Pet Friendly Holiday Cottages In Winchester
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- Winchester Pet Friendly Cottages
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
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
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
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
Sunny Days: Wellies & Windbreaks Holiday Rental
Sleeps 7
3 Bedrooms
2 Bathrooms
Child Friendly
Pet Friendly
Wifi/Internet
Parking
Garden
Bungalow
in Bracklesham Bay, West Sussex
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
1 Car Ferry Included* 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
Mayfield, Light & Spacious, downstairs bedroom & bathroom, Village location, short walk to the beach, private parking & EV Charger, pet welcome DISCOUNTED FERRY TICKETS
Sleeps 8
4 Bedrooms
2 Bathrooms
Child Friendly
Pet Friendly
Wifi/Internet
Parking
Garden
EV Charger
House
in Bembridge, Isle Of Wight
Stunning house with large garden in the heart of Salisbury, Sleeps 17 +2 - April 2026 Offer. Dogs go FREE when you book a break for 2026!*
Sleeps 17
8 Bedrooms
7 Bathrooms
Child Friendly
Pet Friendly
Wifi/Internet
Parking
Hot Tub
Garden
EV Charger
House
in Salisbury, 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
1 Car Ferry Included* 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 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
Arniss Lodge in the heart of the New Forest Sleeps 6 + 2 with hot tub, spacious lounge/diner and woodburner - April 2026 Offer. Dogs go FREE when you book a break for 2026!*
Sleeps 6
3 Bedrooms
2 Bathrooms
Child Friendly
Pet Friendly
Wifi/Internet
Parking
Hot Tub
Garden
EV Charger
Lodge
in The New Forest, United Kingdom
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
1 Car Ferry Included* 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
Luxury Modern Barn Conversion in the Witterings with Hot Tub, Shepherd’s Hut & Meadow Views – Walk to Sea, Pubs & Footpaths, Sleeps 12+ (please enquire for groups 12+)
Sleeps 12
6 Bedrooms
2 Bathrooms
Child Friendly
Pet Friendly
Wifi/Internet
Parking
Hot Tub
Garden
EV Charger
Barn
in West wittering, West Sussex
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
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
1 Car Ferry Included* 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
1 Car Ferry Included* Property in Wootton Creek. Has its own decking with furniture, and shared gardens go down to the creek edge.
Sleeps 4
2 Bedrooms
2 Bathrooms
Pet Friendly
Parking
Garden
Villa Rental
in Wootton bridge, Isle Of Wight
Luxury holiday home in Milford on Sea; open-plan living, spacious patio, snug, fire pit, games area, and dog-friendly access near New Forest and stunning coastline.
Sleeps 8
4 Bedrooms
4 Bathrooms
Child Friendly
Pet Friendly
Wifi/Internet
Parking
Garden
House
in Milford on sea, Hampshire
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
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
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
1 Car Ferry Included* 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
1 Car Ferry Included* 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
Woodlands : Family Favourite with Flexible sleeping up to 12. Elegant and comfortable, pet friendly HOT TUB ON REQUEST DISCOUNTED FERRY TICKETS
Sleeps 12
5 Bedrooms
3 Bathrooms
Child Friendly
Pet Friendly
Wifi/Internet
Parking
Hot Tub
Garden
House
in Bembridge, Isle Of Wight
1 Car Ferry Included* 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 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
Blackbird, quiet road, private parking, close to amenaties of Bembridge. Refurbished throughout to a high standard, big comfortable beds,open plan living & dogs welcome DISCOUNTED FERRY TICKETS
Sleeps 6
3 Bedrooms
2 Bathrooms
Child Friendly
Pet Friendly
Wifi/Internet
Parking
Garden
House
in Bembridge, Isle Of Wight
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
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
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
1 Car Ferry Included* Hope Cottage offers spacious accommodation over three floors with a sizeable garden and is located in the desirable village of Bembridge.
Sleeps 10
5 Bedrooms
4 Bathrooms
Child Friendly
Pet Friendly
Wifi/Internet
Parking
Garden
House
in Bembridge, Isle Of Wight
1 Car Ferry Included* 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
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
Step into a light-filled sanctuary where modern design meets coastal charm for 10 guests. DISCOUNTED FERRY TICKETS
Sleeps 10
5 Bedrooms
4 Bathrooms
Child Friendly
Pet Friendly
Wifi/Internet
Parking
Garden
House
in Bembridge, 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
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
Beautiful, barn, set on a rural working farm on the edge of the stunning New Forest National Park with wifi and a log burner
Sleeps 4
2 Bedrooms
2 Bathrooms
Child Friendly
Pet Friendly
Wifi/Internet
Parking
Garden
Barn
in The New Forest, Ringwood
1 Car Ferry Included* 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
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
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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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