
Cottage holiday rentals in Winchester
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Top-rated cottage rentals in Winchester
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Romantic barn with kingsize 4-poster, fire, bikes
If you are looking for a romantic escape in the New Forest, just a short walk from the pub and open forest, then look no further. Situated in the grounds of an impressive country house, the Goat Shed is the stylishly renovated ground floor of a 19th century barn, with a kingsize four poster bed, claw foot bath and woodburning stove. Deer roam through the gardens, and our wood burning stove makes nights in perfectly cosy. A great spot from which to explore the forest, or simply relax in comfort.

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.

Beautiful Winterberry Barn ,With Hot tub
WinterBerry Barn is a gorgeous 1 bedroom cottage with everything you could possibly need for a cosy country getaway. It has a beautiful wood fired hot tub .Every aspect of the property is finished to the highest standard. Oak finish throughout with raw natural beams flowing through the property to really give it that warm country feel. Close to all the wonderful local amenities such as the beautiful market town of romsey only a 5 minute drive! Also the beautiful historic city of Winchester.

Beautiful garden house, edge of town & South Downs
Beautiful self-contained lodge in the glorious garden of a Georgian Country House. Five minutes walk to the small market town of Bishops Waltham, with shops, restaurants and pubs. Surrounded by stunning countryside, on the edge of the South Downs, with wonderful walks from the house. Open plan kitchen-dining area & lounge, 2 bedrooms and a bathroom upstairs plus separate downstairs shower room. Sunny patio area with table and chairs & Weber bbq, perfect for watching the sun go down.

Historic 16th Century thatched cottage, Hampshire
Right in the middle of Jane Austen country, this famous chocolate box 16th Century Grade II listed cottage, the oldest house in the village, is chocca-block full of history. It was home to the Archbishop of Canterbury, Queen Victoria's right-hand man, who not only christened and crowned the Queen but then went on to marry her Prince Albert. Set in the a picture-perfect Hampshire village full of thatched cottages and surrounded by gorgeous walks it is the perfect country retreat!

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.

Adorable Detached 1 bedroom Annexe with hot tub
Pet friendly self contained annexe with hot tub available in Denmead, Hampshire. Walk across the road for a stroll in the Forest of Bere or wander into Denmead for a choice of pubs. Pop next door to Furzeley golf club for a round of golf or round the corner to the fisheries, saddle up for a ride in the South Downs or hop in the car and visit Portsmouth Historic Dockyard or Goodwood. 1 kingsize bedroom (can be made into twin). Netflix and Broadband

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!

Country Cottage near Winchester, Hampshire
Tenacre Cottage is a cosy and quirky semi-detached cottage located in the outskirts of the rural village of Owslebury. Just a 5-mile drive from the medieval city of Winchester, Tenacre Cottage is situated in a prime location, perfect for a rural getaway or business stay. Secluded from the busy bustle of the city, yet a swift 10-minute drive, Tenacre Cottage is surrounded by acres of fields and beautiful views.

The Cottage in Compton
Come and enjoy a stay in The Cottage, located in the grounds of our 17th Century converted Barn. Enjoy a unique location on the edge of Winchester with direct access to the countryside. The Cottage has been recently extended and refurbished with everything you will need to make your stay enjoyable. A perfect place for a break to explore all the wonderful things that Winchester has to offer!

Self-contained Lodge, Stockbridge
The Lodge has been newly renovated, giving 24sqm of self-contained studio style accommodation, with modern fitted kitchen and bathroom facilities. Located on the ever popular Stockbridge High Street with it's host of shops, pubs and restaurants, it also sits in the heart of the Test Valley with endless opportunities for those who love the outdoors.

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 cottage rentals in Winchester
Cottage rentals with a hot tub

Cosy little country cottage with luxury hot tub

Holiday cottage With hot tub

80 acre Wood, Dutchtub, Lake, Treehouse & Zip-line

The Old Piggery, East Boldre, New Forest

Wisteria Lodge, a self-contained unit with spa

Cottage with Covered Hot Tub Godshill New Forest

Ultra luxury, newly refurbished country retreat

Cottage in beautiful Hampshire village
Pet-friendly cottage rentals

Beautiful, secluded, country cottage near to beach

The Forge

Modern 2 bed detached Cottage near Salisbury

Forest’s Edge - Ashurst

Luxury cottage in the heart of The New Forest

Self contained, rural cottage, 2 double bedrooms

Cosy Cottage in Rural Hamlet on the Jurassic Coast

Idyllic Thatched Cottage in heart of New Forest
Private cottage rentals

2 Tudor Cottage - Cosy period cottage, West Sussex

The Stone Barn - Luxury Barn in Rural Wiltshire

Cosy character cottage in central Marlborough

Cosy Victorian cottage set in a country park

Watch the deer from your cosy barn near Goodwood

Beautiful S.Downs Cottage, pool and tennis

Self contained 1 bedroom annexe with free parking

Delightful cottage in idyllic New Forest setting
Quick stats about cottage rentals in Winchester

Total holiday rentals
Explore 10 holiday rentals in Winchester

Nightly prices starting at
Winchester holiday rentals start at £75 per night before taxes and fees

Verified guest reviews
Over 610 verified reviews to help you choose

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
10 of Winchester holiday rentals include wifi access

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

4.8 Average rating
Winchester stays are highly rated by guests – averaging 4.8 out of 5!
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- Cottage rentals Hampshire
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- New Forest National Park
- Paultons Park Home of Peppa Pig World
- University of Oxford
- Goodwood Motor Circuit
- Bracklesham Bay
- Stonehenge
- Windsor Castle
- Hampton Court Palace
- Lower Mill Estate
- Boscombe Beach
- Highclere Castle
- Winchester Cathedral
- Chessington World of Adventures Resort
- Thorpe Park Resort
- Bournemouth Beach
- Kimmeridge Bay
- Goodwood Racecourse
- Highcliffe Beach
- The Tank Museum
- Worthing Pier
- West Wittering Beach
- Southbourne Beach
- Wentworth Golf Club
- RHS Garden Wisley




