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Compare Vacation Homes in Gloucester with updated reviews, rates, and availability.

Dining
Hampton Centrally Located Oasis
10.0 out of 10, Exceptional, (3)
"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 SAR 428
SAR 818 total
includes taxes & fees
2 Jum. II - 3 Jum. II
Hampton Centrally Located Oasis
Exterior
Super close to beaches, the historic triangle, and bush gardens!
8.0 out of 10, Very Good, (13)
"Beds were comfortable, jacuzzi and large shower in the Master Bedroom was a plus! Kitchen was very functional as we stayed in for breakfast each morning. We enjoyed our stay and would stay here again in the future! Just wished we had better weather during our visit (rained all weekend)!"
Super close to beaches, the historic triangle, and bush gardens!
Exterior
Cozy Marina Home, Pet Friendly, Free Parking, huge yard for pets and boats
8.6 out of 10, Excellent, (7)
"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
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Private Beach
The River House at Whitestone: Pet Friendly, Secluded Private Beach, w/ Kayaks!
9.6 out of 10, Exceptional, (14)
"Cannot beat this location. The private beach was just incredible. We came with two dogs who enjoyed going for a swim each morning. The kids loved hanging out on the beach all day. The hosts were responsive and thoughtful. When we arrived the first night the lights were on and music was gently playing. Thoughtful touches that were very much appreciated. We could not have hoped for a better experience."
The River House at Whitestone: Pet Friendly, Secluded Private Beach, w/ Kayaks!
Come stay in our Kilmarnock home.   Just steps to downtown
Bring the Boat & Bikes to Our in Town Kilmarnock Home from 100 per night. <br>
9.8 out of 10, Exceptional, (112)
"Cute older home within walking distance to the little downtown area of Kilmarnock. Pictures are accurate for what you get."
Bring the Boat & Bikes to Our in Town Kilmarnock Home from 100 per night. <br>
Pool
Private 5-acre Waterfront Peninsula with Beach
9.4 out of 10, Exceptional, (27)
"Large family group of 24 gathered for weekend food and fun around CNU graduation. We loved the house, location and appreciated all the owner support and communication. We could not have asked for better amenities.Highly recommend!"
Private 5-acre Waterfront Peninsula with Beach
Private Beach
Quiet Riverfront House with Private Sandy Beach. Close to Colonial Williamsburg.
9.4 out of 10, Exceptional, (106)
"We all - seniors to toddlers - enjoyed our stay here! Wonderful to be on the river, and also convenient to Williamsburg!"
Quiet Riverfront House with Private Sandy Beach. Close to Colonial Williamsburg.
Exterior
"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
Dusk
Enjoy family fun and Sunsets at Piankatank Point.
9.8 out of 10, Exceptional, (39)
"My husband and I met our three grown children and our 4 grandchildren for a long weekend. Was a perfect beautiful location. Even though one day was a bad weather day we stayed in and watched movies and played board games pool and darts! Loved it"
Enjoy family fun and Sunsets at Piankatank Point.
Welcome to Chessies' Cove on Winter Harbor Haven!
Private, 7-acre waterfront retreat on Winter Harbor Haven
10.0 out of 10, Exceptional, (113)
"This is a great place to kayak and get away from city noise! You hear only the wildlife, hunting dogs raised by the neighbor, and a few fishing boats. The house is well stocked, a back up of paper supplies such as toilet paper and paper towels would be helpful. We spent the majority of our time on the screened-in porch in the rocking chairs and at the picnic table - amazing! The afternoon sun hits the other side of the house, so you can enjoy the porch all day long! I would agree with a...
Private, 7-acre waterfront retreat on Winter Harbor Haven
Living area
Welcome to this Waterfront Home with Amazing Views
10.0 out of 10, Exceptional, (13)
"Our stay was great! The host gave us all the information we needed, and the property was amazing. We spent plenty of time talking and reading out on the water while enjoying the view. This property is quiet and fairly secluded but also doesn't feel far from food and entertainment. We loved our stay and would recommend this location to anyone!"
The price is SAR 563
SAR 1,186 total
includes taxes & fees
31 Jum. I - 1 Jum. II
Welcome to this Waterfront Home with Amazing Views
Sojourn Aviators Dream on Back River
10.0 out of 10, Exceptional, (7)
"4 sisters getting together to laugh and reminisce. We had a blast. The house was great and met our every need."
The price is SAR 581
SAR 1,599 total
includes taxes & fees
4 Jum. II - 5 Jum. II
Sojourn Aviators Dream on Back River
Welcome to Hampton's Best Hidden River Getaway!
Water front, river views, fishing from backyard, Large yard to enjoy.
9.6 out of 10, Exceptional, (17)
"Property was beautiful and very peaceful. Bring your fishing rods!"
Water front, river views, fishing from backyard, Large yard to enjoy.
Topping Vacation Rental | 3BR | 2BA | 1,344 Sq Ft | Access Only By Stairs
Waterfront Topping Vacation Home w/ Boat Dock!
10.0 out of 10, Exceptional, (5)
"Very much enjoyed our stay!! Great views and great location. Don’t forget to play ping pong in the garage!"
Waterfront Topping Vacation Home w/ Boat Dock!
Exterior
Come visit William and Mary and everything Williamsburg!
10.0 out of 10, Exceptional, (9)
"This is a great little place tucked away in a great location! We've stayed here twice and will return again. The property has all the amenities with a few special touches that make it feel like home. We appreciated the additional seating that was added since our first visit. Terrell was great and responded immediately when we had questions."
Come visit William and Mary and everything Williamsburg!
Property grounds
Amazing views of the Chesapeake Bay.
10.0 out of 10, Exceptional, (11)
"We loved our stay here. Everything was amazing!"
Amazing views of the Chesapeake Bay.
Welcome to our peaceful and private waterfront oasis
Tranquility on the Water! Renovated Modern Farmhouse on Private Cove on N. River
9.8 out of 10, Exceptional, (62)
"I met up with a good friend for a long weekend that immediately felt too short. The house is absolutely wonderful! Views galore. Total peace and tranquility. Very private. We just wanted to enjoy the cove, drink coffee by the water and enjoy excursions to Gloucester, Gwynn Island, and Mathews. The house was perfectly located but was wonderful just one its own. We hope to come back soon and take out the kayaks in the warmer weather."
Tranquility on the Water! Renovated Modern Farmhouse on Private Cove on N. River
Property grounds
5BR home near BuschGardens & CNU/Pool Table
6.0 out of 10, (7)
"GENERAL DESCRIPTION If you are looking for a clean house in a quiet neighborhood where a lot of people may stay overnight with good showers and comfortable beds - this definitely works. It is a large — albeit very basic — house that is most definitely a full-time rental property. PROs Very Clean Quiet neighborhood Roku TVs throughout the house — including big screen in the living room Great communication with manager Short 3-5 minute drive to every box store Comfortable beds Great water...
5BR home near BuschGardens & CNU/Pool Table
Cozy comfortable living room - original hardwood floors
Walk to Town. 1st floor King Bed & Walk in Shower! Charming Remodel. Fire Pit🔥!
10.0 out of 10, Exceptional, (21)
"We had a nice, comfortable stay in Mathews. Our daughter graduated from USCG BM A School in Yorktown, about 35min from this property. She stayed one night with us, along with my husband, my father in law, two teens and two dogs. The house is very dog friendly with supplies and a big yard. Clean, comfortable place to hang out! Awesome communication with host! Great breakfast at Howard-Dooley Cafe just a few minutes away."
The price is SAR 559
SAR 1,162 total
includes taxes & fees
3 Jum. II - 4 Jum. II
Walk to Town. 1st floor King Bed & Walk in Shower! Charming Remodel. Fire Pit🔥!
Welcome to the Blue House. It's walking distance to most everything in Irvington
Heart of Irvington w/Fireplace Walk to Tides Inn & restaurants - Dog friendly!
9.6 out of 10, Exceptional, (150)
"Family celebration and participation in fund-raising golf tournament for local non-profit."
Heart of Irvington w/Fireplace Walk to Tides Inn & restaurants - Dog friendly!
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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

Exterior
"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
Living area
Welcome to this Waterfront Home with Amazing Views
10.0 out of 10, Exceptional, (13)
"Our stay was great! The host gave us all the information we needed, and the property was amazing. We spent plenty of time talking and reading out on the water while enjoying the view. This property is quiet and fairly secluded but also doesn't feel far from food and entertainment. We loved our stay and would recommend this location to anyone!"
The price is SAR 563
SAR 1,186 total
includes taxes & fees
31 Jum. I - 1 Jum. II
Welcome to this Waterfront Home with Amazing Views
Cottage with shade trees and private parking
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
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.

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