
Cottage vacation rentals in Winchester
Find and book unique cottages on Airbnb
Top-rated cottage rentals in Winchester
Guests agree: these cottages 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 cottage rentals
Cottage rentals with a hot tub

Cosy little country cottage with luxury hot tub

80 acre Wood, Dutchtub, Lake, Treehouse & Zip-line

The Old Piggery, East Boldre, New Forest

Superb cottage edge of new forest near paultons

Luxury New Forest Cottage, with hot tub & log fire

Wisteria Lodge, a self-contained unit with spa

Chic country cottage, hot tub & wood burning stove

Cottage in beautiful Hampshire village
Pet-friendly cottage rentals

Farthings - genuine Austen charm cottage & garden

City Haven 10 min walk Cathedral & City + Netflix

Manor Farm Cottage

New Forest retreat, cosy & pretty, 4 guests

Luxury cottage in the heart of The New Forest

Luxury Spa-Like Retreat on Millstream near Sea

The Old Stables

Ashley X Victorian Cottage Luxurious Annexe Poole
Private cottage rentals

Watch the deer from your cosy barn near Goodwood

The Cottage at Lupton House, Froxfield Petersfield

Lower Mews - Beautiful setting near Salisbury

Lyndhurst - A New Forest Gem with Garden

2 Bedroom Luxury Cottage (Secure & Quiet)

New England Coach House with a boutique hotel feel

Romantic barn with kingsize 4-poster, fire, bikes

Delightful two bedroom seaside cottage
Quick stats about cottage rentals in Winchester
Total rentals
100 properties
Nightly prices starting at
$42 CAD before taxes and fees
Total number of reviews
5.8K reviews
Family-friendly rentals
70 properties are a good fit for families
Pet-friendly rentals
40 properties allow pets
Rentals with dedicated workspaces
60 properties have a dedicated workspace
Destinations to explore
- Paris Vacation rentals
- London Vacation rentals
- Picardy Vacation rentals
- Amsterdam Vacation rentals
- Grand Paris Vacation rentals
- River Thames Vacation rentals
- South West England Vacation rentals
- Inner London Vacation rentals
- Dublin Vacation rentals
- Rivière Vacation rentals
- Brussels Vacation rentals
- South London Vacation rentals
- Townhouse rentals Winchester
- Rentals with breakfast Winchester
- Tiny house rentals Winchester
- Rentals with a washer and dryer Winchester
- Waterfront rentals Winchester
- Bungalow rentals Winchester
- Shepherds hut rentals Winchester
- Rentals with a patio Winchester
- Smoking-friendly rentals Winchester
- Rentals with a hot tub Winchester
- Family-friendly rentals Winchester
- House rentals Winchester
- Rentals with lake access Winchester
- Rentals with a firepit Winchester
- Cabin rentals Winchester
- Condo rentals Winchester
- Pet-friendly rentals Winchester
- Rentals with pools Winchester
- Bed and breakfasts Winchester
- Apartment rentals Winchester
- Private suite rentals Winchester
- Rentals with an EV charger Winchester
- Barn rentals Winchester
- Fitness-friendly rentals Winchester
- Guesthouse rentals Winchester
- Hotel rentals Winchester
- Rentals with outdoor seating Winchester
- Serviced apartment rentals Winchester
- Rentals with a fireplace Winchester
- Rentals with beach access Winchester
- Cottage rentals Hampshire
- Cottage rentals England
- Cottage rentals United Kingdom
- 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
- Southbourne Beach
- Chessington World of Adventures Resort
- West Wittering Beach
- Kimmeridge Bay
- Winchester Cathedral
- Highclere Castle
- Thorpe Park Resort
- Twickenham Stadium
- Goodwood Racecourse
- Arundel Castle
- Highcliffe Beach
- The Tank Museum
- Wentworth Golf Club
- RHS Garden Wisley
- Worthing Pier
- Things to do Winchester
- Art and culture Winchester
- Things to do Hampshire
- Art and culture Hampshire
- Things to do England
- Nature and outdoors England
- Sightseeing England
- Food and drink England
- Tours England
- Sports activities England
- Art and culture England
- Wellness England
- Entertainment England
- Things to do United Kingdom
- Food and drink United Kingdom
- Wellness United Kingdom
- Tours United Kingdom
- Nature and outdoors United Kingdom
- Sports activities United Kingdom
- Art and culture United Kingdom
- Entertainment United Kingdom
- Sightseeing United Kingdom