Windmill Point Holiday Rentals

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Holiday Rentals in Windmill Point

Charming 2-bedroom house on the Chesapeake Bay

9.4 out of 10, Exceptional, (13)
"Property was very nice and has a lot history with it. "
Charming 2-bedroom house on the Chesapeake Bay

Serenity on the Rappahannock

10.0 out of 10, Exceptional, (6)
"This house was perfect for a girls weekend. The house was clean, nicely decorated and had great views. The owner was prompt to answer all of my questions. We will definitely consider returning for the next time! "
Serenity on the Rappahannock

Chesapeake Bay Beachfront Retreat

9.4 out of 10, Exceptional, (143)
"This was the second year in a row we have stayed here, and we absolutely loved it! The house was clean and smelled so fresh when we arrived, and the location is so beautiful. We really enjoyed the peaceful atmosphere, and the fishing was fantastic. Diane is a wonderful host, and we hope to stay here again in the future!"
Chesapeake Bay Beachfront Retreat

The Little Blue Cottage - Topping : Waterfront!

9.8 out of 10, Exceptional, (47)
"The house was so amazing! The owners are very responsive and helpful. The house was so clean and loved the personal touches. We will be back!"
The Little Blue Cottage - Topping : Waterfront!

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

9.6 out of 10, Exceptional, (168)
"We throughly enjoyed our time at the little blue house! We would definitely stay here again."
Heart of Irvington w/Fireplace Walk to Tides Inn & restaurants - Dog friendly!

Private infinity pool, plus your own dock, kayaks, and bikes on the waterfront!

9.6 out of 10, Exceptional, (94)
"We all really enjoyed our long weekend at this property outside Reedville, VA. The pool was a highlight! Property is in good condition overall, if a bit dated, and located in a very quiet residential area. The house is compact and best fit for 2-3 people, and older kids since the interior stairs are steep and there is a lot of water nearby. "
Private infinity pool, plus your own dock, kayaks, and bikes on the waterfront!

Enjoy family fun and Sunsets at Piankatank Point.

9.6 out of 10, Exceptional, (66)
"Property is awesome. Just as advertised. Tons of space for families and kids and excellent fishing off the dock. Would absolutely stay here again"
Enjoy family fun and Sunsets at Piankatank Point.

Charming 3-bedroom house with WiFi, AC& heat in peaceful Reedville

2.0 star property
8.0 out of 10, Very good, (5)
"I did do some cooking and did not find a sheet pan."
The price is NZ$362
includes taxes & fees
29 Sept - 30 Sept
Charming 3-bedroom house with WiFi, AC& heat in peaceful Reedville

Spacious waterfront home with dock and sunset view

9.4 out of 10, Exceptional, (8)
"This spot was perfect for our gathering of family members from Colorado and Maryland for a few sweet days together. The sunrises and sunsets and water birds hit all the buttons for grandma. The proximity to water with toys and similarly aged kids next door couldn’t have been more perfect. The house was very well equipped, and stocked with perfect items to complete our preparation, or lack thereof. We had solitude from the rest of the world to reconnect and enjoy each other fully in a beautiful...
Spacious waterfront home with dock and sunset view

Bay Dream Believer Cottage on Beautiful East River Waterfront

2.0 star property
10.0 out of 10, Exceptional, (22)
"Wonderful location, host communicated well"
The price is NZ$778
includes taxes & fees
28 Sept - 29 Sept
Bay Dream Believer Cottage on Beautiful East River Waterfront

Kimary Cove - Waterfront Relaxation and NO CLEANING FEE

9.6 out of 10, Exceptional, (12)
"This is a lovely quiet property on the water. It was the best supplied property I’ve ever stayed in with food in the cupboard and fridge and bath room toiletries, even an extra toothbrush. (Good thing because I forgot mine.) There’s plenty of room to spread out and even a pool table. Highly recommended for your next trip to this wonderful little corner of the world. "
Kimary Cove - Waterfront Relaxation and NO CLEANING FEE

Charming and spacious 4-bedroom farm retreat with horses - Relax and Unwind!

10.0 out of 10, Exceptional, (11)
"Nice, clean place with thoughtful touches, plenty of space, and amazing grounds. The owner was kind enough to let the kids meet the new puppies. Definitely would stay again stay "
Charming and spacious 4-bedroom farm retreat with horses - Relax and Unwind!

Charming 3-bedroom house in Deltaville with Stunning Views and Beautiful garden!

2.0 star property
10.0 out of 10, Exceptional, (8)
"We thoroughly enjoyed our weekend. The house was lovely and clean, and the lawn and dock were perfect for getting some sun and watching the ospreys tend their nest. Aaron greeted us and made us feel welcome and responded to the one or two questions we had during our stay. "
Charming 3-bedroom house in Deltaville with Stunning Views and Beautiful garden!

Water front Oasis with pickle-ball court and hot tub

9.0 out of 10, Wonderful, (8)
"The Cradle Point Estate is absolutely amazing. Family-Friendly and great location for a retreat. Peace and Serenity The hosts are phenomenal. Will rent again in the very near future In The Spirit Of Community"
The price is NZ$2,552
includes taxes & fees
26 Oct - 27 Oct
Water front Oasis with pickle-ball court and hot tub

Gwynn's Island Cottage-Waterfront w Your Own Private Beach + Sunsets over Water

10.0 out of 10, Exceptional, (217)
"We had a great time staying here. The private beach was exactly what we needed to relax and have fun. "
Gwynn's Island Cottage-Waterfront w Your Own Private Beach + Sunsets over Water

BEACH COTTAGE BY THE SEA....

10.0 out of 10, Exceptional, (31)
"The house is small, but works great for a getaway and has everything you need. We spent most of our time at the beach or on the deck -- so peaceful! "
BEACH COTTAGE BY THE SEA....

Bayfront Escape, Private Dock, Large Deck, and Views!

10.0 out of 10, Exceptional, (1)
"This house has beautiful views and it was only about 45 min to Williamsburg. It is on Hills Bay, which flows into the Chesapeake Bay. The water is very shallow and would be great for younger kids. We brought kayaks and enjoyed our time on the water. It would be fantastic for someone that owns a boat too. The water doesn’t have many waves, but we tied a party size float to part of the dock and all the kids, ages 10-19, loved our time there. Since I’m the first review, I think I might be the first...
The price is NZ$700
includes taxes & fees
5 Oct - 6 Oct
Bayfront Escape, Private Dock, Large Deck, and Views!

Charming 2-bedroom house with AC, WiFi in Mathews County Virginia

10.0 out of 10, Exceptional, (8)
"Great place, very nice hosts beautiful location "
Charming 2-bedroom house with AC, WiFi in Mathews County Virginia

Cozy cottage on the Chesapeake Bay

9.8 out of 10, Exceptional, (49)
"Easy access to the property and to town. Very quite and comfy."
Cozy cottage on the Chesapeake Bay

Little Bay Waterfront Retreat

9.8 out of 10, Exceptional, (66)
"Enjoyed our getaway at this bayfront property in a very quiet and private neighborhood. White sandy beach in a protected bay. Water was calm and you could safely walk out quite far. Very nice sunroom for morning sunrises. "
Little Bay Waterfront Retreat
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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Top Windmill Point Hotel Reviews

Find out more about Windmill Point

Find out more about Windmill Point

Everything you need to know about Windmill Point holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Windmill Point holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Windmill Point holiday 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Windmill Point holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Windmill Point holiday rentals we have selected for you start as low as NZ$362 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Windmill Point rentals

At Expedia, we put the best Windmill Point holiday 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 holiday.

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 holiday rentals in Windmill Point?

Yes, there are holiday rentals close to the most popular sights in Windmill Point, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Windmill Point has to offer?

Private infinity pool, plus your own dock, kayaks, and bikes on the waterfront! : This holiday home rental outside of Windmill Point is located on a river, and has an outdoor pool, a fireplace and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. It offers a patio, a private garden and a selection of books so that you can immerse yourself in your holiday.

How many holiday rentals are there in Windmill Point?

Expedia has 14 holiday 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 Compass Entertainment Complex, 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 wider area.

What are holiday rentals like in Windmill Point?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Windmill Point. Holiday rentals offer extras like WiFi and washers and dryers to help you enjoy your stay. If you're concerned about cleanliness, holiday rentals can offer a sense of seclusion away from public hotel lifts and busy lobbies while still allowing you the enjoyment of travel. You'll also get more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is an attractive choice for family gatherings.