Gloucester Vacation Rentals
Change your mind
Book hotels with free cancellation
Be picky
Search almost a million properties worldwide
Check prices for these dates
In two weeks
In one month
In two months
In three months
Browse Select Gloucester Vacation Homes
Our top choices for Gloucester vacation homes

Unit1 Beautiful PRIVATE LARGE 3 bedroom/2 bath townhome. Close to ALL HISTORIC
Unit1 Beautiful PRIVATE LARGE 3 bedroom/2 bath townhome. Close to ALL HISTORIC
9.6 out of 10, Exceptional, (129)
The price is CA $206
CA $528 total
includes taxes & fees
Aug 25 - Aug 26

Leslie's Retreat: Spacious home ideally located to everything
Leslie's Retreat: Spacious home ideally located to everything
10.0 out of 10, Exceptional, (239)

Prime Location!WALK TO WATER & HISTORIC DISTRICT!PRIVATE Large first floor apt!
Prime Location!WALK TO WATER & HISTORIC DISTRICT!PRIVATE Large first floor apt!
9.6 out of 10, Exceptional, (85)
The price is CA $137
CA $388 total
includes taxes & fees
Aug 25 - Aug 26

Dog Friendly Home in Rockport- Less Than 1/2 Mile Walk to Beaches & Shops!
Dog Friendly Home in Rockport- Less Than 1/2 Mile Walk to Beaches & Shops!
9.6 out of 10, Exceptional, (42)

2 Bed/2 Bath Private Beach House One Block from the ocean.
2 Bed/2 Bath Private Beach House One Block from the ocean.
10.0 out of 10, Exceptional, (13)

Q St. Less traffic!!! Gas grill. Rare find. Five bedroom with fenced in yard!
Q St. Less traffic!!! Gas grill. Rare find. Five bedroom with fenced in yard!
9.6 out of 10, Exceptional, (65)

Coastal Retreat: steps to beach and town
Coastal Retreat: steps to beach and town
10.0 out of 10, Exceptional, (4)

Premier, modern, fully renovated, Beach home...stroll to the beach in 3 minutes!
Premier, modern, fully renovated, Beach home...stroll to the beach in 3 minutes!
9.8 out of 10, Exceptional, (8)
The price is CA $373
CA $806 total
includes taxes & fees
Aug 25 - Aug 26
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Save an average of 15% on thousands of hotels when you're signed in
Top Gloucester Hotel Reviews

Lakeside Inn
10/10 Excellent
Find out more about Gloucester
Find out more about Gloucester
Gloucester Vacation Homes information
Number of reviews | 832 |
---|---|
Accommodation | 586 Vacation Homes |
Lowest Price | CA $128 |
Highest Price | CA $899 |
Explore a world of travel with Expedia
Explore a world of travel with Expedia
Top Vacation Homes in Other Destinations
More Accommodation Types in Gloucester
- Apartments in Gloucester
- Condo Rentals in Gloucester
- Cottages in Gloucester
- Motels in Gloucester
- B&B in Gloucester
- Inns in Gloucester
- Aparthotels in Gloucester
- Cabin Rentals in Gloucester
- Guest Houses in Gloucester
- Farmstay in Gloucester
- Resorts in Gloucester
- Lodges in Gloucester
- Villas in Gloucester
- Hotels
All Accommodation Types
Be inspired: Top Vacation Homes destinations in 2025
- Orlando Vacation Homes
- Florida Vacation Homes
- Kissimmee Vacation Homes
- Hawaii Vacation Homes
- Costa Rica Vacation Homes
- Walt Disney World® Vacation Homes
- Palm Springs Vacation Homes
- Naples Vacation Homes
- Victoria Vacation Homes
- Kelowna Vacation Homes
- Toronto Vacation Homes
- Las Vegas Vacation Homes
- Vancouver Vacation Homes
- Mexico Vacation Homes
- Phoenix Vacation Homes
- Fort Lauderdale Vacation Homes
- Davenport Vacation Homes
- Myrtle Beach Vacation Homes
- Los Angeles Vacation Homes
- Cape Coral Vacation Homes
More ways to book
Expedia's Latest Trends
Hotels
- Hotels in Lowell
- Hotels in Nantucket
- Hotels in Plymouth
- Hotels in Andover
- Hotels in Worcester
- Hotels in Falmouth
- Hotels in Provincetown
- Hotels in Mansfield
- Hotels in Sturbridge
- Hotels in Foxboro
- Hotels in Marlborough
- Hotels in Lenox
- Hotels in Springfield
- Hotels in Amherst
- Hotels in Hyannis
- Hotels in Fall River
- Hotels in Rockport
Activities