Winchester Holiday Cottages
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- Holiday Cottages UK
- 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
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
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
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
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
Gorgeously cosy cottage in West Wittering village, just moments from the white sandy beach
Sleeps 5
2 Bedrooms
1 Bathroom
Child Friendly
Pet Friendly
Wifi/Internet
Parking
Garden
Holiday Cottage
in West wittering, West Sussex
Converted Dairy Cottage in West Wight with French doors, private patio, shared hot tub, modern kitchen, and off-road parking. Perfect for a peaceful countryside retreat.
Sleeps 2
1 Bedroom
1 Bathroom
Wifi/Internet
Parking
Hot Tub
Holiday Cottage
in Yarmouth, United Kingdom
Semi-detached holiday home in St Helens with enclosed garden, scenic downs views, and easy access to beach, village amenities, and coastal walks.
Sleeps 6
3 Bedrooms
2 Bathrooms
Pet Friendly
Wifi/Internet
Parking
Garden
EV Charger
Holiday Cottage
in St Helens, Ryde, Iow, Isle Of Wight
Charming cottage set on one level in the New Forest with wood burner. Horse friendly adjoining paddock and stable for two, bring your horse. Additional accommodation for larger groups call us.
Sleeps 10
5 Bedrooms
3 Bathrooms
Child Friendly
Pet Friendly
Wifi/Internet
Parking
Hot Tub
Garden
EV Charger
Holiday Cottage
in Fordingbridge, Dorset
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
Charming New Forest cottage with wood burner, private garden, and flexible sleeping options. Ideal for family stays and forest getaways.
Sleeps 8
3 Bedrooms
2 Bathrooms
Child Friendly
Wifi/Internet
Parking
Garden
Holiday Cottage
in Redlynch, salisbury, The New Forest
Escape to this charming thatched cottage—a picture-perfect retreat nestled among green spaces and historic landmarks. This beautifully furnished holiday home blends rustic elegance with modern comfort
Sleeps 4
2 Bedrooms
2 Bathrooms
Child Friendly
Wifi/Internet
Parking
Garden
Holiday Cottage
in Wellow, yarmouth, Isle Of Wight
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
Semi-detached coastal retreat in Bembridge with beach access, sunroom, and scenic harbour and countryside views.
Sleeps 4
2 Bedrooms
2 Bathrooms
Pet Friendly
Wifi/Internet
Parking
Garden
Holiday Cottage
in Bembridge, Isle Of Wight
A 3-bedroom, 2-floor property sleeping 6 with a king, double, and bunk bedroom. Features include a newly refurbished bathroom, free Wi-Fi, Smart TV, fully equipped kitchen, and close to waterfront and pubs
Sleeps 6
3 Bedrooms
1 Bathroom
Child Friendly
Wifi/Internet
Parking
Garden
Holiday Cottage
in East cowes, Isle Of Wight
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
Hyacinth and Bay Tree: Two cosy cottages located close to the beach and local seaside town of Ryde on The Isle of Wight.
Sleeps 4
2 Bedrooms
1 Bathroom
Parking
Holiday Cottage
in Ryde, 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
Beautiful 4-bedroom thatched cottage near West Wittering beach, sleeping 8. Blends traditional charm with a modern extension, large garden, private parking and prime coastal location.
Sleeps 8
4 Bedrooms
3 Bathrooms
Pet Friendly
Wifi/Internet
Parking
Garden
Holiday Cottage
in West Wittering, West Sussex
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
Detached, 4 Star cottage. Two bedrooms each en-suite. Sleeps 4. Open plan living. Garden, Games Room. Walking/Cycling, Moors Valley activities. New Forest/Dorset border, choice of beaches. No fees. Best Price Guaranteed.
Sleeps 4
2 Bedrooms
2 Bathrooms
Child Friendly
Pet Friendly
Wifi/Internet
Parking
Garden
EV Charger
Holiday Cottage
in Verwood, Dorset
Stylish New Forest cottage with log burner, enclosed garden, and child-friendly extras. Sleeps 8 with flexible beds and dogs welcome – perfect for peaceful family or group getaways year-round.
Sleeps 8
2 Bedrooms
2 Bathrooms
Child Friendly
Pet Friendly
Wifi/Internet
Parking
Garden
Holiday Cottage
in Redlynch, salisbury, The New Forest
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
Waterside Retreat in Wootton Bridge
Sleeps 4
2 Bedrooms
1 Bathroom
Child Friendly
Pet Friendly
Parking
Holiday Cottage
in Wootton bridge, Isle Of Wight
Modern 2-bedroom caravan on Fairway Park, Sandown, Isle of Wight. Sleeps 5 with open-plan living, sofa bed and full kitchen. Close to sandy beach, attractions and coastal walks.
Sleeps 5
2 Bedrooms
1 Bathroom
Wifi/Internet
Parking
Holiday Cottage
in Isle Of Wight, England
Spacious & light, comfortably furnished, newly decorated throughout. You walk in the door & feel like you are on holiday, seconds from the beach & amenities of Seaview. Dogs & children welcome. DISCOUNTED FERRY TICKETS
Sleeps 6
3 Bedrooms
2 Bathrooms
Child Friendly
Pet Friendly
Wifi/Internet
Holiday Cottage
in Isle Of Wight, England
Charming New Forest barn with log burner, private garden, and spiral staircase. Ideal for couples and dog lovers seeking a peaceful rural retreat in the heart of the new forest. private patio garden with BBQ,
Sleeps 2
1 Bedroom
1 Bathroom
Pet Friendly
Wifi/Internet
Parking
Garden
Holiday Cottage
in Redlynch, salisbury, The New Forest
New Forest and south coast Hampshire beaches - sleeps up to 6 plus baby and 3 dogs
Sleeps 6
3 Bedrooms
2 Bathrooms
Child Friendly
Pet Friendly
Wifi/Internet
Parking
Garden
EV Charger
Holiday Cottage
in New milton, Hampshire
A cosy Victorian cottage in Ryde for 3 guests, with 1 double and 1 single bedroom. Close to the beach, shops, and transport links. Features a decked courtyard for al-fresco dining after exploring.
Sleeps 3
2 Bedrooms
1 Bathroom
Child Friendly
Wifi/Internet
Parking
Holiday Cottage
in Ryde, Isle Of Wight
Stylish pet-friendly stone cottage on the Isle of Wight, steps from beaches, coastal walks, and village amenities for a relaxing getaway.
Sleeps 6
3 Bedrooms
1 Bathroom
Pet Friendly
Wifi/Internet
Garden
Holiday Cottage
in St Helens, Ryde, Iow, Isle Of Wight
Dairy Cottage - delightful superb accommodation in rural setting in ideal location. Easy access to the New Forest, south coast beaches and medieval Salisbury.
Sleeps 2
1 Bedroom
1 Bathroom
Pet Friendly
Wifi/Internet
Parking
Garden
Holiday Cottage
in Fordingbridge, Dorset
New Forest Thatched Cottage with hot tub and games room - April 2026 Offer. Dogs go FREE when you book a break for 2026!*
Sleeps 14
7 Bedrooms
5 Bathrooms
Child Friendly
Pet Friendly
Wifi/Internet
Parking
Hot Tub
Garden
EV Charger
Holiday Cottage
in The New Forest, England
Forest Drove in the New Forest is a quintessential thatched cottage filled with charm, large dining room in bright extension and games room - April 2026 Offer. Dogs go FREE when you book a break for 2026!*
Sleeps 12
6 Bedrooms
3 Bathrooms
Child Friendly
Pet Friendly
Wifi/Internet
Parking
Hot Tub
Garden
EV Charger
Holiday Cottage
in The New Forest, England
Creek, Kipper Cottage provides comfortable and very well presented accommodation for 4 people
Sleeps 4
2 Bedrooms
2 Bathrooms
Child Friendly
Pet Friendly
Wifi/Internet
Garden
Holiday Cottage
in Wootton bridge, Isle Of Wight
This delightful cottage is situated a short stroll from the centre of the historic and picturesque harbour town of Yarmouth. The cottage provides accommodation for couples and small families alike.
Sleeps 2
2 Bedrooms
2 Bathrooms
Child Friendly
Wifi/Internet
Holiday Cottage
in Yarmouth, Isle Of Wight
Edith Cottage is a stunning and spacious period cottage close to the beach and village green, perfect for a blissful summer break or cosy winter getaway with family, friends, pets welcome. DISCOUNTED FERRY TICKETS
Sleeps 8
4 Bedrooms
3 Bathrooms
Child Friendly
Pet Friendly
Wifi/Internet
Parking
Garden
Holiday Cottage
in St helens, ryde, iow, Isle Of Wight
Charming 2 / 3-Bedroom Cottage with Garden, Conservatory & Castle Views – Near Newport
Sleeps 6
2 Bedrooms
1 Bathroom
Child Friendly
Wifi/Internet
Parking
Garden
Holiday Cottage
in Newport, Isle Of Wight
Marigold Cottage: Wellies & Windbreaks Holiday Rental
Sleeps 4
2 Bedrooms
1 Bathroom
Child Friendly
Pet Friendly
Wifi/Internet
Garden
Holiday Cottage
in East wittering, 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
This charming semi-detached cottage in Yarmouth is just 0.5 miles from the beach and within walking distance of the promenade, pier, and local amenities. Perfect for exploring the island’s beauty.
Sleeps 4
2 Bedrooms
1 Bathroom
Child Friendly
Pet Friendly
Parking
Garden
Holiday Cottage
in Yarmouth, Isle Of Wight
A traditional bijou cottage, perfectly positioned in the heart of the Arreton Valley on the Isle of Wight.
Sleeps 5
3 Bedrooms
2 Bathrooms
Child Friendly
Pet Friendly
Wifi/Internet
Parking
Garden
Holiday Cottage
in Arreton, newport, iow, Newport
Countryside cottage, near Lymington, offers a peaceful retreat with a private garden, sunny conservatory, and easy access to the New Forest. Ideal for families, with high-speed WIFI and child-friendly amenities.
Sleeps 6
3 Bedrooms
2 Bathrooms
Child Friendly
Wifi/Internet
Parking
Garden
Holiday Cottage
in Pilley, Lymington, The New Forest
Spacious 2-bedroom pet-friendly lodge in Sandown, Isle of Wight, set on Fairway Holiday Park. Close to Sandown Beach, Red Squirrel Trail, pool, bar, golf club and coastal walks.
Sleeps 4
2 Bedrooms
2 Bathrooms
Pet Friendly
Wifi/Internet
Parking
Hot Tub
Pool
Holiday Cottage
in Sandown, Isle Of Wight
Stylish coastal retreat in Cowes with private garden, modern interiors, and easy access to beaches, marina, and island attractions.
Sleeps 6
3 Bedrooms
2 Bathrooms
Pet Friendly
Wifi/Internet
Parking
Garden
Holiday Cottage
in Cowes, Isle Of Wight
Relaxing coastal getaway at Thorness Bay with private decking, scenic views, and easy access to beaches, Cowes, and island attractions.
Sleeps 4
2 Bedrooms
1 Bathroom
Wifi/Internet
Parking
Holiday Cottage
in Isle Of Wight, England
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
- Holiday Cottages UK
- England
- Hampshire
- Winchester
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