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
Individually-styled studio room with double bed
Sleeps 2
1 Bedroom
1 Bathroom
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
Little Hayes
Sleeps 14
7 Bedrooms
7 Bathrooms
Child Friendly
Wifi/Internet
Parking
Garden
House
in Lyndhurst, 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
The Coach House
Sleeps 6
3 Bedrooms
2 Bathrooms
Child Friendly
Wifi/Internet
Parking
Garden
EV Charger
House
in Hambledon, waterlooville, 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
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
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
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
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
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
This stunning family friendly historic cottage is steps away from the shoreline of Bosham, has private garden with furniture, breath-taking views, a boathouse, close to the local amenities, WIFI. Parking.
Sleeps 6
3 Bedrooms
3 Bathrooms
Child Friendly
Wifi/Internet
Parking
Garden
Holiday Cottage
in Bosham, West Sussex
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
Samphire: Wellies & Windbreaks Holiday Rental
Sleeps 6
3 Bedrooms
4 Bathrooms
Child Friendly
Wifi/Internet
Parking
Garden
House
in West wittering, West Sussex
Contemporary Comforts & Stylish Living
Sleeps 4
2 Bedrooms
2 Bathrooms
Child Friendly
Wifi/Internet
Parking
Apartment
in Bournemouth, Dorset
The Chart House - comfortable family home near seafront on South Coast
Sleeps 6
4 Bedrooms
2 Bathrooms
Child Friendly
Wifi/Internet
Parking
Garden
Pool
House
in Lee-on-the-solent, Hampshire
Discover this charming 2-bedroom house located in Bembridge, Isle of Wight. Perfectly combining modern style with period character, this beautifully restored seaside home. DISCCOUNTED FERRY TICKETS
Sleeps 4
2 Bedrooms
1 Bathroom
Child Friendly
Pet Friendly
Wifi/Internet
Parking
Garden
EV Charger
House
in Bembridge, Isle Of Wight
Rosemullion is a family favourite, downstairs bedroom & bathroom : Enclosed Garden :generous family home, close to local shops with the wonderful Bembridge Beach just a short walk away DISCOUNTED FERRY TICKETS
Sleeps 8
4 Bedrooms
3 Bathrooms
Child Friendly
Pet Friendly
Wifi/Internet
Parking
Garden
House
in Bembridge, Isle Of Wight
Year round, high quality property, quiet location, short walk from beaches, river, nature reserve. Hot tub, outdoor seating area, Family & dog friendly,fully enclosed garden. 170 5 star reviews. Guest quote '5th visit'
Sleeps 5
2 Bedrooms
1 Bathroom
Child Friendly
Pet Friendly
Wifi/Internet
Parking
Hot Tub
Garden
House
in Christchurch, England
The accommodation offers a modern furnished lounge/diner with french doors leading to the enclosed garden/patio area, kitchen, downstairs wc; a double bedroom with views over the downs; twin bedroom. The cottage also off...
Sleeps 4
2 Bedrooms
1 Bathroom
Child Friendly
Wifi/Internet
Parking
Garden
House
in Freshwater, Isle Of Wight
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
The Waterfront: Wellies & Windbreaks Holiday Rental
Sleeps 8
4 Bedrooms
4 Bathrooms
Child Friendly
Wifi/Internet
Parking
Garden
House
in Bracklesham Bay, West Sussex
The Moorings is a semi-detached house sleeping up to 6 guests in 3 bedrooms and is situated in the beautiful village of St Helens.
Sleeps 6
3 Bedrooms
1 Bathroom
Child Friendly
Pet Friendly
Wifi/Internet
Garden
House
in St helens, ryde, iow, Isle Of Wight
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
Sunnyside is a charming dog-friendly holiday home in the sought-after village of Seaview on the Isle of Wight,
Sleeps 6
3 Bedrooms
2 Bathrooms
Child Friendly
Pet Friendly
Wifi/Internet
Parking
Garden
House
in Seaview, Isle Of Wight
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
Woodside Lodge -- Close to beach, dog friendly and secluded.
Sleeps 4
1 Bedroom
1 Bathroom
Child Friendly
Pet Friendly
Wifi/Internet
Parking
Garden
Lodge
in Isle Of Wight, United Kingdom
Secluded West Wight retreat with sunny garden, close to Yarmouth, coastal walks, beaches, and historic harbour attractions.
Sleeps 6
3 Bedrooms
3 Bathrooms
Pet Friendly
Wifi/Internet
Parking
Garden
Holiday Cottage
in Yarmouth, Isle Of Wight
Rox: Wellies & Windbreaks Holiday Rental
Sleeps 12
5 Bedrooms
4 Bathrooms
Child Friendly
Wifi/Internet
Parking
Garden
House
in West wittering, West Sussex
Nestled in the picturesque village of St Helens, Sunny Downs offers the perfect retreat for a relaxing stay on the Isle of Wight. This charming property combines comfort, convenience, and stunning scenic views.
Sleeps 7
3 Bedrooms
1 Bathroom
Pet Friendly
Wifi/Internet
Parking
Garden
House
in St helens, ryde, isle of wight, 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
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
The Cove is located on the seafront in the desirable village of Seaview.
Sleeps 4
2 Bedrooms
1 Bathroom
Child Friendly
Wifi/Internet
Parking
Apartment
in Seaview, Isle Of Wight
Barbury Cottage is an 18th century quirky little cottage in the Southdowns National Park
Sleeps 4
2 Bedrooms
1 Bathroom
Pet Friendly
Wifi/Internet
Garden
Holiday Cottage
in Sheet, Petersfield, Hampshire
Anchor : Wellies & Windbreaks Holiday Rental
Sleeps 8
3 Bedrooms
3 Bathrooms
Child Friendly
Wifi/Internet
Parking
Garden
House
in East wittering, West Sussex
Seafront bungalow. By the beach/sea in Seaview village. Ferry discount on booking.
Sleeps 4
2 Bedrooms
1 Bathroom
Child Friendly
Wifi/Internet
Parking
Garden
Bungalow
in Seaview, Isle Of Wight
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
Spacious bungalow in central Lymington, with garden, log fire, parking, and close to shops, restaurants, the New Forest, and ferry to the Isle of Wight.
Sleeps 6
2 Bedrooms
2 Bathrooms
Child Friendly
Wifi/Internet
Parking
Garden
Bungalow
in Lymington, Hampshire
Little Orchard: Wellies & Windbreaks Holiday Rental
Sleeps 5
5 Bedrooms
4 Bathrooms
Child Friendly
Wifi/Internet
Parking
Hot Tub
Garden
EV Charger
House
in West wittering, West Sussex
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
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
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
- Holiday Cottages UK
- England
- Hampshire
- Winchester
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