A steel bridge over a calm river with a sandy beach and rocky outcrops on the right.

Gloucester Vacation Rentals

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Check prices for these dates

In two weeks
Oct 16 - Oct 18
In two months
Nov 27 - Nov 29
In three months
Dec 25 - Dec 27
In four months
Jan 22 - Jan 24

Our top choices for Gloucester vacation homes

A kitchen with dark blue cabinets, a gas stove, a sink, and a window overlooking the backyard.

1. Radiant Gloucester House w/ Private Porch!

Radiant Gloucester House w/ Private Porch!
Gloucester
9.4 out of 10, Exceptional, (33 reviews)
"This is a very comfortable clean home in a nice quiet neighborhood. It’s very close to some excellent restaurants and places of interest. We especially enjoyed the sunroom."
United States
Joseph B.
The price is CA $178
CA $513 total
includes taxes & fees
Sep 30 - Oct 1
Radiant Gloucester House w/ Private Porch!
A modern kitchen with white cabinets, stainless steel appliances, and a dining area with a wooden table and chairs.

2. Nice 3-bedroom house with AC in peaceful Hartfield

Nice 3-bedroom house with AC in peaceful Hartfield
Hartfield
The price is CA $163
CA $334 total
includes taxes & fees
Oct 5 - Oct 6
Nice 3-bedroom house with AC in peaceful Hartfield
A sandy beach path leading to the ocean, surrounded by dry grass.

3. 1st Floor King Bed~Fire Pit~Large Yard~Walk 2 Town

1st Floor King Bed~Fire Pit~Large Yard~Walk 2 Town
Mathews
10.0 out of 10, Exceptional, (40 reviews)
"The house was cozy, clean, and welcoming. Would definitely recommend! Rooms were all very spacious. "
United States
Casey J.
The price is CA $184
CA $482 total
includes taxes & fees
Oct 19 - Oct 20
1st Floor King Bed~Fire Pit~Large Yard~Walk 2 Town
A covered outdoor area with a pool, wicker furniture, and large windows offering a view of the outdoors.

4. The Bungalow, Pool, Dock, Kayaks, & Game Room

The Bungalow, Pool, Dock, Kayaks, & Game Room
Topping
The price is CA $280
CA $558 total
includes taxes & fees
Sep 29 - Sep 30
The Bungalow, Pool, Dock, Kayaks, & Game Room
A dining area with a view of a lake and trees, featuring white tables and benches, ceiling fans, and large windows.

5. RivahMojo on Mill Creek-just off RappahannockRiver

RivahMojo on Mill Creek-just off RappahannockRiver
Topping
10.0 out of 10, Exceptional, (26 reviews)
"Property was lovely, host very responsive, couldn’t ask for more!"
United States
Donna B.
The price is CA $303
CA $646 total
includes taxes & fees
Sep 30 - Oct 1
RivahMojo on Mill Creek-just off RappahannockRiver
A bedroom with a bed, bedside tables, a window with curtains, a patterned rug, and a ceiling vent.

6. Belle Haven - High Speed internet, walk to town

Belle Haven - High Speed internet, walk to town
Kilmarnock
10.0 out of 10, Exceptional, (41 reviews)
"Great cottage, beautiful place to stay at"
United States
Darren W.
The price is CA $146
CA $422 total
includes taxes & fees
Sep 29 - Sep 30
Belle Haven - High Speed internet, walk to town
A modern kitchen with a central island, stainless steel appliances, and teal bar stools.

7. Nearby Beach~HotTub~Pooltable~MovieScreen~NrbyShoppingDiningGoCarts~

Nearby Beach~HotTub~Pooltable~MovieScreen~NrbyShoppingDiningGoCarts~
Kilmarnock
10.0 out of 10, Exceptional, (5 reviews)
"Nice rambler in a great in town location with hot tub, firepit, and fenced in yard. Also great value for the price. "
United States
Melinda H.
The price is CA $177
CA $502 total
includes taxes & fees
Sep 30 - Oct 1
Nearby Beach~HotTub~Pooltable~MovieScreen~NrbyShoppingDiningGoCarts~
A modern house with a deck, outdoor seating, and a pool.

8. Family Friendly Waterfront Home - Private Dock, Kayaks, Fire Pit, Grill, Deck

Family Friendly Waterfront Home - Private Dock, Kayaks, Fire Pit, Grill, Deck
Topping
9.6 out of 10, Exceptional, (12 reviews)
"Great property. This property is private, well stocked and has amazing views."
United States
Casi H.
Family Friendly Waterfront Home - Private Dock, Kayaks, Fire Pit, Grill, Deck
A wooden picnic table with a pitcher, glasses, and a plate set on a grassy area by a body of water.

9. Waterfront Rappahannock River Cottage, Private Pool, Kayaks, Fire Pit & Garden

Waterfront Rappahannock River Cottage, Private Pool, Kayaks, Fire Pit & Garden
Locust Hill
10.0 out of 10, Exceptional, (41 reviews)
"The hosts made sure that everything in the house made one feel comfortable and at home. The view is fantastic and the landscaping with the rose garden and pool on a sunny day is inviting and relaxing. We enjoyed our stay "
United States
Mary S.
The price is CA $389
CA $781 total
includes taxes & fees
Oct 12 - Oct 13
Waterfront Rappahannock River Cottage, Private Pool, Kayaks, Fire Pit & Garden
A porch with two rocking chairs, a black door, and a mailbox.

10. The Nook in Kilmarnock Va 3 bedroom

The Nook in Kilmarnock Va 3 bedroom
Kilmarnock
10.0 out of 10, Exceptional, (7 reviews)
"This home is comfortable, well appointed, and in a great location. Host is accommodating and communicates appropriately I highly recommend this property!"
United States
Anonymous traveller
The price is CA $240
CA $675 total
includes taxes & fees
Sep 30 - Oct 1
The Nook in Kilmarnock Va 3 bedroom
A view through a window with a grid pattern, overlooking a calm sea and a sandy beach with a small structure and a lifebuoy.

11. Sojourn Aviators Dream on Back River

Sojourn Aviators Dream on Back River
Fox Hill
9.8 out of 10, Exceptional, (32 reviews)
"Great location. Excellent view. The F22 Raptors were cool to see. Not so loud. Host was great. The place does not have a full size oven, so plan accordingly. Beds were comfy."
United States
Jim G.
The price is CA $207
CA $682 total
includes taxes & fees
Oct 28 - Oct 29
Sojourn Aviators Dream on Back River
A modern interior with a staircase leading to a second floor, a living area with a grey sofa, and a kitchen with wooden cabinets.

12. Unique Luxurious Waterfront in Hampton

Unique Luxurious Waterfront in Hampton
Hampton
10.0 out of 10, Exceptional, (3 reviews)
"Great value for the money, great hosts, very renter friendly"
United States
WILLIAM M.
The price is CA $204
CA $735 total
includes taxes & fees
Sep 29 - Sep 30
Unique Luxurious Waterfront in Hampton
A bright, white interior with a wooden dining table and white chairs. There are windows with curtains, a ceiling fan, and a view of greenery outside.

13. Relaxing Family Cottage w/ Sunroom & Backyard Movie Nights

Relaxing Family Cottage w/ Sunroom & Backyard Movie Nights
Toano
10.0 out of 10, Exceptional, (38 reviews)
"Excellent place to relax and unwind!"
United States
Debra J.
The price is CA $467
CA $1,011 total
includes taxes & fees
Oct 11 - Oct 12
Relaxing Family Cottage w/ Sunroom & Backyard Movie Nights
A spacious dining area with high wooden tables and chairs, surrounded by shelves filled with decorative items.

14. 1896 Historic Mansion with a general store

1896 Historic Mansion with a general store
North Newport News
10.0 out of 10, Exceptional, (11 reviews)
"Nice accommodations and nice host. Very accommodating."
United States
Jim R.
The price is CA $743
CA $1,256 total
includes taxes & fees
Oct 1 - Oct 2
1896 Historic Mansion with a general store
A laundry room with two washing machines, a drying rack, and a vacuum cleaner.

15. NEW Williamsburg, Long Range Lake Views, Hot Tub, Sauna, Fire Pit, Game Room

NEW Williamsburg, Long Range Lake Views, Hot Tub, Sauna, Fire Pit, Game Room
Lanexa
The price is CA $405
CA $944 total
includes taxes & fees
Oct 4 - Oct 5
NEW Williamsburg, Long Range Lake Views, Hot Tub, Sauna, Fire Pit, Game Room
A modern kitchen with stainless steel appliances, a dining area with a blue sofa, and a small outdoor garden with a waterfall.

16. 8 miles to Bush Gardens/5 Bedroom Rancher with 2 master's/ playground/backyard

8 miles to Bush Gardens/5 Bedroom Rancher with 2 master's/ playground/backyard
North Newport News
10.0 out of 10, Exceptional, (25 reviews)
"The nursery was great. The kitchen was well appointed. Did not care for the pans with removable handles. More comfortable living room seating would be nice. But overall a lovely home."
United States
Otis G.
The price is CA $822
CA $1,212 total
includes taxes & fees
Oct 6 - Oct 7
8 miles to Bush Gardens/5 Bedroom Rancher with 2 master's/ playground/backyard
A dining area with a dark wooden table, white chairs, a modern chandelier, and framed artwork on the wall.

17. Waterfront Retreat with Office and Private Dock, Boats!

Waterfront Retreat with Office and Private Dock, Boats!
Weems
9.8 out of 10, Exceptional, (28 reviews)
"Nicely equipped, well stocked, clean and neat. Good location with a canoe and kayaks to get out on the cove. Close drive to the three towns in the area with a number of good lunch/dinner spots. Host was very helpful."
United States
Ron H.
The price is CA $318
CA $648 total
includes taxes & fees
Sep 30 - Oct 1
Waterfront Retreat with Office and Private Dock, Boats!
A red cabin with a porch, surrounded by trees.

18. 4-bedroom waterfront homestead near Williamsburg with WiFi, AC. Book now

4-bedroom waterfront homestead near Williamsburg with WiFi, AC. Book now
Lanexa
10.0 out of 10, Exceptional, (9 reviews)
"The house was beautiful. Everything was perfect, we could not be happier with our stay."
United States
Kimberly L.
The price is CA $509
CA $1,022 total
includes taxes & fees
Sep 29 - Sep 30
4-bedroom waterfront homestead near Williamsburg with WiFi, AC. Book now
A modern kitchen with white cabinets, stainless steel appliances, and a large island with a sink.

19. 8 Miles to Busch Gardens/Spacious Family Getaway/ 7Bedroom/3 masters /5 Bath

8 Miles to Busch Gardens/Spacious Family Getaway/ 7Bedroom/3 masters /5 Bath
North Newport News
10.0 out of 10, Exceptional, (15 reviews)
"More amenities than expected, very clean and well-kept. "
United States
Swetha P.
The price is CA $1,230
CA $1,785 total
includes taxes & fees
Sep 29 - Sep 30
8 Miles to Busch Gardens/Spacious Family Getaway/ 7Bedroom/3 masters /5 Bath
A modern kitchen with a sink, hanging plants, and a pendant light.

20. -NEW- Beautiful, Cozy & stylish home with office-for your family! Pet Friendly!

-NEW- Beautiful, Cozy & stylish home with office-for your family! Pet Friendly!
Newport News
9.6 out of 10, Exceptional, (12 reviews)
"Everything was very clean good coffee options plenty of hot water :)"
United States
Allen C.
The price is CA $564
CA $860 total
includes taxes & fees
Oct 5 - Oct 6
-NEW- Beautiful, Cozy & stylish home with office-for your family! Pet Friendly!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Gloucester Hotel Reviews

Hilton Vacation Club The Historic Powhatan Williamsburg

Hilton Vacation Club The Historic Powhatan Williamsburg

8/10 Good
"Very nice property and great amenities, clean pools and also had a hot tub that children could get in by indoor pool which is a bonus, staff was nice. We stayed in 1 bedroom with loft and the kids loved the loft area. I rated this property a 4/5 vs 5/5 because they charge a $200 hold/ refundable deposit which seems higher than other similar properties which has been 0-$150 for the similar properties we have stayed at in the area It also had very squeaky floors which was annoying when the kids were asleep. Otherwise it was fantastic! I would not recommend the room with loft for families with children under 5. There are very steep steps that are by the main area inside the room. I’m sure a lower level without steps would be fine! Great value for the money! Will stay here again."
Sarah 1-night trip
Posted less than an hour ago
Hilton Vacation Club The Historic Powhatan Williamsburg

Find out more about Gloucester

Gloucester Vacation Homes information

Number of reviews
363
Accommodation
329 Vacation Homes
Lowest Price
CA $334
Highest Price
CA $1,785

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