
Holiday rentals with breakfast in Winchester
Find and book unique Holiday Accommodation 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 $51 NZD per night before taxes and fees

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Over 2,030 verified reviews to help you choose

Wi-Fi availability
20 of Winchester holiday rentals include Wi-Fi 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 Holiday Accommodation 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.

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.

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.

"Bumble" The Shepherd's Hut
This traditionally inspired, hand-made Shepherds Hut is nestled inside a paddock in the leafy county of Hampshire. It offers a tranquil retreat in a home away from home setting with a cosy open plan living space championed by the log burning stove. Enjoy cooking your own English Breakfast - of which eggs are graciously supplied by our chickens -amongst views and visits of our 17 strong Alpaca herd. Please let us know if you'd like to meet and feed the Alpaca - they'd like to meet you!

Unique, romantic & private luxury country retreat
Unique. private & very ancient dovecote near Salisbury & Stonehenge with a fabulous swimming pool in gorgeous peaceful countryside with wonderful walks straight from the door. Beautifully furnished, very well equipped, romantic & spacious. Thick stone walls make it warm & cosy in winter, cool in summer as well as very quiet. It has an exceptionally comfortable super kingsize bed, rolltop bath, huge velvet sofa, sound system, 50" TV, fully equipped kitchen, dining area & shower room.

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.

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 Post Barn - Beautiful barn 10min to Winchester
A beautifully renovated 1000 sq ft barn, perfect for couples, friends or families, nestled at the heart of one of Hampshire's most picturesque villages, 10 mins from Winchester and 75 mins from Waterloo. Your hosts Lisa and Josh welcome you to The Post Barn, formerly the annexe of the village post office, now restored for those who wish to walk, run or cycle in the surrounding countryside...or enjoy all that Winchester has to offer.

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.
Popular amenities for Winchester Holiday Accommodation with Breakfast
Holiday House Rentals with breakfast

Charming 2 Bedroom Thatched Cottage

The Barn at Myrtle Cottage

Self contained annexe in pretty Dorset Village

Five Star Boutique House near Windsor Castle, Ascot & London

Beautiful Self Contained Annex near Arundel.

Pretty self contained cottage in private garden

Spacious Townhouse

Delightful Sunny House Close to the Village Square
Apartment rentals with breakfast

Super sunny studio with own terrace & parking

Stylish Barn in Rural Hampshire

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

Spacious self-contained flat in Parkstone

Sparkling clean flat in Guildford with parking

Southsea - Welcoming Seaside Apartment

Beautiful 1 BR flat 5 min walk to South Downs Way

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

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

Suite-Bed (UK kingsize), Lounge,Bathroom,Parking
Destinations to explore
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- Rentals with breakfast Hampshire
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- Rentals with breakfast United Kingdom
- New Forest National Park
- Bournemouth Beach
- West Wittering Beach
- Paultons Park Home of Peppa Pig World
- Goodwood Motor Circuit
- University of Oxford
- Thorpe Park Resort
- Longleat Safari Park
- Stonehenge
- Chessington World of Adventures Resort
- South Downs National Park
- Southbourne Beach
- LEGOLAND® Windsor Resort
- Windsor Castle
- Lower Mill Estate
- Boscombe Beach
- Bracklesham Bay
- Hampton Court Palace
- Highclere Castle
- Mudeford Quay
- Goodwood Racecourse
- The Tank Museum
- Winchester Cathedral
- Ascot Racecourse





