Cottage vacation rentals in Winchester

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Popular amenities for Winchester cottage rentals

Cottage rentals with a hot tub

Guest favorite
A hot tub is situated in a secluded outdoor area, surrounded by greenery and stone pathways. A wooden step provides access, and a small table holds a bucket with a drink and a towel. Sunlight highlights the inviting water, creating a relaxing space.
Cottage in Collingbourne Ducis
4.89 out of 5 average rating, 653 reviews

Cosy little country cottage with luxury hot tub

LilaRating, 5 stars1 week ago
Lorraine and Baz were lovely and gave us all the relevant information. They we’re flexible with check out times and all questions were answered quickly. The local pubs were lovely and we met regulars who gave us further information about walks which we went on that were lovely, definitely check out Avebury if you stay. The hot tub was a lovely touch! Thank you very much for everything xx
Guest favorite
A wooden gate labeled 'The Annexe' stands open, providing access to a private courtyard. Lush greenery and a tree are visible alongside the path, while a gravelled area can be seen beyond the gate, leading to the property.
Cottage in Swindon
4.95 out of 5 average rating, 377 reviews

Holiday cottage With hot tub

AmyRating, 5 stars1 week ago
Kind and helpful host, quick to respond to messages and lovely to greet on your stay and departure (great had WiFi and recommendation for places). Food shops local so didn't have to travel far. The cottage was peaceful, clean and just the stay we wanted with no disturbance. Hot tub was brilliant and it was ready as soon as we got there, allowed us to bring a fire which was lovely alongside the hot tub! Very pleased to have a TV in the bedroom as not many places have this. Definitely will be returning and recommending to others! Cottage was a win for us. Look forward to trying the yurt and cabin one day! 5* review for sure!!
Superhost
A glamping lodge with a curved wooden exterior is showcased, featuring a private terrace with a picnic table and nearby hot tub. Lush green grass surrounds the lodge, and clear blue skies present a tranquil atmosphere.
Cottage in Blandford Forum
4.84 out of 5 average rating, 324 reviews

Ranmoor Estate - Kestrel Lodge - Hot Tub & A/C

RachelRating, 5 stars2 weeks ago
We had a great stay here. Lovely lodge and beautiful surroundings. Would definitely visit again and recommend to others.
Top guest favorite
A charming cottage is nestled among lush greenery, featuring wooden siding and a slate roof. Vibrant floral arrangements frame the entrance, and large windows allow natural light to illuminate the inviting space. A gravel path leads up to the entrance, enhancing the cottage's secluded feel.
Cottage in Frogham
4.96 out of 5 average rating, 190 reviews

Luxury New Forest Cottage, with hot tub & log fire

SimonRating, 5 stars1 week ago
We had a fab stay, thank you! Hot tub first thing in the morning next to a field of donkeys and ponies catching the morning light - what more could you want?? We had a lovely, relaxing stay here. Family of 4. Kids aged 7 & 9. The outdoor sandpit & play equipment would be more suited to younger kiddies but our two still enjoyed them & they were just happy with the jacuzzi really. The owners were very welcoming and informative. Gave some good recommendations… Esme’s tea rooms in Brockenhurst was one of them. Yum! Best scotch eggs and cake selection ever! Would have given 5 stars, but the decor could do with a little refresh & kitchen equipment was a bit of a mish mash. Bring your own salt and pepper, sugar and tea, too. Hand soap and washing up liquid was provided.
Guest favorite
A luxurious covered hot tub is surrounded by wooden paneling and warmly lit fixtures. Nearby, soft, white bathrobes hang neatly, with steps leading into the tub. The serene setting is enhanced by a wooden deck and subtle lighting, creating a relaxing atmosphere.
Cottage in Godshill
4.97 out of 5 average rating, 178 reviews

Cottage with Covered Hot Tub Godshill New Forest

LouiseRating, 5 stars4 days ago
A perfect find for a relaxing weekend with friends. This place was spotless, peaceful, spacious, filled with everything you could possibly need, and in a perfect location. We really appreciated the instructions written throughout the house, it meant there was no room for confusion and we didn't have a reason to message the host all weekend as they'd covered everything. We will absolutely be coming back.
Top guest favorite
A hot tub is situated in a covered outdoor area, surrounded by greenery and wooden structures. Steam rises gently from the water, creating a tranquil atmosphere. Comfortable seating options are visible nearby, inviting relaxation in a serene garden setting.
Cottage in Wherwell
4.94 out of 5 average rating, 247 reviews

Cottage in beautiful Hampshire village

AbbyRating, 5 stars1 month ago
Lovely weekend with friends. Beautiful location and the hosts were happy to provide suggestions on where to go etc and were very responsive. The croissants, jams, coffees etc were a lovely addition to our first morning!!🌞 Sue and Robert were also flexible with us leaving the car in the space after check out for a bit so we could go for a walk and make the most of the weather!
Top guest favorite
A hot tub is positioned on a stone-paved patio area, featuring bubbling water and adjustable lighting. A small step leads up to the tub, and the surrounding foliage provides privacy. In the background, a wooden fence and decorative elements complement the outdoor space.
Cottage in Hampshire
4.98 out of 5 average rating, 662 reviews

Detached and romantic cottage with hot tub.

OwainRating, 5 stars1 week ago
We had a really great stay, and wouldn’t hesitate to rebook and recommend to others. The location was really perfect for what we wanted. Chrissie is a brilliant host, she has really thought of everything and her instructions were clear. We didn’t need any help so Chrissie left us to enjoy our stay in peace but if we did need anything we were reassured that she would be responsive. Communication was great. Loved the hot tub and wood burner.
Top guest favorite
A wooden deck features a cedar hot tub surrounded by potted flowers and plants. Two reclining chairs provide seating, and an umbrella offers shade. A wooden gate is visible in the background, along with a brick wall that enhances the private ambiance.
Cottage in Baughurst
4.96 out of 5 average rating, 360 reviews

Luxury rural thatched cottage with cedar hot tub.

CarolineRating, 5 stars4 days ago
We had a very lovely stay at the cottage. It was exactly what we wanted. The cottage is absolutely beautiful in a gorgeous setting. It was so peaceful and relaxing. There is so much wildlife around which was beautiful to see. There is plenty of room and the hot tub was amazing. Keith is an amazing host and nothing is too much trouble, he was very friendly and helpful. We will definitely be recommending this place and would stay again.

Pet-friendly cottage rentals

Guest favorite
The exterior of the cottage showcases a rustic wooden structure with solar panels installed on the roof. A spacious gravel driveway is visible, leading to a covered entryway. Potted plants are arranged at the entrance, providing a warm welcome.
Cottage in Flansham
4.88 out of 5 average rating, 201 reviews

Self contained Cottage near the beach and Goodwood

AliRating, 5 stars2 weeks ago
Lorna and Kevin’s place was just what I had hoped for. I took my elderly father and everything wa s on one level for him. Everything was clean and comfortable, the house was easy to find. Suggestions for places to visit and places to eat were readily accessible. Cottage was very clean and comfortable. Thank you for a lovely place to call home during our visit
Guest favorite
The exterior of Horseshoe Cottage is shown, featuring a rustic building with wooden siding and multiple doorways. A gravel pathway leads to the entrance, while surrounding rural views of green fields are visible in the background under a clear blue sky.
Cottage in Royal Wootton Bassett
4.92 out of 5 average rating, 156 reviews

Horseshoe Cottage - Dog friendly in rural location

RichardRating, 5 stars1 week ago
What a beautiful place to stay. Lovely touch with the milk and biscuits and dog treats of course. Horseshoe Cottage was probably more than we expected with the cleanliness, comfy bed and sofa. We didn't meet Caroline but we knew where she was if needed. We did meet some of the people and horses from the stables. Everyone was so friendly. Definitely would stay again. 5 stars from us and the dog. It was far enough out of the way from the busy towns although easy to get to if needed. Plenty of walks close by so the car isn't needed if you like walking a lot.
Superhost
A view from the doorway reveals a charming cottage garden with blooming flowers and greenery. A stone patio includes a small table and chairs, while a dog sits patiently nearby, enjoying the serene surroundings.
Cottage in Bosham
4.88 out of 5 average rating, 191 reviews

Lavender Cottage, Bosham

SiobhanRating, 5 stars4 weeks ago
The cottage is warm, friendly and welcoming. The bedrooms get glorious light in the morning and the back garden is an oasis. Lots of lovely coffee shops and atmospheric pubs within walking distance. We really enjoyed it.
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, 285 reviews

Manor Farm Cottage

GinaRating, 5 stars4 days ago
We had such a wonderful stay, so much so we didn’t want to leave. Hilary was such a welcoming host and the cottage was so beautiful. Our whole family loved the cottage and we definitely want to come back. There’s so much to do in the area too. There’s lots of toys at the cottage for kids, including bath toys and a really cute outdoor kids dining table. Once the kids were in bed it was also so lovely and cosy for the adults. The pianos were also a great touch, we loved playing them and teaching the kids how to play. We would recommend the stay to everyone.
Guest favorite
The vaulted room features oak beams and a cozy woodburner, creating a welcoming environment. A comfortable sofa is positioned beside a dining table, while a decorative heart-shaped piece adds charm. A dog rests on a nearby mat, enhancing the homely feel of the space.
Cottage in Brook
4.93 out of 5 average rating, 113 reviews

Gardeners cottage-pet friendly,New forest bolthole

MarkRating, 5 stars1 month ago
Firstly thank you Paul & Sarah for your directions. If you put the cottage post code in to your sat nav it will have you carrying out a U turn on the A31 so please note the directions given. The cottage is in a lovely location and was cosy, well furnished, well equipped and clean. The garden was lovely and great for our dogs but small dogs can squeeze through gaps in the fence (Paul is aware and is planning to block off any escape routes). There were fresh tulips and shortbread to greet us, which was a lovely touch, as well as lovely toiletries. Paul & Sarah were responsive to any queries or needs we had. There are lovely walks through the forest right on your doorstep. There is an outdoor hose for washing muddy footwear and paws. There are outside lights but the torch inside the cottage came in handy. We would happily recommend the cottage for a relaxing break.
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, 172 reviews

Self contained, rural cottage, 2 double bedrooms

DeeRating, 5 stars1 week ago
What a great setting for an escape to the country! I already miss waking up with the chickens and pigs to greet me every day. I also saw more wild animals and birds in my walks around here in a week, than I have in years in London. Auriol is a great host, relaxed, knowledgeable and friendly, and the property is exactly as described and shown here. Tips for other travelers: If you’re a light sleeper bring an eye mask and earplugs as it does get sunny in the main bedroom. Looking forward to returning here!
Guest favorite
A scenic view features a well-kept gravel drive winding through lush greenery. A variety of trees and flowering shrubs are observed, providing a natural backdrop. The open lawn area is visible in the foreground, dotted with small white flowers under clear blue skies.
Cottage in Merstone
4.76 out of 5 average rating, 173 reviews

Cosy Stable Cottage in the heart of the Island

StephanieRating, 5 stars2 weeks ago
The cottage was comfortable and nicely furnished. We loved the rural location which was also in reach of all the attractions the Island has to offer. The bathroom is within the bedroom which wouldn't suit everyone, but fine for us. We would recommend for a peaceful break.
Superhost
The exterior of a thatched cottage is shown, featuring local Purbeck Stone with a charming blue front door. Windows are framed in a light shade, and the thatched roof is highlighted against a clear blue sky. The cottage is positioned along a quiet street.
Cottage in Corfe Castle
4.86 out of 5 average rating, 169 reviews

Brushwood Cottage; walking, beaches & Corfe Castle

CarlaRating, 5 stars1 month ago
We had a lovely stay at Brushwood Cottage! The moment we arrived, we were in awe of the character and history that this cottage holds. The location is perfect for anyone wanting a quiet getaway with easy access to local attractions. The surrounding countryside is stunning, and we enjoyed exploring the nearby walking trails. The cottage had everything we needed for a relaxing stay. The garden was also a perfect spot for morning coffee and great for our 2 dogs. It’s clear that a lot of care and attention has gone into preserving the cottage’s historic charm while making it a comfortable and convenient place to stay.

Private cottage rentals

Guest favorite
An aerial view captures the vibrant township of Cowes, showcasing colorful buildings along the waterfront. The scene features a red and white ferry navigating through the turquoise waters, with sailboats dotting the horizon and lush greenery in the background, illustrating the area's coastal charm.
Cottage in Isle of Wight
4.86 out of 5 average rating, 148 reviews

Harbour Cottage Your Romantic Getaway in Cowes

AbigailRating, 5 stars6 days ago
Me and my girlfriend loved our stay at Harbour Cottage in Cowes. The living room and kitchen were spotless, and the bed was super comfortable. Easy walking distance from the centre of Cowes and everything we needed for our stay. Host was helpful and always on hand if we needed anything. A lovely stay and would recommend! Abby Barletta
Top guest favorite
A charming cottage is surrounded by green lawns and tall trees. A stone path leads to the entrance, with a rustic shed featuring flowering vines nearby. The peaceful rural setting features open fields in the background, enhancing the serene atmosphere.
Cottage in Chiddingfold
4.98 out of 5 average rating, 95 reviews

Delightful 2 bed/bathroom cottage, rural location

James Rating, 5 stars1 month ago
Perfect cottage with great amenities and a great location for us. London easily accessible and also West Sussex. Sociana was the perfect host We hope to be back James and Charlotte.
Superhost
A vibrant green garden is depicted, featuring a cozy outdoor seating area with wicker chairs and lounge chairs positioned on the lawn. A charming wooden structure with glass doors is visible, surrounded by lush foliage and trees with autumnal colors in the background.
Cottage in Sway
4.78 out of 5 average rating, 41 reviews

Peaceful yet well connected - perfect for all ages

FredRating, 5 stars4 months ago
very cosy, fully equipped kitchen, lovely location. spent a fantastic Christmas with all the family. would definitely come back! Melinda was very responsive to our questions and helped with heating issues as the house was cold when we arrived. it would have nice to ha e the house pre warmed ready for arrivals. House was decorated for Christmas and had some gifts left for us too which was a lovely gesture thanks for a lovely stay and great memories
Guest favorite
A cozy lounge area features a comfortable beige armchair and a striped chair, with a blue patterned rug covering the floor. A log burner rests beneath a feature fireplace. Natural light enters through window shutters, enhancing the welcoming ambiance.
Cottage in West Sussex
4.9 out of 5 average rating, 224 reviews

Secluded Coastguard Cottage by the sea

MarieRating, 5 stars4 days ago
Lisa was an amazing host. From the booking process right through to check-in, everything was faultless & Lisa went the extra mile to accommodate our friends’ young baby. The location of the cottage was ideal and within 2 minutes walk to the beach & local restaurants. We had a lovely breakfast at The Lobster Pot. A lovely few days away and would highly recommend. A beautiful cottage and such a lovely accommodating host. Just perfect.
Top guest favorite
An exterior view showcases a spacious deck area adorned with wooden railings. The grassy yard features stone stepping stones leading to a fire pit, complemented by a natural backdrop of lush greenery and a clear blue sky.
Cottage in West Sussex
5 out of 5 average rating, 19 reviews

Fern Lodge at Oakwood West Holidays

BrendanRating, 5 stars5 months ago
Lovely place to relax and unwind Great facilities and very welcoming Many thanks for a lovely stay Best regards, Brendan
Top guest favorite
An open living space features a comfortable light-colored sofa, a vintage coffee table, and a cozy armchair. A modern kitchen is visible in the background, complete with white cabinetry and a hood above the stove. Natural light filters through the large window.
Cottage in Englefield Green
5 out of 5 average rating, 333 reviews

2 Bedroom Luxury Cottage (Secure & Quiet)

NathanRating, 5 stars2 weeks ago
Rachel was an incredible host that went out of her way to make us feel at home all throughout our stay! The home was immaculate and had everything we needed to enjoy our stay to the fullest, and Rachel was available whenever to help us out. Our time here was amazing and I would recommend it to anyone wishing to have a peaceful and private retreat in nature.
Superhost
A charming entrance to the cottage is framed by lush greenery and neatly trimmed hedges. The front door, painted in a soft blue, offers a welcoming contrast against the brick facade, inviting visitors to explore the home within.
Cottage in Colnbrook
4.88 out of 5 average rating, 129 reviews

3 BR Victorian Cottage close to Windsor

PhillipRating, 5 stars2 weeks ago
Great place to stay, and very comfy throughout. staying there again next week for work as everything was great so why change it.
Superhost
An external decking area features a round wooden table set with a teapot and cups. Two woven chairs provide seating, while a view of the landscaped grounds with grass and nearby buildings enhances the outdoor space.
Cottage in Freshwater
4.86 out of 5 average rating, 56 reviews

Cosy 1 Bedroom Cottage in Yarmouth

FernRating, 5 stars3 months ago
Was such a lovely cosy place to stay! We will be back in the summer! Fern and Jamie x

Quick stats about cottage rentals in Winchester

  • Total rentals

    10 properties

  • Nightly prices starting at

    ﺩ.ﺇ624 before taxes and fees

  • Total number of reviews

    510 reviews

  • Family-friendly rentals

    10 properties are a good fit for families

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    10 properties include access to wifi

Destinations to explore

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  2. United Kingdom
  3. England
  4. Hampshire
  5. Winchester
  6. Cottage rentals