Vacation rentals in Cupar

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Cupar

Guests agree: these stays are highly rated for location, cleanliness, and more.

Guest favorite
Guest suite in Fife
Idyllic B&B in the Fife Lomond Hills
*** STAY 2 NIGHTS OR LONGER AND PAY 25% LESS PER NIGHT*** Explore Fife from the comfort of this cosy 2-bedroom guest suite in the beautiful Formonthills woodlands on the edge of the Lomond Hills. Quiet and secluded yet close to amenities and three of Scotland's largest cities, Formonthills Steading is a haven for walkers, cyclists, holidaymakers or guests seeking a base from which to explore surrounding areas. Your booking gives you sole access to the whole guest suite and includes breakfast.
Aug 27 – Sep 3
$103 per night
4.98 out of 5 average rating, 110 reviews
Guest favorite
Guesthouse in St Andrews
Self-contained cottage, 2 miles from St Andrews.
Self contained wee cottage with en-suite. Living room with feature stone wall, fully equipped kitchen and patio doors which open onto the garden. Best suited for a couple with 1 double bed in the bedroom. (Chair-bed suitable for a small adult or child in the living room for extra £15 and travel cot available upon request.) Well-behaved pets welcome but NOT to be left on their own. Complimentary breakfast for the first morning, plus tea, coffee and condiments. Slow wifi STRICTLY NO SMOKING
Aug 8 – 15
$114 per night
4.94 out of 5 average rating, 181 reviews
Guest favorite
Tiny home in Falkland
❤️ Cottage experience in the heart of Falkland! ❤️
A truly romantic experience! Couples who deserve a cottage break can't look past this! The Little Dundrennan Cottage is in the heart of the stunning Falkland. A beautiful garden full of beautiful flowers and colourful plants will delight you from March till October. The cottage was a stable in the 17th and 18th centuries and now is a pleasant and charming place to stay. Enjoy a king size bed, cozy conservatory, blackout curtains, kitchen amenities , SMART tv, Netflix, wifi and other facilities.
May 26 – Jun 2
$116 per night
4.98 out of 5 average rating, 116 reviews

Popular amenities for Cupar vacation rentals

Stay near Cupar's top sights

Lidl7 locals recommend
ALDI Cupar5 locals recommend
The Boudingait9 locals recommend
Isle of May National Nature Reserve4 locals recommend
Co-op Food - Cupar3 locals recommend
The Courtyard6 locals recommend

Other great vacation rentals in Cupar

Guest favorite
Guest suite in Longforgan
Guest Suite with Private Entrance, close to Dundee
Apr 21 – 28
$63 per night
4.97 out of 5 average rating, 292 reviews
Guest favorite
Condo in Cupar
Luxury central ground floor flat (nr St Andrews)
Aug 31 – Sep 7
$172 per night
5.0 out of 5 average rating, 80 reviews
Guest favorite
Townhouse in Fife
Newly renovated 3-bedroom townhouse in Cupar, Fife
Nov 26 – Dec 3
$151 per night
4.94 out of 5 average rating, 33 reviews
Guest favorite
Cottage in Cupar
Garden Cottage, nr St Andrews. Glorious location!
Nov 28 – Dec 5
$162 per night
4.89 out of 5 average rating, 83 reviews
Guest favorite
Vacation home in Rathillet
Detached Country Annexe 20 mins from St Andrews
Oct 29 – Nov 5
$109 per night
5.0 out of 5 average rating, 32 reviews
Guest favorite
Cottage in Cupar
Delightful Country Cottage
Feb 13 – 20
$185 per night
4.98 out of 5 average rating, 92 reviews
Guest favorite
Home in Fife
Oasis Retreat Hot Tub Escape
Oct 20 – 27
$401 per night
4.94 out of 5 average rating, 16 reviews
Guest favorite
Condo in Fife
Country Cottage Apartment 20 mins from St Andrews
Dec 13 – 20
$101 per night
5.0 out of 5 average rating, 37 reviews
Guest favorite
Home in Fife
Stunning holiday 'Retreat' with WOW factor!
Feb 17 – 24
$187 per night
4.95 out of 5 average rating, 64 reviews
Guest favorite
Apartment in Fife
Unique Apartment sleeping 7 close to St Andrews
Jan 28 – Feb 4
$256 per night
4.89 out of 5 average rating, 38 reviews
Guest favorite
Holiday park in Ladybank
The Getaway FC/RP/02/2021
Sep 19 – 26
$94 per night
5.0 out of 5 average rating, 11 reviews
Guest favorite
Home in Springfield
Edenfield House, Springfield, Fife
Jan 21 – 28
$493 per night
5.0 out of 5 average rating, 58 reviews

Quick stats about vacation rentals in Cupar

Total rentals

30 properties

Rentals with dedicated workspaces

10 properties have a dedicated workspace

Pet-friendly rentals

10 properties allow pets

Family-friendly rentals

20 properties are a good fit for families

Total number of reviews

1.6K reviews

Nightly prices starting at

$20 before taxes and fees

Frequently Asked Questions

  • Do house rentals in Cupar have a kitchen?

    Absolutely! We offer over 10 house rentals with a kitchen in Cupar. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Cupar have wifi?

    Absolutely! We offer over 20 house rentals with wifi in Cupar. Enjoy a tailored experience with all the comforts you desire.

  • Are there pet-friendly vacation rentals in Cupar?

    Four-legged friends are welcome in Cupar. Choose from more than 10 vacation rentals for guests traveling with pets.

  • Do house rentals in Cupar have free parking?

    Absolutely! We offer over 10 house rentals with free parking in Cupar. Enjoy a tailored experience with all the comforts you desire.

  • Are there family-friendly vacation rentals in Cupar?

    Cupar has more than 20 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • Are there vacation rentals with a dedicated workspace in Cupar?

    Yes! Work meets play with ease at over 10 vacation rentals in Cupar featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • How much does it cost to stay in house rentals in Cupar?

    Experience the best of Cupar with our house rentals, starting at about $50 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Where should I stay in Cupar?

    Make yourself at home in Cupar by choosing from our most frequently booked neighborhoods. We have over 60 vacation rentals in Cupar Muir, and over 140 vacation rentals in Cupar.

Destinations to explore

  1. Airbnb
  2. United Kingdom
  3. Scotland
  4. Fife
  5. Cupar