Vacation rentals in Winsor

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Top-rated vacation rentals in Winsor

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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, 150 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 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, 126 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 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, 552 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 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, 152 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 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, 143 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
4.98 out of 5 average rating, 217 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 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
4.92 out of 5 average rating, 295 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.

Guest favorite
An inviting outdoor courtyard is illuminated by sunset hues and string lights. A hot tub is positioned nearby, alongside a fire pit with flames flickering. A dining table is set for meals, with a barbecue grill ready for use against the rustic brick backdrop.
Farm stay in Hampshire
4.99 out of 5 average rating, 146 reviews

Bluebell Copse Cottages New Forest with Hot Tub

Bluebell Copse Cottage is a stunning barn conversion on our 70 acre working farm. Fully renovated from the ground up in 2020 and opening in 2021 you will find all the modern conveniences you need as well as characterful design. There is space for you to explore a games room for family games and an on-site treatment room for relaxation. Bluebell Copse Cottage is more than just a holiday cottage it is an escape from the hustle & bustle of your busy life. Find us on all social media platforms

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
4.96 out of 5 average rating, 152 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 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, 662 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
The exterior of a modern bungalow is shown, featuring a well-maintained front garden with various shrubs and flowers. A pathway leads to the front entrance, flanked by neatly trimmed hedges. The roof is covered with brown tiles, and clouds drift across a blue sky.
Bungalow in Hampshire
4.96 out of 5 average rating, 230 reviews

Bijou sanctuary in quaint market town.

Modern bungalow in a quiet area of Romsey, level walk to town and rail station. Travel links to Southampton, Winchester and Salisbury, close to the New Forest. On street parking available. Kitchen featuring Bosch utilities including washing machine and dishwasher, double oven. Microwave available. Breakfast bar. Bathroom has bath with overhead shower. One double bed and open plan sitting room/ conservatory including dining area. Patio doors to decking and private back garden.

Guest favorite
The kitchen features light-colored cabinetry and a dark countertop, with a window that provides a view of the outdoors. A double sink is positioned below the window, alongside a washing machine and various kitchen appliances, including a kettle and dish soap.
Tiny home in Ower
4.95 out of 5 average rating, 221 reviews

Home with view over our Small holding

We would like to invite you to our working small holding on the edge of the New Forest. The accommodation we are offering was our home and one we grew to love dearly though sun and snow. It’s comfortable and has everything you need for a getaway. Self contained, warm and light. Close to M27 easy access to many attractions. You will be within walking distance to the local pub, store and Paultons Park,Peppa pig. Please note the accommodation sleeps 4 this includes infants.

Popular amenities for Winsor vacation rentals

  1. Airbnb
  2. United Kingdom
  3. England
  4. Hampshire
  5. Winsor