Gloucester Vacation Homes

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

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Our top choices for Gloucester holiday 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!

Gloucester

Joseph B.

HK$2,865 total

includes taxes & fees

7 Oct - 8 Oct

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

Hartfield

HK$1,809 total

includes taxes & fees

7 Oct - 8 Oct

A hot tub on a wooden deck with a view of a lake and trees.

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

North

Jonas M.

HK$12,130 total

includes taxes & fees

29 Oct - 30 Oct

A sandy beach path leading to the ocean, surrounded by dry grass.

4. 1st Floor King Bed~Fire Pit~Large Yard~Walk 2 Town

Mathews

Casey J.

HK$2,601 total

includes taxes & fees

19 Oct - 20 Oct

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

Topping

Donna B.

HK$3,398 total

includes taxes & fees

14 Oct - 15 Oct

A porch with wicker chairs, a decorative gnome, and a mailbox.

6. The Williamsburg Haven

Williamsburg

Emily J.

HK$2,336 total

includes taxes & fees

18 Oct - 19 Oct

A wooden picnic table with a pitcher, glasses, and a plate set on a grassy area by a body of water.

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

Locust Hill

Mary S.

HK$4,293 total

includes taxes & fees

12 Oct - 13 Oct

A covered outdoor area with a pool, wicker furniture, and large windows offering a view of the outdoors.

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

Topping

HK$3,177 total

includes taxes & fees

7 Oct - 8 Oct

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Top Gloucester Hotel Reviews

Days Inn by Wyndham Williamsburg Historic Area

8/10 Good

"It was a historic hotel I love it"

Warner Hall

10/10 Excellent

"Quite possibly the best impromptu stop my husband and I have ever made! Everything was incredibly clean, comfortable, and thoughtfully equipped with everything we needed. Breakfast was even more enjoyable with the beautiful view.We loved taking in the beautifully decorated rooms and especially enjoyed cozying up by all the fireplaces. The entire stay was so peaceful and relaxing—it was the perfect place to get away and unwind. We’re already planning our return!"

Hampton Inn Gloucester

8/10 Good

"Overall this was a great choice. I was visiting family nearby and didn't spend a lot of time in the hotel, so I gave a good rating for some of the categories as I didn't get to try them. The hotel was easy to find and located very near an outdoor shopping mall with good chain restaurant choices, a Walmart, TJ Maxx and other stores. Within walking distance of the hotel are a Wendy's and Chipotle. The area felt very safe. Check-in was great, the lobby is very clean. The hotel staff were friendly. When we got to our room, there was a slight bleach smell and I would rather that than a moldy smell. The bathroom and room were clean and lots of towels. Beds were very comfortable. I didn't eat the breakfast, my son did and said it was great. I would definitely stay here again."

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