Holiday Homes in Gloucester

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Featured Holiday Homes in Gloucester

Teenie House in Deltaville
10.0 out of 10, Exceptional, 53 reviews
"Great place to stay. Brent is a great host and the Teenie house exceeded expectations. Thanks for a great visit."
The price is AU$554
per night
7 July - 8 July
Teenie House in Deltaville
The Greenhouse: A peaceful retreat minutes from all Williamsburg has to offer
10.0 out of 10, Exceptional, 23 reviews
"We had a wonderful stay. Necessary things were provided for us, and the beautiful surroundings made our stay very relaxing and fun. I highly recommend this as a vacation destination for your family."
The Greenhouse: A peaceful retreat minutes from all Williamsburg has to offer
Private Beach - Spacious Dog & Family Friendly Beachfront 4 Bedroom River House
9.6 out of 10, Exceptional, 38 reviews
"Great location. Private beach. Nice quiet neighborhood."
Private Beach - Spacious Dog & Family Friendly Beachfront 4 Bedroom River House
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Quiet Riverfront House with Private Sandy Beach. Close to Colonial Williamsburg.
9.4 out of 10, Exceptional, 108 reviews
"The house is very big and accommodating. The yard and beach access was a major plus. There was a cockroach inside which was slightly off putting but not a huge deal. We requested sheets which they kindly provided. Communication was great and check in/out was seamless."
Quiet Riverfront House with Private Sandy Beach. Close to Colonial Williamsburg.
Hampton Centrally Located Oasis
10.0 out of 10, Exceptional, 4 reviews
"Extras were a delightful touch, didn't need anything during our stay. Host was quick to respond, location was close to stores and everything we needed."
The price is AU$324
per night
30 June - 1 July
Hampton Centrally Located Oasis
Waterfront Topping Vacation Home w/ Boat Dock!
10.0 out of 10, Exceptional, 6 reviews
"Great place to unwind, relax, spend quality with the family. Bill’s “Rivah house” was clean and has all the essentials we needed for a great weekend. Enjoyed hanging out on the deck, fishing and crabbing on the dock, and kayaking! Bill is great host and communicated with us early, Hope to come back soon!"
Waterfront Topping Vacation Home w/ Boat Dock!
Beach House on Chesapeake Bay!
10.0 out of 10, Exceptional, 112 reviews
"Family enjoyed the property"
Beach House on Chesapeake Bay!
Wyndham Kingsgate - 2 Bedroom Deluxe
9.0 out of 10, Wonderful, 6 reviews
"The unit is nice and great for a family to have their own rooms. I did not realize it was on the third floor (did not see it mentioned) and wished I had known due to difficulties with stairs. The beds were comfy, and everything was nice. We did not use any of the amenities (pool, cinema, etc) but they seemed to have a lot to offer. Was not a fan of the timeshare push. I even told them the owners names and they still pushed. After a four hour drive, I just wanted to get to the condo and start our...
Wyndham Kingsgate - 2 Bedroom Deluxe
Relaxing 1 bedroom 2019 Camper beside the Seven River
9.8 out of 10, Exceptional, 10 reviews
"Although the actual camper was not the one advertised, our stay was filled with all the expected amenities Kimberly described. In a previous review someone mentions the rooster, he was quite pleasant, not at all like described in their review. The camper behind ours was closer than I would expect and not in the description, but it was not a total bother, I just adjusted the shades appropriately for privacy. Kimberly & her family were AMAZINGLY FRIENDLY! My 4yo was invited to meet the children,...
The price is AU$298
per night
10 July - 11 July
Relaxing 1 bedroom 2019 Camper beside the Seven River
"Bee Haven" Cottage Retreat Near Colonial Williamsburg
10.0 out of 10, Exceptional, 67 reviews
"Perfect neighborhood - quiet and secluded yet close to town. The home has everything you need and is super cute - we loved the bee decorations. We’ve never stayed in a rental that was as clean as Bee Haven - super impressed by my neat freak self! We were also able to enjoy evening walks with our dog on Ware Neck Road. Thank you for the hospitality!"
"Bee Haven" Cottage Retreat Near Colonial Williamsburg
Super close to beaches, the historic triangle, and bush gardens!
8.2 out of 10, Very good, 14 reviews
"The listing was clean and had everything we needed. Neighborhood was clean and quiet. Host was very responsive and accommodated our stay to our needs. We would recommend this listing to anyone and everyone. There’s a fire pit in the back yard, a deck with a charcoal grill, hot tub was amazing, and we didn’t see any bugs or roaches or creepy crawlers during our entire stay. Hot water and good water pressure!"
Super close to beaches, the historic triangle, and bush gardens!
Chickahominy River Home Close to Williamsburg!
9.6 out of 10, Exceptional, 12 reviews
"The website for the location was a bit confusing especially driving 8hrs+ but the response and overall experience with both property manager and owner, no words can describe, exceptional hospitality! Thank you"
Chickahominy River Home Close to Williamsburg!
Walk to Town Restaurants. 1st floor King Bed & Walk in Shower! Fire Pit🔥!
10.0 out of 10, Exceptional, 23 reviews
"Super cute and comfy home! Spacious rooms and kitchen, perfect for a large family. Great location to all shopping and restaurants. Nice amenities inside and out. I would recommend this property highly if you're traveling to this area or close by Williamsburg."
The price is AU$515
per night
14 July - 15 July
Walk to Town Restaurants. 1st floor King Bed & Walk in Shower! Fire Pit🔥!
Mid-century modern meets classic cape on the coast.
10.0 out of 10, Exceptional, 4 reviews
"Very comfortable setting. Good location for nearby venues. Enjoyed our stay."
Mid-century modern meets classic cape on the coast.
History, Art, Nature. Built in 1760, 110 Acres of Ancient Woodland Preserve
10.0 out of 10, Exceptional, 118 reviews
"The house is absolutely magical. It’s like stepping back in time. So many incredible details. The owners put so much time and energy into restoring it. It was such a special part of our visit to historic Williamsburg. I feel lucky we found it."
History, Art, Nature. Built in 1760, 110 Acres of Ancient Woodland Preserve
Beach House Getaway, exclusive location on "Chesapeake Bay" with private beach
10.0 out of 10, Exceptional, 1 review
Beach House Getaway, exclusive location on "Chesapeake Bay" with private beach
Colonial Brick Home Nestled in the Woods.
4.0 star property
9.4 out of 10, Exceptional, 9 reviews
"This vacation rental was a wonderful house for spending my family’s summer vacation. This house is perfectly centrally located to reach everything you could want or need such as groceries, restaurants , gift shops, sightseeing, Williamsburg, Jamestown, Yorktown, Busch Gardens, and only an hour from Virginia Beach! This home is in a beautiful, safe, quiet and friendly neighborhood. We felt we were tucked away in a peaceful woodsy atmosphere, yet it was only about a 10-15-minute drive to the...
Colonial Brick Home Nestled in the Woods.
Water front Oasis with pickle-ball court and hot tub
10.0 out of 10, Exceptional, 1 review
"Had a great experience staying at the property. It was as clean and well maintained. The host Jessica was a delight to work with."
The price is AU$1,994
per night
30 June - 1 July
Water front Oasis with pickle-ball court and hot tub
Cozy Marina Home, Pet Friendly, Free Parking, huge yard for pets and boats
8.6 out of 10, Excellent, 7 reviews
"Cute cottage in a great location! It is a great place to take your furry family members due to the large back yard and friendly neighborhood. I will return on my next visit to see my daughter in her apprenticeship! Thankful for the friendly, responsive host!"
Cozy Marina Home, Pet Friendly, Free Parking, huge yard for pets and boats
Vacation Getaway on Chesapeake Bay
9.8 out of 10, Exceptional, 142 reviews
"Enjoyed the solitude and was pleased to have my dog with me!"
Vacation Getaway on Chesapeake Bay
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See all available properties in Gloucester
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.

Other property types in Gloucester

Historic Cottage on Ware River Estate
10.0 out of 10, Exceptional, 242 reviews
"Cute cabin. Porch was perfect in the morning. Listening to the birds while drinking coffee was relaxing. Location was perfect as we have family in Onemo. It was a relaxing & perfect."
Historic Cottage on Ware River Estate
Beautiful & Peaceful House Overlooking the River. Pets Welcome!
10.0 out of 10, Exceptional, 14 reviews
"We stayed here during a visit to the historic triangle, Williamsburg, Yorktown and Jamestown with our two daughters and two dogs. Maybe we didn't read it right, but we unexpectedly. We're thrilled to find a fence in yard. The dock was nice for fishing and while we didn't use the boats, it's nice that they were there as well. The house was clean and plenty big for all of us. It's about 40 minutes to Williamsburg and a little further to Busch gardens but we were able to have all the amenities...
Beautiful & Peaceful House Overlooking the River. Pets Welcome!
"Bee Haven" Cottage Retreat Near Colonial Williamsburg
10.0 out of 10, Exceptional, 67 reviews
"Perfect neighborhood - quiet and secluded yet close to town. The home has everything you need and is super cute - we loved the bee decorations. We’ve never stayed in a rental that was as clean as Bee Haven - super impressed by my neat freak self! We were also able to enjoy evening walks with our dog on Ware Neck Road. Thank you for the hospitality!"
"Bee Haven" Cottage Retreat Near Colonial Williamsburg
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.

Gloucester Holiday Homes information

Number of reviews
701
Accommodation
318 Holiday Homes
Lowest Price
AU$298
Highest Price
AU$1,994

Recent Reviews in Gloucester
Expedia verified reviews