Search Isle of Wight Cottage Rentals

  • Plan, book, stay with confidence
    • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Featured Cottages in Isle of Wight

Bright Chesapeake Home Near Shopping & Dining
Private kitchen

Bright Chesapeake Home Near Shopping & Dining

3.0 star property
Bright Chesapeake Home Near Shopping & Dining
Charming Newport News Cottage < 1 Mi to Ocean!
Private kitchen

Charming Newport News Cottage < 1 Mi to Ocean!

3.0 star property
2.0 out of 10, (1)
Charming Newport News Cottage < 1 Mi to Ocean!
Charming Hampton Home ~ 7 Mi to Buckroe Beach!
Outdoor dining

Charming Hampton Home ~ 7 Mi to Buckroe Beach!

3.0 star property
Charming Hampton Home ~ 7 Mi to Buckroe Beach!
Spacious Chesapeake Home w/ Pool Table!
Private kitchen

Spacious Chesapeake Home w/ Pool Table!

3.0 star property
Spacious Chesapeake Home w/ Pool Table!
Centrally Located Hampton Home: 6 Mi to Downtown!
Microwave, oven, stovetop, dishwasher

Centrally Located Hampton Home: 6 Mi to Downtown!

3.0 star property
Centrally Located Hampton Home: 6 Mi to Downtown!
Charming Smithfield House: Walk to Downtown!
Private kitchen

Charming Smithfield House: Walk to Downtown!

3.0 star property
Charming Smithfield House: Walk to Downtown!
Luxe Lakefront Portsmouth Home: Fish, Swim & Play!
Microwave, oven, stovetop, dishwasher

Luxe Lakefront Portsmouth Home: Fish, Swim & Play!

3.0 star property
Luxe Lakefront Portsmouth Home: Fish, Swim & Play!
10 Mi to Norfolk: Chesapeake Haven w/ Yard!
Microwave, oven, stovetop, dishwasher

10 Mi to Norfolk: Chesapeake Haven w/ Yard!

3.0 star property
10 Mi to Norfolk: Chesapeake Haven w/ Yard!
Hampton Vacation Rental w/ Private Yard & Deck!
Property grounds

Hampton Vacation Rental w/ Private Yard & Deck!

3.0 star property
Hampton Vacation Rental w/ Private Yard & Deck!
3 Mi to Huntington Beach: Hampton Family Home!
Interior

3 Mi to Huntington Beach: Hampton Family Home!

3.0 star property
3 Mi to Huntington Beach: Hampton Family Home!
Lakefront Newport News Home, 6 Mi to City Center!
Terrace/patio

Lakefront Newport News Home, 6 Mi to City Center!

3.0 star property
Lakefront Newport News Home, 6 Mi to City Center!
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.
Don't see what you're looking for?
See all available properties in Isle of Wight
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Other property types in Isle of Wight

Bright Chesapeake Home Near Shopping & Dining
Private kitchen

Bright Chesapeake Home Near Shopping & Dining

3.0 star property
Bright Chesapeake Home Near Shopping & Dining
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.
Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.
Unlock Black Friday deals

Frequently asked questions

Why book your cottage in Isle of Wight with Expedia?
Expedia has some superb cottages in Isle of Wight, so start packing your bags for a memorable holiday close to nature. If you have a fixed budget, click on how much you’re willing to spend and your preferred property star rating. Or, make your way to the filters to search for cottages with free WiFi or a pool. We’ll help you find the right digs whatever your trip looks like.
How can I find cheap cottages in Isle of Wight?
The easiest way to locate cheap cottages in Isle of Wight is with Expedia’s user-friendly filter tool. Narrow down your search by amenities, budget and star rating to land excellent rates in a few clicks.