Holiday rentals in Downside

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Top-rated holiday rentals in Downside

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Top guest favourite
Shepherd’s hut
5 out of 5 average rating, 429 reviews

Secret Lodge: shepherds hut with hot tub & sauna

Stay in a luxury shepherds hut in the stunning Surrey Hills, only an hour from London. A perfect couples escape with a beautiful private hot tub under the trees and wellness area with sauna/cold plunge, bookable as an extra. We are located near Box Hill, you can enjoy countryside walks, spectacular views and visit some lovely local gastropubs. We are dog friendly for an extra fee. We supply a variety of grazing platters too. The perfect stay for birthdays, anniversaries and special nights away!

Top guest favourite
The spacious bed is dressed in white linens, complemented by decorative pillows featuring tropical patterns. Gold sconces flank the bed, illuminating the unique textural wall with intricate patterns. A round mirror adds depth, reflecting the soft lighting in the cozy sleeping area.
Guest house
4.96 out of 5 average rating, 311 reviews

Ground floor studio with private entrance

A quiet, ground floor studio flat, fully self-contained, affording high levels of privacy & comfort, with freedom to come & go via your own front door at anytime day or night. Situated in a quiet, safe, leafy cul-de-sac in Cobham (dubbed UK’s Beverly Hills!) which offers: The Ivy, gastro pubs, boutique shops, Waitrose & more. Driving: 5mins to Oxshott station, 10mins to M25, 20mins to Guildford (or train). Airports: Heathrow (10miles), Gatwick (16miles). Trains to London Waterloo: 35mins.

Top guest favourite
The charming Victorian Lodge features a classic brick exterior with white trim, framed by lush greenery. Two inviting front windows and a central doorway are surrounded by decorative flower pots. A gravel pathway leads to the entrance, highlighted by an expansive tree nearby.
Cottage
4.99 out of 5 average rating, 102 reviews

Gorgeous CountryCottage overlooking Windsor Castle

The Victorian Lodge (1876) is a charming & quintessentially English country cottage on a private estate once owned by King Henry 8th. It sits right beside Windsor Great Park, at the entrance of a long driveway to Little Dower House, where the owners of the Lodge live. The private gardens and stunning view at the Victorian Lodge provide the perfect setting for a small intimate wedding. Whilst the romantic gardens within the Little Dower House estate provide an ideal venue for larger weddings.

Top guest favourite
A freestanding bathtub filled with water and flower petals is complemented by a wooden tray holding a glass of wine and an open book. A large ornate mirror and wall-mounted lights enhance the serene atmosphere. A hand towel and bath robe hang nearby.
Place to stay
4.97 out of 5 average rating, 158 reviews

Potting Shed, freestanding bath

Welcome to The Potting Shed Surrey Hills it’s ian exquisite retreat, offering a perfect blend of luxury and tranquility. Watching the sunrise while soaking in your freestanding bath amidst 6 acres of private land is truly magical. It’s luxurious and stylish decor creates an unforgettable experience for guests seeking relaxation and indulgence. From AONB country walks to the personalised room service, the Potting Shed offers a level of extravagance that sets it apart from other retreats.

Top guest favourite
The exterior of the Georgian dwelling is framed by lush greenery, featuring a variety of plants and trees. A well-kept staircase leads to the entrance, showcasing the brick facade and charming windows. Natural light enhances the inviting atmosphere of the surroundings.
Flat
4.99 out of 5 average rating, 137 reviews

Clive House, Portsmouth Road, Esher, KT10 9LH

Nestled walking distance from Esher High Street the apartment is situated across the courtyard of Clive House, a Georgian dwelling built in the middle of the eighteenth century by Clive of India. The newly refurbished accommodation includes : living area, kitchen/ diner and ensuite double bedroom with a kingsize bed. Living includes a new compact and bijou fully fitted kitchen, dining area with wood burner, luxurious sofa and Smart HD TV/ Sonos sound bar as well as complimentary WiFi.

Top guest favourite
A spacious sleeping area features a soft, upholstered headboard and ample natural light from the glass doors leading to a deck. A table with two chairs is visible outside. Fresh towels are neatly arranged on the bed, framed by light wood flooring and neutral walls.
Guest suite
4.96 out of 5 average rating, 636 reviews

Lovely self-contained annex with shower room

Lovely, light spacious annex with en-suite shower room. It has a separate entrance and access to a deck. Off street parking is available. Situated in a quiet, tree-lined lane, it is a 5 minute drive to Horsley station which has a direct line into London Waterloo. Lots of lovely restaurants, pubs and cafes nearby for breakfast, lunch or dinner. There’s a mini fridge and microwave in the annex. PLEASE NOTE: ON BOOKING I’LL SEND DETAILED DIRECTIONS AND INFORMATION ON ACCESSING THE ANNEX.

Top guest favourite
A serene landscape captures a field bathed in soft, early twilight hues. The horizon features a silhouette of trees against a gentle gradient of color, with an expansive grassy foreground that invites contemplation in the tranquil surroundings.
Barn
4.97 out of 5 average rating, 246 reviews

Beautiful Rural Barn in Surrey Hills AONB

Enjoy the setting of this romantic spot in the Surrey countryside. Our “off the beaten track” barn is the perfect rustic charm getaway. Tucked away , and directly beside a babbling brook, this stunning newly renovated barn has all mod cons and everything you need for the perfect break. 65 inch Sky glass tv, huge walk in shower, gorgeous kitchen with granite work tops and built in appliances. Nestled in the Surrey hills there are miles of gorgeous walks quite literally on the doorstep.

Top guest favourite
A handmade kitchen features high-quality cabinetry and modern appliances. A large sink sits beneath an arched window, which provides natural light. The light wooden floor adds warmth, and a dining area is visible in the background, highlighting an inviting open-plan layout.
Cottage
4.98 out of 5 average rating, 105 reviews

The Turret, a charming and quirky 2 bed cottage

The Turret is a quirky and unique place to stay. The open plan ground floor has beautiful arched windows, a traditional handmade kitchen with modern appliances, dining table, a large leather sofa and an LED ‘smart’ TV. The modern bathroom has a bath with shower over and quality fittings. Upstairs are two bedrooms. The master is double height and has a standard 4ft 6 wide double bed. The second bedroom has a small (4ft) double bed with a further single fold out chair bed/ mattress.

Top guest favourite
A spacious loft room features a comfortable double bed with soft linens and neatly rolled towels. A cozy seating area includes two chairs and a small dining table. Natural light streams in from a skylight and window adorned with patterned curtains, contributing to a bright atmosphere.
Guest house
4.97 out of 5 average rating, 319 reviews

Quaint Self-contained Loft Studio nr Hampton Court

Quaint, quirky, clean and bright for you to relax in private, coming and going as you wish. Nestled in a safe, quiet area, perfectly situated for Hampton Court, Sandown Park Racing, Wimbledon Tennis, Bushy Park with its wild deer, the Thames and great shopping in Kingston. Breakfast included with pubs and restaurants nearby. Within walking distance of two railway stations, direct into London. Twickenham Stadium is just under 30 minutes away. Plenty of free on-street parking.

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
5 out of 5 average rating, 375 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
4.98 out of 5 average rating, 328 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
A couple relaxes in a bubbling outdoor hot tub, holding glasses, with a scenic view of lush green fields and trees in the background. A champagne bottle sits in an ice bucket beside them, enhancing the tranquil atmosphere.
Shepherd’s hut
4.98 out of 5 average rating, 347 reviews

The Ultimate Couples Retreat | 30 Mins from London

This countryside retreat is the perfect romantic escape, just a 35 minute taxi/train ride minutes from London. Unwind in your private luxury hot tub, sip on a complimentary bottle Champagne under the stars, and wake up to breathtaking views of rolling fields and wildlife. Our handcrafted shepherd’s hut blends rustic charm with modern comfort, offering a king-sized stargazing bed, a cozy fire-lit deck, and a luxury bathroom, all set in a peaceful meadow.

Popular amenities for Downside holiday rentals

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  4. Surrey
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