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Winston Holiday Rentals

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Our top choices for Winston holiday rentals

1. The White Horse Inn

The White Horse Inn
4.0 star property
Eye
9.4 out of 10, Exceptional, (308 reviews)
"Good in the restaurant was excellent 👌"
United Kingdom
Christine
The price is NZ$227
includes taxes & fees
23 Aug - 24 Aug
The White Horse Inn

2. a restful, rural retreat in beautiful Suffolk

a restful, rural retreat in beautiful Suffolk
Woodbridge
10.0 out of 10, Exceptional, (3 reviews)
"Ideal for a short break, we were attending a wedding in the area and the cottage was ideal."
United Kingdom
Stuart
The price is NZ$235
includes taxes & fees
27 Aug - 28 Aug
a restful, rural retreat in beautiful Suffolk

3. Oak Tree

Oak Tree
3.0 star property
Woodbridge
The price is NZ$501
includes taxes & fees
27 Aug - 28 Aug
Oak Tree

4. The Snug, cosy relaxing space in Stowmarket, Suffolk

The Snug, cosy relaxing space in Stowmarket, Suffolk
Stowmarket
The price is NZ$287
includes taxes & fees
23 Aug - 24 Aug
The Snug, cosy relaxing space in Stowmarket, Suffolk

5. 7a Sir Alf Ramsey Way

7a Sir Alf Ramsey Way
2.0 star property
Ipswich
10.0 out of 10, Exceptional, (3 reviews)
"Lovely little place to stay like home from home "
United Kingdom
Lisa
The price is NZ$151
includes taxes & fees
1 Sept - 2 Sept
7a Sir Alf Ramsey Way

6. What a lovely bolt hole.

What a lovely bolt hole.
Moats Tye, near Stowmarket
8.8 out of 10, Excellent, (5 reviews)
"Nicely appointed little cottage. Very clean and warm in February. Owner very nice and accommodating"
United States
SUE ELWES
The price is NZ$375
includes taxes & fees
17 Sept - 18 Sept
What a lovely bolt hole.

7. SPACIOUS 3 BED ROOM FAMILY FRIENDLY HOME CONVENIENTLY LOCATED IN IPSWICH SUFFOLK

SPACIOUS 3 BED ROOM FAMILY FRIENDLY HOME CONVENIENTLY LOCATED IN IPSWICH SUFFOLK
Ipswich
8.0 out of 10, Very good, (2 reviews)
"Great place to stay, walk ability to conveince store and restaurants."
United States
Heather W.
The price is NZ$324
includes taxes & fees
27 Aug - 28 Aug
SPACIOUS 3 BED ROOM FAMILY FRIENDLY HOME CONVENIENTLY LOCATED IN IPSWICH SUFFOLK

8. Merchant Quarters, The Merchant House, Ipswich

Merchant Quarters, The Merchant House, Ipswich
Ipswich
The price is NZ$427
includes taxes & fees
28 Aug - 29 Aug
Merchant Quarters, The Merchant House, Ipswich

9. 2 bedroom accommodation in Sproughton

2 bedroom accommodation in Sproughton
Sproughton
9.8 out of 10, Exceptional, (27 reviews)
"Lovely little cottage, really enjoyed our stay. Old and quirky. Kitchen fully equipped. Fabulous welcome basket."
United States
Angela Harris
The price is NZ$767
includes taxes & fees
18 Sept - 19 Sept
2 bedroom accommodation in Sproughton

10. Cosy Glamping Cabin near Bury St Edmunds

Cosy Glamping Cabin near Bury St Edmunds
Bury St Edmunds
8.6 out of 10, Excellent, (8 reviews)
"A lovely place to stay in peaceful surroundings…"
United Kingdom
Julia B.
The price is NZ$201
includes taxes & fees
13 Sept - 14 Sept
Cosy Glamping Cabin near Bury St Edmunds

11. Myrtle Cottage

Myrtle Cottage
3.5 star property
Diss
8.8 out of 10, Excellent, (11 reviews)
"Great stay , lovely little cottage "
United Kingdom
james
The price is NZ$243
includes taxes & fees
1 Sept - 2 Sept
Myrtle Cottage

12. Luxury glamping with hot tub - Valley View Yurt

Luxury glamping with hot tub - Valley View Yurt
Sudbury
10.0 out of 10, Exceptional, (16 reviews)
"A truly romantic, peaceful, back to nature stay in this beautiful yurt - time stood still and we were sad to leave"
United Kingdom
Janet C.
The price is NZ$463
includes taxes & fees
5 Sept - 6 Sept
Luxury glamping with hot tub - Valley View Yurt

13. Robin

Robin
3.0 star property
Woodbridge
The price is NZ$520
includes taxes & fees
1 Sept - 2 Sept
Robin

14. ❤️Seaside Fisherman Cottage❤️Aldeburgh⛱️

❤️Seaside Fisherman Cottage❤️Aldeburgh⛱️
Aldeburgh
9.6 out of 10, Exceptional, (17 reviews)
"It was a good location "
United Kingdom
Nick
The price is NZ$677
includes taxes & fees
31 Aug - 1 Sept
❤️Seaside Fisherman Cottage❤️Aldeburgh⛱️

15. 1 Henham Barns, Henham Park, Nr Southwold, Suffolk NR34 8AQ, Oak framed style oasis in Country Suffo...

1 Henham Barns, Henham Park, Nr Southwold, Suffolk NR34 8AQ, Oak framed style oasis in Country Suffo...
Beccles
10.0 out of 10, Exceptional, (2 reviews)
"Our barn was very beautiful. The perfectly quiet night, no traffic noise. A real slice of heaven. Completely private outdoor space. Gorgeous shower. Sumptuous bed. Will definitely come again."
United Kingdom
John M.
The price is NZ$366
includes taxes & fees
14 Sept - 15 Sept
1 Henham Barns, Henham Park, Nr Southwold, Suffolk NR34 8AQ, Oak framed style oasis in Country Suffo...

16. Beautiful Grade ll newly renovated property, located in the heart of old Harwich

Beautiful Grade ll newly renovated property, located in the heart of old Harwich
Harwich
10.0 out of 10, Exceptional, (3 reviews)
"lovely home, perfect for us"
United Kingdom
Julian L.
The price is NZ$350
includes taxes & fees
24 Aug - 25 Aug
Beautiful Grade ll newly renovated property, located in the heart of old Harwich

17. 1 bedroom accommodation in Hinton, near Saxmundham

1 bedroom accommodation in Hinton, near Saxmundham
Hinton, near Saxmundham
10.0 out of 10, Exceptional, (22 reviews)
"Plenty of room for a studio in a peaceful country setting.Well equipped with some thoughtful extras.Would have been happy to stay longer."
United States
Derek Sturges
The price is NZ$684
includes taxes & fees
11 Sept - 12 Sept
1 bedroom accommodation in Hinton, near Saxmundham

18. 3 bedroom accommodation in Saxmundham

3 bedroom accommodation in Saxmundham
Saxmundham
10.0 out of 10, Exceptional, (2 reviews)
"Lovely cottage near Saxmundham! Very cozy and plenty of space. We enjoyed the large tv, and off street parking. "
United States
Opal D.
The price is NZ$1,145
includes taxes & fees
19 Sept - 20 Sept
3 bedroom accommodation in Saxmundham

19. 2 bedroom accommodation in Felixstowe

2 bedroom accommodation in Felixstowe
Felixstowe
9.6 out of 10, Exceptional, (5 reviews)
"Wonderful place, very comfy and Duncan was very helpful."
United States
Lynda Smith
The price is NZ$776
includes taxes & fees
15 Sept - 16 Sept
2 bedroom accommodation in Felixstowe

20. 3 bedroom accommodation in Felixstowe Ferry

3 bedroom accommodation in Felixstowe Ferry
Felixstowe Ferry
9.2 out of 10, Wonderful, (15 reviews)
"Very nice location. Lovely cottage. Nice and warm and cozy. Very well equiped."
United Kingdom
Mary D.
The price is NZ$960
includes taxes & fees
3 Sept - 4 Sept
3 bedroom accommodation in Felixstowe Ferry
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Winston Hotel Reviews

Find out more about Winston

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Winston holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Winston. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Winston. Seeing all the best attractions is bound to make you fall in love with Winston. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Winston short-term rentals, that won’t be hard to do.

Frequently asked questions

Are there holiday rentals in Winston?

Yes, there are holiday rentals close to the most popular sights in Winston, 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 Winston has to offer?

Stunning newly built harbourside 3-bed property-3 mins walk from beach and pier: This holiday home rental outside Winston is located near the beach, and has a patio, a garden and Netflix to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, 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 Winston?

While exploring the area, visit family-friendly sights like Easton Farm Park, or get outside and enjoy nature at Chantry Park. In the wider area, you’ll find Framlingham Castle and Fynn Valley Golf Club.

What are holiday rentals like in Winston?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Winston. Holiday rentals feature amenities such as laundry facilities and kitchens so you'll have a home away from home. If you're concerned about cleanliness, a holiday rental can offer a sense of privacy away from public hotel lifts and lobbies packed with people while still allowing you the experience of travel. You'll also get more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a great choice for family trips or small group gatherings.