Wachapreague Holiday Rentals

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Holiday Rentals in Wachapreague

TV, fireplace, books
Virginia Retreat w/ Porch & Grill, Near Beaches!
10.0 out of 10, Exceptional, (2)
"Wonderful hosts!"
Virginia Retreat w/ Porch & Grill, Near Beaches!
Property grounds
As close as you can get to the ocean south of Chincoteague
10.0 out of 10, Exceptional, (122)
"The house was perfect for our family’s long weekend stay in April 2024. The location is splendid for its views, water accessibility and peace and quiet. We kayaked to the barrier island (approx.15 min) and found many pristine whelk sea shells. We thoroughly enjoyed crabbing and fishing in the creek as well bird watching. The homeowners really have provided just about everything you could ask for as far as amenities and supplies. Additionally they were very helpful and informative when we had...
The price is NZ$935
includes taxes & fees
23 May - 24 May
As close as you can get to the ocean south of Chincoteague
Outdoor pool
Nassawadox Creek Waterfront Home with Private Pool
10.0 out of 10, Exceptional, (31)
"All girls weekend was a great success. The house was clean and comfortable. Very vintage style. The view was great."
Nassawadox Creek Waterfront Home with Private Pool
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View from property
Charming 3-bedroom house with game room in Historic Onancock. Pet friendly
10.0 out of 10, Exceptional, (1)
"The property was very clean. Had plenty of little extra things as in coffee and snacks!! All the parking was a positive plus."
Charming 3-bedroom house with game room in Historic Onancock. Pet friendly
Fridge, microwave, stovetop, dishwasher
Stunning Chesapeake Bay Farmhouse w/ Dock & Kayaks
10.0 out of 10, Exceptional, (1)
"I knew instantly that this was the place for our group of 10! Lots of space to accommodate that many people in one area. It is a bit of a drive into Cape Charles, but it is worth it! Highly recommend this house!"
Stunning Chesapeake Bay Farmhouse w/ Dock & Kayaks
1 bedroom, free WiFi, bed sheets
Newly Constructed Second Floor Modern Studio Apartment Unit 2 ~ Sleeps 6
10.0 out of 10, Exceptional, (20)
"The room was as presented. Clean and nicely appointed. Some noise from downstairs reminded us of apartment living. It would have helped to be assured that there was no way to get from ground level apartment to the upstairs apartment from inside."
The price is NZ$549
includes taxes & fees
17 May - 18 May
Newly Constructed Second Floor Modern Studio Apartment Unit 2 ~ Sleeps 6
Exterior
Charming Cottage - Ultimate Relaxation Destination
10.0 out of 10, Exceptional, (106)
"My husband and I chose this destination as a little getaway. The space was a perfect way to relax and leave everyday cares behind. While Onancock is a little town, it it chock full of different things to do. There are many galleries to explore. There are diverse dining opportunities. If you prefer to explore the surrounding area, there are options within a half hour drive in any direction. The Sea Glass Cottage is a very clean and quiet space. It is well stocked with all of the amenities of a...
Charming Cottage - Ultimate Relaxation Destination
On the beach, sun-loungers, beach umbrellas
This is the NO DRAMA ZONE you have been looking for! Come relax and HAVE FUN!
10.0 out of 10, Exceptional, (151)
"We enjoyed a beautiful, peaceful stay, it's a return visit to the property for us, so we knew what to expect and look forward to it. Never disappointed staying here, Christi helps you feel very welcome to use and enjoy the property."
This is the NO DRAMA ZONE you have been looking for! Come relax and HAVE FUN!
Beach
*SANDY HILL SUNSETS*
10.0 out of 10, Exceptional, (71)
"From start to finish, Christie was warm, friendly and welcoming. The hospitality and communication were off the charts. The private beach view is one of the most amazing views we experienced. Very private and a long stretch of beach to walk along. The place was clean and has everything you need from a basics standpoint. The surroundings were awesome. Lots of fields and nature to explore nearby with the golf cart. Highly recommend and will be back."
*SANDY HILL SUNSETS*
On the beach, sun-loungers, beach towels
Luxury Waterside Estate With Stunning Views And Sunsets. Pet Friendly
10.0 out of 10, Exceptional, (50)
"Very well appointed and stocked spacious home, on a beautiful private property directly on the Bay. Fantastic views and sunsets. Host provides lots of recreation toys and has a excellent docking/ramp facility for convenience. Susan is committed to providing the best possible experience for her guests. Would highly recommend."
Luxury Waterside Estate With Stunning Views And Sunsets. Pet Friendly
Property grounds
Inviting Waterfront Cottage on Cedar Creek
10.0 out of 10, Exceptional, (24)
"Ideal location to relax, enjoy the waterfront close to Onacock, VA. Charming town with friendly residents. Home was well maintained and clean. Has spectacular view of the creek with a dock. Home well landscaped. Check in and out easy. Owner concerned about a pleasurable experience."
Inviting Waterfront Cottage on Cedar Creek
Exterior
ESVA Down by the Sea & Pet Friendly
10.0 out of 10, Exceptional, (1)
"Very comfortable. Very quiet. Everything we needed to make our stay comfortable was provided. Property is close to shopping, restaurants and water to make our stay enjoyable!"
ESVA Down by the Sea & Pet Friendly
Fridge, oven, stovetop, dishwasher
SOUTHSIDE COTTAGE ~No Cleaning Fee~
10.0 out of 10, Exceptional, (7)
"Cute little house done very well inside. Nice beds. Couldn't get the wifi to work on laptop but phone worked ok."
SOUTHSIDE COTTAGE ~No Cleaning Fee~
Lake
Bayfront Retreat w/ Game Room + Outdoor Pool!
9.8 out of 10, Exceptional, (23)
"Beautiful location! Great for a family long weekend! We had a awesome time together!"
Bayfront Retreat w/ Game Room + Outdoor Pool!
Interior
Luxury Beachfront 5 Bedroom, 3.5 Bath home with 200 ft. of PRIVATE BEACH!
9.8 out of 10, Exceptional, (31)
"This is the third year we've stayed at this house and we still love it. The gentle bay is perfect for young kids and the house is great. We loved the new table that seats 10. The realtors are not response on VRBO but are very helpful if you call the Blue Heron office. Hoping this house will be available to book in 2023."
Luxury Beachfront 5 Bedroom, 3.5 Bath home with 200 ft. of PRIVATE BEACH!
View from property
Beachfront home, breathtaking views & sunsets
9.8 out of 10, Exceptional, (44)
"The property was great. It had amazing access to the bay. It had good amenities and a good yard. It is pet friendly and our dogs loved it."
Beachfront home, breathtaking views & sunsets
Beach/ocean view
Secluded Seaside Village Retreat in Fishing Town
9.6 out of 10, Exceptional, (8)
"We were very comfortable during our stay!"
Secluded Seaside Village Retreat in Fishing Town
3 bedrooms, iron/ironing board, free WiFi, bed sheets
Remote/Secluded Waterfront Estate w/ Free Kayak & Canoe Use, Crabs, BOOK EARLY
9.4 out of 10, Exceptional, (142)
"The stay was great if you don’t mind cameras watching you. Propane tank was empty, couldn’t sit on balcony because straw would go up my ass from the crappy chairs. Stove top was dirty with mysterious fluid. It was what it was. Plenty to do in area. Plenty of undersize crab available- we threw them back."
Remote/Secluded Waterfront Estate w/ Free Kayak & Canoe Use, Crabs, BOOK EARLY
Property grounds
Awesome private off grid cabin with creek view.
9.4 out of 10, Exceptional, (8)
"This cabin is absolutley perfect and everything you need. Plenty of firewood for both the fire pit and wood burning stove. I loved being able to use my cast iron skillets on the wood stove inside cabin. We did not use the outdoor shower as did not feel necessary because nice and cool outside. Being conscience with conserving power was a nice disconnect to sit by fire and candlelight all night!! Our pups enjoyed the new smells too! A perfect spot to take a day trip into Ocean City and Deleware as...
Awesome private off grid cabin with creek view.
Property grounds
Charming Waterfront Cottage with Boat Ramp and Swim Dock near Assateague
9.4 out of 10, Exceptional, (16)
"We have stayed at the main house and now at the small bunk house next door. The location and the amenities at this property make it a great place to stay. We have stayed at a number of places on the Eastern Shore, but this one is by far the best."
Charming Waterfront Cottage with Boat Ramp and Swim Dock near Assateague
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See all available properties in Wachapreague
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.

Other types of properties in Wachapreague you may be interested in

TV, fireplace, books
Virginia Retreat w/ Porch & Grill, Near Beaches!
10.0 out of 10, Exceptional, (2)
"Wonderful hosts!"
Virginia Retreat w/ Porch & Grill, Near Beaches!
Interior entrance
Wachapreague Inn
3.0 star property
9.2 out of 10, Wonderful, (74)
"I liked the friendly staff! "
The price is NZ$217
includes taxes & fees
27 May - 28 May
Wachapreague Inn
Interior
Virginia Retreat w/ Porch & Grill, Near Beaches!
3.0 star property
Virginia Retreat w/ Porch & Grill, Near Beaches!
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.

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Wachapreague holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Wachapreague. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Wachapreague. Seeing all the best attractions is bound to make you fall in love with Wachapreague. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Wachapreague short-term rentals, that won’t be hard to do.

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?

Explore the area and family-friendly sights such as North Street Market, or get out into nature at a spot like Parramore Beach. Northampton Shopping Center and Eastern Shore Railway Museum are a couple of places you'll find in the wider area.

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.

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