
Condo vacation rentals in Winchester
Find and book unique condos on Airbnb
Quick stats about condo rentals in Winchester

Total vacation rentals
Explore 20 vacation rentals in Winchester

Nightly prices starting at
Winchester vacation rentals start at ﺩ.ﺇ 367 per night before taxes and fees

Verified guest reviews
Over 2,410 verified reviews to help you choose

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
20 of Winchester vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Winchester rentals

4.9 Average rating
Winchester stays are highly rated by guests—averaging 4.9 out of 5!
Top-rated condo rentals in Winchester
Guests agree: these condos are highly rated for location, cleanliness, and more.

Spacious central 2 bedroom apartment+ free parking
A spacious family-friendly 2 double/twin bedroom first floor flat located in the lovely Hyde area of central Winchester. Provides easy access to the city centre with all that the city offers. Only 5 minutes stroll to the train station. This apartment is close to all the historical sites and wide variety of restaurants and cafes which you'll enjoy as well as the cathedral and its impressive grounds. Winchester Christmas market and the city's magical atmosphere should be on everybody's calendar.
ValueFamilyView

Self-contained 2 king bed Flat 11 acres woodland
New Forest at it’s best. Peaceful base to explore NF. 2 king-size beds (one is a 4-poster, the other a sleigh bed) A single bed can be added easily, upon request. Kitchenette has sink, micro, mini-fridge, toaster, kettle. Walkable to 2 pubs, Monty’s in Beaulieu & Royal Oak at Hilltop. Fairweathers (walkable) does brekkie. Private access is via spiral staircase to rear of house, not for those with accessibility issues, but it's fine to use internal house stairs. All dogs welcome, no extra charge.
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Basingstoke, Cosy 2-Bed Apt with private parking
This attractive 2-bedroom ground-floor home-from-home apartment has 2 parking spaces for your use lounge/dining room with comfortable sofa, armchair and table with chairs Fully equipped kitchen internal bathroom featuring a walk-in shower. Double room has, Double bed, and a single room with large 3ft single bed, Our apartment is smart enabled access from M3 Jct 7 and under 5 miles from Central Basingstoke nature parks within walking distance. Complementary beverages, Milk, biscuits, & snacks 👍
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Welcoming apartment in the heart of the New Forest
'The Loft' is situated in Emery Down, a beautiful village in the heart of the New Forest where livestock roams free. This welcoming newly refurbished apartment offers a fully equipped kitchen and access to a pretty garden space - perfect for unwinding after a day of exploring. Walking and cycle routes (and a popular pub) can be reached in moments, local amenities are within walking distance in the forest’s capital Lyndhurst and sandy beaches are a short drive away. Private parking is available.
LocationFamilyGetting around

The Beach Hytte - Stunning Sea View Penthouse
Enjoy your perfect getaway in this award winning 2 bed penthouse apartment with 180 degree sea views in the heart of the tranquil Alum Chine area of Bournemouth just a few minutes walk from the beach. The property boasts two dining areas, one of which sits on the large balcony with views across Bournemouth beach and a bespoke wood burning stove for the winter nights. The open plan kitchen leads onto a cozy living room where you can enjoy Sky Glass TV entertainment through super fast WiFi.
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Central 2 Bed Apt in Sought After St. 4
This 2 bedroom apartment is beautifully decorated, and boasts charm and charisma from the grade 2 listed features of sash windows and a great view of Southamptons sought after Oxford Street which is filled with great bars and restaurants. Each bedroom has its own ensuite and there is free parking spot behind the gates within the private grounds. Your family will be close to everything when you stay at this centrally-located place. So conveniently situated to a varied array of amenities.
FamilyValueLong stay

Beautiful stylish Garden flat 8 mins to Winchester
Unique and stylish, this very comfortable and relaxing space offers the peacefulness of countryside whilst being a stones throw from the beautiful city of Winchester - a very short drive or a beautiful walk away. You get the best of both worlds with the city's pubs, restaurants, cafes and historic sights close at hand as well as river walks by the Itchen & beautiful countryside straight from your door. Excellent transport links to London, M3, Southampton Airport and the New Forest.
LocationFamilyAccuracy

Bright Bijou Studio in Central Winchester
A beautiful bright cosy studio apartment on one of the quietest streets in the centre of historic Winchester❤️. The breathtaking cathedral and other must-see sights are all within a flat 10 minute walk. Ideal for short stays or a weekend get-away. Just five minutes walk from train station/city centre, and 10 mins walk from the bus station. * Super-comfy double bed ✅ * Fast WiFi ✅ * Comfortable big chair and table for laptop working ✅ * Wide range of caf/decaf teas and coffees ✅
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Stylish Apartment • Central Winchester
Situated in the heart of Winchester, this newly refurbished two-bedroom apartment with its own private entrance offers a stylish and comfortable stay for couples, friends and families. Modern décor and thoughtful design create a cosy space to relax after exploring the city’s historic streets, shops and cathedral. You’re just steps from the popular St James Tavern, a welcoming traditional pub serving excellent locally sourced food.
LocationFamilyCondition

Luxurious Apartment in New Forest National Park
Little Bunty Lodge is ideal for a romantic getaway or a peaceful solo retreat, this luxurious studio offers comfort and style. A great base to explore the beautiful New Forest, with ponies and deer roaming free, as well as the stunning local beaches. Barton beach 3 miles Avon beach 6.5 miles Lymington 7.5 miles Christchurch 7 miles Bournemouth 14 miles Southampton with West Quay shopping complex 18.5 miles
FamilyValueHospitality

Luxury 2 Bed Apartment | River Views | Parking
A sleek two-bedroom apartment with stunning river and marina views in Southampton. Premium throughout - Villeroy & Boch bathrooms, Dolby Atmos sound bar, 65" 4K TV, walk-in wardrobe and king-size Sleepeezee mattress in the master suite. Secure gated underground parking, video entry and in-apartment safe included. Ocean Village's restaurants are a 8-minute walk, with the New Forest under 30 minutes by car.
LocationFamilySleep quality

Stable Apartment with Hot Tub near Winchester
Newly renovated apartment with copper bath and hot tub in a converted stable 3 miles from Winchester. The well-equipped kitchen has a table seating six, alongside a boot room/utility, and sitting room with flame effect fire. Guests have access to the owner’s pool (May to September) and tennis court. Private hot tub and fenced garden with outdoor furniture.
FamilyLocationWifi
Popular amenities for Winchester condo rentals
Weekly condo rentals

Pier View Retreat - Sea Views - With Parking
ValueLocationIndoor spaces

Top-floor retreat with views & free parking
FamilyValueAccuracy

The Perch, stay in the heart of the New Forest
ValueLocationIndoor spaces

Contemporary Penthouse Apartment Southampton City
LocationFamilyDecor

River View: Peaceful, private studio in Salisbury
ValueLocationSolo travel

Rockpools-steps from the beach. *Ferry Discounts
ValueFamilyComfort

Sandbanks snug
LocationValueAccuracy

Entire Studio Apartment • Private Entrance •
FamilyValueLong stay
Pet-friendly condo rentals

Modern town apartment 2 mins from water.
LocationFamilyComfort

Stone's throw from beach and forest, country walks
ValueFamilyAccess

Windsor Weekend Getaway lux 2 Bed 2bath+Garden
FamilyLocationOutdoor spaces

Coach House Flat in South Downs National Park.
ValueFamilyTV

Comfy 2-bedroom flat with free off road parking
LocationFamilyComfort

Self-contained flat, a 4 minute walk from the sea
LocationValueHeating

The Old Dairy at Heads Hill Farm
LocationFamilyBathroom

Cosy flat in central Farnham
ValueLocationQuiet
Condo rentals with a pool

Annexe with pool in Allington, Pewsey Vale
LocationFamilyBathroom

'The Nest' near Arundel
ValueFamilyPets

Modern Quiet Studio with Wellness Centre Access
LocationComfortLong stay

Holiday apartment own heated indoor pool & sauna
FamilyLocationNearby

Luxury Penthouse: Spacious & Stylish
LocationFamilyCondition

Flat 10 Pelican House
ValueLocationParks

Seafront Serenity - FREE Car Ferry 3+ nights
FamilyLocationAccuracy

2-BR Penthouse Apt. close to Beach with Pool*.
FamilyValueCleanliness
When is the best time to visit Winchester?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ 496 | ﺩ.ﺇ 499 | ﺩ.ﺇ 507 | ﺩ.ﺇ 496 | ﺩ.ﺇ 566 | ﺩ.ﺇ 555 | ﺩ.ﺇ 474 | ﺩ.ﺇ 503 | ﺩ.ﺇ 510 | ﺩ.ﺇ 613 | ﺩ.ﺇ 492 | ﺩ.ﺇ 654 |
| Avg. temp | 5°C | 5°C | 7°C | 9°C | 12°C | 15°C | 17°C | 17°C | 15°C | 11°C | 8°C | 5°C |
Destinations to explore
- Family-friendly rentals Winchester
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- New Forest National Park
- Bournemouth Beach
- West Wittering Beach
- Paultons Park Home of Peppa Pig World
- Goodwood Motor Circuit
- Longleat Safari Park
- University of Oxford
- South Downs National Park
- Thorpe Park Resort
- Chessington World of Adventures Resort
- Stonehenge
- LEGOLAND® Windsor Resort
- Southbourne Beach
- Windsor Castle
- Boscombe Beach
- Lower Mill Estate
- Hampton Court Palace
- Bracklesham Bay
- Mudeford Quay
- Highclere Castle
- Goodwood Racecourse
- Winchester Cathedral
- Ascot Racecourse
- The Tank Museum





