to Front Beach, Restaurants, Shopping

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Perfect apartment for a single or couple., holiday rental in Rockport

Perfect apartment for a single or couple.

0 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps
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Tuscan Chic, New England Charm, holiday rental in Rockport

Tuscan Chic, New England Charm

0 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps
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Periwinkle Cottage #1 - OPEN ALL YEAR, walk to everything, parking, wifi, quiet, holiday rental in Rockport

Periwinkle Cottage #1 - OPEN ALL YEAR, walk to everything, parking, wifi, quiet

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Walk Over The Foot Bridge And Onto Long Beach!, holiday rental in Rockport

Walk Over The Foot Bridge And Onto Long Beach!

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Luxury Home in the Heart of Rockport, holiday rental in Rockport

Luxury Home in the Heart of Rockport

4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Enchanting Harbor Views - Historic Bradley Wharf Bearskin Neck, holiday rental in Rockport

Enchanting Harbor Views - Historic Bradley Wharf Bearskin Neck

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Beach Bungalow: The perfect getaway to two of Rockport's finest beaches!, holiday rental in Rockport

Beach Bungalow: The perfect getaway to two of Rockport's finest beaches!

2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Gladview Rockport Apt #gladview#thacher, holiday rental in Rockport

Gladview Rockport Apt #gladview#thacher

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Charming year round cottage - Pet Friendly with Wi-Fi, holiday rental in Rockport

Charming year round cottage - Pet Friendly with Wi-Fi

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Come Home to Rockport!, holiday rental in Rockport

Come Home to Rockport!

3 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Picturesque Rockport Queen Anne Cottage, holiday rental in Rockport

Picturesque Rockport Queen Anne Cottage

3 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Quaint getaway w/ a full kitchen & lush yard - close to the beach & downtown, holiday rental in Rockport

Quaint getaway w/ a full kitchen & lush yard - close to the beach & downtown

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Ocean View from every room !  TWO separate three bedroom Cottages, holiday rental in Rockport

Ocean View from every room ! TWO separate three bedroom Cottages

3 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Ocean Front- 2 BR House-Directly on the ocean ! Book now !, holiday rental in Rockport

Ocean Front- 2 BR House-Directly on the ocean ! Book now !

2 bedrooms
3 bathrooms
Sleeps 4
Match: Sleeps
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Breezy home w/patio -dogs OK, walk to beach, harbor & restaurants, holiday rental in Rockport

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

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Private hideaway near the beach and town center., holiday rental in Rockport

Private hideaway near the beach and town center.

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Ocean Front Cottage on Scenic Long Beach, holiday rental in Rockport

Ocean Front Cottage on Scenic Long Beach

4 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Quaint Ocean View Apartment exudes Classic Coastal Charm, holiday rental in Rockport

Quaint Ocean View Apartment exudes Classic Coastal Charm

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Create a Memorable Family Vacation Here!, holiday rental in Rockport

Create a Memorable Family Vacation Here!

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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STUNNING OCEAN VIEWS FROM OUR 2 BEDROOM COTTAGE, holiday rental in Rockport

STUNNING OCEAN VIEWS FROM OUR 2 BEDROOM COTTAGE

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Beautiful vacation home across street from 2 beaches, holiday rental in Rockport

Beautiful vacation home across street from 2 beaches

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Quaint Seaside Village Ground floor Studio Steps  From Beach WITH PARKING, holiday rental in Rockport

Quaint Seaside Village Ground floor Studio Steps From Beach WITH PARKING

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Tranquil VIEWS - HEART OF HISTORICAL ROCKPORT  with Reserved Parking, holiday rental in Rockport

Tranquil VIEWS - HEART OF HISTORICAL ROCKPORT with Reserved Parking

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Charming Studio Cottage On Quiet Lane, holiday rental in Rockport

Charming Studio Cottage On Quiet Lane

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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New listing! Dog-friendly apartment in a prime location - walk to town beaches!, holiday rental in Rockport

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

1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Rockport, MA 3 BR 2017 Old Garden Beach Home with gorgeous views and hot tub, holiday rental in Rockport

Rockport, MA 3 BR 2017 Old Garden Beach Home with gorgeous views and hot tub

3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Beach &  King Street Inn / Beach House Rental, holiday rental in Rockport

Beach & King Street Inn / Beach House Rental

6 bedrooms
5 bathrooms
Sleeps 14
Match: Sleeps
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Admire ocean views from the deck of this gorgeous, family-friendly getaway, holiday rental in Rockport

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

3 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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Beachfront 5 Bedroom House (Rockport Ma.), holiday rental in Rockport

Beachfront 5 Bedroom House (Rockport Ma.)

5 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Stunning classic family home that has central AC & outdoor patio w/ kitchen & TV, holiday rental in Rockport

Stunning classic family home that has central AC & outdoor patio w/ kitchen & TV

4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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SEASIDE GARDENS AFFORDABLE GUEST ROOM(S)  IN VILLAGE BY BEACH, WALK EVERYWHERE!, holiday rental in Rockport

SEASIDE GARDENS AFFORDABLE GUEST ROOM(S) IN VILLAGE BY BEACH, WALK EVERYWHERE!

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Back Beach, holiday rental in Rockport

Back Beach

4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Sweeping, dog-friendly, waterfront home w/ a sun room, ocean views, & fireplaces, holiday rental in Rockport

Sweeping, dog-friendly, waterfront home w/ a sun room, ocean views, & fireplaces

5 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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GULLY POINT AT THE SEAWARD EXUDES CLASSIC COASTAL CHARM, holiday rental in Rockport

GULLY POINT AT THE SEAWARD EXUDES CLASSIC COASTAL CHARM

2 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps
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Cozy oceanfront home with  unique architecture, holiday rental in Rockport

Cozy oceanfront home with unique architecture

2 bedrooms
1 bathroom
Sleeps 3
Match: Sleeps
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Walk to Downtown, Front Beach & Old Garden Beach, holiday rental in Rockport

Walk to Downtown, Front Beach & Old Garden Beach

5 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
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Quarry Crest House: Includes swimming rights to Little Parker quarry, holiday rental in Rockport

Quarry Crest House: Includes swimming rights to Little Parker quarry

4 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Back Beach Cottages - Charming house & guest house, holiday rental in Rockport

Back Beach Cottages - Charming house & guest house

3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Beautiful Spacious Colonial  by Long Beach, holiday rental in Rockport

Beautiful Spacious Colonial by Long Beach

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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18th Century Cottage with attached guest suite, holiday rental in Rockport

18th Century Cottage with attached guest suite

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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The Sail Loft of Bearskin Neck- Old Harbor Retreat, holiday rental in Rockport

The Sail Loft of Bearskin Neck- Old Harbor Retreat

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Super cute cottage, steps from beautiful sandy Long Beach, holiday rental in Rockport

Super cute cottage, steps from beautiful sandy Long Beach

4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Captain's Cottage: Traditional setting with a private footbridge to the beach, holiday rental in Rockport

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

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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LOVER'S COVE AT THE SEAWARD WITH OCEAN VIEWS & SEASIDE PATH TO BEACH &TOWN, holiday rental in Rockport

LOVER'S COVE AT THE SEAWARD WITH OCEAN VIEWS & SEASIDE PATH TO BEACH &TOWN

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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GLORIOUS OCEAN VIEWS FROM LOBLOLLY COVE - DECK - SEASIDE PATH TO BEACH AND TOWN, holiday rental in Rockport

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

2 bedrooms
1 bathroom
Sleeps 3
Match: Sleeps
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The Rockporter: Enjoy beautiful views of Pigeon Cove Harbor., holiday rental in Rockport

The Rockporter: Enjoy beautiful views of Pigeon Cove Harbor.

4 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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The Lady Bug House, holiday rental in Rockport

The Lady Bug House

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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