Cottage holiday rentals in City of Winchester

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Popular amenities for City of Winchester cottage rentals

Cottage rentals with a hot tub

Guest favourite
Cottage in Collingbourne Ducis
4.89 out of 5 average rating, 654 reviews

Cosy little country cottage with luxury hot tub

RyanRating, 5 stars2 days ago
Had a brilliant stay for my partners 30th birthday! The cottage was really cute and cosy and the hot tub was brilliant too. Really comfortable bed and a 20 minute walk away from 'The Shears Inn' pub which is great for a drink and we also had a lovely dinner here. Lorraine (the host) was very responsive via messages and was prepared to go the extra mile for us at all times.
Guest favourite
Cottage in Burley
4.9 out of 5 average rating, 194 reviews

‘Stag Cottage’ New Forest Romantic Hideaway

JonRating, 5 stars3 weeks ago
We couldn't have wished for a nicer stay in the New Forest! The cottage is equipped everything you need, is located in beautiful surroundings with ample cycling routes nearby, and has a hot tub as an added bonus. Cindy and Lina are super accommodating and attentive hosts. We will most definitely be returning!
Top Guest favourite
Cottage in Hampshire
4.98 out of 5 average rating, 219 reviews

Wisteria Lodge, a self-contained unit with spa

SamirRating, 5 stars3 weeks ago
Had a great time at the Wisteria Lodge - very clean, hosts were very friendly and was perfect for a quiet getaway from the city. Would recommend!
Top Guest favourite
Cottage in Frogham
4.96 out of 5 average rating, 190 reviews

Luxury New Forest Cottage, with hot tub & log fire

SimonRating, 5 stars2 weeks 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 favourite
Cottage in Godshill
4.97 out of 5 average rating, 178 reviews

Cottage with Covered Hot Tub Godshill New Forest

LouiseRating, 5 stars1 week 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 favourite
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 favourite
Cottage in Hampshire
4.98 out of 5 average rating, 664 reviews

Detached and romantic cottage with hot tub.

JanetRating, 5 stars2 days ago
Such a beautiful hideaway on the edge of the New Forest. Chrissy was a perfect host with communication from booking my stay, and during, to make sure I was happy and letting me know she was there if I needed her. I will definitely be booking this idyllic cottage again, next time for longer as I didn't want to leave. Thank you so much Chrissy.
Top Guest favourite
Cottage in Baughurst
4.96 out of 5 average rating, 361 reviews

Luxury rural thatched cottage with cedar hot tub.

CarolineRating, 5 stars1 week 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 favourite
Cottage in Flansham
4.88 out of 5 average rating, 203 reviews

Self contained Cottage near the beach and Goodwood

Pat A RRating, 5 stars2 days ago
great, secluded converted cottage down a quiet lane. Everything you need and well stocked. We had a great time here, near several lively beaches and family. Would recommend! We had a great stay :)
Top Guest favourite
Cottage in Wiltshire
4.98 out of 5 average rating, 103 reviews

Duck Cottage self catering cottage

RobertRating, 5 stars2 months ago
We had a lovely time. Love the location. Perfect for walkers. Inside was light and airy. Bed was very comfortable. The animals were happy and friendly and the area has lots of wildlife. We enjoyed going for walks and visiting Hungerfords Elaine's for lunch. Look forward to visiting again.
Superhost
Cottage in Bosham
4.89 out of 5 average rating, 192 reviews

Lavender Cottage, Bosham

AndrewRating, 5 stars2 weeks ago
Wonderful, homely cottage. Situated perfectly on the edge of Bosham. A great place to enjoy and explore West Sussex.
Guest favourite
Cottage in Plaitford
4.96 out of 5 average rating, 285 reviews

Manor Farm Cottage

GinaRating, 5 stars1 week 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 favourite
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 favourite
Cottage in Ibworth
4.94 out of 5 average rating, 172 reviews

Self contained, rural cottage, 2 double bedrooms

DeeRating, 5 stars2 weeks 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 favourite
Cottage in Merstone
4.76 out of 5 average rating, 173 reviews

Cosy Stable Cottage in the heart of the Island

StephanieRating, 5 stars3 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
Cottage in Corfe Castle
4.86 out of 5 average rating, 170 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 favourite
Cottage in Isle of Wight
4.86 out of 5 average rating, 148 reviews

Harbour Cottage Your Romantic Getaway in Cowes

AbigailRating, 5 stars1 week 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 favourite
Cottage in Chiddingfold
4.98 out of 5 average rating, 96 reviews

Delightful 2 bed/bathroom cottage, rural location

EllieRating, 5 starstoday
Sociana is a beautiful soul, we are very blessed to have met her and privileged to stay on her property. This is truly an amazing place with a secret history. But you just have to stay there and let Sociana tell you about tgat. Super highly recommended.❤️
Top Guest favourite
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
Superhost
Cottage in Sway
4.91 out of 5 average rating, 67 reviews

The Cowman's Cottage - Hazelhurst Farm

ChristopherRating, 5 stars17 months ago
We really enjoyed our time in Sway and would recommend this as a great apartment and location to stay in. Communication before, during and after our stay was great, with the hosts answering any questions that we had. The accommodation was spotless throughout and was really well furnished. We would highly recommend for anyone looking to visit the area.
Top Guest favourite
Cottage in Englefield Green
5 out of 5 average rating, 336 reviews

2 Bedroom Luxury Cottage (Secure & Quiet)

MariellaRating, 5 stars1 week ago
We had a lovely stay. If we could stay longer we would. Everything is available in the cottage for a pleasant stay. Full fridge, good kitchen if you wish to cook a meal, coffeemachine easy to use with enough nespresso cups in the cupboard. Beds are comfy with good quality bedding and sheets. Rachel is a kind loving person who likes to help you when needed. Pubs, small supermarket, restaurants on walking distance. But more towns around like Egham, Virginia Water, Staines, Sunningdale. Walking into Windsor great park and enjoying the view on the long walk towards Windsor Castle. We had a really nice stay and will return when visiting the UK again.
Superhost
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
Cottage in Freshwater
4.86 out of 5 average rating, 56 reviews

Cosy 1 Bedroom Cottage in Yarmouth

FernRating, 5 stars4 months ago
Was such a lovely cosy place to stay! We will be back in the summer! Fern and Jamie x
Guest favourite
Cottage in Stedham
4.86 out of 5 average rating, 126 reviews

Lavender Row Cottage, near Midhurst

KatieRating, 5 stars2 months ago
Loved our stay at Lavender Cottage - it is so cosy and homely and in a stunning location. Our dog, Lyra, enjoyed the garden and the neighbouring polo field! Comfy bed and great log burner - a fabulous place for a short break.

Quick stats about cottage rentals in City of Winchester

  • Total rentals

    100 properties

  • Nightly prices starting at

    $46 AUD before taxes and fees

  • Total number of reviews

    5.5K reviews

  • Family-friendly rentals

    60 properties are a good fit for families

  • Pet-friendly rentals

    40 properties allow pets

  • Rentals with dedicated workspaces

    60 properties have a dedicated workspace

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