Gloucester Point Rentals

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281 Houses

54

Amazing Waterfront GetAway with Private Dock

Gloucester / Gloucester Point

Gloucester Point house

3 8 2 nights min

  • 3 bedrooms
  • sleeps 8
  • 2 nights min
  • Child Friendly
  • Air conditioning
  • Private garden

Price per night from

$248

Price per night from

$248

Great rentals within 20 miles that match your search

Distance approx 12.32 km from Gloucester Point

(5) Very Good 

12

Wyndham Kingsgate Resort 2 Bedroom Deluxe

Virginia / Williamsburg

Williamsburg condo

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Air conditioning
“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
…see more

Price per night from

$120

Price per night from

$120

Distance approx 12.32 km from Gloucester Point

(5) Very Good 

Certificate of Excellence

15

Wyndham KIngsgate Resort (3 bedroom 3 bath condo)

Virginia / Williamsburg

Williamsburg apartment

3 10 3 nights min

  • 3 bedrooms
  • sleeps 10
  • 3 nights min
  • Nearest beach 90 mi
  • Swimming pool
  • Child Friendly
“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
…see more

Certificate of Excellence

Price per night from

$119

Price per night from

$119

Distance approx 16.44 km from Gloucester Point

(4) Very Good 

40

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

Virginia / Williamsburg

Williamsburg condo

4 12 min stay varies

  • 4 bedrooms
  • sleeps 12
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$218

Responds fast!
avg. 2 hours 26 minutes

Price per night from

$218

Distance approx 12.71 km from Gloucester Point

(3) Very Good 

Certificate of Excellence

21

Wyndham Governors Green (3 bedroom 2 bath condo)

Virginia / Williamsburg

Williamsburg apartment

3 10 min stay varies

  • 3 bedrooms
  • sleeps 10
  • min stay varies
  • Nearest beach 90 mi
  • Swimming pool
  • Child Friendly

Certificate of Excellence

Price per night from

$109

Price per night from

$109

Distance approx 10.23 km from Gloucester Point

(5) Excellent 

15

Historic River Cottage at Glebefield

Virginia / Ware Neck

Ware Neck cottage

1 4 2 nights min

  • 1 bedroom
  • sleeps 4
  • 2 nights min
  • Beach / lakeside relaxation
  • Child Friendly
  • Air conditioning

Price per night from

$135

Responds fast!
avg. 53 minutes

Price per night from

$135

Distance approx 11.95 km from Gloucester Point

(8) Excellent 

23

Chesapeake Bay Waterfront Cottage: Pool Pier Wifi

Virginia / Mathews

Mathews cottage

1 2 2 nights min

  • 1 bedroom
  • sleeps 2
  • 2 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Air conditioning
“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
…see more

Price per night from

$219

Price per night from

$219

Distance approx 11.86 km from Gloucester Point

(3) Excellent 

4

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

Virginia / Williamsburg

Williamsburg condo

2 6 2 nights min

  • 2 bedrooms
  • sleeps 6
  • 2 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$57

Responds fast!
avg. 55 minutes

Price per night from

$57

Distance approx 12.3 km from Gloucester Point

(9) Very Good 

Certificate of Excellence

15

Wyndham Kingsgate Resort (3 bedroom 3 bath condo)

Virginia / Williamsburg

Williamsburg apartment

3 10 3 nights min

  • 3 bedrooms
  • sleeps 10
  • 3 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning
“Great space, good privacy, worked for both families.” Location close to everything. Pool and activities were the best. Kids did not want to go anywhere but the pool. Would stay there again.
…see more

Certificate of Excellence

Price per night from

$119

Price per night from

$119

Distance approx 18.31 km from Gloucester Point

(3) Excellent 

18

Rigby Retreat on the Chesapeake Bay

Virginia / Diggs

Diggs cottage

3 7 2 nights min

  • 3 bedrooms
  • sleeps 7
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0 mi
  • Child Friendly

Price per night from

$150

Price per night from

$150

Distance approx 12.3 km from Gloucester Point

(6) Very Good 

15

Wyndham Kingsgate Resort (3 bedroom lock off)

Virginia / Williamsburg

Williamsburg condo

3 10 3 nights min

  • 3 bedrooms
  • sleeps 10
  • 3 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning
“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
…see more

Price per night from

$119

Price per night from

$119

Distance approx 12.67 km from Gloucester Point

(4) Very Good 

Certificate of Excellence

11

Wyndham Governors Green Resort (3 bedroom condo)

Virginia / Williamsburg

Williamsburg apartment

3 10 min stay varies

  • 3 bedrooms
  • sleeps 10
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Air conditioning
“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
…see more

Certificate of Excellence

Price per night from

$99

Price per night from

$99

Distance approx 16.4 km from Gloucester Point

(29) Very Good 

29

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

Virginia / Williamsburg

Williamsburg villa

2 6 2 nights min

  • 2 bedrooms
  • sleeps 6
  • 2 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child Friendly
“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,
…see more

Price per night from

$218

Price per night from

$218

Distance approx 18.28 km from Gloucester Point

(1) Excellent 

12

786 N. First Street

Virginia / Hampton

Hampton house

3 6 7 nights min

  • 3 bedrooms
  • sleeps 6
  • 7 nights min
  • Child Friendly
  • Air conditioning

Price per night from

$199

Price per night from

$199

Distance approx 12.3 km from Gloucester Point

(5) Very Good 

19

GREAT RATES! 3Bdrm Near Williamsburg attractions!

Virginia / Williamsburg

Williamsburg apartment

3 10 3 nights min

  • 3 bedrooms
  • sleeps 10
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 12 mi
  • Swimming pool

Price per night from

$288

Price per night from

$288

Distance approx 12.71 km from Gloucester Point

(1) Excellent 

20

Wyndham Governors Green (2 bedroom 2 bath condo)

Virginia / Williamsburg

Williamsburg apartment

2 8 min stay varies

  • 2 bedrooms
  • sleeps 8
  • min stay varies
  • Nearest beach 90 mi
  • Swimming pool
  • Child Friendly

Price per night from

$99

Price per night from

$99

Distance approx 8.14 km from Gloucester Point Show on Map

(6) Excellent 

20

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

Virginia / Williamsburg

Williamsburg condo

4 12 7 nights min

  • 4 bedrooms
  • sleeps 12
  • 7 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning
“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.
…see more

Price per night from

$238

Responds fast!
avg. 3 hours 1 minutes

Price per night from

$238

Distance approx 11.86 km from Gloucester Point

(8) Excellent 

5

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

Virginia / Williamsburg

Williamsburg condo

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Beach / lakeside relaxation
  • Child Friendly
  • Air conditioning
“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
…see more

Price per night from

$78

Responds fast!
avg. 55 minutes

Price per night from

$78

Distance approx 11.07 km from Gloucester Point

(1) Excellent 

34

Charming Cape Cod Located Close to Williamsburg

Virginia / Williamsburg

Williamsburg house

3 10 min stay varies

  • 3 bedrooms
  • sleeps 10
  • min stay varies
  • Nearest beach 15 mi
  • Child Friendly
  • Air conditioning

Price per night from

$145

Responds fast!
avg. 1 hour 36 minutes

Price per night from

$145

Distance approx 14.25 km from Gloucester Point

(1) Excellent 

14

Williamsburg Plantation: 2-BR, Sleeps 6, Kitchen

Virginia / Williamsburg

Williamsburg condo

2 6 7 nights min

  • 2 bedrooms
  • sleeps 6
  • 7 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$100

Price per night from

$100

Distance approx 7.69 km from Gloucester Point Show on Map

19

Williamsburg, VA (Kings Creek) July 2016 rental

Virginia / Williamsburg

Williamsburg condo

2 6 7 nights min

  • 2 bedrooms
  • sleeps 6
  • 7 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$157

Price per night from

$157

Distance approx 14.1 km from Gloucester Point

(1) Very Good 

6

Beautiful 4 bedroom 4 bath near all attractions

Virginia / Williamsburg

Williamsburg apartment

4 12 7 nights min

  • 4 bedrooms
  • sleeps 12
  • 7 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$320

Price per night from

$320

Distance approx 12.32 km from Gloucester Point

(6) Very Good 

12

Wyndham Kingsgate

Virginia / Williamsburg

Williamsburg apartment

1 4 3 nights min

  • 1 bedroom
  • sleeps 4
  • 3 nights min
  • Swimming pool
  • Child Friendly

Price per night from

$99

Price per night from

$99

Distance approx 14.25 km from Gloucester Point

4

Williamsburg Plantation

Virginia / Williamsburg

Williamsburg condo

2 6 7 nights min

  • 2 bedrooms
  • sleeps 6
  • 7 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$100

Price per night from

$100

Distance approx 7.69 km from Gloucester Point Show on Map

11

King's Creek Plantation (Three-Bedroom Estate)

Virginia / Williamsburg

Williamsburg condo

3 10 4 nights min

  • 3 bedrooms
  • sleeps 10
  • 4 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$400

Price per night from

$400

Distance approx 14.31 km from Gloucester Point

(3) Very Good 

18

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

Virginia / Williamsburg

Williamsburg condo

4 12 7 nights min

  • 4 bedrooms
  • sleeps 12
  • 7 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning
“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.
…see more

Price per night from

$224

Responds fast!
avg. 3 hours 1 minutes

Price per night from

$224

Distance approx 7.69 km from Gloucester Point Show on Map

11

King's Creek Plantation (Two-Bedroom Cottage)

Virginia / Williamsburg

Williamsburg condo

2 6 4 nights min

  • 2 bedrooms
  • sleeps 6
  • 4 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$240

Price per night from

$240

Distance approx 14.23 km from Gloucester Point

8

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

Virginia / Williamsburg

Williamsburg condo

2 6 7 nights min

  • 2 bedrooms
  • sleeps 6
  • 7 nights min
  • Swimming pool
  • Child Friendly

Price per night from

$93

Price per night from

$93

Distance approx 7.69 km from Gloucester Point Show on Map

11

King's Creek Plantation (Four-Bedroom Estate)

Virginia / Williamsburg

Williamsburg condo

4 14 4 nights min

  • 4 bedrooms
  • sleeps 14
  • 4 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$458

Price per night from

$458

Distance approx 11.96 km from Gloucester Point

(1) Very Good 

15

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

Virginia / Williamsburg

Williamsburg condo

2 6 7 nights min

  • 2 bedrooms
  • sleeps 6
  • 7 nights min
  • Swimming pool
  • Air conditioning

Price per night from

$125

Responds fast!
avg. 3 hours 1 minutes

Price per night from

$125

Distance approx 12.71 km from Gloucester Point

31

Governor's Green Resort, Comfortable stays at Budget prices

Virginia / Williamsburg

Williamsburg condo

2 8 3 nights min

  • 2 bedrooms
  • sleeps 8
  • 3 nights min
  • Child Friendly

Price per night from

$174

Responds fast!
avg. 1 hour 24 minutes

Price per night from

$174

Distance approx 7.69 km from Gloucester Point Show on Map

5

Beautiful and spacious 1 bedroom in Williamsburg

Virginia / Williamsburg

Williamsburg house

1 4 5 nights min

  • 1 bedroom
  • sleeps 4
  • 5 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$168

Price per night from

$168

Distance approx 14.87 km from Gloucester Point

14

Spring Break Vacation

Virginia / Lightfoot

Lightfoot villa

2 6 4 nights min

  • 2 bedrooms
  • sleeps 6
  • 4 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$199

Responds fast!
avg. 3 hours 27 minutes

Price per night from

$199

Distance approx 14.23 km from Gloucester Point

12

4th of July in Historic Location

Virginia / Williamsburg

Williamsburg condo

4 12 7 nights min

  • 4 bedrooms
  • sleeps 12
  • 7 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$330

Price per night from

$330

Distance approx 16.44 km from Gloucester Point

36

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

Virginia / Williamsburg

Williamsburg condo

4 12 min stay varies

  • 4 bedrooms
  • sleeps 12
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$120

Responds fast!
avg. 1 hour 31 minutes

Price per night from

$120

Distance approx 15.04 km from Gloucester Point

(1)  

24

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

Virginia / Williamsburg

Williamsburg townhouse

4 12 7 nights min

  • 4 bedrooms
  • sleeps 12
  • 7 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$267

Price per night from

$267

Distance approx 12.3 km from Gloucester Point

(141) Excellent 

Certificate of Excellence

18

Williamsburg Condo - 5 Star Luxury - See Reviews!

Virginia / Williamsburg

Williamsburg condo

2 6 3 nights min

  • 2 bedrooms
  • sleeps 6
  • 3 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Certificate of Excellence

Price per night from

$45

Responds fast!
avg. 1 hour 30 minutes

Price per night from

$45

Distance approx 13.43 km from Gloucester Point

18

One Bedroom Cottage in New Point RV Resort

Virginia / New Point

New Point cottage

1 4 2 nights min

  • 1 bedroom
  • sleeps 4
  • 2 nights min
  • Ask about children
  • Air conditioning

Price per night from

$188

Price per night from

$188