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

Rural Retreat. Comfort, style, views and garden.
Guest suite in wing of oak framed cottage. Situated in farmland between 2 picturesque villages, Old Basing and Newnham . Charming sitting room with log burner Spacious garden and terrace with covered verandah and furniture Simple DIY breakfast provided Private entrance King bed Great base for exploring country gardens and houses of Hampshire. Convenient for London, Winchester, Farnham, Windsor, Highclere Please note the location, vehicle required - 35 min walk to village and shops 2.5 miles +

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.

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.

Peaceful Garden Studio•Amazing Views•Friendly Dogs
- Stylish, relaxing Garden Studio with picturesque garden and lake views - Walkable from Overton station - Pubs, shops & local restaurants close by - Thoughtful touches: local gin, breakfast, fluffy towels - Scenic walks from the doorstep - Dog-friendly with secure garden & resident, friendly dogs - Fast WiFi, dedicated workspace & free parking - Explore Bombay Sapphire, Highclere Castle. See our guidebook for more - Perfect for romantic escapes, city getaways, nature & garden lovers

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!

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 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 Holiday Accommodation with Breakfast
Holiday House Rentals with breakfast

Stunning three floor home

Charming 2 Bedroom Thatched Cottage

The Barn at Myrtle Cottage

Secret Garden Annexe @ Farm View Country Retreat

Idyllic detached barn in tranquil NW Hants hamlet

Cosy self-contained Garden Annexe

Idyllic countryside 3 Bedroom Cottage

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

Super sunny studio with own terrace & parking

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

Spacious self-contained flat in Parkstone

"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

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

Woodside Lodge B&B annexe (& animal experiences)
Quick stats about holiday rentals with breakfast included in Winchester

Total holiday rentals
Explore 30 holiday rentals in Winchester

Nightly prices starting at
Winchester holiday rentals start at $69 NZD per night before taxes and fees

Verified guest reviews
Over 3,130 verified reviews to help you choose

Family-friendly holiday rentals
10 properties offer extra space and kid-friendly amenities

Wi-Fi availability
30 of Winchester holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi 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
- Paultons Park Home of Peppa Pig World
- University of Oxford
- Goodwood Motor Circuit
- Stonehenge
- Windsor Castle
- Hampton Court Palace
- Boscombe Beach
- Lower Mill Estate
- Highclere Castle
- Winchester Cathedral
- Chessington World of Adventures Resort
- Kimmeridge Bay
- Thorpe Park Resort
- Bournemouth Beach
- Goodwood Racecourse
- Highcliffe Beach
- Worthing Pier
- West Wittering Beach
- The Tank Museum
- Wentworth Golf Club
- Southbourne Beach
- RHS Garden Wisley
- Poole Quay




