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Compare 157 Vacation Homes in Windmill Point with updated reviews, rates, and availability.

"Bee Haven" Cottage Retreat Near Colonial Williamsburg

10.0 out of 10, Exceptional, (85)
"Great location to see the birth of our nation. House very clean and very quiet neighborhood. Appliances clean and work well stocked kitchen rules were few and simple if I had to say anything bad it would have to be the water I would bring in my drinking water "
"Bee Haven" Cottage Retreat Near Colonial Williamsburg

Waterfront Hartfield Vacation Rental w/ Dock!

9.8 out of 10, Exceptional, (17)
"The house was amazing and the scenery was breathtaking we definitely will return!!!"
Waterfront Hartfield Vacation Rental w/ Dock!

Cozy cottage on the Chesapeake Bay

9.8 out of 10, Exceptional, (37)
"The house was perfect for our weekend. Great views! The house had everything we needed. Appreciated all the extras like toilet paper, paper towels, condiments, coffee, and more. Super easy to check out. Sidenote, the only TV is in the master bedroom. Would probably be useful if the TV stand had wheels so it could be pulled into the living room for everybody to watch a movie. The house is 15 minutes away from a small winery, with tons of wine and food options and the town of Matthews, with a...
Cozy cottage on the Chesapeake Bay

Enjoy family fun and Sunsets at Piankatank Point.

9.8 out of 10, Exceptional, (47)
"House was clean and well stocked. Grounds were beautiful - loved watching sunsets on the river. Owner very responsive. Would stay again. "
Enjoy family fun and Sunsets at Piankatank Point.

The River House at Whitestone: Pet Friendly, Secluded Private Beach, w/ Kayaks!

9.6 out of 10, Exceptional, (18)
"The property is very secluded, You feel like the world is behind you. It is peaceful and quiet, The sound of nature will be the only symphony you’ll hear. I love the private beach area. We fished and caught some crab on the boat deck. The house is a bit old but that is where the charm is. There was some bug in the house but that was expected. Overall we had great time. "
The River House at Whitestone: Pet Friendly, Secluded Private Beach, w/ Kayaks!

Secluded Waterfront Home: Game Room, Private Dock, Pedal Boat, Fire pit, Kayaks!

9.8 out of 10, Exceptional, (46)
"Walkable to Main Street restaurants, ice cream and shops. Quiet neighborhood. Comfortable house. Enjoyed our stay completely. Will be back. Thank you for hosting."
Secluded Waterfront Home: Game Room, Private Dock, Pedal Boat, Fire pit, Kayaks!

Heart of Irvington w/Fireplace Walk to Tides Inn & restaurants - Dog friendly!

9.8 out of 10, Exceptional, (156)
"Very nice house. I'd rent it again for a stay in the area. Not a place for families, but good for one or two couples. "
Heart of Irvington w/Fireplace Walk to Tides Inn & restaurants - Dog friendly!

Monthly discount- beautiful house, Gloucester VA

10.0 out of 10, Exceptional, (18)
"Our weekend stay was perfect and cozy. The home was clean and had everything we needed. "
Monthly discount- beautiful house, Gloucester VA

MILLION $ VIEWS NO EXTRA CHARGE! HOT TUB! POOL! BEACH! RESORT-LIKE AMENITIES!

10.0 out of 10, Exceptional, (146)
"Stole away for a long weekend and this did not disappoint. Everything was perfectly cozy and relaxing - exactly what I was looking for. If I didn't live a 4 hour plane ride away, I think I'd be back more frequently; but I certainly will return!"
MILLION $ VIEWS NO EXTRA CHARGE! HOT TUB! POOL! BEACH! RESORT-LIKE AMENITIES!

Mid-century modern meets classic cape on the coast.

10.0 out of 10, Exceptional, (8)
"Clean comfy house in Mathews. Easy walk to restaurants, groceries and downtown shops. "
Mid-century modern meets classic cape on the coast.

Fantastic waterfront home on Jackson Creek

10.0 out of 10, Exceptional, (49)
"Nice place, interesting layout"
Fantastic waterfront home on Jackson Creek

Bring the Boat & Bikes to Our in Town Kilmarnock Home from 100 per night. <br>

9.8 out of 10, Exceptional, (122)
"I was in town for a couple nights as I was attending a meeting. I found the place to be cozy and convenient. It's just about a block away from a coffee house. I appreciated the character of the home and the design of the interior, which contributed to me feeling comfortable in the space. "
Bring the Boat & Bikes to Our in Town Kilmarnock Home from 100 per night. <br>

Virginia Retreat on Wicomico River w/ Dock!

10.0 out of 10, Exceptional, (15)
"Beautiful home with a great blend of modern and rustic! Amazing spot to see sunrises and sunsets too. We enjoyed the porch, fully stocked kitchen and comfortable family room. "
Virginia Retreat on Wicomico River w/ Dock!

Chesapeake Bay Waterfront: Kayaks, Fire Pit, Wifi, Bikes, Dog-friendly

10.0 out of 10, Exceptional, (92)
"Neat, clean, beautiful! Right on the water, blast crabbing, quiet… couldn’t have been better! Host is in touch and gracious. We’ll do it all again!"
Chesapeake Bay Waterfront: Kayaks, Fire Pit, Wifi, Bikes, Dog-friendly

Beach House on Chesapeake Bay!

10.0 out of 10, Exceptional, (121)
"Mathew’s is like home for me. I was not disappointed by this trip. We enjoyed Bay views, sitting on the deck and most importantly building community in the living room. What a great experience! I recommend this property for a couples getaway, families looking to getaway or a girls Trip. "
Beach House on Chesapeake Bay!

Coco’s Cabana

9.6 out of 10, Exceptional, (26)
"The overall experience with comfort and room for a working family was top notch. We stay away from home for work 10-11 months out of the year and this property accomodated us all in comfort and space. By far, this is one of our favorites through many years of travel. The hosts were extremely informative and pleasant to converse with before and during our stay. "
Coco’s Cabana

Private Northern Neck Retreat on Chesapeake Bay and Taskmaker Creek.

10.0 out of 10, Exceptional, (13)
"Home has everything you could want. Peaceful and quiet.Great views of Bay and Taskmakers Creek .Saw eagles and otters and caught numerous fish."
Private Northern Neck Retreat on Chesapeake Bay and Taskmaker Creek.

Spacious Mathews Retreat w/ Waterfront Views!

10.0 out of 10, Exceptional, (23)
"Extremely comfortable, well equipped home in a gorgeous location. Relaxing spot on the water with plenty of entertainment for all ages. Highly recommend. "
Spacious Mathews Retreat w/ Waterfront Views!

Waterfront w/Floating Dock, Kayaks~Family Home

10.0 out of 10, Exceptional, (5)
"Good location, great kitchen and porch. Lovely and quiet setting. Would definitely stay again."
The price is SAR 1,622
SAR 2,874 total
includes taxes & fees
1 Dec - 2 Dec
Waterfront w/Floating Dock, Kayaks~Family Home

Adorable Cottage w/ Pool & Hot Tub In the Heart of Urbanna

10.0 out of 10, Exceptional, (18)
"I rented this for my daughter and her family, after visiting her there my husband and I would love to go back so we can stay there! Too cute for words and very conveniently located."
Adorable Cottage w/ Pool & Hot Tub In the Heart of Urbanna
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 Windmill Point

Waterfront Cottage with Private Beach, Sunsets over Water

10.0 out of 10, Exceptional, (194)
"The house was very clean upon entering and the view was beautiful. It was conveniently located to shops and restaurants. We enjoyed visiting the nearby Hatchery while there. "
Waterfront Cottage with Private Beach, Sunsets over Water

Oceanfront White Stone Cottage w/ Private Beach!

7.4 out of 10, Good, (69)
"Just what we were looking for,great bay view ,off the beaten path"
Oceanfront White Stone Cottage w/ Private Beach!

Enjoy family fun and Sunsets at Piankatank Point.

9.8 out of 10, Exceptional, (47)
"House was clean and well stocked. Grounds were beautiful - loved watching sunsets on the river. Owner very responsive. Would stay again. "
Enjoy family fun and Sunsets at Piankatank Point.
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.