Wachapreague Holiday Rentals

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Holiday Rentals in Wachapreague

Virginia Retreat w/ Porch & Grill, Near Beaches!

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

Virginia Retreat w/ Porch & Grill, Near Beaches!

10.0 out of 10, Exceptional, (6)
"Beautiful home; worked perfectly for our family!"
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!

Nassawadox Creek Waterfront Home with Private Pool

10.0 out of 10, Exceptional, (47)
"We had everything we needed. A very quiet, relaxing weekend. "
Nassawadox Creek Waterfront Home with Private Pool

Escape to the Eastern Shore -Upscale Romantic Waterfront getaway cottage w dock

10.0 out of 10, Exceptional, (11)
"The place is amazing. The pictures on the site do not do the property justice as it is absolutely amazing. Can’t wait to stay there again."
The price is AU$473
includes taxes & fees
21 July - 22 July
Escape to the Eastern Shore -Upscale Romantic Waterfront getaway cottage w dock

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

9.4 out of 10, Exceptional, (20)
"Perfect base to go out and explore and fish the Chesapeake. "
Charming Waterfront Cottage with Boat Ramp and boat docking - Pet Friendly

Remote Secluded Waterfront Estate JUNE 1 - 12TH OPEN FOR RENT

9.2 out of 10, Wonderful, (154)
"Beautiful spot. Location location location! Can’t wait to go back"
Remote Secluded Waterfront Estate JUNE 1 - 12TH OPEN FOR RENT

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

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.

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

10.0 out of 10, Exceptional, (56)
"What an amazing home and property!! We just returned from a great stay and cant say enough about this gorgeous house! From the beautiful decor, well stocked kitchen, barn full of toys, there isnt a thing that was overlooked by the owners! Cant wait to return!"
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)
"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

Bayfront Retreat w/ Game Room + Outdoor Pool!

9.8 out of 10, Exceptional, (35)
"Beautiful location! Great for a family long weekend! We had a awesome time together!"
Bayfront Retreat w/ Game Room + Outdoor Pool!

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

The price is AU$1,051
includes taxes & fees
8 Aug - 9 Aug
Waterfront Retreat- Relaxing Family Fun! King Bed, Private Dock great 4 Fishing!

Have fun with the whole family!

2.0 star property
Have fun with the whole family!

Charming Cottage - Ultimate Relaxation Destination

10.0 out of 10, Exceptional, (118)
"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

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

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

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

10.0 out of 10, Exceptional, (23)
"Wonderful stay and beautiful accomodations"
The price is AU$491
includes taxes & fees
16 July - 17 July
Newly Constructed Second Floor Modern Studio Apartment Unit 2 ~ Sleeps 6

*SANDY HILL SUNSETS*

10.0 out of 10, Exceptional, (74)
"What a wonderful place and wonderful host! Beautiful place and location with glorious sunsets!And a golf cart! Stay here once, you'll be back!"
*SANDY HILL SUNSETS*

ESVA Down by the Sea & Pet Friendly

9.8 out of 10, Exceptional, (6)
"Very nice place. Located in a great spot for our needs. First thing we noticed was how clean it was. I will definitely book this again on our next trip to ESVA!"
ESVA Down by the Sea & Pet Friendly
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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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.