
Cottage holiday rentals in City of Winchester
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Top-rated cottage rentals in City of Winchester
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Popular amenities for cottage rentals in City of Winchester
Cottage rentals with a hot tub

Cosy little country cottage with luxury hot tub
had such a lovely stay at the little cottage. great spot to just relax and be in a secluded little sun trap away from any hustle and bustle. hot tub was perfection, garden is just perfect to sit and read our books and have some drinks, kitchen was easy to use and got the job done for cooking, shower was nice and hot and good pressure (sounds silly but i think the shower is always worth a mention!) bed was so comfy, best we’ve slept in weeks! really appreciate the sky box being included, great value for money here. big thanks to Lorraine!

80 acre Wood, Dutchtub, Lake, Treehouse & Zip-line
What a wonderful and truly beautiful home. Was a pleasure to stay in this serene countryside hotspot with a tree house, playground, incredible private lake and surrounding natural beauty. Very special. Can’t recommend enough!

The Old Piggery, East Boldre, New Forest
This was our second stay at The Old Piggery, and again we absolutely loved it. It’s such a beautiful location. Grant is really helpful.

Superb cottage edge of new forest near paultons
The house was absolutely lovely, very clean and comfortable, everything you needed. Hot tub was a bonus. I will definitely be going back when I’m back in the area working. Gaby and Joel responded very quickly and even brought us a fan in short notice as the weather was getting hot. 5 stars

Luxury New Forest Cottage, with hot tub & log fire
Wonderful little cottage, where get to see horses and donkeys everyday. We loved staying here and are already looking to book again in the autumn. Joyce & David are lovely and we’re happy to show us around the farm and tell us all about the animal, thank you so much.

Wisteria Lodge, a self-contained unit with spa
This was our second time staying and we loved it as much as the first time. The place is so peaceful and cosy. Jane was very responsive and helpful. Looking forward to booking another stay in the future!

Chic country cottage, hot tub & wood burning stove
Had a good stay and used the location as a base to explore the North Wessex Downs. The house itself was as described and the kids enjoyed the hot tub. Large garden for kids to run around in.

Cottage in beautiful Hampshire village
We just had a wonderful long weekend in Wherwell in Rob & Sue’s beautiful cottage. Such a stunning village, the cottage exceeded our expectations, Rob & Sue were fantastic hosts & the breakfast pack was great. We finished the weekend with a lovely soak in the hot tub. Thank you Rob for the lift on the Saturday & your kindness.
Pet-friendly cottage rentals

Duck Cottage self catering cottage
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.

Thatched cottage, Wherwell, Test Valley Hampshire
We had a wonderful relaxing time, lovely local walks and some great pubs nearby.

Elm Cottage, Goodwood Studio
Elm Cottage, was a brilliant find and we will be back. Great place to stay, great host. Very welcoming and also received a basket of essentials including bread and biscuits with milk, butter and jam in the fridge. Tea, coffee, sugar all there. Literally walk in and a cup of tea. Perfect all round. Very pleasant stay and local to Goodwood and Chichester.

Manor Farm Cottage
Would highly recommend....amazing accommodation, great location and a friendly & welcoming host in Hilary. We'll certainly be back again!

Gardeners cottage-pet friendly,New forest bolthole
We loved our relaxing few nights away at the cosy cottage & would highly recommend it to anyone. Paul was friendly & helpful when approached/messaged. The cottage is so pretty & ideal for a short stay. We loved the fact you can walk straight from the front door into the beautiful countryside, which we did 2 / 3 times a day with our dog. We only used our van a couple of times to go to Lyndhurst & Bartley, otherwise we just enjoyed the cottage & the local surroundings. The dog shower outside was fab to clean off mucky paws. The garden was great too - large, lots of seating & ideal for our dog - very friendly gardener, too! The pub right next door was handy, we ate & drunk there a couple of times. Follow Paul's instructions to get to the cottage & don't follow sat nav when you're near, otherwise it sends you across the fast A31.

Forest’s Edge - Ashurst
Place was exactly as described. Perfect location for exploring the New Forest for a couple of days, whilst the very large garden allowed us to chill in the evenings. Very detailed instructions made finding the place and check in easy.

Beautiful Cottage in New Forest, Romantic Getaway
A perfect stay in the New Forest. Beautiful clean homely cottage, Dog friendly, good communication with hosts and perfect area. Lemon drizzle cake and fresh local milk was left out for our arrival which we thought was a lovely gesture.

The Coach House with walled garden
We had a fantastic stay for three nights. Downton is a beautiful and well located village. The cottage was lovely and had everything we needed for a peaceful and comfortable stay. Pennie was very welcoming and went the extra mile to ensure we enjoyed our stay. We’d definitely come back and recommend to anyone!
Private cottage rentals

Beautiful barn conversion by lovely bluebell woods
We had a lovely stay and Sumaiya & Richard were great hosts. Lovely little touches for the Christmas period & lovely treats for us when we arrived. The barn was really comfortable & cosy, with everything we needed for a relaxing break. It was very rainy when we were there but with all the books & games we had plenty to do. Thank you!

Cosy cottage in nature reserve with heated pool.
Stayed for 4 nights at The Bothy- it’s a lovely home, very comfortable beds, plenty of towels, including beach towels, nice bedding and had basics like oil, vinegar, tea and coffee. The pool was a real bonus as we had good weather and used it every day- it’s lovely and warm. The area is quiet and very peaceful, lovely walks and costal views. You can walk to The Haven, great food- fish finger sandwich is epic, and into Lymington along the sea wall or down country lanes in the daytime, takes 20 minutes or so. A car is fairly essential here due to the quiet location. Sarah was an excellent host and was always on hand for any queries. I can highly recommend this place and we hope to stay again.

The Nestle House City Centre Luxury
Julia is an amazing host, extremely friendly in her messages and so helpful - she went above and beyond in enabling us to have the best stay. She was flexible on check-in and check-out, her instructions were clear and helpful and she was quick to respond. She had gone out of her way to ensure the cottage was one of the best equipped places in which we have stayed and it was spotlessly clean. Great to have a parking space in Winchester, so close to the house. Thank you so much, Julia and for the extras like toiletries, tea, coffee, milk and prosecco - all much appreciated! We wish you well for the future.

The Cottage at Lupton House, Froxfield Petersfield
Had an amazing stay in Anna’s cottage - the rooms and bathrooms are all very nice and the living room was a great space for our group to hang out. The surrounding area has great hikes and lovely countryside pubs m. Although this cottage is on Anna’s own property, there is still lots of privacy and this was never an issue. Anna is also very welcoming, friendly and thoughtful, ensuring we had a great time during our stay. Would definitely come back here! :)

Lower Mews - Beautiful setting near Salisbury
This was the most perfect Airbnb we have ever stayed in. The location is beautiful and extremely peaceful. The house was absolutely spotless and so many little details had been thought about and provided, where they are so often missed in many other places. Could not have been more perfect And we hope to come back another day soon.

Highcliff Cottage - Clifftop Paradise
Such a lovely place to stay and everything is very well kept in the home. My one and only comment would have to be that whilst trees are beautiful things its such a shame you can't see the views at this time of year very well. It's such a stunning home and location that the glorious views would be wonderful with a few less trees surrounding the building.

Edge of South Downs Nat Park, private Annexe
This was our second stay here as we were so impressed the first time. Sarah is the perfect host, leaving us alone yet making sure we're OK too. She really has thought of everything and if there isn't something there that you require, I would imagine she would go out of her way to try and provide it for you. Lovely location if you like rural peace and quiet, which we do. We tried the local pub this time too and we weren't disappointed, lovely pub meals in a cosy, traditional setting. We could not recommend this lovely place enough!

Idyllic cottage in the New Forest
We had a lovely stay at Ana’s house. It had everything we needed to stay in and relax, and some great pubs nearby to eat out too. It was more spacious than the pictures suggest, with a great living area which looked out over a grassy field, trees and river. We managed some very British wildlife sightings too from the comfort of the living room with visits from red kites, deer and a young hare! Ana went above and beyond as a host welcoming us on arrival with a fresh loaf of home baked sourdough bread. It was a perfect stay!
Quick stats about cottage rentals in City of Winchester
Total rentals
100 properties
Nightly prices starting at
₹2,596 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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- New Forest national park
- Bournemouth Beach
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- Paultons Park Home of Peppa Pig World
- Oxford University
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