Holiday cottages on Henrietta Street

With the cobbled streets and narrow alleyways leading you into hidden yards The East side of Whitby is described as the old part of the town. This is where you’ll find the 199 Steps leading to Whitby Abbey and the famous Fortune’s Smokehouse where you can buy freshly smoked kippers and bacon for breakfast.

We have a great selection of properties along Church Street and Henrietta Street, all of which are less than 5 minutes’ walk from one another. If you need any help choosing the best cottage for your requirements, please call us on 01947 668 888 (option 1) or contact us via Live Chat.

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Apartment 7 – Sneaton Hall (SC114)

9.6/10 - Rated "Fantastic"

A dog-friendly, spacious country apartment full of charm and character. Ideal for couples wanting a peaceful break away from it all.

£390 ‐ £830

Beach House (SC48)

9.4/10 - Rated "Fantastic"

Without doubt Beach House has some of the best sea and harbour views in Whitby. The setting could be straight from a picture postcard.

£600 ‐ £2200

Blackbird Cottage (SC112)

9.5/10 - Rated "Excellent"

A dog-friendly country cottage awash with mod cons and character. Ideal for couples or small families wanting walking or cycling breaks near Whitby.

£335 ‐ £1450

Blue Horizon (SC117)

9.8/10 - Rated "Fantastic"

This stunning apartment enjoys views across Whitby’s West Cliff and out to sea which makes it so popular with guests.

£380 ‐ £1400

Boat Yard View (SC88)

8.5/10 - Rated "Very Good"

A spacious townhouse for up to eight guests within the modern Whitehall Landing development. Great location with parking and charming views over the boat yard.

£400 ‐ £1800

Bridestones (SC96)

9.8/10 - Rated "Fantastic"

A wonderful holiday home in a quiet setting in the village of Sleights - just 5 miles outside Whitby. It’s ideal for groups wanting a break in the lap of luxury.

£800 ‐ £2600

Captains Quarters (SC23)

9.0/10 - Rated "Excellent"

Magnificent harbour views and spacious accommodation sleeping up to eight guests in central Whitby – Captain’s Quarters is a real treasure!

£520 ‐ £2180

Carols Cottage (SC106)

9.5/10 - Rated "Excellent"

A two-bedroom apartment for four in the heart of the town on one of its most historic lanes – Flowergate

£350 ‐ £1080

Chapel Cottage (SC92)

9.0/10 - Rated "Fantastic"

Family-friendly and dog-friendly, three bedroom character cottage with an enclosed garden in the peaceful and pretty village of Lythe, near Sandsend and Whitby.

£500 ‐ £1530

Chapel Gate Mews (SC80)

8.5/10 - Rated "Very Good"

A centrally located mews house for up to four guests and a dog. Book here for modern luxury, free parking and a garden.

£450 ‐ £1330

Cooks Cottage (SC40)

9.0/10 - Rated "Excellent"

A real gem that puts you close to Whitby Abbey on the East Side and has the best sea views!

£400 ‐ £1600

East Side View (SC95)

9.6/10 - Rated "Excellent"

Views do not get better than from this holiday property in Whitby! A great location for a romantic break, a small family or for two couples in the heart of the town

£475 ‐ £1680

Fossil Hunters (SC107)

9.1/10 - Rated "Excellent"

A four-bedroom townhouse at the quieter end of Whitby’s east side. A modern, convenient and well-appointed holiday home with parking, that’s group and dog friendly.

£400 ‐ £1610

Henrietta Cottage (SC8)

9.4/10 - Rated "Excellent"

Brilliantly located for exploring the Old Town. Discover top attractions, views and walks from the doorstep of this cosy, characterful cottage.

£345 ‐ £790

Hibwin House (SC100)

9.5/10 - Rated "Fantastic"

A 200-year-old, recently re-designed three-bedroom town house in central Whitby that’s an ideal holiday home for a small group or a family stay.

£500 ‐ £1750

Hoggarth House (SC110)

9.9/10 - Rated "Fantastic"

A luxury house in central Whitby. Four bedrooms and four bathrooms for eight guests. Beautifully furnished, tastefully styled and free parking onsite.

£550 ‐ £1950

Howdale Cottage (SC41)

8.5/10 - Rated "Very Good"

A dog-friendly cottage in a quaint village setting, close to Robin Hoods Bay. Private hot tub area for the ultimate romantic getaway.

£325 ‐ £960

Kipper Cottage (SC33)

8.5/10 - Rated "Very Good"

A fabulous sea-facing apartment for up to seven guests and a couple of dogs. The large, enclosed garden is a real Whitby gem.

£525 ‐ £2320

Low Tide Apartment (SC43)

8.9/10 - Rated "Very Good"

Great access to Whitby’s top attractions and a cosy retreat with river views. It’s a great choice for families with pets and cars.

£345 ‐ £1100

Mariners Cottage (SC15)

8.8/10 - Rated "Very Good"

A newly refurbished, fisherman’s cottage in the centre of Whitby’s West Side. With free parking and three bedrooms, it’s perfect for families.

£350 ‐ £1240

Missies Den (SC116)

9.6/10 - Rated "Excellent"

Experience the perfect blend of modern living and coastal charm in this stunning one-bedroom apartment in central Whitby

£295 ‐ £880

Old Curiosity Shop (SC73)

9.0/10 - Rated "Excellent"

A remarkable, pet-friendly cottage for two that successfully combines history and contemporary comfort in the heart of Whitby.

£325 ‐ £980

Orchard Cottage (SC111)

9.0/10 - Rated "Excellent"

A family and dog friendly cottage sleeping six in Sleights village. Free parking and scenic views make this a popular holiday destination.

£320 ‐ £900

Palmers (SC81)

10/10 - Rated "Fantastic"

A fabulous house between Staithes and Runswick Bay for groups of 8-12 guests. Packed with original and designer features for a luxurious stay.

£650 ‐ £2290

Prince of Wales Cottage (SC69)

8.9/10 - Rated "Excellent"

A charming, recently refurbished traditional cottage that suits families looking for a central location for exploring the Abbey area with their dog.

£395 ‐ £1450

Quayside Cottage (SC9)

9.1/10 - Rated "Excellent"

A dog-friendly, quayside location where you can enjoy one of Yorkshire’s most historic towns, without compromising on your modern creature comforts.

£340 ‐ £1060

Sandside (SC89)

8.0/10 - Rated "Good"

Quaint quayside apartment along the breathtaking Whitby coastline. With sea views and an outside seating area overlooking Tate Hill Beach it s the perfect bolt hole.

£310 ‐ £760

Scandi Scallop (SC105)

9.4/10 - Rated "Excellent"

A two-bedroom, accessible 2nd floor apartment for couples or small families who want on-site parking. Close to the seafront on Whitby’s West Cliff.

£390 ‐ £785

Scoresby Cottage (SC78)

9.4/10 - Rated "Fantastic"

A glorious find within walking distance of Whitby’s attractions, offering history, marina views and comfort for a family of six.

£400 ‐ £1400

Solar Cottage (SC101)

9.1/10 - Rated "Excellent"

A unique, very secluded central Whitby location. Quirky and historic, warm and inviting. Our authentic fisherman’s cottage is a dream for 2-3 guests.

£350 ‐ £1080

Taylors Cottage (SC98)

9.6/10 - Rated "Fantastic"

A charming, luxury holiday cottage that’s a brilliant beach stay by day and tranquil hideaway by night. Perfect for couples or families.

£375 ‐ £652

The Landings (SC37)

9.4/10 - Rated "Excellent"

An exceptional, three-bedroom and dog-friendly townhouse. A leafy setting and a pleasant stroll to Whitbys old town await.

£350 ‐ £1230

The Olde Ship Inn (SC109)

9.9/10 - Rated "Fantastic"

A fabulous, dog-friendly duplex apartment in a former pub. Close to Whitby’s heart, it’s a luxurious setting for six guests.

£400 ‐ £1790

Tipple Cottage (SC53)

10/10 - Rated "Fantastic"

One of Whitby’s best cottages is packed with features and character. Superbly renovated, it provides free parking and sea view galore!

£495 ‐ £1640

Up the Creek Apartment (SC70)

8.5/10 - Rated "Very Good"

A ground floor riverside apartment in the perfect spot for exploring Whitby. Three bedrooms, dog friendly and with free parking right outside.

£450 ‐ £1280

Waters Edge Apartment (SC38)

8.5/10 - Rated "Very Good"

A first floor, home from home apartment on the quayside of Whitby. With three bedrooms and secure parking for your convenience.

£400 ‐ £1300

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Can’t find exactly what you’re looking for?

If you’d like to speak with us about your requirements, please give us a call. We're available Monday to Friday from 10am - 6pm. Our office is closed on a Saturday and Sunday but we check our answering service regularly so please leave a message and we’ll get back to you as soon as we can. 01947 668 888

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We specialise in bringing you the very best holiday cottages in Whitby and the surrounding heritage coastline. Over a thousand guests have booked with us each year since 1999. So relax, you’re in safe hands for your stay in Whitby.

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