Guesthouse vacation rentals in City of Winchester
Find and book unique guesthouse rentals on Airbnb
Top-rated guesthouse rentals in City of 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 City of Winchester guesthouse rentals
Family-friendly guest house rentals
Guesthouse in Winchester
4.7 out of 5 average rating, 229 reviewsSelf Contained Studio in Winchester
Guesthouse in Southampton
4.79 out of 5 average rating, 469 reviewsCabin with parking, ensuite, own entrance & garden
Guesthouse in Hurstbourne Tarrant
4.94 out of 5 average rating, 131 reviewsFern Cottage Annexe, Hurstbourne Tarrant
Guesthouse in Funtington
4.95 out of 5 average rating, 306 reviewsFuntington village B and B - Cartbarn Sleeps 5
Guesthouse in Ryde
4.97 out of 5 average rating, 294 reviewsDetached secluded cottage with wood burning stove
Guesthouse in Hampshire
4.99 out of 5 average rating, 385 reviewsCaister Cottage Barn
Guesthouse in Haslemere
4.98 out of 5 average rating, 203 reviewsThe Dairy, Haslemere - direct access to Black Down
Guesthouse in Wiltshire
4.98 out of 5 average rating, 240 reviewsSelf contained studio near Marlborough and Avebury
Guest house rentals with a patio
Guesthouse in Middle Wallop
4.97 out of 5 average rating, 179 reviews‘The Den’ Self contained one bedroom annexe.
Guesthouse in Beaulieu
4.98 out of 5 average rating, 133 reviewsLittle Greatfield is a character 2 bedroom cottage
Guesthouse in Lower Bourne
4.94 out of 5 average rating, 145 reviewsSelf contained studio in Lower Bourne, Farnham
Guesthouse in Midhurst
4.99 out of 5 average rating, 152 reviewsPeaceful one bedroom hideaway with hot tub
Guesthouse in Portmore
4.99 out of 5 average rating, 120 reviewsThe Hideaway, Fabulously huge 1 bed with parking
Guesthouse in West Sussex
4.98 out of 5 average rating, 103 reviewsThe Gardeners
Guesthouse in Barton on Sea
4.93 out of 5 average rating, 128 reviewsLuxury Seaside Cabin New Forest
Guesthouse in Sway
4.95 out of 5 average rating, 159 reviewsNew Forest Scandi Escape
Guest house rentals with a washer and dryer
Guesthouse in Hampshire
4.94 out of 5 average rating, 230 reviewsBeautiful studio with direct excess to New Forest
Guesthouse in Amesbury
4.97 out of 5 average rating, 336 reviewsLovely annex - a home away from home
Guesthouse in West Wittering
4.86 out of 5 average rating, 159 reviewsWalk to West Wittering Beach and East Head
Guesthouse in Hampshire
4.94 out of 5 average rating, 659 reviewsThe Old School House Liphook - hot tub & tennis ct
Guesthouse in Oakhanger
4.84 out of 5 average rating, 366 reviewsBeautiful Blossom Bothy(self contained)
Guesthouse in Dunsfold
4.95 out of 5 average rating, 216 reviewsThe Old Stable
Guesthouse in East Boldre, Hampshire
4.96 out of 5 average rating, 171 reviewsRomantic cottage on the Forest nr Beaulieu
Guesthouse in Lockeridge
4.95 out of 5 average rating, 185 reviewsThe Studio, 41, The Dene
Quick stats about guesthouse rentals in City of Winchester
Total rentals
120 properties
Wifi availability
120 properties include access to wifi
Rentals with dedicated workspaces
40 properties have a dedicated workspace
Pet-friendly rentals
20 properties allow pets
Family-friendly rentals
10 properties are a good fit for families
Total number of reviews
7.7K reviews
Destinations to explore
- Bournemouth Vacation rentals
- Oxford Vacation rentals
- Bath Vacation rentals
- Cotswold District Vacation rentals
- London Vacation rentals
- Central London Vacation rentals
- City of London Vacation rentals
- Bristol Vacation rentals
- Cardiff Vacation rentals
- Cambridge Vacation rentals
- Birmingham Vacation rentals
- Nottingham Vacation rentals
- Guesthouse rentals London
- House rentals London
- Guesthouse rentals United Kingdom
- House rentals United Kingdom
- Guesthouse rentals England
- House rentals England
- Guesthouse rentals England
- House rentals England
- House rentals Hampshire
- Guesthouse rentals Hampshire
- Waterfront rentals City of Winchester
- Private suite rentals City of Winchester
- Rentals with beach access City of Winchester
- Rentals with lake access City of Winchester
- Family-friendly rentals City of Winchester
- Monthly Rentals City of Winchester
- Rentals with a hot tub City of Winchester
- Fitness-friendly rentals City of Winchester
- Rentals with a washer and dryer City of Winchester
- Rentals with outdoor seating City of Winchester
- Cabin rentals City of Winchester
- House rentals City of Winchester
- Smoking-friendly rentals City of Winchester
- Pet-friendly rentals City of Winchester
- Bed and breakfasts City of Winchester
- Kid-friendly rentals City of Winchester
- Rentals with an EV charger City of Winchester
- Serviced apartment rentals City of Winchester
- Townhouse rentals City of Winchester
- Rentals with a patio City of Winchester
- Rentals with pools City of Winchester
- Apartment rentals City of Winchester
- Shepherds hut rentals City of Winchester
- Rentals with a fire pit City of Winchester
- Bungalow rentals City of Winchester
- Rentals with breakfast City of Winchester
- Cottage rentals City of Winchester
- Condo rentals City of Winchester
- Rentals with a fireplace City of Winchester
- Barn rentals City of Winchester
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom