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Featured Cottages in Gloucester

Bubba Butler's Cottage
Beach
Bubba Butler's Cottage
Bubba Butler's Cottage
Cottage on a Private Island in the York River
Exterior
Cottage on a Private Island in the York River
10.0 out of 10, Exceptional, 304 reviews
"My husband, chihuahua and I stayed at the cottage for 4 days while in Virginia. We loved the view of the water from all the windows that allowed natural light in. We watched all the birds and crabs while sitting on the back porch. The location is great for visiting all the Historic areas. We took a segway tour and Ghost tour in Yorktown. We spent a whole day walking around in Williamsburg. Being a history buff my husband really enjoyed it. I even learned a few things. LOL I would recommend...
Cottage on a Private Island in the York River
Restored 1920's Cottage on 1 Acre w/ Fire Pit
Exterior
Restored 1920's Cottage on 1 Acre w/ Fire Pit
9.4 out of 10, Exceptional, 45 reviews
"My daughter, granddaughter and I stayed for 3 nights. It was wonderful. I wish we could have stayed longer."
Restored 1920's Cottage on 1 Acre w/ Fire Pit
Oceanfront White Stone Cottage w/ Private Beach!
Property grounds
Oceanfront White Stone Cottage w/ Private Beach!
7.4 out of 10, Good, 63 reviews
"Nice"
Oceanfront White Stone Cottage w/ Private Beach!
The Little Blue Cottage - Topping : Waterfront!
Property grounds
The Little Blue Cottage - Topping : Waterfront!
9.8 out of 10, Exceptional, 29 reviews
"Little blue cottage was perfect. We wouldn’t change a thing. So nicely appointed and such a beautiful location."
The Little Blue Cottage - Topping : Waterfront!
Waterfront Cottage with Private Beach, Pet Friendly - 1 Week Left this August!
Property grounds
Waterfront Cottage with Private Beach, Pet Friendly - 1 Week Left this August!
10.0 out of 10, Exceptional, 180 reviews
"Location is perfect for families with small children — beach access is a few feet away and the bay water is shallow/calm. Property is well-kept and has everything you could need. Loved our stay and will definitely be back."
Waterfront Cottage with Private Beach, Pet Friendly - 1 Week Left this August!
Have you made your summer vacay plans yet at the Rivah in Irvington?
Property grounds
Have you made your summer vacay plans yet at the Rivah in Irvington?
10.0 out of 10, Exceptional, 269 reviews
"We book Key Cottage ever summer for a girls weekend due to its proximity to The Tides Inn Spa and Kimarnock where we like to spend a shopping day. Kinnet is a pleasure to work with and the cottage suits our group of 3 perfectly. We'll be back!"
Have you made your summer vacay plans yet at the Rivah in Irvington?
Relax, Refresh, Renew..Waterfront Cottage..Near Williamsburg
Fridge, microwave, oven, stovetop
Relax, Refresh, Renew..Waterfront Cottage..Near Williamsburg
10.0 out of 10, Exceptional, 120 reviews
"Wonderful property with excellent views of Mobjack Bay. Two ospreys nesting right off the end of the dock, and a green heron visiting a tree on the property were a treat. The only downside is that the 2 bedrooms are very unequal in terms of comfort and views. If you are 2 adult couples, one will have significantly inferior quarters. Otherwise excellent. And really good recommendations for local restaurants."
Relax, Refresh, Renew..Waterfront Cottage..Near Williamsburg
Heart of Williamsburg Guest House 3 Bedrooms, 2 Full Baths, Sleeps 6
Exterior
Heart of Williamsburg Guest House 3 Bedrooms, 2 Full Baths, Sleeps 6
10.0 out of 10, Exceptional, 103 reviews
"The house was perfect for us since we each had our own room. The kitchen and living room were great for long chats and reminiscing. The location was only a short drive to Colonial Williamsburg so we went all 3 days. We enjoyed the fire pit and ate yummy s’mores! Highly recommend this place!"
Heart of Williamsburg Guest House 3 Bedrooms, 2 Full Baths, Sleeps 6
Waterfront with Private Pier and Tranquil Water views!
Property grounds
Waterfront with Private Pier and Tranquil Water views!
10.0 out of 10, Exceptional, 90 reviews
"Awesome as always!"
Waterfront with Private Pier and Tranquil Water views!
Waterfront Cottage with pool
Exterior
Waterfront Cottage with pool
10.0 out of 10, Exceptional, 43 reviews
"Our stay was very enjoyable. The location is quiet and beautiful. The bed was comfortable and the little cottage had all the amenities we could need. We also liked the access to the pool and the host’s restaurant recommendations."
Waterfront Cottage with pool
Riverfront Cottage: Fire Pit & Kayaks
TV, fireplace, DVD player, books
Riverfront Cottage: Fire Pit & Kayaks
9.8 out of 10, Exceptional, 25 reviews
"It was beautiful. We loved wake up to the beautiful water everyday."
Riverfront Cottage: Fire Pit & Kayaks
Historic Cottage on Ware River Estate
Property grounds
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
Peaceful Waterfront Cottage on VA’s Northern Neck
Property grounds
Peaceful Waterfront Cottage on VA’s Northern Neck
10.0 out of 10, Exceptional, 87 reviews
"We loved our stay at Fred’s property. Unfortunately the weather didn’t cooperate enough for us to enjoy the water, but the views and cozy cottage provided a relaxing time away nonetheless. Location was great — off the beaten path but still a quick drive to town."
Peaceful Waterfront Cottage on VA’s Northern Neck
ANALOG - Private Beach & Acres of exclusive sanctuary set in a peaceful forest
On the beach, beach towels
ANALOG - Private Beach & Acres of exclusive sanctuary set in a peaceful forest
9.8 out of 10, Exceptional, 233 reviews
"We loved the analog house! It is like having your own private sanctuary in the woods. The house was perfect for me and my husband and our two dogs. The kitchen is amazing and very well appointed. You really do have your own private beach front. We went kayaking, which was so nice and collected a bunch of shells. The sunsets on the beach every night were incredible. We will love this place and will definitely be back."
ANALOG - Private Beach & Acres of exclusive sanctuary set in a peaceful forest
Urbanna Waterfront Retreat: Pier & Gas Grill!
Property grounds
Urbanna Waterfront Retreat: Pier & Gas Grill!
9.2 out of 10, Wonderful, 10 reviews
"The house is nicely appointed and tastefully decorated. It makes a great base from which to explore Urbanna and the Rappahannock."
Urbanna Waterfront Retreat: Pier & Gas Grill!
COZY upscale getaway close to Main St! Waterfront Cottage -Gorgeous views!
Outdoor dining
COZY upscale getaway close to Main St! Waterfront Cottage -Gorgeous views!
10.0 out of 10, Exceptional, 4 reviews
"The house was perfectly clean with every attention to detail. Anything you might need was there for you from a few drinks to get you started, fully stocked kitchen, basic cooking needs to a whole s'mores set up! A lovely home to entertain in with all that you need to host your guests. Check in was easy and the hosts are there for you should you need anything. The deck and yard are beautiful and well appointed with a grill, lights, lots of seating and cornhole which was used for hours a day by...
COZY upscale getaway close to Main St! Waterfront Cottage -Gorgeous views!
Chesapeake Bay Waterfront Cottage Pool, Pier, Kayaks, Wifi 2 Bd/2 Ba, Mini Golf
Pool
Chesapeake Bay Waterfront Cottage Pool, Pier, Kayaks, Wifi 2 Bd/2 Ba, Mini Golf
10.0 out of 10, Exceptional, 72 reviews
"We absolutely LOVE the Fish House at Grandview on the Bay. This was the third time we have been here and Karla and Dave never disappoint, they are so friendly and their property is stunning from the home, putt putt, pool and the VIEWS are ⭐️⭐️⭐️⭐️⭐️"
Chesapeake Bay Waterfront Cottage Pool, Pier, Kayaks, Wifi 2 Bd/2 Ba, Mini Golf
Private Cottage on Horse Farm in Williamsburg!
Exterior
Private Cottage on Horse Farm in Williamsburg!
9.8 out of 10, Exceptional, 10 reviews
"This was perfect for my daughter and I for our Christmas visit to Colonial Williamsburg. We had everything we needed for a short stay away from the hustle and bustle of the tourist areas."
Private Cottage on Horse Farm in Williamsburg!
Relaxing Riverfront Cottage w/ Boat Dock!
Property grounds
Relaxing Riverfront Cottage w/ Boat Dock!
9.8 out of 10, Exceptional, 24 reviews
"We had a great time in Gloucester. The views of the water were awesome! We really enjoyed the restaurants on Main St. Very quiet and peaceful."
Relaxing Riverfront Cottage w/ Boat Dock!
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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

"Bee Haven" Cottage Retreat Near Colonial Williamsburg
Fridge, microwave, oven, stovetop
"Bee Haven" Cottage Retreat Near Colonial Williamsburg
10.0 out of 10, Exceptional, 66 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
Radiant Gloucester House w/ Private Porch!
Interior
Radiant Gloucester House w/ Private Porch!
9.8 out of 10, Exceptional, 12 reviews
"Beautifully restored interior. Air conditioning worked great. Quiet street but only steps to Main Street. Especially good for visiting residents at Riverside Sanders which is just a block away."
Radiant Gloucester House w/ Private Porch!
Beautiful & Peaceful House Overlooking the River. Pets Welcome!
View from property
Beautiful & Peaceful House Overlooking the River. Pets Welcome!
10.0 out of 10, Exceptional, 14 reviews
"Everything went great! Very clean house and beautiful view! We enjoyed our stay!"
Beautiful & Peaceful House Overlooking the River. Pets Welcome!
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 Cottages information

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Accommodation
 Cottages
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Recent Reviews in Gloucester
Expedia verified reviews

Comfort Suites Williamsburg Historic Area

Comfort Suites Williamsburg Historic Area

5/5 Excellent
"Loved this hotel! Will definitely stay again if in the area."
A verified traveller stayed at Comfort Suites Williamsburg Historic Area
Posted 1 day ago
Comfort Suites Williamsburg Historic Area