Holiday rentals near The Deanery
We found 816 holiday rentals — enter your dates for availability
Take a look at private holiday rentals near The Deanery that can be your home away from home. Whether you're travelling with a group or just with your pet, holiday rentals have the best amenities for hanging out with the people that matter most, including air conditioning and cable TV. What you'll find is a property to rent to meet everyone's needs, including places that are non-smoking or accessible.
Holiday rentals with weekly discounts - The Deanery
Showing deals for:31 Oct - 7 Nov
Image gallery for Charming 3 bed Thatched cottage in rural village near Stockbridge Winchester.
9.69.6 out of 10 rating
Exceptional
(97 reviews)
Charming 3 bed Thatched cottage in rural village near Stockbridge Winchester.
Stockbridge, England
9% off
Price is NZ$2,470
NZ$2,470
NZ$353 per night
includes taxes & fees
Image gallery for Stunning barn conversion in the heart of the South Downs
9.49.4 out of 10 rating
Exceptional
(12 reviews)
Stunning barn conversion in the heart of the South Downs
Petersfield, ENG
18% off
Price is NZ$11,361
NZ$11,361
NZ$1,623 per night
includes taxes & fees
Image gallery for Unique, Spacious, Self-Built Eco House with Huge Garden and Movie Room
1010 out of 10 rating
Exceptional
(22 reviews)
Unique, Spacious, Self-Built Eco House with Huge Garden and Movie Room
Andover, England
14% off
Price is NZ$8,935
NZ$8,935
NZ$1,276 per night
includes taxes & fees
Image gallery for Apple Pye - Converted Barn In An Attractive Courtyard On Our Family Stockfarm
1010 out of 10 rating
Exceptional
(9 reviews)
Apple Pye - Converted Barn In An Attractive Courtyard On Our Family Stockfarm
Romsey, ENG
25% off
Price is NZ$1,241
NZ$1,241
NZ$177 per night
includes taxes & fees
Image gallery for Tranquility, In grounds of Dower house on large country estate in the Candover's
9.89.8 out of 10 rating
Exceptional
(6 reviews)
Tranquility, In grounds of Dower house on large country estate in the Candover's
Basingstoke, Hampshire
20% off
Price is NZ$2,734
NZ$2,734
NZ$391 per night
includes taxes & fees
Image gallery for Cedar-tiled Cottage in own Garden, in Grounds of Nearby Owner's House
8.68.6 out of 10 rating
Excellent
(40 reviews)
Cedar-tiled Cottage in own Garden, in Grounds of Nearby Owner's House
Brockenhurst, ENG
32% off
Price is NZ$1,478
NZ$1,478
NZ$211 per night
includes taxes & fees
Image gallery for Beautifully designed open plan home in picturesque countryside village of Amport
9.89.8 out of 10 rating
Exceptional
(13 reviews)
Beautifully designed open plan home in picturesque countryside village of Amport
Andover, ENG
13% off
Price is NZ$10,653
NZ$10,653
NZ$1,522 per night
includes taxes & fees
Image gallery for Very Stylish contemporary house within the Centre of Winchester
9.69.6 out of 10 rating
Exceptional
(32 reviews)
Very Stylish contemporary house within the Centre of Winchester
Winchester, Hampshire
9% off
Price is NZ$2,851
NZ$2,851
NZ$407 per night
includes taxes & fees
Image gallery for Historic Listed Cottage In Beaulieu/ Wifi/ Wood Burning Stove/ Parking
1010 out of 10 rating
Exceptional
(35 reviews)
Historic Listed Cottage In Beaulieu/ Wifi/ Wood Burning Stove/ Parking
Brockenhurst, ENG
9% off
Price is NZ$2,625
NZ$2,625
NZ$375 per night
includes taxes & fees
Image gallery for Close to Peppa Pig World, New Forest and South coast
9.89.8 out of 10 rating
Exceptional
(19 reviews)
Close to Peppa Pig World, New Forest and South coast
Romsey, ENG
9% off
Price is NZ$2,444
NZ$2,444
NZ$349 per night
includes taxes & fees
Image gallery for 4 Bed City House with Private Garden and Parking
1010 out of 10 rating
Exceptional
(10 reviews)
4 Bed City House with Private Garden and Parking
Winchester, Hampshire
9% off
Price is NZ$5,910
NZ$5,910
NZ$844 per night
includes taxes & fees
Image gallery for Luxury Southampton house with garden and parking
1010 out of 10 rating
Exceptional
(5 reviews)
Luxury Southampton house with garden and parking
Southampton, England
8% off
Price is NZ$3,278
NZ$3,278
NZ$468 per night
includes taxes & fees
Image gallery for Welcome to The Light House a tranquil city retreat, with off road parking.
9.89.8 out of 10 rating
Exceptional
(6 reviews)
Welcome to The Light House a tranquil city retreat, with off road parking.
Southampton, England
9% off
Price is NZ$1,747
NZ$1,747
NZ$250 per night
includes taxes & fees
Image gallery for Charming period cottage quietly located in the centre of Winchester
9.69.6 out of 10 rating
Exceptional
(40 reviews)
Charming period cottage quietly located in the centre of Winchester
Winchester, Hampshire
9% off
Price is NZ$2,456
NZ$2,456
NZ$351 per night
includes taxes & fees
Image gallery for Hang Your Hat - The Cottage
1010 out of 10 rating
Exceptional
(30 reviews)
Hang Your Hat - The Cottage
Winchester, ENG
11% off
Price is NZ$2,634
NZ$2,634
NZ$376 per night
includes taxes & fees
Image gallery for 3 Storey modern executive townhouse. Central Basingstoke, with parking
1010 out of 10 rating
Exceptional
(6 reviews)
3 Storey modern executive townhouse. Central Basingstoke, with parking
Basingstoke, ENG
14% off
Price is NZ$2,762
NZ$2,762
NZ$395 per night
includes taxes & fees
Image gallery for 'The Haven' a luxury apartment close to the Meon Shore coast.
1010 out of 10 rating
Exceptional
(235 reviews)
'The Haven' a luxury apartment close to the Meon Shore coast.
Fareham, England
9% off
Price is NZ$1,580
NZ$1,580
NZ$226 per night
includes taxes & fees
Image gallery for A quirky character cottage on the edge of the New Forest
1010 out of 10 rating
Exceptional
(6 reviews)
A quirky character cottage on the edge of the New Forest
Southampton, England
9% off
Price is NZ$2,703
NZ$2,703
NZ$386 per night
includes taxes & fees
Image gallery for Wich Hazel a rural retreat for two
1010 out of 10 rating
Exceptional
(36 reviews)
Wich Hazel a rural retreat for two
Salisbury, ENG
9% off
Price is NZ$1,655
NZ$1,655
NZ$236 per night
includes taxes & fees
Image gallery for Beautiful Flat In Town Center With 55" Smart TV + Netflix
9.49.4 out of 10 rating
Exceptional
(9 reviews)
Beautiful Flat In Town Center With 55" Smart TV + Netflix
Andover, England
9% off
Price is NZ$1,652
NZ$1,652
NZ$236 per night
includes taxes & fees
Image gallery for Brockhurst Lodge - beautiful short-stay accommodation
9.29.2 out of 10 rating
Wonderful
(7 reviews)
Brockhurst Lodge - beautiful short-stay accommodation
Gosport, England
7% off
Price is NZ$1,916
NZ$1,916
NZ$274 per night
includes taxes & fees
Image gallery for Contemporary apartment in central Winchester
9.49.4 out of 10 rating
Exceptional
(40 reviews)
Contemporary apartment in central Winchester
Winchester, Hants
10% off
Price is NZ$1,671
NZ$1,671
NZ$239 per night
includes taxes & fees
Image gallery for Luxury Historic House/Wood Burning Stove/Wifi/Parking/Parking/Pet Friendly
1010 out of 10 rating
Exceptional
(28 reviews)
Luxury Historic House/Wood Burning Stove/Wifi/Parking/Parking/Pet Friendly
Brockenhurst, England
9% off
Price is NZ$3,459
NZ$3,459
NZ$494 per night
includes taxes & fees
Image gallery for Lodge in Soberton near South Downs Riding
9.69.6 out of 10 rating
Exceptional
(23 reviews)
Lodge in Soberton near South Downs Riding
Southampton
20% off
Price is NZ$1,772
NZ$1,772
NZ$253 per night
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - The Deanery
Stunning barn conversion in the heart of the South Downs
Sleeps 14 · 6 bedrooms · 3+ bathrooms
9.49.4 out of 10
Exceptionalexceptional
12 reviews(12 reviews)
Lovely Holiday Cottage
Sleeps 5 · 2 bedrooms · 1 bathroom
9.89.8 out of 10
Exceptionalexceptional
115 reviews(115 reviews)
Luxury cottage in the stunning Hampshire countryside with garden and views.
Sleeps 4 · 2 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
4 reviews(4 reviews)
4 Bedroom Gateway: Winchester - Town Centre 4 mins.
Sleeps 10 · 4 bedrooms · 1+ bathroom
1010 out of 10
Exceptionalexceptional
The Down House Cottage less than 3 miles from the heart of historic Winchester.
Sleeps 2 · 1 bedroom · 1 bathroom
9.69.6 out of 10
Exceptionalexceptional
81 reviews(81 reviews)
Tranquility, In grounds of Dower house on large country estate in the Candover's
Sleeps 6 · 3 bedrooms · 1+ bathroom
9.89.8 out of 10
Exceptionalexceptional
6 reviews(6 reviews)
Top rated rentals - The Deanery
Delightful country retreat
1010 out of 10
Exceptionalexceptional
35 reviews(35 reviews)
Lovely converted loft with everything we needed for self-catering holiday. A short drive from Eastleigh where family live.
Brian G.
Stayed Jun 2025
Our little haven!
1010 out of 10
Exceptionalexceptional
235 reviews(235 reviews)
Great place, homely, spotless, great location, we loved our week here
Stacey M.
Stayed May 2024
Wonderful
1010 out of 10
Exceptionalexceptional
48 reviews(48 reviews)
We had a fabulous stay here, the cottage was very clean and comfortable. The fresh eggs were a wonderful bonus and the dogs very friendly. We would definitely return and recommend.
Tony B.
Stayed Sept 2022
Peace of mindOur Book with Confidence guarantee gives you 24/7 support
More quality timeFrom booking to staying, the whole process is simple and enjoyable
All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
More for lessMore space, more privacy, more amenities — more value