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Rockport Vacation Rentals

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140 rentals in Rockport.
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Artist's Studio turned Guest House Sleeps up to 3, vacation rental in Rockport
Artist's Studio turned Guest House Sleeps up to 3, vacation rental in Rockport
Artist's Studio turned Guest House Sleeps up to 3, vacation rental in Rockport

Artist's Studio turned Guest House Sleeps up to 3

Condo/Apartment
0 bedrooms
1 bathroom
Sleeps 3
Match: Sleeps
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'We can't wait to return to Four Winds', vacation rental in Rockport
'We can't wait to return to Four Winds', vacation rental in Rockport
'We can't wait to return to Four Winds', vacation rental in Rockport

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

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Enchanting Harbor Views - Historic Bradley Wharf Bearskin Neck, vacation rental in Rockport
Enchanting Harbor Views - Historic Bradley Wharf Bearskin Neck, vacation rental in Rockport
Enchanting Harbor Views - Historic Bradley Wharf Bearskin Neck, vacation rental in Rockport

Enchanting Harbor Views - Historic Bradley Wharf Bearskin Neck

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Come home to Rockport!, vacation rental in Rockport
Come home to Rockport!, vacation rental in Rockport
Come home to Rockport!, vacation rental in Rockport

Come home to Rockport!

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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'Absolutely lovely. The cottage, the beach, the town, the owners.', vacation rental in Rockport
'Absolutely lovely. The cottage, the beach, the town, the owners.', vacation rental in Rockport
'Absolutely lovely. The cottage, the beach, the town, the owners.', vacation rental in Rockport

'Absolutely lovely. The cottage, the beach, the town, the owners.'

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Featured on HGTV's Beach Hunters, vacation rental in Rockport
Featured on HGTV's Beach Hunters, vacation rental in Rockport
Featured on HGTV's Beach Hunters, vacation rental in Rockport

Featured on HGTV's Beach Hunters

Holiday Rental House
5 bedrooms
2 bathrooms
Sleeps 9
Match: Sleeps
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Periwinkle Cottage #1 - OPEN ALL YEAR, walk to everything, parking, wifi, quiet, vacation rental in Rockport
Periwinkle Cottage #1 - OPEN ALL YEAR, walk to everything, parking, wifi, quiet, vacation rental in Rockport
Periwinkle Cottage #1 - OPEN ALL YEAR, walk to everything, parking, wifi, quiet, vacation rental in Rockport

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

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Fantastic ocean views and only steps to Long and Cape Hedge Beaches

Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Newly Renovated, Luxury Downtown Location. Walk To Everything. Two Paking Spaces, vacation rental in Rockport
Newly Renovated, Luxury Downtown Location. Walk To Everything. Two Paking Spaces, vacation rental in Rockport
Newly Renovated, Luxury Downtown Location. Walk To Everything. Two Paking Spaces, vacation rental in Rockport

Newly Renovated, Luxury Downtown Location. Walk To Everything. Two Paking Spaces

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 9
Match: Sleeps
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Holbrook House: Charming Rockport Village Cottage, Walk To Everything!, vacation rental in Rockport
Holbrook House: Charming Rockport Village Cottage, Walk To Everything!, vacation rental in Rockport
Holbrook House: Charming Rockport Village Cottage, Walk To Everything!, vacation rental in Rockport

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

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Amazing Twin Light Sea Views from Vintage Stonewalled Cottage at Rocky Shores!, vacation rental in Rockport
Amazing Twin Light Sea Views from Vintage Stonewalled Cottage at Rocky Shores!, vacation rental in Rockport
Amazing Twin Light Sea Views from Vintage Stonewalled Cottage at Rocky Shores!, vacation rental in Rockport

Amazing Twin Light Sea Views from Vintage Stonewalled Cottage at Rocky Shores!

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Old Garden Beach, vacation rental in Rockport
Old Garden Beach, vacation rental in Rockport
Old Garden Beach, vacation rental in Rockport

Old Garden Beach

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Perfect Rockport Vacation Destination, vacation rental in Rockport
Perfect Rockport Vacation Destination, vacation rental in Rockport
Perfect Rockport Vacation Destination, vacation rental in Rockport

Perfect Rockport Vacation Destination

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Spectacular, luxury waterfront property directly overlooking Sandy Bay., vacation rental in Rockport
Spectacular, luxury waterfront property directly overlooking Sandy Bay., vacation rental in Rockport
Spectacular, luxury waterfront property directly overlooking Sandy Bay., vacation rental in Rockport

Spectacular, luxury waterfront property directly overlooking Sandy Bay.

Holiday Rental House
5 bedrooms
6 bathrooms
Sleeps 12
Match: Sleeps
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Perfect apartment for a single or couple., vacation rental in Rockport
Perfect apartment for a single or couple., vacation rental in Rockport
Perfect apartment for a single or couple., vacation rental in Rockport

Perfect apartment for a single or couple.

Condo/Apartment
0 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps
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Luxury Home in the Heart of Rockport, vacation rental in Rockport
Luxury Home in the Heart of Rockport, vacation rental in Rockport
Luxury Home in the Heart of Rockport, vacation rental in Rockport

Luxury Home in the Heart of Rockport

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Waterfront House onThe Old Harbor Spectacular Views, vacation rental in Rockport
Waterfront House onThe Old Harbor Spectacular Views, vacation rental in Rockport
Waterfront House onThe Old Harbor Spectacular Views, vacation rental in Rockport

Waterfront House onThe Old Harbor Spectacular Views

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Gladview Rockport Apt #gladview#thacher, vacation rental in Rockport
Gladview Rockport Apt #gladview#thacher, vacation rental in Rockport
Gladview Rockport Apt #gladview#thacher, vacation rental in Rockport

Gladview Rockport Apt #gladview#thacher

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Charming 3 bdrm Apartment in Heart of Rockport-Bearskin Neck-Walk to Beach -WiFi, vacation rental in Rockport
Charming 3 bdrm Apartment in Heart of Rockport-Bearskin Neck-Walk to Beach -WiFi, vacation rental in Rockport
Charming 3 bdrm Apartment in Heart of Rockport-Bearskin Neck-Walk to Beach -WiFi, vacation rental in Rockport

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

Condo/Apartment
3 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Brand new! Beautiful home in quiet neighborhood near Old Garden Beach., vacation rental in Rockport
Brand new! Beautiful home in quiet neighborhood near Old Garden Beach., vacation rental in Rockport
Brand new! Beautiful home in quiet neighborhood near Old Garden Beach., vacation rental in Rockport

Brand new! Beautiful home in quiet neighborhood near Old Garden Beach.

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Spacious, Comfortable Family Home with Gorgeous Gardens near Ocean and Downtown, vacation rental in Rockport
Spacious, Comfortable Family Home with Gorgeous Gardens near Ocean and Downtown, vacation rental in Rockport
Spacious, Comfortable Family Home with Gorgeous Gardens near Ocean and Downtown, vacation rental in Rockport

Spacious, Comfortable Family Home with Gorgeous Gardens near Ocean and Downtown

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Picturesque Rockport Queen Anne Cottage, vacation rental in Rockport
Picturesque Rockport Queen Anne Cottage, vacation rental in Rockport
Picturesque Rockport Queen Anne Cottage, vacation rental in Rockport

Picturesque Rockport Queen Anne Cottage

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Pet Friendly Rockport Getaway - Walk to town and beach!, vacation rental in Rockport
Pet Friendly Rockport Getaway - Walk to town and beach!, vacation rental in Rockport
Pet Friendly Rockport Getaway - Walk to town and beach!, vacation rental in Rockport

Pet Friendly Rockport Getaway - Walk to town and beach!

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 7
Match: Sleeps
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Charming year round cottage - Pet Friendly with Wi-Fi, vacation rental in Rockport
Charming year round cottage - Pet Friendly with Wi-Fi, vacation rental in Rockport
Charming year round cottage - Pet Friendly with Wi-Fi, vacation rental in Rockport

Charming year round cottage - Pet Friendly with Wi-Fi

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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You will love our location and will return for our hospitality!, vacation rental in Rockport
You will love our location and will return for our hospitality!, vacation rental in Rockport
You will love our location and will return for our hospitality!, vacation rental in Rockport

You will love our location and will return for our hospitality!

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Modern Downtown Penthouse Apartment Overlooking Front Beach, vacation rental in Rockport
Modern Downtown Penthouse Apartment Overlooking Front Beach, vacation rental in Rockport
Modern Downtown Penthouse Apartment Overlooking Front Beach, vacation rental in Rockport

Modern Downtown Penthouse Apartment Overlooking Front Beach

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Explore Cape Ann Next Year!
Choice Summer weeks available; Spring & Fall, too!, vacation rental in Rockport
Explore Cape Ann Next Year!
Choice Summer weeks available; Spring & Fall, too!, vacation rental in Rockport
Explore Cape Ann Next Year!
Choice Summer weeks available; Spring & Fall, too!, vacation rental in Rockport

Explore Cape Ann Next Year! Choice Summer weeks available; Spring & Fall, too!

Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Quaint getaway w/ a full kitchen & lush yard - close to the beach & downtown, vacation rental in Rockport
Quaint getaway w/ a full kitchen & lush yard - close to the beach & downtown, vacation rental in Rockport
Quaint getaway w/ a full kitchen & lush yard - close to the beach & downtown, vacation rental in Rockport

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

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Beautiful Rockport, Steps to Front Beach, Restaurants, Shopping, vacation rental in Rockport
Beautiful Rockport, Steps to Front Beach, Restaurants, Shopping, vacation rental in Rockport
Beautiful Rockport, Steps to Front Beach, Restaurants, Shopping, vacation rental in Rockport

Beautiful Rockport, Steps to Front Beach, Restaurants, Shopping

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Tranquil VIEWS - HEART OF HISTORICAL ROCKPORT  with Reserved Parking, vacation rental in Rockport
Tranquil VIEWS - HEART OF HISTORICAL ROCKPORT  with Reserved Parking, vacation rental in Rockport
Tranquil VIEWS - HEART OF HISTORICAL ROCKPORT  with Reserved Parking, vacation rental in Rockport

Tranquil VIEWS - HEART OF HISTORICAL ROCKPORT with Reserved Parking

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Rockport, MA 3 BR 2017 Old Garden Beach Home With Gorgeous Views And Hot Tub, vacation rental in Rockport
Rockport, MA 3 BR 2017 Old Garden Beach Home With Gorgeous Views And Hot Tub, vacation rental in Rockport
Rockport, MA 3 BR 2017 Old Garden Beach Home With Gorgeous Views And Hot Tub, vacation rental in Rockport

Rockport, MA 3 BR 2017 Old Garden Beach Home With Gorgeous Views And Hot Tub

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Walk Over The Foot Bridge And Onto Long Beach!, vacation rental in Rockport
Walk Over The Foot Bridge And Onto Long Beach!, vacation rental in Rockport
Walk Over The Foot Bridge And Onto Long Beach!, vacation rental in Rockport

Walk Over The Foot Bridge And Onto Long Beach!

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Peaceful Cottage Retreat, vacation rental in Rockport
Peaceful Cottage Retreat, vacation rental in Rockport
Peaceful Cottage Retreat, vacation rental in Rockport

Peaceful Cottage Retreat

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps
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Private Pet Friendly hideaway near the beach and town center., vacation rental in Rockport
Private Pet Friendly hideaway near the beach and town center., vacation rental in Rockport
Private Pet Friendly hideaway near the beach and town center., vacation rental in Rockport

Private Pet Friendly hideaway near the beach and town center.

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Ocean Front Cottage on Scenic Long Beach, vacation rental in Rockport
Ocean Front Cottage on Scenic Long Beach, vacation rental in Rockport
Ocean Front Cottage on Scenic Long Beach, vacation rental in Rockport

Ocean Front Cottage on Scenic Long Beach

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Charming Pet Friendly Studio Cottage On Quiet Lane, vacation rental in Rockport
Charming Pet Friendly Studio Cottage On Quiet Lane, vacation rental in Rockport
Charming Pet Friendly Studio Cottage On Quiet Lane, vacation rental in Rockport

Charming Pet Friendly Studio Cottage On Quiet Lane

Holiday Rental House
0 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps
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Come home to Rockport!, vacation rental in Rockport
Come home to Rockport!, vacation rental in Rockport
Come home to Rockport!, vacation rental in Rockport

Come home to Rockport!

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Quaint Seaside Village Ground floor Studio Steps  From Beach WITH PARKING, vacation rental in Rockport
Quaint Seaside Village Ground floor Studio Steps  From Beach WITH PARKING, vacation rental in Rockport
Quaint Seaside Village Ground floor Studio Steps  From Beach WITH PARKING, vacation rental in Rockport

Quaint Seaside Village Ground floor Studio Steps From Beach WITH PARKING

Private Room
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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STUNNING OCEAN VIEWS FROM OUR 2 BEDROOM COTTAGE, vacation rental in Rockport
STUNNING OCEAN VIEWS FROM OUR 2 BEDROOM COTTAGE, vacation rental in Rockport
STUNNING OCEAN VIEWS FROM OUR 2 BEDROOM COTTAGE, vacation rental in Rockport

STUNNING OCEAN VIEWS FROM OUR 2 BEDROOM COTTAGE

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Ocean Front- 2 BR House-Directly on the ocean ! Book now !, vacation rental in Rockport
Ocean Front- 2 BR House-Directly on the ocean ! Book now !, vacation rental in Rockport
Ocean Front- 2 BR House-Directly on the ocean ! Book now !, vacation rental in Rockport

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

Holiday Rental House
2 bedrooms
3 bathrooms
Sleeps 4
Match: Sleeps
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Beautiful vacation home across street from 2 beaches, vacation rental in Rockport
Beautiful vacation home across street from 2 beaches, vacation rental in Rockport
Beautiful vacation home across street from 2 beaches, vacation rental in Rockport

Beautiful vacation home across street from 2 beaches

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Quaint Ocean View Apartment exudes Classic Coastal Charm, vacation rental in Rockport
Quaint Ocean View Apartment exudes Classic Coastal Charm, vacation rental in Rockport
Quaint Ocean View Apartment exudes Classic Coastal Charm, vacation rental in Rockport

Quaint Ocean View Apartment exudes Classic Coastal Charm

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Lady Bug House: An adorable cottage, just steps from Rockport Village., vacation rental in Rockport
Lady Bug House: An adorable cottage, just steps from Rockport Village., vacation rental in Rockport
Lady Bug House: An adorable cottage, just steps from Rockport Village., vacation rental in Rockport

Lady Bug House: An adorable cottage, just steps from Rockport Village.

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Peaceful and magical, full ocean view cottage at Rocky Shores by the sea., vacation rental in Rockport
Peaceful and magical, full ocean view cottage at Rocky Shores by the sea., vacation rental in Rockport
Peaceful and magical, full ocean view cottage at Rocky Shores by the sea., vacation rental in Rockport

Peaceful and magical, full ocean view cottage at Rocky Shores by the sea.

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 3
Match: Sleeps
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New listing! Dog-friendly apartment in a prime location - walk to town beaches!, vacation rental in Rockport
New listing! Dog-friendly apartment in a prime location - walk to town beaches!, vacation rental in Rockport
New listing! Dog-friendly apartment in a prime location - walk to town beaches!, vacation rental in Rockport

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

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Breezy home w/patio -dogs OK, walk to beach, harbor & restaurants, vacation rental in Rockport
Breezy home w/patio -dogs OK, walk to beach, harbor & restaurants, vacation rental in Rockport
Breezy home w/patio -dogs OK, walk to beach, harbor & restaurants, vacation rental in Rockport

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

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Majestic summer rental, vacation rental in Rockport
Majestic summer rental, vacation rental in Rockport
Majestic summer rental, vacation rental in Rockport

Majestic summer rental

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Stunning classic family home that has central AC & outdoor patio w/ kitchen & TV, vacation rental in Rockport
Stunning classic family home that has central AC & outdoor patio w/ kitchen & TV, vacation rental in Rockport
Stunning classic family home that has central AC & outdoor patio w/ kitchen & TV, vacation rental in Rockport

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

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Sweeping, dog-friendly, waterfront home w/ a sun room, ocean views, & fireplaces, vacation rental in Rockport
Sweeping, dog-friendly, waterfront home w/ a sun room, ocean views, & fireplaces, vacation rental in Rockport
Sweeping, dog-friendly, waterfront home w/ a sun room, ocean views, & fireplaces, vacation rental in Rockport

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

Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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The Captains Quarters,2BR Heart of Bearskin Neck, Rockport. Entire apartment, vacation rental in Rockport
The Captains Quarters,2BR Heart of Bearskin Neck, Rockport. Entire apartment, vacation rental in Rockport
The Captains Quarters,2BR Heart of Bearskin Neck, Rockport. Entire apartment, vacation rental in Rockport

The Captains Quarters,2BR Heart of Bearskin Neck, Rockport. Entire apartment

Condo/Apartment
3 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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