50 Best Whitby Cottages on Holiday Lettings - Holiday cottages

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Central Whitby
44 properties
Ruswarp
26 properties
Sleights
20 properties
Cottages Sandsend
8 properties

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998 Vacation rentals

(71) Excellent 

20

Vacation apartment in Central Whitby

Whitby / Central Whitby

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.3 mi
  • Child friendly
TripAdvisor 2014 Certificate of Excellence Awarded! This 4 Star Gold rated 2 bedroom spacious holiday apartment is perfect for small adult groups or families with young children. Located within the exclusive Caedmons Prospect, opposite Pannett Park in the centre …see more

from $126 / night

$584 - $1,011 / week

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Responds fast!
avg. 2 hours 10 minutes

from $126 / night

(39) Excellent 

25

Vacation cottage in Whitby

Scarborough District / Whitby

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.2 mi
  • Child friendly
MINIMUM STAY 3 NIGHTS Crow's nest Cottage is a traditional Grade 2 fisherman's cottage, situated harbour side, with magnificant views of the harbour. The Cottage has been recently renovated to a high standard, retaining many original features, and tastefully decorated a …see more

from $95 / night

$607 - $809 / week

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Responds fast!
avg. 3 hours 36 minutes

from $95 / night

13

Vacation cottage in Sleights

Whitby / Sleights

1 2 7 nights min

  • 1 bedroom
  • Sleeps 2
  • 7 nights min
  • Private garden
Throstle Nest Cottage is a comfortable cottage for 2 (1 double bedroom) attached to the owners' stone farmhouse and surrounded by fields and woodland. The cottage is set in a unique location near the scattered hamlet of Littlebeck, 2 miles from Sleights and 5 miles fro …see more

from $58 / night

$405 - $607 / week

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from $58 / night

(20) Excellent 

0

Vacation apartment with golf nearby in Sandsend

Whitby / Sandsend

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Beach/lakeside relaxation
  • Private garden

from $150 / night

$669 - $1,204 / week

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from $150 / night

(51) Very Good 

Certificate of Excellence

10

Vacation apartment rental

Scarborough District / Whitby

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Ask about pets
Harbourside Apartment is situated on Church Street, opposite the harbour and the council run pay and display car park. This ground floor apartment is all on one level, the apartment benefits from a fully equipped kitchen, bathroom with shower, living room with a dining …see more

Certificate of Excellence

from $67 / night

$569 - $803 / week

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Responds fast!
avg. 2 hours 15 minutes

from $67 / night

(15) Excellent 

17

Vacation cottage with shared pool in Whitby

Scarborough District / Whitby

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Beach/lakeside relaxation
  • Nearest beach 1 mi
  • Swimming pool
Mid terraced, two bedroom, cosy holiday cottage, on a holiday complex with its own Swimming Pool, BBQ's and play areas. Cottage consists of large open plan lounge, diner, with galley style well quipped kitchen, also balcony. Upstairs, newly refurbished bathroom and two …see more

from $101 / night

$742 / week

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from $101 / night

(1) Excellent 

14

Whitby Vacation apartment rental

Scarborough District / Whitby

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
A fabulous Ground Floor apartment within a fine Victorian House. Situated in Whitby, a popular and historic port on the North Yorkshire coastline. Ideal for friends or family to enjoy a traditional seaside holiday and explore the stunning scenery of the North Yorkshire …see more

from $108 / night

$580 - $742 / week

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Responds fast!
avg. 2 hours 51 minutes

from $108 / night

(1) Excellent 

Certificate of Excellence

24

Apartment rental in Central Whitby

Whitby / Central Whitby

4 9 Min stay varies

  • 4 bedrooms
  • Sleeps 9
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.1 mi
  • Child friendly
This newly refurbished modern and very spacious third floor apartment has arguably the best views in Whitby, facing directly out to the North Sea to the front and with side windows framing the view to Sandsend. The apartment has been renovated by the new owners with new …see more

Certificate of Excellence

from $128 / night

$640 - $1,550 / week

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Responds fast!
avg. 45 minutes

from $128 / night

(34) Excellent 

Certificate of Excellence

20

Vacation cottage in Sleights

Whitby / Sleights

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Private garden
LUXURY SELF CATERING, SLEIGHTS, WHITBY SLEEPS 2 (+2 CHILDREN) Under new ownership from October 2013 and refurbished in January 2016 Underhill Holiday Cottage offers stylish open plan self catering accommodation for up to 2 people in 1 double bedroom plus 2 children ( …see more

Certificate of Excellence

from $95 / night

$479 - $701 / week

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Responds fast!
avg. 32 minutes

from $95 / night

(47) Excellent 

Certificate of Excellence

10

Cottage rental in Central Whitby

Whitby / Central Whitby

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Child friendly
  • Ask about pets
The accommodation extends over three floors and benefits from a private patio area and parking bay for one car on Windsor Terrace which is a 5-10 minute walk away. On entering the cottage you will find yourselves in the spacious (and well equipped) kitchen, living and d …see more

Certificate of Excellence

from $68 / night

$809 - $1,146 / week

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Responds fast!
avg. 2 hours 37 minutes

from $68 / night

(7) Excellent 

Certificate of Excellence

35

Vacation apartment in Whitby

Scarborough District / Whitby

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly
  • Car not necessary
  • Ask about pets
A fantastic luxury apartment in Whitby town centre only a couple of minutes walk from the beach. The apartment has a couple of steps into a large entrance hall, great for leaving all your coats and shoes. Stairs lead to a spacious living room with flat screen tv/dvd pla …see more

Certificate of Excellence

from $270 / night

$917 - $1,617 / week

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Responds fast!
avg. 33 minutes

from $270 / night

(88) Excellent 

18

Central Whitby Vacation cottage rental

Whitby / Central Whitby

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.4 mi
  • Child friendly
Amazing Luxury 17th Century Detached Cottage Built in 1660 refurbished to a very high standard, redecorated again for 2018 Season. No Additional Commission charges! Set in a quiet Private Court Yard with Cosy Summer House containing Rattan Furniture, open April to Octo …see more

from $176 / night

$809 - $1,617 / week

Inquire View

from $176 / night

(3) Excellent 

Certificate of Excellence

20

Whitby Vacation apartment rental

Scarborough District / Whitby

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Beach/lakeside relaxation
  • Child friendly
Situated right next to the Swingbridge at the start of Whitbys Old Town Swingbridge View apartment is in a Grade II listed building located on Sandgate in the heart of Whitby right by the famous swingbridge. Accommodation is all on one floor (first floor) with amazing …see more

Certificate of Excellence

from $114 / night

$796 / week

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Responds fast!
avg. 1 hour 6 minutes

from $114 / night

(50) Excellent 

Certificate of Excellence

65

Sleights Vacation cottage rental

Whitby / Sleights

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Nearest beach 5 mi
  • Ask about children
  • Car not necessary
River Bank Cottage welcomes you to a secluded tranquil haven on the banks of the River Esk, with seasonal Salmon and Trout fishing at your finger tips. Sleeping up to 4 adults, River Bank cottage is located in the picturesque village of Briggswath. 3 miles from the fish …see more

Certificate of Excellence

from $162 / night

$674 - $937 / week

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Responds fast!
avg. 1 hour 7 minutes

from $162 / night

(44) Excellent 

24

Vacation townhouse in Whitby

Scarborough District / Whitby

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 4 mi
  • Child friendly
Very popular, well presented modern, riverside, three-storey town house. Sat in spacious shared gardens, on the banks of, and enjoying views over the the river Esk in a small, private and peaceful development. Off the beaten track with no passing traffic you are just 5 …see more

from $122 / night

$512 - $1,065 / week

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Responds fast!
avg. 3 hours 31 minutes

from $122 / night

(1) Excellent 

15

Vacation apartment in Whitby

Scarborough District / Whitby

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Car not necessary
This modern stylish apartment is located in the centre of Whitby and has the rare advantage of private undercroft parking. With great restaurants, pubs, beaches, museums, places of historic interest and shops only a 2 minute walk away the apartment is perfectly situated …see more

from $149 / night

$573 - $843 / week

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Responds fast!
avg. 33 minutes

from $149 / night

(28) Excellent 

0

Vacation apartment with golf nearby in Sandsend

Whitby / Sandsend

2 2 Min stay varies

  • 2 bedrooms
  • Sleeps 2
  • Min stay varies
  • Beach/lakeside relaxation
  • Child friendly
  • Private garden

from $150 / night

$669 - $1,337 / week

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from $150 / night

(80) Excellent 

13

Apartment rental in Whitby

Scarborough District / Whitby

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Child friendly
PLEASE BE ADVISED THAT THERE HAS BEEN ISSUES WITH THE MAP PIN. HOLIDAY LETTINGS HAVE HOPEFULLY RECTIFIED THIS ISSUE NOW. THE PROPERTY IS ON THE WHITEHALL LANDING DEVELOPMENT WHICH IS OFF CHURCH STREET. PLEASE ALWAYS CHECK WITH US DIRECT FOR ANY DETAILS YOU NEED. Seal …see more

from $95 / night

$425 - $721 / week

Inquire View

from $95 / night

(23) Excellent 

23

Apartment rental in Whitby with golf nearby

Scarborough District / Whitby

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Nearest beach 0.75 mi
  • Child friendly
Indulgent luxury 3 bed apartment(sleeping 6+baby) situated 5 mins(walking) from the town centre in a prominent position on the Sandsend side of Whitby. Views from the apartment of the Abbey, sea and Blue Bank towards the moors. Close walking distance to Pannett Park and …see more

from $169 / night

$1,179 / week

Book View

from $169 / night

(14) Very Good 

Certificate of Excellence

9

Vacation apartment in Whitby

Scarborough District / Whitby

3 8 2 nights min

  • 3 bedrooms
  • Sleeps 8
  • 2 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Pet friendly
A lovely apartment overlooking the old cobbled Church Street in the heart of old Whitby. Sleeps 8 people, 2 double beds (1 large King) and twin beds. There is also a bed settee in the lounge to accommodate additional guests. Large, bright lounge/diner/kitchen with large …see more

Certificate of Excellence

from $203 / night

$1,415 / week

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Responds fast!
avg. 2 hours 4 minutes

from $203 / night

(15) Very Good 

23

Cottage rental in Whitby

Scarborough District / Whitby

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 1 mi
  • Child friendly
Details This charming cottage, just below West Cliff, is furnished and decorated to a high standard and retains many original features such as fireplaces, old beams, original floorboards and rough stone walls. From here it is only a short walk to the harbour. From the …see more

from $203 / night

$809 - $1,186 / week

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Responds fast!
avg. 2 hours 47 minutes

from $203 / night

(27) Very Good 

Certificate of Excellence

10

Home accommodation in Whitby

Scarborough District / Whitby

3 4 3 nights min

  • 3 bedrooms
  • Sleeps 4
  • 3 nights min
  • Child friendly
  • Car not necessary
  • Private garden
**Re-decorated for 2017** Shilling Cottage is a Cosy Grade 2 listed fisherman's Cottage dating back to the late 1700s. Hidden away in Borough Place, one of Whitby's ancient yards off Church Street. The cottage is located centrally to Whitby's Shopping and Tourist attr …see more

Certificate of Excellence

from $115 / night

$688 / week

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Responds fast!
avg. 2 hours 21 minutes

from $115 / night

(10) Excellent 

Certificate of Excellence

26

Vacation home rental

Scarborough District / Whitby

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 1 mi
  • Child friendly
  • Car not necessary
Cobble Cottage is on Silver Street just off Flowergate, the best part of Whitby. Just been graded by Visit England 4 Star Gold Award. All brand new top quality fittings and furniture. Very rare 3 bedroom with 3 bathrooms. Lounge, kitchen and diner is open plan. 2 leath …see more

Certificate of Excellence

from $135 / night

$782 - $1,280 / week

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Responds fast!
avg. 44 minutes

from $135 / night

(2) Excellent 

9

Vacation cottage in Whitby

Scarborough District / Whitby

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
Hornblower Lodge is part of the original Whitby Foghorn Station. The holiday cottage has extensive sea views and a great view of Whitby Highlight Lighthouse. The cottage is situated next to the Cleveland Way footpath so is an ideal location for walkers and all lovers of …see more

from $81 / night

$566 / week

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from $81 / night

(9) Excellent 

Certificate of Excellence

9

Vacation shepherds hut in Whitby

Scarborough District / Whitby

1 4 1 night min

  • 1 bedroom
  • Sleeps 4
  • 1 night min
  • Nearest beach 4 mi
  • Child friendly
  • Pet friendly
Swallow is a new (2017) camping / glamping pod - one of a small cluster of ten pods located at Broomfields Farm, Whitby. Each pod is 6 m x 3 m and has a separate bedroom which has a double and a single bed. A pull out sofa or futon in the living room means that 4 can sl …see more

Certificate of Excellence

from $75 / night

$519 / week

Book View

Responds fast!
avg. 40 minutes

from $75 / night

(14) Excellent 

24

Whitby Vacation home rental

Scarborough District / Whitby

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 1 mi
  • Child friendly
Hanover Cottage is an impressive 5-bedroom, detached house in the popular coastal resort of Whitby in North Yorkshire. With beautiful enclosed gardens, a large conservatory and private parking for 4 cars, it is perfect for family and friends holidaying together. We are …see more

from $263 / night

$1,717 - $2,237 / week

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Responds fast!
avg. 1 hour 38 minutes

from $263 / night

12

Whitby Vacation home rental

Scarborough District / Whitby

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Nearest beach 0.5 mi
  • Child friendly
  • Car not necessary
The property is a second and third floor maisonette with private entrance (above our other lovely maisonette - A Summer Place). Our apartment sleeps 4 adults: 1 double bedroom and 1 twin bedroom. It has a well equipped, newly refurbished, family kitchen incorporating a …see more

from $88 / night

$485 - $822 / week

Book View

Responds fast!
avg. 1 hour 14 minutes

from $88 / night

(74) Excellent 

Certificate of Excellence

21

Central Whitby Vacation apartment rental

Whitby / Central Whitby

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Ask about children
Apart Met is a luxury apartment in a historic building situated on Whitby's West Cliff. There is a balcony from which to enjoy the sunset over your sea views. The apartment is on the second floor and there is lift access if needed. The apartment has been completely refu …see more

Certificate of Excellence

from $108 / night

$728 - $944 / week

Book View

Responds fast!
avg. 41 minutes

from $108 / night

(11) Excellent 

Certificate of Excellence

17

Vacation log cabin in Ruswarp

Whitby / Ruswarp

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Child friendly
  • Pet friendly
Newly built log cabin by a pretty stream in private woodland. Wake up in a peaceful heaven, only shared with shy wildlife including deer, badgers and a variety of birds. Enjoy all the comforts of home with a log burning stove and central heating, 2 bedrooms, shower room …see more

Certificate of Excellence

from $122 / night

$809 - $1,078 / week

Book View

Responds fast!
avg. 49 minutes

from $122 / night

(36) Excellent 

17

Vacation cottage with golf nearby in Central Whitby

Whitby / Central Whitby

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.3 mi
  • Child friendly
We are proud of our property which is a Grade II Listed Georgian cottage over 200 years old and has been sympathetically renovated and respectfully modernised where appropriate. The cottage is located a short distance from shops, restaurants, pubs and the harbour. Our …see more

from $188 / night

$584 - $1,166 / week

Book View

Responds fast!
avg. 1 hour 13 minutes

from $188 / night

(20) Excellent 

Certificate of Excellence

19

Vacation apartment in Central Whitby

Whitby / Central Whitby

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 2 mi
  • Child friendly
Whitby View Apartment is a cosy third floor apartment situated on Whitehall Landing with a paved riverside walkway and children's play area. It is in an ideal location, just a short walk to Whitby's famous eastside shops, restaurants, heritage attractions and with fanta …see more

Certificate of Excellence

from $68 / night

$471 - $822 / week

Book View

Responds fast!
avg. 1 hour 17 minutes

from $68 / night

(32) Very Good 

22

Vacation cottage in Whitby

Scarborough District / Whitby

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Child friendly
Cuddy Cottage is a very cosy retreat in a quiet secluded yard at the foot of the famous 199 steps. The grade II cottage has retained many of it's original features and has been furnished to a high standard. The accommodation is over three floors. Entrance hallway, …see more

from $101 / night

$438 - $809 / week

Book View

Responds fast!
avg. 3 hours 20 minutes

from $101 / night

(5) Excellent 

Certificate of Excellence

5

Vacation apartment in Whitby

Scarborough District / Whitby

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Beach/lakeside relaxation
CADAME is a cosy retreat within easy access of both bus and train stations 3mins walk. Town centre 5mins to the swing bridge. The lounge is very comfortable and fully centrally heated for those cosy winter nights. The kitchen dining area is open plan, with a breakfast …see more

Certificate of Excellence

from $101 / night

$667 / week

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from $101 / night

6

Whitby Vacation cottage rental

Scarborough District / Whitby

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Car not necessary
A beautifully presented property, located overlooking the harbour in historic Whitby. Based on one floor this Whitby cottage offers modern accommodation for family groups wanting to enjoy a traditional seaside holiday, but with easy access to the stunning surrounding c …see more

from $115 / night

$876 / week

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Responds fast!
avg. 1 hour 27 minutes

from $115 / night

(48) Excellent 

Certificate of Excellence

44

Central Whitby Vacation apartment rental

Whitby / Central Whitby

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Child friendly
  • Car not necessary
This self catering, two bedroom apartment is perfectly situated for exploring Whitby and North Yorkshire. Rated 4+ star by 'Visit England' it's peaceful and secure central location is less than 500 meters from the main shopping streets of Flowergate/Baxtergate and the t …see more

Certificate of Excellence

from $101 / night

$535 - $869 / week

Book View

from $101 / night

(1) Excellent 

11

Vacation home in Whitby

Scarborough District / Whitby

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Nearest beach 0.5 mi
  • Child friendly
  • Car not necessary
Welcome to Pegasus Cottage Our charming cottage is centrally located in the heart of the old town within a cobbled yard to the rear of the White Horse and Griffin a famous old coaching inn off Church Street. All of Whitby's amenities are on your doorstep. A wonderful …see more

from $108 / night

$742 / week

Book View

from $108 / night

(19) Very Good 

Certificate of Excellence

24

Vacation cottage in Whitby

Scarborough District / Whitby

3 5 Min stay varies

  • 3 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.5 mi
  • Child friendly
WE HAVE PRIVATE PARKING. Abbey View cottage is located in The Paddock in the centre of Whitby and is a quiet oasis in the heart of this bustling coastal town. Its central location means that it is minutes from every thing that Whitby has to offer: restaurants, bistro …see more

Certificate of Excellence

from $189 / night

$627 - $1,179 / week

Book View

Responds fast!
avg. 3 hours 27 minutes

from $189 / night

(51) Excellent 

Certificate of Excellence

26

Vacation cottage in Whitby

Scarborough District / Whitby

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 6 mi
  • Child friendly
150 Years old, Honeysuckle Cottage is a deliciously cosy stone cottage situated in the hamlet of Moorsholm (Gold Medal, Best Small Village, Britain in Bloom 2014 and 2015), ideal for visiting the moors and coastal areas. The cottage is appointed to an extremely high st …see more

Certificate of Excellence

from $95 / night

$661 / week

Book View

Responds fast!
avg. 1 hour 39 minutes

from $95 / night

(54) Excellent 

22

Vacation apartment with golf nearby in Sandsend

Whitby / Sandsend

3 7 Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
  • Beach/lakeside relaxation
  • Child friendly
Lovingly renovated whole middle floor apartment situated in the picturesque village of Sandsend. Opposing the popular sandy beach and the mouth of the Esk Beck, which is decorated and furnished to a very high standard with a home from home approach offering superb panor …see more

from $155 / night

$661 - $1,240 / week

Book View

from $155 / night

(1) Excellent 

12

Vacation apartment with golf nearby in Whitby

Scarborough District / Whitby

2 3 Min stay varies

  • 2 bedrooms
  • Sleeps 3
  • Min stay varies
  • Child friendly
Ravenswood is perfectly based overlooking the sea in the heart of the delightful village of Sandsend, providing stunning panoramic views from Sandsend Nab all the way to the Whitby Abbey. Sandsend is situated two miles North of Whitby, North Yorkshire and has a sweepin …see more

from $162 / night

$876 - $1,280 / week

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Responds fast!
avg. 33 minutes

from $162 / night