
Long Beach Gloucester
08/25 – 09/06
$297/nighttotal: $3564 (12 )
Luxurious Beach House W/ Harbor Views & Near Beach
1 4apartment , Gloucester
This Gloucester apartment is located in the historic Rocky Neck art colony, just steps away from the beach, restaurants, and a wine and cheese bar. It has received excellent ratings for location, cleanliness, and overall experience.
The apartment has one bedroom with a queen bed and a queen pull-out sofa in the living room, allowing for a comfortable stay for up to four guests. You can enjoy stunning ocean views from the deck, prepare meals in the fully equipped kitchen, and relax in the air-conditioned space.
The apartment has one bedroom with a queen bed and a queen pull-out sofa in the living room, allowing for a comfortable stay for up to four guests. You can enjoy stunning ocean views from the deck, prepare meals in the fully equipped kitchen, and relax in the air-conditioned space.

Long Beach Gloucester
08/25 – 09/06
$1122/nighttotal: $13464 (12 )
Stay At Rocky Neck
3 4apartment , Gloucester
This Gloucester waterfront rental, located in the Rocky Neck Art Colony, is a 10-minute walk from downtown Gloucester and Ravenswood Park.
The 1190-square-foot apartment features three bedrooms, three bathrooms, sleeps seven, and includes a fully equipped kitchen, a private dock, and expansive decks offering stunning ocean views.
The 1190-square-foot apartment features three bedrooms, three bathrooms, sleeps seven, and includes a fully equipped kitchen, a private dock, and expansive decks offering stunning ocean views.

Long Beach Gloucester
08/25 – 09/06
$412/nighttotal: $4944 (12 )
The Fort Hideaway- Top Of Bearskin Neck
1 4apartment , Rockport
This Rockport waterfront dwelling, known as The Fort, is located directly on Bearskin Neck, offering unparalleled access to shops, galleries, and restaurants.
The two-bedroom, one-bathroom unit sleeps four guests and features a fully equipped kitchen, in-unit laundry, and a private stone patio overlooking the water; note that the shower is best suited for guests under six feet tall, and parking is not on-site but assistance is provided.
The two-bedroom, one-bathroom unit sleeps four guests and features a fully equipped kitchen, in-unit laundry, and a private stone patio overlooking the water; note that the shower is best suited for guests under six feet tall, and parking is not on-site but assistance is provided.

Long Beach Gloucester
08/25 – 09/06
$519/nighttotal: $6228 (12 )
Walk To Good Harbor Beach~dog Friendly~ Omsweetom
1 4apartment , Gloucester
This dog-friendly home in Gloucester is located just a short walk from Good Harbor Beach and a 2-minute walk from local amenities like a grocery store, Dunkin Donuts, an ice cream shop, a liquor store, and a pharmacy. This three-bedroom, one-bathroom house can accommodate up to six guests and features a modern ranch style with a zen-like vibe, a spacious deck with a grill, and a private yard.

Long Beach Gloucester
10/04 – 10/16
$439/nighttotal: $5268 (12 )
Newly Updated! Charming Bungalow With Pool! Walk To Front Beach And Shops!
2 4apartment , Rockport
This Rockport beach house, near Good Harbor Beach and Cape Ann, offers easy access to Rockport's attractions and outdoor activities.
This 1,290-square-foot home features two bedrooms, one bathroom, and sleeps six, boasting a kitchen with microwave and dishwasher, in-house laundry, a fireplace, and connected TVs, plus access to a swimming pool, barbecue facilities, and nearby kayaking and scuba diving.
This 1,290-square-foot home features two bedrooms, one bathroom, and sleeps six, boasting a kitchen with microwave and dishwasher, in-house laundry, a fireplace, and connected TVs, plus access to a swimming pool, barbecue facilities, and nearby kayaking and scuba diving.

Long Beach Gloucester
10/04 – 10/16
$456/nighttotal: $5472 (12 )
Newly Renovated 2br Rockport Home W/ Parking Steps To Back Beach+bearskin Neck!
2 4apartment , Rockport
This Rockport seaside cottage, a short walk from both Front and Back Beaches and a few blocks from the commuter rail, offers reserved parking—a rarity in the downtown area.
This 1,050-square-foot, two-bedroom, two-bathroom rental sleeps five, boasting a fully equipped kitchen, central AC, high-speed Wi-Fi, a Roku Smart TV, and family-friendly amenities including toys, an extra air mattress, and a pack-and-play.
This 1,050-square-foot, two-bedroom, two-bathroom rental sleeps five, boasting a fully equipped kitchen, central AC, high-speed Wi-Fi, a Roku Smart TV, and family-friendly amenities including toys, an extra air mattress, and a pack-and-play.

Long Beach Gloucester
10/04 – 10/16
$546/nighttotal: $6552 (12 )
'We Can't Wait To Return To Four Winds'
2 4apartment , Rockport
This Rockport waterfront condo, located directly on Tuna Wharf, offers stunning harbor views and is a short walk from Motif No. 1 and the Paper House.
The 1100-square-foot apartment features two bedrooms with queen beds, two bathrooms (one with a soaking tub and digital piano), a fully equipped kitchen, and a balcony; it comfortably sleeps four guests and includes parking.
The 1100-square-foot apartment features two bedrooms with queen beds, two bathrooms (one with a soaking tub and digital piano), a fully equipped kitchen, and a balcony; it comfortably sleeps four guests and includes parking.

Long Beach Gloucester
08/25 – 09/06
$476/nighttotal: $5712 (12 )
Bright Coastal Apartment In The Center Of Quaint New England Sea Town
3 4apartment , Rockport
This 3-bedroom, 1-bathroom apartment in Rockport is located within a 5-minute walk to Motif No. 1 and the Shalin Liu Performing Arts Center, placing you near iconic landmarks and cultural attractions.
This rental offers a fully equipped kitchen with a microwave, air conditioning, and in-unit laundry, with capacity for 5 guests and proximity to sailing activities and maritime museums.
This rental offers a fully equipped kitchen with a microwave, air conditioning, and in-unit laundry, with capacity for 5 guests and proximity to sailing activities and maritime museums.

Long Beach Gloucester
08/25 – 09/06
$518/nighttotal: $6216 (12 )
Charming Central Apartment On Bearskin Neck
1 4apartment , Rockport
This Rockport apartment rental is centrally located on Bearskin Neck in the historic colonial district, steps from beaches and close to shops, restaurants, and galleries.
The three-bedroom, one-bathroom unit sleeps five, features a kitchen with a fridge and microwave, in-unit laundry, air conditioning, and is near kayaking, schooner tours, and whale watching.
The three-bedroom, one-bathroom unit sleeps five, features a kitchen with a fridge and microwave, in-unit laundry, air conditioning, and is near kayaking, schooner tours, and whale watching.

Long Beach Gloucester
08/25 – 09/06
$242/nighttotal: $2904 (12 )
Cripple Cove Apartment In Historic Home Across From Harbour In Gloucester, Ma
2 4apartment , Gloucester
This waterfront vacation rental is just a short walk from Massachusetts Bay and popular attractions like Schooner Adventure, Good Harbor Beach, and The Gorton Theatre, offering a peaceful setting close to the action. Guests consistently rate the home excellent for location, cleanliness, and overall experience.
The two-bedroom home comfortably sleeps four guests and features a fully equipped kitchen, laundry facilities, a private garden, and a relaxing spa. Enjoy stunning waterfront views from the terrace, relax in the garden, or explore the nearby attractions.
The two-bedroom home comfortably sleeps four guests and features a fully equipped kitchen, laundry facilities, a private garden, and a relaxing spa. Enjoy stunning waterfront views from the terrace, relax in the garden, or explore the nearby attractions.

Long Beach Gloucester
10/04 – 10/16
$1574/nighttotal: $18888 (12 )
Golden Sands At Good Harbor: Just Walk Across The Street To The Beach.
7 4apartment , Gloucester
This Gloucester vacation home is located directly on the beach in the Golden Sands district, just steps away from Good Harbor Beach and a short drive from the twin lighthouses of Rockport. It has earned an excellent user rating, making it a popular choice for travelers seeking a comfortable and enjoyable stay.
This 7-bedroom, 4-bathroom house offers 2730 square feet of space, comfortably accommodating up to 12 guests. The home features a fully equipped kitchen, a private yard, multiple decks with ocean views, and a prime beachfront location, providing everything you need for a relaxing and memorable vacation.
This 7-bedroom, 4-bathroom house offers 2730 square feet of space, comfortably accommodating up to 12 guests. The home features a fully equipped kitchen, a private yard, multiple decks with ocean views, and a prime beachfront location, providing everything you need for a relaxing and memorable vacation.

Long Beach Gloucester
10/04 – 10/16
$1073/nighttotal: $12876 (12 )
Long Beach & Private Good Harbor Beach, Beautiful Luxury Home, Ext'd Famil
6 4apartment , Gloucester
This Gloucester vacation home is located just steps from Long Beach and a short drive from Gloucester Harbor, offering easy access to the area's attractions and the vibrant art scene. Guests consistently rate this property as excellent, praising its comfort, amenities, and location.
This spacious house provides over 3500 square feet of living space, comfortably accommodating up to 15 guests. Enjoy features like a gourmet kitchen, multiple living areas, a private deck with a hammock, a jacuzzi, and a large yard perfect for entertaining and relaxation.
This spacious house provides over 3500 square feet of living space, comfortably accommodating up to 15 guests. Enjoy features like a gourmet kitchen, multiple living areas, a private deck with a hammock, a jacuzzi, and a large yard perfect for entertaining and relaxation.









