Vacation rentals in Winsor

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Top-rated vacation rentals in Winsor

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Top guest favorite
A well-equipped galley kitchen features sleek white cabinetry and a modern design. Natural light flows through the window, illuminating the space. Appliances include a built-in oven, microwave, and a sink. A dining area is visible at the end of the kitchen, showcasing a contrast of textures.
Bungalow in Totton West
4.97 out of 5 average rating, 143 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.

Guest favorite
The exterior of the floating accommodation is illuminated at dusk, highlighting the modern design and large windows. A wooden walkway leads to the entrance, with outdoor seating visible on the private deck. Surrounding buildings can be faintly seen in the background.
Houseboat in Southampton
4.99 out of 5 average rating, 100 reviews

Rivers stays with hot tub

Our unique river stay offers a one-of-a-kind experience, combining modern comfort & nature. This charming space features panoramic windows that invite the soothing sounds of the flowing water and stunning views of the surroundings right into your living area. Enjoy your morning on the private deck while watching the sunrise, or unwind in the evening with a glass of wine as you listen to the gentle rustle of leaves. Perfect for couples, solo adventurers, or anyone looking to reconnect with nature

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 Minstead
4.94 out of 5 average rating, 584 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 spacious decking area is featured, surrounded by gravel, with a wooden picnic table and chairs shaded by a large umbrella. A sun lounger is positioned nearby, providing a comfortable spot to relax. The rustic cabin exterior is seen in the background, adorned with multiple windows.
Cabin in Winsor
4.99 out of 5 average rating, 104 reviews

New Forest Cabin with Stunning View

The Old Dairy is a beautiful hand-built cabin situated on a working farm on the edge of the New Forest National Park. We are ideally positioned for visiting the many beautiful villages, cosy forest pubs and fabulous country walks. Peppa Pig World is a 5 minute drive. There is a kingsize bed with an ensuite shower room and two single beds that can be made up in the spacious open-plan lounge, kitchenette area. The large decking area boasts spectacular views and is a great spot for a sundowner.

Top guest favorite
A light-filled open-plan living area showcases original oak beams and stone flooring. A spacious corner sofa invites relaxation, facing a wooden coffee table. A dining area with wooden chairs and a staircase leading to the mezzanine can be seen in the background, along with a well-equipped kitchen.
Home in Whiteparish
4.99 out of 5 average rating, 368 reviews

Stride’s Barn

A newly restored and beautifully refurbished oak framed barn conversion bordering the New Forest National Park . With spectacular far reaching views Stride’s Barn is situated 9 miles from the Cathedral City of Salisbury and 15 miles from Southampton . An ideal base to explore the local areas including many walks, pubs , restaurants, golf clubs and other tourist attractions such as Stonehenge and Paultons Park/Peppa Pig World . Can be rented with additional listing ‘The Cowshed’ (sleeps 2) .

Top guest favorite
The Pigsty features a unique domed structure with a blend of dark and natural wood accents. A small outdoor seating area with a round table and two chairs is positioned at the entrance, surrounded by lush greenery and potted plants.
Hut in Winchester
4.98 out of 5 average rating, 634 reviews

The Pigsty

The Pigsty is Winchester's first luxury woodland hideaway, with beautiful views of Vale Farm. Less than 2.5 miles from the historic centre of Winchester, this peaceful retreat is perfect for those looking to visit the city, or escape for some peace. The Pigsty’s domed design with wooden interior has a roll top bath, cosy open plan living space and decking area to enjoy dinner with sunset views. Just a few minutes walk from the famous Clarendon Way, and a 30 minute walk to the city centre.

Top guest favorite
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
4.92 out of 5 average rating, 114 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 favorite
An inviting open-plan cabin is surrounded by greenery, featuring a spacious deck furnished with a picnic table and reclining chairs. A shaded umbrella provides comfort. A wood-burning stove sits on the deck, completing the outdoor space. Large glass doors connect the interior to the serene surroundings.
Cabin in Southampton
4.96 out of 5 average rating, 405 reviews

New Forest Luxury Couple Retreat Eling Tree Cabin

A beautiful open plan cabin ideal for couples looking for a relaxing getaway. Kingsize bed and freestanding bath under your very own tree,as well as a private toilet with rain shower. The cabin has underfloor heating to keep you warm all year round. We supply bedding and fluffy towels as well your essentials. The kitchen is equipped with oven/hob, microwave, fridge-freezer and dishwasher. You also have BBQ Smart TV and Wifi. Check out our sister cabin. airbnb.com/h/ivycottageappletreecabin

Guest favorite
Place to stay in Hampshire
4.95 out of 5 average rating, 128 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.

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, 235 reviews

Romantic converted granary in the New Forest

Self check-in & parking space. Welcome to our beautiful converted oak beamed granary on a working farm surrounded by fields in the heart of the New Forest. Local pubs, countryside walks & cosy evenings make it perfect for couples. Lyndhurst is nearby and has independent shops, tearooms as well as ponies roaming on the forest. Brockenhurst has great cycling routes and woodland walks. Both have bike hire shops. Beaulieu has riverside walks, motor museum, palace & quaint village shops.

Guest favorite
Home in Hampshire
4.87 out of 5 average rating, 712 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
An outdoor deck features a wooden table set for two with a folding chair and a cushioned seat. Double doors lead into the hangar, framed by a surrounding landscape of arable fields and wildflower meadows under clear blue skies.
Hut in Braishfield
4.99 out of 5 average rating, 384 reviews

The Hangar - countryside views, seclusion & peace.

The Farley Hangar is a peaceful space with far reaching views of Hampshire's woodlands and the Isle of Wight. Located on our family farm and private airstrip in the Test Valley. Winchester, Romsey and Stockbridge are just 20 mins away. On the doorstep of numerous cycle routes and footpaths including the Claredon Way (Sals-Win). King size bed & full-size bath with rain shower. From your private deck with log burner you will see various wildlife species and watch the stars at night.

Popular amenities for Winsor vacation rentals

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