Gloucester Vacation Rentals, Houses & More


1 - 38 of 199

View larger map

Areas near Gloucester

1 / 6

Stay on Historic Gloucester Main Street!

  • 1
  • 4
  • 2 nights min

$134

Details

Great rentals within 20 miles that match your search

1 / 19

Wyndham Kingsgate Resort (3 bedroom 3 bath condo)

  • 3
  • 10
  • Min stay varies

$119

Details

1 / 8

Wyndham Governor's Green - Fri-Fri, Sat-Sat, Sun-Sun only!

  • 2
  • 6
  • 7 nights min

$298

Details

1 / 26

Williamsburg Plantation: 2-Bedrooms & 2 Baths, Sleeps 6, with Full Kitchen

  • 2
  • 6
  • Min stay varies

$149

Details

1 / 12

Wyndham Kingsgate Resort 2 Bedroom Deluxe

  • 2
  • 6
  • Min stay varies

$60

Details

1 / 11

Wyndham Governors Green Resort (3 bedroom condo)

  • 3
  • 10
  • 3 nights min

$158

Details

1 / 15

King's Creek Plantation- 3-Bedroom, Sleeps 10

  • 3
  • 10
  • 7 nights min

$224

Details

1 / 35

Pop Castle- Historic Gem on the Rappahannock River

  • 6
  • 16
  • 3 nights min

$645

Details

1 / 8

Beautiful 2 bedroom/2 bath Condo - 50% Savings

  • 2
  • 6
  • 7 nights min

$93

Details

1 / 20

WILLIAMSBURG *2BR Condo* {Pool/Spa/WeddingChapel} HISTORIC POWHATAN RESORT

  • 2
  • 6
  • 1 night min

$109

Details

1 / 10

Wyndham Kingsgate Resort (2 bedroom condo)

  • 2
  • 6
  • 3 nights min

$85

Details

1 / 20

WILLIAMSBURG{2BR Condo} Historic Powhatan Resort

  • 2
  • 6
  • 1 night min

$109

Details

1 / 18

Williamsburg Plantation Resort: 2 Bedroom 2 Bath Sleeps 6. JULY 9-16, 2017

  • 2
  • 6
  • 7 nights min

$114

Details

1 / 7

Windward Farm Carriage House

  • Studio
  • 4
  • 1 night min

$125

Details

1 / 14

Wyndham Kingsgate 3BR Condo !

  • 3
  • 10
  • 2 nights min

$160

Details

1 / 21

Wyndham Kingsgate 3BR/·3BA Condo !!

  • 3
  • 10
  • 3 nights min

$201

Details

1 / 23

Wyndham Kingsgate: 2-BR, Sleeps 6, Full Kitchen

  • 2
  • 6
  • 7 nights min

$125

Details

1 / 13

Best $$ and Resorts for Williamsburg and Busch Gardens

  • 2
  • 6
  • 3 nights min

$80

Details

1 / 23

WILLIAMSBURG {2BR} Greensprings Vacation Reort

  • 2
  • 6
  • 1 night min

$95

Details

1 / 16

Wyndham Kingsgate 1 Bedroom Condo

  • 1
  • 4
  • 2 nights min

$56

Details

1 / 36

July 17-24 -Williamsburg (Busch Grd- Water Cntry

  • 3
  • 10
  • 7 nights min

$75

Details

1 / 12

Holiday Inn Vacation Club 4.5 Stars

  • 2
  • 6
  • 7 nights min

$185

Details

1 / 18

Fabulous 4 BDR townhouse sleeps 12 near all attractions

  • 4
  • 12
  • Min stay varies

$267

Details

1 / 24

Family friendly Resort Three night weekends

  • 2
  • 6
  • 6 nights min

$120

Details

1 / 5

Visit Williamsburg & Relax at a 1 or 2 BR Condo!

  • 1
  • 4
  • 3 nights min

$159

Details

1 / 21

Wyndham Patriot's Place

  • 2
  • 8
  • 3 nights min

$178

Details

1 / 20

WILLIAMSBURG *2BR Condo* {Pool/Spa/WeddingChapel} HISTORIC POWHATAN RESORT

  • 2
  • 6
  • 1 night min

$109

Details

1 / 4

Parkside Williamsburg Resort

  • 2
  • 6
  • 7 nights min

$348

Details

1 / 14

Wyndham Kingsgate Williamsburg, VA - 2/2 BR Deluxe

  • 2
  • 6
  • Min stay varies

$53

Details

1 / 17

Grand Illumination in Colonial Williamsburg! At the Historic Powhatan Resort

  • 2
  • 8
  • 3 nights min

$159

Details

1 / 10

Williamsburg Plantation Williamsburg, VA from 10/21/2017 - 10/28/2017

  • 2
  • 6
  • 7 nights min

$73

Details

1 / 11

The Historic Powhatan Resort - 2 Bedroom Upstairs

  • 2
  • 6
  • 2 nights min

$104

Details

1 / 20

WILLIAMSBURG [HISTORIC POWHATAN RESORT] 2BR CONDO ~ INDOOR & OUTDOOR POOL!

  • 2
  • 6
  • 1 night min

$109

Details

1 / 17

4 BDR townhouse on Powhatan Plantation, Sleeps 12

  • 4
  • 12
  • Min stay varies

$277

Details

1 / 11

Kings Creek Plantation Resort-Cottages-3 Bed L/O

  • 3
  • 10
  • 7 nights min

$227

Details

1 / 24

Busch Gardens, Waterparks Governor's Green Resort

  • 2
  • 8
  • 2 nights min

$168

Details

1 / 12

2 BR Suite at The Historic Powhatan Resort

  • 2
  • 6
  • 2 nights min

$99

Details

1 / 7

Waterfront Home with Pier and Boathouse, 4ft MLT

  • 2
  • 4
  • 7 nights min

$250

Details

Payment Protection
Your payment for this rental is protected when you pay through FlipKey. Learn more
See only the properties that can be booked online with Payment Protection.
Learn more