Search Condos Rentals in Winchester

    price find illustration
    Change your mind
    Book hotels with free cancellation
    deals illustration
    Treat yourself
    Save instantly and earn perks with One Key
    Learn about One Key
    bed illustration
    Be picky
    Search almost a million properties worldwide

Check prices for these dates

Next weekend
27 Jun - 29 Jun
In two weeks
4 Jul - 6 Jul
In one month
18 Jul - 20 Jul
In two months
15 Aug - 17 Aug

Browse Select Winchester Condo Rentals

Superb location 1bedroom apt sleeps 4 w/ Parking!
Beach

Superb location 1bedroom apt sleeps 4 w/ Parking!

8.8 out of 10, Excellent, (3)
"Great location, and secure parking. "
Superb location 1bedroom apt sleeps 4 w/ Parking!
Naval Officers Quarters *2 Bed Apt* Gosport Marina
Fridge, microwave, oven, toaster

Naval Officers Quarters *2 Bed Apt* Gosport Marina

6.0 out of 10, (1)
"The property was unique. It is an old/ historic property. Some of the furnishings are old and torn such as the desk chair. The furniture needs steam cleaning. Bed in the primary was like sleeping on a hammock. The pillows were old but sheets were clean and duvet was good Bathrooms were dated."
Naval Officers Quarters *2 Bed Apt* Gosport Marina
Stunning beach front luxury apt w/balcony Sleeps 6
Interior

Stunning beach front luxury apt w/balcony Sleeps 6

10.0 out of 10, Exceptional, (2)
"Property was very cozy and listing was accurate. Great view of the water from the living room and one of the bedrooms. Communication was great and made check in super easy (be sure to look at the pictures they send for where to find the lockbox). Thanks for a great stay!"
Stunning beach front luxury apt w/balcony Sleeps 6
Luxury 5* Marina Apartment
Miscellaneous

Luxury 5* Marina Apartment

Luxury 5* Marina Apartment
Secluded High End 2BR in Southsea w/ FREE parking!
Beach

Secluded High End 2BR in Southsea w/ FREE parking!

Secluded High End 2BR in Southsea w/ FREE parking!
Maytree 2 Bed Apartment – Stayseekers
Fridge, microwave, oven, stovetop

Maytree 2 Bed Apartment – Stayseekers

Maytree 2 Bed Apartment – Stayseekers
Private roof terrace * Parking * 2bed Seafront apt
Terrace/patio

Private roof terrace * Parking * 2bed Seafront apt

Private roof terrace * Parking * 2bed Seafront apt
Mayflower 2 bed Boutique Apartment – Stayseekers
Fridge, microwave, oven, stovetop

Mayflower 2 bed Boutique Apartment – Stayseekers

Mayflower 2 bed Boutique Apartment – Stayseekers
Station 1 Bed Apartment – Stayseekers
Interior

Station 1 Bed Apartment – Stayseekers

Station 1 Bed Apartment – Stayseekers
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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free