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 30 - Nov 1
In two months
Dec 11 - Dec 13
In three months
Jan 8 - Jan 10
In four months
Feb 5 - Feb 7

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, (34 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 $518 total
includes taxes & fees
Oct 19 - Oct 20
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 $160
CA $331 total
includes taxes & fees
Oct 20 - Oct 21
Nice 3-bedroom house with AC in peaceful Hartfield
A hot tub on a deck with a view of a lake and sunset.

3. 9BR Waterfront Oasis! Pickleball, Hot tub, Sauna & Theater

9BR Waterfront Oasis! Pickleball, Hot tub, Sauna & Theater
North
8.6 out of 10, Excellent, (14 reviews)
"The house was perfect for my coworkers and I who were in the area for work for a couple days. Jessica was friendly and communicated well. Would recommend for anyone looking for a lot of space to relax in a quiet area."
United States
Jonas M.
The price is CA $947
CA $2,072 total
includes taxes & fees
Oct 29 - Oct 30
9BR Waterfront Oasis! Pickleball, Hot tub, Sauna & Theater
A sandy beach path leading to the ocean, surrounded by dry grass.

4. 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, (42 reviews)
"The house was cozy, clean, and welcoming. Would definitely recommend! Rooms were all very spacious. "
United States
Casey J.
The price is CA $179
CA $475 total
includes taxes & fees
Oct 20 - Oct 21
1st Floor King Bed~Fire Pit~Large Yard~Walk 2 Town
A small, single-story house with a red door, a porch with a white railing, and a number '70' sign.

5. Luxury Studio Guesthouse, Walk to Museum, Boat Parking

Luxury Studio Guesthouse, Walk to Museum, Boat Parking
Deltaville
10.0 out of 10, Exceptional, (61 reviews)
"Awesome little place. We absolutely enjoyed staying here. Very clean and had all amenities one would need. Will definitely book again. "
United States
Stan R.
The price is CA $199
CA $435 total
includes taxes & fees
Oct 19 - Oct 20
Luxury Studio Guesthouse, Walk to Museum, Boat Parking
A dining area with a view of a lake and trees, featuring white tables and benches, ceiling fans, and large windows.

6. 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 $279
CA $620 total
includes taxes & fees
Oct 27 - Oct 28
RivahMojo on Mill Creek-just off RappahannockRiver
A room with a large flat-screen TV mounted on a blue wall, flanked by two framed paintings of white flowers. There is a black table with a potted plant, a remote control, and a sign with a humorous message.

7. The Williamsburg Haven

The Williamsburg Haven
Williamsburg
10.0 out of 10, Exceptional, (29 reviews)
"great place"
United States
Emily J.
The price is CA $331
CA $427 total
includes taxes & fees
Oct 19 - Oct 20
The Williamsburg Haven
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.

8. 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 $207
CA $679 total
includes taxes & fees
Oct 19 - Oct 20
Relaxing Family Cottage w/ Sunroom & Backyard Movie Nights
A covered outdoor area with a pool, wicker furniture, and large windows offering a view of the outdoors.

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

The Bungalow, Pool, Dock, Kayaks, & Game Room
Topping
The price is CA $320
CA $605 total
includes taxes & fees
Oct 19 - Oct 20
The Bungalow, Pool, Dock, Kayaks, & Game Room
A wooden picnic table with a pitcher, glasses, and a plate set on a grassy area by a body of water.

10. 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 $785 total
includes taxes & fees
Oct 25 - Oct 26
Waterfront Rappahannock River Cottage, Private Pool, Kayaks, Fire Pit & Garden
A covered outdoor area with a metal roof, a small shed, and a concrete patio.

11. Williamsburg Home for Colonial & Theme Park Trips

Williamsburg Home for Colonial & Theme Park Trips
Williamsburg
The price is CA $307
CA $834 total
includes taxes & fees
Oct 19 - Oct 20
Williamsburg Home for Colonial & Theme Park Trips
A modern kitchen with stainless steel appliances, a dining area with a blue sofa, and a small outdoor garden with a waterfall.

12. 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)
"This house is stunning! Beautiful home, so clean, convenient to absolutely everything! It deserves way more than 5 stars! "
United States
Amy J.
The price is CA $832
CA $1,223 total
includes taxes & fees
Oct 20 - Oct 21
8 miles to Bush Gardens/5 Bedroom Rancher with 2 master's/ playground/backyard
A spacious dining area with high wooden tables and chairs, surrounded by shelves filled with decorative items.

13. 1896 Historic Mansion with a general store

1896 Historic Mansion with a general store
North Newport News
10.0 out of 10, Exceptional, (12 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 19 - Oct 20
1896 Historic Mansion with a general store
A bedroom with a bed, bedside tables, a window with curtains, a patterned rug, and a ceiling vent.

14. 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 $141
CA $416 total
includes taxes & fees
Oct 22 - Oct 23
Belle Haven - High Speed internet, walk to town
A modern kitchen with white cabinets, stainless steel appliances, and a large island with a sink.

15. 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, (17 reviews)
"More amenities than expected, very clean and well-kept. "
United States
Swetha P.
The price is CA $1,263
CA $1,827 total
includes taxes & fees
Oct 27 - Oct 28
8 Miles to Busch Gardens/Spacious Family Getaway/ 7Bedroom/3 masters /5 Bath
A wooden dock with chairs facing a calm lake, surrounded by dense forest.

16. Private home on creek with dock.

Private home on creek with dock.
Lancaster
9.2 out of 10, Wonderful, (15 reviews)
"Great place loved it!"
United States
Brandon W.
The price is CA $168
CA $290 total
includes taxes & fees
Nov 15 - Nov 16
Private home on creek with dock.
A small, single-story house with a porch, a wooden deck, and a brick pathway.

17. Deltaville 2BR Retreat, Walk to Museum, Boat Parking

Deltaville 2BR Retreat, Walk to Museum, Boat Parking
Deltaville
10.0 out of 10, Exceptional, (75 reviews)
"Everything was perfect - loved staying here. "
United States
John L.
The price is CA $220
CA $459 total
includes taxes & fees
Nov 8 - Nov 9
Deltaville 2BR Retreat, Walk to Museum, Boat Parking
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, (10 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 $1,005 total
includes taxes & fees
Oct 20 - Oct 21
4-bedroom waterfront homestead near Williamsburg with WiFi, AC. Book now
A beach with a sandy shore, a water body, and a few people.

19. Family friendly 5 bedroom home within Walking distance To CNU

Family friendly 5 bedroom home within Walking distance To CNU
Central Newport News
10.0 out of 10, Exceptional, (58 reviews)
"The property is very well maintained and clean. Ample parking for multiple cars. The host is a great communicator and available to answer any questions you may have."
United States
Anonymous traveller
The price is CA $925
CA $1,346 total
includes taxes & fees
Oct 27 - Oct 28
Family friendly 5 bedroom home within Walking distance To CNU
A modern interior with a staircase leading to a second floor, a living area with a grey sofa, and a kitchen with wooden cabinets.

20. 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 $207
CA $741 total
includes taxes & fees
Oct 26 - Oct 27
Unique Luxurious Waterfront in Hampton
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

Vacation Village At Williamsburg

Vacation Village At Williamsburg

10/10 Excellent
"Clean property, easy check in and communication"
Charles 1-night trip
Posted less than an hour ago
Vacation Village At Williamsburg

Find out more about Gloucester

Gloucester Vacation Homes information

Number of reviews
527
Accommodation
320 Vacation Homes
Lowest Price
CA $290
Highest Price
CA $2,072

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