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- Magnolia The Coach House
- Brook Farm
- Jobbers Retreat
- Little Yew Tree Lodge
- The Gardeners Cottage
- Pond Cottage
- Gilpin House
- The Garden Room Upham
- Banksia Lodge
- Netherwylde
- Hamble Reach
- Forest Hideaway
- Bailey Cottage
- Woodlea Farm
- Cockles Beach House
- Laurel Bank
- Coombe Place House
- Forest Edge
- Old Avon Cottage
- Elkhaven The Annexe
- The Cow Barn
- Forest Escape
- Hay Cottage
- Woodland Lodge
- The Bridge House
- Southwoods
- Northern Byre
- Lavender Lodge New Forest
- Walkeridge Farm
- Shire Cottage - Blashford Manor
Winchester Holiday Cottages
Rated Top 5 Most Popular Places in Hampshire 2026 by our visitors
Our curated collection of Winchester cottages has something for everyone... Whether you're idea of a great holiday is a modern glamping pod, or a rustic thatched cottage that's a hundred years old, we've got you covered! Each of our rentals features a private hot tub and everything you need for your next family holiday, romantic retreat or that getaway with a group of friends. Discover find your perfect Winchester holiday home today.
Visitor Rating
4.9
- Private hot tub in enclosed courtyard
- Woodburner with logs included
- Test Way walks from the door
- 4.9 rated award winner since 2019
- 3 miles from Stockbridge
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Visitor Rating
4.7
- Private hot tub with countryside views
- Spotlessly clean modern accommodation
- Close to historic Winchester
- Thoughtful welcome pack included
- Peaceful village location
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- Private hot tub in stunning grounds
- Sleeps 11 across five bedrooms
- Separate self-contained garden apartment
- Private gym and games room
- 6 miles from Peppa Pig World
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Visitor Rating
4.8
- Sleeps 16 in 8 bedrooms
- Hot tub in the garden
- South Downs countryside views
- Dogs welcome on site
- Walks to pubs from the door
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Visitor Rating
4.5
- Riverside location with private access
- Spacious five-bedroom lodge
- Hot tub with garden views
- Fantastic games room
- Perfect for large family gatherings
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Visitor Rating
4.9
- Private hot tub for eight
- Cinema room with PlayStation
- Outdoor kitchen and pizza oven
- Astroturf games pitch on-site
- Sleeps 11 with enclosed grounds
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Visitor Rating
4.9
- Private hot tub on site
- New Forest 12 miles away
- Solent coast minutes away
- Off-road parking available
- Peaceful Hampshire location
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- Private lake with boat slipway
- Hot tub and wraparound balconies
- Eight acres of woodland grounds
- Four en-suite bedrooms with terraces
- Solar-powered eco-retreat with gym
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- Heated pool and hot tub
- Five en-suite luxury bedrooms
- Dedicated children's suite top floor
- Walk to River Hamble
- Designer kitchen with wine cooler
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Visitor Rating
4.8
- Wood-fired hot tub
- Enclosed dog-friendly garden
- Private peaceful location
- Luxury interior with modern comforts
- Minutes from country pubs
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- Indoor heated pool and hot tub
- 8 en-suite bedrooms sleep 16
- Steam room and games room
- 0.3 miles from the coast
- Private gated parking for 7 cars
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Visitor Rating
5
- Private hot tub for two
- Watership Down views
- Walk from the door
- Couples only retreat
- 5-star rated working farm
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Visitor Rating
4
- Thatched cottage sleeping 8
- Hot tub & two fire pits
- Jacuzzi bath on first floor
- Pets stay free of charge
- EV charging point on site
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- Private hot tub with heathland views
- Forest walks from the front door
- Wood burner in the lounge
- One dog welcome
- Paultons Park within 12 miles
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- Private hot tub included
- New Forest National Park location
- Woodland lodge setting
- Paultons Park 8 miles away
- Cycling from the doorstep
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Visitor Rating
4.8
- Private hot tub in enclosed garden
- Direct forest access for walks
- Flexible zip & link beds
- Dark skies for stargazing
- Next to working stables
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Visitor Rating
4.8
- Hot tub with forest views
- Enclosed garden for dogs
- Direct access to walking trails
- Comfortable king-size beds
- Thoughtful welcome hamper
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Visitor Rating
5
- Direct access to forest walks
- Private wooden hot tub
- Unique stylish design
- Peaceful woodland setting
- Dog-friendly accommodation
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Visitor Rating
4.9
- Luxury converted barn
- Private hot tub
- Freestanding copper bath
- New Forest location
- Private bar area
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- Private hot tub with countryside views
- Working farm location
- New Forest on doorstep
- Modern open-plan living space
- Two stylish bedrooms
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Visitor Rating
4.9
- Private hot tub
- Secure dog-friendly garden
- New Forest location
- Quality furnishings
- Welcome hampers on arrival
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Visitor Rating
4.8
- Private hot tub
- New Forest location
- King-size bed
- Modern amenities
- Courtyard garden
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Visitor Rating
4.6
- Heated pool and hot tub
- Six luxury bedrooms with en-suites
- Perfect New Forest location
- Family-friendly with games and bikes
- Beautiful thatched character property
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- Private hot tub on site
- Renovated farmhouse sleeps 8
- Open fire or woodburner
- EV charging point on site
- Pets welcome up to 2
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Visitor Rating
4.7
- Private hot tub in enclosed garden
- Forest walks from the door
- Dog-friendly with dog shower
- Pool table for family fun
- Village location with nearby pub
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Visitor Rating
4.6
- Hot tub in enclosed garden
- New Forest location
- Dog washing facilities
- Two bedrooms with Smart TVs
- Wood burner for cosy evenings
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- Hot tub luxury relaxation
- Five king-size bedroom accommodation
- Games room entertainment facilities
- Direct New Forest trail access
- Enclosed garden pet safety
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Visitor Rating
4.9
- Private hot tub
- Enclosed dog-friendly garden
- Exceptional hosts
- Perfect New Forest location
- Spotlessly clean accommodation
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Visitor Rating
4.8
- Private hot tub
- Enclosed dog-friendly garden
- Spotlessly clean throughout
- Perfect forest and coast location
- Thoughtful welcoming hosts
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Visitor Rating
5
- Private hot tub
- Spacious modern design
- Fully enclosed garden
- Minutes from forest and coast
- Exceptional cleanliness
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