Holiday rentals in Pitlessie

4.89 out of 5 average rating, 148 reviews

Cabin

Dream Tower Cabin

This uniquely designed cabin (co-created with architect Akiko Kobayashi) is a rural dream pad. Perfect for a quiet getaway, a romantic hideout or a base to explore the beauty of Fife. With a separate dedicated workspace it’s also a perfect place to write or create something special (or even to keep a hand in at work, not recommended!). The dynamic shapes of the building are designed to keep your eye satisfied and to encourage the curiosity required to be creative. 🏳️‍🌈 🏳️‍⚧️ LGBTQIA friendly

5 out of 5 average rating, 110 reviews

Luxury River View Farm Cottage + Dog Friendly

Enjoy stunning views over the River Tay from a luxury countryside base (35 mins from St Andrews & 50 mins from Edinburgh). Old Parkhill is a beautifully restored 3 bedroom farm cottage, featuring a stylish open plan space, designer kitchen, wood burning stove and heated polished concrete floors. Relax in marble washrooms, one with a clawfoot bath, the other a walk-in shower. French doors open out to a courtyard dining area + pizza oven, fire pit and acres of farmland, forest + trails to explore.

4.96 out of 5 average rating, 187 reviews

Tower

Craigiehall Temple (historic property built 1759)

Make you trip to Edinburgh truly memorable with a stay at Craigiehall Temple. Built in 1759 and situated in its own grounds on a former part of the Craigiehall Estate, it's Grade A listed for its stunning portico displaying the arms of the 1st Marquess of Annandale. A plaque on the wall carries a quote from Horace: "Dum Iicet in rebus jucundis vive beatus", "Live happy while you can among joyful things". We hope that a stay at the Temple will deliver this experience and stay true to this vision.

4.97 out of 5 average rating, 151 reviews

Tiny home

❤️ 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.

4.96 out of 5 average rating, 150 reviews

Flat

The Studio at Old Lathrisk

The Studio at Old Lathrisk (FI 00782 F) is a ground floor apartment in a 16th century Scottish country house near Falkland (where the series #Outlander is filmed!). It's a beautiful, stylish, cosy holiday space for 2 with an ensuite shower room and self catering cooking facilities. A perfect romantic hideaway with doorstep parking, a private entrance and access to the family's large beautiful garden. The countryside apartment is set in mature parkland with a beech lined driveway to the house.

4.94 out of 5 average rating, 381 reviews

Beautiful stables conversion in rural location

The stables is a recently developed single story cottage on Hatton Farm. This quiet rural location is 1km from Lundin Links. Finished & furnished to a high standard the property is well equipped with everything you will need to enjoy your stay. Fully contained garden with a private patio & bbq area to the rear, ideally positioned to enjoy the morning & evening sun. Only a few minutes to the local beach, pub, shops & golf courses. St Andrews & the East Neuk villages are close by.

4.99 out of 5 average rating, 333 reviews

Home

Charming self contained annex apartment

Charming self contained annex apartment overlooking beautiful walled gardens. Located in a quiet area of the historic market town of Cupar and close to St Andrews and Edinburgh. This two floor self contained apartment has private gardens and ample off street parking. The upper floor provides an open plan kitchen, dining and snug area. The shower room and bedroom with king size bed is located on the ground floor. Cupar is a perfect location to explore Fife and surrounding areas.

4.98 out of 5 average rating, 140 reviews

Home

Stunning holiday 'Retreat' with WOW factor!

In an elevated position with stunning panoramic views, the Retreat is a wonderful & unique getaway to relax and unwind - equally suitable as a romantic retreat for two as for an active family. Furnished to a high standard, with all your needs - outside play tennis, relax in the lovely garden, or enjoy the surrounding countryside, including 10 acres of private farmland. Centrally located - St Andrews (golf & beach) 20 mins. Train station to Edinburgh 10 mins drive.

4.98 out of 5 average rating, 187 reviews

Castle

The Great Hall, Dollarbeg Castle

This 2 bedroom apartment is the beautifully converted former Great Hall of Dollarbeg Castle. Built in 1890, Dollarbeg Castle was the last gothic baronial style building of its type ever built. Beautifully restored in 2007 to the very highest standards, it was converted into 10 luxury properties, one of which is a conversion of the original "Great Hall" with its vaulted ceiling and majestic views across the formal grounds towards the Ochil Hills in the distance.

4.91 out of 5 average rating, 106 reviews

Garden Cottage, nr St Andrews.July-Sept rate cuts

Garden Cottage is a traditional 2 bedroom cottage with central heating, free wi-fi and its own garden, & access to our tennis court. Located on our private country estate about 9 miles from St Andrews. Price includes bed linen, towels, wi-fi & electricity, starter pack of coal, & logs for the fire. Sleeps 4 adults + child/baby, in 1 double bed, 2 single beds & futon. Cot provided. EV charger. STL licence no. FI-00612-F, by Fife Council. Sorry, no pets.

4.99 out of 5 average rating, 105 reviews

Home

Edenfield House, Springfield, Fife

Edenfield is a stunning private Manor house, dating back to the 17th century. Nestled in private grounds on the outskirts of the market town of Cupar and just a short drive from St Andrews, the home of golf with royal connections, it is ideally located to explore the beautiful north east coastline and the perfect spot for golfers. With enough space for 12 guests, it’s also the perfect place for get togethers and celebrations with friends and family.