Windmill Point Vacation Rentals

Vacation Rentals in Windmill Point

Charming Serene Private Cottage
Exterior
Charming Serene Private Cottage
9.6 out of 10, Exceptional, (15)
"Thoroughly enjoyed our stay at the house and venturing around the area."
Charming Serene Private Cottage
Enjoy family fun and Sunsets at Piankatank Point.
Outdoor spa tub
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.
Oceanfront White Stone Cottage w/ Private Beach!
Property grounds
Oceanfront White Stone Cottage w/ Private Beach!
7.4 out of 10, Good, (62)
"Nice"
Oceanfront White Stone Cottage w/ Private Beach!
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Waterfront Reedville Home w/ Private Dock!
Fridge, microwave, stovetop, dishwasher
Waterfront Reedville Home w/ Private Dock!
10.0 out of 10, Exceptional, (8)
"Very accommodating, comfy beds (a real +). Kitchen fully loaded with supplies (including spices and condiments). We spent so much time down on the dock crabbing and fishing. Our dogs loved the freedom and space. Made friends with others in the area and did dog walks with them."
Waterfront Reedville Home w/ Private Dock!
Private, 7-acre waterfront retreat on Winter Harbor Haven
Property grounds
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
The River House at Whitestone: Pet Friendly, Secluded Private Beach, w/ Kayaks!
Property grounds
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!
Room on river with sunset views and private beach!
Sun loungers
Room on river with sunset views and private beach!
10.0 out of 10, Exceptional, (18)
"Lovely"
Room on river with sunset views and private beach!
"Bee Haven" Cottage Retreat Near Colonial Williamsburg
Fridge, microwave, oven, stovetop
"Bee Haven" Cottage Retreat Near Colonial Williamsburg
10.0 out of 10, Exceptional, (63)
"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
Welcome to this Waterfront Home with Amazing Views
Fridge, microwave, oven, stovetop
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 $150
$312 total
includes taxes & fees
Jun 3 - Jun 4
Welcome to this Waterfront Home with Amazing Views
Tranquil River House w/ Grill & Views, Near Town!
Property grounds
Tranquil River House w/ Grill & Views, Near Town!
9.8 out of 10, Exceptional, (12)
"This was a great place for our family to gather. We have been visiting family in the area for almost 20 years and our own family has out grown the guest rooms at the in-laws sending us in search for a bigger place to stay. We have stayed in several rentals in the past 5 years and this is the first one that we really want to return to. The view of the sunsets from the sunroom are breathtaking. The neighborhood is quiet with plenty of space between the houses. We had enough space for us, the 3...
Tranquil River House w/ Grill & Views, Near Town!
Waterfront Hartfield Vacation Rental w/ Dock!
Property grounds
Waterfront Hartfield Vacation Rental w/ Dock!
9.8 out of 10, Exceptional, (9)
"Absolutely loved this place. Quiet, secluded and so relaxing. We enjoyed the view and listening to nature. Owner was wonderful. I highly recommend staying here."
Waterfront Hartfield Vacation Rental w/ Dock!
Private Beach - Spacious Dog & Family Friendly Beachfront 4 Bedroom River House
Aerial view
Private Beach - Spacious Dog & Family Friendly Beachfront 4 Bedroom River House
9.6 out of 10, Exceptional, (37)
"Had a great stay, with little to no complaints!"
Private Beach - Spacious Dog & Family Friendly Beachfront 4 Bedroom River House
Gwynn's Island Cottage: Waterfront w Private Beach, Pets Ok-2 Weeks in Aug Open!
Property grounds
Gwynn's Island Cottage: Waterfront w Private Beach, Pets Ok-2 Weeks in Aug Open!
10.0 out of 10, Exceptional, (179)
"This place is truly AMAZING! My family and I had a wonderful time! Our dog Walter absolutely loved it and it is overall just a wonderful place. This will for sure be a place we continue to come stay at every year."
Gwynn's Island Cottage: Waterfront w Private Beach, Pets Ok-2 Weeks in Aug Open!
Amazing views of the Chesapeake Bay.
Interior
Amazing views of the Chesapeake Bay.
10.0 out of 10, Exceptional, (12)
"We loved our stay here. Everything was amazing!"
Amazing views of the Chesapeake Bay.
Cozy cottage on the Chesapeake Bay
Beach nearby
Cozy cottage on the Chesapeake Bay
10.0 out of 10, Exceptional, (26)
"What a sweet place to stay. Perfect for a nice relaxing weekend ."
Cozy cottage on the Chesapeake Bay
Tranquility on the Water! Renovated Modern Farmhouse on Private Cove on N. River
Exterior
Tranquility on the Water! Renovated Modern Farmhouse on Private Cove on N. River
9.8 out of 10, Exceptional, (62)
"We had a very nice weekend stay! The house had everything we needed and we enjoyed the dock and kayaking."
Tranquility on the Water! Renovated Modern Farmhouse on Private Cove on N. River
Historic Cottage on Ware River Estate
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
Monthly discount- beautiful house, Gloucester VA
Property grounds
Monthly discount- beautiful house, Gloucester VA
10.0 out of 10, Exceptional, (13)
"We visit the area a lot to see family so I've stayed in quite a few rentals here. This is my first time at this property and I would stay again. Looks just like the listing. I appreciate the simple layout for our needs. 3 bedrooms meant we were comfortable at night. I thought the one king bed was pretty soft and the other firm; both comfy just think that's helpful to some to know. The living area and kitchen/dining space aren't huge but again you should know that from the pictures and it worked...
Monthly discount- beautiful house, Gloucester VA
The Little Blue Cottage - Topping : Waterfront!
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!
Magical Sunsets and Breathtaking Views in Heathsville/Wicomico River- Sleeps 10
Property grounds
Magical Sunsets and Breathtaking Views in Heathsville/Wicomico River- Sleeps 10
10.0 out of 10, Exceptional, (23)
"Situated on a point with water on two sides of the expansive property, the setting was amazing. The house is a mid-century ranch that has been thoroughly updated. We had lousy weather, so we did not get to enjoy the large water-side deck and firepit, but even the indoor views of the water from the kitchen-den area were wonderful."
Magical Sunsets and Breathtaking Views in Heathsville/Wicomico River- Sleeps 10
Don't see what you're looking for?
See all available properties in Windmill 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.

Windmill Point Vacation Rental Travel Info

Number of vacation rentals
2
Popular accommodation
Windmill Point private vacation homes
Known landmarks
White Stone Beach
International airports
Richmond, VA (RIC-Richmond Intl.) and Newport News, VA (PHF-Newport News - Williamsburg Intl.)

Other types of properties in Windmill Point you may be interested in

Charming Serene Private Cottage
Exterior
Charming Serene Private Cottage
9.6 out of 10, Exceptional, (15)
"Thoroughly enjoyed our stay at the house and venturing around the area."
Charming Serene Private Cottage
Holiday Inn Express Gloucester, an IHG Hotel
Exterior
Holiday Inn Express Gloucester, an IHG Hotel
3.5 star property
7.2 out of 10, Good, (513)
"Comfortable bed"
The price is $106
$118 total
includes taxes & fees
Jun 6 - Jun 7
Holiday Inn Express Gloucester, an IHG Hotel
The Tides Inn
Exterior
The Tides Inn
4.0 star property
8.8 out of 10, Excellent, (139)
"I can’t wait to visit again when the renovations are completed."
The price is $379
$459 total
includes taxes & fees
Jul 1 - Jul 2
The Tides Inn
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.

Everything you need to know about Windmill Point vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Windmill Point vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Windmill Point vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Windmill Point vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Windmill Point. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Windmill Point in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $150 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Windmill Point rentals

At Expedia, we put the best Windmill Point vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Windmill Point rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Windmill Point vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Windmill Point. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently asked questions

Can I find vacation rentals in Windmill Point?

Yes, there are vacation rentals close to the most popular local attractions in Windmill Point, or you can choose a more remote option if you're looking for relaxation.

What's the top vacation rental that Windmill Point has to offer?

Waterfront Reedville Home w/ Private Dock!: This vacation home rental outside of Windmill Point is located on the waterfront and has a selection of games, a barbecue grill, and air-conditioning to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

How many vacation rentals are there in Windmill Point?

Expedia has 12 vacation rentals for your stay in Windmill Point.

What can I see and do in Windmill Point?

While exploring the area, visit family-friendly sights like Deltaville Maritime Museum, or get outside and enjoy nature at White Stone Beach. Deltaville Marina and Gwynn's Island Musuem are a couple of places you'll find in the larger area.

What are vacation rentals like in Windmill Point?

Vacation rentals are privately owned properties you can stay in for a couple days or more in Windmill Point. Vacation rentals offer extras like laundry facilities and kitchens so you'll be comfy for your stay. If you're concerned about a clean environment, vacation rentals can provide a sense of seclusion away from public hotel elevators and busy reception areas while still allowing you the experience of travel. You'll also find more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a popular option for a small group gathering.

Recent reviews of Windmill Point properties
Expedia verified reviews

Holiday Inn Express Gloucester, an IHG Hotel

Holiday Inn Express Gloucester, an IHG Hotel

5/5 Excellent
"Comfortable bed"
A verified traveler from Marysville stayed at Holiday Inn Express Gloucester, an IHG Hotel
Posted 3 days ago
Holiday Inn Express Gloucester, an IHG Hotel