Sunninghill and Ascot

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Set within six acres of parkland and framed by ancient cedar trees, this country manor is a dream for group getaways. Despite grand appearances, it has a cosy, welcoming feel with chic living spaces, an eclectic collection of artworks and elegant bedrooms, each with its own distinct character. The light-filled orangery kitchen will delight budding chefs, while the round table makes a perfect setting for feasting. Outside, enjoy year-round swims in the heated pool and leisurely lunches on the patio. And the location? You're just twenty minutes from Windsor Castle and less than an hour from London. 

Cedar Manor 

Footsteps from the shops, restaurants and cafes that line Eton High Street and a ten-minute walk from Windsor Castle, this cottage suits families, friends and couples alike. Inside, the design blends character with contemporary style, and it's packed with everything you'll need for a comfortable stay. At capacity, two guests will be on the sofa in the living area, though – something to bear in mind if you’re planning an extended stay or want plenty of space for socialising. That said, there is a private patio with a seating area, so you can enjoy refreshments alfresco when the sun shines.

Eton Oasis

Wake up beneath bright roof windows and oak-beamed ceilings, deep in the West Sussex countryside. Surrounded by greenery, this lovely farmhouse has heaps of charm and two Shetland ponies waiting to greet you. In the area, you'll find quaint pubs, rural vineyards, and the South Downs National Park.

Inside, the living area is packed with colour and comfort. Upstairs, you'll find stripped-back floorboards and antique furnishings. There's no denying that this home has been restored beautifully, but it's eco-friendly too. 

After strolling along the bridleway, bake a shepherd's pie in this vibrant kitchen and gather your family around the many-hued dining table. Feel free to rummage through the bookshelf and light the log burner, or see what's new on Netflix and Amazon Prime.

There's a barbecue on hand and spare wellies here too – so you can enjoy country life in all winds and weathers. Across the beloved courtyard, don't forget to challenge your loved ones to a match on the old Bonzini football table in the games room.

This is a place where you can reconnect with nature. Ponies are bred on this farm, so you might even be lucky enough to spot a foal. There isn't much light pollution around either, which means you can see starry skies on clear nights.

Hares & Haystacks

This stylish loft offers a serene retreat in the heart of Henley-on-Thames. Step inside and you’ll find a welcoming living room, a cosy bedroom and all the essentials you could need to settle in. It’s the ideal base for a romantic getaway or a productive work trip and there’s a handy sofa bed in the living room for one guest. Private parking is available for one car and it’s possible to walk to the train station in just fifteen-minutes. Plus, you can walk to the nearest pub, restaurants and shops 


The Chapel Light

Part of a lovingly converted farm building set within seventy acres of meadowland, this cottage embodies the Cotswold spirit. The interior is a handsome mix of wood panelling, exposed stonework and roaring fires, although there's plenty of modern amenities tastefully added in too — it’s easy to see why it bagged so many tourism awards. As it's part of a small community of five homes, there's also a wealth of communal amenities to enjoy, ranging from a hot tub and a hammock outside, to the combined games and workout room which is packed full of ways to while away rainy days. When the weather does play ball, you can play croquet, badminton, volleyball, Giant Jenga or try your hand at kite-flying. Alternatively, you can lace up your walking boots and head out into the countryside for a bracing walk. The town of Chipping Norton can be reached in ten minutes by car, too.


The Walnut Tree

This characterful townhouse can be found in the heart of Oxford's Golden Triangle. Outside, it’s just a short stroll to independent shops, bars and cafes on Cowley Road. You can walk into the historic city centre in just twenty-minutes and there are great public transport links – making it easy to explore further afield. Parking is available and there’s a sweet little garden for warm weather drinks. Plus, the rooms are perfect for families and groups in search of simplicity and ease. You’ll also find all of the bedrooms come with desks – making this a great option for remote workers. 

I'll Keep You

This cosy guest house is in the heart of Winkfield. It’s a great base for discovering all there is to see and do nearby, including visiting Windsor and Eton, enjoying days out at Ascot, and treating the kids to a Legoland adventure. It’s a comfortable home-from-home, with a sofa bed in the living room that can accommodate an adult or two children – though the main bedroom is on the mezzanine level above, so it’s not the most private set-up. Still, for such a convenient location, it’s a solid option. 


Winkfield Woods

Sitting on a quiet residential street in central Windsor, this beautiful upper maisonette offers a warm and welcoming base for those looking to experience the town’s rich and royal history, as well as the delights of nearby Eton, Ascot and Legoland. 

Laid out over three floors, you’ll find plenty of space to socialise as well as opportunities to steal yourself await for some relaxing privacy. We love the woodland palette of the living area with its jewel-toned accents – the ideal spot to kick back, whether on the plump sofa with a glass of wine or around the farmhouse-style dining table for a celebratory home-cooked meal. Upstairs, the three bedrooms each boast their own singular decor, from the claret and blue Britannia-themed one to the nature-inspired single bedroom and the stunning main bedroom with its large slanted window. Factor in the bathroom’s luxurious rainfall shower and you’ve got everything you need for a perfectly blissful stay. 

Outside of your home, you’ll find a couple of cosy pubs at the end of your road, as well as a supermarket a two-minute walk away. When you’re ready to soak up some history and culture, Windsor Castle, Windsor’s High Street and Alexandra Park are a five-to-ten-minute walk away, and Eton is a mere fifteen minutes away on foot. Elsewhere, Legoland is a ten-minute drive and Ascot is twenty minutes away by car. 


Britannia Jewel

This secluded mansion has an owl barn and a dovecote, and plays host to red kites, herons, barn owls, mallard and many smaller feathered friends; it really is 'for the birds'. Perfect for large families or groups of friends looking for a rural escape, this is a fun-filled countryside haven. Comprising six acres of luxury fittings, high-class amenities and verdant scenery – you could spend days here and never wish to leave.

The active types – usually the kids – are entertained by the dart board or the table tennis in the games room. Away from the splendour of your pastoral palace, there is a golf course, horse riding and cycling routes in the nearby area. 

For those of you that prefer a more relaxing break, fishing spots are an idyllic place to while away the hours. Or pamper yourself at the nearby Red Barn Retreat beauty salon in the village, which offers an array of massages and treatments. But you don't even need to leave your home to indulge in a weekend of grandeur.

A private chef is available to rustle up some top-rate food in the kitchen, giving you a taste of Michelin class dishes. For a more intimate escape, you can keep things low-key with homemade food and drinks in the cosy living room.

It’s for the Birds

Set on a farm in West Sussex, this charming cottage is the perfect couple’s retreat or solo getaway. The interiors are bright and fun, with pops of block colour punctuating each room. Downstairs there’s a cosy living area with a wood burning stove, which you can put a log on and curl up in front of a film in the evening. The modern kitchen is well stocked for cooking up homely meals, or on warm days fire up the barbecue and enjoy lunch alfresco at the wooden table outside. Look out the kitchen window and you might spot Nellie and Maggie, the shaggy Shetland ponies whose paddock is twenty feet away. Feel free to give them a carrot or two! 

The cottage is on a farm run by your hosts. You are surrounded by the great outdoors here, and you’ll have direct access to footpaths and bridleways which take you through the farm and out into the picturesque countryside beyond. As you walk out, stop by the Stud house, where you can say hello to the native ponies in their stable. The village of Billingshurst is a four-minute drive away, where you’ll find a supermarket and some local country pubs. Pay a visit to the Nyetimber vineyard, a fourteen-minute drive away, and pick up some of their excellent sparkling wine. After a day of exploring, there’s nothing better than enjoying a glass of bubbly back at home as the sun sets over the fields. 

Stud Cottage

Situated on a small family-run agricultural nursery, we think this luxury lodge is the perfect place to switch off and recharge. Not only is the location excellent – the idyllic South Downs are practically on your doorstep – but the attention to detail here is second-to-none. Rainfall showers and eco-friendly toiletries in the bathrooms, Netflix on the smart TVs and a panini maker in the kitchen are just a few of the things we love. The design is impeccable with blue velvet, dark greys and lots of wood. It's the perfect blend between rustic, country living and contemporary comforts, with chic furniture handmade by host Lucca. Speaking of, he'll leave a welcome hamper brimming with goodies for you to enjoy, and depending on the season, it'll contain fresh Italian fruit and veg grown on their farm. 

Days start and end here out on the deck, enjoying alfresco breakfasts in the sun and evening dips in the private hot tub. In between, set off and explore the local area – just walk out the front gates and you're on the National Trust South Downs footpath, leading towards Highdown Hill. A fourteen-minute walk away is the local pub, a few eateries and shops in Ferring, and it's only a five-minute drive to the beach. And with Worthing, Chichester and Brighton all less than an hour by car, you'll have plenty of options for adventures around West Sussex.

Dew on the Vine

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Book a stay in one of the best homes in Sunninghill and Ascot.

We selected the 6882 homes worth renting in this location

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Home spotlights in Sunninghill and Ascot

CEDAR MANOR

ETON
OASIS

HARES &
HAYSTACKS

We've selected the top 3% homes in Sunninghill and Ascot.

Most popular homes in Sunninghill and Ascot.

The Chapel
Light

The Walnut
Tree

I'll Keep
You

Winkfield
Woods

Britannia
Jewel

It’s for
the Birds

Stud
Cottage

Dew on
the Vine

The Chapel
Light

The Walnut
Tree

I'll Keep
You

Winkfield
Woods

Britannia
Jewel

It’s for
the Birds

Stud
Cottage

Dew on
the Vine

Check rates and availability for Sunninghill and Ascot.

Book with Plum Guide.

Frequently Asked Questions

Book a stay in one of the best homes in Sunninghill and Ascot.

We selected the 6882 homes worth renting in this location

Home spotlights in Sunninghill and Ascot

CEDAR MANOR

ETONOASIS

HARES &HAYSTACKS

We've selected the top 3% homes in Sunninghill and Ascot.

Most popular homes in Sunninghill and Ascot.

The ChapelLight

The WalnutTree

I'll KeepYou

WinkfieldWoods

BritanniaJewel

It’s forthe Birds

StudCottage

Dew onthe Vine

The ChapelLight

The WalnutTree

I'll KeepYou

WinkfieldWoods

BritanniaJewel

It’s forthe Birds

StudCottage

Dew onthe Vine

Check rates and availability for Sunninghill and Ascot.

Book with Plum Guide.

Frequently Asked Questions

Can I see the best in Sunninghill and Ascot?

ETON
OASIS

HARES &
HAYSTACKS

The Chapel
Light

The Walnut
Tree

I'll Keep
You

Winkfield
Woods

Britannia
Jewel

It’s for
the Birds

Stud
Cottage

Dew on
the Vine

The Chapel
Light

The Walnut
Tree

I'll Keep
You

Winkfield
Woods

Britannia
Jewel

It’s for
the Birds

Stud
Cottage

Dew on
the Vine