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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.

Jul 21 – 28

R1,659 ZAR per night

Guest suite in White Waltham

4.95 out of 5 average rating, 343 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

Sep 19 – 26

R1,356 ZAR 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.

Oct 23 – 30

R1,630 ZAR per night

Guest suite in Cookham

4.9 out of 5 average rating, 298 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 28 – Apr 4

R1,531 ZAR 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.

Dec 17 – 24

R2,771 ZAR per night

Home in Windsor and Maidenhead

4.9 out of 5 average rating, 114 reviews

Spacious 3 bedroom home in an idyllic village

Well equipped house with all the comforts of home in the picturesque village of Hurley. The house has stunning views over farmland and hillside which can be enjoyed from the private garden. Inside, the house is perfectly set up for families with child-friendly decor, and plenty of board games. The house is within a short walk of the River Thames, a couple of pubs and a village store. Hurley is ideally located for day trips to Henley, Marlow, Windsor and beyond.

Jun 24 – Jul 1

R2,798 ZAR per night

Home in Wooburn Green

4.93 out of 5 average rating, 112 reviews

18th century cottage

Self contained character annex in the beautiful Buckinghamshire countryside. Low ceilings and a narrow steep staircase with handrail and stair gates top and bottom. Parking spaces at the front and use of the pretty garden to the rear. Fantastic location on the edge of the Chilterns; good road and rail links to London and Oxford, close to the Thames, Windsor, Marlow, Cliveden, Hedsor House, Harry Potter Studios and Legoland. Plus there’s a pub next door!

Feb 8 – 15

R2,593 ZAR per night

Cottage in Windsor and Maidenhead

4.96 out of 5 average rating, 683 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.

Dec 22 – 29

R2,968 ZAR per night

Apartment in Windsor and Maidenhead

4.96 out of 5 average rating, 260 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.

Aug 22 – 29

R2,186 ZAR 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.

Nov 27 – Dec 4

R3,145 ZAR 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.

Dec 19 – 26

R2,638 ZAR per night

Condo in Buckinghamshire

4.99 out of 5 average rating, 227 reviews

Central Marlow modern apartment close to High St

A modern ground floor apartment situated in the heart of the lovely riverside town of Marlow. A well-equipped 1 bedroom apartment with patio and within 2 minutes walk of the High Street offering many restaurants and boutique shops. Ideal for a short break or for business. Free, secure parking and wifi.

Oct 1 – 8

R2,641 ZAR per night

Vacation rentals for every style

Get the amount of space that is right for you

Apartments

Convenient locations with everyday essentials

Houses

A space thats all yours, with room for everyone

Cottages

Quaint homes, peaceful surroundings

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 Windsor and Maidenhead

4.96 out of 5 average rating, 117 reviews

A Gem in the centre of Windsor

May 26 – Jun 2

R2,720 ZAR per night

Condo in Eton

4.97 out of 5 average rating, 229 reviews

Entire Studio Apartment, Old Bakery, Eton, Windsor

Oct 5 – 12

R3,060 ZAR per night

Barn in Warfield

4.91 out of 5 average rating, 730 reviews

Delightful small converted barn

Mar 8 – 15

R2,126 ZAR per night

Cabin in Buckinghamshire

4.99 out of 5 average rating, 132 reviews

Hockley Corner Studio

Jul 8 – 15

R1,783 ZAR per night

Apartment in Berkshire

5.0 out of 5 average rating, 22 reviews

Charming Annexe in Maidenhead

Aug 25 – Sep 1

R1,621 ZAR per night

Condo in Berkshire

4.97 out of 5 average rating, 97 reviews

Bright & quiet space, parking, central Maidenhead

Jul 26 – Aug 2

R1,875 ZAR per night

Tiny home in Berkshire

5.0 out of 5 average rating, 55 reviews

Little studio in Maidenhead

Jun 14 – 19

R1,985 ZAR per night

Home in Berkshire

4.85 out of 5 average rating, 20 reviews

Branch House

Aug 5 – 12

R2,143 ZAR 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 townhouse rentals in Maidenhead have a kitchen?
Absolutely! We offer over 10 townhouse rentals with a kitchen in Maidenhead. Enjoy a tailored experience with all the comforts you desire.
How much does it cost to stay in boutique hotel rentals in Maidenhead?
Experience the best of Maidenhead with our boutique hotel rentals, starting at about $50 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 1,720 vacation rentals in Taplow, over 120 vacation rentals in Bray, over 640 vacation rentals in Cox Green, and over 640 vacation rentals in Maidenhead.
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 Boutique Hotel Rentals in Maidenhead?
Enhance your stay in our Boutique Hotel Rentals with the most popular amenities: over 10 homes with wifi, over 10 homes with a kitchen, over 10 homes with free parking, and more. Indulge in the ultimate retreat, tailored to your preferences.
Do boutique hotel rentals in Maidenhead have free parking?
Absolutely! We offer over 10 boutique hotel 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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