Marblehead, Massachusetts

Vacation Rentals in Marblehead, Massachusetts

Discover 58 vacation rental properties in Marblehead. From 1 to 6 bedrooms. Average $498/night. 100% have pools.

58 verified listings Book securely on VRBO Prices updated March 2026

58 properties available

♥ Historic Studio Minutes to Salem+Beaches Old Town Marblehead Private Parking ♥

♥ Historic Studio Minutes to Salem+Beaches Old Town Marblehead Private Parking ♥

1 bed 1 bath
PoolA/CWiFiBalcony
$212/night
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Marblehead. Cottage on Whittier, new construction

Marblehead. Cottage on Whittier, new construction

1 bed 1 bath
PoolA/CWiFiBalcony
$284/night
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The Bungalow @ Elm is located in the heart of Old Town Marblehead, MA.

The Bungalow @ Elm is located in the heart of Old Town Marblehead, MA.

1 bed 1 bath
PoolA/CWiFiBalcony
$216/night
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Charming private townhouse-style lodging, a block from the harbor

Charming private townhouse-style lodging, a block from the harbor

2 beds 1 bath
PoolA/CWiFiBalcony
$206/night
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Renovated Apartment in Marblehead Historic District

Renovated Apartment in Marblehead Historic District

1 bed 1 bath
PoolA/CWiFiBalcony
$185/night
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Old town, walk everywhere, 1 mi from beach

Old town, walk everywhere, 1 mi from beach

1 bed 1 bath
PoolA/CWiFiBalcony
$199/night
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Zen vacation in Historic colonial Marblehead, Walk to beaches.

Zen vacation in Historic colonial Marblehead, Walk to beaches.

2 beds 2 baths
PoolA/CWiFiBalcony
$296/night
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Newly renovated Marblehead 1 Bedroom in Old Town

Newly renovated Marblehead 1 Bedroom in Old Town

1 bed 1 bath
PoolA/CWiFiBalcony
$295/night
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Marblehead Charmer - Fully Renovated 1920 Cottage

Marblehead Charmer - Fully Renovated 1920 Cottage

2 beds 1 bath
PoolA/CWiFiBalcony
$276/night
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Marblehead's Ocean Oasis - Newly Renovated 1BR in Old Town

Marblehead's Ocean Oasis - Newly Renovated 1BR in Old Town

1 bed 1 bath
PoolA/CWiFiBalcony
$291/night
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Marblehead's Old Town Charmer - 1 Bed/1 Bath, Steps to the Ocean!

Marblehead's Old Town Charmer - 1 Bed/1 Bath, Steps to the Ocean!

1 bed 1 bath
PoolA/CWiFiBalcony
$310/night
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Sweeping Harbor Views, Private Deck, Historic District, Walk To Everything!

Sweeping Harbor Views, Private Deck, Historic District, Walk To Everything!

1 bed 1 bath
PoolA/CWiFiBalcony
$325/night
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Sailors Rest: Fabulous Yard, Near Beach, Town, & Bike Trail, Smart TV, Fast WiFi

Sailors Rest: Fabulous Yard, Near Beach, Town, & Bike Trail, Smart TV, Fast WiFi

2 beds 1 bath
PoolA/CWiFiBalcony
$368/night
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Charming downtown home in the center of Historic Marblehead: 5min walk to harbor

Charming downtown home in the center of Historic Marblehead: 5min walk to harbor

3 beds 2 baths
PoolA/CWiFiBalcony
$376/night
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Marblehead Vacation Rental: 1 Mi to Devereux Beach

Marblehead Vacation Rental: 1 Mi to Devereux Beach

2 beds 1 bath
PoolA/CWiFiBalcony
$353/night
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In the heart of the historic district

In the heart of the historic district

2 beds 2 baths
PoolA/CWiFiBalcony
$356/night
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Elegant condo in Marblehead's Historic district, steps to the harbor.

Elegant condo in Marblehead's Historic district, steps to the harbor.

1 bed 1 bath
PoolA/CWiFiBalcony
$476/night
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Old Town Convenient Nest: walk to town, water, park

Old Town Convenient Nest: walk to town, water, park

1 bed 1 bath
PoolA/CWiFiBalcony
$244/night
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Authentic Rustic Single Family Home in Old Town

Authentic Rustic Single Family Home in Old Town

1 bed 1 bath
PoolA/CWiFiBalcony
$428/night
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Stunning Beach Cottage just steps from Marblehead Harbor and Town

Stunning Beach Cottage just steps from Marblehead Harbor and Town

2 beds 1 bath
PoolA/CWiFiBalcony
$499/night
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Marblehead Oasis (3-Bedroom Townhouse) - Pets Allowed by RedAwning

Marblehead Oasis (3-Bedroom Townhouse) - Pets Allowed by RedAwning

3 beds 1 bath
PoolA/CWiFiBalcony
$523/night
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Charming, beloved house sleeps 8, with huge deck over pond & close to the ocean

Charming, beloved house sleeps 8, with huge deck over pond & close to the ocean

4 beds 1 bath
PoolA/CWiFiBalcony
$715/night
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Brackett Cottage: Charming, Historic Home, Walk to Harbor, Town, & Eateries, Fast WiFi, Smart TVs

Brackett Cottage: Charming, Historic Home, Walk to Harbor, Town, & Eateries, Fast WiFi, Smart TVs

3 beds 1 bath
PoolA/CWiFiBalcony
$315/night
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Samuel Tucker House - Downtown Luxury 2 Bedroom Condo

Samuel Tucker House - Downtown Luxury 2 Bedroom Condo

2 beds 2 baths
PoolA/CWiFiBalcony
$353/night
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The widow’s walk your very own spa experience

The widow’s walk your very own spa experience

3 beds 3 baths
PoolA/CWiFiBalcony
$653/night
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Historic district, steps outside to shops, restaurants, 1 mi to beach

Historic district, steps outside to shops, restaurants, 1 mi to beach

2 beds 2 baths
PoolA/CWiFiBalcony
$551/night
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OLD TOWN CHARM. Sleeps 4- 2 bedrooms - 2.5 baths

OLD TOWN CHARM. Sleeps 4- 2 bedrooms - 2.5 baths

2 beds 2 baths
PoolA/CWiFiBalcony
$325/night
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The Anchor House Marblehead Retreat - Minutes to Old Town and Historic Salem!

The Anchor House Marblehead Retreat - Minutes to Old Town and Historic Salem!

3 beds 1 bath
PoolA/CWiFiBalcony
$476/night
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Sweet Retreat: Walk to Ocean, Town, & Eateries - Parking, Smart TV, Fast WiFi

Sweet Retreat: Walk to Ocean, Town, & Eateries - Parking, Smart TV, Fast WiFi

2 beds 1 bath
PoolA/CWiFiBalcony
$296/night
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Bright & Stylish 2BD/1BA in Town Center w Parking!

Bright & Stylish 2BD/1BA in Town Center w Parking!

2 beds 1 bath
PoolA/CWiFiBalcony
$381/night
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Rockmere Inn: Fireplace, 3 King Suites, Elegant Home, Walk to Quaint Shopping, Fast WiFi, Parking

Rockmere Inn: Fireplace, 3 King Suites, Elegant Home, Walk to Quaint Shopping, Fast WiFi, Parking

4 beds 3 baths
PoolA/CWiFiBalcony
$443/night
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Modern Condo in Historic Marblehead, Walk everywhere, Parking, A/C, Deck & Grill

Modern Condo in Historic Marblehead, Walk everywhere, Parking, A/C, Deck & Grill

2 beds 2 baths
PoolA/CWiFiBalcony
$521/night
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Spacious Marblehead Townhouse - Roof Deck with Panoramic Views

Spacious Marblehead Townhouse - Roof Deck with Panoramic Views

3 beds 3 baths
PoolA/CWiFiBalcony
$309/night
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Prime location in town w parking! Walk to beach, shops & harbor-Sleeps 8

Prime location in town w parking! Walk to beach, shops & harbor-Sleeps 8

3 beds 2 baths
PoolA/CWiFiBalcony
$721/night
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Historic home with modern amenities in the heart of town, walk everywhere!

Historic home with modern amenities in the heart of town, walk everywhere!

2 beds 1 bath
PoolA/CWiFiBalcony
$478/night
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Old Town Cottage Near Crocker Park and the Marblehead Harbor. Includes Parking!

Old Town Cottage Near Crocker Park and the Marblehead Harbor. Includes Parking!

2 beds 1 bath
PoolA/CWiFiBalcony
$433/night
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A True Old Town Experience

A True Old Town Experience

2 beds 1 bath
PoolA/CWiFiBalcony
$395/night
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Sailors Aweigh: Great Yard! Newly Furnished! 3min walk to beach, BBQ, AC

Sailors Aweigh: Great Yard! Newly Furnished! 3min walk to beach, BBQ, AC

3 beds 1 bath
PoolA/CWiFiBalcony
$375/night
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Oceanfront Home with Dock and Patio Views of Salem Harbor. 3 Bed, 2.5 Bath

Oceanfront Home with Dock and Patio Views of Salem Harbor. 3 Bed, 2.5 Bath

3 beds 2 baths
PoolA/CWiFiBalcony
$1,339/night
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2-Bed Penthouse with Rooftop Deck in Old Town, Harbor Peeks and Parking

2-Bed Penthouse with Rooftop Deck in Old Town, Harbor Peeks and Parking

2 beds 2 baths
PoolA/CWiFiBalcony
$508/night
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Rockcleft by the Sea: Stunning Oceanfront Mansion Offers Luxury, Comfort, Views

Rockcleft by the Sea: Stunning Oceanfront Mansion Offers Luxury, Comfort, Views

6 beds 4 baths
PoolA/CWiFiBalcony
$2,703/night
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Historic Marblehead!

Historic Marblehead!

1 bed 1 bath
PoolA/CWiFiBalcony
$239/night
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Pet-Friendly Marblehead Home Near Preston Beach!

Pet-Friendly Marblehead Home Near Preston Beach!

4 beds 2 baths
PoolA/CWiFiBalcony
$495/night
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Hollyhock House: Private Pool Open!, Fenced Yard, Grill, Walk to Pond & Ocean, Smart TVs, Fast WiFi

Hollyhock House: Private Pool Open!, Fenced Yard, Grill, Walk to Pond & Ocean, Smart TVs, Fast WiFi

4 beds 1 bath
PoolA/CWiFiBalcony
$458/night
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Townhouse in Old Town with Harbor Views

Townhouse in Old Town with Harbor Views

2 beds 2 baths
PoolA/CWiFiBalcony
$297/night
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Spacious private 3rd floor studio suite with private ensuite bathroom

Spacious private 3rd floor studio suite with private ensuite bathroom

1 bed 1 bath
PoolA/CWiFiBalcony
$95/night
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Gorgeous Marblehead Neck 5 bedroom home

Gorgeous Marblehead Neck 5 bedroom home

5 beds 4 baths
PoolA/CWiFiBalcony
$1,266/night
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Large family home in great location

Large family home in great location

5 beds 3 baths
PoolA/CWiFiBalcony
$1,304/night
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