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Compare 66 Cottages in Surry with updated reviews, rates, and availability.

Cottage on a Private Island in the York River
The Island Cottage

Cottage on a Private Island in the York River

10.0 out of 10, Exceptional, (319)
"Give yourself 24 hours to settle in. We arrived in perfect weather for a 4 day respite and only for one day, with land breezes, did we experience some pesky flies. The fresh salt air, wide star-lit skies, 24/7 quiet and mesmerizing moon-glow off the waters, 360 degrees worth, more than make up for any such small annoyance. There is some history to appreciate about the island and the cottage. When you find yourself first thing in the morning checking the tide schedules, you will then realize...
Cottage on a Private Island in the York River
Restored 1920's Cottage on 1 Acre w/ Fire Pit
Hayes Vacation Rental | 2BR | 1BA | Single Story | 900 Sq Ft

Restored 1920's Cottage on 1 Acre w/ Fire Pit

9.4 out of 10, Exceptional, (54)
"1. Back porch steps REALLY need work. We tripped down them several times over our stay. 2. Need to add "microwave" to amenities list. 3. If there's an outdoor fire pit, wood should be supplied or it shouldn't be listed as such. Buying enough wood for the weekend if there's none there could cost $50-$60. 4. Everything else was fantastic. Grill, kitchen utensils and appliances, beds, linens, furniture were all great."
Restored 1920's Cottage on 1 Acre w/ Fire Pit
Historic Cottage on Ware River Estate
Cottage with shade trees and private parking

Historic Cottage on Ware River Estate

10.0 out of 10, Exceptional, (255)
"My wife and I enjoyed our stay here very much. The property was beautiful, and the dock fishing area was really cool. The town was cute and the restaurants we went to were delicious. We recommend staying here."
Historic Cottage on Ware River Estate
ANALOG - Private Beach & Acres of exclusive sanctuary set in a peaceful forest
Exterior detail

ANALOG - Private Beach & Acres of exclusive sanctuary set in a peaceful forest

9.8 out of 10, Exceptional, (236)
"The Analog house was a little slice of heaven. You can tell that every detail of the property was set with care and intention. The home was very clean and comfortable. The kitchen had everything that you need and more. The outdoor space was beautifully manicured and the best part was the private beach. Enjoying the sunset from there was magical. Would definitely go back."
ANALOG - Private Beach & Acres of exclusive sanctuary set in a peaceful forest
Relax, Refresh, Renew..Waterfront Cottage..Near Williamsburg
Exterior

Relax, Refresh, Renew..Waterfront Cottage..Near Williamsburg

10.0 out of 10, Exceptional, (140)
"We didn’t want to leave. This place is heaven. Simply amazing. "
Relax, Refresh, Renew..Waterfront Cottage..Near Williamsburg
Heart of Williamsburg Guest House 3 Bedrooms, 2 Full Baths, Sleeps 6
Front view

Heart of Williamsburg Guest House 3 Bedrooms, 2 Full Baths, Sleeps 6

10.0 out of 10, Exceptional, (112)
"This was a great home to stay at while we visited the area over a long weekend. It was one of the cleanest places I have stayed at including some hotels. Great location, just far enough away from attractions to give you a break from people, but close enough to be convenient. The host was responsive and had good directions. Would stay again. "
Heart of Williamsburg Guest House 3 Bedrooms, 2 Full Baths, Sleeps 6
Hampton Vacation Rental: Central Location, Patio
Exterior

Hampton Vacation Rental: Central Location, Patio

3.0 star property
Hampton Vacation Rental: Central Location, Patio
Hampton Vacation Rental: Central Location, Patio
Hampton Vacation Rental | 2BR | 1BA | 624 Sq Ft | 1 Step to Enter

Hampton Vacation Rental: Central Location, Patio

10.0 out of 10, Exceptional, (1)
Hampton Vacation Rental: Central Location, Patio
Charming Newport News Cottage < 1 Mi to Ocean!
Newport News Vacation Rental | 2BR | 1BA | Stairs Required | 980 Sq Ft

Charming Newport News Cottage < 1 Mi to Ocean!

8.6 out of 10, Excellent, (9)
"Was great for what I needed. Little trouble with the lock but host was great."
Charming Newport News Cottage < 1 Mi to Ocean!
Bee Humble Cottage w/in 20mins to Public Beaches
Exterior

Bee Humble Cottage w/in 20mins to Public Beaches

10.0 out of 10, Exceptional, (22)
"I cannot say enough good things about our stay at the be humble cottage. I don't think pictures can even do this property or neighborhood justice. We were so excited to walk inside and see a beautifully decorated cottage. Our hosts were so diligent in making sure to have an entire binder full of things to do and recommendations all around town. I wish our stay was longer but we are now customers for life for the Bee Humble cottage and community. "
Bee Humble Cottage w/in 20mins to Public Beaches
Hidden Heaven lake house. Quiet private cottage on 1 acre
Living area

Hidden Heaven lake house. Quiet private cottage on 1 acre

10.0 out of 10, Exceptional, (40)
"We had a wonderful Stay at the Hidden Lake. Lol it truly is hidden. It was definitely a perfect way to celebrate our son's 16th birthday. We toured Williamsburg and enjoyed a beautiful day on the water. Thank you for sharing your beautiful home with our family! The Rodgers "
Hidden Heaven lake house. Quiet private cottage on 1 acre
Riverfront Cottage with Private Beach near Williamsburg - Fish, Kayak, and Relax
Located high atop the banks of the James River, Bay View Place is a quite oasis!

Riverfront Cottage with Private Beach near Williamsburg - Fish, Kayak, and Relax

10.0 out of 10, Exceptional, (15)
"We had a great time staying at the Bay View Cottage. Very peaceful and comes with everything you would ever need. Thank to the hosts for making it so accommodating. So many fun things to do in the area. We will be back in the future. "
Riverfront Cottage with Private Beach near Williamsburg - Fish, Kayak, and Relax
Cozy River 3 Bedroom Family Cottages
Exterior

Cozy River 3 Bedroom Family Cottages

Cozy River 3 Bedroom Family Cottages
Radiant Gloucester House w/ Private Porch!
Dining

Radiant Gloucester House w/ Private Porch!

3.0 star property
Radiant Gloucester House w/ Private Porch!
Charming Newport News Cottage < 1 Mi to Ocean!
Exterior

Charming Newport News Cottage < 1 Mi to Ocean!

3.0 star property
2.0 out of 10, (1)
Charming Newport News Cottage < 1 Mi to Ocean!
Cozy Gloucester Getaway w/ Porch & Sunroom!
Gloucester Vacation Rental | 2BR | 1BA | 1,000 Sq Ft | Entry Stairs Required

Cozy Gloucester Getaway w/ Porch & Sunroom!

9.8 out of 10, Exceptional, (23)
"This property is as sweet as it gets if you are looking for a quiet, comfy get away. Beautifully furnished and so clean."
Cozy Gloucester Getaway w/ Porch & Sunroom!
Restored 1920's Cottage on 1 Acre w/ Fire Pit
Living area

Restored 1920's Cottage on 1 Acre w/ Fire Pit

2.0 star property
Restored 1920's Cottage on 1 Acre w/ Fire Pit
Waterfront Gloucester Cottage w/ Private Boat Dock
Gloucester Vacation Rental | 3BR | 2BA | 1,500 Sq Ft | 1 Minor Step to Enter

Waterfront Gloucester Cottage w/ Private Boat Dock

9.6 out of 10, Exceptional, (5)
"The house and location are breathtaking. It is off the beaten path, but if you are looking for beauty, stargazing, birdwatching, peace and tranquility in a comfortable and well appointed setting, this is it."
Waterfront Gloucester Cottage w/ Private Boat Dock
Week of July 4th - Cozy cottage at King's Creek Resort in Williamsburg, Virginia
Bathroom

Week of July 4th - Cozy cottage at King's Creek Resort in Williamsburg, Virginia

Week of July 4th - Cozy cottage at King's Creek Resort in Williamsburg, Virginia
Family Vacation, Sleeps 10, Close to Theme Parks & Attractions.
Exterior

Family Vacation, Sleeps 10, Close to Theme Parks & Attractions.

10.0 out of 10, Exceptional, (2)
"Had a great time visiting Williamsburg, Jamestown,Yorktown, and Bush Gardens. The condo was nice plenty of room for the family and close to all the attractions."
Family Vacation, Sleeps 10, Close to Theme Parks & Attractions.
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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Other property types in Surry

James River Waterfront with spectacular views across the river from Williamsburg
Sunrise from the deck

James River Waterfront with spectacular views across the river from Williamsburg

10.0 out of 10, Exceptional, (127)
"Our family has stayed at a number of VRBO's in this general price range, and we were fairly pleased with each of them. This one was a step above the others. Everything was exactly as advertised. The house is big and as nice as the pictures indicate. Everything was well-maintained and very clean. The surrounding area is beautiful. There were no surprises. Everything that you would expect to work, worked great. Communication was prompt and very clear. The nearby ferry is very well run and...
James River Waterfront with spectacular views across the river from Williamsburg
The Cracker Jack House: A Military Salute & Arcade!
Primary living room with cozy pullout queen size couch and flatscreen Roku TV

The Cracker Jack House: A Military Salute & Arcade!

9.4 out of 10, Exceptional, (8)
"The house is just as shown in the pictures. I was a little disappointed that there was no Ms Pacman video game, but that didn't ruin our stay. Communication was excellent. I would recommend this house to others. "
The Cracker Jack House: A Military Salute & Arcade!
Beachfront House on James River. Near Historic Jamestowne and Williamsburg
Deck facing Jamestown across the river.

Beachfront House on James River. Near Historic Jamestowne and Williamsburg

10.0 out of 10, Exceptional, (189)
"We enjoyed all that Linda and A.C. provided. Above and beyond our expectations "
Beachfront House on James River. Near Historic Jamestowne and 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.

Frequently asked questions

How much do cottages in Surry cost?
Prices for cottages in Surry range between and per night. No matter your budget, you’re sure to find the ideal place to immerse yourself in nature. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
Why book your cottage in Surry with Expedia?
Reserving a cottage in Surry is as simple as working out your travel dates and choosing your ideal place for a vacation in the outdoors. From ritzy retreats to inexpensive properties and cottages that include amenities like a kitchenette, Expedia has something for all tastes. As for irresistible deals? We’ve got you covered!
How can I find cheap cottages in Surry?
The easiest way to locate cheap cottages in Surry is with Expedia’s convenient filter tool. Fine-tune your search results by budget, star rating and amenities to secure unbeatable deals with only a few clicks.