Gloucester Monthly Stay
New
Apartment
1 Bedroom
1 Bath
2 Guests
Oceanfront
Fireplace/Heating
Ocean View
Balcony/Terrace
US $289/Night
7 Nights - US $2,025
House
10.0(3 Reviews)
3 Bedrooms
3 Baths
7 Guests
1194.79 ft²
- Fireplace/Heating
Parking
Air Conditioner
Internet
US $1,094/Night
7 Nights - US $7,655
US $295/Night
7 Nights - US $2,064
House
10.0(72 Reviews)
2 Bedrooms
1 Bath
6 Guests
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $330/Night
7 Nights - US $2,307
House
10.0(1 Review)
9 Bedrooms
7 Baths
16 Guests
8664.95 ft²
- Fireplace/Heating
- Balcony/Terrace
View- Parking
US $1,987/Night
7 Nights - US $13,908
House
10.0(11 Reviews)
2 Bedrooms
2 Baths
4 Guests
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
US $479/Night
7 Nights - US $3,351
House
10.0(1 Review)
5 Bedrooms
2 Baths
10 Guests
2497.23 ft²
Private Beach- Oceanfront
Spa- Fireplace/Heating
US $589/Night
7 Nights - US $4,123
Cottage
9.8(53 Reviews)
2 Bedrooms
1 Bath
4 Guests
900 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $354/Night
7 Nights - US $2,477
House
10.0(1 Review)
4 Bedrooms
3 Baths
10 Guests
1905.21 ft²
- Fireplace/Heating
- View
- Parking
- Internet
US $1,025/Night
7 Nights - US $7,177
Apartment
9.8(49 Reviews)
1 Bedroom
1 Bath
5 Guests
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $239/Night
7 Nights - US $1,671
Apartment
10.0(1 Review)
2 Bedrooms
1 Bath
5 Guests
753.47 ft²
- View
Pet Friendly- Parking
- Air Conditioner
US $900/Night
7 Nights - US $6,300
House
9.8(27 Reviews)
1 Bedroom
1 Bath
4 Guests
1100 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $290/Night
7 Nights - US $2,033
Why Choose Rent By Owner for your Gloucester Monthly Stay?
What makes our Monthly Stay special?
Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.
Weekly Weather Forecast for Gloucester
How to Book Your Gloucester Monthly Stay
What's our booking process?
Our platform allows you to browse a curated selection of monthly stay. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.
Booking Steps
01
Search Properties
Use our filters to find the right property that fits your needs.
02
Select a Rental
Click on your preferred listing to view details, amenities, and pricing.
03
Book Online
Follow the link to finalize your reservation directly on the partner’s website.
Explore and book the perfect rental in Gloucester
Common Monthly Stay Amenities
What amenities can you expect?
Our Monthly Stay are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:
Indoor Features
- Fully-equipped kitchens with modern appliances
- Comfortable living areas with flat-screen TVs
- Free Wi-Fi for staying connected
- Air conditioning and heating for year-round comfort
- In-unit washers and dryers for convenience
- Luxurious bedrooms with premium bedding
- Spa-like bathrooms with soaking tubs or walk-in showers
Other Places to Stay in Gloucester, MA
Dogtown
Good Harbor Beach
Annisquam
Plum Cove Beach
Northeast Hospital Corporation - Addison Gilbert Campus
Cape Ann Museum
Cape Ann Historical Museum
Sargent House Museum
Schooner Adventure
Gloucester Unitarian Universalist Church
Lucky 7 Arcade
Magnolia
Gloucester Monthly Stay Frequently Asked Questions
1. What are the top Monthly Stays in Gloucester?
There are a lot of options in Gloucester. If you plan on staying in the Gloucester area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Monthly Stays in Gloucester:
- Terra Nova Cottage Waterfront! Enjoy stunning views & sunsets over the Annisquam
- Oceanfront Dock Escape ~ Kayaks & Paddleboards
- Waterfront Home! Stunning sunsets, swimming, paddling!
- Stay at Little River
- Private Beach New Luxury Waterfront Vacation Rental Annisquam River
- English Tudor Manor-Walk To Beach
- Clean Waterfront Classic Cottage with Private Beach
- Gloucester Coastal Gem
- Antique Cottage RARE PRIVATE SAUNA Lighthouse Beach Nearby Trails Firepit
- Beauport Hotel Gloucester
2. How many Monthly Stays are available in Gloucester?
Currently, the total number of properties listed by RBO in 2026 is over 87 in the Gloucester area, and still counting. By aggregating listings from multiple websites, RBO offers an immense amount of choice of the best Monthly Stays in Gloucester.
More Rentals You May Like Near Gloucester
House
10.0(1 Review)
1 Bedroom
2 Baths
7 Guests
- Fireplace/Heating
- Parking
- Air Conditioner
- Internet
US $445/Night
7 Nights - US $3,114
Apartment
9.8(15 Reviews)
2 Bedrooms
1 Bath
4 Guests
875 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $325/Night
7 Nights - US $2,275
House
2 Bedrooms
1 Bath
5 Guests
1374 ft²
- Fireplace/Heating
- Balcony/Terrace
Kitchen- Parking
US $253/Night
7 Nights - US $1,770
House
10.0(76 Reviews)
4 Bedrooms
3 Baths
7 Guests
2438 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $492/Night
7 Nights - US $3,446
House
10.0(39 Reviews)
3 Bedrooms
2 Baths
7 Guests
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $686/Night
7 Nights - US $4,804
House
10.0(37 Reviews)
5 Bedrooms
2 Baths
10 Guests
3498 ft²
- Oceanfront
Hot Tub- Fireplace/Heating
- Ocean View
US $487/Night
7 Nights - US $3,412
House
10.0(31 Reviews)
3 Bedrooms
2 Baths
6 Guests
2500 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $521/Night
7 Nights - US $3,649
House
10.0(22 Reviews)
3 Bedrooms
1 Bath
6 Guests
1200 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $529/Night
7 Nights - US $3,701
Cottage
10.0(15 Reviews)
4 Bedrooms
1 Bath
8 Guests
2000 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $664/Night
7 Nights - US $4,649
Apartment
10.0(13 Reviews)
3 Bedrooms
1 Bath
5 Guests
1300 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $330/Night
7 Nights - US $2,307
House
10.0(11 Reviews)
3 Bedrooms
1 Bath
6 Guests
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
US $759/Night
7 Nights - US $5,315
House
10.0(10 Reviews)
3 Bedrooms
1 Bath
5 Guests
861 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $452/Night
7 Nights - US $3,163
