Search Gloucester Cottages

Compare 116 Cottages in Gloucester with updated reviews, rates, and availability.

Exterior
Cottage on a Private Island in the York River
10.0 out of 10, Exceptional, (303)
"Spectacular location. Unbelievable views. Extremely well appointed house."
Cottage on a Private Island in the York River
Property grounds
Historic Cottage on Ware River Estate
10.0 out of 10, Exceptional, (242)
"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
On the beach, beach towels
ANALOG - Private Beach & Acres of exclusive sanctuary set in a peaceful forest
9.8 out of 10, Exceptional, (232)
"Words cannot describe the absolute serenity that this property offers. Jeff was amazing in all aspects of the communication and check in. The house was perfect and far exceeded expectations, and the property checked every box. The owners pride and attention to detail is unparalleled and show is all aspects of the property. We have traveled to many places and this is by far the absolute best. There is nothing that we wanted or needed while there and loved the solitude. We can’t wait to return...
ANALOG - Private Beach & Acres of exclusive sanctuary set in a peaceful forest
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Property grounds
Oceanfront White Stone Cottage w/ Private Beach!
7.4 out of 10, Good, (60)
"This was the most amazing weekend we have had at a VRBO property! The location is absolutely unbeatable and the cottage is brimming with character and ambiance. We loved every minute of our stay and will definitely return. This property is a gem and we feel so blessed to have found this listing."
Oceanfront White Stone Cottage w/ Private Beach!
Property grounds
The Little Blue Cottage - Topping : Waterfront!
9.8 out of 10, Exceptional, (29)
"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!
Property grounds
Peaceful Waterfront Cottage on VA’s Northern Neck
10.0 out of 10, Exceptional, (87)
"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
Property grounds
Gwynn's Island Cottage: Waterfront w Private Beach, Pets Ok-2 Weeks in Aug Open!
10.0 out of 10, Exceptional, (177)
"Cottage was clean & well equipped. Cheri is an excellent host. She has overlooked nothing to make a getaway comfortable for her guests. My husband caught (& released) 10 red fish during our stay. Our pup enjoyed the beach area. The town is a short ride away & had a few little shops to browse thru. We enjoyed our stay & will be back."
Gwynn's Island Cottage: Waterfront w Private Beach, Pets Ok-2 Weeks in Aug Open!
Exterior
Waterfront Cottage with pool
10.0 out of 10, Exceptional, (41)
"Location, location, location! We were so surprised to find this extraordinary property available at the last minute! Everything about the cottage was charming and we both enjoyed ourselves immensely. The tranquil setting, tiny beach and wildlife just added to the experience. My husband took lots of lovely pictures while I enjoyed a book under the trees. We had amazing meals in the village of Gloucester Courthouse and antiquing in nearby Mathews. The Owner was prompt in answering questions and...
Waterfront Cottage with pool
TV, books
Romantic Waterfront Abode with Patio & Dock!
9.8 out of 10, Exceptional, (40)
"We absolutely loved our stay on Sturgeon Creek. The cottage was perfect and had everything we needed. Incredible view of the water and the sunsets were amazing. We will definitely be back! Thanks so much making our getaway so special! Pam & Tony"
Romantic Waterfront Abode with Patio & Dock!
TV, fireplace, DVD player, books
Riverfront Cottage: Fire Pit & Kayaks
9.8 out of 10, Exceptional, (25)
"It was beautiful. We loved wake up to the beautiful water everyday."
Riverfront Cottage: Fire Pit & Kayaks
Exterior
Heart of Williamsburg Guest House 3 Bedrooms, 2 Full Baths, Sleeps 6
10.0 out of 10, Exceptional, (103)
"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
Beach
Bubba Butler's Cottage
Bubba Butler's Cottage
Exterior
Restored 1920's Cottage on 1 Acre w/ Fire Pit
9.4 out of 10, Exceptional, (44)
"Our grandchildren came for several visits and overnights. It was great. The cottage is very user friendly and was quiet. The surrounding areas uncluding paddock was a bonus for our Shetland sheepdogs. The walking trails were fine. We had a fantastic stay."
Restored 1920's Cottage on 1 Acre w/ Fire Pit
Property grounds
Have you made your summer vacay plans yet at the Rivah in Irvington?
10.0 out of 10, Exceptional, (265)
"Family gathering (two houses) to celebrate three sisters/mothers and participate in a fund-raising golf tournament for a local non-profit."
Have you made your summer vacay plans yet at the Rivah in Irvington?
View from property
The Crab Shack on Carter's Creek
10.0 out of 10, Exceptional, (65)
"Staying at the Crab Shack was wonderful. It is so beautiful, simple and peaceful. Carlisle has thought of everything and was so helpful. We loved our daily excursions but loved coming "home" to the Shack. A reminder to pause and slow down! Simple but Significant...."
The Crab Shack on Carter's Creek
Property grounds
1 Bedroom Cottage Suite Village in King's Creek weekly booking 8days/7nights.
8.8 out of 10, Excellent, (3)
"It was very quiet where we stayed .our cottage was also very clean .we enjoyed our stay the cottages are very nice ."
1 Bedroom Cottage Suite Village in King's Creek weekly booking 8days/7nights.
Smart TV, DVD player, books, video library
Riverfront Cottage with Private Beach near Williamsburg - Fish, Kayak, and Relax
10.0 out of 10, Exceptional, (13)
"What a view! Off the beaten path but perfect in every way. The living space is small but the screened porch made up for it. The weather prevented use of the kayaks but still enjoyed the water. The felled tree made for lovely pictures on the river bank. The golden eagles were also a treat as the sun rose over the water."
Riverfront Cottage with Private Beach near Williamsburg - Fish, Kayak, and Relax
Outdoor dining
COZY upscale getaway close to Main St! Waterfront Cottage -Gorgeous views!
10.0 out of 10, Exceptional, (3)
"You don't need to search any further. This is the only place to stay in Mathews. This home has everything you could need when visiting Mathews County.Stephanie and Ron have thought of it all including stuff you didn’t know you would need.This was the first time in a long time to have all my adult children under one roof and we had the most tranquil and memorable visit. The home is appointed in a way that feels like a home away from home. Quality linens, super clean, and exceptional attention...
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
10.0 out of 10, Exceptional, (72)
"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
Property grounds
Urbanna Waterfront Retreat: Pier & Gas Grill!
9.6 out of 10, Exceptional, (9)
"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!
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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

Property grounds
Historic Cottage on Ware River Estate
10.0 out of 10, Exceptional, (242)
"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
Fridge, microwave, oven, stovetop
"Bee Haven" Cottage Retreat Near Colonial Williamsburg
10.0 out of 10, Exceptional, (62)
"Seriously, don't think twice about booking this property! It's in a beautiful, quiet setting and about an hour drive from countless attractions. We went to Williamsburg, short 45 minute drive through beautiful country. The property is exceptional! The host has thought of literally everything and well appointed. Looking forward to returning soon!"
"Bee Haven" Cottage Retreat Near Colonial Williamsburg
Fridge, microwave, oven, stovetop
Welcome to this Waterfront Home with Amazing Views
10.0 out of 10, Exceptional, (12)
"Our stay was rainy which limited use of property outdoor features. House clean and well stocked. Could use more small tables in living room and one bedroom."
The price is $150
$317 total
includes taxes & fees
May 23 - May 24
Welcome to this Waterfront Home with Amazing Views
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

Number of reviews
1,620
Accommodation
116 Cottages
Lowest Price
Highest Price

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What is there to do in Gloucester near my cottage?
If you’re ready to fill up your itinerary in Gloucester, find your way to Gloucester Museum of History. It’s popular among travelers and locals alike.

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