Vacation rentals in Isle of Wight

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Isle of Wight

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

Guest favorite

Home in Smithfield

4.96 out of 5 average rating, 198 reviews

Mason Manor - Downtown Smithfield next to WCP

Historic Smithfield 233 S Mason Street 2 Bedrooms 1 Bath Located in the heart of historic Smithfield boasts old world charm and character with a touch of today’s conveniences. The living room has gas fireplace for cool evenings & leads to dining area & updated fully equipped kitchen. The full bath is updated with jetted tub. Front porch swing for relaxing and back deck for entertainment. Windsor Castle Park just steps away. Located just around the corner from restaurants, shopping & more.

Nov 28 – Dec 5

R2,154 ZAR per night
Guest favorite

Apartment in Newport News

4.97 out of 5 average rating, 143 reviews

Centrally Located Sleek Studio Apartment

Private guest studio apartment with separate parking/entrance in a quiet neighborhood. Centrally located to shopping, restaurants , and parks. Airport:12 min CNU:6 min Riverside Medical Center:7 min Sentara Hospital:8 min Langley AFB:11 min Patrick Henry Mall:8 min Willimasburg/Bush Gardens: approx 30 min Virgina Beach Oceanfront: 45 min Wifi available with a 55" TV with streaming services (no cable). Coffee table folds into dining/work table. Stools under table. Full bath/kitchen/laundry unit.

Nov 16 – 23

R1,665 ZAR per night
Guest favorite

Guest suite in Chesapeake

4.97 out of 5 average rating, 227 reviews

Purple Room- Rare Luxury Ste w/prkg - 1 of a kind!

Welcome to The Purple Room, get ready for an AirBnB experience unlike any others. This one of a kind AirBnB not only offers a memorable staying experience, but will be a welcome end to an exciting day at the beach, dinner and drinks at a local restaurant or bar, or an adventurous day exploring all the culture and history the area has to offer. We are centrally located, offer free parking, wifi and kitchenette. We have local art, free wine and food samples. Come see what the excitement is about!

Jun 8 – 15

R1,808 ZAR per night

Popular amenities for Isle of Wight vacation rentals

Other great vacation rentals in Isle of Wight

Guest favorite

Home in Williamsburg

4.99 out of 5 average rating, 199 reviews

Cozy Single Family Home

Nov 14 – 21

R3,232 ZAR per night
Guest favorite

Camper/RV in Hampton

4.99 out of 5 average rating, 154 reviews

M&M’s Modern RV

Sep 10 – 17

R2,339 ZAR per night
Guest favorite

Barn in Virginia Beach

4.79 out of 5 average rating, 815 reviews

Cozy craftsman barn near the bay!

Mar 24 – 31

R1,864 ZAR per night
Guest favorite

Cabin in Smithfield

4.9 out of 5 average rating, 120 reviews

Wickline Cabin on Moon Creek

Sep 21 – 28

R6,918 ZAR per night
Guest favorite

Cottage in Gloucester Point

4.95 out of 5 average rating, 190 reviews

The Cottage on Sarah's Creek

Apr 15 – 22

R3,219 ZAR per night
Guest favorite

Cottage in Gloucester

4.97 out of 5 average rating, 190 reviews

"Bee Haven" Cottage Retreat

Mar 6 – 13

R2,310 ZAR per night
Guest favorite

Farm stay in Smithfield

5.0 out of 5 average rating, 59 reviews

Cottage at Timberline Ranch in Smithfield Virginia

May 13 – 20

R2,293 ZAR per night
Guest favorite

Apartment in Suffolk

5.0 out of 5 average rating, 69 reviews

Country Living Guest House (Upstairs/Downstairs)

Mar 17 – 24

R2,045 ZAR per night
Guest favorite

Home in Smithfield

5.0 out of 5 average rating, 11 reviews

Oak Level Acres

Nov 6 – 13

R6,773 ZAR per night
Guest favorite

Guesthouse in Suffolk

5.0 out of 5 average rating, 39 reviews

Cozy coastal inspired cottage w/ pool & hot tub

Jan 16 – 23

R3,316 ZAR per night
Guest favorite

Apartment in Chesapeake

5.0 out of 5 average rating, 25 reviews

Entire Apartment - No Cleaning Fees!

Oct 8 – 15

R1,810 ZAR per night
Guest favorite

Home in Gloucester Point

4.98 out of 5 average rating, 63 reviews

Charming coastal home w/ outdoor area and river views

Jul 5 – 12

R2,792 ZAR per night

Destinations to explore