Winchester Holiday Cottages
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- England
- Hampshire
- Winchester
Holiday Cottages in Winchester
Find your perfect self-catering holiday cottage in and around Winchester. Book direct with owners and pay no booking fees. Book with confidence. All our holiday rentals are verified and backed by our payment protection.
Holiday Cottages in Winchester, Hampshire
Little Hayes
Sleeps 14
7 Bedrooms
7 Bathrooms
Child Friendly
Wifi/Internet
Parking
Garden
House
in Lyndhurst, Hampshire
Spacious coastal cottage with hot tub, garden and two lounges near beach – ideal for families and groups seeking comfort and calm.
Sleeps 10
3 Bedrooms
4 Bathrooms
Child Friendly
Pet Friendly
Wifi/Internet
Parking
Hot Tub
Garden
Holiday Cottage
in Calshot, The New Forest
Individually-styled studio room with double bed
Sleeps 2
1 Bedroom
1 Bathroom
Wifi/Internet
Parking
Garden
Apartment
in Southampton, The New Forest
The Coach House
Sleeps 6
3 Bedrooms
2 Bathrooms
Child Friendly
Wifi/Internet
Parking
Garden
EV Charger
House
in Hambledon, waterlooville, Hampshire
Beautiful forest-view cottage with large garden, BBQ, and direct New Forest access. Perfect for families, nature lovers, and peaceful countryside getaways.
Sleeps 8
4 Bedrooms
3 Bathrooms
Child Friendly
Wifi/Internet
Parking
Garden
Holiday Cottage
in Brockenhurst, The New Forest
Forest Gate Lodge Annex is a beautiful place for that relaxing break.
Sleeps 2
1 Bedroom
1 Bathroom
Pet Friendly
Wifi/Internet
Parking
Garden
Bungalow
in Wickham, Hampshire
New Forest Cottages with fishing on the doorstep - April 2026 Offer. Dogs go FREE when you book a break for 2026!*
Sleeps 23
10 Bedrooms
8 Bathrooms
Child Friendly
Pet Friendly
Wifi/Internet
Parking
Hot Tub
Garden
EV Charger
Holiday Cottage
in The New Forest, England
Stable Cottage. Quiet, accessable cottage set in the Meon Valley. Pet Friendly, fully enclosed private garden. wheelchair accessible
Sleeps 2
1 Bedroom
1 Bathroom
Pet Friendly
Wifi/Internet
Parking
Garden
Holiday Cottage
in Southampton, England
Stylish modern 1-bedroom apartment. Private off-street parking
Sleeps 2
1 Bedroom
1 Bathroom
Wifi/Internet
Parking
Garden
Apartment
in Southampton, The New Forest
Stylish modern apartment. Private off-street parking for exclusive use of guests
Sleeps 4
2 Bedrooms
1 Bathroom
Child Friendly
Pet Friendly
Wifi/Internet
Parking
Garden
Apartment
in Southampton, The New Forest
Modern family flat in central Brockenhurst with parking, Smart TV, and games — perfect for exploring the New Forest and enjoying village life.
Sleeps 4
2 Bedrooms
1 Bathroom
Child Friendly
Wifi/Internet
Parking
Apartment
in Hampshire, England
This newly refurbished holiday home in Alverstone sleeps 4, with modern amenities, a garden, and access to footpaths and cycle paths. Close to nature reserves, local villages, and outdoor activities.
Sleeps 4
3 Bedrooms
2 Bathrooms
Child Friendly
Pet Friendly
Wifi/Internet
Parking
Garden
Lodge
in Isle Of Wight, England
Quay Corner is a Coastal Town House in the heart of Christchurch, Dorset with hot tub woodburner - *April 2026 Offer. Dogs go FREE when you book a break for 2026!*
Sleeps 10
5 Bedrooms
3 Bathrooms
Child Friendly
Pet Friendly
Wifi/Internet
Parking
Hot Tub
Garden
EV Charger
House
in Christchurch, Dorset
Two-bedroom Annexe in West Wittering with Pool Access, Dog-Friendly, Field-access & 5-Minute Walk to the Beach – Perfect for Couples or Families
Sleeps 4
2 Bedrooms
1 Bathroom
Child Friendly
Pet Friendly
Wifi/Internet
Parking
Garden
Pool
Bungalow
in West wittering, West Sussex
Waterside Retreat in Wootton Bridge
Sleeps 4
2 Bedrooms
1 Bathroom
Child Friendly
Pet Friendly
Parking
Holiday Cottage
in Wootton bridge, Isle Of Wight
'Cliffway' a real gem, peaceful 2 bed cottage with own sunny gdn, sea-view, few mins walk to beach, coastal path & sea-front restaurants. A lovely place to relax/let cooling air flow through the hse. Wightlink discounts.
Sleeps 5
2 Bedrooms
1 Bathroom
Child Friendly
Wifi/Internet
Parking
Garden
Holiday Cottage
in Totland Bay, Isle Of Wight
Heron House – Stylish Three-Storey Riverside Retreat at Island Harbour Marina with Panoramic River Views, Spacious Balconies, Flexible Bedrooms & Private Berth, Perfect Base to Explore the Isle of Wight
Sleeps 6
3 Bedrooms
2 Bathrooms
House
in Newport, Isle Of Wight
Stunning property in Bembridge with Heated Swimming Pool, Tennis Court, 5 Bedrooms all with ensuite bathrooms
Sleeps 10
5 Bedrooms
4 Bathrooms
Child Friendly
Wifi/Internet
Parking
Garden
Pool
House
in Isle Of Wight, England
Unique railway carriage holiday home on Selsey seafront, sleeping 7. Five compartment bedrooms, sea views, garden and parking. A charming beachfront stay near shops, beach and coast walks.
Sleeps 7
5 Bedrooms
1 Bathroom
Wifi/Internet
Parking
Garden
Holiday Cottage
in Selsey, West Sussex
Grade II listed Thatched Cottage In The Village of Carisbrooke. Superbly quite position and 10 mins into Newport. Views up to Carisbrooke Castle. Good walking area.
Sleeps 8
4 Bedrooms
3 Bathrooms
Child Friendly
Wifi/Internet
Parking
Garden
Holiday Cottage
in Isle Of Wight, England
Woodside Beach Retreat - - Close to beach, Private garden, dog friendly and secluded.
Sleeps 6
2 Bedrooms
1 Bathroom
Child Friendly
Pet Friendly
Wifi/Internet
Parking
Garden
Cabin
in Isle Of Wight, England
Island Escape 2 Bed Fully Equipped Coastal Themed Dog Friendly Holiday Home In Excellent Location In Sandown Isle Of Wight
Sleeps 5
2 Bedrooms
1 Bathroom
Child Friendly
Pet Friendly
Wifi/Internet
Parking
Pool
Caravan
in United Kingdom
Beachfront Thatched Cottage on West Wittering’s Cakeham Estate with Sea Views, Large Gardens & Stylish Modern Upgrades
Sleeps 8
4 Bedrooms
2 Bathrooms
Holiday Cottage
in West wittering, West Sussex
The Quays in Christchurch Dorset a lovely house the sleeps 25 for large groups - *April 2026 Offer. Dogs go FREE when you book a break for 2026!*
Sleeps 25
11 Bedrooms
7 Bathrooms
Child Friendly
Pet Friendly
Wifi/Internet
Parking
Hot Tub
Garden
EV Charger
House
in Christchurch, Dorset
Idyllic village location with walking distance to the beach ,Open-plan and contemporary design with a spacious and fully equipped kitchen
Sleeps 6
3 Bedrooms
1 Bathroom
Wifi/Internet
House
in Bembridge, Isle Of Wight
20% Discount for summer 2025 A stylish and spacious three-bedroom detached house, just a couple of minutes' walk from the beach
Sleeps 5
3 Bedrooms
1 Bathroom
Child Friendly
Wifi/Internet
Parking
Garden
House
in Bembridge, Isle Of Wight
Beautiful, dog friendly barn, set on a rural working farm on the edge of the stunning New Forest National Park.
Sleeps 4
2 Bedrooms
2 Bathrooms
Child Friendly
Pet Friendly
Wifi/Internet
Parking
Barn
in The New Forest, Ringwood
Downedge is approached via its own private driveway to a large turning circle with plenty of space for cars to park.
Sleeps 13
6 Bedrooms
4 Bathrooms
Child Friendly
Pet Friendly
Parking
Garden
House
in Brading, Isle Of Wight
Beautiful family friendly property in the heart of residential East Wittering village, just moments from the beach and local shops and restaurants
Sleeps 10
5 Bedrooms
3 Bathrooms
Child Friendly
Pet Friendly
Wifi/Internet
Parking
Garden
House
in West wittering, West Sussex
BIG House in the Vibrant Waterfront City of Portsmouth
Sleeps 20
10 Bedrooms
9 Bathrooms
Child Friendly
Wifi/Internet
Parking
Hot Tub
Garden
House
in Southsea, portsmouth, England
Delightful New Forest cottage with log burner, enclosed garden, and flexible bedrooms. Ideal for couples, families or friends seeking a dog-friendly retreat. Walks on the door step Private Parking. All on one level
Sleeps 6
2 Bedrooms
1 Bathroom
Child Friendly
Pet Friendly
Wifi/Internet
Parking
Garden
Holiday Cottage
in Redlynch, salisbury, The New Forest
Quay House is a Georgian mansion in the bustling town of Christchurch with spacious accommodation - Dorset *April 2026 Offer. Dogs go FREE when you book a break for 2026!*
Sleeps 15
6 Bedrooms
4 Bathrooms
Child Friendly
Pet Friendly
Wifi/Internet
Parking
Hot Tub
Garden
EV Charger
House
in Christchurch, Dorset
cosy retreat near local amenities and close to the pretty town of Yarmouth and it's harbour.
Sleeps 4
2 Bedrooms
1 Bathroom
Child Friendly
Wifi/Internet
Parking
Bungalow
in Yarmouth, Isle Of Wight
A spacious, three-bedroom, detached bungalow located in quiet residential cul-de-sac
Sleeps 6
3 Bedrooms
1 Bathroom
Child Friendly
Pet Friendly
Wifi/Internet
Parking
Garden
Bungalow
in Bembridge, Isle Of Wight
Samphire: Wellies & Windbreaks Holiday Rental
Sleeps 6
3 Bedrooms
4 Bathrooms
Child Friendly
Wifi/Internet
Parking
Garden
House
in West wittering, West Sussex
Looking for a peaceful retreat that offers both comfort and style? Number One Bembridge House is your perfect sanctuary, just a stone's throw away from the picturesque harbour and beach DISCOUNTED FERRY TICKETS
Sleeps 7
3 Bedrooms
2 Bathrooms
Child Friendly
Pet Friendly
Wifi/Internet
Parking
Garden
House
in Bembridge, Isle Of Wight
A charming, family-friendly cottage
Sleeps 6
3 Bedrooms
3 Bathrooms
Child Friendly
Pet Friendly
Wifi/Internet
Parking
Garden
Holiday Cottage
in Milford on sea, Hampshire
4 bedroom home close to the beach with large garden
Sleeps 8
4 Bedrooms
2 Bathrooms
Child Friendly
Wifi/Internet
Parking
Garden
Holiday Cottage
in Isle Of Wight, United Kingdom
Discover this immaculate, newly built detached home—an ideal sanctuary for those seeking comfort, style, and a peaceful environment. Perfectly situated for a serene holiday, this home offers a truly relaxing retreat.
Sleeps 8
4 Bedrooms
3 Bathrooms
Child Friendly
Parking
Garden
House
in Newport, Isle Of Wight
Converted Dairy Cottage in West Wight countryside with private garden, terrace, shared hot tub, underfloor heating, and secure parking. Close to nature with modern amenities and family-friendly features.
Sleeps 4
2 Bedrooms
1 Bathroom
Child Friendly
Wifi/Internet
Parking
Hot Tub
Garden
Holiday Cottage
in Yarmouth, United Kingdom
Detached house in Southbourne, close to stunning riverside walks and Tuckton shops with parking & enclosed garden ; sandy beaches 15-20 minutes walk- sleeps 2 - 8
Sleeps 8
4 Bedrooms
2 Bathrooms
Child Friendly
Pet Friendly
Wifi/Internet
Parking
Garden
House
in Bournemouth, Dorset
Dots: Wellies & Windbreaks Holiday Rental
Sleeps 11
6 Bedrooms
3 Bathrooms
Child Friendly
Pet Friendly
Wifi/Internet
Parking
Garden
House
in East wittering, West Sussex
Converted stable with harbour views, short walk to the beach, and easy access to Seaview, Ryde, and coastal walks.
Sleeps 4
2 Bedrooms
1 Bathroom
Wifi/Internet
Parking
Garden
Holiday Cottage
in St Helens, Ryde, Iow, Isle Of Wight
Farmhouse in the heart of the New Forest with paddock - April 2026 Offer. Dogs go FREE when you book a break for 2026!*
Sleeps 12
6 Bedrooms
5 Bathrooms
Child Friendly
Pet Friendly
Wifi/Internet
Parking
Hot Tub
Garden
EV Charger
Farmhouse
in The New Forest, United Kingdom
- Holiday Cottages UK
- England
- Hampshire
- Winchester
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