Vacation rentals in Craddockville

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Top-rated vacation rentals in Craddockville

Guests agree: these stays are highly rated for location, cleanliness, and more.

Guest favorite

Tiny home in Accomac

4.93 out of 5 average rating, 437 reviews

Little Red House on a Farm - Quiet Rural Waterview

The Little Red House VA is a tiny house with big charm. This rural cottage on a 50 acre farm is nestled between peaceful fields, woods, marsh and creek. Curated with hygge comfort and efficiency in mind, you'll love the natural light and serene decor. • Epic stargazing • Heavenly private outdoor shower • Firepit with wood provided • Ample open spaces • Peace and quiet for sleeping • Comfy patio seating for chilling, coffee, and cocktails • Fast Starlink WIFI. • Proud Superhost for 10+ years!

Oct 7 – 14

G$24,861 GYD per night
Guest favorite

Bungalow in Belle Haven

4.92 out of 5 average rating, 177 reviews

Stay Waterfront-Private Dock Belle Haven Bungalow

Come explore the Eastern Shore - Waterfront bungalow with fishing / crabbing pier. Our two bedroom, two bath bungalow sleeps up to 7 guests comfortably. Open floor plan and large screened porch / deck make our modest bungalow feel like a much bigger place. Perfect setting for a family vacation you will never forget. Kayaks, Fishing / crabbing gear and yard games are all available for use during your stay. 35 minute drive to Cape Charles beach and many other adventures in every direction.

Sep 12 – 19

G$40,510 GYD per night
Guest favorite

Loft in Cape Charles

4.92 out of 5 average rating, 202 reviews

The Cheriton Loft

Located in the heart of Cheriton, The Loft is a bright and sunny apartment. It is perfect for a couple and one child, three friends or one person. Cheriton is an up and coming village which is home to several galleries and an art center. It is less than 4 miles to the charming town and beach of Cape Charles, 3 miles to Oyster Boat Landing and 8 miles to Kiptopeke State Park. The apartment is owned and decorated by"The Sheep Lady", a local painter, illustrator and writer of children's books.

Oct 4 – 11

G$19,521 GYD per night

Popular amenities for Craddockville vacation rentals

Other great vacation rentals in Craddockville

Guest favorite

Cottage in Onancock

4.96 out of 5 average rating, 136 reviews

A "True" Chesapeake Bay Waterfront Experience!

Oct 22 – 29

G$71,876 GYD per night
Guest favorite

Home in Onancock

4.8 out of 5 average rating, 116 reviews

Charming Waterfront Cottage on Cedar Creek

Mar 12 – 19

G$48,164 GYD per night
Guest favorite

Farm stay in Cape Charles

5.0 out of 5 average rating, 326 reviews

Private Guesthouse on Secluded Waterfront Farm

Sep 14 – 21

G$37,528 GYD per night
Guest favorite

Tiny home in Saint Inigoes

4.98 out of 5 average rating, 292 reviews

Historic St.Mary's City at the Lazy Bear Cottage

Oct 13 – 20

G$17,272 GYD per night
Guest favorite

Guesthouse in White Stone

5.0 out of 5 average rating, 184 reviews

Waterfront Guesthouse II on the Rappahannock

Dec 18 – 25

G$45,186 GYD per night
Guest favorite

Cottage in Painter

4.89 out of 5 average rating, 62 reviews

Cottage by the bay (private peaceful surroundings)

Apr 19 – 26

G$30,429 GYD per night
Guest favorite

Home in Belle Haven

4.97 out of 5 average rating, 65 reviews

Bay Breeze Home on private waterfront

Mar 20 – 27

G$38,278 GYD per night
Guest favorite

Cottage in Hacksneck

4.93 out of 5 average rating, 80 reviews

Pretty Byrd Cottage, a Victorian Bayfront Getaway!

Feb 19 – 26

G$69,674 GYD per night
Guest favorite

Treehouse in Machipongo

5.0 out of 5 average rating, 16 reviews

Treehouse Couple's Retreat

Aug 23 – 30

G$44,291 GYD per night
Guest favorite

Guest suite in Machipongo

5.0 out of 5 average rating, 59 reviews

Peaceful Suite in Machipongo

Apr 20 – 25

G$24,384 GYD per night
Guest favorite

Place to stay in Machipongo

5.0 out of 5 average rating, 51 reviews

Smokehouse on the Chesapeake Bay

Dec 18 – 25

G$25,983 GYD per night
Guest favorite

Home in Onancock

5.0 out of 5 average rating, 31 reviews

The Southside Cottage ~No Cleaning Fee~

Apr 11 – 18

G$26,674 GYD per night

Destinations to explore