
Penzance Road, MA
06/24 – 07/04
$756/nighttotal: $7560 (10 )
Beach Bound - Cape Ann Coastal Escape
3 2apartment , Gloucester
This East Gloucester rental is located 0.2 miles from Long Beach and 0.7 miles from Good Harbor Beach, offering convenient access to two of Cape Ann's popular shores.
This newly renovated 3-bedroom, 1.5-bath home accommodates up to 6 guests and features air conditioning, a kitchen with a fridge, microwave, and dishwasher, a deck, backyard, and parking for up to 4 cars.
This newly renovated 3-bedroom, 1.5-bath home accommodates up to 6 guests and features air conditioning, a kitchen with a fridge, microwave, and dishwasher, a deck, backyard, and parking for up to 4 cars.

Penzance Road, MA
10/12 – 10/23
$282/nighttotal: $3102 (11 )
Ocean Breeze-8min Walk To Beach
1 3apartment , Gloucester
This Gloucester rental is conveniently located near Good Harbor Beach (a 7-minute walk), Long Beach (1.1 miles), and Cape Hedge Beach (1.5 miles), offering easy access to Gloucester's beautiful coastline.
This 870-square-foot apartment features one bedroom, one bathroom, and sleeps seven, boasting a fully equipped kitchen with a dishwasher, air conditioning, free Wi-Fi, free private parking, an outdoor fireplace and patio, and an outdoor dining area.
This 870-square-foot apartment features one bedroom, one bathroom, and sleeps seven, boasting a fully equipped kitchen with a dishwasher, air conditioning, free Wi-Fi, free private parking, an outdoor fireplace and patio, and an outdoor dining area.

Penzance Road, MA
06/23 – 07/01
$708/nighttotal: $5664 (8 )
Painter's Perch: Rocky Neck
2 4apartment , Gloucester
Painter's Perch, a two-bedroom Gloucester rental in the Rocky Neck arts district, is within walking distance of galleries, shops, and restaurants, offering easy access to Gloucester Harbor and nearby beaches.
This 1460-square-foot apartment features a fully equipped eat-in kitchen, two full bathrooms (one with laundry), a private patio, deck, and balcony, plus a spacious backyard, accommodating up to five guests with stunning views of Rocky Neck and Smith Cove.
This 1460-square-foot apartment features a fully equipped eat-in kitchen, two full bathrooms (one with laundry), a private patio, deck, and balcony, plus a spacious backyard, accommodating up to five guests with stunning views of Rocky Neck and Smith Cove.

Penzance Road, MA
06/24 – 07/04
$398/nighttotal: $3980 (10 )
Ipswich Bay Views Next To Plum Cove Beach
2 2apartment , Gloucester
This third-floor condo in Gloucester's Lanesville district offers ocean views of Ipswich Bay and is located a few hundred feet from Plum Cove Beach, with easy access to Lanes Cove and Harvey Reservation.
This two-bedroom, one-bathroom rental accommodates up to three guests and features a full kitchen with a fridge, microwave, and dishwasher, plus air conditioning, garden access, and one off-street parking space.
This two-bedroom, one-bathroom rental accommodates up to three guests and features a full kitchen with a fridge, microwave, and dishwasher, plus air conditioning, garden access, and one off-street parking space.

Penzance Road, MA
06/23 – 07/01
$686/nighttotal: $5488 (8 )
Portside Overlook: Village And Beach Views!
2 4apartment , Rockport
This two-bedroom rental unit in Rockport offers direct Atlantic Ocean views from its prime downtown location, situated steps from Main Street and less than 0.2 miles to Front Beach.
This 1260 square foot apartment accommodates up to 5 guests with 2 bathrooms, a full kitchen, air conditioning, and two private decks, perfect for enjoying nearby shops, restaurants, galleries, Cape Ann, and Good Harbor Beach.
This 1260 square foot apartment accommodates up to 5 guests with 2 bathrooms, a full kitchen, air conditioning, and two private decks, perfect for enjoying nearby shops, restaurants, galleries, Cape Ann, and Good Harbor Beach.

Penzance Road, MA
10/12 – 10/23
$364/nighttotal: $4004 (11 )
The Bookstore|king Beds|walk2beach|private Parking
1 3apartment , Rockport
This Rockport apartment rental is centrally located in downtown, steps from Front Beach and Bearskin Neck, offering easy access to cafes, restaurants, shops, and the Shalin Liu Performance Center, and a 10-minute walk from the commuter rail to Boston. This two-bedroom, one-bathroom unit sleeps four guests and features a fully equipped kitchen, two king-size beds, off-street parking (a rare find!), and a convenient EV charging station nearby.

Penzance Road, MA
10/12 – 10/23
$436/nighttotal: $4796 (11 )
Seaside Getaway Cottage W Deck, Parking, Ocean View, Shops
2 3cottage , Rockport
This Rockport cottage is conveniently located within walking distance of the Shalin Liu Performance Center and Motif No. 1.
This two-bedroom, one-bathroom house sleeps five, features a fully equipped kitchen with dishwasher, free Wi-Fi, air conditioning, a private terrace, on-site parking, and is pet-friendly.
This two-bedroom, one-bathroom house sleeps five, features a fully equipped kitchen with dishwasher, free Wi-Fi, air conditioning, a private terrace, on-site parking, and is pet-friendly.

Penzance Road, MA
06/23 – 07/01
$679/nighttotal: $5432 (8 )
Portside Overlook: Fantastic Village And Beach
2 4apartment , Rockport
This two-bedroom condo is located downtown in Rockport, steps from Main Street and less than 0.2 miles from Front Beach, offering ocean views.
This pet-friendly apartment features two private decks, in-unit laundry, central air conditioning, and accommodates up to five guests with panoramic ocean views.
This pet-friendly apartment features two private decks, in-unit laundry, central air conditioning, and accommodates up to five guests with panoramic ocean views.

Penzance Road, MA
06/23 – 07/01
$550/nighttotal: $4400 (8 )
Tranquil Beachfront 2-bedroom Townhome In Charming Gloucester With Ac, Wifi
2 4apartment , Gloucester
This Gloucester condo, steps from Long Beach with deeded beach access and the boardwalk, offers panoramic ocean views and proximity to Good Harbor Beach.
The two-bedroom, two-and-a-half-bathroom penthouse features an open floor plan with a handcrafted oak staircase, fireplace, AC, WiFi, washer, iron, outdoor shower, and accommodates up to five guests.
The two-bedroom, two-and-a-half-bathroom penthouse features an open floor plan with a handcrafted oak staircase, fireplace, AC, WiFi, washer, iron, outdoor shower, and accommodates up to five guests.

Penzance Road, MA
10/12 – 10/23
$533/nighttotal: $5863 (11 )
Harborside Retreat On Bearskin Neck
2 3apartment , Rockport
This Rockport oceanfront apartment, formerly the Sail Loft, is located directly on Bearskin Neck, steps from the beach and walking distance to Motif No. 1 and the Paper House.
This 650-square-foot rental boasts two bedrooms, one bathroom, and a private patio, accommodating up to four guests and including amenities such as a fully equipped kitchen, air conditioning, and free parking.
This 650-square-foot rental boasts two bedrooms, one bathroom, and a private patio, accommodating up to four guests and including amenities such as a fully equipped kitchen, air conditioning, and free parking.

Penzance Road, MA
06/23 – 07/01
$758/nighttotal: $6064 (8 )
The Rockporter: Stunning Views Of Pigeon Cove
3 4apartment , Rockport
This Pigeon Cove rental is ideally situated in Rockport, Massachusetts, one mile from both Halibut Point State Park and Rockport's Back Beach.
This three-bedroom, two-bathroom apartment comfortably sleeps seven guests, boasting a fully equipped kitchen, private patio, and stunning waterfront views of Sandy Bay and Pigeon Cove Harbor; amenities include in-unit parking for two cars, high-speed internet, and air conditioning.
This three-bedroom, two-bathroom apartment comfortably sleeps seven guests, boasting a fully equipped kitchen, private patio, and stunning waterfront views of Sandy Bay and Pigeon Cove Harbor; amenities include in-unit parking for two cars, high-speed internet, and air conditioning.

Penzance Road, MA
10/12 – 10/23
$443/nighttotal: $4873 (11 )
Beach Bungalow: Long Beach Cottage
2 3apartment , Rockport
This Rockport bungalow, near Cape Hedge and Long Beach, offers easy access to Saratoga Creek via a short path to the Saratoga Creek Footbridge.
The 840-square-foot, one-level house features two bedrooms, one bathroom, and can comfortably accommodate five guests; amenities include a kitchen with a fridge and microwave, a sun porch, off-street parking for two cars, and a deck with a grill overlooking the marsh and Saratoga Creek.
The 840-square-foot, one-level house features two bedrooms, one bathroom, and can comfortably accommodate five guests; amenities include a kitchen with a fridge and microwave, a sun porch, off-street parking for two cars, and a deck with a grill overlooking the marsh and Saratoga Creek.










