Guesthouse vacation rentals in City of Winchester

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Top-rated guesthouse rentals in City of Winchester

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Guest favorite

Guesthouse in Winchester

4.95 out of 5 average rating, 279 reviews

Water Meadows Lodge beside Winchester South Downs

"Riverside" Garden Lodge is separate, secure and sunny with a private garden and free parking in St Cross village Winchester, beside the Water Meadows and South Downs. Only 15 minutes walk from the centre via the famous Water Meadow paths or road's celebrated inns you have an ideal location to enjoy this historic city. Finished to high standards, the double bedroom, spacious living / dining room, kitchen, shower / loo have the essential luxuries. Plus Fast WiFi, 42" Smart TV and Laundry service.

Guest favorite

Guesthouse in Froxfield

4.99 out of 5 average rating, 247 reviews

The Granary, self-contained B&B near Petersfield

The Granary is a little, self-contained cottage attached to the main house but with its own entrance, deck and BBQ area. Opposite our organic, sourdough bakery and set amidst beautiful gardens (croquet, hens, sunken trampoline, huge oaks) with footpaths, cycle routes and lanes into the national park, it is quiet, cosy and special. Choose your breakfast loaf direct from the bakery to enjoy with all the other bountiful and delicious ingredients supplied for you in your own, well equipped kitchen.

Guest favorite

Guesthouse in Hampshire

4.93 out of 5 average rating, 198 reviews

Beautiful Self Contained Annex in South Downs NP

This brick and flint barn has been converted to a smart modern annex separate to our house. Set in the beautiful village of Meonstoke in the heart of the Meon Valley and the South Downs National Park. Ideal for visitors wanting a little luxury at the end of a day of outdoor pursuits. A really comfortable bed with blackout blinds and ensuite shower room. A spacious living area, with kitchen, dining area & log burning stove. Free wifi. Coffee (Nespresso machine) and tea, bread and jams included.

Guest favorite

Guesthouse in Hampshire

4.93 out of 5 average rating, 112 reviews

Flat in Winchester

A modern 1 bedroom flat within a 20-25min walk of the historic town centre of Winchester and the Winchester train station. Buses also run regularly in to town. The flat is separate from the main house and is light and modern. It has a king bed and fully fitted kitchen. Winchester is a beautiful city with lots of historic sites to explore, including the Cathedral and Great Hall, there are also beautiful walks through the countryside and the well known Christmas Market from late November.

Guest favorite

Guesthouse in Hampshire

4.95 out of 5 average rating, 144 reviews

The Old Cart Shed

This brick and flint barn has recently been converted to a smart modern annex next to our house. Set in the beautiful hamlet of Middle Preshaw in the heart of the South Downs National Park on The Monarch's Way footpath, just off The South Downs Way. A great base to explore Winchester, Winchester Christmas Market, the South Downs National Park, the South Coast for a sailing weekend, Southampton Boat Show, Goodwood Festival of Speed, and the New Forest. 50Mbps superfast wireless internet

Guest favorite

Guesthouse in Winchester

4.97 out of 5 average rating, 490 reviews

Idyllic Hideaway Ham Green Cottage near Winchester

The Orchard Studio at Ham Green Cottage is a pretty brick and flint building tucked away in a corner of our truly English country garden. You are completely private. We are family-friendly and you can expect a comfortable stay and warm welcome. We are in a village close to the historic city of Winchester, however our setting is completely rural and quiet. We have a fantastic village pub or there are lots of places to chose from in Winchester itself - the best of both worlds!

Guest favorite

Guesthouse in Penton Mewsey

4.99 out of 5 average rating, 120 reviews

Peaceful private annexe with far-reaching views

The first floor annexe is accessed via a covered external staircase. Home from home, cosy but spacious one bed (2 guests) accommodation with living space and kitchen. The balcony is perfect for morning coffee/evening drinks (weather allowing) with far reaching views over the Hampshire countryside. The annexe is adjacent to our home but is entirely private for guests' exclusive use. We will welcome you, and can answer any questions but we will also respect your privacy.

Guest favorite

Guesthouse in Medstead

4.89 out of 5 average rating, 379 reviews

Self Contained Garden Studio

A fabulous space in an oak-framed garden studio independent to our home with double bed, large shower room and tea and coffee making facilities, microwave and mini fridge. Within walking distance of the Watercress Line and less than 10 minutes drive to Jane Austen's House. We are also well placed for walks from the doorstep and the ancient and beautiful city of Winchester is just a 20 minute drive away.

Guest favorite

Guesthouse in Titchfield

4.87 out of 5 average rating, 156 reviews

Self contained unit with easy links to motorway.

This is a fully furnished mobile home in the grounds of a detached cottage on the outskirts of Titchfield, which is half-way between Portsmouth and Southampton. There is space to park a car off the road. There is a local village centre and more shops at larger local centres in Fareham and Whiteley. There is no washing machine or dryer in the property but guests can use the facilities in the main house.

Guest favorite

Guesthouse in bugmore hill

4.91 out of 5 average rating, 124 reviews

Stunning oak-framed "Loft House"

The "Loft House" was built in 2017 and has been freshly decorated to create a calm and stylish space. It is situated in a truly beautiful and tranquil rural location, and is a fantastic base to explore this lovely part of Hampshire. It is a cosy compact space so ideal for a couple or two adults, and could also accommodate up to two children. It is not suitable for more than two adults.

Guest favorite

Guesthouse in Sutton Scotney, Hampshire

4.99 out of 5 average rating, 198 reviews

The Old Studio

A modern, chic converted Art studio in a quiet and secluded location in the heart of Hampshire. Eve and Nigel welcome you to this bright and airy, freshly designed space in the grounds of their beautiful village house. The Old Studio is cleverly designed to be used both as a whole or as two separate one bedroom apartments. Please contact us for more information about this.

Guest favorite

Guesthouse in Andover Down

4.99 out of 5 average rating, 272 reviews

The Coach House - beautiful secluded tiny home

Situated close to the cathedral cities of Salisbury and Winchester, our beautiful newly converted Coach House in the Test Valley is perfect for families or romantic breaks. Stylishly decorated and furnished, with private parking & courtyard, The Coach House can sleep four adults and provides luxury accommodation for short or longer breaks.