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Vacation rentals in Maidenhead

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Top-rated vacation rentals in Maidenhead

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

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Guest suite in Maidenhead

4.83 out of 5 average rating, 693 reviews

Oak Barn - 1st Floor self contained Studio

Light and spacious apartment in a stand-alone annexe in the grounds of our house, 250m from the River Thames. Modern furniture, TV, wifi, full kitchen, washing machine, freezer. Great location for eating out and for access to countryside. Close to Windsor, Eton, Marlow, Cliveden National Trust and lovely river walks. 5 minutes from Maidenhead station. 10 minutes from The Fat Duck and the Waterside Inn. We are near a railway line. It doesn't bother us at all but you can hear the trains.

Oct 13 – 20

€ 106 per night

Condo in Buckinghamshire

4.89 out of 5 average rating, 236 reviews

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

A stunning 1 bedroom apartment in a great central location in Marlow, with free on-site parking and private patio garden with sofas and dining. Please Read the Reviews. A full 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. Sofa Bed Charge of £35.00 Look at our online Guidebook, to see the variety of Restaurants, Activities and sightseeing.

Jan 10 – 17

€ 121 per night

Guest suite in White Waltham

4.95 out of 5 average rating, 344 reviews

Completely separate self-contained studio flat

Self-contained double room with en-suite shower room and kitchen area. Private access and parking. Completely private stand-alone studio but part of our home. Suitable for professional person/couple for short let periods. Ideal Monday-Friday but good for weekends to visit local area too. Free wi-fi, TV. A car is essential. Located in White Waltham village just outside Maidenhead. Easy access to Junction 8/9 of M4 and Maidenhead station. Also handy for Windsor, Henley, Ascot, Reading

Oct 12 – 19

€ 70 per night

Apartment in Windsor and Maidenhead

4.98 out of 5 average rating, 201 reviews

The Studio in Maidenhead Riverside, Berkshire, UK.

This is a large self-contained quiet double bedroom studio with en-suite bathroom and kitchenette with it's own private entrance. Attached to our house. There is off-street parking for one car. Convenient for the A4, M4, M40 M25 London is 25 miles. Heathrow Airport is 15 minutes away by car.. Direct trains into London. The Elizabeth Line train will run from Maidenhead station direct to London and the West End. (New Zone 6) Good for Windsor, River Thames, Pinewood Studios Smae Institute.

Dec 5 – 12

€ 85 per night

Guest suite in Cookham

4.9 out of 5 average rating, 299 reviews

Southwood Gardens annexe in Cookham

We are right on the edge of the beautiful village of Cookham. The accommodation is annexed to the main house and is accessed through a secured side-gate for total privacy. There is also free private parking on the front drive. The room is ideal for people who need to commute (1 hour by train to London, 25 minutes drive to Heathrow), or families who need to have additional accommodation for their loved ones to stay in the area. We very much look forward to welcoming you to Cookham soon !

Mar 8 – 15

€ 79 per night

Condo in Marlow

4.98 out of 5 average rating, 191 reviews

Central Marlow modern apartment close to High St.

A perfect Marlow town centre location yet in a quiet residential road - just minutes away from the High Street shops, bars and restaurants - including The Hand & Flowers and Coach. The apartment has allocated, secure parking, intercom entry system and a king sized bed. Fresh linen, towels and toiletries are provided. The kitchen is fully equipped with a washer/dryer, fridge/freezer, oven/grill, hob and dishwasher. The open plan living space has a sitting area, sunny balcony, TV and WiFi.

Feb 2 – 9

€ 142 per night

Cottage in Windsor and Maidenhead

4.97 out of 5 average rating, 686 reviews

The Old School House, Ascot, Berkshire

Beautiful small self-contained character cottage set within private garden, one mile from Ascot. Open plan studio room with sitting area, kitchenette and bedroom area; en suite shower room/WC. Perfect for 1-2 adult guests looking for a comfortable and relaxing place to stay, whether for business or pleasure. It is ideal for visitors to Ascot Races, Windsor, close to Heathrow and a lovely rural retreat less than one hour from central London.

Jan 15 – 22

€ 124 per night

Apartment in Windsor and Maidenhead

4.96 out of 5 average rating, 261 reviews

Windsor Great * Snug * Private Annexe with Parking

*stylish private annexe with off street parking for one car. * self contained studio attached to our family home. * suitable for up to 2 people only. * ideal for both work travellers (key box ) and tourists. * approx 21 m2 *quiet, leafy "Boltons" area. * 15\20 mins stroll to town centre and Castle. * 10 mins stroll to Long Walk and Great Park. * 5 mins cycle to Windsor Great Park cycle path. * local shop and pub 5-10 mins walk.

Jun 28 – Jul 5

€ 118 per night

Guesthouse in Taplow

4.94 out of 5 average rating, 453 reviews

Luxury Rustic Log Cabin... secluded deck & garden

A luxury haven in lovely gardens adjacent to the main house. Secure private parking in large gravel drive. Ideal for Guests attending weddings/celebrations at Hedsor or Cliveden House Visiting The N.Trust Gardens, Tea or Spa Day at Cliveden as it’s on our doorstep! 8 miles to Windsor, visit the famous Castle. Beautiful walks by the River Thames, very pretty local villages with quaint country pubs Suitable for two guests

May 28 – Jun 4

€ 151 per night

Apartment in Cookham

4.94 out of 5 average rating, 511 reviews

Old Butchers Wine Cellar 15th Century Apartment

Our restored 15th century apartment is in a unique position on Cookham High Street, located within 500 meters to 7 different restaurants and pubs and four Michelin Star restaurants within 3 miles. Situated above our beautiful wine shop with a pop up wine bar on Thursday, Friday and Saturday nights. We have very comfortable beds, 100% cotton sheets and towels. The perfect choice for couples, business travellers and families.

Oct 25 – Nov 1

€ 163 per night

Condo in Marlow

4.98 out of 5 average rating, 194 reviews

Central Marlow Apartment nr High St with Parking

A modern 1-bedroom apartment with free on-site parking and intercom entry system. Conveniently located in this picturesque riverside town sits adjacent to Marlow High Street, you will be a 2 minute walk away from popular bars and restaurants, including Tom Kerridge's The Hand & Flowers & The Coach and a short walk from beautiful riverside walks. Remaining quiet and secluded despite its fabulous central location.

Jan 4 – 11

€ 133 per night

Condo in Eton

4.97 out of 5 average rating, 230 reviews

Entire Studio Apartment, Old Bakery, Eton, Windsor

This beautiful and luxurious Studio Suite on the first floor of The Old Bakery on Eton High Street opened for bookings in July, 2019. Lovingly restored, it retains its stunning original features whilst introducing modern luxuries to ensure a comfortable and memorable stay. The property is owned and professionally run by our interior design and build company which means we maintain it to a very high standard.

Sep 27 – Oct 4

€ 158 per night

Vacation rentals for every style

Get the amount of space that is right for you

Cottages

Quaint homes, peaceful surroundings

Apartments

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A space thats all yours, with room for everyone

Popular amenities for Maidenhead vacation rentals

Free parking on premises

Air conditioning

Stay near Maidenhead's top sights

The Fat Duck57 locals recommend

Braywick Leisure Centre4 locals recommend

Ray Mill Island8 locals recommend

Lidl5 locals recommend

Boots3 locals recommend

Nicholsons Shopping Centre3 locals recommend

Other great vacation rentals in Maidenhead

Apartment in Bourne End

4.94 out of 5 average rating, 141 reviews

Cosy Studio Flat on Rural Thames

Jan 19 – 26

€ 94 per night

Guesthouse in Windsor and Maidenhead

4.96 out of 5 average rating, 141 reviews

1 Bedroom private property +free parking

Oct 1 – 8

€ 118 per night

Home in Wooburn Green

4.93 out of 5 average rating, 112 reviews

18th century cottage

Jan 16 – 23

€ 129 per night

Home in Windsor and Maidenhead

4.9 out of 5 average rating, 115 reviews

Spacious 3 bedroom home in an idyllic village

Jun 2 – 9

€ 137 per night

Apartment in Oxfordshire

4.97 out of 5 average rating, 151 reviews

Cosy annexe by shops/parking, 15min walk to Henley

Oct 5 – 12

€ 67 per night

Cabin in Buckinghamshire

4.99 out of 5 average rating, 133 reviews

Hockley Corner Studio

Jul 11 – 18

€ 89 per night

Barn in Warfield

4.91 out of 5 average rating, 732 reviews

Delightful small converted barn

Aug 31 – Sep 7

€ 89 per night

Guesthouse in Buckinghamshire

5.0 out of 5 average rating, 149 reviews

Red Kite Barn in a secluded valley close to Marlow

Jun 5 – 12

€ 142 per night

Quick stats about vacation rentals in Maidenhead

Total rentals
290 properties
Rentals with dedicated workspaces
130 properties have a dedicated workspace
Rentals with a pool
10 properties have a pool
Pet-friendly rentals
60 properties allow pets
Family-friendly rentals
130 properties are a good fit for families
Total number of reviews
8.3K reviews

Frequently Asked Questions

Do house rentals in Maidenhead have a kitchen?
Absolutely! We offer over 110 house rentals with a kitchen in Maidenhead. Enjoy a tailored experience with all the comforts you desire.
How much does it cost to stay in condo rentals in Maidenhead?
Experience the best of Maidenhead with our condo rentals, starting at about $30 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Where should I stay in Maidenhead?
Make yourself at home in Maidenhead by choosing from our most frequently booked neighborhoods. We have over 120 vacation rentals in Bray, over 1,720 vacation rentals in Taplow, over 640 vacation rentals in Maidenhead, and over 640 vacation rentals in Cox Green.
Do condo rentals in Maidenhead have wifi?
Absolutely! We offer over 20 condo rentals with wifi in Maidenhead. Enjoy a tailored experience with all the comforts you desire.
Are there vacation rentals with a dedicated workspace in Maidenhead?
Yes! Work meets play with ease at over 130 vacation rentals in Maidenhead featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there family-friendly vacation rentals in Maidenhead?
Maidenhead has more than 130 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
What are the most popular amenities for Condo Rentals in Maidenhead?
Enhance your stay in our Condo Rentals with the most popular amenities: over 10 homes with free parking, over 20 homes with a kitchen, over 20 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.
Do condo rentals in Maidenhead have free parking?
Absolutely! We offer over 10 condo rentals with free parking in Maidenhead. Enjoy a tailored experience with all the comforts you desire.
Are there pet-friendly vacation rentals in Maidenhead?
Four-legged friends are welcome in Maidenhead. Choose from more than 60 vacation rentals for guests traveling with pets.
Are there Maidenhead vacation rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 10 vacation homes with pools in Maidenhead, available on Airbnb. Make a splash and soak up the sun in style!

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