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, (5)
"We visited my dad for his birthday. We know the area well and enjoyed our stay. "
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!

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

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/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

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

Charming Cottage - Ultimate Relaxation Destination

10.0 out of 10, Exceptional, (114)
"This was our second stay. It’s extremely convenient to Commonwealth Senior Living where my mother lives. This was a sweet little cottage to relax and regroup after some very hard days of moving her to Assisted Living. "
Charming Cottage - Ultimate Relaxation Destination

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...
The price is €817
includes taxes & fees
4 Mar - 5 Mar
Timeless Elegance with Modern Luxury: Historic 6-Bedroom Home-Newly Renovated!

Inviting Waterfront Cottage on Cedar Creek

10.0 out of 10, Exceptional, (34)
"Lovely small town!"
Inviting Waterfront Cottage on Cedar Creek

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

10.0 out of 10, Exceptional, (76)
"Our family had a great time staying there for Thanksgiving. The house was charming and beautifully decorated in the style of the Eastern Shore. Plenty of space to hang out or spread out! The kids really loved the Turtle Room We would certainly stay here again!"
Whimsical Cottage with Gorgeous Views of the Bay, overlooking Russell Marina.

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

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

9.0 out of 10, Wonderful, (2)
Family Friendly Waterfront Escape w/pier, gameroom, and fire pit!

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!

ESVA Down by the Sea & Pet Friendly

9.4 out of 10, Exceptional, (3)
"My work team stayed here while on a project for Eastern Shore. It is a good location for our project. GPS did led us to the wrong location, but the homeowner helped. The house was clean, and the beds were comfortable. "
ESVA Down by the Sea & Pet Friendly

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

10.0 out of 10, Exceptional, (54)
" We looked at many properties that were on the water, secluded, and pet friendly. No other option came close. Zero city. All views, stars, water, peace and quiet. Complete with full wrap around fence for the dogs to roam free. Perfect off season location to relax and recharge. Host was easily reachable and we had zero issues. The view from the master bedroom is incomparable. "
Waterfront Estate - Amazing Views And Sunsets - Pet Friendly - New rate for 2025

Calling all hunters, almost 33 more acres across the street used for hunting.

8.8 out of 10, Excellent, (28)
"This house and property are beautiful. It is very secluded and right on the water. The house was spotless when I arrived and has everything you need or want. The pool is huge. I had an awesome stay and I cannot wait until I go back in August!"
Calling all hunters, almost 33 more acres across the street used for hunting.

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.

*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*

Family retreat with private beach Eastern Shore

Family retreat with private beach Eastern Shore

Waterfront family home with great views, full kitchen, & strong Wi-Fi.

10.0 out of 10, Exceptional, (4)
"We stayed to do a fishing tour in the bay, and it was perfect. It was extremely clean, and we loved the layout. It had plenty of space for our family. It has a nice dock and a fire pit in the backyard. Overall, there are only good things to say about this property. If you are planning a visit to the area, it is well worth it!"
Waterfront family home with great views, full kitchen, & strong Wi-Fi.
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)
"The front desk staff were amazing! They had answers for all the questions we asked about the area. Stanley greeted us with a purr. He has to be the sweetest cat ever! Shower water was perfectly hot, bed was comfy. Easy drive to restaurants and sights in the area. We were there in the winter and plan on coming back in the spring."
The price is €157
includes taxes & fees
20 Feb - 21 Feb
Wachapreague Inn

Virginia Retreat w/ Porch & Grill, Near Beaches!

10.0 out of 10, Exceptional, (5)
"We visited my dad for his birthday. We know the area well and enjoyed our stay. "
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 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.