
Holiday rentals with breakfast in Winchester
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Top-rated rentals with breakfast in Winchester
Guests agree: these breakfast rentals are highly rated for location, cleanliness and more.

Unique, romantic luxury countryside retreat
Unique luxury cottage for two, an ancient dovecote with a fabulous swimming pool. Beautifully furnished, romantic and spacious, in gorgeous peaceful countryside, the thick stone walls make it warm and cosy in winter, cool in summer as well as quiet and private. Upstairs there is a very comfortable super kingsize bed, a rolltop bath, a huge velvet sofa and a 50" TV. Downstairs is a shower room, kitchen and large dining area. Lovely walks from the door and close to Salisbury, Longleat & Stonehenge

The Nest
This charming 3-bed cottage with private parking and garden is situated in Shawford, near to the historic town of Winchester. Walks along the River Itchen, swimming, fishing and picnic spots are on your doorstep. Local pub in Shawford and pubs in nearby village of Twyford. Winchester is also accessible by foot ( 45 mins) or a short 5 minute train or bus away. London is an hour by train and other local attractions include Marwell Zoo, Peppa Pig World, South Coast, Portsmouth and New Forest.

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.

Luxury hut on the River Arle
The Arle Hut is a new interior designed spacious Shepherds Hut located in a quiet and private location on a farm, a 10 minute walk into Alresford, along the chalk steam river. There is a 2 person outdoor bath with hot water. The Arle hut is positioned on a tributary of the river Arle. Trout fishing can be arranged separately. It is the most peaceful of locations on the waters edge. All the home comforts one could ask for included. Home to Louis Pommery, English sparkling wine can be arranged

Spacious one bedroom annex in Hampshire village
Little Ashbrook is a newly renovated annex adjacent to our main home, on the edge of the pretty Hampshire village of Abbotts Ann. Just 5 minutes walk to 2 village pubs and an excellent award-winning, well stocked village shop and post office. Conveniently located to explore Iron Age forts, Stonehenge, Avebury, the bustling market town of Stockbridge, the Cathedral cities of Winchester and Salisbury, the New Forest and the South Coast. London Waterloo is an hour by train. A perfect escape!

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!

Nature’s Nook Cosy Couples Woodland Cabin Hursley
Nature's Nook offers guests the perfect rural escape. You will be treated to spectacular views across the Winchester countryside and wildlife right outside your doorstep. Nature's Nook is perfectly located, nestled on the edge of a bluebell woodland with country walks just minutes away and the historical city of Winchester a short drive away. Curl up on the sofa with a book, sit outside by the fire pit, whilst enjoying a drink, or just relax and admire the stunning scenery!

Colindale Cottage, Nether Wallop
Located between the historic cities of Winchester and Salisbury ,Colindale Cottage is an ideal base for exploring the Test Valley and beyond. Stonehenge, Highclere Castle and the New Forest are close by. The coast is approx and hour away. Dogs are welcome. Nether Wallop is a pretty village in the heart of the Test Valley close to the small town of Stockbridge with its independent shops and eateries. Nether Wallop featured in the Miss Marple series starring Joan Hickson.

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.

Beautiful guest suite in rural Hampshire
Set in the grounds of a Grade II listed thatched cottage on the edge of Kings Worthy village, our annex is beautifully decorated and comfortable. With its own entrance and small private outdoor area, this property combines rural charm and handy local amenities (bus stop just outside to central Winchester and fantastic local pub just a two minute walk away). Tea and coffee are provided as well as breakfast cereals, bread/butter and fruit jams.

The Barn @ North Lodge -Soho Farmhouse-esque Cabin
Inspired by Soho Farmhouse. A stylish converted barn set in the grounds of a Georgian Lodge within the South Downs National Park. Conveniently located close to the picturesque market towns of Alresford, Petersfield, Alton and historic Winchester, it is an ideal base to both explore Hampshire and kick back and relax in luxury. Take a look at the Barn on ‘Escape to the Country’ series 25, Episode 10 on iPlayer!

The Annexe-central Winchester
The annexe is a cosy oasis hidden in the heart of central Winchester. It’s a completely private en-suite bedroom in a quiet leafy cul-de-sac. The theatre and many of Winchester’s best restaurants are right on your doorstep. The train station and High Street are a 5 minute walk away. 5 minutes in the other direction and you can be in Winnall Moors nature reserve.
Popular amenities for rentals with breakfast in Winchester
House rentals with breakfast

Charming 2 Bedroom Thatched Cottage

The Barn at Myrtle Cottage

Dibbens Townhouse

Secret Garden Annexe @ Farm View Country Retreat

Five Star Boutique House near Windsor Castle, Ascot & London

Beautiful Self Contained Annex near Arundel.

Pretty self contained cottage in private garden

Magical and Romantic Countryside Getaway Near Windsor Castle
Apartment rentals with breakfast

Super sunny studio with own terrace & parking

Luxury 1 Bed - 2 mins Walk to River- Dog Friendly

Southsea Rooftops

Spacious self-contained flat in Parkstone

Sparkling clean flat in Guildford with parking

Penthouse Harbour View Apartment

Southsea - Welcoming Seaside Apartment

Beautiful 1 BR flat 5 min walk to South Downs Way
Bed and breakfast rentals with breakfast

Gorgeous 3-bedroom cottage near Stonehenge

Swanage Luxury one bedroom private studio

The Chicken Shed

Salisbury Cathedral Close Log Cabin with En Suite

17th Century Town House in Central Winchester

The Garden House/Jane Austen Chawton inc breakfast

Double room in a beautiful rural cottage

Large, sunny room in village house
When is the best time to visit Winchester?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £83 | £73 | £76 | £97 | £88 | £80 | £79 | £82 | £81 | £76 | £82 | £83 |
| Avg. temp | 5°C | 5°C | 7°C | 9°C | 12°C | 15°C | 17°C | 17°C | 15°C | 11°C | 8°C | 5°C |
Quick stats about holiday rentals with breakfast included in Winchester

Total holiday rentals
Explore 20 holiday rentals in Winchester

Nightly prices starting at
Winchester holiday rentals start at £22 per night before taxes and fees

Verified guest reviews
Over 2,040 verified reviews to help you choose

Wifi availability
20 of Winchester holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Winchester rentals

4.9 Average rating
Winchester stays are highly rated by guests – averaging 4.9 out of 5!
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- South Downs National Park
- New Forest National Park
- Paultons Park Home of Peppa Pig World
- University of Oxford
- Goodwood Motor Circuit
- Stonehenge
- Bracklesham Bay
- Windsor Castle
- Hampton Court Palace
- Highclere Castle
- Lower Mill Estate
- Thorpe Park Resort
- Boscombe Beach
- Chessington World of Adventures Resort
- Bournemouth Beach
- Winchester Cathedral
- Bournemouth International Centre
- Goodwood Racecourse
- The Tank Museum
- Southbourne Beach
- West Wittering Beach
- Kimmeridge Bay
- Highcliffe Beach
- Worthing Pier




