Find short term rentals in Maidenhead at the best prices

384 available short term rental offers

7 nights
2
1
  • airbnb
  • booking
  • vrbo
  • expedia
  • priceline
  • tripadvisor
  • tripcom
  • sonder
  • homestay
  • hostelworld
  • hotelscom
  • agoda
Maidenhead short term rentals
Choose the perfect vacation accommodation
Price per night
Accommodation type
Rating

Best Short term and Weekly rentals in Maidenhead

Best Maidenhead luxury short term rentals

Peaceful Double Room, 25 Mins Central London - Maidenhead
9.0 27 reviews

Peaceful Double Room, 25 Mins Central London

apartment
This family-friendly guesthouse in Maidenhead, Berkshire, offers easy access to Legoland Windsor (approximately 16km away) and London via train, situated in a quiet residential area near parks and playgrounds.
The self-catering property features one bedroom, one bathroom, sleeps three, and includes a fully equipped kitchen with fridge, freezer and microwave, plus a cot, high chair and toys; free Wi-Fi and laundry facilities are also provided.

Best Maidenhead Short term rentals with a jacuzzi

Among the 384 accommodations in Maidenhead, here are the 4 best rentals with a jacuzzi

Moorcroft Homestay - Maidenhead
8.2 53 reviews

Moorcroft Homestay

B&B, High Wycombe
Moorcroft is a charming bed and breakfast located in Buckinghamshire, just 16km from Notley Abbey and 10km from Cliveden House, offering a tranquil escape amidst the picturesque countryside. This property consistently receives excellent ratings for its cleanliness, location, and overall guest experience.
The self-catering accommodation offers a private bedroom and two bathrooms, comfortably sleeping two guests. Enjoy modern amenities like a fully equipped kitchen, a jacuzzi, a terrace with river and garden views, and free parking, as well as the opportunity to explore nearby hiking trails.
Hilltop Shepherds Hut With Hot Tub And Tennis - Maidenhead
No reviews

Hilltop Shepherds Hut With Hot Tub And Tennis

cabin, Hambleden
This 1-bedroom lodge near Henley-on-Thames is located a 14-minute drive from the Thames Path and a 9-minute drive from the Chiltern Hills, offering convenient access to outdoor pursuits.
This pet-friendly cabin accommodates two guests and features Wi-Fi, air conditioning, a swimming pool, a Jacuzzi, a garden, and on-site parking, with essential toiletries provided for your convenience.
Relaxing Retreat - The Shepherds Hut - Hot Tub - By Tempstay - Maidenhead
No reviews

Relaxing Retreat - The Shepherds Hut - Hot Tub - By Tempstay

apartment, Maidenhead
Apartment. You will stay in Maidenhead.
Services and facilities: a jacuzzi, free parking and an iron. Take advantage of the terrace in this apartment in Maidenhead.
Shepherds Hut With Hot Tub Retreat - By Tempstay - Maidenhead
No reviews

Shepherds Hut With Hot Tub Retreat - By Tempstay

apartment, White Waltham
This White Waltham apartment is situated in a peaceful rural setting, approximately 3.2km from Bird Hills Golf Centre and within 9.6km of the River Thames and Thames Path.
The self-catering flat offers one bedroom, one bathroom, sleeps two guests, and includes a kitchen with fridge, a jacuzzi, terrace, garden, parking, and a fireplace; nearby attractions include Bray Marina and Stanlake Park Wine Estate, both within 9.6km.

Frequently Asked Questions about short term rentals in Maidenhead

Popular destinations

Best family friendly Maidenhead Short term rentals

Among the 384 accommodations in Maidenhead, here are the 4 best family friendly rentals

Watch Changing Of The Guard And Walk To The Castle! 2 Bedroom Apartment - Maidenhead
8.4 72 reviews

Watch Changing Of The Guard And Walk To The Castle! 2 Bedroom Apartment

apartment, Windsor
This 2-bedroom flat is perfectly placed in the centre of Windsor, just a 3-minute walk from Windsor Castle and within 300 yards of the town centre, making it ideal for exploring the historic streets and attractions. The apartment has received excellent user, location and cleanliness ratings, ensuring a comfortable and enjoyable stay.
The 74 square metre flat comfortably sleeps 6 guests and features a living room with a flat-screen TV, a fully equipped kitchen, and a bathroom with a washing machine. The apartment also provides free Wi-Fi, towels, bed linen, parking, and is within easy reach of Windsor & Eton Riverside train station, offering convenient access to London and other destinations.
2 Bed Retreat |Parking Vat Q - By Tempstay - Maidenhead
8.0 1 review

2 Bed Retreat |Parking Vat Q - By Tempstay

apartment, Berkshire
This Clewer East apartment, situated within 3.2km of Windsor Castle and LEGOLAND Windsor, offers easy access to Berkshire's key attractions and the River Thames.
The two-bedroom, two-bathroom property sleeps four guests and includes a fully equipped kitchen with dishwasher, a garden, parking, and in-unit laundry facilities; nearby Windsor & Eton Central train station provides convenient links.
Castle Properties: The Duchess, 3 Bed Family Cottage - Maidenhead
8.8 134 reviews

Castle Properties: The Duchess, 3 Bed Family Cottage

apartment, Windsor
This apartment is situated just a short walk from Windsor Castle and the town centre, making it the perfect base for exploring Windsor's historic attractions. It has received very good ratings for cleanliness, location and user experience.
The three-bedroom apartment, spanning 94 square metres, offers plenty of space for families. It comes equipped with a modern kitchen, a garden, and parking, as well as a range of amenities for a comfortable stay, including a washing machine and a flat-screen TV.
5 Guests | Free Parking | Easy Train To Reading - Maidenhead
10 2 reviews

5 Guests | Free Parking | Easy Train To Reading

apartment
This Maidenhead flat offers a peaceful base in Berkshire, located a 15-minute walk from the town centre and within easy reach of the Elizabeth Line for direct travel to central London, with Windsor and Reading a short drive away.
This two-bedroom apartment accommodates up to five guests, featuring a fully equipped kitchen with a fridge, freezer, microwave, and dishwasher, alongside on-site parking and a garden for your convenience.

Best Maidenhead lodging with parking

Enchanting 1 Bed Cottage| Windsor By Tempstay - Maidenhead
10 1 review

Enchanting 1 Bed Cottage| Windsor By Tempstay

apartment, Windsor
This ground-floor flat in Windsor City Centre is a 10-minute walk from Windsor Central Train Station and within a 1.4 km walk of Windsor Castle, the Long Walk, and the River Thames.
This apartment offers a private garden, a fully equipped kitchen with a dishwasher and washing machine, a dedicated workspace with fast WiFi, and parking is available.
The Windsor Room - Maidenhead
8.7 47 reviews

The Windsor Room

B&B, Windsor
The Windsor Room B&B is situated in Windsor, 2.3km from Windsor Castle, 3.2km from Legoland Windsor, and 11.6km from Dorney Lake.
This one-bedroom guesthouse offers accommodation for up to three guests, featuring a terrace, garden, free Wi-Fi, parking, and is a non-smoking property.
Side Separate Independent Annexe - Maidenhead
9.1 23 reviews

Side Separate Independent Annexe

apartment, Slough
This self-contained annexe is located in Moffat, 38.6 kilometres from Dumfries County Golf Club and 41.8 kilometres from Dumfries and Galloway Golf Club.
This 23 square metre studio offers private parking, free high-speed WiFi, air conditioning, and a fully equipped kitchen for up to one guest.
2br Apt Near Castle With Parking, Town Centre Location, Loft Room With Work Desk, 2cjh - Maidenhead
8.0 1 review

2br Apt Near Castle With Parking, Town Centre Location, Loft Room With Work Desk, 2cjh

apartment, Windsor
This two-bedroom Windsor flat offers a prime town centre location, just a 7-minute walk from Windsor Castle and 3.5 kilometres from Legoland Windsor.
This 86 square metre residence accommodates up to seven guests, featuring a dedicated workspace, a balcony, complimentary private parking, and a well-equipped kitchen with a dishwasher and oven, all within easy reach of transport links including London Heathrow Airport, 16 kilometres away.
©2026 cozycozy.com