Holiday Rentals in Wachapreague

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Holiday Rentals in Wachapreague

Virginia Retreat w/ Porch & Grill, Near Beaches!

10.0 out of 10, Exceptional, (4)
"Beautiful home; worked perfectly for our family!"
Virginia Retreat w/ Porch & Grill, Near Beaches!

Virginia Retreat w/ Porch & Grill, Near Beaches!

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

Two separate Apartments

3.0 star property
Two separate Apartments

Seaside Retreat

3.0 star property
Seaside Retreat

Stunning Chesapeake Bay Farmhouse w/ Dock & Kayaks

10.0 out of 10, Exceptional, (4)
"We had a great time and stay at this property!! Would love to stay here again!"
Stunning Chesapeake Bay Farmhouse w/ Dock & Kayaks

Nassawadox Creek Waterfront Home with Private Pool

10.0 out of 10, Exceptional, (39)
"This is a beautiful house and Nancy is an outstanding host. We enjoyed sitting by the pool and birdwatching. My wife wanted to take the scenic main room home with us. "
Nassawadox Creek Waterfront Home with Private Pool

As close as you can get to the ocean south of Chincoteague

10.0 out of 10, Exceptional, (134)
"We had a wonderful time at this beautifully appointed home. Everything was just as advertised. Six kayaks, gas grill, beautiful view and great kitchen/dining areas. Our hostess was wonderful to us. "
As close as you can get to the ocean south of Chincoteague

Secluded/Remote/Waterfront Estate BOOK NOW OPENINGS GOING QUICK

9.4 out of 10, Exceptional, (151)
"This was exactly what I was looking for. The Property is very private and the yard surrounding the house was huge. I found it comfortable and cozy. Randy was very accommodating and asked that you respected his property and clean up after yourself and your pets which is to be expected were I come from, a small ask. He had plenty to offer. The private dock and water access was perfect and being able to us his canoes and kayaks was a very nice extra. One of my favorite things was the very large...
Secluded/Remote/Waterfront Estate BOOK NOW OPENINGS GOING QUICK

Awesome private off grid cabin with creek view.

9.6 out of 10, Exceptional, (14)
"Exactly what we were looking for! Indoor stove ready to go upon our arrival. Very cold weekend but the stove works really well to keep it warm inside. Gas grill outside. Everything you need to do basic cooking inside. Would absolutely stay again!"
Awesome private off grid cabin with creek view.

Harbor Master-Waterfront 3 bedroom home with endless pool pickleball in Onancock

Harbor Master-Waterfront 3 bedroom home with endless pool pickleball in Onancock

Charming Cottage - Ultimate Relaxation Destination

10.0 out of 10, Exceptional, (113)
"This cottage was perfectly appointed and was located less than a 10 minute walk into downtown Onancock. The cottage was spacious inside and the property had a nice fire pit area by a little creek. Doris was easily accessible and we would rent here again. "
Charming Cottage - Ultimate Relaxation Destination

Bayfront Retreat w/ Game Room + Outdoor Pool!

9.8 out of 10, Exceptional, (32)
"Our second time staying at the house. We absolutely love the property and all its surrounding wildlife. Enjoyed spending time hiking, fishing, crabbing, and watching eagles flying over the water. The house is clean and well stocked, and the game room is a great place to spend time in the evenings or rainy days. The hosts are attentive and helpful. Looking forward to visiting again!"
Bayfront Retreat w/ Game Room + Outdoor Pool!

Secluded Seaside Village Retreat in Fishing Town

9.8 out of 10, Exceptional, (12)
"This is such a sweet home in a great neighborhood. We came up for a short fishing trip in the bay and were so happy with the location and the house. The property is close to restaurants, grocery stores, and boat launches. It is an older home, so it does have a few quirks but overall has everything needed for a comfortable stay. I can’t say enough good things about the owner. He is so kind and responsive which made our trip that much more enjoyable. "
Secluded Seaside Village Retreat in Fishing Town

Charming Painter Home w/ Chesapeake Bay Views

8.2 out of 10, Very good, (43)
"Stayed here to go fishing worked out great"
Charming Painter Home w/ Chesapeake Bay Views

This is the NO DRAMA ZONE you have been looking for! Come relax and HAVE FUN!

10.0 out of 10, Exceptional, (157)
"lovely quiet neighborhood in rural area. Kristy and Rick offer amenities you may not have at other properties. fishing gear, paddle boards, sea kayaks beach chairs and umbrella. dont worry if you forgot something. Our hosts were very accommodating and wanted to be sure we enjoyed our stay"
This is the NO DRAMA ZONE you have been looking for! Come relax and HAVE FUN!

Luxury Beachfront 5 Bedroom, 3.5 Bath home with 200 ft. of PRIVATE BEACH!

9.8 out of 10, Exceptional, (34)
"This was my family's 4th time staying at the Sand Castle so I don't have much to add since my previous reviews. We did not notice that the listing had changed since we had booked and were sorry to see that the bunkbeds had been removed but we worked things out. Also the beach has changed quite a bit and the sand disappears completely at high tide now. This is obviously not related to VRBO or the homeowner, just something future renters may want to know. We still had a good time, we just had to...
Luxury Beachfront 5 Bedroom, 3.5 Bath home with 200 ft. of PRIVATE 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*

Timeless Elegance with Modern Luxury: Historic 6-Bedroom Home-Newly Renovated!

10.0 out of 10, Exceptional, (1)
"This location worked well for our large group which comprised of 3 generations. The historic style of the home works well with the renovations which include strong WiFi, new appliances and plenty of high-tech flat screen televisions. The area was very quiet and near plenty of shopping locations. This was the perfect home for family time and bonding. The host was responsive to our questions and requests. We definitely plan to stay here again! Thanks, Steve! Your home was perfect for our...
Timeless Elegance with Modern Luxury: Historic 6-Bedroom Home-Newly Renovated!

Home on Chesapeake Bay: Large Yard, Fire Pit

9.0 out of 10, Wonderful, (6)
"Very comfortable, clean and cute place with a peaceful back yard where we watched wildlife, and the neighbors adorable flock of chickens! ! Great location close to town."
Home on Chesapeake Bay: Large Yard, Fire Pit

Exquisite 4 bedroom, 3 and a half bath Georgian Estate Home on the Beach!

10.0 out of 10, Exceptional, (3)
"This house is so special. For a Northeast city girl, this was the quintessential Southern home looking out right on the bay. Its beautiful wrap-around porches and outdoor seating areas hit the spot. And the sunsets....wow! It's very isolated and peaceful. My family and I enjoyed it immensely, getting to Cape Charles (a super cute town) was a bit of a drive but it was very nice to leave the compound! The house was clean, had an open floor plan and the kitchen was well stocked (all appliances and...
Exquisite 4 bedroom, 3 and a half bath Georgian Estate Home on the Beach!
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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Other types of properties in Wachapreague you may be interested in

Wachapreague Inn

3.0 star property
9.2 out of 10, Wonderful, (92)
"We were greeted by Stanley, the cat. Everyone was super friendly & helpful."
The price is €131
includes taxes & fees
21 Jan - 22 Jan
Wachapreague Inn

Virginia Retreat w/ Porch & Grill, Near Beaches!

10.0 out of 10, Exceptional, (4)
"Beautiful home; worked perfectly for our family!"
Virginia Retreat w/ Porch & Grill, Near Beaches!

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.

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 are some of the best holiday rentals that Wachapreague has to offer?

Virginia Retreat w/ Porch & Grill, Near Beaches!: This highly rated holiday home rental in Wachapreague offers a fireplace, a selection of games and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a microwave and a coffee maker, so that you can cook with friends or family.

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. Wachapreague Town Hall and Herbert Powell Memorial Park 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.