Gloucester Vacation Rentals from $90: Search Short-Term Rentals

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Our top choices for Gloucester vacation rentals

Coffee/tea maker, fridge, microwave, stovetop

1. Radiant Gloucester House w/ Private Porch!

Gloucester

Jonathan M.

$328 nightly

Aug 15 - Aug 16

Total with taxes and fees

2. Radiant Gloucester House w/ Private Porch!

Gloucester

$322 nightly

Aug 15 - Aug 16

Total with taxes and fees

3. BLOCK WM Kingsgate 2br

Williamsburg

$2,042 nightly

Aug 22 - Aug 23

Total with taxes and fees

4. Restored 1930s Cottage on 1 Acre w/ Fire Pit

Hayes

Alena S.

$318 nightly

Aug 18 - Aug 19

Total with taxes and fees

5. Vacation Village At Williamsburg

Williamsburg

Tiffany

$92 nightly

Aug 30 - Aug 31

Total with taxes and fees

6. Patriots Inn

Williamsburg

Thomas

$93 nightly

Sep 9 - Sep 10

Total with taxes and fees

7. Marriott's Manor Club at Ford's Colony

Williamsburg

keyana

$89 nightly

Sep 1 - Sep 2

Total with taxes and fees

8. Restored 1930s Cottage on 1 Acre w/ Fire Pit

Hayes

$310 nightly

Aug 18 - Aug 19

Total with taxes and fees

9. 1st Floor King Bed~Fire Pit~Large Yard~Walk 2 Town

Mathews

Casey J.

$341 nightly

Aug 25 - Aug 26

Total with taxes and fees

10. Riverfront Cottage: Fire Pit & Kayaks

Deltaville

Donna P.

$382 nightly

Aug 19 - Aug 20

Total with taxes and fees

11. Affordable Cottage!

Deltaville

Jessica T.

$303 nightly

Aug 13 - Aug 14

Total with taxes and fees

Log Cabin at Anvil Campground | Blackout drapes, WiFi (free)

12. Anvil Campground

Williamsburg

Aaron

$78 nightly

Sep 7 - Sep 8

Total with taxes and fees

13. Lovely condo with water & golf course view

Kingsmill

John and Debbie M.

$319 nightly

Aug 12 - Aug 13

Total with taxes and fees

14. DELUXE 2 BEDROOMS! Beautiful Governors Green, Williamsburg, Virginia

Williamsburg

$285 nightly

Aug 23 - Aug 24

Total with taxes and fees

15. Quiet Villa with Access to Amazing Amenities

Williamsburg

Jonathan S.

$152 nightly

Sep 1 - Sep 2

Total with taxes and fees

16. Luxury Riverfront Condo w/ sunrise & sunset views

Kingsmill

Laura W.

$319 nightly

Sep 9 - Sep 10

Total with taxes and fees

17. RivahMojo on Mill Creek-just off RappahannockRiver

Topping

Donna B.

$403 nightly

Sep 9 - Sep 10

Total with taxes and fees

18. Stylish 2BR Suite w/ Balcony | Mini Golf & Pool

Williamsburg

Allison A.

$259 nightly

Sep 8 - Sep 9

Total with taxes and fees

19. Campsite #3 At Blanchard Farm

Diggs

$38 nightly

Aug 12 - Aug 13

Total with taxes and fees

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

Kilmarnock

Darren W.

$276 nightly

Aug 13 - Aug 14

Total with taxes and fees

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Top Gloucester Hotel Reviews

Vacation Village At Williamsburg

10/10 Excellent

"Great property. We have stayed here multiple times and it has always been pleasant."

Hilton Vacation Club The Historic Powhatan Williamsburg

8/10 Good

"We stayed here for 5 nights with 7 adults and 3 kids in the four-bedroom, two-story suite. There was plenty of space for everyone. Upstairs had a king bedroom and a queen bedroom, and downstairs had another king bedroom and a room with two twin beds. The layout worked really well for a group our size. About halfway through the stay, housekeeping came through for a quick cleaning and gave us fresh towels and washcloths and restocked things like dishwasher tabs and dish soap, which was nice. We only really used the pools and mini golf. Both were good, and having multiple pools around the resort was a big plus. We stayed during the last week of July and were surprised by how quiet the resort was. The main reason I gave it 4/5 instead of 5/5 was that there were some pretty obvious signs of aging and maintenance issues. One of the sliding doors leaked pretty heavily when we had a downpour, and the other wouldn't open without jumping off the track. There were also multiple spots around the pool where the tiles were starting to pop off. We stayed here mainly for a trip to Busch Gardens. It was about a 20-minute drive, but it was an easy drive. There were also plenty of restaurants and grocery stores close to the resort. Overall, we enjoyed our stay. There was plenty of room for our group, the resort was quiet, and the location worked well for us. Even with some of the maintenance issues, we'll definitely look at staying here again the next time we plan a Busch Gardens trip."

Comfort Suites Williamsburg Historic Area

10/10 Excellent

"Disappointing Front Desk Receptionist Clean Property, Great Restaurant Staff— The hotel itself is clean, comfortable, and a nice place to stay. The morning breakfast team and restaurant staff were fantastic—friendly, welcoming, and helpful throughout our stay. Unfortunately, our check-in experience was very disappointing. The male front desk agent who checked us in was impolite, rude, and unhelpful. Instead of assisting us, he made simple things unnecessarily difficult. While the property and restaurant team are wonderful, the front desk service needs significant improvement. The female front desk was also nice"

Find out more about Gloucester

Everything you need to know about Gloucester vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Gloucester vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Gloucester vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Gloucester vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Gloucester. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Gloucester in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $90 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Gloucester rentals

At Expedia, we put the best Gloucester vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Gloucester rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Gloucester vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Gloucester. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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Frequently asked questions

Can I find a vacation rental in Gloucester?

Yes, we give you a choice of vacation rentals where you'll be only 13.8 mi (22.2 km) from Busch Gardens Williamsburg, offering you a more remote option if you want a quieter place to stay. Gloucester is known for its festivals and art.

What are some of the best vacation rentals in Gloucester?

Perfect for long-term workers & short stays—comfort, style & convenience await!: This Gloucester vacation home rental is located on a river and has a patio, a garden, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Another good choice for your trip to Gloucester is Beautiful & Peaceful House Overlooking the River. Pets Welcome! Kayaks and Dock.

How many vacation rentals are there in Gloucester?

Expedia has 18 vacation rentals for your stay in Gloucester.

What’s there to see and do in Gloucester?

Brown Park and Ark Park are a couple of scenic spots to enjoy the outdoors, whereas Gloucester Museum of History is one of the cultural attractions. Other places in town to visit include Shoppes at Gloucester and Middle Peninsula State Park.

What’s a vacation rental in Gloucester like?

Vacation rentals are privately owned properties where you can stay for a couple of days or more in Gloucester. Vacation rentals provide amenities like laundry facilities and kitchens so you'll have everything you want. If you're concerned about cleanliness, vacation rentals can offer a sense of safety away from shared hotel elevators and bustling concierge desks while still allowing you the experience of travel. You'll also find more space in a vacation rental than in a standard hotel, which makes a vacation rental a popular option for a small group gathering.

Gloucester Vacation Rentals

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Check prices for these dates

Our top choices for Gloucester vacation rentals

1. Radiant Gloucester House w/ Private Porch!

2. Radiant Gloucester House w/ Private Porch!

3. BLOCK WM Kingsgate 2br

4. Restored 1930s Cottage on 1 Acre w/ Fire Pit

5. Vacation Village At Williamsburg

6. Patriots Inn

7. Marriott's Manor Club at Ford's Colony

8. Restored 1930s Cottage on 1 Acre w/ Fire Pit

9. 1st Floor King Bed~Fire Pit~Large Yard~Walk 2 Town

10. Riverfront Cottage: Fire Pit & Kayaks

11. Affordable Cottage!

12. Anvil Campground

13. Lovely condo with water & golf course view

14. DELUXE 2 BEDROOMS! Beautiful Governors Green, Williamsburg, Virginia

15. Quiet Villa with Access to Amazing Amenities

16. Luxury Riverfront Condo w/ sunrise & sunset views

17. RivahMojo on Mill Creek-just off RappahannockRiver

18. Stylish 2BR Suite w/ Balcony | Mini Golf & Pool

19. Campsite #3 At Blanchard Farm

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

Find vacation rentals that suit your style

Top Gloucester Hotel Reviews

Vacation Village At Williamsburg

Find out more about Gloucester

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Frequently asked questions

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