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Check prices for these dates

Next weekend
15 Aug - 17 Aug
In two weeks
22 Aug - 24 Aug
In one month
5 Sept - 7 Sept
In two months
3 Oct - 5 Oct

Browse Select Winchester Holiday Homes

Beautiful 2 bedroom full-furnished semi-detached house with parking
Enjoy meals in this kitchen with a sleek countertop, Bosch oven, and dining table for four.

Beautiful 2 bedroom full-furnished semi-detached house with parking

9.6 out of 10, Exceptional, (5)
"Everything was perfect!"
The price is £175
includes taxes & fees
5 Aug - 6 Aug
Beautiful 2 bedroom full-furnished semi-detached house with parking
The Charming Redwood Escape, New Forest
Enjoy a compact kitchen, dining area, and cozy seating space in this apartment.

The Charming Redwood Escape, New Forest

10.0 out of 10, Exceptional, (1)
"Lovely place to stay. Right next to the new forest national park with easy access to so many nearby attractions. Will definitely return again. "
The price is £197
includes taxes & fees
17 Aug - 18 Aug
The Charming Redwood Escape, New Forest
Avon Quarters Wessex Quarters
Enjoy cooking in this well-equipped kitchen with a central gas stove, wooden countertop, and window with a view.

Avon Quarters Wessex Quarters

10.0 out of 10, Exceptional, (1)
"Lovely stay was nice and clean good size and great location for a little walk into the town would recommend "
Avon Quarters Wessex Quarters
Orchard Barn Spa, exclusively for you, New Forest
Relax in this charming bedroom with a large bed, wooden beams, and a dining area perfect for a homey breakfast.

Orchard Barn Spa, exclusively for you, New Forest

10.0 out of 10, Exceptional, (19)
"Charming barn within an idyllic setting. Very clean, small touches such as fresh flowers, milk, cake and a selection of teas and coffee were welcomed. Very attentive host. "
Orchard Barn Spa, exclusively for you, New Forest
Beautiful 2-bed Apart in Southampton
Relax in a spacious room with a large bed, bedside table, and window with curtains.

Beautiful 2-bed Apart in Southampton

3.0 star property
Beautiful 2-bed Apart in Southampton
Squirrels Drey
Cozy living area with a brick fireplace, wooden coffee table, and comfortable sofa.

Squirrels Drey

10.0 out of 10, Exceptional, (49)
"Always a perfect stay 🥰"
Squirrels Drey
Waterside Short Term Lets 3 Bedroom Sea Views Hot Tub
Relax in a serene outdoor space with a hot tub, surrounded by lush greenery and a seating area.

Waterside Short Term Lets 3 Bedroom Sea Views Hot Tub

6.0 out of 10, (2)
"Absolutely beautiful property, spotlessly clean and loved the jacuzzi (which was set up and ready to go!) parking outside the house and visitor parking if you have more than 2 cars. The host was friendly, responsive and incredibly helpful. Would really recommend! Thanks for saving our new year!"
The price is £404
includes taxes & fees
5 Aug - 6 Aug
Waterside Short Term Lets 3 Bedroom Sea Views Hot Tub
En-suite Double Room in the City Centre Room 12
1 bedroom, WiFi

En-suite Double Room in the City Centre Room 12

The price is £69
includes taxes & fees
5 Aug - 6 Aug
En-suite Double Room in the City Centre Room 12
Tucked away Cosy retreat within the National Park in the hamlet of North Gorley
Cozy single-story house with a glass door, patio, and a large tree in the background.

Tucked away Cosy retreat within the National Park in the hamlet of North Gorley

10.0 out of 10, Exceptional, (69)
"Love the location and nice and quiet "
Tucked away Cosy retreat within the National Park in the hamlet of North Gorley
Bury Villa - sleeping 18 guests
Relax in a spacious hot tub on a raised platform, surrounded by large windows.

Bury Villa - sleeping 18 guests

9.6 out of 10, Exceptional, (17)
"Great accommodation for a group of friends. Enough space for sitting and chatting And big table "
The price is £2,047
includes taxes & fees
1 Sept - 2 Sept
Bury Villa - sleeping 18 guests
Stunning 7 Bedroom Escape Near New Forest and Beach - Large Garden - Sleeps 14
Relax in this stylish living room with a large sofa, floor-to-ceiling windows, and a potted plant.

Stunning 7 Bedroom Escape Near New Forest and Beach - Large Garden - Sleeps 14

8.0 out of 10, Very good, (1)
"Our stay was great. Never stayed in a holiday home that had room proportions of this home! The only reason I gave 4 stars for the overall rating was that on the first morning, we had no hot water. However, impressed by the way that this was resolved within a couple of hours as it required an emergency call out for a plumber in a bank holiday weekend."
Stunning 7 Bedroom Escape Near New Forest and Beach - Large Garden - Sleeps 14
4 Bedroom Gateway: Winchester - Town Centre 4 mins.
Enjoy meals in this stylish dining area with a beautifully framed artwork and a vase with fresh greenery.

4 Bedroom Gateway: Winchester - Town Centre 4 mins.

4 Bedroom Gateway: Winchester - Town Centre 4 mins.
The Enchanting Silver Birch Retreat, New Forest
Relax in a spacious living area with a large sofa, coffee table, and dining space.

The Enchanting Silver Birch Retreat, New Forest

10.0 out of 10, Exceptional, (1)
"Exceptional new renovation. Spectacular kitchen facilities and provisions. Great location for access to The New Forest. Wish we were staying here longer. One of the best properties of our trip. "
The price is £200
includes taxes & fees
5 Aug - 6 Aug
The Enchanting Silver Birch Retreat, New Forest
The Cow Shed * WOW Factor Countryside Retreat
Relax in a stylish room with a large bed, bedside table, and decorative touches.

The Cow Shed * WOW Factor Countryside Retreat

4.0 out of 10, (1)
"We were excited for our stay as working mums some precious time for R&R was much anticipated. The listing on Arbo looked great … nice setting & a hot tub over looking fields was the tranquil getaway we had in mind. However When we arrived we found the hot tun had not been cleaned (like & mud & hair). Also the temperature was.not hot.The accommodation wa dirty.. cups that were dirty with lisp it marked, shower not cleaned properly & bin dirty too. Worktops also dirty. The response to get it all...
The price is £324
includes taxes & fees
5 Aug - 6 Aug
The Cow Shed * WOW Factor Countryside Retreat
Cathedral view, stunning 3 bedroom townhouse
Enjoy cooking in this well-equipped kitchen with a central island, oven, and dishwasher.

Cathedral view, stunning 3 bedroom townhouse

9.6 out of 10, Exceptional, (32)
"Very central and well appointed, spacious clean and comfortable. Highly recommended."
Cathedral view, stunning 3 bedroom townhouse
Romantic seafront beach house
Enjoy breathtaking views of the water and distant shoreline from this room's expansive arched window.

Romantic seafront beach house

10.0 out of 10, Exceptional, (1)
"Easy to find, beautifully decorated, very comfy bed and great shower. Lovely views over the Solent and great enclosed garden for the dogs. Short walk to Waitrose and to chain ferry for Cowes. "
Romantic seafront beach house
Spacious semi-detached Southsea House
Enjoy dining in a serene garden setting with a beautifully set table and comfortable seating.

Spacious semi-detached Southsea House

10.0 out of 10, Exceptional, (4)
"Excellent accommodation. Very clean, stylish and spacious. Lovely area and less than half an hour’s walk to the seafront. Great communication with the owner."
The price is £347
includes taxes & fees
7 Aug - 8 Aug
Spacious semi-detached Southsea House
Stylish Rural Retreat in Tangley in a Quiet Area of Outstanding Natural Beauty
Enjoy a serene outdoor space with a hammock, table, and chairs in the beautifully maintained garden.

Stylish Rural Retreat in Tangley in a Quiet Area of Outstanding Natural Beauty

10.0 out of 10, Exceptional, (48)
"This property was perfect. Beautiful quiet location. Owners were amazing and went above and beyond to make sure we were comfortable and well looked after. We highly recommend this property to anyone looking to stay in the area."
Stylish Rural Retreat in Tangley in a Quiet Area of Outstanding Natural Beauty
Oak Tree Cottage, Charming & Rural Home, Heart of the New Forest
Enjoy cooking in this well-equipped kitchen with an oven, microwave, and dishwasher.

Oak Tree Cottage, Charming & Rural Home, Heart of the New Forest

10.0 out of 10, Exceptional, (35)
"Great property, well equipped and well located. "
Oak Tree Cottage, Charming & Rural Home, Heart of the New Forest
Unique waterside home in stunning location.
Enjoy a serene view of the lake from this stylish living area with a sofa, coffee table, and lamp.

Unique waterside home in stunning location.

9.8 out of 10, Exceptional, (98)
"We had a super stay at The Boat House in Hythe. The location is wonderful, right on the water for fabulous views and right next to the town for shopping and eating. "
Unique waterside home in stunning location.
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

Meon Valley Hotel, Golf & Country Club

Meon Valley Hotel, Golf & Country Club

10/10 Excellent
"Warm welcome & lovely hotel "
Louise 1-night trip
Posted 7 hours ago
Meon Valley Hotel, Golf & Country Club