Holiday Rentals City of Winchester from ₹3,879: Find Short-Term Rentals & Holiday Accommodations

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Top cities in City of Winchester

A sunset over a river with a bridge and buildings in the background.

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Our top choices for City of Winchester holiday rentals

A bedroom with a bed, a nightstand, a lamp, a window with curtains, and a radiator.

1. Settle Winchester

Winchester City Center

₹11,427 total

includes taxes & fees

8 Nov - 9 Nov

A green RV with a fire pit and outdoor seating area, surrounded by lanterns and plants.

2. The Shack Cabin Sleeps 3 With Enclosed Garden

Waterlooville

₹18,030 total

includes taxes & fees

19 Nov - 20 Nov

A bedroom with a wooden headboard, white bedding, two floral pillows, a bedside lamp, and a folded towel on the bed.

3. The Riley Stable- Cozy Getaway

Waterlooville

₹16,560 total

includes taxes & fees

8 Nov - 9 Nov

A building with a gravel driveway, a door, and two potted trees.

4. Barley Cottage

Alresford

₹96,769 total

includes taxes & fees

11 Nov - 12 Nov

An outdoor seating area with a table, chairs, and a bottle of wine.

5. Suetts Farm Barns

Southampton

₹118,258 total

includes taxes & fees

11 Nov - 12 Nov

A modern interior with a red sofa, black chairs, and a patterned floor.

6. Second Nature Southampton

Southampton City Centre

Gary

₹9,650 total

includes taxes & fees

8 Nov - 9 Nov

A bedroom with a large bed, a nightstand, a wall-mounted lamp, and a window with blinds.

7. Southampton Serviced Apartment

Bassett

Emma

₹21,737 total

includes taxes & fees

8 Dec - 9 Dec

A wooden door with a black handle, a wooden console table with a basket and a plant, and a dark wooden floor.

8. Stunning 2-bed Apt, Sleeps 6 in The New Forest

Southampton

A bedroom with a large bed, a wooden ceiling, and a view of a brick building outside.

9. Settle Southampton

Freemantle

Chris

₹11,664 total

includes taxes & fees

8 Nov - 9 Nov

A sign for Hotel Peartree, a serviced apartment, with contact information and website.

10. Peartree Serviced Apartments

Salisbury

Stephanie

₹10,377 total

includes taxes & fees

8 Nov - 9 Nov

A kitchen counter with vegetables, a sink, and potted plants.

11. Beddoe Apartments

Eastleigh

Alan

₹24,453 total

includes taxes & fees

15 Nov - 16 Nov

A tent with a bed inside, a colorful rug, and a sign on the ground.

12. Stone Circle Glamping

Durrington

Darnell

₹6,772 total

includes taxes & fees

11 Nov - 12 Nov

A bedroom with a bed, a wooden bench, a staircase, and a wall-mounted light fixture.

13. Pinnacle Suites

Cowes

Simon

₹15,424 total

includes taxes & fees

26 Nov - 27 Nov

A modern living room with a sofa, a television mounted on the wall, and a laundry area with washing machines.

14. Cleveland Road

Southsea

₹11,173 total

includes taxes & fees

14 Nov - 15 Nov

A modern hotel room with a wooden floor, a bed with a grey blanket, a bedside table, and a desk with a laptop.

15. HQ Aparthotel Farnborough

Rushmoor District

John

₹8,352 total

includes taxes & fees

8 Nov - 9 Nov

A bedroom with a bed, a chair, a TV, and a window.

16. Orchard Road

Southsea

₹5,643 total

includes taxes & fees

9 Nov - 10 Nov

A living room with a dark blue sofa, a round wooden coffee table, a dining table with chairs, a large abstract painting, a round mirror, and a window with curtains.

17. Charles Hope Salisbury Centre

Salisbury

Theodros

₹15,324 total

includes taxes & fees

23 Nov - 24 Nov

18. Caravan - Sleeps 6 With Parking and Terrace

Hayling Island

₹21,014 total

includes taxes & fees

10 Nov - 11 Nov

A hotel room with a wooden bed, white bedding, an orange throw blanket, a white nightstand, a red vase, and abstract wall art.

19. Francis Avenue

Southsea

₹6,636 total

includes taxes & fees

11 Nov - 12 Nov

A round mirror with a woven frame reflecting a dining area with a table and chairs.

20. Hamilton House

Southsea

₹12,371 total

includes taxes & fees

13 Nov - 14 Nov

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Find holiday rentals that suit your style

Top City of Winchester Hotel Reviews

A restaurant with brick walls, wooden tables, and hanging spherical light fixtures.

The Fox

Winchester

10/10 Excellent

David

A brick building with white-framed windows, a door, and a small porch area with flower boxes and potted plants.

The White Lion

Southampton

10/10 Excellent

Howard

The Old Vine

Winchester City Center

10/10 Excellent

Had a fabulous stay at this gorgeous traditional inn. Rooms are beautiful, spacious and clean, with good amenities, such as a Nespresso coffee machine, and complimentary items in the fridge and bathroom. Service from staff was wonderful and friendly, and the included breakfast is amazing. Location is exceptional, right on the square opposite the cathedral, with easy access to the high street and the train station. I loved my stay, and definitely hope to stay again. Thank you to the Old Vine!

Natasha

A clawfoot bathtub with a window above it, a sink, and a small shelf with bottles.

The Black Hole

Winchester City Center

10/10 Excellent

Grace

A bar area with a wooden counter, multiple stools, and a variety of bottles and glasses.

The Cricketers Inn

Winchester

10/10 Excellent

Margaret

A hotel room with a bed, two bedside lamps, a wicker chair, a small round table, and a large mirror on the wall.

Westbury Lodge

Shanklin

10/10 Excellent

Dawn

A narrow alleyway with brick buildings, potted plants, and hanging flower baskets.

Wykeham Arms

Winchester City Center

10/10 Excellent

gillian

Lainston House Hotel

Winchester

10/10 Excellent

This was our first stay at the hotel-although we had stayed at Pennyhill Park. Three adults and a small Maltese Terrier with adjoining rooms for a five night stay. We found the hotel to be absolutely brilliant. Customer service was first class and could not be faulted. The rooms were extremely comfortable and clean-bathroom toiletries were replaced daily. More importantly our dog was welcomed throughout the hotel which meant that we could have him with us at breakfast and supper in the bar. The...

Anonymous traveller

A spiral staircase with a central column and a circular railing.

Aviator Hampshire

Rushmoor District

10/10 Excellent

June

A restaurant with round tables, chandeliers, and floral centerpieces.

Forest Park Country Hotel & Inn, Brockenhurst, New Forest

Brockenhurst

10/10 Excellent

Lovely spacious comfortable room, very clean and beautifully quiet. Tea and coffee supplies locally sourced where possible as were a lot of items on the menu. We enjoyed dinner and breakfast at the hotel and really enjoyed everything. Bar well stocked with an excellent range. Attentive lovely staff, who know how to be in stealth mode and not interrupt while you’re in full swing of conversation. Alas the weather wasn’t so cheery but it’s a great spot for getting out and about for a walk, and we...

Steven

Find out more about City of Winchester

Holiday Apartments in City of Winchester

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Change your mind

Treat yourself

Be picky

Top cities in City of Winchester

Southampton

Check prices for these dates

Our top choices for City of Winchester holiday rentals

1. Settle Winchester

2. The Shack Cabin Sleeps 3 With Enclosed Garden

3. The Riley Stable- Cozy Getaway

4. Barley Cottage

5. Suetts Farm Barns

6. Second Nature Southampton

7. Southampton Serviced Apartment

8. Stunning 2-bed Apt, Sleeps 6 in The New Forest

9. Settle Southampton

10. Peartree Serviced Apartments

11. Beddoe Apartments

12. Stone Circle Glamping

13. Pinnacle Suites

14. Cleveland Road

15. HQ Aparthotel Farnborough

16. Orchard Road

17. Charles Hope Salisbury Centre

18. Caravan - Sleeps 6 With Parking and Terrace

19. Francis Avenue

20. Hamilton House

Find holiday rentals that suit your style

Top City of Winchester Hotel Reviews

The Fox

10/10 Excellent

Find out more about City of Winchester

Holiday Apartments in City of Winchester