Holiday houses in Pitlessie

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Top-rated holiday rentals in Pitlessie

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Guest favourite
A round stone structure features a grand portico with an ornate archway and decorative details. Lush green grass surrounds the building, complemented by a backdrop of trees displaying autumn foliage. The clear blue sky adds brightness to the tranquil setting.
Tower in Edinburgh
4.94 out of 5 average rating, 231 reviews

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.

Top Guest favourite
A traditional terraced cottage is set against a lush green hillside under a partly cloudy sky. A red-tiled roof contrasts with stone walls. Flower pots are placed near the entrance, enhancing the cottage's rustic charm. The spacious surrounding landscape invites exploration.
Cottage in Falkland
4.94 out of 5 average rating, 170 reviews

Beautiful royal-village cottage with wood-burner

Eastmost Cottage is in a wonderful position on the edge of the historic village of Falkland. It's a short walk from the fine Renaissance Falkland Palace, the heart of the medieval village with its independent shops, cafes restaurants and pub. There is great walking in the Lomond hills, accessible on foot. The wonderful Covenanter has great food all day; the Hayloft and Pillars of Hercules are lovely cafes. The Stag is a lovely bistro (our fav). Fine dining at the Boar's Head in Auchtermuchty.

Top Guest favourite
Castle in Clackmannanshire
4.98 out of 5 average rating, 120 reviews

DOLLARBEG CASTLE - The Tower - luxury 3 bed rental

DOLLARBEG CASTLE offers a unique castle experience in Scotland. This luxury apartment has 3 themed bedrooms, a cinema room & tower, with private rooftop terrace with sweeping panoramic views, including the the stunning Ochil Hills. The Tower apartment at the unique & historic Dollarbeg Castle has been fully refurbished & is presented to a high standard, with luxury furnishings. It retains great character throughout, with turreted corners in several rooms & outstanding views from every window.

Top Guest favourite
Apartment in Falkland
4.96 out of 5 average rating, 161 reviews

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.

Top Guest favourite
The open plan living area is characterized by double-height ceilings and large windows, allowing for ample natural light. A comfortable sofa is positioned next to a sleek coffee table. A stylish wooden staircase leads to the mezzanine, while modern art adorns the walls.
Barn in Fife
4.93 out of 5 average rating, 312 reviews

Beautifully converted farm barn with mezzanine

The Barn is a newly converted farm building on a quiet farm in a rural location 1km from Lundin Links. This 1 bed mezzanine is incredibly spacious yet cozy and welcoming. Finished & furnished to a high standard the property is well equipped with everything you will need to enjoy your stay. Fully contained garden to front, and private courtyard to rear, both ideally positioned to enjoy the morning and evening sun. Only a few minutes to the local beach, pub, shops & golf courses. Pets welcome.

Top Guest favourite
The exterior of The Old Pump House is showcased, featuring a large wooden deck with steps leading up to it. Two wooden chairs and a small table are positioned on the deck, while a gas BBQ is visible nearby. Lush green trees provide a natural backdrop.
Tiny home in Methven
4.97 out of 5 average rating, 540 reviews

Restored Pump House - 6 miles from Perth

This unique dwelling was originally a water pumping house for the local village and was restored in 2020. Just 6 miles from Perth, this tiny house offers access to miles of glorious Perthshire countryside. With plenty of private parking, quirky ladder to the mezzanine sleeping area, wood burner, underfloor heating plus modern fixtures and fittings, The Old Pump House offers the perfect accommodation for lovers of the great outdoors. P&K License Number - PK11501F EPC rating - Band D (67)

Top Guest favourite
The exterior of the tiny house features traditional stone walls and a sloping roof. A blue door serves as the entrance, framed by two white windows. The cobblestone path leads to a small, manicured grassy area, with warm light reflecting off the building during sunset.
Tiny home in Kinnesswood
4.99 out of 5 average rating, 113 reviews

Tiny House in Cosy Village

Dating back to the 1700s, this tiny house had sat empty for over 50 years until George (Heather's son) invested his life savings to completely renovate it to a high standard, while retaining the original character of the building. Sitting below Bishop Hill in the picturesque village of Kinnesswood (2023 joint winner of Britain in Bloom's 'Village' category!), the tiny house is surrounded by breathtaking views, fantastic walks, and an abundance of local farm shops, cafes, and restaurants.

Top Guest favourite
A charming entrance is visible with a set of stairs leading to a Shepards hut, surrounded by greenery. Potted plants and a small wooden table with two folding chairs create a welcoming outdoor space for relaxation.
Shepherd’s hut in Perth and Kinross
4.96 out of 5 average rating, 112 reviews

Cosy heated Shepard’s hut with beautiful views

A very comfortable, beautifully appointed Shepards hut with the most stunning views over the Tay valley. An ideal location to relax, reconnect and explore the magic of Perthshire. We are lucky enough to have ancient woodlands for you to explore, full of incredible wildlife, we also have a wild swimming pond for those looking for a cold water fix - look us up under cotwild The Shepards hut sleeps 2 adults & 2 children under 12yrs on a sofa bed sleeping bag. 2 well behaved dogs welcome.

Top Guest favourite
A cozy living space features a soft gray sofa and armchair, complemented by natural decor elements. A wood accent shelf holds a basket and plaid throw, while a lamp stands beside a textured side table. Light enters through an open door, illuminating the room.
Cottage in Fife
4.98 out of 5 average rating, 252 reviews

Escape to a luxury country cottage and ocean views

Built in 1829 Drinkbetween East has had a complete renovation and make over. Every detail has been thoughtfully selected to ensure the most comfortable and luxurious stay possible. The cottage is ideally located on Banchory Farm a 40 minute drive from Edinburgh, St Andrews and Gleneagles with easy access to public transport links. With your own private garden and fire pit enjoy the peacefulness and calm that beautiful rural Scotland has to offer so you can truly relax and unwind.

Top Guest favourite
Castle in Dollar
4.98 out of 5 average rating, 207 reviews

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.

Guest favourite
The exterior of the hut features a unique black wooden facade, nestled among vibrant greenery. A sloped pathway with rustic wooden steps leads up to the entrance, framed by trees and lush foliage. A small balcony with seating offers a view of the surrounding woodland.
Hut in Clackmannanshire
4.96 out of 5 average rating, 184 reviews

Escapist Off Grid Cabin Amongst the Trees.

Turn up and tune in to nature at Nova, an architect designed hut offering an off grid experience with simple comfort and style. Sited on the edge of a private 16 acre birch wood overlooking the Hillfoot town of Dollar and the Ochil Hills the space is designed for relaxing and resetting. Watch the shifting sky over the Devon valley, soak in hot spring water in the outdoor wood fired bath tubs, BBQ a feast on the open fire; wander and explore the woodland.

Top Guest favourite
A wooden cabin is nestled on a gentle slope, surrounded by vibrant wildflowers, including red poppies. The cabin features a deck with a railing, overlooking an expansive grassy field that stretches into the distance under a partially cloudy sky.
Hut in Perth
4.96 out of 5 average rating, 877 reviews

Tranquil and Cosy Perthshire Cabin

Set on the edge of the gentle Ochil Hills, Barley Mill is a secluded wildlife haven where you are likely to see roe deer, buzzards, red squirrels, woodpeckers and a wide variety of small birds. Whether you want to explore the wilds of the Scottish Highlands, see the fishing villages along the coast of the East Neuk of Fife, visit the buzzing capital city of Edinburgh or historic Stirling, from Barley Mill it’s an easy drive to them all

Popular amenities for Pitlessie holiday rentals

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