A stone bridge over a river with a sign reading "River Walk."

Search Holiday Rentals in Duddington

Dates

November 2026

December 2026

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Our top choices for Duddington holiday rentals

A kitchen with a microwave, sink, and wooden shelves.

1. The Black Swan Shepherds Hut overlooking private lakes

Ketton

includes taxes & fees

10 Nov - 11 Nov

A modern kitchen with a built-in stove, wooden cabinets, and a window.

2. Luxury Shepherd Hut situated on a private 30 acre estate in the heart of Rutland

Ketton

Maxine B.

includes taxes & fees

10 Nov - 11 Nov

A stone house with a green door, a stone pathway, and a neatly trimmed hedge.

3. Bumble Bee

Oakham

Johann

includes taxes & fees

18 Nov - 19 Nov

A living room with a sofa, a lamp, a radiator, and a window with plants.

4. Bramble House, Stamford

Stamford

includes taxes & fees

20 Nov - 21 Nov

A modern kitchen with blue cabinets, a wooden countertop, and a built-in sink.

5. Charming cottage near lovely Stamford with cosy open fire and a rural location.

Stamford, near Easton-on-the-Hill

"A very comfortable cottage. Excellent enclosed garden if you have a dog and great walks within 200 yards of the cottage to the 'deeps' or beyond to at least two longer distance paths. Stamford is ten minutes away and if yoir visiting family in the area its a great base with good road links.We had our break at half term (February) the cottage is well heated with a log burning fire!....we bought extra logs from Morrisons in Stamford (about Â£8 a bag).Bob and Sarah provided a great welcome pack...

Bob Banks

includes taxes & fees

10 Nov - 11 Nov

A modern building with a brick facade, solar panels on the roof, and a well-maintained lawn with a pathway.

6. Ascot House

Peterborough

Raquel

includes taxes & fees

30 Nov - 1 Dec

A room with a plaid armchair, wooden doors, a fireplace, and a white column with a sculpture.

7. Relax Inn - Thorpe Lodge Hotel

Peterborough

Wayne

includes taxes & fees

10 Nov - 11 Nov

A kitchen with a patterned floor, a stove, a sink, a window, and a cabinet with glass doors.

8. Rose Cottage, 2 en suites, log burner, EV charger, enclosed garden, in Rutland.

Great Casterton

includes taxes & fees

15 Nov - 16 Nov

A modern kitchen with grey cabinets, a central island, and a dining area with wicker chairs.

9. Vine Cottage - 3 Bedroom, Stamford Centre.

Lincolnshire

Jerry B.

includes taxes & fees

10 Nov - 11 Nov

10. THE BRIGHT | Exclusive Boutique Residence in the Heart of Stamford

Stamford

includes taxes & fees

10 Nov - 11 Nov

A dining area with a round table, two chairs, a pendant light, and a kitchen with green cabinets in the background.

11. THE MOODY | Luxury Grade II Listed Retreat in Historic Stamford

Stamford

includes taxes & fees

10 Nov - 11 Nov

A spacious living area with a stone wall, wooden beams, a brown leather sofa, a television, and a fireplace.

12. Luxury 3 Bedroom Loft Apartment - Central Stamford

Stamford

includes taxes & fees

11 Nov - 12 Nov

A modern kitchen with a central island, a dining area with a bench, and a skylight above.

13. Gardeners Cottage

Oakham

includes taxes & fees

13 Nov - 14 Nov

A stone building with multiple windows and doors, a wooden fence, and well-maintained hedges.

14. Luxury Stay at Yarwell Mill, Peterborough

North Northamptonshire

Colin C.

includes taxes & fees

7 Dec - 8 Dec

A modern living room with a grey sofa, a patterned ottoman, a small table, and a window with curtains.

15. 1-bed Apartment, Sleeps 4 Near Orton Wood

Peterborough

includes taxes & fees

15 Nov - 16 Nov

A bedroom with a red wall, a bed with white and patterned pillows, a bedside table with books and a basket, and a window with curtains.

16. Ideal Work Stay Studio 5 - Ensuite, Kitchenette & Communal Area

Woodston

includes taxes & fees

10 Nov - 11 Nov

A compact hotel room with a kitchenette, a bed with pillows, and a tray with breakfast.

17. Contemporary City Studio 3 - Contractor's & Traveller's Accommodation

Peterborough

includes taxes & fees

10 Nov - 11 Nov

A wicker table and chairs on an outdoor patio with a view of a sunset over a body of water.

18. Bijou boutique country room, private terrace with beautiful countryside views.

Corby Glen

Laura

includes taxes & fees

10 Nov - 11 Nov

A living room with a fireplace, a television, and two sofas.

19. Cosy Victorian Townhouse

Peterborough

Susie E.

includes taxes & fees

10 Nov - 11 Nov

A modern kitchen with a built-in oven, a stainless steel range hood, and a large window.

20. Cosy & Private | 3-Min Walk to Town Centre | Quiet, Secure & High Security

Peterborough

Matthew M.

includes taxes & fees

10 Nov - 11 Nov

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Find holiday rentals that suit your style

Top Duddington Hotel Reviews

A neatly made bed with a blanket and pillows, two bedside lamps, a green chair, and a decorative wall piece.

The Collyweston Slater

Stamford

10/10 Excellent

Jeremy

A cozy living room with a stone fireplace, red and grey sofas, a wooden coffee table, and a window with a view of a brick wall.

The Old Pheasant Hotel

Oakham

10/10 Excellent

Richard

A rustic bathroom with a wooden ceiling, a white bathtub, and a visible loft bedroom with a bed and a window.

Crown Hotel Stamford

Stamford

10/10 Excellent

Anonymous traveller

A view from a window overlooking a street with historic buildings and a church tower.

Candlesticks

Stamford

10/10 Excellent

Jacqueline

A kitchen with wooden staircase, white cabinets, a microwave, coffee maker, and a painting on the wall.

Redwings Lodge Rutland

Oakham

10/10 Excellent

Victoria

A historic building with a central courtyard, stone walls, and traditional architecture.

The Talbot Hotel, Oundle, Northamptonshire

Peterborough

10/10 Excellent

Anonymous traveller

A stone house with a red-tiled roof, multiple windows, and a chimney.

The Swallows Rest Bed & Breakfast

Kettering

10/10 Excellent

Amy

A stone building with a reception area, a bell tower, and stone lion statues.

Normanton Park Hotel, BW Signature Collection

Oakham

10/10 Excellent

Nick

A stone building with a garden in front.

Castle Farm House B&B

Market Harborough

10/10 Excellent

Jillian

A cozy room with a fireplace, a table set for tea, and comfortable seating.

The Bell Inn Hotel, Stilton, Cambridgeshire

Peterborough

10/10 Excellent

Tibby

Two people sitting by a fire pit in a rustic outdoor setting with wooden cabins in the background.

The Barnsdale, Rutland

Oakham

10/10 Excellent

carole xx

A hotel entrance with a glass door, a carpeted entrance, and potted plants.

Holiday Inn Express Peterborough by IHG

Peterborough

10/10 Excellent

Disabled double room was no bigger than a normal double room. Manoeuvring a wheel-chair around the foot of the bed was difficult and meant squeezing past the TV stand. Could not get wheel-chair along side of the bed, so had to use the other side. Shower/WC room too small to use washbasin from wheel-chair without it sticking out into the bedroom and unable to close bathroom door. Similarly lack of space made it impossible to use WC without wheel-chair sticking out into the bedroom and unable to...

Arthur

A stone building with a blue door, a small window, and a garden with grass and trees.

Rectory Farm Annexe

Grantham

10/10 Excellent

Francis

A small, single-story building with a tiled roof and brick walls.

The White Hart

Stamford

10/10 Excellent

James

A large, historic building with a formal garden, including a fountain and manicured hedges.

Hambleton Hall

Oakham

10/10 Excellent

From the moment of our arrival we where made to feel very much at home. All rooms are exquisitely furnished and extremely comfortable. The main sitting room has beautiful views over Rutland waters. I believe we most probably had the best meal we ever had in England. The chef deserves at least three Michelin stars. Dominique chose some excellent wines for us, he certainly knows his job. Thank you. After a wonderful evening we retired to our beautiful room and had a relaxing sleep in the best bed...

Peter

Find out more about Duddington

Everything you need to know about Duddington holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Duddington holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, 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 Duddington holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Duddington holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Duddington. 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 Duddington holiday 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 holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Duddington holiday rentals we have selected for you start as low as £80 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Duddington rentals

At Expedia, we put the best Duddington holiday 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 Duddington 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 Duddington holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Duddington. 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 holiday rentals in Duddington?

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

Anvil Bungalow Stamford Character 2 Bedroom Home with Parking. Central Stamford.: This holiday home rental outside of Duddington has laundry facilities and WiFi to help you feel perfectly comfortable in your new surroundings.

What’s there to see and do in Duddington?

Explore the area and family-friendly sights such as Activity World, or get out into nature at a spot like Rutland Water Nature Reserve. In the wider area, you’ll find Normanton Church and Burghley House.

What’s a holiday rental in Duddington like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Duddington. Holiday rentals feature extras such as WiFi and washers and dryers so you'll feel right at home. If you're concerned about cleanliness, holiday rentals can provide a sense of privacy away from shared hotel lifts and lobbies bustling with people while still allowing you the experience of travel. You'll also have more space in a holiday rental than in a hotel, which makes a holiday rental an attractive choice for family gatherings.

Search Holiday Rentals in Duddington

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Duddington holiday rentals

1. The Black Swan Shepherds Hut overlooking private lakes

2. Luxury Shepherd Hut situated on a private 30 acre estate in the heart of Rutland

3. Bumble Bee

4. Bramble House, Stamford

5. Charming cottage near lovely Stamford with cosy open fire and a rural location.

6. Ascot House

7. Relax Inn - Thorpe Lodge Hotel

8. Rose Cottage, 2 en suites, log burner, EV charger, enclosed garden, in Rutland.

9. Vine Cottage - 3 Bedroom, Stamford Centre.

10. THE BRIGHT | Exclusive Boutique Residence in the Heart of Stamford

11. THE MOODY | Luxury Grade II Listed Retreat in Historic Stamford

12. Luxury 3 Bedroom Loft Apartment - Central Stamford

13. Gardeners Cottage

14. Luxury Stay at Yarwell Mill, Peterborough

15. 1-bed Apartment, Sleeps 4 Near Orton Wood

16. Ideal Work Stay Studio 5 - Ensuite, Kitchenette & Communal Area

17. Contemporary City Studio 3 - Contractor's & Traveller's Accommodation

18. Bijou boutique country room, private terrace with beautiful countryside views.

19. Cosy Victorian Townhouse

20. Cosy & Private | 3-Min Walk to Town Centre | Quiet, Secure & High Security

Find holiday rentals that suit your style

Top Duddington Hotel Reviews

The Collyweston Slater

10/10 Excellent

Find out more about Duddington

Duddington holiday rentals: An excellent choice for every season

How to find incredible deals on Duddington rentals

Frequently Asked Questions

Can I find holiday rentals in Duddington?

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

What’s there to see and do in Duddington?

What’s a holiday rental in Duddington like?