Wachapreague Holiday Rentals

Start date: Check-in selected.
To Date
End date: Check-out
    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
In two weeks

Holiday Rentals in Wachapreague

Virginia Retreat w/ Porch & Grill, Near Beaches!

3.0 star property
Virginia Retreat w/ Porch & Grill, Near Beaches!

Artist Apartment - Idyllic villa steps from Town & the waterfront!

10.0 out of 10, Exceptional, (1)
"We absolutely loved our stay at the Artist Apartment! The space is beautifully designed with plenty of room inside, and the outdoors space is just as nice! Between the two decks, the screened porch connecting them and the backyard with its magical lighting, there was always a perfect spot to relax and enjoy the ambiance. We especially appreciated how much space there was for everyone to spread out and have their own quiet moments. The location was perfect, right on main street within walking...
Artist Apartment - Idyllic villa steps from Town & the waterfront!

Seaside Retreat

3.0 star property
Seaside Retreat

Two separate Apartments

3.0 star property
Two separate Apartments

Nassawadox Creek Waterfront Home with Private Pool

10.0 out of 10, Exceptional, (58)
"Beautiful property and house. Everything was very clean. Great neighbors who helped us out in a pinch. And Nancy, our host, so kind and gracious. I hope to come back many more times."
Nassawadox Creek Waterfront Home with Private Pool

Charming Waterfront Cottage with Boat Ramp and boat docking - Pet Friendly

9.6 out of 10, Exceptional, (22)
"We enjoyed our stay - everything was provided and comfortable. We definitely recommend the location - could go kayaking, biking, and enjoy the back porch every day."
Charming Waterfront Cottage with Boat Ramp and boat docking - Pet Friendly

A Little Serenity- A Cozy One Bedroom Escape in Quant Onancock,Mid-Eastern Shore

10.0 out of 10, Exceptional, (3)
"Very convenient location and Steve was very attentive to our needs - even the dog enjoyed the stay."
The price is NZ$306
includes taxes & fees
6 Oct - 7 Oct
A Little Serenity- A Cozy One Bedroom Escape in Quant Onancock,Mid-Eastern Shore

Whimsical Cottage with Gorgeous Views of the Bay, overlooking Russell Marina.

10.0 out of 10, Exceptional, (85)
"We had a great time at Colette’s and she was super communicative. Would recommend for a quiet, relaxing getaway!"
Whimsical Cottage with Gorgeous Views of the Bay, overlooking Russell Marina.

Remote/Secluded Estate with Plenty of Crabs, Dock and Cooking Station

9.2 out of 10, Wonderful, (158)
"We had an absolute blast over Memorial Day weekend! The house was the perfect getaway — peaceful, relaxing, and full of little adventures. The pier was a highlight for us. We caught 3 stingrays, 2 eels, fish, crab, and even oysters — such a fun variety that kept us on our toes!It was also such a treat to bring our dogs along and include our fur family in the fun. We enjoyed dinner every night in the screened-in patio and sipped coffee each morning on the upstairs deck — just the kind of relaxing...
Remote/Secluded Estate with Plenty of Crabs, Dock and Cooking Station

Charming Cottage - Ultimate Relaxation Destination

10.0 out of 10, Exceptional, (124)
"Very nice cute cottage, well stocked. only downfall is that windows don't open in some of the rooms due to age and excess paint."
Charming Cottage - Ultimate Relaxation Destination

Virginia Landing RV Campground

2.0 star property
8.0 out of 10, Very good, (36)
The price is NZ$289
includes taxes & fees
6 Oct - 7 Oct
Virginia Landing RV Campground

Waterfront, Gorgeous 4 BDR, 3 BA Beautiful views & sunsets

10.0 out of 10, Exceptional, (4)
"We enjoyed our stay. The house, views, location, kitchen, water, and yard were great! The access to the bay was a little tricky and had a bunch of strangers using it too."
Waterfront, Gorgeous 4 BDR, 3 BA Beautiful views & sunsets

Waterfront Estate - Amazing Views And Sunsets - Pet Friendly - New rate for 2025

10.0 out of 10, Exceptional, (57)
"Enjoyed the well stocked home filled with everything from kayaks, sun umbrellas and chairs to big spray. Had a wonderful time!"
Waterfront Estate - Amazing Views And Sunsets - Pet Friendly - New rate for 2025

Thelma’s Dawn Getaway! A true No Drama Zone

10.0 out of 10, Exceptional, (158)
"Super friendly host and lovely cottage!! Steps from the bay with a private beach! Close to Cape Charles for food and shopping. "
Thelma’s Dawn Getaway! A true No Drama Zone

Chesapeake Bay Retreat Private Dock + Beach

10.0 out of 10, Exceptional, (3)
"Wonderful house and phenomenal lot. Very well appointed and extremely well stocked. The lot is absolutely amazing…private, serene and gorgeous views on the water. We’ll definitely return."
Chesapeake Bay Retreat Private Dock + Beach

Harbor Master-Waterfront 3 bedroom home with endless pool pickleball fenced yard

10.0 out of 10, Exceptional, (2)
"What a great stay! Nice location and very quiet. Thoughtful kitchen amenities were appreciated. Definitely worth a return stay!!"
Harbor Master-Waterfront 3 bedroom home with endless pool pickleball fenced yard

Waterfront Retreat- Relaxing Family Fun! King Bed, Private Dock great 4 Fishing!

10.0 out of 10, Exceptional, (2)
"Very clean beautiful home lots of room. Family oriented. Beautiful view,plentiful parking space quiet peaceful relaxing pla e to stay. Highly recommend for a wonderful vacation or getaway. "
Waterfront Retreat- Relaxing Family Fun! King Bed, Private Dock great 4 Fishing!

Visit waterfront Camp Belle Haven now!

10.0 out of 10, Exceptional, (3)
"Stayed here with my parents, husband, and adult children - we had a family wedding nearby. Fantastic location and great, comfortable house with lots of gathering places - we thoroughly enjoyed the 3 season room, and my adult children took advantage of the dock and kayak! The property manager allowed us to bring our dog with us (for a pet fee) which was greatly appreciated!"
Visit waterfront Camp Belle Haven now!

Awesome private off grid cabin with creek view.

9.8 out of 10, Exceptional, (17)
"Beautiful slice of heaven on the creek. Lots of wildlife and close enough to downtown that you can have a nice night out or just light a fire and enjoy nature."
Awesome private off grid cabin with creek view.

Newly Constructed Second Floor Modern Studio Apartment Unit 2 ~ Sleeps 6

10.0 out of 10, Exceptional, (26)
"Wonderful stay and beautiful accomodations"
The price is NZ$403
includes taxes & fees
6 Oct - 7 Oct
Newly Constructed Second Floor Modern Studio Apartment Unit 2 ~ Sleeps 6
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Wachapreague Hotel Reviews

Find out more about Wachapreague

Find out more about Wachapreague

Everything you need to know about Wachapreague 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 Wachapreague 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 Wachapreague holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Wachapreague holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Wachapreague. 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 Wachapreague 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 Wachapreague holiday rentals we have selected for you start as low as NZ$289 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Wachapreague rentals

At Expedia, we put the best Wachapreague 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 Wachapreague 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 Wachapreague 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 Wachapreague. 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

Are there holiday rentals in Wachapreague?

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

What can I see and do in Wachapreague?

Seaside Park and Nature Conservancy Bird and Wildlife Observation Station are a couple of lovely local spots to get outside and enjoy nature. Port Of Wachapreague Town Marina and Wachapreague Town Hall are other places to visit while you're in town.

What are holiday rentals like in Wachapreague?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Wachapreague. Holiday rentals offer amenities such as WiFi and washers and dryers so you'll have everything you want. If you're concerned about cleanliness, holiday rentals can offer a sense of security away from public hotel lifts and lobbies bustling with people while still allowing you the experience 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 option for small groups.