Windmill Point holiday homes

We found 151 holiday rentals — enter your dates for availability
Discover a selection of holiday rentals in Windmill Point that are perfect for your trip. Whether you’re staying in a holiday home with friends, family or even just your pets, you'll have the best amenities for spending time at your home away from home, which might include Wi-Fi and a fireplace. At the end of the day, you're sure to find a property to rent to meet everyone's needs, including a place that's non-smoking or offers accessibility.

Holiday rentals with weekly discounts – Windmill Point

Showing deals for:15 Jan - 22 Jan

Property grounds
Property grounds
Dining
Beach
Exceptional
(150 reviews)

PRIVATE BEACH on the Chesapeake Bay

Gwynn

8% off
NZ$7,712
for 7 nights, 1 home
NZ$1,102 per night
includes taxes & fees
PRIVATE BEACH on the Chesapeake Bay
Large open concept - perfect for entertaining!
Bahamas? in White Stone
Interior
Master bed with sofa and views of Chesapeake Bay
Excellent
(20 reviews)

BAYHAMAS ✌️❤️ Beachfront Home 3 Bedrooms-Private-White Stone- Sauna-Dock

White Stone

10% off
NZ$6,789
for 7 nights, 1 home
NZ$970 per night
includes taxes & fees
BAYHAMAS ✌️❤️ Beachfront Home 3 Bedrooms-Private-White Stone- Sauna-Dock
Start slow with your favorite morning coffee before heading out to the dock, kayaks, or nearby oyster trail.
Rainy days call for getting the kids out of the house and staying active. Compass Entertainment has both indoor and outdoor games including batting cages, putt-putt golf, a movie theatre, and on site restaurant and bar.
Original hardwood floors and a decorative fireplace give this spacious room timeless farmhouse character.
Vaulted ceilings, natural light, and waterfront views create a welcoming space to relax after a day on the river.
Exceptional
(26 reviews)

Waterfront Getaway: Hot Tub, Dock & Kayaks

White Stone

7% off
NZ$7,159
for 7 nights, 1 home
NZ$1,023 per night
includes taxes & fees
Waterfront Getaway: Hot Tub, Dock & Kayaks
Private kitchen
Exterior
Dining
Interior
Exceptional
(25 reviews)

The Rosé Retreat: Pool-Screened Porch-RELAX

Irvington

8% off
NZ$4,562
for 7 nights, 1 home
NZ$652 per night
includes taxes & fees
The Rosé Retreat: Pool-Screened Porch-RELAX
Private kitchen
Interior
Interior
Property grounds
Exceptional
(12 reviews)

Beautiful Gwynn’s Island Waterfront Home

Gwynn

8% off
NZ$4,911
for 7 nights, 1 home
NZ$702 per night
includes taxes & fees
Beautiful Gwynn’s Island Waterfront Home
Spring at Sunnyfield Farm Inn! Come visit us!
Interior
Interior
Property grounds
Exceptional
(31 reviews)

Charming Spacious Cottage, private, water views, close to amenities

White Stone

8% off
NZ$3,063
for 7 nights, 1 cottage
NZ$438 per night
includes taxes & fees
Charming Spacious Cottage, private, water views, close to amenities
Interior
Exterior detail
Property grounds
Interior
Exceptional
(47 reviews)

Private Beach - Peaceful Retreat - Kayaks Bicycles Firepit and Pet-Friendly!

Gwynn

8% off
NZ$4,057
for 7 nights, 1 home
NZ$580 per night
includes taxes & fees
Private Beach - Peaceful Retreat - Kayaks Bicycles Firepit and Pet-Friendly!
Interior
Interior
Living area
Dining
Exceptional
(21 reviews)

Still Waters Point- Enjoy breathtaking views at our peaceful Gwynn's Island home

Gwynn

8% off
NZ$6,060
for 7 nights, 1 home
NZ$866 per night
includes taxes & fees
Still Waters Point- Enjoy breathtaking views at our peaceful Gwynn's Island home
Perfect desk niche for working. ( if you must...)
Dining area looking into kitchen.
Hall opens up into the porch, dining room and living room.
The narrow and steep original stairs help retain the cottage feel.
Exceptional
(25 reviews)

1891 Coastal Charmer: fully renovated farmhouse

White Stone

8% off
NZ$2,629
for 7 nights, 1 home
NZ$376 per night
includes taxes & fees
1891 Coastal Charmer: fully renovated farmhouse
Marina
Exterior
Interior
Outdoor dining
Exceptional
(47 reviews)

Waterfront-Peaceful-Weems-VA-NNK-Kayaks-Views

Weems

8% off
NZ$2,973
for 7 nights, 1 home
NZ$425 per night
includes taxes & fees
Waterfront-Peaceful-Weems-VA-NNK-Kayaks-Views

  • Peace of mind

    Our Book with Confidence guarantee gives you 24/7 support

  • More quality time

    From booking to staying, the whole process is simple and enjoyable

  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

Book a holiday rental for your Windmill Point getaway

Learn about the unique charm of Windmill Point with a stay in a holiday home rental. This city has something for everyone. Many rental homes come with outdoor spaces, separate dining areas and full kitchens, perfect if you want to enjoy some home-cooked meals.

Sightseeing in and around Windmill Point

Are you hoping to discover attractions to see while you're in town? Venture out of your cosy holiday rental and check out everything that Windmill Point has to offer. Here are some of the most popular attractions to see, all within 30 miles (48.2 km) of the city centre:

  • Golden Eagle Golf Club (6.8 mi / 11 km)
  • Compass Entertainment Complex (7.7 mi / 12.4 km)
  • Good Luck Cellars (9.1 mi / 14.6 km)
  • Piankatank River Golf Club (11.2 mi / 18.1 km)

Exploring the natural features in Windmill Point

Whether you're looking for fun outdoor activities or just want to spend some time taking in the scenery, Windmill Point is a great place to get out in nature. Here are some of the area’s most enchanting features, all within 30 miles (48.2 km) of the city centre:

  • White Stone Beach (5.4 mi / 8.7 km)
  • Chesapeake Bay (12.8 mi / 20.6 km)
  • Urbanna Historic District (15.1 mi / 24.4 km)
  • Hughlett Point Natural Area (7.8 mi / 12.6 km)
  • Fleeton Beach (13.3 mi / 21.3 km)
  • Bethel Beach (14.2 mi / 22.8 km)

Frequently asked questions

What are the top attractions in Windmill Point?
In Windmill Point, Virginia, visitors can enjoy a tranquil coastal experience with a variety of attractions. The area is known for its picturesque waterfront views, particularly at Windmill Point Park, which offers scenic walking trails and picnic spots along the Chesapeake Bay.Nearby, the historic town of Kilmarnock features charming shops and restaurants, great for a leisurely day of exploration. The Rappahannock River, just a short distance away, provides opportunities for boating, fishing, and kayaking, making it a popular spot for outdoor enthusiasts.For those interested in local history, the Mary Ball Washington Museum, located in the neighbouring town of Lancaster, offers insights into the life of George Washington's mother and the region's historic past.
Are all fees included in the Windmill Point holiday homes prices shown on Bookabach?
Bookabach provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
Are there any Windmill Point holiday homes with parking?
Bookabach offers a wide selection of holiday homes in Windmill Point with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Are there any discounts for Windmill Point holiday homes?
You can find great discounts on holiday homes in Windmill Point on Bookabach, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for last-minute bookings, and early-bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Can I change or cancel my Windmill Point holiday home booking on Bookabach?
To find Windmill Point holiday rentals with free cancellation, just use Bookabach's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Whether you're adjusting your plans or looking for flexible payment options, Bookabach makes it easy to book with confidence.
Can I find long-stay holiday homes in Windmill Point?
A long-stay holiday home in Windmill Point is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Bookabach?
Bookabach's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favourites, and build the perfect itinerary together.
How early should I book a Windmill Point holiday home?
Book your Windmill Point holiday home at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price. *Based on analysis of Bookabach booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Windmill Point?
Prices for holiday homes in Windmill Point vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're travelling solo, as a couple, with family, or in a group. Bookabach offers something for every taste and budget, from affordable homes in Windmill Point to more spacious homes.
What can I expect from Bookabach customer service and Bookabach Care™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, Bookabach Care™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Bookabach customer service is available 24/7 to support you every step of the way. Bookabach also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
What is Bookabach Care™ and how does it work?
Bookabach's mission is to help guests relax, reconnect, and enjoy precious time together. With Bookabach Care™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable. If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
Why should I join Bookabach as a host?
Joining Bookabach as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Bookabach makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Bookabach handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.