Wachapreague Vacation Rentals

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Vacation 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!

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

Two separate Apartments

3.0 star property
Two separate Apartments

Seaside Retreat

3.0 star property
Seaside Retreat

Nassawadox Creek Waterfront Home with Private Pool

10.0 out of 10, Exceptional, (56)
"We had everything we needed. A very quiet, relaxing weekend. "
Nassawadox Creek Waterfront Home with Private Pool

Charming Cottage - Ultimate Relaxation Destination

10.0 out of 10, Exceptional, (123)
"I had stayed at this property in the past and was really glad to get to stay again. It is clean, quiet, and close to the town center of Onancock. Really looking forward to returning!"
Charming Cottage - Ultimate Relaxation Destination

Remote Secluded Waterfront Estate OPEN for Chincoteague Pony Week. Only 37 Mi

9.2 out of 10, Wonderful, (157)
"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 Waterfront Estate OPEN for Chincoteague Pony Week. Only 37 Mi

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

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

Chesapeake Bay Retreat Private Dock + Beach

10.0 out of 10, Exceptional, (1)
"Came to the eastern shore for a wedding-could not have found a better property or owner! Great communication, property was better than advertised—we will be back!! Thanks so much to Genevieve for being so attentive and helpful!!!"
Chesapeake Bay Retreat Private Dock + Beach

Thelma’s Dawn Getaway! A true No Drama Zone

10.0 out of 10, Exceptional, (158)
"Location is key here along w/on-site host's concern w/keeping all happy and entertained. Had a great few days!"
Thelma’s Dawn Getaway! A true No Drama Zone

Private Country Beach Retreat

10.0 out of 10, Exceptional, (12)
"Our family had a wonderful stay! The property is so peaceful. The hosts have thought of and provided everything you might need creating a comfortable stay. We can’t wait to return!"
Private Country Beach Retreat

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

10.0 out of 10, Exceptional, (1)
"Peaceful, relaxing place with wonderful waterfront views. House is spacious and well-stocked, with a large fenced yard. We enjoyed catching fish and blue crabs right from the dock and kayaking on the river. Highly recommend. "
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!

Virginia Landing RV Campground

2.0 star property
8.0 out of 10, Very good, (36)
The price is CA $211
CA $233 total
includes taxes & fees
Sep 15 - Sep 16
Virginia Landing RV Campground

Awesome private off grid cabin with creek view.

9.8 out of 10, Exceptional, (16)
"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.

Family Friendly Waterfront Escape w/pier, gameroom, and fire pit!

9.4 out of 10, Exceptional, (6)
"The property was perfect for a very relaxing weekend. The house was exactly what we needed for our little group."
Family Friendly Waterfront Escape w/pier, gameroom, and fire pit!

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

10.0 out of 10, Exceptional, (57)
"First, the house is clean, well-stocked with the comforts of home, and architecturally stunning in a classic/traditional way. The sunsets are amazing. The breezes off the bay are refreshing. The whole property has a sense of peace. As a young man, I grew up fishing the many lakes, bays and marshlands of Louisiana …. also I worked and played on my grandfather’s farm in Virginia. This plays combines the two, magnificently. My wife, our two young boys, and the dog were at ease in this wonderful...
Waterfront Estate - Amazing Views And Sunsets - Pet Friendly - New rate for 2025

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 CA $210
CA $439 total
includes taxes & fees
Sep 6 - Sep 7
Newly Constructed Second Floor Modern Studio Apartment Unit 2 ~ Sleeps 6

Secluded Seaside Village Retreat in Fishing Town

9.4 out of 10, Exceptional, (13)
"We were very comfortable during our stay!"
Secluded Seaside Village Retreat in Fishing Town
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 Wachapreague Hotel Reviews

Find out more about Wachapreague

Find out more about Wachapreague

Everything you need to know about Wachapreague 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 Wachapreague vacation rental for you. At Expedia, you can take your pick from private vacation 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Wachapreague vacation 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 vacation 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 vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Wachapreague vacation rentals we have selected for you start as low as CA $210 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 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 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 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 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 vacation rentals in Wachapreague?

Yes, we have vacation rentals close to popular local attractions in Wachapreague, or you can choose a more remote 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 vacation rentals like in Wachapreague?

Vacation rentals are private properties you can book for a couple days or more in Wachapreague. Vacation rentals offer extras such as WiFi and washers and dryers so you'll feel right at home. If you're concerned about a sanitized environment, a vacation rental can offer a sense of security away from public hotel elevators and lobbies bustling with people while still allowing you the excitement and enjoyment of travel. You'll also find more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is a popular choice for family gatherings.