Best Gloucester Vacation Rentals
Radiant Gloucester House W/ Private Porch!
- Cookware/ Kitchen utensils
- Free parking
- Express check-in/ -out
- Ironing facilities
- Heating
The 2-bedroom Radiant Gloucester House W/ Private Porch! villa hosts up to 6 guests and provides proximity to Gloucester Museum of History, situated just 0.7 km away. Providing guests with Wi-Fi and private car parking, the welcoming holiday home is around 5 minutes' drive from Newington Baptist Church.
Radiant Gloucester House W/ Private Porch!
- Cookware/ Kitchen utensils
- Free parking
- Express check-in/ -out
- Ironing facilities
- Heating
Radiant Gloucester House W/ Private Porch!
The 2-bedroom Radiant Gloucester House W/ Private Porch! villa hosts up to 6 guests and provides proximity to Gloucester Museum of History, situated just 0.7 km away. Providing guests with Wi-Fi and private car parking, the welcoming holiday home is around 5 minutes' drive from Newington Baptist Church.
Gloucester Retreat W/ Backyard Oasis & Pier!
- Cookware/ Kitchen utensils
- Free parking
- Express check-in/ -out
- Flat-screen TV
- Ironing facilities
Nestled a 10-minute drive from Bellamy United Methodist Church, the welcoming Gloucester Retreat W/ Backyard Oasis & Pier! villa entices guests to explore various tourist destinations nearby. The 4-bedroom holiday home hosts up to 10 guests and provides them with a private parking lot.
Gloucester Retreat W/ Backyard Oasis & Pier!
- Cookware/ Kitchen utensils
- Free parking
- Express check-in/ -out
- Flat-screen TV
- Ironing facilities
Gloucester Retreat W/ Backyard Oasis & Pier!
Nestled a 10-minute drive from Bellamy United Methodist Church, the welcoming Gloucester Retreat W/ Backyard Oasis & Pier! villa entices guests to explore various tourist destinations nearby. The 4-bedroom holiday home hosts up to 10 guests and provides them with a private parking lot.
Waterfront Gloucester Cottage W/ Private Boat Dock
- Cookware/ Kitchen utensils
- Free parking
- Express check-in/ -out
- Flat-screen TV
- Jacuzzi
- Terrace
Offering a hot tub, the welcoming Waterfront Gloucester Cottage W/ Private Boat Dock is located 5 minutes by car from Rosewell Plantation. The 3-bedroom holiday home hosts up to 6 guests and provides them with private parking.
Waterfront Gloucester Cottage W/ Private Boat Dock
- Cookware/ Kitchen utensils
- Free parking
- Express check-in/ -out
- Flat-screen TV
- Jacuzzi
- Terrace
Waterfront Gloucester Cottage W/ Private Boat Dock
Offering a hot tub, the welcoming Waterfront Gloucester Cottage W/ Private Boat Dock is located 5 minutes by car from Rosewell Plantation. The 3-bedroom holiday home hosts up to 6 guests and provides them with private parking.
Cheap Gloucester Vacation Rentals
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Great deal
Family-Friendly Main St Gloucester Apt W/ Balcony!
- Cookware/ Kitchen utensils
- Free parking
- Express check-in/ -out
- Flat-screen TV
- Ironing facilities
- Spa & wellness centre
Located 0.7 km from Stewart Gallery, Family-Friendly Main St Gloucester Apt W/ Balcony! accommodates up to 7 guests. Wi-Fi and private car parking are also available at the spacious apartment.
Family-Friendly Main St Gloucester Apt W/ Balcony!
- Cookware/ Kitchen utensils
- Free parking
- Express check-in/ -out
- Flat-screen TV
- Ironing facilities
- Spa & wellness centre
Family-Friendly Main St Gloucester Apt W/ Balcony!
Located 0.7 km from Stewart Gallery, Family-Friendly Main St Gloucester Apt W/ Balcony! accommodates up to 7 guests. Wi-Fi and private car parking are also available at the spacious apartment.
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Private beach
L'Hermione
- BBQ facilities
- Free parking
- 24-hour security
- Air conditioning
- Live entertainment
- Sun terrace
Offering a location around 10 minutes by car from Singleton United Methodist Church, the 4-bedroom L'Hermione Gloucester villa gives access to various tourist spots in the area. The accommodation accommodates up to 8 guests and invites them to enjoy a terrace.
Canyoning and fisheries can be arranged in the area.
L'Hermione
- BBQ facilities
- Free parking
- 24-hour security
- Air conditioning
- Live entertainment
- Sun terrace
L'Hermione
Offering a location around 10 minutes by car from Singleton United Methodist Church, the 4-bedroom L'Hermione Gloucester villa gives access to various tourist spots in the area. The accommodation accommodates up to 8 guests and invites them to enjoy a terrace.
Canyoning and fisheries can be arranged in the area.
Located In The Heart Of Gloucester Courthouse!
- Free parking
- Express check-in/ -out
- Heating
Welcoming Located In The Heart Of Gloucester Courthouse! villa hosts up to 5 guests and provides proximity to Stewart Gallery, situated merely 7 minutes' walk away.
Located In The Heart Of Gloucester Courthouse!
- Free parking
- Express check-in/ -out
- Heating
Located In The Heart Of Gloucester Courthouse!
Welcoming Located In The Heart Of Gloucester Courthouse! villa hosts up to 5 guests and provides proximity to Stewart Gallery, situated merely 7 minutes' walk away.
Pet Friendly Vacation Rentals Gloucester Virginia
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Guest favorite
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Beach access
Beach Luxury Oceanfront
- Cookware/ Kitchen utensils
- Free parking
- VIP check-in/ -out
- Air conditioning
- Flat-screen TV
- Outdoor swimming pool
To enjoy your vacation in Virginia Beach, stay at the 2-room Beach Luxury Oceanfront Virginia Beach apartment, which is only 500 metres from First Baptist Church and merely a 9-minute stroll from King Neptune Statue on the Boardwalk. Wi-Fi and a car park are also available at the apartment.
An outdoor swimming pool can be found at the property.
Beach Luxury Oceanfront
- Cookware/ Kitchen utensils
- Free parking
- VIP check-in/ -out
- Air conditioning
- Flat-screen TV
- Outdoor swimming pool
Beach Luxury Oceanfront
To enjoy your vacation in Virginia Beach, stay at the 2-room Beach Luxury Oceanfront Virginia Beach apartment, which is only 500 metres from First Baptist Church and merely a 9-minute stroll from King Neptune Statue on the Boardwalk. Wi-Fi and a car park are also available at the apartment.
An outdoor swimming pool can be found at the property.
Downtown Norfolk Loft
- Cookware/ Kitchen utensils
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Car park
Charges may apply
- VIP check-in/ -out
- Air conditioning
- Flat-screen TV
- Tea and coffee facilities
The spacious 98 m² Downtown Norfolk Loft Apartment is merely 6 minutes' stroll from the Iowa-class battleship "USS Wisconsin BB-64" and can accommodate up to 2 guests. The 1-bedroom apartment enjoys a convenient location, 3.5 km from the 53 - acre Virginia Zoological Park and in the immediate vicinity of NAUTICUS The National Maritime Center.
Downtown Norfolk Loft
- Cookware/ Kitchen utensils
-
Car park
Charges may apply
- VIP check-in/ -out
- Air conditioning
- Flat-screen TV
- Tea and coffee facilities
Downtown Norfolk Loft
The spacious 98 m² Downtown Norfolk Loft Apartment is merely 6 minutes' stroll from the Iowa-class battleship "USS Wisconsin BB-64" and can accommodate up to 2 guests. The 1-bedroom apartment enjoys a convenient location, 3.5 km from the 53 - acre Virginia Zoological Park and in the immediate vicinity of NAUTICUS The National Maritime Center.
Charming, Happy 1-Bed Oasis: Rva Retreat Awaits!
- Cookware/ Kitchen utensils
- Free parking
- VIP check-in/ -out
- Air conditioning
- Flat-screen TV
- Tea and coffee facilities
The 1-bedroom Charming, Happy 1-Bed Oasis: Rva Retreat Awaits! Apartment Richmond offers easy entry to such city sights as Leigh Street Baptist Church, situated merely a 6-minute walk away. This 32 m² apartment offers modern facilities, such as Wi-Fi and essentials like a car park for car travellers.
Charming, Happy 1-Bed Oasis: Rva Retreat Awaits!
- Cookware/ Kitchen utensils
- Free parking
- VIP check-in/ -out
- Air conditioning
- Flat-screen TV
- Tea and coffee facilities
Charming, Happy 1-Bed Oasis: Rva Retreat Awaits!
The 1-bedroom Charming, Happy 1-Bed Oasis: Rva Retreat Awaits! Apartment Richmond offers easy entry to such city sights as Leigh Street Baptist Church, situated merely a 6-minute walk away. This 32 m² apartment offers modern facilities, such as Wi-Fi and essentials like a car park for car travellers.
Gloucester Vacation Rentals Oceanfront
Cozy Portsmouth Retreat 2Br 1Ba
- Cookware/ Kitchen utensils
- Air conditioning
- Flat-screen TV
- Ironing facilities
- Tea and coffee facilities
- Garden area
The 2-bedroom Cozy Portsmouth Retreat 2Br 1Ba Villa is situated a mere 6 minutes' walk from Port Norfolk Rec Center, featuring such comforts as Wi-Fi and a car park.
Cozy Portsmouth Retreat 2Br 1Ba
- Cookware/ Kitchen utensils
- Air conditioning
- Flat-screen TV
- Ironing facilities
- Tea and coffee facilities
- Garden area
Cozy Portsmouth Retreat 2Br 1Ba
The 2-bedroom Cozy Portsmouth Retreat 2Br 1Ba Villa is situated a mere 6 minutes' walk from Port Norfolk Rec Center, featuring such comforts as Wi-Fi and a car park.
Vetro Guest House
- Cookware/ Kitchen utensils
- Free parking
- Air conditioning
- Flat-screen TV
- Luggage storage
- Sun terrace
Situated approximately a 25-minute walk from The John Marshall House, the 2-bedroom Vetro Guest House Richmond can host up to 6 guests in Richmond. At the spacious 102 m² apartment, Wi-Fi and parking are also provided.
Vetro Guest House
- Cookware/ Kitchen utensils
- Free parking
- Air conditioning
- Flat-screen TV
- Luggage storage
- Sun terrace
Vetro Guest House
Situated approximately a 25-minute walk from The John Marshall House, the 2-bedroom Vetro Guest House Richmond can host up to 6 guests in Richmond. At the spacious 102 m² apartment, Wi-Fi and parking are also provided.
Fantastic 3Br Close To Botanical Gardens And Airport
- BBQ facilities
- Free parking
- VIP check-in/ -out
- Air conditioning
- Flat-screen TV
- Garden area
The 3-bedroom 3Br Home 3 Mins To Airport And 11 Mins To Beach Norfolk offers proximity to nearby tourist spots, such as Norfolk Botanical Garden, situated nearly 25 minutes' walk away. The property is suitable for up to 6 guests and features private parking.
Fantastic 3Br Close To Botanical Gardens And Airport
- BBQ facilities
- Free parking
- VIP check-in/ -out
- Air conditioning
- Flat-screen TV
- Garden area
Fantastic 3Br Close To Botanical Gardens And Airport
The 3-bedroom 3Br Home 3 Mins To Airport And 11 Mins To Beach Norfolk offers proximity to nearby tourist spots, such as Norfolk Botanical Garden, situated nearly 25 minutes' walk away. The property is suitable for up to 6 guests and features private parking.
Gloucester Vacation Rentals with Private Pool
Wonderful Room In Great Neighborhood Near Downtown
- Cookware/ Kitchen utensils
- Free parking
- Security
- Air conditioning
- Flat-screen TV
- Sun loungers
Featuring a convenient location, Wonderful Room In Great Neighborhood In Private House For One Person Only Richmond offers views of the patio, within 7 km of Chimborazo Hospital National Historic Site. The homestay offers modern facilities, such as Wi-Fi and essentials like a private parking lot for car travellers.
Wonderful Room In Great Neighborhood Near Downtown
- Cookware/ Kitchen utensils
- Free parking
- Security
- Air conditioning
- Flat-screen TV
- Sun loungers
Wonderful Room In Great Neighborhood Near Downtown
Featuring a convenient location, Wonderful Room In Great Neighborhood In Private House For One Person Only Richmond offers views of the patio, within 7 km of Chimborazo Hospital National Historic Site. The homestay offers modern facilities, such as Wi-Fi and essentials like a private parking lot for car travellers.
'Juju'S Place' Warsaw House W/ Deck & Tree Swings!
- Cookware/ Kitchen utensils
- Free parking
- Flat-screen TV
- Ironing facilities
- Heating
Staying at the 3-bedroom 'Juju'S Place' Warsaw House W/ Deck & Tree Swings! villa, guests can visit Menokin, which is nearly a 10-minute drive away. The Warsaw holiday home is available for up to 8 guests and offers hire for rent.
'Juju'S Place' Warsaw House W/ Deck & Tree Swings!
- Cookware/ Kitchen utensils
- Free parking
- Flat-screen TV
- Ironing facilities
- Heating
'Juju'S Place' Warsaw House W/ Deck & Tree Swings!
Staying at the 3-bedroom 'Juju'S Place' Warsaw House W/ Deck & Tree Swings! villa, guests can visit Menokin, which is nearly a 10-minute drive away. The Warsaw holiday home is available for up to 8 guests and offers hire for rent.
Luxury Home 5 Bedroom 3 Ba Near Beaches And Venues
- Cookware/ Kitchen utensils
- Free parking
- VIP check-in/ -out
- Air conditioning
- Golf centre
- Sun terrace
The 5-bedroom Luxury Home 5 Bedroom 3 Ba Near Beaches And Venues Hampton accommodates up to 10 guests and offers a convenient location about 25 minutes' walk from shopping venues such as Peninsula Town Center. Boasting a sunbathing terrace, a picnic area, and a golf course, the holiday home is located 4.6 km from the riverfront Gosnold's Hope Park.
Luxury Home 5 Bedroom 3 Ba Near Beaches And Venues
- Cookware/ Kitchen utensils
- Free parking
- VIP check-in/ -out
- Air conditioning
- Golf centre
- Sun terrace
Luxury Home 5 Bedroom 3 Ba Near Beaches And Venues
The 5-bedroom Luxury Home 5 Bedroom 3 Ba Near Beaches And Venues Hampton accommodates up to 10 guests and offers a convenient location about 25 minutes' walk from shopping venues such as Peninsula Town Center. Boasting a sunbathing terrace, a picnic area, and a golf course, the holiday home is located 4.6 km from the riverfront Gosnold's Hope Park.
Walk To East Beach: Apt W/ Outdoor Space
- Cookware/ Kitchen utensils
- Free parking
- Flat-screen TV
- Ironing facilities
- Heating
The 2-bedroom Walk To East Beach: Apt W/ Outdoor Space Norfolk is around a 5-minute walk from New Life Christian Center. At the spacious 74 m² apartment, Wi-Fi and a private parking lot are also provided.
Walk To East Beach: Apt W/ Outdoor Space
- Cookware/ Kitchen utensils
- Free parking
- Flat-screen TV
- Ironing facilities
- Heating
Walk To East Beach: Apt W/ Outdoor Space
The 2-bedroom Walk To East Beach: Apt W/ Outdoor Space Norfolk is around a 5-minute walk from New Life Christian Center. At the spacious 74 m² apartment, Wi-Fi and a private parking lot are also provided.
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Best-rated
Econo Lodge Little Creek
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Car park
US$ 2 per day
- 24-hour reception
- Air conditioning
- Heating
- Vending machines
Econo Lodge Little Creek Norfolk is situated nearly 5 minutes' walk from Cobb's Marina, featuring such comforts as Wi-Fi and secure parking. Guests can enjoy golf at this Norfolk lodge, located within a few blocks of Ocean View Beach.
Econo Lodge Little Creek
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Car park
US$ 2 per day
- 24-hour reception
- Air conditioning
- Heating
- Vending machines
Econo Lodge Little Creek
Econo Lodge Little Creek Norfolk is situated nearly 5 minutes' walk from Cobb's Marina, featuring such comforts as Wi-Fi and secure parking. Guests can enjoy golf at this Norfolk lodge, located within a few blocks of Ocean View Beach.
Great Wolf Lodge Williamsburg
- Restaurant
- In-room safe
- Ironing facilities
- Fitness centre
- Bar/ Lounge area
- Outdoor swimming pool
Located nearly 5 minutes' walk from Great Wolf Lodge Williamsburg, Great Wolf Lodge Williamsburg features a heated pool with a hot tub. Offering a lift and a vending machine, this Williamsburg lodge is nestled 4.5 km from the 2705-acre Waller Mill Park.
Offering a treatment room, a hot tub, and an indoor pool as well as an aqua park, a bowling alley, and playground, Great Wolf Lodge Williamsburg has something for everyone. The spa treatments include aromatherapy, pedicure, and manicure after a busy day. There is ziplining, yoga classes, and bowling alley available on-site. This Williamsburg accommodation offers crafts, kids' outdoor play equipment, and interactive games for guests' entertainment.
Great Wolf Lodge Williamsburg
- Restaurant
- In-room safe
- Ironing facilities
- Fitness centre
- Bar/ Lounge area
- Outdoor swimming pool
Great Wolf Lodge Williamsburg
Located nearly 5 minutes' walk from Great Wolf Lodge Williamsburg, Great Wolf Lodge Williamsburg features a heated pool with a hot tub. Offering a lift and a vending machine, this Williamsburg lodge is nestled 4.5 km from the 2705-acre Waller Mill Park.
Offering a treatment room, a hot tub, and an indoor pool as well as an aqua park, a bowling alley, and playground, Great Wolf Lodge Williamsburg has something for everyone. The spa treatments include aromatherapy, pedicure, and manicure after a busy day. There is ziplining, yoga classes, and bowling alley available on-site. This Williamsburg accommodation offers crafts, kids' outdoor play equipment, and interactive games for guests' entertainment.
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, $ | |
| Radiant Gloucester House W/ Private Porch! |
9.3 / 10 (9 Reviews) |
From 192$ | |
| Gloucester Retreat W/ Backyard Oasis & Pier! |
9.5 / 10 (2 Reviews) |
From 340$ | |
| Waterfront Gloucester Cottage W/ Private Boat Dock |
9.5 / 10 (2 Reviews) |
From 283$ | |
| Beach Luxury Oceanfront |
9.5 / 10 (68 Reviews) |
From 200$ | |
| Downtown Norfolk Loft |
9.8 / 10 (30 Reviews) |
From 311$ |
Frequently Asked Questions
Which Gloucester vacation rentals are best near the beach?
The Beach Luxury Oceanfront and Waterfront Gloucester Cottage W/ Private Boat Dock offer stunning views and easy beach access. These rentals provide a great spot for sunbathing and water activities.
Visit the beach early in the morning for a peaceful experience and to find the best spots to set up your gear.
What Gloucester vacation rentals are suitable for families?
Family-Friendly Main St Gloucester Apt W/ Balcony and Cozy Portsmouth Retreat 2Br 1Ba have spacious layouts and nearby parks. These options are ideal for families visiting with children.
Choose rentals with kitchen facilities to save on dining costs while enjoying local groceries from nearby markets.
Are there any Gloucester vacation rentals with pools?
Luxury Home 5 Bedroom 3 Ba Near Beaches And Venues and Gloucester Retreat W/ Backyard Oasis & Pier feature nice outdoor spaces with pools. Enjoy relaxing days by the water with your group.
Plan pool time after lunch to avoid peak sun hours and enjoy a more refreshing atmosphere in the shade.
Which Gloucester vacation rentals offer great views?
Vetro Guest House and Radiant Gloucester House W/ Private Porch both provide exceptional views of the waterfront. These rentals give you a peaceful setting to unwind after a busy day.
Consider booking a room with a private porch to enjoy sunset views without leaving your rental.
What vacation rentals in Gloucester have balconies?
Family-Friendly Main St Gloucester Apt W/ Balcony and Radiant Gloucester House W/ Private Porch feature nice outdoor spaces. They are perfect for enjoying morning coffee or evening relaxation.
Request upper-floor rentals for better views and more privacy during your stay.
Where can I find pet-friendly vacation rentals in Gloucester?
'Juju'S Place' Warsaw House W/ Deck & Tree Swings! and Waterfront Gloucester Cottage W/ Private Boat Dock welcome furry friends. Enjoy your vacation without leaving your pets behind.
Contact the host before booking to confirm pet policies and any extra fees associated with bringing your dog.
What are some budget-friendly Gloucester vacation rentals?
Wonderful Room In Great Neighborhood Near Downtown and Walk To East Beach: Apt W/ Outdoor Space offer affordable rates. They are perfect for travelers looking to save while still enjoying the area.
Search for discounts on weekdays or off-peak seasons to find even lower rates for your stay.
What unique local events should I plan around when staying in Gloucester?
The Gloucester Schooner Festival takes place in September and features a parade of tall ships. It attracts visitors and locals, making it a vibrant time to explore the waterfront.
Arrive early on festival days to secure a spot for watching the parade along the waterfront.
How can I efficiently get around Gloucester?
Renting a bicycle or using local taxis can help you explore Gloucester quickly. This way you can visit various attractions such as beaches and parks with ease.
Check for bike rental stations near downtown to get the best routes for sightseeing without the hassle of parking.
What should I know about local dining options in Gloucester?
Gloucester offers fresh seafood dining experiences, especially near the waterfront. Places like The Causeway Restaurant and The Rudder provide local cuisine with great views.
Try to eat at local spots during weekdays for quieter environments and possibly lower prices on daily specials.