Pitlessie Vacation Rentals from CA $194: Short-Term Rentals for 2026

Q: 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.

Check prices for these dates

In two weeks

In two months

In three months

In four months

Our top choices for Pitlessie vacation rentals

A stone building with a sign reading "Banner's House."

1. Station View Lodge - Near Balbirnie House Markinch

Glenrothes

Malcolm

CA $210 total

includes taxes & fees

Nov 16 - Nov 17

A picnic table with two empty wine glasses and a bottle of Prosecco wine.

2. Wigwam Holidays Ensuite Cabin with Views Over Fife

Leven

Audra

CA $194 total

includes taxes & fees

Nov 16 - Nov 17

A bed with a white mattress, a yellow blanket, and decorative pillows.

3. 80 m² Duplex 2 Dryers Dishwasher Train 3 min away WiFi

Methil

Terry S.

CA $226 total

includes taxes & fees

Nov 16 - Nov 17

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!

Cupar

Russell H.

CA $270 total

includes taxes & fees

Dec 3 - Dec 4

A modern, semi-open structure with a sloped roof, a wooden deck, and a small porch area.

5. Wigwam Holidays Cabin with Ensuite

Leven

Diane D.

CA $223 total

includes taxes & fees

Nov 16 - Nov 17

A stone building with a patio area, a wooden bench, and a small table.

6. No1. Apartments & West Park House Bedrooms St Andrews - St Mary’s

St. Andrews

Laura

CA $255 total

includes taxes & fees

Nov 29 - Nov 30

7. Station View Lodge - near Balbirnie House Markinch

Markinch

Malcolm R.

CA $196 total

includes taxes & fees

Nov 16 - Nov 17

8. Luxury Cosy Cabin With Beautiful Views Over Fife

Leven

CA $187 total

includes taxes & fees

Nov 19 - Nov 20

A historic building with arched windows and a prominent entrance, illuminated at night.

9. Penthouse with Seaview- Near Edinburgh.

Kirkcaldy

CA $305 total

includes taxes & fees

Nov 15 - Nov 16

A hot tub with a wooden deck surrounding it, a small window, and a potted plant to the right.

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

Kirkcaldy

CA $315 total

includes taxes & fees

Nov 23 - Nov 24

A multi-story residential building with a visible staircase, a small wooden structure at the entrance, and a balcony with string lights.

11. 82m² 2 Bed Duplex Dryer Dishwasher 3 min Train WiFi

Methil

CA $270 total

includes taxes & fees

Nov 25 - Nov 26

A courtyard with two cars parked, a building with a stone facade, and a modern building with windows.

12. Kirkcaldy Town Centre Hideaway

Kirkcaldy

CA $151 total

includes taxes & fees

Nov 29 - Nov 30

13. The Lang Toun Bothy - by the Sea & Near Edinburgh

Fife

CA $324 total

includes taxes & fees

Nov 15 - Nov 16

A patio with a round wooden table and two wooden chairs, a bottle of wine, and a bowl of strawberries.

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

Freuchie, near Cupar

Sean Nugent

CA $371 total

includes taxes & fees

Nov 28 - Nov 29

A kitchen with wooden cabinets, a countertop with a blender, toaster, and a coffee maker.

15. Pinewood Cozy Apartment in Dundee

Dundee

CA $228 total

includes taxes & fees

Nov 22 - Nov 23

A calm waterfront view with a metal railing, clear water, and distant structures.

16. Sea View Apartment/ Deas Wharf

Kirkcaldy

James Ty C.

CA $301 total

includes taxes & fees

Nov 15 - Nov 16

A modern kitchen with a central island, wooden flooring, and green cabinets.

17. Charming Studio Suite in Dundee | Free Wi-Fi

Dundee

caroline G.

CA $238 total

includes taxes & fees

Dec 13 - Dec 14

A stone wall with a sign indicating flats 1-4 and a number of apartments.

18. No1. Apartments St Andrews - South Street

St. Andrews

Scott

CA $349 total

includes taxes & fees

Nov 16 - Nov 17

A hotel room with a large bed, a window with a view of buildings, a bedside table with a lamp, and a chair.

19. 2 Bedroom Central Kirkcaldy near Hospital

Kirkcaldy

CA $151 total

includes taxes & fees

Nov 23 - Nov 24

A coastal view with a clear sky, calm water, and a wooden railing.

20. Seaside Escape in Kirkcaldy

Kirkcaldy

Faisal

CA $342 total

includes taxes & fees

Nov 29 - Nov 30

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Top Pitlessie Hotel Reviews

The Kithmore Hotel

8/10 Good

"New furnishings and nice new decor. Cleaner was incredibly loud and banged around slamming doors at least 12 times which was annoying. room was small but that is to be expected. Good central location."

Holiday Inn Express Glenrothes by IHG

10/10 Excellent

"Everything was excellent. During the cold November weather, it was especially lovely to come back to a warm, clean and comfortable room. The breakfast was excellent, the staff were friendly, and the parking was very convenient. Everything was perfect, and I had a wonderful stay. I would happily recommend this hotel."

The Landmark Hotel & SPA Leisure Club Dundee By Sunday

8/10 Good

"The place is clean and rooms are big, I have even seen the staff spraying down the tops with cleaner in an empty room as I walked past to mine. The spa and gym are what make it for me .big plus, the staff are all friendly, only thing I would say the evening meal was small in size and the squid rings were proceed all the same size rings, not actual cut squid with batter. But I have had the breakfast once before and that was great with haggis and black pudding ! All in all good👍🏼"

Hotel Indigo Dundee by IHG

8/10 Good

"The room was very comfortable, comfortable mattresses and pillows. Soft large white towels ( would have liked a face cloth) lovely toiletries. Nespresso coffee machine and decaf tea. Found it a bit strange that a lovely cup had a plate as saucer which made the cup slip. We ate in the restaurant which was a little disappointing. Our cocktail’s took 20 mins to arrive, we had been served our starters by then and although staff member said they would chase up our drinks they should have arrived before meal as restaurant was not busy. The starter was not as the menu description and when I questioned it was told they could get hold of one of the ingredients ( that should have been explained) we both also felt the starter was over cooked. Mains was well cooked although all the garnishes were limp. Breakfast was a good, plenty of choice warm plates would have helped keep it warmer though. Reception staff very helpful sorting out a taxi back to station."

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, cottages, cabins, villas... 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 months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Pitlessie vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Pitlessie vacation rentals we have selected for you start as low as CA $194 per night. Entering your travel dates in the search wizard 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 Hill of Tarvit Monument. Cairnie Fruit Farm & Mega Maze and Falkland Palace 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.

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Check prices for these dates

Our top choices for Pitlessie vacation rentals

1. Station View Lodge - Near Balbirnie House Markinch

2. Wigwam Holidays Ensuite Cabin with Views Over Fife

3. 80 m² Duplex 2 Dryers Dishwasher Train 3 min away WiFi

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

5. Wigwam Holidays Cabin with Ensuite

6. No1. Apartments & West Park House Bedrooms St Andrews - St Mary’s

7. Station View Lodge - near Balbirnie House Markinch

8. Luxury Cosy Cabin With Beautiful Views Over Fife

9. Penthouse with Seaview- Near Edinburgh.

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

11. 82m² 2 Bed Duplex Dryer Dishwasher 3 min Train WiFi

12. Kirkcaldy Town Centre Hideaway

13. The Lang Toun Bothy - by the Sea & Near Edinburgh

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

15. Pinewood Cozy Apartment in Dundee

16. Sea View Apartment/ Deas Wharf

17. Charming Studio Suite in Dundee | Free Wi-Fi

18. No1. Apartments St Andrews - South Street

19. 2 Bedroom Central Kirkcaldy near Hospital

20. Seaside Escape in Kirkcaldy

Find vacation rentals that suit your style

Top Pitlessie Hotel Reviews

The Kithmore Hotel

Sweet Chestnut, Dunfermline by Marston's Inns

Four Points Flex by Sheraton Dundee

Holiday Inn Express Glenrothes by IHG

Hampton by Hilton Dundee City Centre

Dean Park Hotel

The Landmark Hotel & SPA Leisure Club Dundee By Sunday

Marine & Lawn Rusacks

Hotel Indigo Dundee by IHG

Find out more about Pitlessie

Frequently asked questions

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