Windmill Point Vacation Rentals

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Vacation Rentals in Windmill Point

Outdoor dining
RV Site On Blanchard Farm -MAX RV LENGTH 24 FT

Camping in Diggs

$35 nightly
The price is $39
Dec 1 - Dec 2
Total with taxes and fees
RV Site On Blanchard Farm -MAX RV LENGTH 24 FT
Property grounds
Gwynn's Island Cottage - Waterfront with Private Beach + Sunsets over Water

Cottage in Grimstead

10.0 out of 10, Exceptional, (219)
"Very relaxing vacation with beautiful view. Very clean and well stocked with everything needed. "
United States
Edward S.
Gwynn's Island Cottage - Waterfront with Private Beach + Sunsets over Water
Property grounds
The Little Blue Cottage - Topping : Waterfront!

Cottage in Topping

9.8 out of 10, Exceptional, (50)
"We had a wonderful time at The Little Blue Cottage. Everything was impeccably clean and very comfortable. 1The view of the water was beautiful. Forrest, the owner, was very responsive and accommodating. Ovwrall, we enjoyed our stay and would love to back sometime. "
United States
Liz M.
The Little Blue Cottage - Topping : Waterfront!
Terrace/patio
Kimary Cove - Waterfront Relaxation and NO CLEANING FEE

Vacation Home in Cobbs Creek

9.2 out of 10, Wonderful, (14)
"The place and grounds were beautiful. The hosts were extraordinarily accommodating."
United States
Janet C.
Kimary Cove - Waterfront Relaxation and NO CLEANING FEE
Outdoor dining
Spacious waterfront home with dock and sunset view

Vacation Home in Kilmarnock

9.6 out of 10, Exceptional, (12)
"Much more relaxing than a hotel nice view will stay again"
United States
Goodwin W.
Spacious waterfront home with dock and sunset view
Exterior
Mid-century modern meets classic cape on the coast.

Vacation Home in Moon

9.8 out of 10, Exceptional, (18)
"We stayed here once before, so we were already familiar with the home. We had another wonderful stay! Nearby beaches, great restaurants and very friendly people. "
United States
Ann B.
Mid-century modern meets classic cape on the coast.
Exterior
Bay Dream Believer Cottage on Beautiful East River Waterfront

Cottage in Mathews

2.0 star property
10.0 out of 10, Exceptional, (22)
"Great quiet location. Very cozy home. Great time at location. "
United States
James C.
$417 nightly
The price is $460
Nov 20 - Nov 21
Total with taxes and fees
Bay Dream Believer Cottage on Beautiful East River Waterfront
3 bedrooms, memory foam beds, iron/ironing board, free WiFi
MILLION $ VIEWS NO EXTRA CHARGE! HOT TUB! POOL! BEACH! RESORT-LIKE AMENITIES!

Vacation Home in Hallieford

10.0 out of 10, Exceptional, (157)
"This was a quick get away for myself and my loved one for my birthday that was perfect. We had the best time playing in the water with the paddleboard, fishing, cooking on the grill, relaxing in the hot tub. "
United States
Alyssa W.
MILLION $ VIEWS NO EXTRA CHARGE! HOT TUB! POOL! BEACH! RESORT-LIKE AMENITIES!
Game room
Secluded, Waterfront Retreat: Fire pit, Private Dock, Game Room, Kayaks!

Vacation Home in Reedville

9.8 out of 10, Exceptional, (62)
"Beautiful house with great views, fantastic amenities. "
United States
Monica
Secluded, Waterfront Retreat: Fire pit, Private Dock, Game Room, Kayaks!
Exterior
The Farm Overlook Treehouse At Blanchard Farm

Cabin in Diggs

10.0 out of 10, Exceptional, (1)
$105 nightly
The price is $116
Nov 20 - Nov 21
Total with taxes and fees
The Farm Overlook Treehouse At Blanchard Farm
On the beach, sun loungers
Bay Front Small Contemporary

Vacation Home in Reedville

9.8 out of 10, Exceptional, (115)
"Great place with a spectacular view. Would definitely love to stay again!"
United States
Jasper W.
Bay Front Small Contemporary
Outdoor spa tub
Enjoy family fun and Sunsets at Piankatank Point.

Vacation Home in Saluda

9.6 out of 10, Exceptional, (67)
"We had such a nice time on Piankatank Point! The owner was very cooperative and we loved the hot tub, the pool table and the kayaks. A great place for a family vacation."
United States
Clare C.
Enjoy family fun and Sunsets at Piankatank Point.
Property grounds
Bubba Butler's Cottage

Cottage in Locust Hill

10.0 out of 10, Exceptional, (21)
"What a great little cottage right in the water. We loved it and can’t wait to go back. "
United States
Amy G.
Bubba Butler's Cottage
Outdoor pool, a heated pool
Private infinity pool, plus your own dock, kayaks, and bikes on the waterfront!

Vacation Home in Reedville

9.6 out of 10, Exceptional, (95)
"Great place to relax and catch blue crabs!we enjoy kayaking, pool coziness of the place. Only one thing we wish was little bit better was Wi-Fi connection but otherwise everything was perfection.!!!"
United States
Maria A.
Private infinity pool, plus your own dock, kayaks, and bikes on the waterfront!
Terrace/patio
Bayfront Escape, Private Dock, Large Deck, and Views!

Vacation Home in Hudgins

10.0 out of 10, Exceptional, (2)
"We had a wonderful stay at this property! The location was perfect- beautiful and peaceful right on the water. Dock was a great place to hang out at same with the cut-out beach areas. There is a great little restaurant nearby called hole-in-the-wall which had great food and the marina is just minutes away if you are looking to rent a boat or get out on the water.Overall, it was a fantastic stay and I would definitely recommend this home to anyone looking for a relaxing getaway in a quiet...
United States
Hoda P.
$361 nightly
The price is $398
Dec 1 - Dec 2
Total with taxes and fees
Bayfront Escape, Private Dock, Large Deck, and Views!
Interior
Little Bay Waterfront Retreat

Vacation Home in White Stone

9.8 out of 10, Exceptional, (67)
"The absolute best location!"
United States
Kristin R.
Little Bay Waterfront Retreat
Property grounds
Private, 7-acre waterfront retreat on Winter Harbor Haven

Vacation Home in Port Haywood

10.0 out of 10, Exceptional, (141)
"Beautiful location for a trip. Whether you enjoy fishing or kayaking, it's a nature lovers paradise. Close to attractions like Virginia Beach locations and Williamsburg. Mathews is a quaint town to explore. Bethel Beach is a must see. "Hole-in-the-Wall" - delicious lunch option. "
United States
Sheldon & Lisa Z.
Private, 7-acre waterfront retreat on Winter Harbor Haven
Outdoor dining
Autumn in Irvington - it’s so inviting and gorgeous. And it’s waiting for you!

Cottage in Irvington

10.0 out of 10, Exceptional, (303)
"Very clean and relaxing. Enjoyed the stay and check out was so easy. "
United States
Ralph C.
Autumn in Irvington - it’s so inviting and gorgeous. And it’s waiting for you!
Property grounds
Campsite #4 At Blanchard Farm

Camping in Diggs

$40 nightly
The price is $44
Nov 20 - Nov 21
Total with taxes and fees
Campsite #4 At Blanchard Farm
Marina
Victorian Farmhouse w/ private waterfront & pier at the mouth of Mobjack Bay

Vacation Home in FOSTER

10.0 out of 10, Exceptional, (46)
"The property is wonderfully idyllic and peaceful. Loved the screened-in porch and would sit out in the early morning hours and watch the deer, herons, cranes,bunnies, etc. Wish that we could have stayed longer!!"
United States
Pat C.
Victorian Farmhouse w/ private waterfront & pier at the mouth of Mobjack Bay
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

Enjoy family fun and Sunsets at Piankatank Point.

Enjoy family fun and Sunsets at Piankatank Point.

10/10 Excellent
"Great place!! Loved everything about it! "
Adam P. 3-night trip
Posted 10 days ago
Enjoy family fun and Sunsets at Piankatank Point.

Find out more about Windmill Point

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 $39 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.

Explore a world of travel with Expedia

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?

Chesapeake Bay Beachfront Retreat: This Windmill Point vacation home rental is located on the beach and has a patio, a selection of games, and a barbecue grill to put you at ease in your new surroundings. It has 4 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 13 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 Compass Entertainment Complex, or get outside and enjoy nature at Chesapeake Bay. White Stone Beach and Deltaville Marina 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.