Cottage vacation rentals in Winchester

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Popular amenities for Winchester cottage rentals

Cottage rentals with a hot tub

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.
Guest favorite
A spacious rear garden is visible, featuring a well-maintained lawn and a deck area with a hot tub. Outdoor seating is arranged on the patio, while colorful plants and gravel borders add detail. Sunlight filters through the trees, enhancing the serene environment.
Cottage in Cadnam
4.94 out of 5 average rating, 108 reviews

Superb cottage edge of new forest near paultons

ShereenRating, 5 stars1 week ago
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.
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 stars6 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, 663 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 stars6 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
Superhost
The cottage exterior is framed by well-maintained lawn, with a wooden dining table and chairs positioned nearby. Large bi-fold doors provide a view into the open-plan living area. Surrounding trees offer shade and a sense of privacy to the space.
Cottage in Burley
4.93 out of 5 average rating, 190 reviews

Rose Cottage, Burley - EV point, pets, garden

EmmaRating, 5 stars22 months ago
A fantastic stay! Peaceful with plenty of walks right on the doorstep. Well equppied cottage and perfect for our dog too. Would definitely recommend!
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 stars2 weeks 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 stars1 month 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 stars6 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.
Top guest favorite
A spacious kitchen is highlighted by a central wooden island with exposed storage and preparation areas. A six-seater dining table is visible, positioned near large glass doors that lead to a courtyard garden, enhancing natural light and outdoor views.
Cottage in Wimborne Minster
4.92 out of 5 average rating, 133 reviews

Jackdaw Cottage - Beautiful cottage, town centre

JimRating, 5 stars3 weeks ago
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......
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.
Superhost
The cottage exterior features a double-gabled roof and a spacious patio area. Large glass doors open to the inviting interior, and a cozy outdoor seating arrangement is visible. Surrounding trees provide a natural backdrop, enhancing the rural setting.
Cottage in West Chiltington
4.82 out of 5 average rating, 374 reviews

Blackberry Annex. Detached cottage. Rural location

DeanRating, 5 stars2 weeks ago
Thankyou for having us We enjoyed our stop over for the night and would highly recommend

Private cottage rentals

Top guest favorite
Cottage in Salisbury
4.99 out of 5 average rating, 96 reviews

80 acre Wood, Dutchtub, Lake, Treehouse & Zip-line

SuzannaRating, 5 stars1 week ago
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)
Guest favorite
The exterior of a cottage is framed by vibrant garden flora, including blooming flowers and greenery. A shaded porch area is supported by a wooden trellis, adding charm to the entrance. The clear blue sky and sunlight enhance the inviting and tranquil atmosphere.
Cottage in Surrey
4.97 out of 5 average rating, 29 reviews

Country Cottage in Surrey Hills AONB

DelphineRating, 5 stars3 weeks ago
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!
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.
Top guest favorite
A serene wooded area is depicted, featuring tall trees with green foliage. A small, clear stream gently flows through the landscape, bordered by lush grass and shrubs, creating a tranquil natural environment.
Cottage in Hampshire
5 out of 5 average rating, 139 reviews

Bentley Cottage

AngelaRating, 5 stars2 days ago
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 .
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 stars6 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.
Guest favorite
An enclosed patio area features a round table with four chairs, shaded by a large umbrella. Lush greenery surrounds the space, adding a sense of privacy. The stone-paved ground complements the outdoor setting, providing a welcoming spot for relaxation.
Cottage in Lordington
4.93 out of 5 average rating, 196 reviews

Rose Cottage Lordington Chichester West Sussex

VivRating, 5 stars2 months ago
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.
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, 334 reviews

2 Bedroom Luxury Cottage (Secure & Quiet)

PichetRating, 5 stars2 weeks ago
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!
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.

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

Destinations to explore

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