Pet-friendly vacation rentals in Winchester

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Popular amenities for Winchester pet-friendly home rentals

Pet-friendly home rentals with a hot tub

Guest favorite
The exterior of the cottage features a thatched roof and a light green door, complemented by decorative elements like a heart-shaped wreath. Flower pots and rustic furnishings are arranged on the gravel pathway, creating a charming entrance. A covered seating area is visible beside the doorway.
Cottage in Collingbourne Ducis
4.89 out of 5 average rating, 665 reviews

Cosy little country cottage with luxury hot tub

LisaRating, 5 stars1 week ago
A beautiful cottage, small but perfectly formed! Private, everything you need, great hot-tub, cosy, tastefully decorated, lovely area!
Guest favorite
Illuminated by soft outdoor lighting, a private garden is framed by a rustic wooden fence. A stone pathway meanders through the lush greenery, leading to a wood-fired hot tub, inviting relaxation in a serene setting surrounded by nature.
Cabin in Beacon Hill
4.97 out of 5 average rating, 195 reviews

Oak Tree Retreat

GrahamRating, 5 stars6 days ago
My wife and I stayed four nights at Oak Tree Retreat In June. It is a lovely place. It is obvious that a lot of work and care has gone into making this a relaxing and comfortable place to stay. Our hosts, Alexia & James, were very friendly and helpful. The gifts of bread, biscuits, hot chocolate and marshmallows on arrival were a generous touch and much appreciated. The bed was extremely comfortable. The cabin had all we needed for our stay during which we mainly self-catered. The cooking arrangements were great. The absolute highlight was the hot tub which we enjoyed for three of our four nights! There is lovely walking country within a five minute drive from the Cabin. Local shops and food outlets are close by. I would certainly recommend Oak Tree Retreat to anyone.
Guest favorite
A secluded pine lodge is set at the edge of a pond, with warm light emanating from its windows. A large deck with railings, adorned with fairy lights, leads to a hot tub. Surrounding greenery enhances the tranquil outdoor space.
Cabin in Downton
4.94 out of 5 average rating, 159 reviews

‘Enchanted’ - secluded chalet with hot tub

TomRating, 5 stars1 week ago
We had a lovely 3 days here celebrating my partners 30th birthday with our best friend, everything was so cosy. We loved sitting outside hearing nature in the evenings and enjoying the hot tub. We don’t live too far away so will most likely book again when we feel like we need a few days to getaway!
Top guest favorite
A serene view of the river Hamble is captured, featuring several sailboats anchored in the water. Lush green trees line the background, complementing the peaceful river setting. Sunlight glistens off the boats, enhancing the tranquil atmosphere of the natural landscape.
Place to stay in Bursledon
4.92 out of 5 average rating, 280 reviews

Hacketts Annex, HotTub, Old Bursledon Hamble River

MarkRating, 5 stars3 weeks ago
Lovely stay and beautiful annex in a great location. A visit to the Jolly Sailor is a must!
Guest favorite
A cozy interior features warm wooden walls and ceiling, highlighting a spacious bed adorned with white linens and soft pillows. A round table is set with a blue and white checkered cloth, accompanied by a potted plant and a magazine. Large windows bring in natural light and offer meadow views.
Hut in Cholderton
4.94 out of 5 average rating, 129 reviews

'Bustard Hut' at Kingsettle Stud

SuzanneRating, 5 stars3 weeks ago
We had a lovely few days at the Bustard Hut, such a beautiful and peaceful setting. Waking up to deer, hares, and peacocks right outside the window was magical. The kids absolutely loved the hot tub, and we all enjoyed sitting around the firepit in the evenings. We took a trip to nearby Stonehenge which was fantastic and we had a lovely pub lunch at the Mallet Arms. Thank you, we loved our stay with you and leave feeling recharged, and with very special memories. We’ll definitely be back! xx
Guest favorite
The exterior of The Joinery reveals a modern two-story structure with a combination of brick and wood accents. Large glass doors open to a private terrace area surrounded by greenery. The property is framed by fencing and features a gravel pathway leading to the entrance.
Home in Owslebury
4.87 out of 5 average rating, 249 reviews

The Joinery, Owslebury, Winchester

EllenRating, 5 stars2 weeks ago
We had a lovely stay at Kate’s accommodation, very spacious for 6 adults and enjoyed the hot tub. Winchester was only a short drive away so was a great base in a quiet area near the city centre. Clean and lovely to have some food supplies on our arrival - thanks Kate!
Top guest favorite
An outdoor wooden deck is adorned with a small round table and two chairs, surrounded by lush green vines. The cozy cabin beyond features large glass doors, allowing glimpses of the warm interior and inviting ambiance created by soft lighting.
Tiny home in Milford on Sea
5 out of 5 average rating, 218 reviews

Cosy retreat with woodfired bathtub

AnthonyRating, 5 stars1 day ago
Amazing hut, amazing location, amazing owners, beautiful garden, very close drive to the beach, very thoughtful welcome snacks and a great booklet with all the advice you need to make your stay as enjoyable as possible. Would highly recommend to everyone that wants to stay in Milford on sea! Thank you again Diz for you great hosting and beautiful air BnB stay!
Guest favorite
A charming shepherd's hut is positioned in a serene paddock, showcasing a vibrant sunset in the background. Two light blue chairs are placed outside the hut, with an open view of the surrounding landscape. The sky is painted in shades of orange and gray, creating a peaceful atmosphere.
Shepherd’s hut in Freefolk
4.93 out of 5 average rating, 117 reviews

Tinkywinky’s Shepherds Hut

SteveandAngieRating, 5 stars3 weeks ago
Our experience at Mo and Ann’s hut was amazing. The place it’s exactly as you see in the pictures. It’s a lovely and comfortable place, very clean, tidy and nicely decorated. You will find everything you need and all environment-friendly. We have really enjoyed our stay and we will be back very soon! Thank you Ann and Mo for your kindness and for making our wedding anniversary unforgettable!

Pet-friendly home rentals with a pool

Guest favorite
An outdoor space features a swimming pool and a heated hot tub surrounded by greenery. Nearby, a spacious conservatory is visible, along with lounge furniture arranged for relaxation. The area is bordered by vibrant plants, adding a touch of nature to the setting.
Home in Christian Malford
4.97 out of 5 average rating, 184 reviews

Superb Farmhouse with pool, hot tub and fast wifi

CatherineRating, 5 stars1 week ago
Ann's place is incredible- stayed for two nights and there is everything you could possibly need or anticipate in the house. We had a great time - the pool and hot tub were very clean and the house was perfect! Ann was extremely responsive and helpful. Would absolutely book again!
Guest favorite
A rustic Acorn Hut, clad in green, is surrounded by lush foliage and blooming flowers. A hot tub sits on a wooden deck, while a wood burner is positioned nearby, enhancing the natural setting. The entrance to the hut is inviting, framed by greenery.
Shepherd’s hut in Ashley Heath
4.95 out of 5 average rating, 364 reviews

Cosy Shepherd's Hut with wood-fired hot tub

HannahRating, 5 stars2 days ago
Had a lovely three night stay in Acorn hut. Spacious and very private outdoor space with a hot tub for relaxing. Bathroom facilities were clean and shower was great. The hut itself was cosy with everything you need for a few nights away. Big enough for my partner and I as well as our large greyhound. The host was lovely and helpful with advice about places to go and the surrounding area. Would definitely recommend a stay here for anyone looking for a peaceful spot.
Guest favorite
A traditional log cabin is nestled among trees, with a grass roof adorned with daffodils. Outdoor seating is visible on the deck, alongside a BBQ. Lush rhododendrons and other greenery surround the cabin, creating a serene natural setting.
Cabin in Ringwood
4.93 out of 5 average rating, 254 reviews

Piilopirtti - a traditional Finnish log cabin

LeanneRating, 5 starstoday
Me and my boyfriend spent two nights here the cabin was super cute and the outdoor area was lovely. Easy drive to national park where there was a village with cute pubs and tearooms. Beautiful scenery. 20mins from the coast which was lovelyyy!! Forrest right out the back of the cabin which you could then walk to a pub in 20mins or so ideally good to have a car but if your looking to have a relaxing stay and not leave this is perfect. BBQ set up and hot tub was lovely. Very peaceful.
Guest favorite
A thatched-roof building is featured prominently, surrounded by greenery and trees. A welcoming sign reading 'Welcome to Sandyballs' is visible in the foreground. The road leads toward the entrance, framed by natural landscaping.
Vacation home in Hampshire
4.89 out of 5 average rating, 104 reviews

Lovely holiday park home with rare private garden.

SurRating, 5 stars2 weeks ago
Great place to stay, very clean & tidy with everything we needed. Bread, milk, eggs, tea & coffee all provided and jams/butter in fridge. Nice to have small private outside space. Lovely surroundings on well maintained site with plenty of activities for all ages. Would definitely recommend and would return. Accommodation close enough to amenities for youngsters to walk to but far enough away to not be disturbed. Hosts very responsive to messages. Many thanks Roxanne & Louise
Guest favorite
The converted boathouse is set among lush greenery, with large windows offering views of the water. A spacious patio extends towards the pool area, which is bordered by trees and features multiple seating options. The serene creek can be seen in the background.
Villa in Isle of Wight
4.96 out of 5 average rating, 267 reviews

5* waterside luxury boathouse - pool & log-burner

BlakeRating, 5 stars5 days ago
We loved staying in the boathouse. Ideal for a family with children. Wonderful location looking over the creek . We didn’t hear the ferry which is 5 minutes away. We liked the sound of children playing on the other side of the creek. The pool area was recently upgraded. The property is well equipped and comfortable. Catherine was an excellent host who looked after every detail professionally.
Top guest favorite
An outdoor space is featured, showcasing a heated swimming pool surrounded by a wooden deck. Two lounge chairs are positioned nearby, along with a dining table. The backdrop includes lush greenery, emphasizing a natural environment. An outdoor grill is also present, offering additional amenities.
Guest suite in Canford Cliffs
4.94 out of 5 average rating, 121 reviews

Great for visiting Dorset - woodland walk to beach

AdrijanaRating, 5 stars1 week ago
A really nice, dog friendly airbnb. A beautiful walk through the woods to the beach. Pool was an added bonus - our children used it, I passed as it wasn’t warm enough yet. The hosts were on site, available for questions, but extremely respectful of our privacy. Recommended
Superhost
A welcoming lounge area features a spacious grey sofa and a coffee table. Large glass doors open up to a wooden deck with lake views. Natural light floods the space, illuminating the TV and a cozy reading nook. Two comfortable chairs enhance the relaxing environment.
Holiday park in West Sussex
4.87 out of 5 average rating, 312 reviews

Stunning Modern Lodge on the Lake

LouiseRating, 5 stars2 weeks ago
We loved the lodge and this was the 2nd time we had come back. The windows were filthy, and there was cobwebs inside and out and just wasn’t very clean. We came back as the first time we thought it was beautiful. The skirting boards and bathrooms were grubby. Apart from it being dirty, for the amount charged, would have thought it would have been as nice as the first time we came.
Top guest favorite
An indoor heated swimming pool is showcased, surrounded by large glass windows that provide views of the surrounding woodland. Comfortable seating is arranged nearby, and wooden beams create a warm ambiance throughout the space.
Tiny home in Isle of Wight
4.93 out of 5 average rating, 180 reviews

Delightful Chalet Bungalow with a Spa

LeanneRating, 5 stars2 weeks ago
My family loved our stay - the location in the woods and its proximity to accessible hiking paths was amazing. Our 7 yr old loved all the games and books, and we loved the sauna and pool and had everything we needed in the kitchen. Very nice shower and comfortable beds - thank you, Lucy!

Pet-friendly cottage rentals

Top guest favorite
Cottage in Fittleworth
4.98 out of 5 average rating, 601 reviews

Stylish Hideaway with an amazing woodland view

HeatherRating, 5 stars3 days ago
A lovely short stay in this forest hideaway with a simply outstanding view. Didn’t realise in advance that it was on two levels with all the facilities of home in terms of kitchen and bathroom. Upstairs - en suite bedroom with balcony - is warm and sunny. Downstairs - living + dining room and kitchen - stays cool. If you like your birds, you will particularly enjoy watching the plethora of species that come from the forest to the feeder - courtesy of the hosts who provide a generous tin of bird seed.
Guest favorite
Cottage in Hampshire
4.89 out of 5 average rating, 276 reviews

Thatched cottage, Wherwell, Test Valley Hampshire

RobertRating, 5 stars1 month ago
We had a wonderful relaxing time, lovely local walks and some great pubs nearby.
Guest favorite
A charming 16th-century cottage is depicted, showcasing a thatched roof and whitewashed exterior adorned with traditional timber framing. A well-kept garden surrounds the entrance, with lush greenery visible. The inviting red door and adjacent windows add character, while a quiet village road runs beside the property.
Cottage in East Meon
4.92 out of 5 average rating, 179 reviews

Honeysuckle Cottage - East Meon

BrendaRating, 5 stars3 weeks ago
Honeysuckle Cottage is on the main road through East Meon but once inside it is quiet. All the furnishing and equipment are good quality and although the cottage is small, there is plenty of storage and it has everyone needed for a relaxing weekend. As others have said the second bedroom is very small but our son and his girlfriend slept comfortably and had enough space for their clothes. The garden is secure, so perfect for our dog. It’s also a sun trap so we were able to enjoy relaxing outside even though it wasn’t particularly hot weather. There are many excellent walks on the doorstep with stunning views. We were able to eat at The George on a couple of evenings and didn’t use our cars all weekend, which was just perfect. We did not park our cars on the main road but there’re plenty of places to park in the village, including the car park.
Guest favorite
The cottage displays a charming brick exterior, framed by lush greenery and vibrant foliage. Bright windows enhance the rustic appeal, while a textured stone path leads to the inviting wooden entrance. The surrounding area includes a gravel driveway, contributing to the tranquil setting.
Cottage in Plaitford
4.96 out of 5 average rating, 289 reviews

Manor Farm Cottage

HollyRating, 5 stars1 month ago
Truely stunning stay. Such a beautiful home and location. Would recommend for a family stay as little ones loved the toys, charm and ample space.
Guest favorite
The cottage exterior features a blend of brick and wood cladding, with large windows allowing natural light. A small paved terrace is accessible, adorned with green foliage and a few potted plants. The surrounding gravel area provides ample space for outdoor seating.
Cottage in Ibworth
4.94 out of 5 average rating, 175 reviews

Self contained, rural cottage, 2 double bedrooms

HannahRating, 5 stars1 month ago
We stayed at The Twig whilst visiting family in the area and it was absolutely perfect for our needs. The cottage was spacious, clean and the animals were an added bonus especially for our 3 year old daughter. We will definitely be back when next visiting the area, thank you!
Guest favorite
The cottage features a blend of timber and brick exteriors under a clear blue sky. Large windows are visible, allowing natural light to fill the interior. A spacious gravel area in front provides ample parking, complemented by greenery and comfortable outdoor seating arrangements.
Cottage in Clarendon
4.94 out of 5 average rating, 324 reviews

The Old Stables

KarenRating, 5 stars3 days ago
Gorgeous place to come and stay and fully relax..The property was a fantastic find, extremely peaceful and beautiful views, we enjoyed looking at the horses and having a wander around grounds. The property was close to the town centre, where we went to the escape rooms great fun. we will definitely be back again..Ruth was a brilliant host thank you x
Guest favorite
A spacious detached house is set within a large lawned garden. The property features multiple windows that reflect the natural light, with a patio area visible under a parasol. Surrounding greenery enhances the tranquil outdoor environment, providing a serene countryside setting.
Cottage in Droxford
4.92 out of 5 average rating, 148 reviews

Gorgeous Country Escape 5 Bedroom House & Annex

HelenRating, 5 stars1 month ago
The perfect house for a family gathering - 9 adults and 2 dogs. Spacious, clean, well-equipped house with lots of indoor and outdoor games, room for 9 of us to dine easily, well-equipped kitchen, 2 comfortable sitting rooms, separate annexe with lots of things to do and gym equipment. Beds all very comfortable. The highlight for us on a beautiful sunny weekend was the garden - large grassy area for games and play, mature flowerbeds, 2 large tables, shed full of garden toys. There was also a bbq area and children's outdoor equipment. Jo responded quickly to any messages, but her clear instructions and detailed information meant there were very few questions. She also gave many ideas for walks, restaurants etc.
Guest favorite
A charming cottage is framed by a natural wood picket fence, surrounded by lush greenery and flowering shrubs. The entrance features a light-colored door, flanked by multiple windows allowing natural light to enter, while the sloped roof complements the serene garden setting.
Cottage in East Hampshire District
4.87 out of 5 average rating, 222 reviews

Homely Country Cottage -South Downs national park

CarolRating, 5 stars2 days ago
Very pretty little cottage located in quiet and secluded surroundings that came well equipped with everything you would need for a stay home from home. There's a great, dog friendly, pub just a short walk along the lane serving food plus the main town of Petersfield was just a few minutes drive away. There's also a wealth of interesting places to visit in the surrounding areas and towns. Check in and check out was super easy and Selina is a great host, with good communication. Also loved the little welcome pack of wine, biscuits and milk so could make a cup of tea on arrival.

Quick stats about vacation rentals that are pet-friendly in Winchester

  • Total rentals

    70 properties

  • Nightly prices starting at

    G$4,183 GYD before taxes and fees

  • Total number of reviews

    3K reviews

  • Family-friendly rentals

    50 properties are a good fit for families

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wifi availability

    70 properties include access to wifi

Destinations to explore

  1. Airbnb
  2. United Kingdom
  3. England
  4. Hampshire
  5. Winchester
  6. Pet-friendly rentals