Winston Vacation Rentals from $133: Search Short-Term Rentals

Q: What are some of the best vacation rentals that Winston has to offer?

Houses and Grounds of Partridge Lodge : You might like this vacation home rental near Winston. It offers a fireplace, a patio, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 11 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You and your friends and family can relax into your vacation with amenities like a garden.

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Our top choices for Winston vacation rentals

A two-story building with a pointed roof and a sign reading "White Horse Inn."

1. The White Horse Inn

Eye

simon

$110 nightly

Nov 1 - Nov 2

Total with taxes and fees

A round metal table with a white plate and two cups, surrounded by a wicker fence and potted plants.

2. a restful, rural retreat in beautiful Suffolk

Woodbridge

Stuart

$137 nightly

Nov 8 - Nov 9

Total with taxes and fees

A view through a window of a brick house with a thatched roof, surrounded by lush greenery and blooming flowers.

3. Country Cottage Set In pretty Suffolk village with 2 local pubs, dog friendly

Lower Ufford

Alan S.

$176 nightly

Nov 9 - Nov 10

Total with taxes and fees

A wall with a decorative mirror surrounded by a metallic frame and a sign above it.

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

Ipswich

Heather W.

$202 nightly

Nov 1 - Nov 2

Total with taxes and fees

A wooden door with a small window, a checkered curtain, and a tiled floor leading to a living room with a white sofa and a lamp.

5. The Bull Pen

Eye

$294 nightly

Nov 9 - Nov 10

Total with taxes and fees

A courtyard with a wooden fence, potted plants, and a bench.

6. Merchant Quarters, The Merchant House, Ipswich

Ipswich

$248 nightly

Nov 1 - Nov 2

Total with taxes and fees

An outdoor patio with a table and chairs, a sliding glass door leading to an interior space, and a wooden fence in the background.

7. What a lovely bolt hole.

Moats Tye, near Stowmarket

SUE ELWES

$197 nightly

Nov 26 - Nov 27

Total with taxes and fees

A room with exposed wooden beams, a bed with white bedding, two bedside lamps, and a folded towel on the bed.

8. 2 bedroom accommodation in Sproughton

Sproughton

Angela Harris

$302 nightly

Nov 6 - Nov 7

Total with taxes and fees

A breakfast table set with breakfast items, a view of the outdoors, and a wooden deck.

9. Primrose 3 bed - Orchid - sleeps 6 guests in 3 bedrooms

Eye

Ella W.

$657 nightly

Nov 2 - Nov 3

Total with taxes and fees

A spacious living room with two sofas, a wooden coffee table, and a ceiling with exposed beams.

10. 2 Bed Barn conversion

Tibenham

$383 nightly

Oct 31 - Nov 1

Total with taxes and fees

A room with a Christmas tree, a window with curtains, and a door.

11. Myrtle Cottage

Diss

Michael

$125 nightly

Nov 1 - Nov 2

Total with taxes and fees

A wooden door leading to a courtyard with a stone wall and a white chair with a colorful cushion.

12. ❤️Seaside Fisherman Cottage❤️Aldeburgh⛱️

Aldeburgh

Nick

$432 nightly

Nov 1 - Nov 2

Total with taxes and fees

A cozy living room with a fireplace, a dining area with a wooden table and chairs, and a kitchen with wooden cabinets and a window.

13. 3 bedroom accommodation in Saxmundham

Saxmundham

Opal D.

$550 nightly

Nov 8 - Nov 9

Total with taxes and fees

A wooden house with a dark exterior, a wooden door, and a small window. There is a sign on the wall that reads "The Forge".

14. The Forge

Stowmarket

Ruskin

$520 nightly

Nov 3 - Nov 4

Total with taxes and fees

A wooden cabin with an open door, a bed, a chair, and a small table inside.

15. Cosy Glamping Cabin near Bury St Edmunds

Bury St Edmunds

Julia B.

$104 nightly

Nov 1 - Nov 2

Total with taxes and fees

A cozy living room with a fireplace, wooden furniture, and a television mounted on a brick wall.

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

Harwich

Julian L.

$206 nightly

Nov 1 - Nov 2

Total with taxes and fees

A cozy living room with a sofa, a coffee table, and a painting of a landscape.

17. 1 bedroom accommodation in Hinton, near Saxmundham

Hinton, near Saxmundham

Ian E.

$299 nightly

Nov 22 - Nov 23

Total with taxes and fees

A kitchen with a central island, white cabinetry, a microwave, and a sink.

18. 3 bed Oak Beamed Country House with Sauna and Indoor Heated Pool

tibenham

$482 nightly

Oct 31 - Nov 1

Total with taxes and fees

19. Luxury glamping with hot tub - Valley View Yurt

Sudbury

"I booked this stay for a birthday getaway for me and a couple of friends. It was so beautiful, the location was amazing just outside of a picturesque village. Everything we could need was provided. The beds were amazingly comfortable, the hot tub was exceptional and the communication from Charlie was excellent! Would 100% recommend to anyone looking at booking this place! Thank you for such an incredible stay"

Zoe P.

$201 nightly

Nov 2 - Nov 3

Total with taxes and fees

A rustic room with exposed wooden beams, a bed with white linens, a wicker chair, and a radiator.

20. 3 bedroom accommodation in Sternfield, near Aldeburgh

Sternfield, near Aldeburgh

Juliet Murray

$889 nightly

Nov 4 - Nov 5

Total with taxes and fees

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Top Winston Hotel Reviews

Novotel Ipswich

8/10 Good

"Central to the town Parking Clean Friendly breakfast staff"

The Brudenell Hotel

10/10 Excellent

"Parking could be better at this hotel there is a very small car park at the back and then parking along the seafront which can get very busy. We went in October and it was just a start of half term but I imagine in the summer it would be very busy and difficult to park the staff always very helpful and keen to please always friendly. Service was sometimes a bit slow that might have been because they were short on staff breakfast was quite slow on a couple of days we were there they forgot to bring certain items and we had to ask other members of staff to bring us things that we had ordered. The food was excellent. We ate in the restaurant for breakfast for three days and we ate in the restaurant for dinner for one evening and the food was 100%. The menu choice was very good. There was something for everybody. The food was presented perfectly. The Restaurant does get a very good review. There aren’t that many places to eat nearby but compared to where other places where we ate the seafood and Grill restaurant at this hotel did stand out above those the room was nice and functional everything was well stocked coffee and tea, plenty of everything available and restocked every day. The beds were comfy. The housekeeping were very efficient and cleaned the room very quickly once we left the room for breakfast the towels were replaced daily even without having to ask or leave them on the floor, the room was very hot and we did have to ask for a new fan to replace a faulty one"

Find out more about Winston

Everything you need to know about Winston vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Winston vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Winston vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Winston vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Winston. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Winston in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $133 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Winston rentals

At Expedia, we put the best Winston vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Winston rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Winston vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Winston. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently asked questions

Are there vacation rentals in Winston?

Yes, we have vacation rentals close to well known local attractions in Winston, or you can select a more secluded option if you'd like a relaxing place to stay.

What are some of the best vacation rentals that Winston has to offer?

Houses and Grounds of Partridge Lodge: You might like this vacation home rental near Winston. It offers a fireplace, a patio, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 11 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You and your friends and family can relax into your vacation with amenities like a garden.

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 Helmingham Hall. In the larger area, you’ll find Framlingham Castle and The 95th Bomb Group Hospital Museum.

What are vacation rentals like in Winston?

Vacation rentals are privately owned properties you can book for a short or long stay in Winston. Vacation rentals offer extras such as patios, hot tubs, and fire pits so you'll have everything you need. If you're concerned about a sanitized environment, a vacation rental can provide a sense of security away from public hotel elevators and busy lobbies while still allowing you a great travel experience. You'll also find more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a great option for a small group gathering.

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Check prices for these dates

Our top choices for Winston vacation rentals

1. The White Horse Inn

2. a restful, rural retreat in beautiful Suffolk

3. Country Cottage Set In pretty Suffolk village with 2 local pubs, dog friendly

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

5. The Bull Pen

6. Merchant Quarters, The Merchant House, Ipswich

7. What a lovely bolt hole.

8. 2 bedroom accommodation in Sproughton

9. Primrose 3 bed - Orchid - sleeps 6 guests in 3 bedrooms

10. 2 Bed Barn conversion

11. Myrtle Cottage

12. ❤️Seaside Fisherman Cottage❤️Aldeburgh⛱️

13. 3 bedroom accommodation in Saxmundham

14. The Forge

15. Cosy Glamping Cabin near Bury St Edmunds

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

17. 1 bedroom accommodation in Hinton, near Saxmundham

18. 3 bed Oak Beamed Country House with Sauna and Indoor Heated Pool

19. Luxury glamping with hot tub - Valley View Yurt

20. 3 bedroom accommodation in Sternfield, near Aldeburgh

Find vacation rentals that suit your style

Top Winston Hotel Reviews

Novotel Ipswich

Stoke by Nayland Hotel, Golf and Spa

easyHotel Ipswich

The Brudenell Hotel

Seckford Hall Hotel & Spa

Ufford Park Woodbridge Hotel, Golf & Spa

Dragonfly Hotel Bury St Edmunds

Mermaid, Ipswich by Marston's Inns

Muthu Belstead Brook Hotel

Find out more about Winston

Frequently asked questions

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