Gloucester Rentals

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42 Houses

Waterfront Home with Pier, 2bds/1ba

Gloucester house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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$258

Great rentals within 20 miles that match your search

My Pan-O-Sea-A on the Chesapeake Bay.

White Stone cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

“Great View!” Loved the bedroom view, priceless! We could not have had a better view! Great place, very clean and has everything you could possibly need!

Responds fast! avg. 20 minutes

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$229

The Colonies at Williamsburg - June 28-July 5

Williamsburg condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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$229

King's Creek Plantation: 2-Bedrooms, 2 Baths, Sleep 6, Full Kitchen

Williamsburg condo

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

Responds fast! avg. 2 hours 26 minutes

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$201

The Colonies at Williamsburg 4-Bedroom, 4 Baths, Sleeps 12, 2 Full Kitchens

Williamsburg condo

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 12

“Great accommodation with lovely outdoor pool for children” Great location. Good kitchen facilities with useful washing machine. Food Lion less than 5 minutes away made breakfast easy. Easy access to main road with restaurants etc. 15 mins to colonial Williamsburg and then less than 30 to Jamestown and Yorktown. Helpful reception and free racket hire for tennis courts. All round a great place to stay with young and older children. Everyone friendly and everything very clean. Kids loved slides and basketball hoops in the pools and that made the holiday for us.

Responds fast! avg. 2 hours 26 minutes

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$406

King's Creek Plantation: 1-Bedroom / Sleeps 4 / Full Kitchen

Williamsburg condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 2 hours 26 minutes

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$144

Wyndham Governors Green Resort (3 bedroom condo)

Williamsburg condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

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$182

Wyndham Patriots' Place 2 Bd/2 BA plus Full Kitchen

Williamsburg condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Ms.” My experience at Wyndham Patriots Place has been extremely, extremely positive. The staff is very accommodating and friendly. Every need or request is attended to immediately. Starting from the minute we arrived at Reception, the staff new our name -- a very nice personal touch. We rented both the deluxe A and B units. This is a great deal of space and puts suite hotels to shame. We had 4 flat screen TV's, 2 living rooms (which can double as sleeping quarters using the sleeper sofa), a full dining room, a kitchen that was well equipped, a kitchenette, a balcony and 2 bathrooms, which together contained a tub and shower, a deep soak tub with shower and shower stall -- three people can shower at the same time. Excellent living space! Wyndham Patriots Place is also conveniently located to Colonial Williamsburg and roadways to Yorktown, Jamestown, Busch Gardens and Water Country USA. It is my first experience at a Wyndham Resort and I will definitely look into them on any trip in the future.

Responds fast! avg. 2 hours 1 minutes

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$106

Williamsburg Resort condo (3 bedroom 3 bath condo)

Williamsburg apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 10

“Convenient, comfortable vacation spot” Our stay at Wyndham Kingsgate Resort got off to a bumpy start. We arrived at 3:00 and checked in. Were told our room would be ready at 4:00 and we would get a call. At 4:30, after no call, we checked back with the front desk and were told the room was not ready. Since check in was supposed to be at 4:00 we questioned why it was taking so long. We ended up standing in the lobby until about 5:30 as only two chairs were available. Never did get a phone call and finally tracked down a manager who had us on our way with keys in hand in less than five minutes. That being said, the rooms were clean and comfortable. The resort was very close to all the sites we wanted to visit and the price was right. We would probably stay there again, barring the issue with checking in and losing an hour and a half of valuable vacation time with nothing but a "sorry, wasn't our fault".

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$125

Close to Williamsburg attractions. Plus, see all the amenities! 3bd, 3ba condo

Williamsburg apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 10

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$241

Wyndham Kingsgate Williamsburg, VA - 2/2 BR Deluxe

Williamsburg hotel apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 1 hour 31 minutes

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$137

Williamsburg Deluxe Cabin

Williamsburg log cabin

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

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$273

The Williamsburg Retreat

Norge house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 13

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$458

Williamsburg Plantation 2 bedroom suite with full kitchen

Williamsburg villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 3 hours 11 minutes

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$201

Hot fun in the summertime...bring family and friends...plenty of room

Williamsburg condo

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 14

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$401

HOLIDAY INN CLUB VACATIONS WILLIAMSBURG RESORT

Williamsburg apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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$171

BayCations!-Urbanna-Boating-Seafood-Golf-Wineries

Urbanna house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 45 minutes

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Price per night from

$101

Club Wyndham Governor's Green Resort

Williamsburg tower

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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Price per night from

$201

Mid Peninsula sleeps 8. Feels like home!

Newport News house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 10

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Price per night from

$400

New Williamsburg 3 bed 2 bath! Less than 4 miles to Busch Gardens!

Williamsburg house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

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$377

Bay Dreamin - Mathews, VA - Walk to Town and Restaurants

Mathews house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 9

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Price per night from

$224

Williamsburg Resort Getaway

Williamsburg hotel apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

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$228

Williamsburg Resort Getaway

Williamsburg hotel apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

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$196

Patriots' Place 1br mini unit Sunday check-in

Williamsburg condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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$75

Pop Castle- Historic Gem on the Rappahannock River

White Stone house

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 16

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$1,117

Patriots' Place 1br unit Saturday check-in

Williamsburg condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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Price per night from

$75

Wyndham Kingsgate Williamsburg, VA - 1/1 BR Suite

Williamsburg apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

“Pleasant” Kingsgate is an original Fairfield resort, not Wyndham. That means some of the luxuries you may be use to at a Wyndham are missing. However, do not let this fool you. For Williamsburg, this is an excellent place to stay. It is central to almost everything...Busch Gardens, Water Country USA, Colonial Williamsburg about 1 mile away, shopping is 5 minutes. The location cannot be beat. There is entertainment on property, indoor pool, outdoor pool, putt putt, tennis, playground, restaurant, and pool bar. If you are expecting extreme luxury, this is not it. It is not a Bonnet Creek. You have to go to Governor's Green for that and it is not even up to that level. This is our second stay at this resort and it is worth everything we pay to stay for 6 nights (less than $100 per night for the week). We will stay here again when we return for another visit.

Responds fast! avg. 1 hour 31 minutes

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$66

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$445

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$221

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$353

Charming Cape Cod Located Close to Williamsburg

Williamsburg house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

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$184

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$260

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$212

Responds fast! avg. 1 hour 51 minutes

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Price per night from

$101

Williamsburg, VA: 2 BR Condo w/Pool, Near Historic Williamsburg & Busch Gardens

Williamsburg house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 1 hour 51 minutes

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Price per night from

$132

Family Friendly Resort Cottage - Sleep 6 - Close to Theme Parks & Attractions

Williamsburg condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$260

Spacious 3BR Cottage - Family Friendly Resort - Close to Theme Parks

Williamsburg condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 10

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Price per night from

$260

Sleeps 12 - Large 4BR Townhome, Indoor/Outdoor Pool, Golf, Close To Theme Parks!

Williamsburg condo

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 12

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Price per night from

$563

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