Winsham Holiday Rentals: Short-Term Accommodations for Rent

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In two weeks

In two months

In three months

In four months

Our top choices for Winsham holiday rentals

Briar Orchard Annex

Chard

HK$4,041 total

includes taxes & fees

22 Apr - 23 Apr

Church Farmhouse

Chard

HK$6,500 total

includes taxes & fees

9 Apr - 10 Apr

27 Fernhill Heights

Bridport

HK$3,018 total

includes taxes & fees

30 Mar - 31 Mar

Withy Cottages

Langport

James

HK$1,723 total

includes taxes & fees

29 Mar - 30 Mar

Luxurious Entire Studio in Axminster Suitable for

Axminster

Susan

HK$1,259 total

includes taxes & fees

6 Apr - 7 Apr

Hawley Farm Self Catering Holiday Accommodation

Axminster

Peter

HK$4,233 total

includes taxes & fees

28 Mar - 29 Mar

Woodstock Retreat

Axminster

Paul

HK$2,944 total

includes taxes & fees

18 Apr - 19 Apr

2 bedrooms, individually decorated, individually furnished, free WiFi

Jasmine Cottage

Axminster

HK$3,387 total

includes taxes & fees

16 Apr - 17 Apr

Willows

Bridport

HK$4,748 total

includes taxes & fees

11 Apr - 12 Apr

2 Mareeba

Seaton

HK$5,455 total

includes taxes & fees

30 Mar - 31 Mar

Flat 3, St Agnes House

Lyme Regis

HK$3,894 total

includes taxes & fees

2 Apr - 3 Apr

The Cygnet

Crewkerne

HK$3,267 total

includes taxes & fees

31 Mar - 1 Apr

1 bedroom, individually decorated, individually furnished, free WiFi

The Hideaway

Lyme Regis

Georgi

HK$4,115 total

includes taxes & fees

6 Apr - 7 Apr

The Annexe, St Agnes House

Lyme Regis

HK$4,369 total

includes taxes & fees

30 Mar - 31 Mar

The Potting Shed

Langport

HK$2,610 total

includes taxes & fees

29 Mar - 30 Mar

Myrtle Cottage

Lyme Regis

HK$5,065 total

includes taxes & fees

14 Apr - 15 Apr

Sea Haven

Seaton

HK$4,590 total

includes taxes & fees

30 Mar - 31 Mar

Braiders Rest

Bridport

HK$5,308 total

includes taxes & fees

9 Apr - 10 Apr

Granny's Teeth

Lyme Regis

HK$4,569 total

includes taxes & fees

18 Apr - 19 Apr

Barton Cottage

Bridport

HK$3,957 total

includes taxes & fees

16 Apr - 17 Apr

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Top Winsham Hotel Reviews

Bear Inn, Somerset by Marston's Inns

10/10 Excellent

"We stayed at the Bear Inn on 14th March 2026 for 2 nights. It is a very welcoming place. The atmosphere is very comforting and relaxed with helpul and friendly staff always willing to chat. In particular Hilary and Bayleigh were lovely and made our wedding anniversary special."

The Royal Lion Hotel

8/10 Good

"Great location and free parking too… Very good breakfast and friendly staff. Our room was excellent and had a balcony overlooking the sea…. Room 31 …. The bonus was a swimming pool/ Jacuzzi and steam room on site all to ourselves which is free of charge … You simply book a slot at reception … Would recommend.. "

The Dolphin

8/10 Good

"Very nice stay, value for money, but in our very small bedroom, the pokey en suite shower room had no place to put your toiletries and nowhere to hang up the towels, or toilet paper. Our bedroom faced the courtyard which was brightly lit all night, a blackout blind would have been nice. The hotel staff where very friendly and hotel location is superb and had plenty of parking."

Harbour Hotel Sidmouth

10/10 Excellent

"We had a super room, with a lovely balcony and view. Staff at reception was super and friendly, as were the housekeeping staff. The restaurant staff were a little off the mark - a long wait for tea and coffee with breakfast in the morning; a little confusion over what we could/couldn’t have to eat when we sat in the bar late afternoon , but otherwise a perfect stay."

TheHillbrookSherborne

10/10 Excellent

"We both had a truly wonderful stay at The Hillbrook in Sherborne. From the moment we arrived, the staff was friendly & made us very welcome to everything exceeded our expectations. The studio apartment was exceptional—beautifully presented, immaculately clean, and thoughtfully designed with comfort and attention to detail in mind. It felt both luxurious and welcoming, making it easy to relax and fully enjoy our time there. The peaceful setting added to the experience, and the overall atmosphere was calm and inviting. Every aspect of our stay reflected care and quality, and it’s clear that a lot of pride goes into maintaining such high standards. We would highly recommend The Hillbrook to anyone looking for a memorable and comfortable stay in Sherborne, and we very much look forward to returning in the future."

Find out more about Winsham

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Frequently asked questions

Can I find holiday rentals in Winsham?

Yes, there are holiday rentals close to the most popular sights in Winsham, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Winsham has to offer?

3 bedroom family property that sleeps 6 in traditional fishing village: This holiday home rental outside of Winsham is located by the ocean, and has a fireplace, a private garden and laundry facilities to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a fridge, a stovetop and a microwave, so that you can cook with friends or family. Make the most of games in this rental home to help you unwind.

What can I see and do in Winsham?

While exploring the area, visit family-friendly sights like Lyme Regis Marine Aquarium, or get outside and enjoy nature at Dorset Area of Outstanding Natural Beauty. In the wider area, you’ll find Barrington Court and Charmouth Heritage Coast Centre.

What are holiday rentals like in Winsham?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Winsham. Holiday rentals offer amenities such as hot tubs, fire pits and patios so you'll feel just like you're staying in your own home. If you're concerned about cleanliness, holiday rentals can offer a sense of security away from public hotel lifts and lobbies packed with people while still allowing you the excitement and enjoyment of travel. You'll also find more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a great choice for a small group gathering.

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Check prices for these dates

Our top choices for Winsham holiday rentals

Briar Orchard Annex

Church Farmhouse

27 Fernhill Heights

Withy Cottages

Luxurious Entire Studio in Axminster Suitable for

Hawley Farm Self Catering Holiday Accommodation

Woodstock Retreat

Jasmine Cottage

Willows

2 Mareeba

Flat 3, St Agnes House

The Cygnet

The Hideaway

The Annexe, St Agnes House

The Potting Shed

Myrtle Cottage

Sea Haven

Braiders Rest

Granny's Teeth

Barton Cottage

Find holiday rentals that suit your style

Top Winsham Hotel Reviews

Bear Inn, Somerset by Marston's Inns

Royal Ashton Hotel

The Great Western Hotel

The Royal Lion Hotel

The Dolphin

Harbour Hotel Sidmouth

TheHillbrookSherborne

George Albert Hotel & Spa

The Walnut Tree Hotel

Find out more about Winsham

Frequently asked questions

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