Holiday rentals near Gloucester Golf Club
We found 1,600 holiday rentals — enter your dates for availability
Take a look at private holiday rentals near Gloucester Golf Club that provide the perfect home base for your trip. Whether you're travelling with a group or just with your pet, holiday rentals have the best amenities for hanging out with the people that matter most, which might include a fireplace and a washer and dryer. You're sure to find a property to rent that has what everyone needs, including places that are non-smoking or accessible.
Holiday rentals with weekly discounts - Gloucester Golf Club
Showing deals for:20 Mar - 27 Mar
Image gallery for Lovely 2 BR Condo in 4💎 Historic Golf Resort
9.29.2 out of 10, Wonderful, (21 reviews)
Wonderful
(21 reviews)
Lovely 2 BR Condo in 4💎 Historic Golf Resort
Williamsburg
8% off
Price is AU$3,734
AU$3,734
for 7 nights, 1 apartment
AU$533 per night
includes taxes & fees
Image gallery for Historic B&B located walking distance to the Williamsburg and The College of W&M
1010 out of 10, Exceptional, (45 reviews)
Exceptional
(45 reviews)
Historic B&B located walking distance to the Williamsburg and The College of W&M
Williamsburg
17% off
Price is AU$13,952
AU$13,952
for 7 nights, 1 home
AU$1,993 per night
includes taxes & fees
Image gallery for Amazing Colonial Home a Heart Beat from Colonial Williamsburg & William & Mary
1010 out of 10, Exceptional, (34 reviews)
Exceptional
(34 reviews)
Amazing Colonial Home a Heart Beat from Colonial Williamsburg & William & Mary
Williamsburg
12% off
Price is AU$15,981
AU$15,981
for 7 nights, 1 home
AU$2,283 per night
includes taxes & fees
Image gallery for Fire Pit🔥 Walk to Town. 1st floor King Bed & Walk in Shower! Monthly Discounts!
1010 out of 10, Exceptional, (35 reviews)
Exceptional
(35 reviews)
Fire Pit🔥 Walk to Town. 1st floor King Bed & Walk in Shower! Monthly Discounts!
Mathews
8% off
Price is AU$2,478
AU$2,478
for 7 nights, 1 home
AU$354 per night
includes taxes & fees
Image gallery for Waterfront with Private Pier and Tranquil Water views!
1010 out of 10, Exceptional, (107 reviews)
Exceptional
(107 reviews)
Waterfront with Private Pier and Tranquil Water views!
Gloucester Courthouse
8% off
Price is AU$2,881
AU$2,881
for 7 nights, 1 cottage
AU$412 per night
includes taxes & fees
Image gallery for Freshly renovated c1900 Farmhouse in Plainview surrounded by crop fields
1010 out of 10, Exceptional, (8 reviews)
Exceptional
(8 reviews)
Freshly renovated c1900 Farmhouse in Plainview surrounded by crop fields
Shacklefords
8% off
Price is AU$3,190
AU$3,190
for 7 nights, 1 room
AU$456 per night
includes taxes & fees
Image gallery for Luxury Riverfront Condo w/ sunrise & sunset views
9.69.6 out of 10, Exceptional, (70 reviews)
Exceptional
(70 reviews)
Luxury Riverfront Condo w/ sunrise & sunset views
Williamsburg
8% off
Price is AU$2,466
AU$2,466
for 7 nights, 1 apartment
AU$352 per night
includes taxes & fees
Image gallery for New Years Day is available - The Williamsburg Retreat - Gorgeous Private Acreage
1010 out of 10, Exceptional, (148 reviews)
Exceptional
(148 reviews)
New Years Day is available - The Williamsburg Retreat - Gorgeous Private Acreage
Williamsburg
8% off
Price is AU$5,318
AU$5,318
for 7 nights, 1 home
AU$760 per night
includes taxes & fees
Image gallery for WATERFRONT Southern Living Upscale Cottage close to Main St! Time to RELAX!
1010 out of 10, Exceptional, (14 reviews)
Exceptional
(14 reviews)
WATERFRONT Southern Living Upscale Cottage close to Main St! Time to RELAX!
Mathews
8% off
Price is AU$4,654
AU$4,654
for 7 nights, 1 cottage
AU$665 per night
includes taxes & fees
Image gallery for The Harbor House - Waterfront Home with Private Pier & Amazing Views!
1010 out of 10, Exceptional, (59 reviews)
Exceptional
(59 reviews)
The Harbor House - Waterfront Home with Private Pier & Amazing Views!
Onemo
8% off
Price is AU$3,448
AU$3,448
for 7 nights, 1 home
AU$493 per night
includes taxes & fees
Image gallery for The Mill Camp offers comfortable and affordable accommodations. Pet Friendly!
1010 out of 10, Exceptional, (22 reviews)
Exceptional
(22 reviews)
The Mill Camp offers comfortable and affordable accommodations. Pet Friendly!
Mattaponi
8% off
Price is AU$1,179
AU$1,179
for 7 nights, 1 home
AU$168 per night
includes taxes & fees
Image gallery for The Greenhouse: A peaceful retreat minutes from all Williamsburg has to offer
1010 out of 10, Exceptional, (71 reviews)
Exceptional
(71 reviews)
The Greenhouse: A peaceful retreat minutes from all Williamsburg has to offer
Williamsburg
8% off
Price is AU$4,410
AU$4,410
for 7 nights, 1 home
AU$630 per night
includes taxes & fees
Image gallery for Gwynn's Island Cottage-Waterfront, Private Beach BOOK YOUR SUMMER '26 WEEK NOW!
1010 out of 10, Exceptional, (220 reviews)
Exceptional
(220 reviews)
Gwynn's Island Cottage-Waterfront, Private Beach BOOK YOUR SUMMER '26 WEEK NOW!
Grimstead
12% off
Price is AU$3,506
AU$3,506
for 7 nights, 1 cottage
AU$501 per night
includes taxes & fees
Image gallery for Minutes to Colonial Williamsburg, William & Mary, Busch Gardens, Pet Friendly!
1010 out of 10, Exceptional, (71 reviews)
Exceptional
(71 reviews)
Minutes to Colonial Williamsburg, William & Mary, Busch Gardens, Pet Friendly!
Williamsburg
16% off
Price is AU$3,615
AU$3,615
for 7 nights, 1 home
AU$516 per night
includes taxes & fees
Image gallery for Waterfront-Peaceful-Weems-VA-NNK-Kayaks-Views
1010 out of 10, Exceptional, (42 reviews)
Exceptional
(42 reviews)
Waterfront-Peaceful-Weems-VA-NNK-Kayaks-Views
Weems
7% off
Price is AU$2,193
AU$2,193
for 7 nights, 1 home
AU$313 per night
includes taxes & fees
Image gallery for Victorian Farmhouse w/ private waterfront & pier at the mouth of Mobjack Bay
1010 out of 10, Exceptional, (46 reviews)
Exceptional
(46 reviews)
Victorian Farmhouse w/ private waterfront & pier at the mouth of Mobjack Bay
FOSTER
8% off
Price is AU$5,030
AU$5,030
for 7 nights, 1 home
AU$719 per night
includes taxes & fees
Image gallery for Serene Sauna Retreat with Chefs Kitchen, Luxury Beds & Luxury Baths
9.69.6 out of 10, Exceptional, (33 reviews)
Exceptional
(33 reviews)
Serene Sauna Retreat with Chefs Kitchen, Luxury Beds & Luxury Baths
West Point
7% off
Price is AU$7,655
AU$7,655
for 7 nights, 1 home
AU$1,094 per night
includes taxes & fees
Image gallery for Minutes from Busch Gardens-Water Country-Colonial Williamsburg-William&Mary
9.89.8 out of 10, Exceptional, (97 reviews)
Exceptional
(97 reviews)
Minutes from Busch Gardens-Water Country-Colonial Williamsburg-William&Mary
Williamsburg
11% off
Price is AU$1,742
AU$1,742
for 7 nights, 1 home
AU$249 per night
includes taxes & fees
Image gallery for Experience the Best of Mathews Riverfront Living here at Mariner's Legacy!
1010 out of 10, Exceptional, (192 reviews)
Exceptional
(192 reviews)
Experience the Best of Mathews Riverfront Living here at Mariner's Legacy!
Bohannon
8% off
Price is AU$4,805
AU$4,805
for 7 nights, 1 home
AU$686 per night
includes taxes & fees
Image gallery for Peaceful Waterfront Retreat. Kayaks, Bicycles, Firepit, and more. Pet-Friendly!
1010 out of 10, Exceptional, (35 reviews)
Exceptional
(35 reviews)
Peaceful Waterfront Retreat. Kayaks, Bicycles, Firepit, and more. Pet-Friendly!
Gwynn's Island
8% off
Price is AU$3,557
AU$3,557
for 7 nights, 1 home
AU$508 per night
includes taxes & fees
Image gallery for History Filled Bed & Breakfast in Downtown Williamsburg
1010 out of 10, Exceptional, (29 reviews)
Exceptional
(29 reviews)
History Filled Bed & Breakfast in Downtown Williamsburg
Williamsburg
21% off
Price is AU$13,937
AU$13,937
for 7 nights, 1 room
AU$1,991 per night
includes taxes & fees
Image gallery for 4 Bedroom Lockoff Suite at Williamsburg Governors Green!!
8.88.8 out of 10, Excellent, (5 reviews)
Excellent
(5 reviews)
4 Bedroom Lockoff Suite at Williamsburg Governors Green!!
Williamsburg
8% off
Price is AU$13,547
AU$13,547
for 7 nights, 1 apartment
AU$1,935 per night
includes taxes & fees
Image gallery for Enjoy family fun and Sunsets at Piankatank Point.
9.69.6 out of 10, Exceptional, (68 reviews)
Exceptional
(68 reviews)
Enjoy family fun and Sunsets at Piankatank Point.
Saluda
7% off
Price is AU$2,789
AU$2,789
for 7 nights, 1 home
AU$398 per night
includes taxes & fees
Image gallery for Riverfront Virginia Home - Dock, Fire Pit & Kayaks
1010 out of 10, Exceptional, (20 reviews)
Exceptional
(20 reviews)
Riverfront Virginia Home - Dock, Fire Pit & Kayaks
Weems
8% off
Price is AU$3,149
AU$3,149
for 7 nights, 1 home
AU$450 per night
includes taxes & fees
Find spaces that suit your style
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Condo/Apartment
Cabin
Cottage
Villa
Chalet
Find the best place to stay - Gloucester Golf Club
Gwynn's Island Cottage-Waterfront, Private Beach BOOK YOUR SUMMER '26 WEEK NOW!
Sleeps 4 · 2 bedrooms · 1 bathroom
1010 out of 10
Exceptionalexceptional
220 reviews(220 reviews)
The Little Blue Cottage - Topping : Waterfront!
Sleeps 6 · 3 bedrooms · 2 bathrooms
9.89.8 out of 10
Exceptionalexceptional
51 reviews(51 reviews)
The River House at Whitestone: Pet Friendly, Secluded Private Beach, w/ Kayaks!
Sleeps 11 · 4 bedrooms · 3 bathrooms
9.69.6 out of 10
Exceptionalexceptional
29 reviews(29 reviews)
Gorgeous Waterfront Estate--Private Pool, Pier, Tennis Court, Firepit
Sleeps 12 · 5 bedrooms · 2 bathrooms
9.89.8 out of 10
Exceptionalexceptional
135 reviews(135 reviews)
MILLION $ VIEWS NO EXTRA CHARGE! HOT TUB! POOL! BEACH! RESORT-LIKE AMENITIES!
Sleeps 6 · 3 bedrooms · 1 bathroom
1010 out of 10
Exceptionalexceptional
158 reviews(158 reviews)
Enjoy family fun and Sunsets at Piankatank Point.
Sleeps 11 · 4 bedrooms · 3 bathrooms
9.69.6 out of 10
Exceptionalexceptional
68 reviews(68 reviews)
Peace of mindOur Book with Confidence Guarantee gives you 24/7 support
More quality timeFrom booking to staying, the whole process is simple and enjoyable
All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
More for lessMore space, more privacy, more amenities — more value