House vacation rentals in Maidenhead

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Top-rated house rentals in Maidenhead

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Guest favorite

Home in Windsor and Maidenhead

4.96 out of 5 average rating, 190 reviews

Historic building in the centre of Windsor.

Beautifully renovated 1850's Coach House. This is part of a building that housed Queen Victoria's Equerries at Windsor Castle. Based in central Windsor with private parking, the property is an ideal place for a staycation. Mess about on the river (boating, paddle boarding, swimming) or visit the many beauty spots in the area. Legoland, Windsor Great Park, Windsor Castle and Swinley mountain bike trails are all within easy reach. A unique property that we hope that you will love as much as us.

Oct 18 – 25

G$37,069 GYD per night

Guest favorite

Home in Hartley Wintney

4.95 out of 5 average rating, 418 reviews

Cottage in Hartley Wintney/Wifi/Netflix/Parking

A 19th Century updated character cottage with many beams and a vaulted ceiling to the main bedroom. Special cleaning is carried out between stays so all surfaces are sanitised. Windows and doors are opened to allow fresh air into the interior. Also available (on request) is a third cosy separate twin bedroom accessed off the garden providing two single beds and WC. It is two minutes walk from the thriving village of Hartley Wintney and is the perfect getaway! Dogs welcome (£25 fee payable).

Apr 25 – May 2

G$33,753 GYD per night

Guest favorite

Home in Stoke Talmage, Thame

4.97 out of 5 average rating, 107 reviews

A peaceful rural retreat

"A recently refurbished self-contained annex in the midst of beautiful Oxfordshire countryside. Close to the Chilterns, the pretty market towns of Thame and Watlington and just 20 minutes drive from Oxford. There are excellent walks and numerous pubs and restaurants with delicious food and warm fires. The property is a separate annex from the main house and is perfect for a relaxing break. It has a sitting area and kitchen, a bedroom with beautiful views, a superking bed and a modern bathroom.

Oct 18 – 25

G$21,416 GYD per night

Guest favorite

Home in Ascot

4.97 out of 5 average rating, 123 reviews

Cosy private detached from main house large room

Private entrance,dressing room, large corner shower , making the area totally self sufficient and private. The living room area is the same room as the sleeping area. With a Divan bed, 1 double Sofa bed. 1.7 miles to Ascot Racecourse, 2 miles to Ascot Station, 4.5 miles to Legoland, 7 miles to Windsor, 9 miles to Thorpe Park. A 5 Minute drive to Lapland UK. 3.2 miles to Bracknell. Wifi, Sky and Smart TV. Fridge, kettle and microwave. For a family visit please message me to discuss a discount.

May 18 – 25

G$15,695 GYD per night

Guest favorite

Home in Buckinghamshire

4.92 out of 5 average rating, 143 reviews

The Stables, Little Marlow

A fabulous, converted barn, located in the very desirable village of Little Marlow, Bucks. The property is set within 3/4 acre for your private use and has it's own private driveway + parking. The interior has underfloor heating, a wood burning stove, panelled walls, en-suite bathroom and a family bathroom. Little Marlow has been in numerous Midsomer Murder TV series. The village has two pubs, a cricket ground and a church. The property is a 10 min walk to the river Thames. AONB & cons. area

Apr 18 – 25

G$108,315 GYD per night

Guest favorite

Home in Great Milton

4.99 out of 5 average rating, 113 reviews

Cottage in Great Milton

Fully refurbished in late 2022, Mount Pleasant Cottage is set in the grounds of a characterful Georgian farmhouse in the picturesque Oxfordshire village of Great Milton. An ideal rural getaway for couples. The cottage is situated approximately 10 minutes walk from Le Manoir, a Michelin star hotel and restaurant and a stones throw away from the local Bull Inn village pub. Junction 7 of the M40 is about 2 miles away and provides easy access to London, Oxford, Bicester Village and Henley.

Jul 23 – 30

G$29,020 GYD per night

Guest favorite

Home in Surrey

4.99 out of 5 average rating, 136 reviews

Ty Bach

A cosy, clean, warm and light annexe with its own walled garden. Situated on a beautiful private road a short walk from the historic cobbled streets of Guildford town centre with its numerous boutique shops and quality independent restaurants. Ty Bach is on the edge of the beautiful Surrey Hills (a designated Area of Outstanding Natural Beauty) and the Rivey Wey. It is the perfect destination for walkers, mountain bikers and lovers of the outdoors. Dog walking and country pub heaven!

Dec 11 – 18

G$25,797 GYD per night

Guest favorite

Home in Tetsworth

5.0 out of 5 average rating, 244 reviews

Luxury self-contained Annexe with balcony Jacuzzi

Luxury self-contained annexe on the edge of the Chilterns, situated in the peaceful countryside which can be enjoyed from the hot tub, yet only 5 mins to the M40, 15 mins to Oxford Park & Ride & 15 mins to the station with trains to London taking 45 mins. It is the perfect place to relax with cosy lounge, wood burning stove, bespoke kitchen & underfloor heating. Upstairs features a super-king sized bed, seating area, luxury wet-room with underfloor heating, balcony, hot tub & loungers.

Sep 7 – 14

G$51,601 GYD per night

Guest favorite

Home in Pangbourne

5.0 out of 5 average rating, 156 reviews

A Perfect Pad in Pangbourne!

The house was 'created' in 2020 having originally been part of the village pub - its now part of a redeveloped property which also includes the owners home and a fabulous cafe called Artichoke Cafe The property is right in the heart of the picturesque riverside village of Pangbourne with its fabulous specialist shops, cafes, restaurants and pubs. Yet only ten minutes walk gets you to the countryside! The village also boasts a mainline station with direct trains to Paddington.

Jul 28 – Aug 4

G$25,695 GYD per night

Guest favorite

Home in Windsor and Maidenhead

4.91 out of 5 average rating, 116 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 4 – 11

G$29,928 GYD per night

Guest favorite

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 20 – 27

G$28,692 GYD per night

Guest favorite

Home in Berkhamsted

4.99 out of 5 average rating, 218 reviews

Cosy Victorian cottage in central Berkhamsted

Renovated beautiful cottage with open plan living on the ground floor with corner sofa and gas stove. French doors are leading out to a private courtyard garden. Well appointed kitchen with hob, oven and dishwasher. Washing machine in separate lobby leading through to a ground floor shower room / WC. Upstairs there are 2 bedrooms , a main bedroom with king-size bed and a twin room with 2 single beds. Self check in

Jul 27 – Aug 3

G$28,508 GYD per night