A rural landscape with fields, a small village, and a large white building.

Pitlessie Vacation Rentals

Check prices for these dates

In two weeks
Sep 18 - Sep 20
In two months
Oct 30 - Nov 1
In three months
Nov 27 - Nov 29
In four months
Dec 25 - Dec 27

Our top choices for Pitlessie vacation rentals

A compact kitchen with a sink, a microwave, and a small refrigerator. There is a table with a floral tablecloth and two chairs. A fire extinguisher is mounted on the wall.

1. Cosy, Rural and Ensuite Glamping Cabin.

Cosy, Rural and Ensuite Glamping Cabin.
Leven
9.2 out of 10, Wonderful, (5 reviews)
"Lovely location, cabin was well equipped. Beautiful place. "
United Kingdom
Diane D.
$178 nightly
The price is $178
Sep 29 - Sep 30
Total with taxes and fees
Cosy, Rural and Ensuite Glamping Cabin.
A neatly made bed with a white duvet and two pillows, flanked by two bedside lamps. Above the bed, there are three wall-mounted decorative panels.

2. Station View Lodge - Near Balbirnie House Markinch

Station View Lodge - Near Balbirnie House Markinch
3.5 star property
Glenrothes
10.0 out of 10, Exceptional, (2 reviews)
"Fabulous place in a great location, very quiet and safe area and plenty of car parking available overnight with restricted parking during the day. Accommodation was excellent and I will definitely use it again, kitchen was well stocked and the bed very comfy and overall the place was very well done out and clean. Communication with the host was very good additionally."
United Kingdom
Malcolm
$130 nightly
The price is $151
Sep 20 - Sep 21
Total with taxes and fees
Station View Lodge - Near Balbirnie House Markinch
A compact kitchen with a microwave, kettle, and sink. There is a small refrigerator, wooden chairs, and a table.

3. Rural Cosy Cabin With Beautiful Views Over Fife

Rural Cosy Cabin With Beautiful Views Over Fife
Leven
9.8 out of 10, Exceptional, (11 reviews)
"The small cabin is well situated with an absolutely stunning view over some fields and out to the water and only about 20 minutes to St Andrews. The cabins are well spaced with their own picnic table and firepit and it was nice it was dog friendly as well!"
United Kingdom
Audra
$159 nightly
The price is $159
Sep 8 - Sep 9
Total with taxes and fees
Rural Cosy Cabin With Beautiful Views Over Fife
A black wrought iron gate with a door, a stone wall, and a window with shutters.

4. Modern, 2 bedroom, pet-friendly studio, close to Scotlands best golf courses!

Modern, 2 bedroom, pet-friendly studio, close to Scotlands best golf courses!
Cupar
8.8 out of 10, Excellent, (3 reviews)
"Our stay was absolutely wonderful! The place was spotless, comfortable, and exactly as described. The bed was comfy, the kitchen had all the essentials, and check-in was a breeze. thoughtful touches and perfect location, everything exceeded our expectations. Also great communication from Nadine throughout our stay. Definitely will come back again — highly recommend!"
United Kingdom
Russell H.
$212 nightly
The price is $212
Sep 28 - Sep 29
Total with taxes and fees
Modern, 2 bedroom, pet-friendly studio, close to Scotlands best golf courses!
A neatly made bed with a white duvet and two pillows, flanked by two bedside lamps. Above the bed, there are three wall-mounted decorative panels.

5. Station View Lodge - near Balbirnie House Markinch

Station View Lodge - near Balbirnie House Markinch
Markinch
10.0 out of 10, Exceptional, (2 reviews)
"Stunning quirky accommodation and central"
United Kingdom
Malcolm R.
$141 nightly
The price is $141
Sep 29 - Sep 30
Total with taxes and fees
Station View Lodge - near Balbirnie House Markinch
A compact kitchen with white cabinets, a red countertop, a sink, a kettle, a toaster, and a small dining area with a chair.

6. Cosy Cabin With Hot Tub & Sauna in East Wemyss

Cosy Cabin With Hot Tub & Sauna in East Wemyss
3.0 star property
Kirkcaldy
$185 nightly
The price is $222
Oct 3 - Oct 4
Total with taxes and fees
Cosy Cabin With Hot Tub & Sauna in East Wemyss
A restaurant with wooden tables and chairs, hanging rattan lamps, and indoor plants.

7. THE SPACE TO STAY APARTHOTEL

THE SPACE TO STAY APARTHOTEL
4.5 star property
St. Andrews
8.8 out of 10, Excellent, (185 reviews)
"Laura checked us in and she was amazing & super helpful! Bed was comfy & location was good. Bit of a maze getting to/from carpark, reception and out and needed key to get in/out of all doors but otherwise great place to stay."
Australia
Jessica
THE SPACE TO STAY APARTHOTEL
A cozy room with a wooden ceiling, a sofa with a patterned pillow, and a view of an outdoor picnic area through a glass door.

8. Luxury Cosy Cabin With Beautiful Views Over Fife

Luxury Cosy Cabin With Beautiful Views Over Fife
Leven
$155 nightly
The price is $155
Oct 4 - Oct 5
Total with taxes and fees
Luxury Cosy Cabin With Beautiful Views Over Fife
A neatly made bed with a quilted cover, two bedside lamps, a tray with croissants, and a coffee maker on the nightstand.

9. Horseshoe Cottage is cosy and welcoming, perfect for a romantic break.

Horseshoe Cottage is cosy and welcoming, perfect for a romantic break.
Freuchie, near Cupar
9.6 out of 10, Exceptional, (11 reviews)
"Nice little cottage for two and a small dog.30mins. Nice location to visit Dundee, St Andrews, Falkirk."
United States
Sean Nugent
$347 nightly
The price is $347
Sep 27 - Sep 28
Total with taxes and fees
Horseshoe Cottage is cosy and welcoming, perfect for a romantic break.
A stone house with a gravel driveway and a wooden gate.

10. Katmoget Cottage

Katmoget Cottage
3.0 star property
Cupar
$472 nightly
The price is $567
Oct 3 - Oct 4
Total with taxes and fees
Katmoget Cottage
A living room with a sofa, a small table with a plant, a lamp, and a view of a park through the window.

11. Beach & City Access Flat 2 Floors, Full Kitchen near train 7mins

Beach & City Access Flat 2 Floors, Full Kitchen near train 7mins
Methil
7.2 out of 10, Good, (12 reviews)
"Loved the location. Close to amenities. Greetings from Canada 😊"
Canada
Terry S.
$280 nightly
The price is $280
Sep 8 - Sep 9
Total with taxes and fees
Beach & City Access Flat 2 Floors, Full Kitchen near train 7mins
A historic stone building with a symmetrical garden featuring a maze and neatly trimmed hedges.

12. The Landmark Hotel and Leisure Club | SUPR DBL

The Landmark Hotel and Leisure Club | SUPR DBL
Dundee
8.2 out of 10, Very Good, (22 reviews)
"Lovely place. Small items like older shower heads, brackets for holders etc. Needing of some maintenance."
Canada
Gregory
$71 nightly
The price is $71
Sep 20 - Sep 21
Total with taxes and fees
The Landmark Hotel and Leisure Club | SUPR DBL
A cozy, wooden interior with a dining area, kitchen, and a loft bedroom with a skylight.

13. No1. Apartments & Bedrooms St Andrews - St Mary’s

No1. Apartments & Bedrooms St Andrews - St Mary’s
4.0 star property
St. Andrews
9.6 out of 10, Exceptional, (246 reviews)
"Amazing!"
United States
Jasson
$240 nightly
The price is $288
Sep 15 - Sep 16
Total with taxes and fees
No1. Apartments & Bedrooms St Andrews - St Mary’s
A multi-story residential building with a visible staircase, a small wooden structure at the entrance, and a balcony with string lights.

14. 2-Bed Upper Flat Near Leven Station & Beach

2-Bed Upper Flat Near Leven Station & Beach
Methil
$277 nightly
The price is $277
Sep 13 - Sep 14
Total with taxes and fees
2-Bed Upper Flat Near Leven Station & Beach
A wooden cabin with a curved roof, surrounded by lush greenery and a large tree.

15. Cosy Ensuite Glamping With A Hot Tub

Cosy Ensuite Glamping With A Hot Tub
Leven
$325 nightly
The price is $325
Oct 4 - Oct 5
Total with taxes and fees
Cosy Ensuite Glamping With A Hot Tub
A modern living room with a dining area, a sofa set, a flat-screen TV, and a large window with curtains.

16. Seaside Escape in Kirkcaldy

Seaside Escape in Kirkcaldy
3.0 star property
Kirkcaldy
10.0 out of 10, Exceptional, (3 reviews)
"It was amazing and nice stay ."
United Kingdom
Faisal
$202 nightly
The price is $243
Sep 29 - Sep 30
Total with taxes and fees
Seaside Escape in Kirkcaldy
A wooden deck with a glass ceiling, a sofa with cushions, and a wood-burning stove.

17. Accessible Large Wooden Cabin with Hot Tub

Accessible Large Wooden Cabin with Hot Tub
Leven
$343 nightly
The price is $343
Sep 29 - Sep 30
Total with taxes and fees
Accessible Large Wooden Cabin with Hot Tub
A greenhouse with a central pathway, benches, and surrounding flower beds.

18. Rose Cottage - UK52178

Rose Cottage - UK52178
Leven
$415 nightly
The price is $415
Oct 1 - Oct 2
Total with taxes and fees
Rose Cottage - UK52178
A wooden deck with a rope barrier, a wooden structure, and a clear view of a grassy field.

19. Luxury Rural Cabin with Wood Fired Hot Tub

Luxury Rural Cabin with Wood Fired Hot Tub
Leven
$350 nightly
The price is $350
Sep 29 - Sep 30
Total with taxes and fees
Luxury Rural Cabin with Wood Fired Hot Tub
A two-story house with a front porch, large windows, and a brick foundation.

20. Lower Lodge

Lower Lodge
3.0 star property
Cupar
Lower Lodge
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Pitlessie Hotel Reviews

Apex City Quay Hotel & Spa

Apex City Quay Hotel & Spa

10/10 Excellent
"A nice hotel in a very nice medium sized city, perfect for area exploration."
Frederick 2-night trip
Posted 7 hours ago
Apex City Quay Hotel & Spa

Find out more about Pitlessie

Everything you need to know about Pitlessie vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Pitlessie vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Pitlessie vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Pitlessie vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Pitlessie. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Pitlessie in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $159 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Pitlessie rentals

At Expedia, we put the best Pitlessie vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Pitlessie rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Pitlessie vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Pitlessie. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently asked questions

Can I find vacation rentals in Pitlessie?

Yes, there are vacation rentals close to the most popular attractions in Pitlessie, or you can choose a more secluded option if you'd like a relaxing place to stay.

What's the top vacation rental in Pitlessie?

4 Bed-sleeps 8- Free Parking-pets-hot Tub: This vacation home rental outside of Pitlessie is equipped with a private yard, laundry facilities, and free WiFi to help you feel comfortable during your stay. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

What’s there to see and do in Pitlessie?

Explore the area and family-friendly sights such as The Scottish Deer Centre, or get out into nature at a spot like Falkland Palace. Leven Beach and Lomond Hills are a couple of places you'll find in the larger area.

What’s a vacation rental in Pitlessie like?

A vacation rental is a private property you can stay in for several days or longer in Pitlessie. Vacation rentals feature extras such as laundry facilities and kitchens to help you enjoy your stay. If you're concerned about a sanitized environment, a vacation rental can provide a sense of seclusion away from public hotel elevators and busy front desks while still allowing you to travel. You'll also get more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a popular choice for a family trip.