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

Pitlessie Vacation Rentals

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Check prices for these dates

In two weeks
Oct 9 - Oct 11
In two months
Nov 20 - Nov 22
In three months
Dec 18 - Dec 20
In four months
Jan 15 - Jan 17

Our top choices for Pitlessie vacation rentals

A wicker chair with a white cushion, a plaid blanket, and a view of a grassy field through a window.

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.
$156 nightly
The price is $156
Oct 7 - Oct 8
Total with taxes and fees
Cosy, Rural and Ensuite Glamping Cabin.
A stone building with a sign reading "Banner's House."

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
$128 nightly
The price is $148
Oct 22 - Oct 23
Total with taxes and fees
Station View Lodge - Near Balbirnie House Markinch
A compact kitchen with a microwave, toaster, kettle, sink, and utensil holder.

3. Rural Cosy Cabin With Beautiful Views Over Fife

Rural Cosy Cabin With Beautiful Views Over Fife
Leven
9.8 out of 10, Exceptional, (14 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
$156 nightly
The price is $156
Oct 7 - Oct 8
Total with taxes and fees
Rural Cosy Cabin With Beautiful Views Over Fife
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.

4. 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.
$138 nightly
The price is $138
Oct 22 - Oct 23
Total with taxes and fees
Station View Lodge - near Balbirnie House Markinch
A small wooden house with a porch, two wicker chairs, and a small table.

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

Cosy Cabin With Hot Tub & Sauna in East Wemyss
3.0 star property
Kirkcaldy
$191 nightly
The price is $229
Oct 2 - Oct 3
Total with taxes and fees
Cosy Cabin With Hot Tub & Sauna in East Wemyss
A black wrought iron gate with a door, a stone wall, and a window with shutters.

6. 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.
$207 nightly
The price is $207
Oct 14 - Oct 15
Total with taxes and fees
Modern, 2 bedroom, pet-friendly studio, close to Scotlands best golf courses!
A living room with a sofa, a small table with a plant, a lamp, and a view of a park through the window.

7. 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.
$189 nightly
The price is $189
Sep 27 - Sep 28
Total with taxes and fees
Beach & City Access Flat 2 Floors, Full Kitchen near train 7mins
A wooden dining table set with white plates, cutlery, and clear glasses on coasters.

8. Luxury Cosy Cabin With Beautiful Views Over Fife

Luxury Cosy Cabin With Beautiful Views Over Fife
Leven
$152 nightly
The price is $152
Oct 7 - Oct 8
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
$282 nightly
The price is $282
Sep 26 - Sep 27
Total with taxes and fees
Horseshoe Cottage is cosy and welcoming, perfect for a romantic break.
A multi-story residential building with a visible staircase, a small wooden structure at the entrance, and a balcony with string lights.

10. 2-Bed Upper Flat Near Leven Station & Beach

2-Bed Upper Flat Near Leven Station & Beach
Methil
$195 nightly
The price is $195
Sep 27 - Sep 28
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.

11. Cosy Ensuite Glamping With A Hot Tub

Cosy Ensuite Glamping With A Hot Tub
Leven
$274 nightly
The price is $274
Oct 5 - Oct 6
Total with taxes and fees
Cosy Ensuite Glamping With A Hot Tub
A stone house with a gravel driveway and a wooden gate.

12. Katmoget Cottage

Katmoget Cottage
3.0 star property
Cupar
$463 nightly
The price is $555
Oct 7 - Oct 8
Total with taxes and fees
Katmoget Cottage
A historic stone building with a symmetrical garden featuring a maze and neatly trimmed hedges.

13. Landmark Hotel & SPA Leisure -Superior Room

Landmark Hotel & SPA Leisure -Superior Room
Dundee
8.0 out of 10, Very good, (25 reviews)
"Lovely place. Small items like older shower heads, brackets for holders etc. Needing of some maintenance."
Canada
Gregory
$51 nightly
The price is $51
Oct 25 - Oct 26
Total with taxes and fees
Landmark Hotel & SPA Leisure -Superior Room
A cozy, wooden interior with a dining area, kitchen, and a loft bedroom with a skylight.

14. 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, (251 reviews)
"Amazing property and location"
United States
Manuel
$182 nightly
The price is $218
Oct 26 - Oct 27
Total with taxes and fees
No1. Apartments & Bedrooms St Andrews - St Mary’s
An aerial view of a property with a large deck, a hot tub, and a wooden structure.

15. Accessible Large Wooden Cabin with Hot Tub

Accessible Large Wooden Cabin with Hot Tub
Leven
$315 nightly
The price is $315
Oct 7 - Oct 8
Total with taxes and fees
Accessible Large Wooden Cabin with 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
$198 nightly
The price is $238
Sep 30 - Oct 1
Total with taxes and fees
Seaside Escape in Kirkcaldy
A neatly made bed with pink bedding and two rolled towels, a bedside table with a lamp, and a window with blinds.

17. High Street Hideaway

High Street Hideaway
Kirkcaldy
$130 nightly
The price is $130
Oct 26 - Oct 27
Total with taxes and fees
High Street Hideaway
A wooden cabin with a covered porch, a hanging chair, and a small outdoor seating area.

18. Luxury Glamping Cabin With Swedish Wood Fired Tub

Luxury Glamping Cabin With Swedish Wood Fired Tub
Leven
10.0 out of 10, Exceptional, (1 review)
$330 nightly
The price is $330
Oct 7 - Oct 8
Total with taxes and fees
Luxury Glamping Cabin With Swedish Wood Fired Tub
A compact living space with a TV, sofa, and a small kitchen area.

19. Luxury Cabin With Hot Tub and Pergola

Luxury Cabin With Hot Tub and Pergola
Leven
10.0 out of 10, Exceptional, (1 review)
$332 nightly
The price is $332
Oct 7 - Oct 8
Total with taxes and fees
Luxury Cabin With Hot Tub and Pergola
A modern living room with a flat-screen TV on a wooden console, a patterned wall divider, a beige sofa, and a dining area with a table and chairs.

20. Pinewood Cozy Apartment in Dundee

Pinewood Cozy Apartment in Dundee
2.0 star property
Dundee
$135 nightly
The price is $150
Oct 5 - Oct 6
Total with taxes and fees
Pinewood Cozy Apartment in Dundee
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

Four Points Flex by Sheraton Dundee

Four Points Flex by Sheraton Dundee

10/10 Excellent
"Lovely big clean room. Staff very friendly."
Peter 2-night trip
Posted 9 hours ago
Four Points Flex by Sheraton Dundee

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 $51 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 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. Raptor World Interactive and Leven Beach 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.