Cottage vacation rentals in City of Winchester

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Popular amenities for City of Winchester cottage rentals

Cottage rentals with a hot tub

Guest favorite
Cottage in Collingbourne Ducis
4.89 out of 5 average rating, 652 reviews

Cosy little country cottage with luxury hot tub

LilaRating, 5 stars4 days 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
Cottage in Burley
4.91 out of 5 average rating, 193 reviews

‘Stag Cottage’ New Forest Romantic Hideaway

JonRating, 5 stars1 week 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 favorite
Cottage in Hampshire
4.98 out of 5 average rating, 219 reviews

Wisteria Lodge, a self-contained unit with spa

SamirRating, 5 stars1 week 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 favorite
Cottage in Frogham
4.96 out of 5 average rating, 189 reviews

Luxury New Forest Cottage, with hot tub & log fire

JenniferRating, 5 stars3 weeks ago
We had such a fantastic time in Jocelyn and David’s Air B & B with our 11 month old twins. The place is very child friendly with cots, highchairs and plenty of toys which our twins loved to play with. Everything is very cosy and comfortable (with comfy sofas and beds) and the kitchen is well equipped. Everything was also very clean. We also enjoyed having a glass of wine in the hot tub after we put our twins to bed. It is in a great location with plenty of great nearby pubs and walks. A big highlight was all the amazing gentle and friendly animals - horses, a donkey, and chickens to name a few which we and our twins enjoyed going to see every morning. We also thought Jocelyn and David were thoughtful hosts and very friendly. We would thoroughly recommend to families or couples. We hope to be back soon! Thank you Jocelyn and David!
Guest favorite
Cottage in Godshill
4.97 out of 5 average rating, 177 reviews

Cottage with Covered Hot Tub Godshill New Forest

MichaelRating, 5 stars6 days ago
We had a fantastic few days in Godshill, staying with elderly parents and 2 young children. Host was very helpful and let us check-in a bit early, the house is beautiful and has everything you need with perfectly labelled instructions. Very comfortable beds and loved the hot tub and games room! Thoroughly recommend!!!
Top guest favorite
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
Cottage in Hampshire
4.98 out of 5 average rating, 662 reviews

Detached and romantic cottage with hot tub.

OwainRating, 5 stars3 days 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
Cottage in Baughurst
4.96 out of 5 average rating, 359 reviews

Luxury rural thatched cottage with cedar hot tub.

GawynRating, 5 stars1 week ago
Great property with a huge garden which was great for the children and dog to run around in, Keith was friendly and the property was stocked with amenities which was fantastic. would definitely recommend

Pet-friendly cottage rentals

Guest favorite
Cottage in Flansham
4.88 out of 5 average rating, 201 reviews

Self contained Cottage near the beach and Goodwood

AliRating, 5 stars1 week 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
Top guest favorite
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
4.88 out of 5 average rating, 190 reviews

Lavender Cottage, Bosham

SiobhanRating, 5 stars3 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
Cottage in Plaitford
4.96 out of 5 average rating, 284 reviews

Manor Farm Cottage

JoshRating, 5 stars1 week ago
If I could give extra stars beyond the 5 star rating, I really would. Hillary's AirBnB is beautiful, exactly what my wife and I needed and agreed it was one of the best places we've stayed at via AirBnB. Hillary allowed for an early check-in, was really communicative being friendly and helpful whenever we did communicate. Cannot recommend enough!
Guest favorite
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
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!
Top guest favorite
Cottage in Hampshire
4.97 out of 5 average rating, 300 reviews

Colindale Cottage, Nether Wallop

JulieRating, 5 stars1 week ago
Great stay in a very quiet and peaceful village. Great dog walking from the door. Sun room and lounge an excellent place. Host very helpful, even got a tour of the village and learnt all about the history.
Superhost
Cottage in Bembridge
4.82 out of 5 average rating, 134 reviews

Coastal cottage ferry discount family&dog welcome

StephanieRating, 5 stars4 days ago
We had a lovely stay over Easter, the weather was mixed but the village has everything you need- a few cafes snd pubs, baker, butcher, fishmonger and a couple of coops. Lots of places to walk and visit from the cottage. The off road parking is great but a bit tight for a larger car. The house was spotless, warm and comfortable. Stairs are steep ( common in houses of this age), but my elderly father managed ok. Thanks for a fun break!

Private cottage rentals

Guest favorite
Cottage in Isle of Wight
4.86 out of 5 average rating, 147 reviews

Harbour Cottage Your Romantic Getaway in Cowes

LucyRating, 5 stars4 days ago
We had a lovely stay, everything was clean and as described. The stairs up to the bedroom are steep and a bit of a squeeze so bear this in mind. Debbie was a responsive and helpful host beforehand. I’d recommend this place to stay with the above caveat re the stairs.
Top guest favorite
Cottage in Chiddingfold
4.98 out of 5 average rating, 94 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.
Guest favorite
Cottage in Hampshire
5 out of 5 average rating, 6 reviews

Entire Penny Cottage

SusanRating, 5 stars7 months ago
Cathia was an incredible host and made me feel so welcome. I was staying with my bridesmaids for my wedding and Cathia made the trip extra special. She is super responsive and her place is beautiful! Thank you so much!
Top guest favorite
Cottage in West Sussex
5 out of 5 average rating, 18 reviews

Fern Lodge at Oakwood West Holidays

DavidRating, 5 stars8 months ago
Really relaxing, comfortable and peaceful. Superb decking area and private garden area. Lots of places to visit and the setting is lovely. In fact, met all our expectations and more! Really pleasant stay in sumptuous surroundings. Outstanding host!
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 favorite
Cottage in Englefield Green
5 out of 5 average rating, 333 reviews

2 Bedroom Luxury Cottage (Secure & Quiet)

NathanRating, 5 stars1 week 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.
Guest favorite
Cottage in Hampshire
4.93 out of 5 average rating, 46 reviews

Dairy Cottage. Gorgeous cosy retreat.

DonaldRating, 5 stars1 week ago
An ideal location for an extended stay and enjoyable holidays. The Foxhill reception and attentive service is excellent Nothing is too much trouble and Dairy cottage is equipped with everything you need.
Superhost
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 City of Winchester

  • Total rentals

    100 properties

  • Nightly prices starting at

    $30 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

Destinations to explore