
Guesthouse vacation rentals in Winchester
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Top-rated guesthouse rentals in Winchester
Guests agree: these guesthouse rentals are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Winchester guesthouse rentals
Family-friendly guest house rentals

The Cabin

Luxury self-contained annexe near Chichester

Lockerley Log Cabin Guesthouse

IMMACULATELY PRESENTED COUNTRY BARN FOR UP TO FOUR

Charming Annex in the New Forest, Brockenhurst

Stylish self contained lodge near St Mary Bourne

The Beehive- Beautiful garden room + breakfast

Delightful boathouse overlooking Fishery Creek.
Guest house rentals with a patio

Studio 114- 1 bedroom guest house.

Charming Bosham Garden Lodge | Pass The Keys

The Nook - Forest/Coastal Luxury Studio

Comfortable Cabin

Chic Studio & Courtyard | Walk to Pubs & Town

Cabin in the Forest

Peaceful one bedroom hideaway with hot tub

‘The Den’ Self contained one bedroom annexe.
Guest house rentals with a washer and dryer

Daily Red Kite Feed & Pool - Countryside Apartment

Spacious annexe ~ two bedrooms, rural, EV charger

The Old Stable

Walk to West Wittering Beach | Pass The Keys

Funtington village B and B - Cartbarn Sleeps 5

Self-contained studio Wokingham

Lovely annex - a home away from home

Beautiful studio with direct access to New Forest
Quick stats about guesthouse rentals in Winchester
Total rentals
170 properties
Nightly prices starting at
R706 ZAR before taxes and fees
Total number of reviews
10K reviews
Family-friendly rentals
10 properties are a good fit for families
Pet-friendly rentals
20 properties allow pets
Rentals with dedicated workspaces
60 properties have a dedicated workspace
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- New Forest national park
- Bournemouth Beach
- Paultons Park Home of Peppa Pig World
- Oxford University
- Goodwood Motor Circuit
- Stonehenge
- Boscombe Beach
- Hampton Court Palace
- Windsor Castle
- Kimmeridge Bay
- Southbourne Beach
- Chessington World of Adventures Resort
- Winchester Cathedral
- West Wittering Beach
- Twickenham Stadium
- Highclere Castle
- Goodwood Racecourse
- Arundel Castle
- Thorpe Park Resort
- RHS Garden Wisley
- The Tank Museum
- Highcliffe Beach
- Worthing Pier
- Poole Quay
- Things to do Winchester
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