Holiday Rentals in Craddockville

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Holiday Rentals in Craddockville

Stunning Chesapeake Bay Farmhouse w/ Dock & Kayaks
10.0 out of 10, Exceptional, (3)
"This beautiful home and yard was perfect for our group of 8-10 adults!"
Stunning Chesapeake Bay Farmhouse w/ Dock & Kayaks
As close as you can get to the ocean south of Chincoteague
10.0 out of 10, Exceptional, (131)
"Enjoyed the peaceful time sitting on the deck in the am and pm. "
As close as you can get to the ocean south of Chincoteague
Sunflower Cottage - Waterfront; Outdoor shower!
10.0 out of 10, Exceptional, (3)
"We had a wonderful time and the cottage had everything we could need. The backyard and Bay Area is beautiful. We will definitely be booking here again"
Sunflower Cottage - Waterfront; Outdoor shower!
Secluded/Remote/Waterfront Estate BOOK NOW OPENINGS GOING QUICK
9.4 out of 10, Exceptional, (150)
"Had a wonderful, peaceful vacation right on the waterfront. The location was perfect, offering great views and direct access to the water. We had a lot of fun crabbing and fishing off the dock. Having access to kayaks and canoes was a fantastic bonus that made our stay even more enjoyable. The owner, Randy, was very helpful and always available to answer our questions. Overall, it was a great experience, and we truly enjoyed it."
Secluded/Remote/Waterfront Estate BOOK NOW OPENINGS GOING QUICK
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
Inviting Waterfront Cottage on Cedar Creek
10.0 out of 10, Exceptional, (31)
"We loved our stay at this VBRO. We stayed during the Labor Day Weekend. The house was super clean and the grounds were well maintained. The cottage is not far from Chincoteague (45 min) so we stopped on our way down and back home - visit Captain Barry. We ate dinners at Mallards (music on Friday Nights only 10 minutes away) and the Island House Restaurant in Wachapreague (25 minutes away). We liked both, but the Corner Bakery was awesome. The donuts were out of this world and I don't even...
Inviting Waterfront Cottage on Cedar Creek
ESVA Down by the Sea & Pet Friendly
10.0 out of 10, Exceptional, (2)
"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
Calling all hunters, almost 33 more acres across the street used for hunting.
9.2 out of 10, Wonderful, (27)
"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.
Spacious Cheriton Home: 8 Mi to Cape Charles!
9.6 out of 10, Exceptional, (10)
"You turn on their driveway and it’s lined with beautiful trees all the way down to the beautiful home! The endless landscaping, flowers, trees, bushes not to mention sitting areas outside everywhere! The inside so spacious perfect for families! Not to worry about bedrooms or baths there is plenty! Outside swings and toys for kids, ping pong table, golf enthusiast can hit the balls right in the yard, foosball, hammock swings, lounges and so many patios and endless grills for bbq gatherings! Then...
Spacious Cheriton Home: 8 Mi to Cape Charles!
Escape to the Eastern Shore -Upscale Romantic Waterfront getaway cottage w dock
10.0 out of 10, Exceptional, (5)
"Very nice property, we made good use of the dock and were able to launch my 18.5 ft boat from the concrete ramp. Fishing, crabbing, boating were good (though crabs a bit on small side) the cottage was clean, well organized and neat. Everything was really nice and Genevieve was extremely responsive and pleasant to deal with."
The price is €260
includes taxes & fees
3 Oct - 4 Oct
Escape to the Eastern Shore -Upscale Romantic Waterfront getaway cottage w dock
Birdsong Grove just outside the Town of Onancock
Birdsong Grove just outside the Town of Onancock
Awesome private off grid cabin with creek view.
9.6 out of 10, Exceptional, (13)
"Super relaxing. Chill. Best of times. "
Awesome private off grid cabin with creek view.
Whimsical Cottage with Gorgeous Views of the Bay, overlooking Russell Marina.
10.0 out of 10, Exceptional, (75)
"Charming, spacious home. Very well stocked and comfortable across road from small marina. We loved walking around the neighborhood and to the private community beach. This is a hidden gem. Peaceful and relaxing. We plan to return."
The price is €374
includes taxes & fees
30 Sept - 1 Oct
Whimsical Cottage with Gorgeous Views of the Bay, overlooking Russell Marina.
Counting Corks - Waterfront, Pet friendly, private dock!
10.0 out of 10, Exceptional, (5)
"Everything was as advertised and remarkably comfortable. Well stocked with kitchen supplies; linens and towels were clean and fresh; glasses in bar-room leading to deck and deck were both lovely for morning coffee and evening wine"
Counting Corks - Waterfront, Pet friendly, private dock!
Charming Cottage - Ultimate Relaxation Destination
10.0 out of 10, Exceptional, (111)
"The house was great. It is close to a lot of restaurants, stores, activities."
Charming Cottage - Ultimate Relaxation Destination
Bayfront Retreat w/ Game Room + Outdoor Pool!
9.8 out of 10, Exceptional, (28)
"This property has a lot to enjoy. We liked the game room, dock for fishing and the kayaks. We played a lot of cornhole. We also liked the many outdoor seating areas--there was always somewhere comfortable to sit at any time of day. The site is very private and is somewhat remote from amenties. So it made for a more intimate family reunion without a lot of offsite trips. The site manager was extremely helpful and attentive and the checkin-checkout processes were super smooth."
Bayfront Retreat w/ Game Room + Outdoor Pool!
Secluded Seaside Village Retreat in Fishing Town
9.6 out of 10, Exceptional, (10)
"Great house with a lot of space for relaxing. Nice quiet neighborhood with kind neighbors and close to many Eastern Shore attractions. Absolutely loved the location!"
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
Beach House at Smith Beach, beaches, boat ramp, 6.2 miles from Cape Charles
10.0 out of 10, Exceptional, (11)
"We celebrated our 25th anniversary precisely as we envisioned: in a serene, private beach community! The Beach House at Smith Beach was the perfect getaway—immaculate, tranquil, and just what we needed. The owners were incredibly accommodating, ensuring our stay was comfortable and enjoyable. Additionally, the walk to and from the beach was seamless, around five minutes, making our experience even more delightful!"
Beach House at Smith Beach, beaches, boat ramp, 6.2 miles from Cape Charles
This is the NO DRAMA ZONE you have been looking for! Come relax and HAVE FUN!
10.0 out of 10, Exceptional, (156)
"The pictures and descriptions are exactly what you get and more. Christi was an amazing host. She gives you your privacy and yet the second you start thinking hmm I wonder if or I wish I could/have/need she is right there to help and accommodate. It was the perfect quiet get away for my husband and I and even our dog. I know our dog would even give her and the property a 20 out of ten!!!! "
This is the NO DRAMA ZONE you have been looking for! Come relax and HAVE FUN!
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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 Craddockville you may be interested in

Hampton Inn & Suites Exmore - Eastern Shore
2.5 star property
8.4 out of 10, Very good, (898)
"Conveniently located right off Route 13. The staff are very welcoming and friendly. The rooms are a bit dated, and it is very evident the water in the area is iron heavy, you can smell, taste and see it in the bathrooms. Not the hotels fault of course, but it's a consideration when staying in the area. Complimentary breakfast was good, very similar to most hotels with this perk, but everything was hot, tasted good and the staff were very friendly. Would absolutely stay here again in the future "
The price is €81
includes taxes & fees
29 Oct - 30 Oct
Hampton Inn & Suites Exmore - Eastern Shore
Onley Inn
2.0 star property
6.6 out of 10, (673)
"Excellent place friendly staff"
The price is €74
includes taxes & fees
29 Sept - 30 Sept
Onley Inn
Holiday Inn Express and Suites Exmore, Eastern Shore, an IHG Hotel
2.5 star property
8.2 out of 10, Very good, (676)
"staff was very helpful and welcoming, stay was pleasant enough the bathroom could us an upgrade. shower head was rusty"
The price is €91
includes taxes & fees
21 Oct - 22 Oct
Holiday Inn Express and Suites Exmore, Eastern Shore, an IHG Hotel
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 Craddockville?

Yes, there are holiday rentals close to the most popular sights in Craddockville, 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 Craddockville has to offer?

As close as you can get to the ocean south of Chincoteague: This holiday home rental outside of Craddockville is located by the ocean, and has a balcony, a garden and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Make the most of games in this rental home to help you unwind.

What can I see and do in Craddockville?

While exploring the area, visit family-friendly sights like North Street Market, or get outside and enjoy nature at Parramore Beach. Chatham Vineyards and Hang Glide Virginia are a couple of places you'll find in the wider area.

What are holiday rentals like in Craddockville?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Craddockville. Holiday rentals feature extras like laundry facilities and kitchens so you'll feel just like you're at home. 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 to 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 a great choice for family trips or small group gatherings.