Gloucester Luxury Vacation Rentals
Ocean Breeze-8Min Walk To Beach
- Cookware/ Kitchen utensils
- Free parking
- Express check-in/ -out
- Air conditioning
- Flat-screen TV
- Sun terrace
Situated approximately a 10-minute drive from Dogtown Commons, the spacious 81 m² Ocean Breeze-8Min Walk To Beach Gloucester apartment provides convenient access to numerous nearby attractions.
Ocean Breeze-8Min Walk To Beach
- Cookware/ Kitchen utensils
- Free parking
- Express check-in/ -out
- Air conditioning
- Flat-screen TV
- Sun terrace
Ocean Breeze-8Min Walk To Beach
Situated approximately a 10-minute drive from Dogtown Commons, the spacious 81 m² Ocean Breeze-8Min Walk To Beach Gloucester apartment provides convenient access to numerous nearby attractions.
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Guest favorite
Retreat Near Beaches
- BBQ facilities
- Free parking
- Express check-in/ -out
- Air conditioning
- Flat-screen TV
- Sun terrace
Set about a 25-minute walk from the historic 8-ft bronze statue "Fishermen's Memorial Monument", the unique Retreat Near Beaches Gloucester apartment comprises a patio and a balcony overlooking the garden. Guests will enjoy access to luxurious amenities, such as a sun deck and a picnic area.
Retreat Near Beaches
- BBQ facilities
- Free parking
- Express check-in/ -out
- Air conditioning
- Flat-screen TV
- Sun terrace
Retreat Near Beaches
Set about a 25-minute walk from the historic 8-ft bronze statue "Fishermen's Memorial Monument", the unique Retreat Near Beaches Gloucester apartment comprises a patio and a balcony overlooking the garden. Guests will enjoy access to luxurious amenities, such as a sun deck and a picnic area.
Bianca
- Cookware/ Kitchen utensils
- Free parking
- Air conditioning
- Tea and coffee facilities
- Heating
- Patio
Nestled nearly 5 minutes' walk from Rogers Street, the 2-bedroom Bianca Villa Gloucester comes with a patio and a golf course for added enjoyment. Located a short way from Cape Ann Historical Museum, this Gloucester villa features cycling and fisheries.
Bianca
- Cookware/ Kitchen utensils
- Free parking
- Air conditioning
- Tea and coffee facilities
- Heating
- Patio
Bianca
Nestled nearly 5 minutes' walk from Rogers Street, the 2-bedroom Bianca Villa Gloucester comes with a patio and a golf course for added enjoyment. Located a short way from Cape Ann Historical Museum, this Gloucester villa features cycling and fisheries.
Cheap Gloucester Vacation Rentals
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Beach access
Cbythesea - Ocean View Penthouse
- Cookware/ Kitchen utensils
- Free parking
- VIP check-in/ -out
- Air conditioning
- Flat-screen TV
- Sun terrace
Situated just a few steps from Melody Phaneuf Paintings, Cbythesea - Ocean View Penthouse Gloucester apartment offers proximity to various nearby tourist attractions.
Cbythesea - Ocean View Penthouse
- Cookware/ Kitchen utensils
- Free parking
- VIP check-in/ -out
- Air conditioning
- Flat-screen TV
- Sun terrace
Cbythesea - Ocean View Penthouse
Situated just a few steps from Melody Phaneuf Paintings, Cbythesea - Ocean View Penthouse Gloucester apartment offers proximity to various nearby tourist attractions.
Gloucester Coastal Gem
- BBQ facilities
- Free parking
- Air conditioning
- Ironing facilities
- Tea and coffee facilities
- Garden area
Staying at the 3-bedroom Gloucester Coastal Gem villa, guests can easily reach 7 Seas Whale Watch, located approximately a 25-minute walk away. With a maximum capacity of 6 guests, this Gloucester holiday home offers a car park.
At Gloucester Coastal Gem villa, windsurfing, snorkelling, and diving can be arranged upon request.
Gloucester Coastal Gem
- BBQ facilities
- Free parking
- Air conditioning
- Ironing facilities
- Tea and coffee facilities
- Garden area
Gloucester Coastal Gem
Staying at the 3-bedroom Gloucester Coastal Gem villa, guests can easily reach 7 Seas Whale Watch, located approximately a 25-minute walk away. With a maximum capacity of 6 guests, this Gloucester holiday home offers a car park.
At Gloucester Coastal Gem villa, windsurfing, snorkelling, and diving can be arranged upon request.
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Beach access
A By The Bay - Stunning Seaside Apartment
- BBQ facilities
- Free parking
- VIP check-in/ -out
- Air conditioning
- Flat-screen TV
- Sun terrace
Located within 900 metres of the Small Half Moon Crescent-Shaped Beach, which offers the thrill of discovering something beautiful, the spacious A By The Bay - Stunning Seaside Apartment Gloucester includes luggage storage. The maximum occupancy at this apartment is 6 guests.
Other facilities at the apartment include a sun deck and a picnic area.
A By The Bay - Stunning Seaside Apartment
- BBQ facilities
- Free parking
- VIP check-in/ -out
- Air conditioning
- Flat-screen TV
- Sun terrace
A By The Bay - Stunning Seaside Apartment
Located within 900 metres of the Small Half Moon Crescent-Shaped Beach, which offers the thrill of discovering something beautiful, the spacious A By The Bay - Stunning Seaside Apartment Gloucester includes luggage storage. The maximum occupancy at this apartment is 6 guests.
Other facilities at the apartment include a sun deck and a picnic area.
Pet Friendly Vacation Rentals Gloucester
1 Mi To Beach! Family Gloucester Gem W/ Yard
- Cookware/ Kitchen utensils
- Free parking
- Express check-in/ -out
- Ironing facilities
- Sun loungers
Located within 3 km of Cape Ann Whale Watch, the 2-bedroom 1 Mi To Beach! Family Gloucester Gem W/ Yard villa provides access to various tourist attractions in the vicinity. With a maximum capacity of 6 guests, this Gloucester holiday home offers parking.
1 Mi To Beach! Family Gloucester Gem W/ Yard
- Cookware/ Kitchen utensils
- Free parking
- Express check-in/ -out
- Ironing facilities
- Sun loungers
1 Mi To Beach! Family Gloucester Gem W/ Yard
Located within 3 km of Cape Ann Whale Watch, the 2-bedroom 1 Mi To Beach! Family Gloucester Gem W/ Yard villa provides access to various tourist attractions in the vicinity. With a maximum capacity of 6 guests, this Gloucester holiday home offers parking.
Spacious 2Nd Floor Suite
- Cookware/ Kitchen utensils
- Free parking
- Flat-screen TV
- Ironing facilities
- Tea and coffee facilities
- Heating
Featuring a prime location approximately 5 minutes' walk from Rogers Street, the 2-bedroom Spacious 2Nd Floor Suite Gloucester accommodates up to 4 guests. This 149 m² apartment offers modern facilities, such as Wi-Fi and essentials like parking for car travellers.
Spacious 2Nd Floor Suite
- Cookware/ Kitchen utensils
- Free parking
- Flat-screen TV
- Ironing facilities
- Tea and coffee facilities
- Heating
Spacious 2Nd Floor Suite
Featuring a prime location approximately 5 minutes' walk from Rogers Street, the 2-bedroom Spacious 2Nd Floor Suite Gloucester accommodates up to 4 guests. This 149 m² apartment offers modern facilities, such as Wi-Fi and essentials like parking for car travellers.
Glorious Suite Near Downtown With Washer/Dryer
- Cookware/ Kitchen utensils
- Free parking
- Flat-screen TV
- Tea and coffee facilities
The spacious 3-bedroom Glorious Suite Near Downtown With Washer/Dryer Gloucester is a good choice for accommodating up to 4 guests, offering a prime setting nearly 25 minutes' walk from Cape Ann Whale Watch. The 149 m² apartment offers modern facilities, such as Wi-Fi and essentials like parking for car travellers.
Glorious Suite Near Downtown With Washer/Dryer
- Cookware/ Kitchen utensils
- Free parking
- Flat-screen TV
- Tea and coffee facilities
Glorious Suite Near Downtown With Washer/Dryer
The spacious 3-bedroom Glorious Suite Near Downtown With Washer/Dryer Gloucester is a good choice for accommodating up to 4 guests, offering a prime setting nearly 25 minutes' walk from Cape Ann Whale Watch. The 149 m² apartment offers modern facilities, such as Wi-Fi and essentials like parking for car travellers.
Gloucester Vacation Rentals Oceanfront
Stay At Rocky Neck
- BBQ facilities
- Free parking
- Air conditioning
- Flat-screen TV
- Tea and coffee facilities
- Patio
Located nearly 5 minutes' walk from Judythe Evans Meagher Gallery, the 3-bedroom Stay At Rocky Neck Gloucester villa gives easy access to various tourist attractions in the area. Providing guests with Wi-Fi and private parking, this Gloucester holiday home is 3.9 km from Capt Bill & Sons Whale Watch.
Stay At Rocky Neck
- BBQ facilities
- Free parking
- Air conditioning
- Flat-screen TV
- Tea and coffee facilities
- Patio
Stay At Rocky Neck
Located nearly 5 minutes' walk from Judythe Evans Meagher Gallery, the 3-bedroom Stay At Rocky Neck Gloucester villa gives easy access to various tourist attractions in the area. Providing guests with Wi-Fi and private parking, this Gloucester holiday home is 3.9 km from Capt Bill & Sons Whale Watch.
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Top location
Gloucester Harbor Hideaway
- Cookware/ Kitchen utensils
- Free parking
- Air conditioning
- Ironing facilities
- Tea and coffee facilities
- Heating
The 2-bedroom Gloucester Harbor Hideaway apartment boasts a prime setting and in only a 7-minute walk from the historic 8-ft bronze statue "Fishermen's Memorial Monument". This spacious apartment features Wi-Fi, along with parking for guests travelling by car.
Local sports activities include hiking, cycling, and fisheries.
Gloucester Harbor Hideaway
- Cookware/ Kitchen utensils
- Free parking
- Air conditioning
- Ironing facilities
- Tea and coffee facilities
- Heating
Gloucester Harbor Hideaway
The 2-bedroom Gloucester Harbor Hideaway apartment boasts a prime setting and in only a 7-minute walk from the historic 8-ft bronze statue "Fishermen's Memorial Monument". This spacious apartment features Wi-Fi, along with parking for guests travelling by car.
Local sports activities include hiking, cycling, and fisheries.
Point Radio Cottage
- BBQ facilities
- Free parking
- Flat-screen TV
- Tea and coffee facilities
- Heating
- Garden area
The spacious 1-bedroom Point Radio Cottage Gloucester offers proximity to a number of tourist attractions, such as Coolidge Reservation Nature Reserve, located approximately 10 minutes' drive away. Access to snorkelling, diving, and bowling is offered for active guests.
Point Radio Cottage
- BBQ facilities
- Free parking
- Flat-screen TV
- Tea and coffee facilities
- Heating
- Garden area
Point Radio Cottage
The spacious 1-bedroom Point Radio Cottage Gloucester offers proximity to a number of tourist attractions, such as Coolidge Reservation Nature Reserve, located approximately 10 minutes' drive away. Access to snorkelling, diving, and bowling is offered for active guests.
Gloucester Vacation Rentals with Private Pool
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Great deal
Massachusetts Abode W/ Deck & Grill: Near Beaches!
- Cookware/ Kitchen utensils
- Free parking
- Terrace
- Patio
Staying at Massachusetts Abode W/ Deck & Grill: Near Beaches! Gloucester villa, guests can easily reach Dogtown Commons, located around 10 minutes away by car. With a maximum capacity of 4 guests, this 2-bedroom welcoming holiday home offers private car parking.
Massachusetts Abode W/ Deck & Grill: Near Beaches!
- Cookware/ Kitchen utensils
- Free parking
- Terrace
- Patio
Massachusetts Abode W/ Deck & Grill: Near Beaches!
Staying at Massachusetts Abode W/ Deck & Grill: Near Beaches! Gloucester villa, guests can easily reach Dogtown Commons, located around 10 minutes away by car. With a maximum capacity of 4 guests, this 2-bedroom welcoming holiday home offers private car parking.
Walk To Good Harbor, Ocean Views, Open All Year!
- BBQ facilities
- Free parking
- Air conditioning
- Flat-screen TV
- Tea and coffee facilities
- Garden area
The 3-bedroom Walk To Good Harbor, Ocean Views, Open All Year! Gloucester villa can host up to 6 guests, boasting a convenient location about 10 minutes' drive from iconic cultural attractions such as Cape Ann Historical Museum. Located 3.8 km from the Small Niles Sandy Beach, the accommodation provides Wi-Fi and a car park.
Walk To Good Harbor, Ocean Views, Open All Year!
- BBQ facilities
- Free parking
- Air conditioning
- Flat-screen TV
- Tea and coffee facilities
- Garden area
Walk To Good Harbor, Ocean Views, Open All Year!
The 3-bedroom Walk To Good Harbor, Ocean Views, Open All Year! Gloucester villa can host up to 6 guests, boasting a convenient location about 10 minutes' drive from iconic cultural attractions such as Cape Ann Historical Museum. Located 3.8 km from the Small Niles Sandy Beach, the accommodation provides Wi-Fi and a car park.
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Beach access
The Buoys
- BBQ facilities
- Free parking
- VIP check-in/ -out
- Air conditioning
- Flat-screen TV
- Golf centre
The Buoys Villa Gloucester is 6 minutes' walk from Gloucester Cinema, which includes bicycles and hire for rent. Located 4.4 km from the Compact Good Harbor Sandy Beach, this 3-bedroom villa comes with a picnic area and a golf course for added enjoyment.
The Buoys
- BBQ facilities
- Free parking
- VIP check-in/ -out
- Air conditioning
- Flat-screen TV
- Golf centre
The Buoys
The Buoys Villa Gloucester is 6 minutes' walk from Gloucester Cinema, which includes bicycles and hire for rent. Located 4.4 km from the Compact Good Harbor Sandy Beach, this 3-bedroom villa comes with a picnic area and a golf course for added enjoyment.
Beau
- BBQ facilities
- Free parking
- Air conditioning
- Tea and coffee facilities
- Skiing
Located about 400 metres from Community Church at East Gloucester, the 2-bedroom Beau Villa Gloucester gives easy access to various tourist attractions in the area. Suitable for up to 6 guests, this Gloucester holiday home offers opportunities for snorkelling, snow skiing, and mini golf.
Beau
- BBQ facilities
- Free parking
- Air conditioning
- Tea and coffee facilities
- Skiing
Beau
Located about 400 metres from Community Church at East Gloucester, the 2-bedroom Beau Villa Gloucester gives easy access to various tourist attractions in the area. Suitable for up to 6 guests, this Gloucester holiday home offers opportunities for snorkelling, snow skiing, and mini golf.
Are you in a hurry?
Here is a quick list of Vacation Rentals in Gloucester, selected based on their rating
| Name of hotel | Accommodation Rating | Price, $ | |
| Ocean Breeze-8Min Walk To Beach |
9.6 / 10 (31 Reviews) |
From 116$ | |
| Retreat Near Beaches |
9.1 / 10 (55 Reviews) |
From 357$ | |
| Bianca |
9.6 / 10 (7 Reviews) |
From 285$ | |
| Cbythesea - Ocean View Penthouse |
8.8 / 10 (33 Reviews) |
From 475$ | |
| Gloucester Coastal Gem |
9.8 / 10 (13 Reviews) |
From 666$ |