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Gloucester Rentals

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Price range

Per night

$10 - $500

Gloucester Rentals

281 Houses

Stay on Historic Gloucester Main Street!

Gloucester condo

1 bedroom / 1 bathroom / sleeps 4

Price per night from

$135

1 / 6

Amazing Waterfront GetAway with Private Dock

Gloucester Point house

3 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$248

1 / 54

Waterfront Home with Pier and Boathouse, 4ft MLT

Gloucester house

2 bedrooms / 1 bathroom / sleeps 4

Price per night from

$250

1 / 7

Great rentals within 20 miles that match your search

Wyndham Kingsgate Resort (3 bedroom 3 bath condo)

Williamsburg apartment

3 bedrooms / 3 bathrooms / sleeps 10

“Great accomodations and amenities.” We enjoyed a great family vacation in the Williamsburg area. The accomodations and amenities at Kingsgate enhanced our visit. The staff was great and the rental was excellent.

Price per night from

$109

1 / 15

Wyndham Kingsgate Resort 2 Bedroom Deluxe

Williamsburg condo

2 bedrooms / 2 bathrooms / sleeps 6

“Wonderful” i love this place it has everything to have fun I travel with my husband and granddaughter there had swimming pool games room movie theater tennis mini golf and so much more

Price per night from

$120

1 / 12

Wyndham KIngsgate Resort (3 bedroom 3 bath condo)

Williamsburg apartment

3 bedrooms / 3 bathrooms / sleeps 10

“Perfect for families!” I would recommend this resort to anyone. The 3 bedroom condo had 2 sets of washing machines, 2 kitchens, 2 living rooms and 3 full bathrooms. The rental included a FREE movie theater, 2 video game rooms, indoor pool and miniat

Price per night from

$119

1 / 15

Fantastic 4 BDR at Popular Greensprings Vacation Resort. Sleeps 12. $259 up!

Williamsburg condo

4 bedrooms / 4 bathrooms / sleeps 12

Responds fast! avg. 2 hours 26 minutes

Price per night from

$218

1 / 40

Wyndham Governors Green (3 bedroom 2 bath condo)

Williamsburg apartment

3 bedrooms / 2 bathrooms / sleeps 10

Price per night from

$109

1 / 21

Rappahannock River Retreat - Pool, hot tub, beach... close to Chesapeake Bay!

White Stone house

3 bedrooms / 3 bathrooms / sleeps 12

Price per night from

$373

1 / 18

Historic River Cottage at Glebefield

Ware Neck cottage

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 53 minutes

Price per night from

$135

1 / 15

Chesapeake Bay Waterfront Cottage: Pool Pier Wifi

Mathews cottage

1 bedroom / 1 bathroom / sleeps 2

“Just Plain Perfect!” My 3 children and I arrived at Grandview on July 5th, 2011 for a one night stay in "The Crab Shack." I'm not much for words or for "padding the stats," but I would easily give the Scanlan's little gem on the East River 6 stars acr

Price per night from

$219

1 / 23

Wyndham Patriots' Place 2 Bedroom with linens and a FULL KITCHEN with cookware

Williamsburg condo

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 55 minutes

Price per night from

$57

1 / 4

Rigby Retreat on the Chesapeake Bay

Diggs cottage

3 bedrooms / 1 bathroom / sleeps 7

Price per night from

$150

1 / 18

Big Bay- A Private Beach front Home on the Chesapeake Bay

Chesapeake house

4 bedrooms / 2 bathrooms / sleeps 8

“Beautiful Beach Front” The house is well laid out and has great views from the living room. The sandy beach is spacious. The kitchen is well equipped and modern and is open to the living room. Comfortable chairs are on the deck and the wide bay view

Price per night from

$219

1 / 19

Wyndham Kingsgate Resort (3 bedroom lock off)

Williamsburg condo

3 bedrooms / 3 bathrooms / sleeps 10

“Fantastic.” We stayed in Williamsburg, and there are so many things to do there, not only at the condo, but all around the area. I recommend Buckroe Beach if you want to go to the Beach. It was fantastic. The condos were clean, and very nice. We had a

Price per night from

$119

1 / 15

Wyndham Governors Green Resort (3 bedroom condo)

Williamsburg apartment

3 bedrooms / 2 bathrooms / sleeps 10

“Great Stat” Our family returned to this resort because we has such a great time there the last time we stayed. I think the one building was a little older than the build we stayed in previously. However it seemed clean. the tile in the master showe

Price per night from

$99

1 / 11

Williamsburg Family Resort 2BR sleeps 6 -minutes from Downtown and Theme Parks

Williamsburg villa

2 bedrooms / 1 bathroom / sleeps 6

“A Good Group to book with for a relaxing vacation.” We booked with Jim and his company for a 2 bedroom condo at the Greensprings resort. First I will speak to the class act Jim is. It was a very easy booking, and on very short term notice as well,

Price per night from

$218

1 / 29

GREAT RATES! 3Bdrm Near Williamsburg attractions!

Williamsburg apartment

3 bedrooms / 3 bathrooms / sleeps 10

Price per night from

$288

1 / 19

Wyndham Governors Green (2 bedroom 2 bath condo)

Williamsburg apartment

2 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$99

1 / 20

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

Williamsburg condo

4 bedrooms / 4 bathrooms / sleeps 12

“Great accommodations in Williamsburg, VA” Great place. Excellent accommodations. Even little details like controls for water flow in tubs is separate from temperature. Beds are very comfortable. Manager checked to ensure all was OK.

Responds fast! avg. 3 hours 1 minutes

Price per night from

$238

1 / 20

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

Responds fast! avg. 55 minutes

Price per night from

$78

1 / 5

Charming Cape Cod Located Close to Williamsburg

Williamsburg house

3 bedrooms / 2 bathrooms / sleeps 10

Responds fast! avg. 1 hour 36 minutes

Price per night from

$145

1 / 34

Williamsburg Plantation: 2-BR, Sleeps 6, Kitchen

Williamsburg condo

2 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$100

1 / 14

Williamsburg, VA (Kings Creek) July 2016 rental

Williamsburg condo

2 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$157

1 / 19

Beautiful 4 bedroom 4 bath near all attractions

Williamsburg apartment

4 bedrooms / 4 bathrooms / sleeps 12

Price per night from

$320

1 / 6

Wyndham Kingsgate

Williamsburg apartment

1 bedroom / 1 bathroom / sleeps 4

Price per night from

$99

1 / 12

Williamsburg Plantation

Williamsburg condo

2 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$100

1 / 4

King's Creek Plantation (Three-Bedroom Estate)

Williamsburg condo

3 bedrooms / 4 bathrooms / sleeps 10

Price per night from

$400

1 / 11

Williamsburg Plantation: 4-Bedrooms, 4 Baths, Sleep 12, 2 Full Kitchens

Williamsburg condo

4 bedrooms / 4 bathrooms / sleeps 12

“Overall a very good experience.” Superb check in & out process. The people were awesome! Unit was very clean & had everything we needed. Very quiet setting. Pricing of our week's stay, we felt, was a little high.

Responds fast! avg. 3 hours 1 minutes

Price per night from

$224

1 / 18

King's Creek Plantation (Two-Bedroom Cottage)

Williamsburg condo

2 bedrooms / 3 bathrooms / sleeps 6

Price per night from

$240

1 / 11

1 Beautiful 2 bedroom/2 bath Condo - 50% Savings

Williamsburg condo

2 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$93

1 / 8

King's Creek Plantation (Four-Bedroom Estate)

Williamsburg condo

4 bedrooms / 5 bathrooms / sleeps 14

Price per night from

$458

1 / 11

Wyndham Patriots' Place: 2-BR, 2 Baths, Sleeps 6, Full Kitchen

Williamsburg condo

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 3 hours 1 minutes

Price per night from

$125

1 / 15

Governor's Green Resort, Comfortable stays at Budget prices

Williamsburg condo

2 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 1 hour 24 minutes

Price per night from

$174

1 / 31

4 BDRM~ GREENSPRINGS RESORT~ LOADED WITH AMENITIES~ 9 MILES TO BUSCH GARDENS~

Williamsburg condo

4 bedrooms / 4 bathrooms / sleeps 12

Responds fast! avg. 1 hour 31 minutes

Price per night from

$120

1 / 36

Historic Powhatan Resort: 4-BR, Sleeps 12, Kitchen

Williamsburg townhouse

4 bedrooms / 4 bathrooms / sleeps 12

Price per night from

$267

1 / 24

Williamsburg Condo - 5 Star Luxury - See Reviews!

Williamsburg condo

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 1 hour 30 minutes

Price per night from

$45

1 / 18

One Bedroom Cottage in New Point RV Resort

New Point cottage

1 bedroom / 1 bathroom / sleeps 4

Price per night from

$188

1 / 18
Viewing 38 of 281
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