Winchester Vacation Rentals

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Check prices for these dates

In two weeks
Oct 10 - Oct 12
In one month
Oct 24 - Oct 26
In two months
Nov 21 - Nov 23
In three months
Dec 19 - Dec 21

Vacation Rentals in Winchester

Squirrel's Leap
Dining

Squirrel's Leap

3.0 star property
The price is P30,525
P36,630 total
includes taxes & fees
Oct 2 - Oct 3
Squirrel's Leap
room2 Southampton Hometel
Front of property

room2 Southampton Hometel

4.0 star property
9.4 out of 10, Exceptional, (1111)
"Nice place to stay "
The price is P4,874
P5,849 total
includes taxes & fees
Oct 26 - Oct 27
room2 Southampton Hometel
The Madison
1 bedroom, premium bedding, individually decorated

The Madison

3.0 star property
9.6 out of 10, Exceptional, (27)
"Clean, modern, quiet and great communication from company before and during my stay - very helpful. "
The Madison
Peartree Serviced Apartments
Private kitchen

Peartree Serviced Apartments

3.5 star property
9.6 out of 10, Exceptional, (287)
"Very nice stay and staff. Highly recommended "
The price is P7,231
P8,678 total
includes taxes & fees
Oct 19 - Oct 20
Peartree Serviced Apartments
Pinnacle Suites
1 bedroom, premium bedding, Select Comfort beds, desk

Pinnacle Suites

3.0 star property
9.8 out of 10, Exceptional, (22)
"If I could rate it higher I would. Super friendly, great location, very comfortable rooms (even with AC, a big plus!)"
Pinnacle Suites
Southampton Serviced Apartment
Balcony view

Southampton Serviced Apartment

4.0 star property
8.4 out of 10, Very Good, (173)
"Ideal, close to Univeristy. "
Southampton Serviced Apartment
Daisy Haven in Southampton
Fridge, microwave, oven, stovetop

Daisy Haven in Southampton

2.0 star property
The price is P12,386
P14,863 total
includes taxes & fees
Sep 28 - Sep 29
Daisy Haven in Southampton
Gunwharf Quays Apartments
Front of property

Gunwharf Quays Apartments

3.5 star property
8.0 out of 10, Very Good, (62)
"Excellent apartment. Great location, great size, clean and good facilities. Great stay, will definitely stay again"
Gunwharf Quays Apartments
Bayview Apartments
Shared kitchen

Bayview Apartments

2.0 star property
7.0 out of 10, Good, (2)
"To be honest although the apartment was really nice we didn’t have hardly any knives and forks and spoons for 5 people, the fridge was filthy and the cooking equipment was old worn out and filthy. For nearly £300 for one night we expected better "
The price is P10,337
P12,405 total
includes taxes & fees
Oct 7 - Oct 8
Bayview Apartments
Charming 2-bed Apartment in Central Southampton
Private kitchen

Charming 2-bed Apartment in Central Southampton

3.0 star property
10.0 out of 10, Exceptional, (1)
"Great apartment, super friendly host!"
The price is P18,745
P22,493 total
includes taxes & fees
Sep 28 - Sep 29
Charming 2-bed Apartment in Central Southampton
The Walls
Lobby sitting area

The Walls

2.0 star property
5.8 out of 10, (9)
"It was ok for a quick stay. nothing fancy. "
The Walls
Central Versatile Studio
Living area

Central Versatile Studio

2.0 star property
6.0 out of 10, (1)
"property just down rd from the hard. Hard to find without prior knowledge. Entry was difficult becuase the entry system at first took a lot of doing. It is on a safe system that needs imput from the owners and a no to get the small safe to drop and reveal the key to apt. Not able to get TV or internet until landlady came on sun morning. Phone conversation was not good at all. Frequently breaking down when asking questions. No instructions at all in apt to get started. No hot water...
The price is P5,196
P8,573 total
includes taxes & fees
Oct 19 - Oct 20
Central Versatile Studio
Central 3BR Home with Hot Tub Sleeps 10
Terrace/patio

Central 3BR Home with Hot Tub Sleeps 10

2.0 star property
4.0 out of 10, (1)
"Considering the price, we had high hopes for our stay at this house, but unfortunately, we were quite disappointed. Upon arrival, we found the property was not very clean. There was urine left in the upstairs toilet, the downstairs bathroom was dusty with hair around the toilet, and the bath mat had been folded up while still wet. We also noticed a live worm or parasite on the window sill, which was very off-putting. The towels provided, which were left in a pile in the middle room, had an...
The price is P6,494
P10,911 total
includes taxes & fees
Sep 28 - Sep 29
Central 3BR Home with Hot Tub Sleeps 10
Bailey Cottage
Fridge, dishwasher, electric kettle, cookware/dishes/utensils

Bailey Cottage

3.0 star property
The price is P94,330
P113,196 total
includes taxes & fees
Oct 16 - Oct 17
Bailey Cottage
Family House in Eastleigh
Private kitchen

Family House in Eastleigh

2.0 star property
Family House in Eastleigh
Mill Rythe Coastal Village
Children's play area - outdoor

Mill Rythe Coastal Village

2.0 star property
9.4 out of 10, Exceptional, (46)
"First time staying here and it was excellent, from checking in at reception to the property with every facility you could want and, more importantly, cleanliness throughout. "
Mill Rythe Coastal Village
Cosy 3 Bed Flat in Southsea
Living area

Cosy 3 Bed Flat in Southsea

2.0 star property
6.0 out of 10, (1)
"There was no light on the Holloway. No parking until 7pm. Entrance was not very welcoming. Though house was spacious. "
The price is P4,676
P8,729 total
includes taxes & fees
Sep 28 - Sep 29
Cosy 3 Bed Flat in Southsea
Beddoe Apartments
Miscellaneous

Beddoe Apartments

3.0 star property
8.2 out of 10, Very Good, (19)
"Ideal for couple of nights stay. Easy parking was a bonus. "
The price is P8,076
P13,180 total
includes taxes & fees
Oct 10 - Oct 11
Beddoe Apartments
Top Floor Apartment in South Parade Pier
Living area

Top Floor Apartment in South Parade Pier

2.0 star property
4.0 out of 10, (1)
"No shower curtain and shower was on the tap Plug in the bath didn’t fit Bed uncomfortable Needs a revamp "
The price is P6,936
P11,051 total
includes taxes & fees
Sep 30 - Oct 1
Top Floor Apartment in South Parade Pier
Charles Hope Salisbury Centre
Living area

Charles Hope Salisbury Centre

3.5 star property
9.4 out of 10, Exceptional, (3)
"Contemporary, new feel and even new like smell! Overall experience here was fabulous indeed "
Charles Hope Salisbury Centre
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Winchester Hotel Reviews

Winchester Wessex Hotel by Sunday

Winchester Wessex Hotel by Sunday

10/10 Excellent
"We stayed for 3 nights. Excellent staff and very comfortable bed. Delicious breakfast. The location is perfect, the view from our room was Winchester Cathedral. Parking is reasonably priced at the hotel but you need to get there early as the car park is not very large Definitely would stay again."
David 3-night trip
Posted 5 days ago
Winchester Wessex Hotel by Sunday

Find out more about Winchester

Find out more about Winchester

Search for holiday rentals in Winchester on Expedia! You can easily find your home rentals, villas, holiday apartments in Winchester using one of the methods below:

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Look no further and take a look at our great range of rental properties in Winchester!

Frequently asked questions

Can I find vacation rentals in Winchester?

Yes, we give you a choice of vacation rentals in Winchester close to Winchester Science Centre and Planetarium, or you can go with a more secluded option if you're looking for a relaxing stay. Visitors like the stunning cathedral and picturesque gardens in Winchester. The array of shops and festivals are some other things you might want to check out while you're here.

How many vacation rentals are there in Winchester?

Expedia has 33 vacation rentals for your stay in Winchester.

What’s there to see and do in Winchester?

Winchester Science Centre and Planetarium and Marwell Zoo are a couple of family-friendly sights, whereas cultural attractions include Great Hall and Horsepower The Museum Of The King's Royal Hussars. While in the area, you can also visit popular places like Southampton Cruise Terminal and New Forest National Park.

What’s a vacation rental in Winchester like?

A vacation rental is a private property where you can stay for several days or longer in Winchester. Vacation rentals feature amenities such as patios, hot tubs, and fire pits so you'll have everything you want. If you're concerned about cleanliness, vacation rentals can provide a sense of safety away from shared hotel elevators and bustling concierge desks while still allowing you the excitement and enjoyment of travel. You'll also get more space in a vacation rental than in a hotel, which makes a vacation rental a popular choice for a family getaway.