20 Best Vacation Rentals in Cupar - Holiday Lettings - Cabins

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629 Vacation rentals

14

Cottage rental in Cupar

Fife / Cupar

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Nearest beach 23 mi
  • Child friendly
  • Pet friendly
Cherry Blossom Cottage with Private Hot Tub PLEASE NOTE: We recommend you ask for a quote, holiday lettings do not calculate our prices accurately and often overprice our property, choosing the 'contact the owner' button allows us to respond with correct pricing. A b …see more

from $226 / night

$904 - $1,426 / week

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from $226 / night

(23) Very Good 

Certificate of Excellence

20

Cupar Vacation home accommodation

Fife / Cupar

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Nearest beach 14 mi
  • Child friendly
This self catering one bedroom cottage is situated in the picturesque village of Ceres, in North East Fife. Situated only 2 miles from Cupar and 7 miles from St Andrews, the historic centre of golf, boasting the oldest course in the world. It is also only 40 miles from …see more

Certificate of Excellence

from $85 / night

$593 / week

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Responds fast!
avg. 3 hours 40 minutes

from $85 / night

(4) Excellent 

21

Vacation cottage in Cupar

Fife / Cupar

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 17 mi
  • Child friendly
  • Pet friendly
A lovely spacious cottage set in rural Fife. South tower cottage is set in the grounds of Cairnie fruit farm, not far from Cupar and St Andrews. The property was converted recently from a coach house and stable into a large open plan kitchen, living room with 13ft barre …see more

from $226 / night

$945 - $1,121 / week

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from $226 / night

12

Vacation home in Peat Inn

Cupar / Peat Inn

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
  • Nearest beach 10 mi
  • Private garden
Delightful little bright and airy new detached Norwegian timber house in private grounds in quiet Peat Inn hamlet famous for its Michelin starred restaurant. Stunning westerly views in elevated location out towards the Lomond Hills, the property enjoys beautiful gardens …see more

from $113 / night

$529 / week

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Responds fast!
avg. 2 hours 3 minutes

from $113 / night

(6) Very Good 

8

Cottage rental in Cupar with golf nearby

Fife / Cupar

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Nearest beach 10 mi
  • Child friendly
  • Car not necessary
Cosy cottage in the conservation area of Cupar. Bright and sunny cottage within a few minutes walk of the town centre on quiet residential street. Living room with home office area, WiFi, 2 compact bedrooms, each with double bed, bathroom with over bath shower, kitche …see more

from $141 / night

$564 / week

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from $141 / night

24

Vacation apartment in Peat Inn

Cupar / Peat Inn

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Pet friendly
The Wynd is situated in the middle of New Gilston country hamlet, stop at the red phone box and you have found us. We are 10 minutes from StAndrews and 2 minutes from the Peat Inn Restaurant. The spacious private self catering accommodation is adjacent to our family hom …see more

from $85 / night

$593 / week

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Responds fast!
avg. 3 hours 22 minutes

from $85 / night

(1) Very Good 

14

Cupar Vacation yurt accommodation

Fife / Cupar

1 4 1 night min

  • 1 bedroom
  • Sleeps 4
  • 1 night min
  • Child friendly
The hobbit yurt is a charming one off yurt surrounded by woodland which offered ad regret of seclusion and privacy. There is a fully equipped kitchen and shower room your your use in an adjacent building. The hobbit yurt has a double bed and a futon which folds into a s …see more

from $106 / night

$564 / week

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Responds fast!
avg. 2 hours 3 minutes

from $106 / night

(1) Very Good 

64

Vacation castle with golf nearby in Cupar

Fife / Cupar

6 14 7 nights min

  • 6 bedrooms
  • Sleeps 14
  • 7 nights min
  • Beach/lakeside relaxation
  • Child friendly
Exceptional medieval castle lovingly restored to its original splendour sleeping up to 12 adults and 2 children over four floors. Set within a beautiful rural area with plenty of outdoor open space for children to play. Mostly wooden and tiled f …see more

from $423 / night

$2,961 - $5,640 / week

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from $423 / night

(3) Excellent 

16

Bungalow rental in Cupar with golf nearby

Fife / Cupar

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
  • Child friendly
  • Pet friendly
'WeeBothy' is a lovely one-bedroom apartment in a converted sandstone building, within steading style surrounds. Set in lovely Fife countryside, it is ideal for a short break in FIfe, with Cupar 5 miles away and St Andrews and the coast only 16 miles away. Falkl …see more

from $126 / night

$845 / week

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Responds fast!
avg. 48 minutes

from $126 / night

7

Vacation home in Ladybank

Cupar / Ladybank

4 8 2 nights min

  • 4 bedrooms
  • Sleeps 8
  • 2 nights min
  • Child friendly
The west wing is a charming self contained wing of the Historical Melville House. The property is 300years old and originally house the laundry for the main house. It features a lovely big family kitchen and generous living room, perfect for getting together at the end …see more

from $311 / night

$1,692 / week

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Responds fast!
avg. 2 hours 3 minutes

from $311 / night

(4) Very Good 

23

Vacation lodge in Cupar

Fife / Cupar

3 5 2 nights min

  • 3 bedrooms
  • Sleeps 5
  • 2 nights min
  • Child friendly
300 year old Georgian garden pavilion, modernised inside to offer everything you need for a weekend away from it all. The east pavilion offers a double room, a twin room and a single, all ensuite along with a well equipped kitchen and living room. The property is Set in …see more

from $226 / night

$973 / week

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Responds fast!
avg. 2 hours 3 minutes

from $226 / night

(4) Excellent 

13

Vacation apartment in Cupar

Fife / Cupar

2 5 2 nights min

  • 2 bedrooms
  • Sleeps 5
  • 2 nights min
  • Child friendly
  • Private garden
If you looking for stay of more than 3 nights ask for weekly rate- it's cheaper than multiple nights. Spacious ground floor apartment with two large bedrooms, lounge, dining room, well equipped galley kitchen and shower room. Can be booked with the 3 bedroom Upper Moat …see more

from $212 / night

$987 / week

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from $212 / night

(7) Very Good 

39

Vacation cottage in Cupar

Fife / Cupar

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Nearest beach 14 mi
  • Child friendly
  • Private garden
Hi. I’m Margo and I’d like to welcome you to Garden Cottage! Garden Cottage is a special place in the countryside of Fife, only about 9 miles from St Andrews, but light years from the noise of town and city living. Here, we work hard to make your holiday just a little m …see more

from $170 / night

$882 - $980 / week

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Responds fast!
avg. 2 hours 34 minutes

from $170 / night

(1) Excellent 

10

Cupar Vacation apartment rental

Fife / Cupar

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 10 mi
  • Ask about children
  • Car not necessary
Moatville Upper is the first floor apartment of a detached Victorian villa in Cupar. It is possible to book both Upper & Lower together to make a sizeable property for a family or business group. Located on a quiet residential street just 2 minutes walk from the Co o …see more

from $212 / night

$987 - $1,135 / week

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from $212 / night

13

Lodge rental in Cupar

Fife / Cupar

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Nearest beach 23 mi
  • Child friendly
  • Pet friendly
Copper Beech Lodge with Private Hot Tub PLEASE NOTE: We recommend you ask for a quote, holiday lettings do not calculate our prices accurately and often overprice our property, choosing the 'contact the owner' button allows us to respond with correct pricing. A break …see more

from $202 / night

$803 - $1,260 / week

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from $202 / night

15

Vacation home rental

Fife / Cupar

1 2 7 nights min

  • 1 bedroom
  • Sleeps 2
  • 7 nights min
  • Suitable for children age 5+
  • Pet friendly
  • Private garden
COSY RETREAT CLOSE TO THE TOWNS OF CUPAR AND ST ANDREWS This very well-presented, stylish single storey property, is nestled in a peaceful tranquil countryside setting, it is adjoined to the delightful owner’s house, yet privacy is assured during your stay. Locate …see more

from $64 / night

$445 - $688 / week

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from $64 / night

(16) Excellent 

25

Vacation cottage in Cupar

Fife / Cupar

8 16 2 nights min

  • 8 bedrooms
  • Sleeps 16
  • 2 nights min
  • Nearest beach 18 mi
  • Child friendly
  • Pet friendly
The Rings is a fully accessible holiday cottage that can take groups of varying sizes. Flexibility has been built in from the start and you can book as many or as few rooms as you wish as areas can be blocked off and used by other groups. Each room has it's own independ …see more

from $156 / night

$1,086 / week

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Responds fast!
avg. 1 hour 17 minutes

from $156 / night

11

Cupar Vacation log cabin accommodation

Fife / Cupar

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
Set in the Fife glens with stunning views of the surrounding countryside, the luxurious Bird Lodges are the perfect place to escape and relax in your own private hot tub! Sleeping up to 4, all lodges come with 1 master bedroom with super kingsize bed and ensuite shower …see more

from $96 / night

$962 - $1,433 / week

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from $96 / night

10

Cupar Vacation log cabin rental

Fife / Cupar

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
Set in the Fife glens with stunning views of the surrounding countryside, the luxurious Bird Lodges are the perfect place to escape and relax in your own private hot tub! Sleeping up to 4, all lodges come with 1 master bedroom with super kingsize bed and ensuite shower …see more

from $108 / night

$962 - $1,433 / week

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from $108 / night

10

Vacation log cabin in Cupar

Fife / Cupar

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
Providing luxury furnishings and features, the spectacular 2 bedroomed Rowan Tree Cottage is the perfect getaway in Fife. Equipped with TV, DVD player and Wi-Fi, all your entertainment needs are met. There’s also a woodburning stove and outside, you can enjoy the privat …see more

from $127 / night

$1,133 - $1,604 / week

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from $127 / night

15

Log cabin rental in Cupar

Fife / Cupar

2 2 Min stay varies

  • 2 bedrooms
  • Sleeps 2
  • Min stay varies
  • Suitable for children age 5+
Providing luxury furnishings and features, the spectacular Maple Cottage is the perfect romantic getaway in Fife. Equipped with TV, DVD player, iPod docking station and Wi-Fi, all your entertainment needs are met. There’s also a wood burning stove and outside you can en …see more

from $122 / night

$994 - $1,334 / week

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from $122 / night

18

Vacation log cabin in Cupar

Fife / Cupar

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
Set in the Fife countryside with stunning views of the surrounding area, the luxurious Tree Lodges are the perfect place to escape and relax in your own private hot tub! Sleeping up to 4, all lodges come with 1 master bedroom with king size bed, and a family bathroom. B …see more

from $86 / night

$882 - $1,338 / week

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from $86 / night

10

Cupar Vacation log cabin rental

Fife / Cupar

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
Set in the Fife glens with stunning views of the surrounding countryside, the luxurious Bird Lodges are the perfect place to escape and relax in your own private hot tub! Sleeping up to 4, all lodges come with 1 master bedroom with super kingsize bed and ensuite shower …see more

from $108 / night

$962 - $1,433 / week

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from $108 / night

20

Vacation log cabin in Cupar

Fife / Cupar

2 8 Min stay varies

  • 2 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly
Providing luxury furnishings and features, the newly renovated Farmhouse is the perfect getaway in Fife. Sleeping 8 in 4 ensuite bedrooms, you can enjoy the private decking area with enclosed garden and relax in the hot tub! This luxury house also features fully fitted …see more

from $236 / night

$1,791 - $2,952 / week

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from $236 / night