Vacation Homes in Gloucester
Wander Wisely with exceptional service, 24/7 support
Save an extra 10% or more on select hotels with Member Discounts
Access exclusive hotel deals, only with the Travelocity app
Featured Vacation Homes in Gloucester

"Captain's Lookout" on Wonson Cove, Rocky Neck - Gloucester
Stay at this vacation home in Gloucester. Enjoy free WiFi, patios, and cable/satellite TV service. Popular attractions Good Harbor Beach and Wingaersheek Beach are located nearby.
Kitchen
Free WiFi

Walk to Beach. Private Nature and Bird Watching Trail. Quiet.
Stay at this vacation home in Newbury. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Seabrook Beach and Newbury Beach are located nearby.
Kitchen
Washer

Unit1 Beautiful PRIVATE LARGE 3 bedroom/2 bath townhome. Close to ALL HISTORIC
The price is CA $136 per night
CA $136
CA $434 total
Jul 28 - Jul 29
includes taxes & fees
Stay at this vacation home in Salem. Enjoy free WiFi, laundry facilities, and patios. Popular attractions Salem Witch Museum and Salem Custom House are located nearby.
Kitchen
Washer

Centrally located charmer with expansive patio, board games, & central AC
Stay at this vacation home in Gloucester. Enjoy patios, cable/satellite TV service, and an in-room coffeemaker. Popular attractions Good Harbor Beach and Wingaersheek Beach are located nearby.
Kitchen
Air conditioning

Spacious 5-bedroom 5 bath house in charming Marblehead & close to the ocean
The price is CA $887 per night
CA $887
CA $1,206 total
Jul 27 - Jul 28
includes taxes & fees
Stay at this vacation home in Marblehead. Enjoy a fitness center, laundry facilities, and patios. Popular attractions Salem Witch Museum and Salem Harbor are located nearby.
Kitchen
Washer

Premier, modern, fully renovated, Beach home...stroll to the beach in 3 minutes!
The price is CA $514 per night
CA $514
CA $963 total
Aug 1 - Aug 2
includes taxes & fees
Book a stay at this beach vacation home in Hampton. Enjoy free WiFi, a beach locale, and a water park. Popular attractions Hampton Beach and Seabrook Beach are located nearby.
Kitchen
Washer

Prime Location!WALK TO WATER & HISTORIC DISTRICT!PRIVATE Large first floor apt!
The price is CA $150 per night
CA $150
CA $401 total
Jul 23 - Jul 24
includes taxes & fees
Stay at this vacation home in Salem. Enjoy free WiFi, laundry facilities, and an in-room coffeemaker. Popular attractions Salem Witch Museum and New England Pirate Museum are located nearby.
Kitchen
Dryer

Leslie's Retreat: Spacious home ideally located to everything
Book a stay at this golf vacation home in Salem. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Salem Witch Museum and Witch Dungeon Museum are located nearby.
Kitchen
Washer

Entire Lower Level of the House, Across From The Beach
The price is CA $321 per night
CA $321
CA $550 total
Jul 21 - Jul 22
includes taxes & fees
Stay at this vacation home in Swampscott. Enjoy free WiFi, laundry facilities, and an in-room coffeemaker. Popular attractions Salem Witch Museum and Revere Beach are located nearby.
Kitchen
Washer

"Rocky Neck Hideaway" on Wonson Cove, Rocky Neck - Gloucester
Stay at this vacation home in Gloucester. Enjoy free WiFi, patios, and cable/satellite TV service. Popular attractions Good Harbor Beach and Wingaersheek Beach are located nearby.
Kitchen
Free WiFi

Whole House Steps from Pleasant Pond
Stay at this vacation home in Wenham. Enjoy laundry facilities, an in-room coffeemaker, and air conditioning. Popular attractions Wenham Museum and North Shore Music Theatre are located nearby.
Pool
Washer

NEW 2BR Historic Marblehead Home+Minutes to Beach
The price is CA $243 per night
CA $243
CA $623 total
Jul 31 - Aug 1
includes taxes & fees
Stay at this vacation home in Marblehead. Enjoy a garden, laundry facilities, and an in-room coffeemaker. Popular attractions Salem Witch Museum and Gas House Beach are located nearby.
Kitchen
Washer
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.
Top trending hotels in Gloucester

Beauport Hotel Gloucester
55 Commercial Street, Gloucester, MA
The price is CA $649 per night from Aug 13 to Aug 14
CA $649
CA $725 total
Aug 13 - Aug 14
includes taxes & fees
9.6/10 Exceptional! (862 reviews)
Gloucester Vacation Homes essential information
Accommodation | 577 Vacation Homes |
---|---|
Lowest Price | CA $136 |
Highest Price | CA $887 |
Popular accommodation | "Captain's Lookout" on Wonson Cove, Rocky Neck - Gloucester, Walk to Beach. Private Nature and Bird Watching Trail. Quiet., Unit1 Beautiful PRIVATE LARGE 3 bedroom/2 bath townhome. Close to ALL HISTORIC , Centrally located charmer with expansive patio, board games, & central AC, Spacious 5-bedroom 5 bath house in charming Marblehead & close to the ocean, Premier, modern, fully renovated, Beach home...stroll to the beach in 3 minutes!, Prime Location!WALK TO WATER & HISTORIC DISTRICT!PRIVATE Large first floor apt!, Leslie's Retreat: Spacious home ideally located to everything, Entire Lower Level of the House, Across From The Beach, "Rocky Neck Hideaway" on Wonson Cove, Rocky Neck - Gloucester, Whole House Steps from Pleasant Pond, NEW 2BR Historic Marblehead Home+Minutes to Beach |
Explore more Vacation Homes
More places to stay in Gloucester
Most popular
Hotels
- Hotels in Palm Springs
- Hotels in Grand Forks
- Hotels in Great Falls
- Hotels in Palm Desert
- Hotels in Watertown
- Hotels in Fargo
- Hotels in Worcester
- Hotels in Provincetown
- Hotels in Honolulu
- Hotels in Duluth
- All Inclusive Resorts & Hotels in Myrtle Beach
- Hotels in Niagara Falls
- Hotels in Bangor
- Hotels in Kalispell
- Hotels in Burlington
Flights