Pet Friendly Holiday Cottages In Winchester
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Winchester Pet Friendly Cottages
Find your perfect self-catering pet friendly property 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.
Pet Friendly Holiday Cottages in Winchester, Hampshire
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
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
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
New Forest Cottages with fishing on the doorstep - March 2026 Offer. Half price hot tub 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
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
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
Seamark: Wellies & Windbreaks Holiday Rental
Sleeps 10
4 Bedrooms
4 Bathrooms
Child Friendly
Pet Friendly
Wifi/Internet
Parking
Garden
EV Charger
House
in East wittering, West Sussex
Spacious first-floor cottage with stunning lake views, large private garden, open-plan living, and access to farm animals, fishing lakes, and outdoor play areas.
Sleeps 8
3 Bedrooms
1 Bathroom
Child Friendly
Pet Friendly
Wifi/Internet
Parking
Garden
EV Charger
Holiday Cottage
in Isle Of Wight, England
Forest Drove in the New Forest is a quintessential thatched cottage filled with charm, large dining room in bright extension and games room - March 2026 Offer. Half price hot tub 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
Sandcove is one of Bembridge’s most sought-after holiday homes — a spacious coastal retreat sleeping 8/10 guests with uninterrupted views across the Solent. Garden room with Sauna & Views DISCOUNTED FERRY TICKETS
Sleeps 10
4 Bedrooms
3 Bathrooms
Child Friendly
Pet Friendly
Wifi/Internet
Parking
Garden
EV Charger
House
in Bembridge, Isle Of Wight
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
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
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
Woodlands : Perfect for birthday weekends, get togethers and getaways, separate dining room, elegant and comfortable DISCOUNTED FERRY TICKETS
Sleeps 10
5 Bedrooms
3 Bathrooms
Child Friendly
Pet Friendly
Wifi/Internet
Parking
Garden
House
in Bembridge, Isle Of Wight
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
Beautiful holiday chalet in the New Forest with fishing on the doorstep - 5 star Guests say the best location. Secure
Sleeps 11
5 Bedrooms
4 Bathrooms
Child Friendly
Pet Friendly
Wifi/Internet
Parking
Hot Tub
Garden
EV Charger
Bungalow
in Fordingbridge, Dorset
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
The Quays in Christchurch Dorset a lovely house the sleeps 25 for large groups - *March 2026 Offer. Half price hot tub 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
New Forest Thatched Cottage with hot tub and games room -March 2026 Offer. Half price hot tub 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
28 Anchorage Way has views across the River Medina to East Cowes Marina.
Sleeps 4
2 Bedrooms
1 Bathroom
Child Friendly
Pet Friendly
Wifi/Internet
Parking
Garden
House
in East cowes, Isle Of Wight
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
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
Coastal retreat in Bembridge with easy access to shops, eateries, and beaches. Features outdoor terraces, pet-friendly, free Wi-Fi, and smart TVs. Ideal for family holidays.
Sleeps 6
3 Bedrooms
1 Bathroom
Child Friendly
Pet Friendly
Wifi/Internet
Parking
EV Charger
Apartment
in Bembridge, Isle Of Wight
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
Beautifully presented chalet with gated terraced seating area, parking, free WIFI, pet and child friendly. SUBSTANTIAL FERRY DISCOUNT AVAILABLE. PLEASE ASK FOR QUOTE FOR YOUR DATES.
Sleeps 4
2 Bedrooms
1 Bathroom
Child Friendly
Pet Friendly
Wifi/Internet
Parking
Chalet
in Yaverland, Isle Of Wight
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
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
Location, Location, Location! Comfortable holiday home, perfectly situated moments from Bembridge Beach, village & walks. Games room, private parking, ideal getaway for families & friends.DISCOUNTED FERRY TICKETS
Sleeps 6
3 Bedrooms
3 Bathrooms
Child Friendly
Pet Friendly
Wifi/Internet
Parking
House
in Bembridge, Isle Of Wight
Comfortably furnished with lounge, kitchen, double bedroom with en-suite shower, twin bedroom and family bathroom, situated at Wootton Creek. The property has its own decking with furniture, and shared gardens go down to...
Sleeps 4
2 Bedrooms
2 Bathrooms
Pet Friendly
Parking
Garden
Villa Rental
in Wootton bridge, Isle Of Wight
Spacious four-bedroom beachfront townhouse set within the gated, beachfront development in Bembridge. With direct access to the beach, beautiful sea views & accommodation arranged over 4 floors.DISCOUNTED FERRY TICKETS
Sleeps 8
4 Bedrooms
3 Bathrooms
Child Friendly
Pet Friendly
Wifi/Internet
Parking
Garden
House
in Bembridge, Isle Of Wight
A comfortable and cosy retreat in a quiet location on a working farm. Duck's Cottage is at the end of a no-through road but is not isolated and within easy reach of all that Wiltshire and beyond has to offer.
Sleeps 6
3 Bedrooms
3 Bathrooms
Child Friendly
Pet Friendly
Wifi/Internet
Parking
Garden
Holiday Cottage
in Pewsey, Hampshire
Welcome to your perfect coastal escape — a beautifully refurbished holiday cottage nestled on the edge of picturesque St Helens Green, short walk to the beach, coffee shop & pub : DISCOUNTED FERRY TICKETS
Sleeps 8
4 Bedrooms
3 Bathrooms
Child Friendly
Pet Friendly
Wifi/Internet
Garden
Holiday Cottage
in St helens, ryde, isle of wight, Isle Of Wight
Coastal Cottage is the ideal family getaway, offering a harmonious blend of comfort, convenience, and tranquillity. Whether you’re seeking relaxation or adventure, this home provides the perfect escape.
Sleeps 6
3 Bedrooms
1 Bathroom
Child Friendly
Pet Friendly
Wifi/Internet
Parking
Garden
Bungalow
in Bembridge, Isle Of Wight
Adult-only lakeside retreat in tranquil Isle of Wight countryside, featuring luxury lodges, wildlife views, and peaceful outdoor spaces.
Sleeps 2
1 Bedroom
1 Bathroom
Pet Friendly
Wifi/Internet
Parking
Garden
EV Charger
Holiday Cottage
in Isle Of Wight, England
Molly’s is an ideal retreat in a scenic location to thoroughly enjoy a relaxing Island getaway.
Sleeps 4
2 Bedrooms
2 Bathrooms
Pet Friendly
Wifi/Internet
Parking
Lodge
in Ryde, Isle Of Wight
Harbour Walk is in a quiet, tucked away close, a short walk from Bembridge harbour and beaches
Sleeps 6
3 Bedrooms
2 Bathrooms
Child Friendly
Pet Friendly
Wifi/Internet
Parking
House
in Bembridge, 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.*March 2026 Offer. Half pric
Sleeps 10
5 Bedrooms
3 Bathrooms
Child Friendly
Pet Friendly
Wifi/Internet
Parking
Hot Tub
Garden
EV Charger
Holiday Cottage
in Fordingbridge, Dorset
Spacious ground-floor cottage with private stone-walled garden, stunning views of ponds and paddocks, access to farm animals, fishing lakes, and outdoor play areas.
Sleeps 6
2 Bedrooms
1 Bathroom
Child Friendly
Pet Friendly
Wifi/Internet
Parking
Garden
EV Charger
Farmhouse
in Isle Of Wight, England
Insignia is a well-presented and well-equipped 3 storey townhouse sleeping 6 people and located right in the hub of the sailing Mecca of Cowes.
Sleeps 6
3 Bedrooms
1 Bathroom
Child Friendly
Pet Friendly
Wifi/Internet
House
in Cowes, 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
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Properties marked with a rainbow have discounts for NHS & social care workers.See individual properties for details.
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