Holiday houses in Gerrards Cross

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Top-rated holiday rentals in Gerrards Cross

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The outdoor dining area features a table with four chairs under a green umbrella. Potted plants frame the space, and the background showcases large glass doors leading into the bungalow. Bright greenery and clear skies enhance the comfortable setting.
Bungalow in Buckinghamshire
4.86 out of 5 average rating, 239 reviews

Stunning Chiltern Views from Old Amersham Bungalow

NEW BUNGALOW Kyteway is a self-contained detached studio between the historic town of Old Amersham and the rolling Chiltern Hills. Offering fully equipped kitchen, spacious shower room, double bed in sleeping area, dining table, storage, and sofa bed. BEAUTIFUL VIEWS from private dining patio & separate sun terrace. Short walk to historic old town and easy access to new town (inc station to London) on foot, by car, or local bus. Adjacent to countryside footpaths. Unrestricted on-street parking.

Top Guest favourite
An open plan living area is showcased with a dark sofa, light wooden coffee table, and a small round dining table. A floral wall hanging is displayed above the sofa, while natural light enters through a skylight, illuminating the neutral-colored walls.
Guest suite in Buckinghamshire
4.98 out of 5 average rating, 133 reviews

Bright self-contained annexe with its own garden

This recently renovated, self-contained, quiet and bright annexe has everything you need for a relaxing stay in the Chilterns. It offers own entrance, open plan living area with a kitchen and a small table, bathroom and a bedroom with a king sized bed. Enjoy your morning coffee or a picnic in the sunshine in your own little garden with table and comfortable chairs. Conveniently located, only 8 min walk to Amersham station and 1 min walk to the high street with many cafes, shops and restaurants.

Top Guest favourite
The exterior of a charming stone barn is illuminated at night, highlighting its rustic architecture. Soft lighting from below enhances the textures of the stone walls and draws attention to the barn doors. A sculptural feature is visible in the foreground, adding interest to the serene landscape.
Barn in Great Milton
4.96 out of 5 average rating, 227 reviews

17th Century Barn in quiet country village

A 17th Century Hay Barn 7 miles from Oxford and in the same village as ‘Le Manoir aux Quat’ Saisons’. Enjoy a glass of bubbles on your own private terrace before strolling to dinner at this famous Cotswold stone Manor. Fully wheelchair accessible & with private parking this unique property is the perfect place for a few days away walking in the nearby Chilterns, exploring Oxford’s Colleges & Cafes, visiting Art & Literary Fairs or attending appointments at Oxford’s many leading hospitals.

Guest favourite
The outdoor space features a gazebo with a wooden structure, illuminated warmly by lights. A patio area is arranged with stylish outdoor furniture, while a well-maintained lawn provides a green contrast. Soft lighting enhances the tranquil ambiance, creating a welcoming area for gatherings.
Bungalow in Farnham Royal
4.95 out of 5 average rating, 150 reviews

A Warm Welcoming Cosy Bungalow, 10 mins to Windsor

Have fun with the whole family at this stylish place. A beautiful home in a peaceful and safe surrounding, within walking distance to the famous Burnham beeches walk trail. Farnham Royal has many old British pubs, golf courses, local Restaurants, and shops. Situated only 10 mins drive away from Windsor Castle or Beaconsfield Town, plus easy access to all major motorways routes to adventure parks or Central London. We are 20 mins away from London Heathrow and 2 local main railway stations.

Top Guest favourite
Cottage in Sarratt
5 out of 5 average rating, 267 reviews

Crestyl Cottage riverside barn for 2 with hot tub

Crestyl Cottage is a delightful self contained country cottage in Sarratt - providing the perfect place to relax, walk, cycle, birdwatch and fish for carp in our small private lake. We provide high end accommodation for 2 adults in an area which has plenty to offer in the heart of the stunning Chess Valley. Crestyl Cottage is a conversion of a redundant barn, originally used for watercress seed drying which has been converted into self catering holiday accommodation with wood fired hot tub.

Top Guest favourite
A spacious lounge area is showcased with a plush green sectional sofa, light streaming through skylights. A large flat-screen TV is mounted on the wall, while a sleek coffee table sits atop a colorful area rug. Bright throw pillows add comfort, complemented by a dining space visible in the background.
Apartment in Buckinghamshire
4.99 out of 5 average rating, 417 reviews

Apartment 24 GERRARDS CROSS

Delightful fully self-contained luxury one double bed apartment with own private entrance (your host is an interior designer). 10 minute level walk to Gerrards Cross village with a vast variety of restaurants, supermarkets and shops. Located 25 minutes from London Marylebone by use of Chiltern Railway Services at Gerrards Cross Station (10-15 minute walk from property) and no more than 40 minute drive from London Heathrow. This accommodation will provide a home away from home experience.

Top Guest favourite
The cottage's serene garden is shown, featuring a stone patio with a wooden dining set surrounded by greenery. Sunny skies illuminate the exterior of the cottage, with trees and shrubs providing privacy and a peaceful atmosphere.
Cottage in Bray
5 out of 5 average rating, 157 reviews

A Hidden Gem

A character cottage, tucked away, in the heart of gastronomic Bray - renowned for its Michelin-starred restaurants: The Waterside, The Fat Duck, the Hind's Head and Caldesi, all within easy walking distance of the cottage. Lych Cottage is a two-bed semi-detached property, completed to a high standard. It provides a stylish place to stay for those wishing to enjoy the comforts of home whilst availing themselves of the local amenities. The first night's stay includes a continental breakfast.

Top Guest favourite
A modern wooden cabin blends into its woodland surroundings, featuring large glass windows that offer views of the forest. An outdoor kitchen is visible beside a spacious dining table crafted from natural wood. Comfortable seating arrangements create a welcoming outdoor space.
Tiny home in Aylesbury
4.97 out of 5 average rating, 437 reviews

The Woodland Retreat With Private Hot Tub Spa

Our brand new listing is a truly unique woodland retreat with a luxury super king bed, dedicated private hot tub & 65 inch tv. Perfect for a couple get-away, this place will take your breath away. Nestled in our remote private woodland on our farm estate this little gem is in touch with nature yet fully fitted with all the home comforts you need. Additionally the woodland retreat includes: 1x private bathroom, a fully fitted outdoor kitchen, WiFi and a bespoke oak outdoor dining table.

Guest favourite
Guest suite in Denham
4.88 out of 5 average rating, 144 reviews

Annex in a quiet,leafy sub in Denham near Heathrow

Self-contained Annexe in a sought after area in Denham. Excellent commute links to M40 and M25 (2 minute drive), Heathrow Airport (15 minutes drive),Overground Denham (1.8miles/5 minutes drive) /Underground (Uxbridge) (3 miles/5 minutes drive) . Denham Golf Course station 15 minute walk, Pinewood studio 4 miles/10 minutes drive, The property features: Lounge/bedroom, kitchen,fridge, washer dryer. Modern bathroom, central heating. 4HD TV with Netflix & Prime video.Private entrance

Top Guest favourite
A cozy living area features a comfortable white sofa adorned with striped cushions. Natural light filters through two windows with shades, highlighting a wooden coffee table and side table displaying a small vase of flowers. A mirror reflects the space, adding depth.
Cottage in Englefield Green
5 out of 5 average rating, 377 reviews

2 Bedroom Luxury Cottage (Secure & Quiet)

This charming Cottage is located in the picturesque Village of Englefield Green. Just four miles from Windsor Castle, three miles from Wentworth Golf Course and six miles from Ascot Race Course. Heathrow Airport if just six miles away. 300 metres further down the lane is The Royal Air Force Memorial and below that, on National Trust grounds that skirts the River Thames is the Magna Carta Memorial. The Royal Holloway University is a ten minute stroll across the Village.

Top Guest favourite
A cozy sitting room is featured, showcasing a comfortable armchair and a large coffee table adorned with various books and decorative items. A warm fire burns in the fireplace, and built-in shelving lines one wall, filled with a diverse selection of books.
Cottage in Warfield
4.98 out of 5 average rating, 331 reviews

Luxury 2 bedroom cottage

Luxury Cottage at Hayley Green A charming, character-filled retreat for up to 4 guests in a peaceful semi-rural setting. Designed for comfort and relaxation, it’s ideal for couples, families, or friends. Enjoy a well-stocked library if you prefer to stay in. Perfectly located: 6 mins to Lapland Ascot 9 mins to Legoland 11 mins to Ascot 16 mins to Windsor & Wentworth 30 mins to Henley-on-Thames Under 1 hour by train to London via nearby Bracknell station

Guest favourite
The 16th-century farmhouse is framed by a white gate, surrounded by verdant lawns. The stone exterior showcases intricate architectural details, with large windows and a decorative entrance. Lush trees and sparse shrubbery complete the charming landscape under a clear blue sky.
Home in Hedgerley
4.91 out of 5 average rating, 103 reviews

Slade Farmhouse with secluded Hot Tub

Check in from 16:00 and checkout is at 10:00. Experience an exquisite 16th-century farmhouse, recently renovated for up to 15 guests. The unique rooms offer a blend of textiles and colours, combining Art Deco with Country Chic style. Enjoy the inviting atmosphere, exposed beams, and Venetian mirrored furnishings. Relax in the hot tub on the terrace with stunning paddock views. Conveniently located near a charming village pub.

Popular amenities for Gerrards Cross holiday rentals

Frequently Asked Questions

  • Are there family-friendly vacation rentals in Gerrards Cross?

    Gerrards Cross has more than 10 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • How much does it cost to stay in house rentals in Gerrards Cross?

    Experience the best of Gerrards Cross with our house rentals, starting at about $40 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there pet-friendly vacation rentals in Gerrards Cross?

    Four-legged friends are welcome in Gerrards Cross. Choose from more than 10 vacation rentals for guests traveling with pets.

  • Are there vacation rentals with a dedicated workspace in Gerrards Cross?

    Yes! Work meets play with ease at over 20 vacation rentals in Gerrards Cross featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Where should I stay in Gerrards Cross?

    Make yourself at home in Gerrards Cross by choosing from our most frequently booked neighborhoods. We have over 620 vacation rentals in Gerrards Cross, and over 190 vacation rentals in Hedgerley.

  • Do house rentals in Gerrards Cross have a kitchen?

    Absolutely! We offer over 20 house rentals with a kitchen in Gerrards Cross. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Gerrards Cross have wifi?

    Absolutely! We offer over 20 house rentals with wifi in Gerrards Cross. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Gerrards Cross have free parking?

    Absolutely! We offer over 20 house rentals with free parking in Gerrards Cross. Enjoy a tailored experience with all the comforts you desire.

Quick stats about holiday rentals in Gerrards Cross

  • Total holiday rentals

    Explore 30 holiday rentals in Gerrards Cross

  • Nightly prices starting at

    Gerrards Cross holiday rentals start at $56 AUD per night before taxes and fees

  • Verified guest reviews

    Over 1,180 verified reviews to help you choose

  • Family-friendly holiday rentals

    10 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wi-Fi availability

    30 of Gerrards Cross holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Gerrards Cross rentals

  • 4.8 Average rating

    Gerrards Cross stays are highly rated by guests—averaging 4.8 out of 5!