Holiday houses in Winsor

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Top-rated holiday rentals in Winsor

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Top Guest favourite
A modern one-bedroom bungalow is presented with a brick façade, complemented by a paved driveway that accommodates two vehicles. Lush greenery and well-maintained shrubs surround the property, which is situated in a quiet residential street under a partly cloudy sky.
Bungalow in Totton West
4.96 out of 5 average rating, 138 reviews

Refurbished bungalow on the edge of the New Forest

Located: just off junction 2 of the M27, 10 minutes drive from Peppa Pig World and perfect for trips all over the New Forest and Southampton, with Winchester, Salisbury, Stonehenge, Bournemouth and Portsmouth all less than an hour away.

 A modern self-contained one bedroom bungalow with off road parking for two vehicles. Situated in a quiet residential neighbourhood. Recently refurbished throughout in 2018/9 and offering a comfortable living space providing a great place to relax and unwind.

Top Guest favourite
The open-plan living area showcases modern furnishings with floor-to-ceiling windows, allowing natural light to fill the space. A cozy dining table is set for two, complemented by a plush sofa and a stylish rug, creating a welcoming atmosphere for relaxation.
Condo in Hampshire
4.94 out of 5 average rating, 310 reviews

The Perch, a touch of luxury in the New Forest

The Perch is situated in the center of Lyndhurst, considered by many to be ‘the heart of the New Forest’. With floor-to-ceiling windows you will have views across the rooftops to the open forest and up and down the bustling & busy High Street below. Furnished and equipped to a very high standard, it is the perfect pad for up to two adults. Step out of The Perch and you are immediately surrounded by coffee-shops, restaurants, pubs and boutique shops. Sorry no babies, children or pets allowed.

Top Guest favourite
A cozy room is highlighted by an antique brass bed covered with floral bedding. A wooden armoire stands against the wall, while a mirror reflects warm light. Soft curtains flank a window, and framed art pieces create an inviting atmosphere.
Guest suite in Ashurst
4.97 out of 5 average rating, 156 reviews

En-suite Dble Room Annexe in Ashurst New Forest

Charming room in a peaceful location just 5 minutes walk from Ashurst New Forest Train Station, and a 10 walk away from being deep in the Forest. There are many local pubs and eateries & & shops and a bus stop at the end of the road for buses towards Southampton, Lyndhurst or Lymington, with links to explore the region and a short train journey will take you to Bournemouth for the beaches! There is so much to explore in the New Forest all year round and Ashurst is a great base to explore from.

Top Guest favourite
An open-plan cabin interior features a spacious bed adorned with neutral bedding and decorative pillows. A kitchenette with modern appliances is visible alongside a wooden dining table with green chairs. Artwork depicting a vibrant street scene hangs on the wall, enhancing the cozy atmosphere.
Cabin in Bramshaw
4.99 out of 5 average rating, 151 reviews

Ryans Cabin

A unique attractive open plan Cabin for guests looking for a relaxing get away to the beautiful New Forest. The Cabin is located in the grounds of Ryans Cottage, in the middle of Bramshaw. The surroundings offer natural woods and trails, where you will have endless walks and cycle rides throughout some of England's most stunning countryside. A wonderful habitat for birds, deer, ponies and donkeys. There are many local pubs, restaurants, coffee shops for those valuable lunches and evening meals.

Top Guest favourite
The exterior of the barn-style annexe is highlighted, featuring a combination of red brick and dark slate roofing. Large windows allow natural light to enter, and a well-maintained lawn with neatly trimmed hedges enhances the inviting atmosphere.
Guesthouse in Sherfield English
4.94 out of 5 average rating, 421 reviews

Bartley House Barn, Self Contained, Rural

Self Contained, separate access. Spacious open plan ‘barn' style annexe next to family house (40ftx20ft internal) Rural- car essential for Romsey, New Forest, Salisbury, Southampton, Winchester. King bed, shower room, VERY BASIC 'kitchen' (kettle, toaster, mini cooker, m/wave, fridge) Tea & coffee; salt, pepper, oil. TV, FTP Wi-Fi 80mg, own parking and garden. Not suitable for children or pets (hazards). MIN 2 NIGHTS' STAY PLEASE BE PREPARED TO USE KEY SAFE FOR ACCESS (SEE BELOW FOR LOCATION.)

Top Guest favourite
A cozy bedroom features exposed oak beams and wooden flooring. A spacious bed is centered against the wall, complemented by light-colored bedding. Two nightstands with lamps are placed on either side of the bed, while a window with a blind allows for soft natural light.
Farm stay in New Forest, Hampshire
4.98 out of 5 average rating, 228 reviews

Granary Grain Store with Oak Beams

Self check-in (key on inside of door) Free parking adjacent to granary. Welcome to our cosy oak beamed granary surrounded by fields on the edge of the National Park. Lyndhurst & Brockenhurst are nearby where you can see ponies, donkeys & cattle roaming on the Forest. Both have lovely tea rooms and shops. Lymington is a coastal town with unique shops and cafes as well as scenic walks along the Quay. Beaulieu is also a must to visit with very scenic walks from Beaulieu River to Bucklers Hard.

Top Guest favourite
A wooden sign pointing towards 'Rural Heaven' stands prominently in the foreground. In the background, a quaint thatched cottage is partially concealed by hedges, surrounded by lush greenery and trees under a clear blue sky.
Shepherd’s hut in Minstead
4.92 out of 5 average rating, 331 reviews

Rural Heaven

Welcome to our semi off grid sustainable home where you will enjoy our shepherd's hut and the peace and tranquillity it provides. Amongst our newly planted saplings in our paddock you will have the wildlife and our 2 ponies for company. A warm, cosy, quiet, safe, space...read our reviews!!!! Sometimes surrounding yourself in nature is just what you need to give you balance. We are currently making a wildlife pond and hope this will enhance your visit. We look forward to welcoming you.

Top Guest favourite
The studio is set within a lush green garden, featuring a wooden fence and a spacious outdoor deck. Two large windows allow natural light to fill the interior, while the roof offers shade. The surrounding trees enhance the peaceful ambiance.
Tiny home in Cadnam
4.96 out of 5 average rating, 157 reviews

Cosy self contained studio. New Forest.

A light & airy self-contained studio in the New Forest. The perfect base for you to holiday or work away. Suitable for two adults & one child under 12. It features: Comfy double bed, guest bed or cot. Electric heater. Kitchenette comprising of a microwave, kettle, toaster, fold-down table & chairs. Shower room & toilet. You'll be a stone's throw from spectacular walks & cycleways, fabulous pubs, picturesque villages, great attractions & stunning coastlines - all waiting for you to discover!

Guest favourite
A charming cabin is nestled among lush greenery, featuring large glass doors that allow natural light to fill the interior. The surrounding area includes a well-maintained lawn, with trees providing shade and a rustic fence delineating the space.
Barn in Winsor
4.91 out of 5 average rating, 102 reviews

The L'il Cat House

On the site of what was the Ritz Carlton of catteries in The New Forest we have created a luxury cabin for you to curl up in front of the log burner and to use a base for exploring this beautiful part of the world. The L'il Cat House is a 20 minute drive from the beautiful beach of Lepe, that faces The Isle Of Wight; 5 minutes from Peppa Pig World (Paultons Park). In the grounds behind the owners’ house, the cabin is secluded & discreet, but with your friendly hosts close at hand if needed.

Guest favourite
The studio cottage features a cozy sleeping area with a spacious bed adorned with soft linens. A rustic brick chimney breast is visible, accompanied by a kitchenette and dining space, complete with a table, chairs, and a small electric fire for warmth.
Place to stay in Hampshire
4.94 out of 5 average rating, 123 reviews

The Old Dairy in the New Forest

The Old Dairy is a quaint studio cottage in the New Forest. The one bedroom studio was once the old parlor room for the dairy. With lots of original features such as the old brick chimney breast and wooden beams. This is perfect for a couple who want to come away to explore the forest for a few days. Equipped with a kitchenette for small meals with fridge microwave and single induction hob it also has a shower room. Set on our 70 acre farm which you can explore with fresh farm eggs daily.

Guest favourite
The exterior of the property is shown, featuring a whitewashed building with a brick accent wall. A wooden gate leads to a private entrance, and a gravel pathway displays vibrant flowers along the edge. Utility poles and neighboring structures are visible in the background.
Home in Hampshire
4.86 out of 5 average rating, 687 reviews

Private" Garden" suite ,in Cadnam, New Forest

Private, spacious, garden room with king size bed, and lounge area , large modern shower room. own entrance. Recently re-furbished . We' re in the New Forest, as little as 4 mins on foot to fabulous forest walks and trails. There are pubs and restaurants within walking distance ( The White Hart, The Coach and Horses, Le Chateau Bistro.) 4 miles to Lyndhurst, Highcliffe castle beach, Steamer Point, Mudeford approx 30 mins drive. Southampton, Salisbury .Bournemouth all close by.

Top Guest favourite
A small outdoor patio area features a wooden bistro table and two chairs under a wooden trellis. The space is surrounded by greenery, providing a private atmosphere. The double doors lead into the living area of the annex.
Guesthouse in Bartley
4.97 out of 5 average rating, 148 reviews

Peaceful annex in walking distance to the forest

Light and cosy self-contained annex is located down a quiet street close to the New Forest. A five minute walk will take you to the forest where you will often meet New Forest ponies and cows. There are also plenty of local pubs in close proximity and a local shop. There is plenty to do such as walks and bike rides in the forest, shopping trips in Lyndhurst. For families and little ones, it’s less than 15 minutes drive to Paultons Park where you find Peppa Pig World.

Popular amenities for Winsor holiday rentals

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