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  • A street view of connected brick and white painted houses with red tiled roofs and green doors at Bobbies' Retreat 20 High Street Bridlington
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A street view of connected brick and white painted houses with red tiled roofs and green doors at Bobbies' Retreat 20 High Street Bridlington A living room with a brown leather sofa yellow plaid curtains a wall-mounted TV and a yellow cabinet at Bobbies' Retreat 20 High Street Bridlington A living room with a brown leather sofa with three plaid cushions and a wood burning stove in a brick fireplace at Bobbies Retreat 20 High Street Bridlington A living room with a brick fireplace and a wood-burning stove a brown leather sofa with cushions and a built-in shelf with books at Bobbies Retreat 20 High Street in Bridlington A small bathroom with a white toilet a white sink cabinet with soap dispensers and a radiator on the side at Bobbies Retreat 20 High Street Bridlington A dining area with a round table and chairs next to a kitchen with brick archways and a breakfast bar at Bobbies Retreat 20 High Street Bridlington A dining area with a round wooden table set with bowls plates and cutlery surrounded by four chairs under a slanted ceiling near a kitchen cabinet with flowers on a table at Bobbies Retreat 20 High Street Bridlington A kitchen countertop with a toaster kettle and a sign under a brick archway at Bobbies Retreat 20 High Street Bridlington A kitchen with brick walls white cabinets a microwave oven and food on the countertop at Bobbies Retreat 20 High Street in Bridlington A kitchen corner with a white electric stovetop set into a wooden countertop surrounded by exposed brick and light green subway tile backsplash at Bobbies Retreat 20 High Street Bridlington A kitchen area with a built-in oven, microwave, stovetop, and brick archways at Bobbies' Retreat 20 High Street in Bridlington A kitchen sink with a wooden countertop and blue tiled backsplash at Bobbies Retreat 20 High Street Bridlington A corner cabinet with glass doors containing teacups and a bottle on wooden floor at Bobbies Retreat 20 High Street Bridlington A staircase with carpeted steps and white walls on both sides at Bobbies Retreat 20 High Street Bridlington A bedroom with a red armchair a grey bed a white chest of drawers and a small bookcase at Bobbies Retreat 20 High Street Bridlington A small bedroom with a single bed a side table a framed picture on the wall and a window at Bobbies Retreat 20 High Street Bridlington A single bed with white bedding and two pillows near a small window with a plant on the sill at Bobbies Retreat 20 High Street Bridlington A red armchair near a white cabinet and a window with small potted plants at Bobbies Retreat 20 High Street Bridlington A bathroom with a corner glass shower enclosure and a white toilet at Bobbies' Retreat 20 High Street Bridlington A bathroom sink with a lit mirror and towel near a bedroom with a four-poster bed at Bobbies' Retreat 20 High Street in Bridlington A bedroom with a wooden four-poster bed a wooden nightstand with a lamp a leather armchair and a window at Bobbies Retreat 20 High Street Bridlington A bedroom with a wooden four-poster bed white bedding green paneled walls yellow curtains a fireplace and a window seat at Bobbies Retreat 20 High Street Bridlington A window with yellow curtains a floral patterned bench with a green cushion and wooden floor at Bobbies Retreat 20 High Street Bridlington A bedroom with a wooden four-poster bed a brown leather armchair and framed pictures on the wall at Bobbies Retreat 20 High Street Bridlington A bed with white pillows and a yellow cushion a wooden headboard a bedside table with a lamp and a mirror on the wall at Bobbies Retreat 20 High Street Bridlington A bedroom with a wooden four-poster bed a green fireplace with vases on the mantel a white door and a wall mirror at Bobbies Retreat 20 High Street in Bridlington A white door with a decorative framed mirror reflecting a wooden four-poster bed with white bedding and yellow cushions in a bedroom at Bobbies' Retreat 20 High Street Bridlington A carpeted staircase with wooden handrails and beige walls at Bobbies Retreat 20 High Street Bridlington A bedroom with a double bed two orange pillows bedside tables and lamps and a skylight window at Bobbies Retreat 20 High Street Bridlington A bedroom with a bed with white bedding and orange pillows beside wooden nightstands with lamps at Bobbies Retreat 20 High Street Bridlington A bedroom with a bed with white linens and orange pillows a beige chair a mirror and two skylight windows at Bobbies Retreat 20 High Street Bridlington A red armchair and wooden railing in a small carpeted room at Bobbies' Retreat 20 High Street Bridlington A hallway with a wooden chest of drawers and a plant next to a door leading to a bathroom at Bobbies' Retreat 20 High Street in Bridlington A bathroom with a white bathtub and blue tiled walls at Bobbies' Retreat 20 High Street Bridlington A corner wash basin with hand wash bottle and toilet roll holder in a bathroom at Bobbies Retreat 20 High Street Bridlington A small outdoor patio with a round table set for four and three gray chairs at Bobbies Retreat 20 High Street Bridlington A small outdoor patio with brick walls, two gray chairs, a wooden pallet with plants, and a door leading to a dining area at Bobbies' Retreat 20 High Street in Bridlington A wooden shelf with small plant pots and artificial succulents against a brick wall at Bobbies Retreat 20 High Street Bridlington

Bobbies' Retreat, 20 High Street

(Ref. 1069987)

Bridlington, Vale of York & Yorkshire Wolds Show on map

Customer rating 5.0

How reviews work

A property's star rating is the average of the star ratings received from guests that wish for their review to be published

Sykes rating

  • 5 Guests

  • 3 Bedrooms

  • 2 Bathrooms

  • Pets: Yes

Features

  • Open fire
  • Garden / Patio
  • Pub/shop < 1 mile
  • Dishwasher
  • Broadband / WiFi

Reviews & Ratings

Accuracy of the listing
Cleanliness
Comfort
Facilities and Maintenance
  • All reviews
  • great (9)
  • location (9)
  • old (9)
  • cottage (9)
  • stay (8)
  • everything (8)

19 Customer Reviews

  • "We had a fabulous 7 nights at Bobbies Retreat - so much so, that we’ve booked ..."

    We had a fabulous 7 nights at Bobbies Retreat - so much so, that we’ve booked another week for next year This is a real “home away from home” and has everything you need for time away Ideally located in the “Old Town” just outside of the busyness of the resort but close enough to walk to everything you need The house was spotless with a lovely gift basket and toiletries on arrival and the host was really responsive before/ during and after This was an amazing find

    Thanks so much for taking the time to write this review and giving us top marks it means a lot. So pleased you’ve booked a return visit too. Really appreciated. Thank you. Property Owner

    Reviewed by Jackie5.0★Nov 2025

  • "Return visit to this lovely cottage, in a great location."

    Thanks so much for the feedback and 5 stars. Your return business means a lot to us. Hope to see you again in the future you’ll be very welcome. Property Owner

    Reviewed by Emma5.0★Oct 2025

  • "Great place."

    Situated old bridlington with cafe and restaurant (the lamp)highly recommended. Great coastal walking and bird spotting at bempton

    Thanks very much for staying with us again. Your review and 5 stars are appreciated. Hope to see you again in the future. Property Owner

    Reviewed by David5.0★Oct 2025

  • "Stayed at Bobbies retreat for 4 nights and WOW, this cottage is immaculate."

    Everything is 10/10. The cottage is in a fantastic location, right in the heart of the old town with several pubs and restaurants on the doorstep. Both beaches are a short 5 minute drive, parking is also convenient. The cottage is so well equipped, from the kitchen, to the toiletries, to the smart TV. A special mention to the decor, which is beautiful, and so cosy. Will be my go to accommodation when in the area. Thanks for a wonderful stay.

    Thanks so much for the lovely review and 5 stars. We’re really pleased you enjoyed your stay with us. Thanks for booking with us. Hope to see you again in the future. Property Owner

    Reviewed by Cassie5.0★Oct 2025

  • "The cottage has been lovingly renovated to create a comfortable space with all you need."

    The location is excellent for exploring the surrounding area.

    Thanks very much for the review and 5 stars. Most appreciated. Hope to see you again in the future. Property Owner

    Reviewed by Joanne5.0★Sep 2025

  • "A very welcoming and comfortable cottage."

    We had a great time at Bobbies Retreat when we visited Bridlington for a family event. Everything was perfect down to the smallest of details. Also a very central location in the beautiful old town. Parking not a problem and close to lots of pubs and restaurants in the local area, would stay again without any doubt.

    Thanks so much for taking the time to leave such a nice review. It is really appreciated. We hope you can make a return trip in the future. Property Owner

    Reviewed by Rob5.0★Aug 2025

  • "Comfortable, relaxing property."

    Loved the light fittings wooden beams and brick work. It was great to be able to read the history of this building and local area.

    Thanks so much for your kind review. It really is most appreciated. We hope to see you again when you next come to Brid. Thank you. Property Owner

    Reviewed by Gillian5.0★Aug 2025

  • "The property was very clean and comfortable and a good location."

    There was an excellent welcome pack. We had good communication with Glenn the owner who offered plenty of help. Thank you for a great stay.

    Really pleased you had a great stay Derek. Thanks for taking the time to complete a review. Most appreciated. Property Owner

    Reviewed by Derek5.0★Jul 2025

  • "We had a lovely time at Bobby’s Retreat."

    It’s a really cosy cottage with everything you need and perfectly situated for enjoying Bridlington old town, with its range of quirky independent shops, galleries, coffee shops and pubs. You’re also just a short drive from the beach.

    Thanks so much for the feedback and 5 stars. Really pleased your family had a great time with us and enjoyed exploring what the Old Town has to offer. Hope to see you again in the future. Cheers. Property Owner

    Reviewed by Philippa5.0★Jun 2025

  • "Great stay love every thing about the retreat and surrounding area ideal for the ..."

    Great stay love every thing about the retreat and surrounding area ideal for the Yorkshire East coast look forward for a return thank you

    Thanks so much for the kind review. Really appreciated. Hope to see you again in the future. Cheers. Property Owner

    Reviewed by Richard5.0★Jun 2025

  • "Super property with everything you need for a comfortable and enjoyable stay."

    The only downside is the parking is away from the property, a quick 3 minute walk. It was not a problem for us though. It's definitely one of the best properties we have ever stayed in. And very handy for Bridlington, Scarborough, Filey and, a bit further, the scenic route to Whitby

    Thanks very much for the review and 5 stars. Most appreciated. Hope to see you again in the future. Property Owner

    Reviewed by Geoffrey5.0★May 2025

  • "The perfect holiday cottage"

    Thanks very much Stella. Hope to see you again soon. Property Owner

    Reviewed by Stella5.0★Apr 2025

  • "Loved Bobbies retreat."

    It was very clean and had everything we required. It’s a quaint homely property where we felt very relaxed and comfortable. Especially with the log burner at night. The bee theme was great fun. Excellent supply of toiletries, the bedding and towels were excellent quality. Bobbies retreat in located in old Bridlington which was quiet and quirky. Parking is time limited outside but this was no problem as they was free on street parking nearby.

    Thanks so much for making the time to write your kind comments and leaving the place so clean when you left. Great guests. Hope to see you again in the future. Property Owner

    Reviewed by Tina5.0★Apr 2025

  • "We had a lovely stay at Bobby’s Retreat, the house had everything we needed for a comfortable and cosy stay."

    Thanks for taking the time to add a review and the great score. Really appreciated. Cheers. Property Owner

    Reviewed by Charlotte5.0★Feb 2025

  • "Beautiful property to stay in at a difficult time."

    Thank you so much for your kind score and taking the time to leave the review, it really is appreciated. Great guests, you left the place lovely. You are very welcome to stay with us anytime you come back to Brid. Property Owner

    Reviewed by Rachel5.0★Jan 2025

  • "20 High Street was an ideal choice for our family for a short break during half term."

    It's a lovely house full of character and situated in the old historic part of Bridlington which was also full of charm. The location was still walkable to the sea front end of the town with the beach, promenade and attractions. The house was an ideal size for our party of 4 plus dog (but can sleep 5) and was very well appointed, nicely decorated with good quality furnishings. There were also nice little touches you don't always see in holiday rentals which made the place feel really welcoming. As mentioned in the description there are parking restrictions outside but this wasn't a problem for us as there is plenty of unrestricted parking just a short walk away. It was a great base to explore the rest of the coastline and moors and we could highly recommend Whitby and Robin Hood's Bay.

    Thanks so much for taking the time to leave some kind comments. Great guests. You are welcome any time and it would be great to see you again. Property Owner

    Reviewed by James5.0★Oct 2024

  • "Beautiful cottage, clear the owners have put alot of care and attention into renovating it."

    Master bedroom is gorgeous. Beds comfy. Welcome basket on arrival. Location is fab with lots of independent shops and cafes close by. Will return.

    Thanks for the kind review. Most appreciated. Great guests. You are all very welcome anytime. Hope to see you again. Property Owner

    Reviewed by Emma5.0★Oct 2024

  • "A perfect stay in a beautiful cottage, we recently had the pleasure of staying at this beautiful holiday cottage the location was stunning in the old town of Bridlington."

    The cottage itself was immaculately clean, beautifully decorated and filled with thoughtful touches that made it feel like home. From the comfortable beds to the cosy living room, everything is designed with comfort in mind. The hosts were fantastic ensuring we had everything we needed while respecting our privacy. I highly recommend it and look forward to returning.

    Thanks so much for the kind comments which are much appreciated. Thanks for being great guests and we look forward to your return. Property Owner

    Reviewed by Annie5.0★Oct 2024

  • "The property was beautifully renovated with great attention to detail, it was really well equipped, warm and very clean, lots of thought had been given to guest comfort and we could not fault anything."

    The cottage is in a great location in the Old Town with lots of pubs and coffee shops on the High Street, there is also a Co Op and Aldi a short walk away. We also appreciated the owners sending text messages to check all was ok and offering help etc for the local area. We would recommend this property.

    Thank you so much for taking the time to leave this lovely review, it really is appreciated. You were fantastic guests and left the place very clean and tidy for us. You’ll be welcome anytime. We hope to see you again soon. Property Owner

    Reviewed by Karen5.0★Sep 2024

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Summary

  • Over three floors
  • Three bedrooms: 1 x double, 1 x second-floor king-size (zip/link, can be twin on request) with bath, shower over, basin, and and WC, 1 x single
  • Shower room with walk-in shower, basin, WC
  • Cloakroom with with basin and WC
  • Kitchen/diner with TV
  • Sitting room with woodburning stove
  • Central heating
  • Electric oven and hob, microwave, fridge/freezer, dishwasher, kettle, toaster
  • Smart TV, TV, DVD player, WiFi, selection of books
  • Fuel, power, and starter pack for woodburning stove inc. in rent
  • Bed linen and towels inc. in rent
  • Restricted on street parking for an hour directly outside between 9am to 6pm, Mon to Sat, there is ample unrestricted parking within 100yds across the junction between the Bayle gate & Priory or around the corner
  • Rear enclosed courtyard with furniture
  • One well-behaved small pet welcome
  • Sorry, no smoking
  • Fabulous independent shops and a choice of good pubs along the street 0.1 miles, Bridlington Sea Front 1.3 miles, beach 1.2 miles
  • Note: Limited head height in second-floor bedroom and bathroom
  • Note: The property is around 200yrs old, it has steps to get in, steps at the back door, some quite small rooms and limited head room in places
  • Note: Small step into front bedroom and en-suite
  • Note: As the property can be unoccupied at times, the outside of the premises is protected by CCTV which is not routinely monitored but can be reviewed later if required.

The property

20 High Street is a beautifully renovated, Grade Il Listed Building circa 1820, resting in the bustling historic area of the seaside town of Bridlington.

In May 2025 the East Riding of Yorkshire Council awarded the property its annual Chairman's Award - due to the contribution its renovation has made to the local historic built environment.

Only 1.3km from both fantastic beaches but close to local amenities, and with stunning original features including wooden beams in the ceilings, exposed brickwork, and bedroom paneling, this property is an idyllic retreat for a family or friends looking for a getaway to the coast of the East Riding of Yorkshire.

Enter into the property and find yourself in a simply dreamy sitting room, with the added ambience of a woodburning stove settled into an exposed-brick fireplace, whilst an alcove provides a bookcase for guests to make the most of.

From here, make your way into the kitchen and be delighted by the traditional archway, and how this space seamlessly blends contemporary decor with traditional styling, offering a charming space to cook up a storm and dine together.

The rear courtyard is ideal for alfresco dining, allowing guests to enjoy the fresh air as they toast to their getaway with a glass of fizz.

The character and charm of the living spaces are continued into the three bedrooms, beginning on the first floor with an incredible four-posted double bed room with ceiling beams, wood panelling and a single bedroom, which share Jack-and-Jill access to a sleek shower room.

Ascend to the second floor, where a pretty king-size bedroom can be set up as a twin on request, and also sports wooden beams and the main family bathroom.

Bridlington Old Town is a historic Conservation Area, with 105 listed buildings close to the property.

The Old Town town has plenty of independent shops, pubs, and eateries, and rests on final leg of the coast to coast cycle route, which passes the property itself.

Visit the historic Bayle Gate (including a free museum), the ancient harbour, Sewerby Hall and Gardens, Danes Dyke woodland walks and the Bridlington Priory Church for a taste of history, before enjoying a meal in one of the local pubs or restaurants, with options including The Pack Horse, Black Lion, The Queens, The Old Ship & The Board.

Nature enthusiasts will love a trip to the Bempton RSPB Nature Reserve, where there are clifftop walks and seaside views.

The property has two long beaches on its doorstep, allowing guests to enjoy days spent basking in the sunshine or paddling in the waves.

The Old Town hosts many festivals during the year, including the Vintage Festival, Open Gardens and part hosts a section of the Race the Waves event.

There is so much to be enjoyed with a stay at 20 High Street.

Note: This property has a Good Housekeeping bond of £350.

Where you’ll be staying

View on map

BRIDLINGTON

Filey 10 miles; Scarborough 20 miles.

The seaside resort of Bridlington lies on the east coast of Yorkshire, south of Scarborough and Filey. Two award-winning beaches of golden sand stretch out on either side of the historic harbour, bustling with activity. Beautifully designed promenades provide everything from fun-fairs to quiet places where you can sit and watch the world go by. Shops, attractions, restaurants and the historic 'Old Town' of Bridlington offer a fascinating contrast to life on the beach, where the latest Dad's Army has been filmed, whilst the Bridlington Spa Theatre on the front provides evening entertainment. There is also the East Riding Leisure Centre, with family swimming area and a variety of other indoor activities. Further afield are the picturesque villages and scenery of the Yorkshire Wolds, the neighbouring resorts of Filey, Scarborough and Whitby and the spectacular heritage coastline. There are numerous places to visit in the area, including Bempton's RSPB bird sanctuary, Sewerby Hall, Danes Dyke and Flamborough Head with its cliffs and caves. A great area for bird and nature lovers, or simply for touring.

View more holiday cottages in Bridlington

This property offers the following short breaks:

  • Winter
  • Off-season
  • Last minute
  • Christmas
Flexible cancellation terms

If you cancel before 12 noon , get all of your money back:

  • Rent
  • Extras
  • Fees

excluding the Flexible Cancellation fee and any insurance premium.

There are a small number of circumstances where you can’t use Flexible Cancellation. See the Flexible Cancellation Terms that apply.