Compare Cottages, Resorts, & Rentals in Gloucester, Massachusetts, USA
About Gloucester Vacation Rentals
There are over 372 amazing vacation rentals available in Gloucester. Choose from a variety of options including villas, hotels, and other rental properties. Explore a vast selection of luxury amenities at unbeatable prices, providing you with the ideal spot for your next getaway. Life is Better at the Cottage with Vacation Cottage, where you can discover fantastic stays in Gloucester.
Vacation Cottage offers numerous last-minute deals on villas, hotels, and rentals, both near you and across the globe. Whether you need accommodations for a group or event, such as a hotel or vacation rental (including cabins and private luxury villas), let us assist you. With Vacation Cottage in Gloucester, you can easily compare options from multiple suppliers with just a click to find the perfect price point, amenities, and style of stay for you. Whether you're seeking group discounts, private pools, hot tubs, pet-friendly options, or spacious master suite bedrooms with open-air showers, you can find it all with Vacation Cottage vacation rentals, resorts, and Airbnb-style properties in Gloucester. The average size of places to stay near Gloucester is approximately 996.15 ft², with prices averaging US $523 per night.
Vacation Cottage helps you discover the perfect holiday rental to create lasting travel memories in Gloucester. Prices listed often feature discounts compared to rack rates. Simply search for your destination and secure your ideal place to stay today.
Find Vacation Cottage Rentals in these Cities and Neighborhoods Gloucester, MA
Frequently Asked Questions About Gloucester?
What are the top cottages, summer homes, and lake houses 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 rentals, hotels, or resorts are available in Gloucester?
Vacation Cottage consistently updates its selection, offering a blend of new options alongside well-established accommodations in prime locations. Currently, there are over 372 properties listed by Vacation Cottage in the Gloucester area for the year 2026, with this number increasing daily. By aggregating listings from various websites and travel providers, Vacation Cottage ensures a diverse array of choices for the best luxury stays in Gloucester.
Nearby Neighborhood (1)
| Neighborhood | Property Count |
|---|---|
| Annisquam Rental Cottages and Private Getaways in Gloucester, Massachusetts | 310 |
