
Vacation rentals with breakfast in Winchester
Find and book unique accommodations with breakfast on Airbnb
Top-rated accommodations with breakfast in Winchester
Guests agree: these breakfast rentals are highly rated for location, cleanliness, and more.

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.

Outstanding historic apartment in Georgian House
Little Dorrit is a lovely basement flat in Grade 2 listed Georgian House built 1806 Next door to Charles Dickens Birthplace (now a museum) Spacious bedroom,kitchenette with microwave (no oven or hob) , shower room 24 hour parking permit included 1 mile to Gun Wharf Quays shopping outlet ,Spinnaker Tower 1 mile to Historic Dockyard 1.5 miles to Southsea beach and attractions Eating places and supermarkets close by 2 minute drive to Brittany Ferries -great stopover before or after your holiday

Glorious private annexe, peaceful AND convenient
Complete annexe to yourself - beautiful light & cosy double room with private entrance & en-suite shower. Stunning views over surrounding woods & Golf Course. Close to City Centre, airport, cruise terminals & Unis. Easy access to Paultons Park & New Forest. Lovely secluded garden decking area for sitting, eating & drinking outside (weather permitting). Tea & Coffee, Toaster, Microwave, TV & DVD Player, Fridge, Breakfast selection (cereals, bread, jam) provided. Parking & wifi also included.

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.

Woodrest Cabin, South Downs National Park
Your escape to Woodrest starts with a beautiful walk through ancient woodland to a private and secluded meadow. We have two hand built cabins each set in their own acre of meadow. On arrival you will be met with the most stunning views of the Meon Valley. This unique stay allows you to switch off and enjoy the benefits of being on a family run farm, which has footpaths and woodland for you to explore. The South Downs Way is a short hike away, which leads to a wonderful nature reserve.

Stunning studio, 5 minute walk to South Downs Way
Brand new annexe above triple garage with south facing balcony offering outstanding views over Corhampton Down, part of the South Downs National Park. The accommodation includes a shower room, sleeping area with double bed, sitting and dining areas, breakfast preparation corner. Off-street parking available. Short walk from the villages of Exton, Meonstoke and Droxford which have excellent gastro-pubs and are waypoints on the South Downs Way, the Wayfarer's Walk and the Monarch's Way.

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.

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!

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!

Stylish Studio Annexe in Chandlers Ford Location
Welcome to my bright and inviting studio annexe, perfectly positioned for both business and leisure stays in Hampshire. Featuring a romantic Juliet balcony that bathes the space in warm afternoon sun, this self-contained retreat offers modern comfort with convenient access to the region's most popular destinations. The private entrance and dedicated parking ensure a seamless stay from arrival to departure.

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 Winchester accommodations with breakfast
House rentals with breakfast

A unique, self-contained studio.

Secret Garden Annexe @ Farm View Country Retreat

Victorian terraced property.

Spacious one bedroom annex in Hampshire village

Idyllic detached barn in tranquil NW Hants hamlet

Cosy self-contained Garden Annexe

Idyllic countryside 3 Bedroom Cottage

Pretty self contained cottage in private garden
Apartment rentals with breakfast

Deluxe 1st floor flat. Own entrance. Free parking.

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

Newly Refurbished Spacious Flat : Highclere

"The Pottery Studio”

Penthouse Harbour View Apartment

Southsea - Welcoming Seaside Apartment

Converted Coach House - Apartment

Cosy Hot Tub Haven - Studio
Bed and breakfast rentals with breakfast

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

Comfortable double bedroom in peaceful location.

Large, sunny room in village house

Woodside Lodge ‘Acorn’ (& animal experiences)

Suite-Bed (UK kingsize), Lounge,Bathroom,Parking
When is the best time to visit Winchester?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $149 CAD | $150 CAD | $161 CAD | $164 CAD | $168 CAD | $171 CAD | $173 CAD | $170 CAD | $160 CAD | $146 CAD | $152 CAD | $153 CAD |
| 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 vacation rentals with breakfast included in Winchester

Total vacation rentals
Explore 210 vacation rentals in Winchester

Nightly prices starting at
Winchester vacation rentals start at $14 CAD per night before taxes and fees

Verified guest reviews
Over 20,010 verified reviews to help you choose

Family-friendly vacation rentals
50 properties offer extra space and kid-friendly amenities

Pet-friendly vacation rentals
Find 40 rentals that welcome pets

Rentals with dedicated workspaces
70 properties have a dedicated workspace

Wifi availability
210 of Winchester vacation 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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- New Forest national park
- Goodwood Motor Circuit
- Paultons Park Home of Peppa Pig World
- Oxford University
- Stonehenge
- Windsor Castle
- Hampton Court Palace
- Boscombe Beach
- Bournemouth Beach
- Winchester Cathedral
- Highclere Castle
- Chessington World of Adventures Resort
- Twickenham Stadium
- Kimmeridge Bay
- Thorpe Park Resort
- Goodwood Racecourse
- West Wittering Beach
- Highcliffe Beach
- Worthing Pier
- Southbourne Beach
- The Tank Museum
- Wentworth Golf Club
- RHS Garden Wisley
- Poole Quay
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