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Holiday rentals in Gerrards Cross

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Top-rated holiday rentals in Gerrards Cross

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

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Top guest favourite
A bright kitchen scene is visible through a set of white-framed windows, showcasing a lush garden outside. A stainless steel sink and drying rack are positioned in the foreground, reflecting natural light. The garden features greenery and blooming flowers, creating a calming view.
Guest suite
4.96 out of 5 average rating, 378 reviews

Peaceful, self-contained apartment on two levels

Overlooking private garden, situated in historic old town of Amersham, the apartment, once lived in by Roald Dahl, is close to restaurants, pubs, coffee shops plus fashion boutiques. Own entrance, fitted kitchen with electric hob, oven, microwave, fridge, washing machine. Also sitting room with sofa-bed, TV & DVD player, double bedroom with TV, bathroom with bath and separate shower unit. Full central heating, free Wi-Fi. Secluded outside seating area. Unlimited free parking in High Street.

Top guest favourite
A rustic treehouse is elevated among leafy trees, connected by a wooden staircase. Surrounding foliage creates a serene environment, while a shaded area beneath features a bench and a fire pit. The natural setting offers a sense of privacy and tranquility.
Treehouse
4.96 out of 5 average rating, 260 reviews

Tree House - Hot Tub on balcony

Our rustic Glamping Treehouse stands 5m above the ground, which is accessible via an exciting seven-meter long suspension bridge. Boasting a warm themed interior, the Treehouse offers breathtaking views over the Chess Valley, which can be seen from the balcony and through the large panoramic window. Features include a spacious king-size double bed, en-suite toilet and basin facility. The outdoor balcony is home to a shower and hot tub, the perfect spot to relax amongst the surrounding treetops!

Top guest favourite
The charming exterior of a Victorian terraced home features a white door framed by climbing greenery. Flower boxes filled with pink and white blooms adorn the windows, while a small bench sits beneath a decorative wrought iron fence.
Cottage
4.94 out of 5 average rating, 145 reviews

Charming terrace in the heart of Bray village

Our lovely victorian terraced home is perfectly situated for all the fine dining that the charming village of Bray has to offer. The Michelin 3-starred Waterside Inn and Fat Duck are a few mins walk away as are the Crown Inn, Hinds Head and Caldesi. Stroll 15 mins more and you’ll find the recently renovated Monkey Island Estate. A short drive and you can be at either Ascot or Windsor Races, Cliveden House, Legoland, the village of Cookham or the beautiful river Thames towns of Marlow or Henley

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
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
A serene scene showcases a cottage surrounded by lush greenery and a private lake. Two swans glide across the calm water, while the cottage, with its wooden facade and sloped roof, is nestled among the trees, offering a peaceful retreat in nature.
Cottage
5 out of 5 average rating, 266 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.
Flat
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
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
The yacht Oyster Fun'd is securely moored beside a tranquil river, showcasing its sleek exterior and spacious deck. Surrounding features include a paved pathway leading to the entrance, with views of other moored boats and natural scenery in the background.
Boat
4.97 out of 5 average rating, 385 reviews

Thames Relaxation 2 bedroom luxury Heated Yacht

Your EXCLUSIVE LUXURY EXPERIENCE on our spacious 42ft x15ft YACHT Oyster Fun’d Moored on the MainstreamThames on our PRIVATE Island *HEATING * 2 double bedrooms White cotton bedding WHITE COMPANY products 2 showers 2 electric toilets Galley fridge microwave induction hob 2 smart TVs Netflix Prime WIFI Seating area below and on deck far reaching views under the shadows of historical Runnymede Parking 1 for car. Designated smoking area . Cruises available during your stay .

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
4.97 out of 5 average rating, 433 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.

Top guest favourite
An airy living space is highlighted by high ceilings and natural light streaming through large windows. A mix of seating options, including a gray sofa and a white armchair, surrounds a coffee table. A dining area with white chairs complements a gray sideboard.
Cottage
4.98 out of 5 average rating, 161 reviews

Delightful, rural, modern cottage, large garden.

Spectacular , quiet, rural cottage. This cottage contains a large maisonette room with a super-king bed and a downstairs room with two double beds, ideal for up to 4 children who can share or two adults who prefer double beds. The bathroom has a bath with a shower in it. There is a fully operating kitchen/dining room. Lots of walks nearby either to the pubs in Little Missenden, Penn woods and Penn Street or further into Old Amersham. Shared use of a large garden and tennis court.

Guest favourite
Guest suite
4.87 out of 5 average rating, 143 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 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
4.98 out of 5 average rating, 330 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

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 £29 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 & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wifi availability

    30 of Gerrards Cross holiday rentals include wifi 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!