Cottage holiday rentals in Winchester

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Top-rated cottage rentals in Winchester

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Top guest favourite
A tranquil path meanders through a lush forest, flanked by tall trees with changing autumn leaves. Sunlight filters gently through the branches, creating dappled light on the ground, highlighting the natural beauty of the woodland setting.
Cottage
4.99 out of 5 average rating, 128 reviews

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

Escape to a private 80-acre woodland, just 10-15 minutes from the historic, and picturesque, city of Salisbury. Enjoy tranquil trekking trails, or relax by the secluded lake. Glide through the trees, from the fun kids treehouse, on our 100 ft zip-line, or wind down by immersing yourself in nature with a good soak in our wood-fired Dutch tub. We believe our guest cottage offers the perfect balance of natural and peaceful comfort; ideal for romantic escapes, family adventures, or digital detoxes.

Superhost
An open plan living, kitchen, and dining area is depicted, featuring a dining table with wooden chairs and a patterned tablecloth. The kitchen includes a stainless steel refrigerator, stove, and ample cabinetry. Soft seating is arranged in the living area, enhancing a comfortable environment.
Cottage
4.83 out of 5 average rating, 144 reviews

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.

Top guest favourite
The exterior of a charming cottage showcases natural wood finishes and a slate roof, surrounded by greenery. A wood-fired hot tub is visible beside the entrance, and gravel pathways lead towards the property, framed by stylish planters and decorative fencing.
Cottage
4.98 out of 5 average rating, 197 reviews

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.

Top guest favourite
A wooden exterior wall showcases a large unframed window that reflects the surrounding greenery, providing views of the trees and hills beyond. The area in front is filled with lush foliage, contributing to the tranquil woodland setting.
Cottage
4.98 out of 5 average rating, 627 reviews

Stylish Hideaway with an amazing woodland view

Our hideaway offers the perfect getaway. Soak up the peace and quiet, take in the amazing view and relax surrounded by ancient woodland, only 50 miles from London. "Watching the birds fly overhead, from the comfort of a relaxing bed. Watching the trees in the winds sway, all my worries seem faraway. Listening to the beauty of the dawn chorus, whilst enjoying the views laid before us. Your woodland hideaway is just the place to fill the visitor's heart with grace." (A guest's poem)

Top guest favourite
The exterior of the lodge is captured, featuring a brick facade with white-framed windows. A spacious lawn is visible in front, along with a small patio area equipped with outdoor seating and a table. Tall trees frame the background, enhancing the tranquil setting.
Cottage
4.98 out of 5 average rating, 158 reviews

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.

Top guest favourite
The exterior of Colindale Cottage is depicted, showcasing a two-story structure with a light-colored façade. A garden room with glass panels is visible, along with well-kept flowerbeds and a lush green lawn. A large tree provides shade in the tranquil outdoor space.
Cottage
4.97 out of 5 average rating, 332 reviews

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.

Top guest favourite
A charming country cottage is showcased, featuring a sloped roof with triangular dormer windows. The welcoming red front door stands out against the pale exterior, surrounded by well-maintained shrubs and gravel pathways. Lush greenery can be seen in the background, highlighting the rural setting.
Cottage
4.99 out of 5 average rating, 108 reviews

Entire Country Cottage in Hampshire's Test Valley

This stunning country cottage is located in the heart of the Test Valley with its own patio and garden looking out to the fields behind. It is nestled in a lovely rural setting, with beautiful walks from the house, pubs and village amenities within walking distance. The cottage has luxury fittings, a wood burner and provides a haven for couples whatever age to getaway in an idyllic part of rural England. We are happy to host one well behaved pet.

Guest favourite
A stylish barn exterior showcases a mix of wooden and brick elements. French doors open to a bright interior with a bed visible inside. Two deck chairs are positioned on the terrace, and a chiminea stands to the side, all set against a landscaped garden.
Cottage
4.96 out of 5 average rating, 568 reviews

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!

Superhost
A charming kitchen area features wooden cabinetry and modern appliances, including a microwave. A sofa with teal pillows provides seating in the inviting lounge space, complemented by a wooden coffee table. Exposed brick walls and warm wooden flooring enhance the rustic character of the cottage.
Cottage
4.82 out of 5 average rating, 114 reviews

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.

Top guest favourite
A quaint cottage exterior is surrounded by lush greenery and colorful flowers. A paved patio area includes comfortable seating, ideal for relaxing outdoors. The charming brick walls and decorative plants create a welcoming entrance, inviting guests to enjoy the peaceful garden setting.
Cottage
4.98 out of 5 average rating, 701 reviews

Detached and romantic cottage with hot tub.

Beautifully bijou and charming the Bothy is a delightful hideaway in the New Forest National Park perfect for couples to enjoy a romantic escape Set within the New Forest on a quiet lane this charming holiday cottage is for those who need to envelope themselves in the healing qualities of nature and enjoy some peace in a tranquil setting within an easy driving distance of beaches, Salisbury and Southampton.

Top guest favourite
The Cottage features a charming exterior with a textured roof and a modern patio area. Surrounded by greenery, a spacious seating arrangement is set on a stone surface, offering a tranquil spot for relaxation. Nearby structures exhibit a contemporary architectural style.
Cottage
4.98 out of 5 average rating, 169 reviews

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!

Top guest favourite
A charming lodge is set amidst lush greenery, featuring a wood-shingled roof and large windows. In the foreground, a serene pond with natural vegetation is framed by planters, while trees provide a tranquil backdrop, inviting a sense of nature and peace.
Cottage
5 out of 5 average rating, 256 reviews

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

Quick stats about cottage rentals in Winchester

  • Total rentals

    10 properties

  • Nightly prices starting at

    £74 before taxes and fees

  • Total number of reviews

    560 reviews

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    10 properties include access to wifi

  • Popular amenities

    Kitchen, Wifi and Pool

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