Gloucester Vacation Rentals
Most properties are fully refundable. Because flexibility matters.
Save an average of 15% on thousands of hotels with Expedia Rewards
Search over 2.9 million properties and 550 airlines worldwide
Find properties with these dates
Browse Select Gloucester Vacation Homes
Hampton Centrally Located Oasis
Hampton Centrally Located Oasis
10.0 out of 10, Exceptional, (3)
The price is CA $156
CA $298 total
includes taxes & fees
May 28 - May 29
Heart of Irvington w/Fireplace Walk to Tides Inn & restaurants - Dog friendly!
Heart of Irvington w/Fireplace Walk to Tides Inn & restaurants - Dog friendly!
9.8 out of 10, Exceptional, (147)
Cozy Marina Home, Pet Friendly, Free Parking, huge yard for pets and boats
Cozy Marina Home, Pet Friendly, Free Parking, huge yard for pets and boats
8.4 out of 10, Very good, (6)
Save an average of 15% on thousands of hotels when you're signed in
The Greenhouse: A peaceful retreat minutes from all Williamsburg has to offer
The Greenhouse: A peaceful retreat minutes from all Williamsburg has to offer
9.8 out of 10, Exceptional, (19)
Private 5-acre Waterfront Peninsula with Beach
Private 5-acre Waterfront Peninsula with Beach
9.6 out of 10, Exceptional, (25)
The price is CA $811
CA $1,938 total
includes taxes & fees
Jun 8 - Jun 9
Private, 7-acre waterfront retreat on Winter Harbor Haven
Private, 7-acre waterfront retreat on Winter Harbor Haven
10.0 out of 10, Exceptional, (111)
"Bee Haven" Cottage Retreat Near Colonial Williamsburg
"Bee Haven" Cottage Retreat Near Colonial Williamsburg
10.0 out of 10, Exceptional, (62)
Sojourn Aviators Dream on Back River
Sojourn Aviators Dream on Back River
10.0 out of 10, Exceptional, (7)
The price is CA $265
CA $646 total
includes taxes & fees
Jun 5 - Jun 6
Water front, river views, fishing from backyard, Large yard to enjoy.
Water front, river views, fishing from backyard, Large yard to enjoy.
9.4 out of 10, Exceptional, (16)
Special Holiday Rates. 4BDR townhouse (12) in Historic Powhatan 💕
Special Holiday Rates. 4BDR townhouse (12) in Historic Powhatan 💕
8.8 out of 10, Excellent, (5)
Charming Boutique Hotel close to Williams and Mary College
Charming Boutique Hotel close to Williams and Mary College
2.0 out of 10, (1)
Amazing views of the Chesapeake Bay.
Amazing views of the Chesapeake Bay.
10.0 out of 10, Exceptional, (10)
Tranquility on the Water! Renovated Modern Farmhouse on Private Cove on N. River
Tranquility on the Water! Renovated Modern Farmhouse on Private Cove on N. River
9.8 out of 10, Exceptional, (61)
Vacation Getaway on Chesapeake Bay
Vacation Getaway on Chesapeake Bay
10.0 out of 10, Exceptional, (138)
5BR home near BuschGardens & CNU/Pool Table
5BR home near BuschGardens & CNU/Pool Table
6.4 out of 10, (6)
New! 5 Luxury Bath home w/ modern Chef's Kitchen
New! 5 Luxury Bath home w/ modern Chef's Kitchen
9.6 out of 10, Exceptional, (20)
Walk to Town. 1st floor King Bed & Walk in Shower! Charming Remodel. Fire Pit🔥!
Walk to Town. 1st floor King Bed & Walk in Shower! Charming Remodel. Fire Pit🔥!
10.0 out of 10, Exceptional, (21)
The price is CA $171
CA $378 total
includes taxes & fees
May 21 - May 22
Waterfront Topping Vacation Home w/ Boat Dock!
Waterfront Topping Vacation Home w/ Boat Dock!
10.0 out of 10, Exceptional, (5)
Steps away from Gloucester Marina & Restaurant
Steps away from Gloucester Marina & Restaurant
10.0 out of 10, Exceptional, (19)
Vacation to remember! Huge family-sized townhouse for 12 near all attractions.
Vacation to remember! Huge family-sized townhouse for 12 near all attractions.
10.0 out of 10, Exceptional, (16)
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.
Other property types in Gloucester
Historic Cottage on Ware River Estate
Historic Cottage on Ware River Estate
10.0 out of 10, Exceptional, (241)
"Bee Haven" Cottage Retreat Near Colonial Williamsburg
"Bee Haven" Cottage Retreat Near Colonial Williamsburg
10.0 out of 10, Exceptional, (62)
Welcome to this Waterfront Home with Amazing Views
Welcome to this Waterfront Home with Amazing Views
10.0 out of 10, Exceptional, (11)
The price is CA $205
CA $435 total
includes taxes & fees
May 20 - May 21
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.
Recent Reviews in Gloucester
Recent Reviews in Gloucester
5/5 Excellent
"Love it"
A verified traveller stayed at Days Inn by Wyndham Williamsburg Historic Area
Posted 19 hours ago
Explore a world of travel with Expedia
Explore a world of travel with Expedia
Popular Destinations
Top Vacation Homes in Other Destinations
More Accommodation Types in Gloucester
All Accommodation Types
Be inspired: Top Vacation Homes destinations in 2024
- 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