
Cottage vacation rentals in Winchester
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Top-rated cottage rentals in Winchester
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Popular amenities for Winchester cottage rentals
Cottage rentals with a hot tub

Holiday cottage With hot tub
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!!

Ranmoor Estate - Kestrel Lodge - Hot Tub & A/C
We had a great stay here. Lovely lodge and beautiful surroundings. Would definitely visit again and recommend to others.

Superb cottage edge of new forest near paultons
We have just spent the Easter weekend at this wonderful cottage - 4 adults and 2 children under 6 years old, and I have to say that Joel & Gaby’s place near the new forest is absolutely fabulous. Very spacious and ideal if you are looking for a getaway with a hot tub and table tennis in the garden. The cottage is in a great location, about 10 min drive to Paultons Park with peppa pig world so an absolute must for kids. It’s also not far from the new forest itself and Lyndhurst town. It was really tidy & clean, with a well equipped kitchen and bathrooms stocked with fresh towels. We were left a lovely gift on arrival of fresh bread, milk, eggs and a bottle of Prosecco which was an absolute treat! I couldn’t recommend this cottage more - thank you Joel & Gaby we had a fabulous time and would stay again in future.

Luxury New Forest Cottage, with hot tub & log fire
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.

Cottage with Covered Hot Tub Godshill New Forest
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.

Cottage in beautiful Hampshire village
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!

Detached and romantic cottage with hot tub.
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.

Luxury rural thatched cottage with cedar hot tub.
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

Self contained Cottage near the beach and Goodwood
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

Rose Cottage, Burley - EV point, pets, garden
A fantastic stay! Peaceful with plenty of walks right on the doorstep. Well equppied cottage and perfect for our dog too. Would definitely recommend!

Horseshoe Cottage - Dog friendly in rural location
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.

Lavender Cottage, Bosham
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.

Manor Farm Cottage
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.

Jackdaw Cottage - Beautiful cottage, town centre
The address says Jackdaw but it's number 3!! Should have Jackdaw on the front door or just change the listing to number 3!! Other than that, it was a pleasant stay once the boiler was turned on......

Gardeners cottage-pet friendly,New forest bolthole
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.

Blackberry Annex. Detached cottage. Rural location
Thankyou for having us We enjoyed our stop over for the night and would highly recommend
Private cottage rentals

80 acre Wood, Dutchtub, Lake, Treehouse & Zip-line
We absolutely loved our stay here. Hazel wrote to us and gave clear instructions for arrival as well as coming to say hi once we got there. The accommodation was lovely and cosy. The amount of space to walk around in the forest was excellent even if we weren’t brave enough to do the flying fox. The Dutch hot tub was excellent once we got it hot and we spent a lovely evening listening to the sound of the forest. Highly recommend (my 4yr old loved all the books as well)

Country Cottage in Surrey Hills AONB
It was such a lovely stay at Lucy and Nick! Everything was perfect and all the family so lovely and welcoming. The cottage, the surroundings, the animals, the region, .. I will come back soon for sure!

Delightful 2 bed/bathroom cottage, rural location
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.

Bentley Cottage
Had an amazing stay at this beautiful cottage. Better than described and photos were spot on. Most wonderful welcome pack, Prosecco, Brownies, local bacon , butter , fresh bread and eggs and orange juice. Lovely fresh linen and fluffy towels. There were toiletries in every bathroom . Well equipped kitchen with cleaning supplies to us to use. Would love to go back again .

Secluded Coastguard Cottage by the sea
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.

Rose Cottage Lordington Chichester West Sussex
We have just returned from a perfect overnight stay at Rose cottage. It was perfectly equipped, cosy and warm and in the most beautiful setting. Thank you Harriet. We very much hope to come and stay again. Viv and Michelle.

2 Bedroom Luxury Cottage (Secure & Quiet)
I had such a lovely time staying at this house. The house was clean, cozy, and exactly as described — even better in person. What really made the experience special was the host (Rachel). They were incredibly kind, welcoming, and always quick to respond if we had any questions. You can tell they genuinely care about making guests feel at home. The location was quiet and convenient, and everything we needed was provided. I would absolutely stay here again and highly recommend it to others!

3 BR Victorian Cottage close to Windsor
Great place to stay, and very comfy throughout. staying there again next week for work as everything was great so why change it.
Quick stats about cottage rentals in Winchester
Total rentals
10 properties
Nightly prices starting at
$170 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
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- New Forest national park
- Bournemouth Beach
- Kimmeridge Bay
- Boscombe Beach
- Oxford University
- Southbourne Beach
- Paultons Park Home of Peppa Pig World
- Winchester Cathedral
- Hampton Court Palace
- Goodwood Motor Circuit
- Stonehenge
- Port Meadow
- West Wittering Beach
- Arundel Castle
- Chessington World of Adventures Resort
- Highclere Castle
- Tapnell Farm Park
- Goodwood Racecourse
- RHS Garden Wisley
- Marwell Zoo
- The Tank Museum
- Thorpe Park Resort
- Bushy Park
- Sunningdale Golf Club,
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