A pier extending into the sea with a beach and buildings nearby.

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Check prices for these dates

In two weeks
Oct 16 - Oct 18
In two months
Nov 27 - Nov 29
In three months
Dec 25 - Dec 27
In four months
Jan 22 - Jan 24

Our top choices for Middlesbrough cottages

A hot tub area with a wooden deck, a wooden chair, and a sign that reads "Bikini and Trunks".

1. Floral Lodge 4 Great Ayton Yorkshire - sleeps 4 guests in 2 bedrooms

Floral Lodge 4 Great Ayton Yorkshire - sleeps 4 guests in 2 bedrooms
Great Ayton
The price is CA $617
CA $617 total
includes taxes & fees
Oct 5 - Oct 6
Floral Lodge 4 Great Ayton Yorkshire - sleeps 4 guests in 2 bedrooms
A stone house with a tiled roof, a patio with a table and chairs, and a stack of firewood.

2. The Byre

The Byre
3.0 star property
Middlesbrough
10.0 out of 10, Exceptional, (1 review)
"I had a wonderful 5-day stay at Byre Cottage in North Yorkshire. The cottage is beautiful, cosy, and full of character, with a lovely fireplace that made the evenings especially relaxing and warm. The location is absolutely stunning, set between peaceful farmland and rolling hills, surrounded by nature and wildlife. Waking up to the fresh countryside air and quiet views each morning was truly refreshing. It’s the perfect place to relax, unwind, and enjoy the beauty of the Yorkshire countryside"
United Kingdom
Edyta
The price is CA $432
CA $519 total
includes taxes & fees
Oct 21 - Oct 22
The Byre
A small, light green house with a porch, two chairs, and a table.

3. Enchanted Lodge 2 Great Ayton Yorkshire - sleeps 2 guests in 1 bedroom

Enchanted Lodge 2 Great Ayton Yorkshire - sleeps 2 guests in 1 bedroom
Great Ayton
The price is CA $609
CA $609 total
includes taxes & fees
Oct 5 - Oct 6
Enchanted Lodge 2 Great Ayton Yorkshire - sleeps 2 guests in 1 bedroom
A small, single-story building with a porch, a grill, and a seating area.

4. Karma 5 Great Ayton Yorkshire - a lodge that sleeps 4 guests in 2 bedrooms

Karma 5 Great Ayton Yorkshire - a lodge that sleeps 4 guests in 2 bedrooms
Great Ayton
The price is CA $709
CA $709 total
includes taxes & fees
Oct 7 - Oct 8
Karma 5 Great Ayton Yorkshire - a lodge that sleeps 4 guests in 2 bedrooms
A stone patio with a table and chairs, a vase with yellow flowers, and a stone building with a window.

5. 2 bedroom accommodation in Ingleby Greenhow

2 bedroom accommodation in Ingleby Greenhow
Ingleby Greenhow
The price is CA $605
CA $605 total
includes taxes & fees
Oct 31 - Nov 1
2 bedroom accommodation in Ingleby Greenhow
A stone building with a white door, a window with a white frame, and a bench outside.

6. Parva

Parva
4.0 star property
Middlesbrough
10.0 out of 10, Exceptional, (1 review)
"The house has everything you could need for your stay. It’s so nicely presented and in a village with 3 pubs/restaurants to choose from. There’s plenty of walks in the area which some fantastic views."
United Kingdom
Josephine
The price is CA $456
CA $548 total
includes taxes & fees
Oct 7 - Oct 8
Parva
A wooden staircase leading to a second floor, a stone-tiled floor, a wooden counter with a bowl and remote control, and a leather chair.

7. Horseshoe Cottage

Horseshoe Cottage
3.0 star property
Middlesbrough
8.0 out of 10, Very good, (2 reviews)
"Excellent for dogs lots of walks on the doorstep or nearby"
United Kingdom
Calum
The price is CA $562
CA $674 total
includes taxes & fees
Oct 5 - Oct 6
Horseshoe Cottage
A patio area with a brick oven, seating, and a wooden fence.

8. Arthur's House

Arthur's House
2.0 star property
Middlesbrough
The price is CA $694
CA $833 total
includes taxes & fees
Oct 23 - Oct 24
Arthur's House
A stone building with a green door, a white bench, and a small garden area.

9. Riverside Chapel

Riverside Chapel
3.0 star property
Middlesbrough
The price is CA $761
CA $913 total
includes taxes & fees
Oct 9 - Oct 10
Riverside Chapel
A two-story house with a brick facade and a grey roof.

10. Rose Cottage

Rose Cottage
3.5 star property
Middlesbrough
The price is CA $1,549
CA $1,859 total
includes taxes & fees
Oct 9 - Oct 10
Rose Cottage
A traditional house with a red-tiled roof, a stone wall, and a well-maintained lawn.

11. Weavers Cottage

Weavers Cottage
3.5 star property
Middlesbrough
The price is CA $1,455
CA $1,746 total
includes taxes & fees
Oct 5 - Oct 6
Weavers Cottage
A rustic brick building with a reception sign, a parked vehicle, and outdoor seating area.

12. The Paddock - Sleeping 2 - B & B Yarm double bed en suite /fridge/microwave

The Paddock - Sleeping 2 - B & B Yarm double bed en suite /fridge/microwave
High Leven
8.0 out of 10, Very good, (14 reviews)
"Angie is a lovely warm welcoming lady , nothing was a bother , only staid one night as was having a meal in the Fox Covert next door which is really great place , The cottage was a propped cottage feel , and could sleep upto 6 but was only the two of us , proper kitchen and shower n toilet was compact but everything you needed , lovely place to stay and will be back , also location is good for all local amenities and local attractions, Thank you "
United States
Martin B.
The price is CA $160
CA $190 total
includes taxes & fees
Oct 1 - Oct 2
The Paddock - Sleeping 2 - B & B Yarm double bed en suite /fridge/microwave
A two-story brick house with a bay window, a black front door, and satellite dishes on the roof.

13. Cosy, 2 Bedroom Cottage in Guisborough Town Centre

Cosy, 2 Bedroom Cottage in Guisborough Town Centre
North Yorkshire
10.0 out of 10, Exceptional, (2 reviews)
"It’s well situated and a nice place to stay. "
United States
jane
The price is CA $135
CA $165 total
includes taxes & fees
Oct 5 - Oct 6
Cosy, 2 Bedroom Cottage in Guisborough Town Centre
A brick building with a tiled roof, outdoor seating, and potted plants.

14. The Byre/Paddock - Sleeping 6 lounge/2 singles /double bed/double bed en suite

The Byre/Paddock - Sleeping 6 lounge/2 singles /double bed/double bed en suite
High Leven
7.2 out of 10, Good, (9 reviews)
"Quirky. Most comfortable bed we've ever slept in."
United Kingdom
Leigh
The price is CA $348
CA $395 total
includes taxes & fees
Oct 1 - Oct 2
The Byre/Paddock - Sleeping 6 lounge/2 singles /double bed/double bed en suite
A stone building with a bay window, a door, and a small shop sign.

15. Stoney Nook Cottage

Stoney Nook Cottage
Guisborough
9.2 out of 10, Wonderful, (5 reviews)
"Beautifully renovated cottage with comfortable bed and modern washroom. Conveniently located for exploring Guisborough and helpful guidebook with suggestions for the kids and adults. The grocery store is a 5-minute block away also. Andy was very helpful and easy to communicate with."
Canada
Shelley & J.
The price is CA $135
CA $165 total
includes taxes & fees
Oct 11 - Oct 12
Stoney Nook Cottage
Setting | Dove Lodge - Holmewood Lakes, Yarm

16. Dove Lodge - UK51935

Dove Lodge - UK51935
Yarm
The price is CA $571
CA $571 total
includes taxes & fees
Oct 5 - Oct 6
Dove Lodge - UK51935
Exterior | Mandarin Lodge - Holmewood Lakes, Yarm

17. Mandarin Lodge - UK51936

Mandarin Lodge - UK51936
Yarm
The price is CA $571
CA $571 total
includes taxes & fees
Oct 5 - Oct 6
Mandarin Lodge - UK51936
Exterior | Kingfisher Lodge - Holmewood Lakes, Yarm

18. Kingfisher Lodge - UK51933

Kingfisher Lodge - UK51933
Yarm
The price is CA $571
CA $571 total
includes taxes & fees
Oct 5 - Oct 6
Kingfisher Lodge - UK51933
Exterior | Lovebird Lodge - Holmewood Lakes, Yarm

19. Lovebird Lodge - UK51939

Lovebird Lodge - UK51939
Yarm
The price is CA $571
CA $571 total
includes taxes & fees
Oct 5 - Oct 6
Lovebird Lodge - UK51939
A two-story residential building with a front door, windows, and a small garden area.

20. The Greenway

The Greenway
2.0 star property
Darlington
The price is CA $656
CA $787 total
includes taxes & fees
Oct 10 - Oct 11
The Greenway
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 Middlesbrough Hotel Reviews

Ramside Hall Hotel, Golf and Spa

Ramside Hall Hotel, Golf and Spa

10/10 Excellent
"Absolutely amazing stay spotlessly clean staff were fabulous. Breakfast was top-notch can’t wait to return."
Gary 1-night trip
Posted less than an hour ago
Ramside Hall Hotel, Golf and Spa

Find out more about Middlesbrough

Middlesbrough Cottages information

Number of reviews
34
Accommodation
2446 Cottages
Lowest Price
CA $165
Highest Price
CA $1,859