Compare Vacation Rentals & Rent By Owner Homes in Gloucester, Massachusetts, USA
About Gloucester Vacation Rentals
With more than 386 Gloucester vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Rent By Owner Homes (RBOs) and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at an RBO property in Gloucester.
Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With RentByOwner Gloucester, you have the flexibility of comparing different options of various deals with a single click. Looking for an RBO with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner (RBOs), and other popular Airbnb-style properties in Gloucester. Places to stay near Gloucester are 991.99 ft² on average, with prices averaging CA $788 a night.
RentByOwner makes it easy and safe to find and compare vacation rentals in Gloucester with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.
Other Places to Stay in Gloucester, MA
Frequently Asked Questions About Gloucester?
What are the top vacation rentals in Gloucester?
- Good Harbor Beach House - walk to beach, close to restaurants and shopping!
- 4 Bedroom LUX House/with Pool Next Door
- WaterViews Overlooking Gloucester Inner Harbor/Sunroom/Deck/Walk to Town/AC
- Harbor View Retreat with Large Private Deck - Walk to Downtown Gloucester
- Luxury Accommodations in Quiet Seaside Village
- Walk to Good Harbor Beach. 3BR home, NEW Kitchen
- A tranquil ocean retreat steps from the water's edge
- Sunset Views, Waterfront Property, Dock - Sleeps 12
- Elegant Gloucester Beach Getaway with Ocean Views!
- Gloucester Ocean View Escape! Calm, Design-Forward & Minutes to Downtown
How many Rentbyowner vacation rentals are available in Gloucester?
Currently, the total number of properties listed by Rent By Owner in 2026 is over 386 in the Gloucester area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Gloucester.
Nearby Neighborhood (1)
| Neighborhood | Property Count |
|---|---|
| Annisquam Vacation Rentals in Gloucester, Massachusetts | 310 |
