Chillesford Vacation Rentals from CA $140: Short-Term Rentals for 2026

Q: What are some of the best vacation rentals in Chillesford?

The Bolt Hole, Southwold : This vacation home rental outside of Chillesford is equipped with a garden, laundry facilities, and WiFi to help you feel comfortable during your stay. Kitchen amenities include a dishwasher, a fridge, and a stovetop.

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Our top choices for Chillesford vacation rentals

A window with a view of a brick building and greenery.

1. Pump Cottage

Orford

CA $377 total

includes taxes & fees

Dec 4 - Dec 5

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

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

Lower Ufford

Alan S.

CA $235 total

includes taxes & fees

Nov 9 - Nov 10

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

3. ❤️Seaside Fisherman Cottage❤️Aldeburgh⛱️

Aldeburgh

Nick

CA $584 total

includes taxes & fees

Nov 9 - Nov 10

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

4. a restful, rural retreat in beautiful Suffolk

Woodbridge

Stuart

CA $182 total

includes taxes & fees

Nov 11 - Nov 12

A modern hotel room with a large bed, a sofa, a desk with a chair, a flat-screen TV, and a fireplace.

5. The Bay Apart-Hotel

Southwold

Stephen

CA $282 total

includes taxes & fees

Nov 11 - Nov 12

A modern living room with a grey sofa, a blue armchair, and a leopard print ottoman. There is a kitchen with dark cabinets and a built-in oven.

6. Cragside, Aldeburgh

Aldeburgh

CA $1,282 total

includes taxes & fees

Nov 20 - Nov 21

A mobile home with a deck, outdoor seating, and a car parked in the background.

7. Ozeds Space Static Caravan Sleeps 6 With Indoor Pool

Felixstowe

CA $191 total

includes taxes & fees

Nov 15 - Nov 16

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

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

Ipswich

Heather W.

CA $272 total

includes taxes & fees

Nov 14 - Nov 15

A dining area with a table set for four, a fireplace, and a window with curtains.

9. 3 bed Static Caravan With 5 Beds on a Holiday Park

Felixstowe

CA $178 total

includes taxes & fees

Nov 16 - Nov 17

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

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

Harwich

Julian L.

CA $275 total

includes taxes & fees

Nov 9 - Nov 10

A wooden cabin with a sign reading 'LAVENDER LODGE.'

11. Lavender Lodge, Toad Hall, Wangford

Wangford

Lynne

CA $299 total

includes taxes & fees

Nov 9 - Nov 10

A playground with slides and climbing structures.

12. 3 bed static caravan with 5 beds on a holiday park

Suffolk

CA $177 total

includes taxes & fees

Nov 9 - Nov 10

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

13. 1 bedroom accommodation in Hinton, near Saxmundham

Hinton, near Saxmundham

Ian E.

CA $409 total

includes taxes & fees

Dec 3 - Dec 4

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

14. Merchant Quarters, The Merchant House, Ipswich

Ipswich

CA $351 total

includes taxes & fees

Nov 8 - Nov 9

A rustic room with exposed wooden beams, a green sofa, a small table, and a window with curtains.

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

Beccles

John M.

CA $300 total

includes taxes & fees

Nov 9 - Nov 10

A small, single-room cabin with a sliding door, a wooden porch, and a picnic table.

16. Betsy

Woodbridge

CA $485 total

includes taxes & fees

Nov 9 - Nov 10

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.

17. 3 bedroom accommodation in Saxmundham

Saxmundham

Opal D.

CA $842 total

includes taxes & fees

Nov 9 - Nov 10

A room with a large glass door leading to an outdoor area, a wooden table, two chairs, and a potted plant.

18. 2 bedroom accommodation in Felixstowe

Felixstowe

Mary Jordan

CA $503 total

includes taxes & fees

Nov 19 - Nov 20

A cozy living room with wooden flooring, a brown leather sofa, a black leather sofa, a wooden coffee table, and a television on the wall.

19. 3 bedroom accommodation in Felixstowe Ferry

Felixstowe Ferry

Mary D.

CA $759 total

includes taxes & fees

Nov 23 - Nov 24

A cozy room with a sofa, a small table, and a TV. There is a window with curtains, and a painting on the wall.

20. 2 bedroom accommodation in Dovercourt

Dovercourt

CA $239 total

includes taxes & fees

Nov 12 - Nov 13

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Top Chillesford Hotel Reviews

A bedroom with a large bed, two chairs, a small table, and a window with curtains.

Crown and Castle

Woodbridge

10/10 Excellent

Mark

A room with two chairs facing a table with a view of the sea through large windows.

The Brudenell Hotel

Aldeburgh

8/10 Good

Great location right on the beach. Service was good but not exceptional . dinning room was very good and the breakfast was excellent. Rooms were good . the bed comfort could improve. this hotel does have a lift. Staff did not pay attention to the fact that the hallways and rooms where way to warm which made it uncomfortable .I did make them aware of this at check out. Opening windows and shutting of all radiators did help

GARTH

A hotel reception area with a modern design, including a reception desk, a large mirror, and a decorative wall with a letter 'B'.

The Bell Hotel Saxmundham

Saxmundham

10/10 Excellent

Debbie

A modern interior with a staircase, a dining area with chairs, a fireplace, and a coffee table.

The Crown hotel

Woodbridge

10/10 Excellent

Sarah

A modern, well-lit bedroom with a large bed, a sofa, a small coffee table, and a desk area.

Cherry Tree Pub

Woodbridge

10/10 Excellent

Janet

A bedroom with a bed, bedside lamps, a mirror, a chandelier, and a window with a view of greenery.

The Jolly Sailor

Woodbridge

10/10 Excellent

Cindy

Find out more about Chillesford

Everything you need to know about Chillesford 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 Chillesford vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, cottages, cabins, villas... 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 Chillesford vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Chillesford vacation rentals: An excellent choice for every season

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

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Chillesford vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Chillesford vacation rentals we have selected for you start as low as CA $140 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Chillesford rentals

At Expedia, we put the best Chillesford 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 Chillesford 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 Chillesford 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 Chillesford. 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

Can I find a vacation rental in Chillesford?

Yes, we offer vacation rentals near top sights in Chillesford, or you can choose a secluded option if you're looking for relaxation. Visitors to Chillesford speak positively about the scenic seaside and lively bars in this destination. While you're in the area, you can also enjoy the top-notch restaurants and spas.

What are some of the best vacation rentals in Chillesford?

The Bolt Hole, Southwold: This vacation home rental outside of Chillesford is equipped with a garden, laundry facilities, and WiFi to help you feel comfortable during your stay. Kitchen amenities include a dishwasher, a fridge, and a stovetop.

What can I see and do in Chillesford?

While exploring the area, visit family-friendly sights like Easton Farm Park, or get outside and enjoy nature at Suffolk Coast and Heaths. Orford Castle and Rendlesham Forest Centre are a couple of places you'll find in the larger area.

What are vacation rentals like in Chillesford?

Vacation rentals are private accommodations you can stay in for several days or more in Chillesford. Vacation rentals provide amenities like laundry facilities and kitchens so you'll have everything you need. If you're concerned about a clean environment, a vacation rental can offer a sense of safety away from public hotel elevators and busy lobbies while still allowing you the excitement and enjoyment of travel. You'll also find more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is a popular choice for a small group gathering.

Chillesford Vacation Rentals

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Chillesford vacation rentals

1. Pump Cottage

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

3. ❤️Seaside Fisherman Cottage❤️Aldeburgh⛱️

4. a restful, rural retreat in beautiful Suffolk

5. The Bay Apart-Hotel

6. Cragside, Aldeburgh

7. Ozeds Space Static Caravan Sleeps 6 With Indoor Pool

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

9. 3 bed Static Caravan With 5 Beds on a Holiday Park

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

11. Lavender Lodge, Toad Hall, Wangford

12. 3 bed static caravan with 5 beds on a holiday park

13. 1 bedroom accommodation in Hinton, near Saxmundham

14. Merchant Quarters, The Merchant House, Ipswich

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

16. Betsy

17. 3 bedroom accommodation in Saxmundham

18. 2 bedroom accommodation in Felixstowe

19. 3 bedroom accommodation in Felixstowe Ferry

20. 2 bedroom accommodation in Dovercourt

Find vacation rentals that suit your style

Top Chillesford Hotel Reviews

Crown and Castle

10/10 Excellent

Find out more about Chillesford

Chillesford vacation rentals: An excellent choice for every season

How to find incredible deals on Chillesford rentals

Frequently Asked Questions

Can I find a vacation rental in Chillesford?

What are some of the best vacation rentals in Chillesford?

What can I see and do in Chillesford?

What are vacation rentals like in Chillesford?