
Smoking friendly holiday rentals in Winchester
Find and book unique smoke-friendly rentals on Airbnb
Top-rated smoke-friendly rentals in Winchester
Guests agree: these smoking-friendly rentals are highly rated for location, cleanliness and more.

Spacious family house & Free parking
Welcome to our charming home. Free parking is available in front of the house and on our quiet street, fully fenced garden and rooms accommodating up to 6 guests. Our well insulated house has newly fitted central heating in all rooms and bathrooms. It is warm and cosy in winter and cool in the summer. Enjoy super fast Wi-Fi, Smart TV, Sky sports, Netflix. Conveniently access to A3, M3, A331, and M25 making this the perfect base for families, groups, or business travelers with (no cleaning fees)

Cabin at the No 1 The Chestnuts.
A small place to stay when travelling for work or visiting the area. Approximately 300 yards from Bentley Wood nature reserve. It’s a cosy cabin with very basic appliances/cups/bowls/dishes etc in the centre of a tiny village. There is a microwave, a 2 place countertop hob. A little fridge freezer. A bathroom with sink and shower. Towels provided I have had a couple poor reviews as there is nothing to do in the area, so ideal for a quiet stay!!! There is of course WiFi, tv, and board games.

Cosy Cabin with Private Hot tub | Isle of Wight
*20% off 2nights or more* Modern purpose built self contained chalet, next to the house but with its own private entrance and private pergola area with canvas sides complete with cosy seating & lighting plus hot tub! Situated in East Cowes. The house was part of the Osborne estate so we are situated right next to Osborne House, also a 2 minute drive or 20 minute walk from East Cowes Red Funnel. We are also on a main bus route to Newport or Ryde. There is private access & your own parking space.

Pussy Mouse Rew, Idyllic Rural Cottage in 6 Acres
This accommodation has been specifically designed for couples looking for a tranquil break where quality and attention to detail are important factors. Ideal for romantic breaks or special occassions, surrounded by open countryside with an abundance of wildlife right outside your door. The quiet yet accessible location is a few minutes drive from various beaches perfect for cycling, walking, nature watching and exploring the IOW. See "Other details" for ferry discounts. EV charging at 40p KWH.

Delightful Chalet Bungalow with a Spa
This beautifully presented chalet is within an old vineyard in a woodland area on the outskirts of Ryde ,with stunning views around the property. Although secluded, it is just a short distance to Ryde town centre & beaches . The property boasts a living/dining room with a smart tv and dining table and chairs , one being a double sofa bed.. Walk in shower in bathroom.. The kitchen has everything you need including dishwasher… The bedroom can be made up as 2 singles or kingsize upon request.

The Wolf Den
Enjoy the sounds of nature when you stay in this 40ft converted luxury shipping container equipped with a beautiful outdoor roll top bath, TV, fully equipped kitchen , fire pit/BBQ. 2x king-size beds .this can sleep 4 . Nestled in the heart of the new forest with wildlife on your door step. We have 2x forest pubs in close walking distance and the beach is a 25 minute drive. You walk out of the gate straight onto the new forest national park with lots of walking and cycling routes available.

Romany Gypsy Style Hut among mini orchard and Fire
Hike into the rolling hills in this area of Outstanding Natural Beauty. Visit the Village Green, just a small stroll away, full of history and an excellent Pub! Or Simply relax by the fire. Our hut is located in a postcard English village and you will not be disappointed in its beauty. Perfect for couples, singles or even friends for a relaxing stay with a twist. We also welcome quick stopovers at a moments notice for those who are passing through. Special occasion? let us know in advance.

Homely Country Cottage -South Downs national park
A spacious cosy cottage nestled into the foothills of Steep hangars with stunning views from the fields and woodland around the cottage. The main living area is a light and airy space on one floor with underfloor heating throughout. Fully equipped modern kitchen and bathroom with shower and bath. 2 spacious bedrooms with double beds. Fold up bed and cot also available. Local pub is a five minute walk up quiet country lane. There is a small safely enclosed back terrace and front garden.

Idyllic Shepherd's Hut near Chieveley
Featured as one of the Top 30 Quirky Places to Stay in the UK by Muddy Stilettos, this peaceful shepherd’s hut is a favourite London escape and pitstop for wandering travellers—tucked away in its own paddock with sweeping views, a crackling log burner, and fresh eggs from friendly hens. Sleeping two, it’s perfect for couples, friends or solo travellers. Cosy and well-equipped, it feels blissfully remote yet close to local pubs, farm shops, and historic towns. The perfect place to unwind.

"Annexe" - Private Studio With Garden
Enjoy easy access to everything in Farnborough and surrounding areas from this perfectly located home base. Private parking, Farnborough North train station 6 mins walk and Farnborough Main train station < 20 mins walk (35 mins to London Waterloo). Wifi, Netflix, private outdoor space, own entrance. Well equipped kitchen with various appliances. Free parking on site. Washing machine and tumble dryer available by request. Ideal for contractor working close by.

Large Medieval Farmhouse with fires, & garden
Oakwoods, much built in Medieval times, has been lovingly restored by "Grand Designer (Ch 4)" - Monty. Great garden swing. There is a cinema room, minstrels gallery, grand piano, walk-on glass well, open fires, warm brickwork, low beams & panoramic views. Board games, darts and ping pong, plus yoga instructor (by appointment). All around are fields & forests, magical walks and wildlife. Extra guests possible, please ask. Car charging at 3kw is possible at cost.

Quintessential South Downs Cottage
This rustic cottage sits at the foot of the South Downs, hike up 20 minutes and you are on top of the World! The cottage is simple, but spacious with stunning views surrounding this tranquil West Sussex rural village. Easy access to Midhurst and within walking distance to The Blue Bell Inn. An array of alternative pubs can be found within an easy drive, alternatively have a night in and play boardgames by the wood burning stove. Dogs are absolutely welcome!
Popular amenities for smoke-friendly rentals in Winchester
Smoke-friendly flat rentals

Ground Floor Haven • Garden & Private entrance

The St Clares Hideway, Ventnor

Modern city centre apartment

40 Winks - self contained annex

Self Check-in Small Studio/2+/Central/Parking/RG4

Aparotel Stonehenge, Amesbury - Gnd Floor Apt

Sunny flat with parking in peaceful green area.

Trainspotters Heaven
Smoke-friendly house rentals

Curbridge Chapel a converted chapel

Orchard Leigh Grange, 'Victorian Splendour'

Unique Coastal Barn Conversion - 5 mins to sea

Spacious 3-bed House in Windsor

Harbour Views & Rooftop Terrace–Old Portsmouth Gem

Old School House..Near the forest by the sea...

Spacious Beach House

Chic property with garden and hot tub
Smoke-friendly apartment rentals

2 Bed Garden Flat with Summer House / Games Room

Seaside Sanctuary

cozy One bedroom costal retreat

Private room in Garden Flat in Southsea

Lovely 2 bedroom riverside apartment

Southsea Studios - Luxury Studio - Beach Front

The Vineyard

Ophir Court
When is the best time to visit Winchester?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $85 SGD | $89 SGD | $116 SGD | $121 SGD | $120 SGD | $144 SGD | $112 SGD | $120 SGD | $98 SGD | $75 SGD | $84 SGD | $113 SGD |
| Avg. temp | 5°C | 5°C | 7°C | 9°C | 12°C | 15°C | 17°C | 17°C | 15°C | 11°C | 8°C | 5°C |
Quick stats about holiday rentals that are smoking-friendly in Winchester

Total holiday rentals
Explore 60 holiday rentals in Winchester

Nightly prices starting at
Winchester holiday rentals start at $39 SGD per night before taxes and fees

Verified guest reviews
Over 2,380 verified reviews to help you choose

Family-friendly holiday rentals
20 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wifi availability
60 of Winchester holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Winchester rentals

4.7 Average rating
Winchester stays receive an average rating of 4.7 out of 5 from guests
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- Smoking-friendly rentals Hampshire
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- New Forest National Park
- Paultons Park Home of Peppa Pig World
- University of Oxford
- Goodwood Motor Circuit
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