
Long Beach Gloucester
10/17 – 10/27
$326/nighttotal: $3260 (10 )
The Admiral's Loft: Private Deck And Ocean Views
1 2apartment , Rockport
The Admiral's Loft, a Rockport apartment rental, is located less than half a mile from downtown Rockport and Bearskin Neck, a short walk from Old Garden Beach and Front Beach.
This one-bedroom, one-bathroom unit sleeps two guests and boasts a private deck with bay views, a fully equipped kitchen including a dishwasher, and includes beach essentials such as chairs, an umbrella, and a cooler; off-street parking is available.
This one-bedroom, one-bathroom unit sleeps two guests and boasts a private deck with bay views, a fully equipped kitchen including a dishwasher, and includes beach essentials such as chairs, an umbrella, and a cooler; off-street parking is available.

Long Beach Gloucester
08/25 – 09/06
$693/nighttotal: $8316 (12 )
Beach Bound - Cape Ann Coastal Escape
3 4apartment , 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.

Long Beach Gloucester
08/25 – 09/06
$321/nighttotal: $3852 (12 )
Brand New Home Minutes To The Ocean
1 4apartment , Gloucester
This Gloucester ranch-style home is located on a hill, just a five-minute drive from local beaches and the downtown area, offering a peaceful setting while being close to the action. The property has consistently received excellent ratings for location, cleanliness, and overall user experience.
This three-bedroom, one-bathroom home comfortably accommodates up to five guests, with the possibility of accommodating six for families with children. The home offers amenities like a fully equipped kitchen, air conditioning, parking, and internet access, making it ideal for families and groups looking for a comfortable and convenient stay.
This three-bedroom, one-bathroom home comfortably accommodates up to five guests, with the possibility of accommodating six for families with children. The home offers amenities like a fully equipped kitchen, air conditioning, parking, and internet access, making it ideal for families and groups looking for a comfortable and convenient stay.

Long Beach Gloucester
10/17 – 10/27
$402/nighttotal: $4020 (10 )
Walk To Good Harbor, Ocean Views, Open All Year!
3 2apartment , Gloucester
This Gloucester vacation rental is located a short 10-minute walk from Good Harbor Beach, one of the most popular beaches in New England.
The 1,270 square foot home features three bedrooms, two bathrooms, and can accommodate up to six guests, making it ideal for families or groups of friends visiting Gloucester.
The 1,270 square foot home features three bedrooms, two bathrooms, and can accommodate up to six guests, making it ideal for families or groups of friends visiting Gloucester.

Long Beach Gloucester
10/17 – 10/27
$237/nighttotal: $2370 (10 )
Harborside Oasis | Harbor View | Heart Of Downtown
1 2apartment , Rockport
This Rockport apartment, located downtown, is steps from Bearskin Neck and a short walk from Front Beach and Old Garden Beach, offering direct waterfront views of Rockport Harbor and Motif Number 1.
The one-bedroom, one-bathroom unit sleeps two guests and features a fully stocked modern kitchen, a newly renovated bathroom with a radiant heated shower, a 55-inch smart TV with Roku, high-speed WiFi, and a private deck.
The one-bedroom, one-bathroom unit sleeps two guests and features a fully stocked modern kitchen, a newly renovated bathroom with a radiant heated shower, a 55-inch smart TV with Roku, high-speed WiFi, and a private deck.

Long Beach Gloucester
08/25 – 09/06
$1373/nighttotal: $16476 (12 )
Stay At Rocky Neck
3 4house , Gloucester
Stay at Rocky Neck, a Gloucester vacation home in the Rocky Neck artistic community, is 19 miles from both the Peabody Essex Museum and the House of the Seven Gables.
This 1190-square-foot rental boasts three bedrooms, three bathrooms, a fully equipped kitchen with dishwasher, and accommodates up to nine guests, offering sea views from its patio and a fireplace.
This 1190-square-foot rental boasts three bedrooms, three bathrooms, a fully equipped kitchen with dishwasher, and accommodates up to nine guests, offering sea views from its patio and a fireplace.

Long Beach Gloucester
10/17 – 10/27
$203/nighttotal: $2030 (10 )
Ocean Breeze / 8 Min Walk To Beach
1 2apartment , Gloucester
This Gloucester rental is a private lower unit in a two-unit house, located an 8-minute walk from Gloucester's beaches and a 50-minute drive from Boston.
The fully furnished one-bedroom apartment sleeps 4 guests, features a king-size bed, queen-size sofa bed, private backyard with grill and fire pit, free parking, and includes Wi-Fi, laundry, and all utilities.
The fully furnished one-bedroom apartment sleeps 4 guests, features a king-size bed, queen-size sofa bed, private backyard with grill and fire pit, free parking, and includes Wi-Fi, laundry, and all utilities.

Long Beach Gloucester
08/25 – 09/06
$232/nighttotal: $2784 (12 )
A Beautiful "Wee " Place By The Sea In Rockport
2 4cottage , Rockport
This Rockport cottage, perfect for families, is centrally located, a 15-minute walk from Cape Ann, Thatcher Island, and the Thatcher Island National Wildlife Refuge, and under 1.2 miles from Pebble Beach and Cape Hedge Beach.
This 520-square-foot house features two bedrooms, one bathroom, sleeps five, and includes a fully equipped kitchenette, private patio, garden access, and barbecue grills.
This 520-square-foot house features two bedrooms, one bathroom, sleeps five, and includes a fully equipped kitchenette, private patio, garden access, and barbecue grills.

Long Beach Gloucester
08/25 – 09/06
$486/nighttotal: $5832 (12 )
The Orca Modern Coastal Comfort Awaits
2 4apartment , Rockport
This Rockport apartment rental is ideally situated on Bearskin Neck, steps from the harbor and within walking distance of Front Beach, Old Garden Beach, and the Shalin Liu Performance Center.
The 600-square-foot unit features two bedrooms, one bathroom, sleeps four, and includes amenities such as air conditioning, internet, parking, and pet-friendliness.
The 600-square-foot unit features two bedrooms, one bathroom, sleeps four, and includes amenities such as air conditioning, internet, parking, and pet-friendliness.

Long Beach Gloucester
10/17 – 10/27
$483/nighttotal: $4830 (10 )
Mermaid Surf Bungalow On Good Harbor Beach
3 2bungalow , Gloucester
This Gloucester beachfront house offers direct Good Harbor Beach access and proximity to downtown Gloucester's restaurants and shops.
The three-bedroom, two-bathroom home sleeps seven, includes kayaks, bikes, and a deck with ocean views, plus a welcome packet detailing local experiences like shaman-led tours.
The three-bedroom, two-bathroom home sleeps seven, includes kayaks, bikes, and a deck with ocean views, plus a welcome packet detailing local experiences like shaman-led tours.

Long Beach Gloucester
10/17 – 10/27
$248/nighttotal: $2480 (10 )
The Crows Nest | Near Shops & Beaches
1 2apartment , Rockport
This Main Street Guest House apartment in Rockport offers convenient access to Rockport's ocean beaches and Bearskin Neck.
The one-bedroom, one-bathroom suite sleeps three, features a private living room, full kitchen with fridge and microwave, air conditioning, and a private yard, plus a wrap-around porch and deck.
The one-bedroom, one-bathroom suite sleeps three, features a private living room, full kitchen with fridge and microwave, air conditioning, and a private yard, plus a wrap-around porch and deck.

Long Beach Gloucester
08/25 – 09/06
$745/nighttotal: $8940 (12 )
Stay At Niles Beach
3 4apartment , Gloucester
This Gloucester vacation home is a short walk from Niles Beach, the Gorton Theatre, and the Rocky Neck Art Colony, with the Ten Pound Lighthouse and Bryan Gallery also within a 15-minute radius.
This three-bedroom, two-bathroom house sleeps seven, offering a fully equipped kitchen, laundry facilities, a terrace, a garden, parking, and air conditioning—perfect for exploring Gloucester's attractions.
This three-bedroom, two-bathroom house sleeps seven, offering a fully equipped kitchen, laundry facilities, a terrace, a garden, parking, and air conditioning—perfect for exploring Gloucester's attractions.










