Why Choose Rent By Owner for your Gloucester Monthly Stay?
What makes our Monthly Stay special?
Weekly Weather Forecast for Gloucester
How to Book Your Gloucester Monthly Stay
What's our booking process?
Booking Steps
Search Properties
Select a Rental
Book Online
Explore and book the perfect rental in Gloucester
Common Monthly Stay Amenities
What amenities can you expect?
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
Frequently Asked Questions About Gloucester Monthly Stays
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 86 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.

























