
Holiday rentals with breakfast in Winchester
Find and book unique rentals with breakfast on Airbnb
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 $39 SGD per night before taxes and fees

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

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.

Tranquil Garden Studio Retreat
- Peaceful Garden Studio, enjoy birdsong, wildflowers and stunning views - Walkable from Overton station - Pubs, shops & local restaurants close by - Thoughtful touches, local gin, breakfast, fluffy towels - Fast WiFi, dedicated workspace & free parking - Dog-friendly, secure garden with resident, friendly dogs - Scenic walks from the doorstep - Escape from the city and immerse in nature - Close to Bombay Sapphire and Highclere Castle - Perfect for couples, dog owners and solo adventurers

Beautiful stylish Garden flat 8 mins to Winchester
Unique and stylish, this very comfortable and relaxing space offers the peacefulness of countryside whilst being a stones throw from the beautiful city of Winchester - a very short drive or a beautiful walk away. You get the best of both worlds with the city's pubs, restaurants, cafes and historic sights close at hand as well as river walks by the Itchen & beautiful countryside straight from your door. Excellent transport links to London, M3, Southampton Airport and the New Forest.

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!

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 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!

Luxury Studio with Hot Tub & Sauna
Welbeck Studio is a private, self contained luxury escape with the added benefits of your own private hot tub & sauna. Nestled in the little village of Nutbourne close to the pretty historic fishing villages of Emsworth and Bosham and the Roman City of Chichester. We are just a 10 min drive to Goodwood and 15 minutes to Historic Portsmouth and the beautiful award winning beaches of West Witterings.

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.

TOP FLAT CENTRAL ELEGANCE
This unusual apartment, on two levels, perched above Winchester roof tops, has great vistas and is in a very central position in the City. Step outside on to the cosmopolitan and historic high street; department stores, restaurants, coffee shops, museums are all within seconds: Within minutes stroll into the countryside and enjoy the lovely Hampshire scenery.

Cosy country cottage with chalk stream charm
A beautifully renovated and charming lodge on the river Dever, ten minutes drive north of the historic city of Winchester. The Fisherman's Lodge is a beautiful self contained country escape with the added benefits of its own little island and brilliant views of the charming river Dever and the wildlife that lives along its banks.
Popular amenities for rentals with breakfast in Winchester
House rentals with breakfast

Charming 2 Bedroom Thatched Cottage

The Barn at Myrtle Cottage

Luxury 5-Bed Beach House • Sea Views • Sleeps 10

Self contained annexe in pretty Dorset Village

Five Star Boutique House near Windsor Castle, Ascot & London

Spacious one bedroom annex in Hampshire village

Pretty self contained cottage in private garden

Spacious Townhouse
Apartment rentals with breakfast

Stylish Barn in Rural Hampshire

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

Southsea Rooftops

Self contained studio flat in Henley on Thames

Spacious self-contained flat in Parkstone

Sparkling clean flat in Guildford with parking

Newly Refurbished Spacious Flat : Highclere

"The Pottery Studio”
Bed and breakfast rentals with breakfast

Gorgeous 3-bedroom cottage near Stonehenge

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

Lovely 2 Bedroom Cosy Annexe
Destinations to explore
- Rentals with a washing machine and dryer Winchester
- Family-friendly rentals Winchester
- Apartment rentals Winchester
- Rentals with a fireplace Winchester
- Rentals with a patio Winchester
- Rentals with outdoor seating Winchester
- Pet-friendly rentals Winchester
- Cabin rentals Winchester
- Cottage rentals Winchester
- Villa rentals Winchester
- House rentals Winchester
- Flat rentals Winchester
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- Rentals with breakfast Hampshire
- Rentals with breakfast England
- Rentals with breakfast United Kingdom
- New Forest National Park
- Bournemouth Beach
- West Wittering Beach
- Paultons Park Home of Peppa Pig World
- University of Oxford
- Goodwood Motor Circuit
- Stonehenge
- Thorpe Park Resort
- South Downs National Park
- Longleat Safari Park
- Chessington World of Adventures Resort
- Windsor Castle
- LEGOLAND® Windsor Resort
- Southbourne Beach
- Lower Mill Estate
- Bracklesham Bay
- Boscombe Beach
- Hampton Court Palace
- Highclere Castle
- Mudeford Quay
- Goodwood Racecourse
- Winchester Cathedral
- The Tank Museum
- Ascot Racecourse





