Condo vacation rentals in Windsor and Maidenhead

Find and book unique condos on Airbnb

Top-rated condo rentals in Windsor and Maidenhead

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

%{current} / %{total}1 / 1
Top guest favorite
A marching band of guards in red uniforms and tall black hats moves down a street lined with historic buildings. The scene captures the vibrant atmosphere of Windsor, as onlookers watch from above, framed by the charming architecture.
Condo in Berkshire
4.99 out of 5 average rating, 130 reviews

Spacious & light 2bd, 2ba in the heart of Windsor

This beautiful 2bed, 2bath apartment, with parking, in the heart of Windsor, is an exceptional find. With Windsor Castle (watch the marching bands for the Changing of the Guard pass right outside your front door!), Windsor Great Park, The Guildhall, beautiful Eton and its own historic town centre with fabulous shops, restaurants, bars and clubs all only minutes away on foot, you couldn't be better placed for your stay. Windsor is also a very short drive from both Ascot Racecourse and Legoland.

Guest favorite
A bright and airy living space is illuminated by natural light, showcasing large windows that provide views of the river and surrounding greenery. Light wooden flooring complements the white walls and modern furnishings, including a dining table and chairs positioned near the window.
Condo in Hampton Court
4.88 out of 5 average rating, 129 reviews

Flat overlooking the river at Hampton Court

A unique self-contained flat with panoramic views over the Thames at Hampton Court, suitable for a couple or single and available for longer lets of up to one month. Situated on the upper deck of a modern floating home, with all mod cons as standard, the flat has a spacious living room / kitchen, together with compact bedroom and en-suite bathroom, and is accessed via its own stair-case. The island where the houseboat is moored is easily accessible via its own road bridge, with safe parking.

Guest favorite
The bedroom features a soft, neutral color palette with a spacious bed adorned with dark blue bedding and decorative cushions. Two nightstands with lamps sit on either side, and a textured rug lies beneath. Natural light filters through partially closed blinds, creating a calm atmosphere.
Condo in Windsor and Maidenhead
4.86 out of 5 average rating, 134 reviews

Central Windsor Apartment, free parking, 2 bedroom

Peaceful apartment a 5 minute walk from town centre with free off street parking. Excellent location for Windsor Castle, the Long Walk and Windsor’s many shops & restaurants. Ideal for couples & business travellers. EV on street public charging points available opposite the property. Rail connections for London Waterloo & London Paddington are easily accessible as well as the bus to London Victoria and Heathrow Airport. The property is only suitable for children aged over 8 years old.

Guest favorite
A cozy sleeping area features a spacious bed dressed with soft bedding and two large pillows. A desk and mirror are positioned against the wall, with a lamp providing ambient light. A decorative shelf holds various items, adding character to the space.
Condo in Surrey
4.91 out of 5 average rating, 125 reviews

Guest House in Wentworth, Virginia Water

Welcome to our cozy studio flat in the annex at our home! The space features a king-size bed, a sofa bed for 2 kids or 1 adult, a private bathroom, kitchenette, desk & Freeview TV. Perfectly located: - 5 min walk to Wentworth Golf Club - 5 min drive to Longcross Studios and Windsor Great Park - 15 min drive to Ascot Racecourse, Lapland LEGOLAND, Thorpe Park, Windsor Castle, Heathrow Pls confirm if you require both the King Size bed & Sofa Bed - £25 surcharge for 2 person bookings

Guest favorite
A serene bedroom features a spacious bed adorned with neutral linens and decorative pillows. Soft, warm lighting is provided by two hanging lamps, while artwork decorates the walls. Fresh towels are neatly arranged on a textured blanket at the foot of the bed, alongside a woven basket.
Condo in Windsor
4.92 out of 5 average rating, 139 reviews

Windsor -Castle 5 min walk lux 2 Bed 2bath+Garden

Welcome to Central Windsor. Only a 10 -15 min walk to Windsor Castle - The long walk / Great Park -Local shops -Restaurants Cafes -Pubs -Arts centre -Theatre •Good transport links to London - Heathrow 20 minutes by taxi -702/703 buses to bottom of Grove road . Super comfy king size bed with en-suite wet room plenty of wardrobe space Small double bedroom & second bathroom (extra nightly charge p) Kitchenette Microwave Washing machine . Private Patio No smoking/ Vaping please

Guest favorite
A rustic barn-style exterior features a mix of brick and timber. The building is complemented by a wooden deck with several white metal chairs arranged around a table, surrounded by greenery and a wooden fence. Two dormer windows are visible on the roof.
Condo in Buckinghamshire
4.93 out of 5 average rating, 197 reviews

Gardener's Bothy loft apartment, peaceful location

Loft apartment, Gardeners Bothy, completely newly refurbished, in converted barn in unique rural location. Minutes walk from the Thames towpath and Dorney Rowing lake. 10 minutes drive to the M4, close to Windsor town centre and handy for Slough Trading Estate, difficult to believe this is all so close to this unique and peaceful location overlooking fields and Dorney Common. Lovely place for walkers and great base for many local attractions. Ideal spot to work or just relax.

Guest favorite
A double bed is centered in the bedroom, adorned with patterned bedding. Two lamps beside the bed provide soft lighting, complemented by textured curtains covering the window. A wooden dresser adds warmth to the space, enhancing the cozy atmosphere.
Condo in Woking
4.83 out of 5 average rating, 153 reviews

WOKING : COMPACT SELF-CONTAINED ANNEX

Compact Self Contained compact Annex 230 Square feet Excellent neighbourhood watch in the area. Dedicated free Parking for one car in the driveway. Ideal for one Guest or a couple. One Double Bed sofa Grnd Floor Private Entrance Double bed in bedroom. Two seater sofa bed in the living area room. Smart TV with BT Package including Netflix, BBC IPLAYER In the living area. Five min. walk to local shops Bus to central Woking, 10 min Frequent trains to London, 30 min

Guest favorite
A well-lit living area features a comfortable gray sofa paired with a matching ottoman. Two side tables with lamps are situated next to large windows, which allow natural light to fill the space. A small desk with a chair completes the setup.
Condo in Buckinghamshire
4.91 out of 5 average rating, 390 reviews

Marlow F3 A Lovely 1-bed apartment- WiFi & Parking

Stunning 1 bedroom apartment in a great central location in Marlow. Free on-site parking and private patio garden with sofas and dining. Please Read the Reviews. Brand new kitchen, with all appliances, coffee machine. Free high-speed WIFI. TV's in the living room and bedroom, with fire sticks. Dedicated fitness area with spinning bike, weights and TRX cables. Additional bed charged at £35.00. (This is a foldout chair bed suitable for a child up to 12 years)

Guest favorite
A modern living area features large floor-to-ceiling windows, providing abundant natural light and showcasing expansive views. A plush sofa complements a sleek dining table set for six. Light wooden floors enhance the spaciousness, while greenery adds a touch of nature.
Condo in Bracknell
4.97 out of 5 average rating, 132 reviews

Luxury Penthouse with Huge Balcony

Take a break in our luxurious penthouse. The enormous south-west facing balcony offers panoramic views of the sunset each evening, making it the perfect spot to relax after a day. The interior is bright and modern, with floor-to-ceiling windows and sliding doors that fill the space with natural light. The fully-equipped kitchen has everything you need to prepare meals, and the living room is outfitted with premium audio (Sonos) and TV for your entertainment.

Top guest favorite
The entrance to the house features a covered porch framed by lush greenery and climbing plants. A pathway leads to the front door, which opens into a welcoming lobby. Stacked logs are visible beside the entrance, adding a rustic touch to the outdoor space.
Condo in Berkshire
4.97 out of 5 average rating, 190 reviews

Cheerful modern apt central Maidenhead, parking

Quiet location with free driveway parking, excellent road/rail links to London. On a tree lined street, 7 minutes walk from the Town Centre and Railway Station (London or Oxford 1hr max) The private space includes 2 double bedrooms, a large bathroom, en-suite shower room, a well equipped kitchenette and a relaxing lounge area Maidenhead Town Centre is being transformed with new restaurants, bars, coffee shops, and a new Leisure Centre 20 mins walk

Guest favorite
A cozy living space features a deep blue sofa and a low black coffee table. Sheer white curtains frame a set of double doors that open to a terrace. Decorative wall art and a small wooden desk add character to the room's design.
Condo in Watford
4.88 out of 5 average rating, 193 reviews

The Bluebird - Luxury Apartment

The Bluebird is a beautiful one bedroom apartment located in a most sought after road in Garston (Watford). The location is very quiet and peaceful. The property is in close proximity to Warner Brothers Studios ( Harry Potter tour). It is ideal for 2 people, but can accommodate up to 4 guests and a baby. We provide some basic breakfast ingredients ( cereal, jam, coffee, tea). There are also some groceries provided for your convenience.

Guest favorite
An illustrated article layout features a large map with highlighted areas labeled A and B. A model of a simple wooden structure is depicted, alongside various travel-related icons representing the availability of accommodation options in the West Bank.
Condo in Windsor and Maidenhead
4.86 out of 5 average rating, 100 reviews

The Green Views for Work, Family/Couples & Travel

Indulge in luxury at our chic 1-bedroom apartment in Maidenhead, boasting a private entrance and complimentary parking. Nestled in a peaceful, leafy neighbourhood, the ambiance here is a symphony of tranquillity, serenaded by the gentle rustling of trees and the harmonious chorus of birds. Whether you're seeking a romantic escape or a peaceful retreat for work, our stylish haven promises a serene environment like no other.

Popular amenities for Windsor and Maidenhead condo rentals

When is the best time to visit Windsor and Maidenhead?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$25,524 GYDG$23,850 GYDG$24,896 GYDG$28,034 GYDG$29,080 GYDG$33,265 GYDG$32,009 GYDG$31,591 GYDG$29,080 GYDG$28,034 GYDG$26,779 GYDG$27,197 GYD
Avg. temp6°C6°C8°C11°C14°C17°C19°C19°C16°C12°C8°C6°C

Quick stats about condo rentals in Windsor and Maidenhead

  • Total vacation rentals

    Explore 190 vacation rentals in Windsor and Maidenhead

  • Nightly prices starting at

    Windsor and Maidenhead vacation rentals start at G$6,276 GYD per night before taxes and fees

  • Verified guest reviews

    Over 8,950 verified reviews to help you choose

  • Family-friendly vacation rentals

    80 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    100 properties have a dedicated workspace

  • Wi-Fi availability

    180 of Windsor and Maidenhead vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Windsor and Maidenhead rentals

  • 4.8 Average rating

    Windsor and Maidenhead stays are highly rated by guests—averaging 4.8 out of 5!

  • Nearby attractions

    Windsor and Maidenhead's top spots, include Ascot Racecourse, Virginia Water Lake, and Odeon Maidenhead

Destinations to explore