Cottage vacation rentals in Winchester

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Top-rated cottage rentals in Winchester

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Guest favorite

Cottage in Fordingbridge

4.98 out of 5 average rating, 411 reviews

Wisteria Lodge

This beautiful lodge is on the edge of the New Forest. A perfect retreat for those wanting a relaxing, peaceful getaway but also a great location for an active holiday and great for families, with lots of space around you and a host of opportunities nearby. The lodge is set in the garden of a lovely family home, it is surrounded by fields and private woodland to explore. You will have the entire lodge to yourselves. Tea, coffee and a delicious continental breakfast is provided on arrival.

Dec 17 – 24

G$24,938 GYD per night

Guest favorite

Cottage in Hampshire

4.96 out of 5 average rating, 380 reviews

The Garden Cottage at Oakhanger Farmhouse .

Close to Jane Austen's House in Chawton 10 mins, Situated in the S.D.National Park,Alice Holt Forest (5 mins), Gilbert Whites House (5 mins)The Watercress Steam Railway, West Wittering Beach (50 mins), Chichester 30 mins fab theatre! and Goodwood 35mins. The cottage has been completely refurbished and beautifully designed down to the last detail,comfortable and with all mod cons. With so much to do in the area it's a great place for anyone who wants a lovely break from their everyday life.

Sep 22 – 29

G$31,465 GYD per night

Guest favorite

Cottage in Romsey

4.99 out of 5 average rating, 132 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.

Jan 4 – 11

G$48,094 GYD per night

Guest favorite

Cottage in Kington Langley

4.98 out of 5 average rating, 159 reviews

Spinners Cottage, historic & romantic nr Cotswolds

A charming, rural 300 year old historic thatched cottage. Full of character and period features, original fireplace and private sunny garden with off street parking. Chosen as a finalist in Airbnb's Best Rural Stay, the property lies on the outskirts of Chippenham market town - perfect for exploring the beautiful county of Wiltshire, Cotswold villages eg. Castle Combe and Lacock as well as the UNESCO World Heritage City of Bath. Many local walks and great pubs/shops within easy car access

Nov 13 – 20

G$42,419 GYD per night

Guest favorite

Cottage in Bishop's Waltham

4.98 out of 5 average rating, 122 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.

Oct 23 – 30

G$25,289 GYD per night

Guest favorite

Cottage in Andover

4.9 out of 5 average rating, 195 reviews

Beekeepers cottage, a cosy retreat by the stream

Beekeepers cottage was part of a watercress farm and is situated in the grounds of Bridge cottage with the pillhill chalk stream running past the door, a cosy cottage which if fully self contained, set in large grounds on the edge on the village, there is an abundance of wildlife, friendly ducks and resident chickens and a working apiary, fresh eggs and local honey when available, although it has a rural feel the town of Andover with all its amenities is an easy walk or short drive

Oct 11 – 18

G$21,226 GYD per night

Guest favorite

Cottage in Hampshire

4.97 out of 5 average rating, 251 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.

Nov 21 – 28

G$18,587 GYD per night

Guest favorite

Cottage in Winchester

4.82 out of 5 average rating, 247 reviews

Beggar's Lane Cottage-3 beds in Central Winchester

Beggar's Lane cottage is Grade II listed and built circa 1720 and retaining many original features. Two similar sized bedrooms with great views of Winchester Cathedral and a downstairs bathroom. There is a small courtyard back garden. The WiFi is fast. There will be fresh towels, dressing gowns, tea and coffee for you on your arrival. A short walk to the City centre, with it's many bars, shops, restaurants and other attractions. Located in an elevated and quiet street.

Feb 9 – 16

G$39,791 GYD per night

Guest favorite

Cottage in Hambledon

4.92 out of 5 average rating, 157 reviews

Private cottage in a quiet countryside location.

Nestled in a peaceful South Downs hamlet, Courtyard Cottage is perfectly situated for a leisurely or active break in the country with easy access to the coast. The area is popular with walkers and cyclists due to the many footpaths and country lanes in the vicinity. There are also plenty of family attractions and sightseeing opportunities in the area. Guest will enjoy the privacy of the cottage with its own secluded courtyard garden. We are dog friendly!

Jan 14 – 21

G$28,333 GYD per night

Guest favorite

Cottage in Windsor and Maidenhead

4.97 out of 5 average rating, 686 reviews

The Old School House, Ascot, Berkshire

Beautiful small self-contained character cottage set within private garden, one mile from Ascot. Open plan studio room with sitting area, kitchenette and bedroom area; en suite shower room/WC. Perfect for 1-2 adult guests looking for a comfortable and relaxing place to stay, whether for business or pleasure. It is ideal for visitors to Ascot Races, Windsor, close to Heathrow and a lovely rural retreat less than one hour from central London.

Feb 5 – 12

G$27,482 GYD per night

Guest favorite

Cottage in Hampshire

4.98 out of 5 average rating, 144 reviews

Cosy Victorian cottage set in a country park

Woodside Cottage was originally built in 1864 and formed part of the Royal Victoria Hospital. It is now nestled within the beautiful Royal Victoria Country Park on the edge of Southampton Water and popular coastal walks. This cosy cottage has recently been refurbished and furnished to a high standard with easy access to everything the park has to offer.

Feb 10 – 17

G$35,845 GYD per night

Guest favorite

Cottage in Hampshire

4.97 out of 5 average rating, 146 reviews

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.

Jul 28 – Aug 4

G$31,108 GYD per night