Vacation rentals in Winsor

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Top-rated vacation rentals in Winsor

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Top guest favorite

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

4.96 out of 5 average rating, 120 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 favorite

The exterior of a modern, self-contained annex is shown, featuring a charming white façade and a slate roof. A gravel driveway leads up to the entrance. A small bistro set is positioned on the front patio, surrounded by vibrant greenery and flowering shrubs.

Home in Cadnam

4.95 out of 5 average rating, 145 reviews

Newly renovated completely self contained annex.

Modern, cosy completely self-contained annex with use of front garden and summer house. Sleeps 4 with kingsize bed upstairs on a mezzanine and pull out double sofa bed downstairs. Fully fitted kitchen with washing machine and clothes line for use by the parking space. Self check-in with key-box. Large, modern bathroom with heated towel rail and electric shower. Ideal location for walking and cycling. Only 5 minutes drive to Peppa Pig World and 25 minutes to the beautiful coast and beaches.

Top guest favorite

A charming brick cottage is set among lush greenery, featuring two prominent front windows. A covered entrance invites visitors, while colorful flowers and manicured grass enhance the rural landscape. The overall design blends traditional and modern elements seamlessly.

Cottage in Lyndhurst

4.99 out of 5 average rating, 244 reviews

Luxury cottage in the heart of The New Forest

Situated in open forest makes Acorn Cottage a perfect retreat for those looking to enjoy the rural setting the National Park has to offer. A short walk to The Oak Inn, great for lunch or dinner with Lyndhurst a mile away for all local ammenities. As ideal for couples as for families with kids. 3 bedrooms, 2 baths upstairs offers the space, with the cosy ground floor rooms being full of character. Newly refurbished, offers a balance of new and old, fully kitted out to enjoy the cottage as a home.

Guest favorite

The exterior of the Old Sir Walter Tyrrell House is showcased with its red brick facade and large, distressed windows. Greenery climbs the walls, and a welcoming front door is framed by an archway. The surrounding garden features a lawn and patio area, perfect for relaxation.

Home in Brook

4.94 out of 5 average rating, 544 reviews

History + Luxury Eco House in The New Forest

The Old Sir Walter Tyrrell House is a 4 bedroom detached property situated in the beautiful countryside of The New Forest National Park. Sensitively and sustainably saved from dereliction, it is now a luxurious place for friends and family to relax. The main house sleeps 8 persons,if you are a group of 10 there is also an adjoining, totally self contained cottage,ideal for parents, grandparents, aupairs or anyone looking for a separate space for a further 2 persons (at a small additional cost)

Top guest favorite

A two-story building stands surrounded by lush greenery and blooming rose bushes. A gravel pathway leads to a garage door, while the bright blue sky adds a serene backdrop to the scene. The well-maintained garden enhances the inviting exterior.

Condo in Emery Down

4.98 out of 5 average rating, 350 reviews

Welcoming apartment in the heart of the New Forest

'The Loft' is situated in Emery Down, a beautiful village in the heart of the New Forest where livestock roams free. This welcoming newly refurbished apartment offers a fully equipped kitchen and access to a pretty garden space - perfect for unwinding after a day of exploring. Walking and cycle routes (and a popular pub) can be reached in moments, local amenities are within walking distance in the forest’s capital Lyndhurst and sandy beaches are a short drive away. Private parking is available.

Top guest favorite

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, 130 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 favorite

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

4.99 out of 5 average rating, 209 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.

Guest favorite

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

4.91 out of 5 average rating, 281 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 favorite

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

4.97 out of 5 average rating, 143 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 a comfy double bed, small guest bed or cot (on request), kitchenette, separate shower room, & fold-down table that can be used as a desk or for meals. The studio is a stone's throw from spectacular walks & cycleways, fabulous pubs, picturesque villages, great attractions & stunning coastlines - all waiting for you to discover!

Guest favorite

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

4.96 out of 5 average rating, 113 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 favorite

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, 649 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 favorite

A well-appointed bedroom features a spacious bed with decorative pillows and a soft throw. A bedside table with a lamp is positioned beside the bed. A smart TV is mounted on the wall. Artwork and soft lighting contribute to a calming environment.

Guest suite in Cadnam

4.96 out of 5 average rating, 292 reviews

The Beat Office, Guest Suite

This self contained guest suite with your own front door and private drive is situated in The New Forest National Park. “The Beat Office" at The Old Police House is a cosy modern and private suite and offers a double bedroom, a modern ensuite shower, smart TV, heated towel rail, fridge, kettle, microwave,cafeteria, toaster, table and chairs and Wi-Fi, Secure area for kayaks and bikes. We provide tea coffee milk and basic cereals. Perfect for couples or business travellers.