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Pitlessie Vacation Rentals

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Check prices for these dates

In two weeks
Aug 28 - Aug 30
In two months
Oct 9 - Oct 11
In three months
Nov 6 - Nov 8
In four months
Dec 4 - Dec 6

Our top choices for Pitlessie vacation rentals

Apartment, 1 Bedroom | Living area

1. Bee's Townhouse Apartment

Bee's Townhouse Apartment
3.5 star property
Cupar
10.0 out of 10, Exceptional, (2 reviews)
"Ideal location for the centre of Cupar, the apartment had everything we needed, Liana was an excellent host."
United Kingdom
STUART
$195 nightly
The price is $233
Aug 18 - Aug 19
Total with taxes and fees
Bee's Townhouse Apartment
Breakfast, lunch, dinner and brunch served

2. THE SPACE TO STAY APARTHOTEL

THE SPACE TO STAY APARTHOTEL
4.5 star property
St. Andrews
8.8 out of 10, Excellent, (165 reviews)
"Great room, clean, good location. Breakfast at the Social great. "
Australia
Sharon
$154 nightly
The price is $185
Aug 18 - Aug 19
Total with taxes and fees
THE SPACE TO STAY APARTHOTEL
Exterior

3. Lower Lodge

Lower Lodge
3.0 star property
Cupar
$986 nightly
The price is $1,183
Sep 2 - Sep 3
Total with taxes and fees
Lower Lodge
Apartment, 1 Bedroom, Fireplace, Garden View | 2 bedrooms

4. 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
$134 nightly
The price is $155
Aug 31 - Sep 1
Total with taxes and fees
Station View Lodge - Near Balbirnie House Markinch
Cabin | Property grounds

5. Seaview Cabin Sleeps 2 -hot Tub - Parking

Seaview Cabin Sleeps 2 -hot Tub - Parking
3.0 star property
Cupar
$479 nightly
The price is $479
Aug 16 - Aug 17
Total with taxes and fees
Seaview Cabin Sleeps 2 -hot Tub - Parking
Superior 2-Bedroom Apartment (Bedroom 1: 1 King or 2 Single beds, Bedroom 2: 1 King or 2 Single bed) | Living area | 75-inch LCD TV with digital channels, TV

6. No1. Apartments St Andrews - South Street

No1. Apartments St Andrews - South Street
4.0 star property
St. Andrews
9.8 out of 10, Exceptional, (52 reviews)
"Easy"
Canada
Cheryl
$358 nightly
The price is $429
Aug 12 - Aug 13
Total with taxes and fees
No1. Apartments St Andrews - South Street
Superior 1-Bedroom Apartment (The Retreat) - (1 King) | Egyptian cotton sheets, premium bedding, down comforters, in-room safe

7. 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, (242 reviews)
"Amazing!"
United States
Jasson
$232 nightly
The price is $278
Aug 25 - Aug 26
Total with taxes and fees
No1. Apartments & Bedrooms St Andrews - St Mary’s
Cottage | Living room | 30-inch TV with digital channels

8. Lovely 1-bed Cottage in Kelty With Hot Tub

Lovely 1-bed Cottage in Kelty With Hot Tub
3.0 star property
Kelty
8.0 out of 10, Very Good, (2 reviews)
"After a long drive to get there it was lovely to dump the cases and get into the hot tub. The accommodation was better than expected and we both enjoyed our stay there. We were told that the drive was a wee bit tight but other than that, no issues"
United Kingdom
David
$315 nightly
The price is $378
Sep 10 - Sep 11
Total with taxes and fees
Lovely 1-bed Cottage in Kelty With Hot Tub
Apartment, 1 Bedroom, Garden View | 1 bedroom

9. 1 Bedroom Pet Friendly Apt Wd Free Wifi, Parking, Netflix & Pool Table. Sleeps 3

1 Bedroom Pet Friendly Apt Wd Free Wifi, Parking, Netflix & Pool Table. Sleeps 3
3.5 star property
Kelty
$1,696 nightly
The price is $2,035
Sep 10 - Sep 11
Total with taxes and fees
1 Bedroom Pet Friendly Apt Wd Free Wifi, Parking, Netflix & Pool Table. Sleeps 3
Apartment, 1 Bedroom | 2 bedrooms

10. Modern Entire Apartment- Self Checkin Free Parking

Modern Entire Apartment- Self Checkin Free Parking
2.0 star property
Cowdenbeath
$212 nightly
The price is $254
Sep 10 - Sep 11
Total with taxes and fees
Modern Entire Apartment- Self Checkin Free Parking
1 bedroom

11. Pinewood Cozy Apartment in Dundee

Pinewood Cozy Apartment in Dundee
2.0 star property
Dundee
$183 nightly
The price is $209
Aug 12 - Aug 13
Total with taxes and fees
Pinewood Cozy Apartment in Dundee
Cottage | 2 bedrooms, WiFi (free), individually decorated, individually furnished

12. Rhum Cottage

Rhum Cottage
3.5 star property
Cupar
$799 nightly
The price is $959
Aug 17 - Aug 18
Total with taxes and fees
Rhum Cottage
Exterior detail

13. The Barn, Lower Lodge

The Barn, Lower Lodge
3.0 star property
Cupar
$872 nightly
The price is $1,046
Aug 21 - Aug 22
Total with taxes and fees
The Barn, Lower Lodge
House | Living room | 30-inch TV with cable channels

14. 4 Bed-sleeps 8- Free Parking-pets-hot Tub

4 Bed-sleeps 8- Free Parking-pets-hot Tub
3.5 star property
Kelty
10.0 out of 10, Exceptional, (1 review)
"This was exactly what is on the pictures, a beautiful modern open plan house that is clean and fresh The hot tub was ready to use and was amazing Would recommend this property to anyone "
United Kingdom
Lyndee
$554 nightly
The price is $665
Sep 10 - Sep 11
Total with taxes and fees
4 Bed-sleeps 8- Free Parking-pets-hot Tub
Outdoor spa tub

15. Maryland Cottage

Maryland Cottage
3.0 star property
Perth
$617 nightly
The price is $740
Aug 14 - Aug 15
Total with taxes and fees
Maryland Cottage
Cottage | Interior

16. Invermay

Invermay
3.5 star property
Anstruther
$932 nightly
The price is $1,119
Aug 22 - Aug 23
Total with taxes and fees
Invermay
Beach nearby

17. Hay Loft

Hay Loft
3.0 star property
Anstruther
$388 nightly
The price is $465
Aug 21 - Aug 22
Total with taxes and fees
Hay Loft
Beach nearby

18. Flour Loft

Flour Loft
2.5 star property
Anstruther
$430 nightly
The price is $516
Aug 24 - Aug 25
Total with taxes and fees
Flour Loft
Beach nearby

19. 101a Pettycur Road

101a Pettycur Road
3.0 star property
Burntisland
9.8 out of 10, Exceptional, (9 reviews)
"Great "
United Kingdom
David
$427 nightly
The price is $512
Aug 24 - Aug 25
Total with taxes and fees
101a Pettycur Road
Interior

20. Maimies Harbourview

Maimies Harbourview
3.0 star property
Anstruther
Maimies Harbourview
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

Rusacks St Andrews

Rusacks St Andrews

10/10 Excellent
"We just wrapped up our stay at the Rusacks, and it was hands down one of the best hotel experiences we’ve had anywhere. The property was immaculate — every space felt genuinely spotless, right down to the smallest details. But what really set this hotel apart was the service. This is, without exaggeration, the best hotel service we’ve encountered anywhere in the world. The entire staff was warm, attentive, and clearly took real pride in the experience they were creating for guests. A special mention goes to Lucas, who went above and beyond throughout our stay, the kind of hospitality that turns a great hotel into an unforgettable one. Between the location right on the 18th hole, the impeccable cleanliness, and truly world-class service, we couldn’t have asked for a better base for our time in St Andrews. We’re already looking forward to our next visit, we’ll be back as soon as we possibly can."
Jefffey 2-night trip
Posted 2 hours ago
Rusacks St Andrews

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?

The Park view 2 bedroom House : This vacation home rental outside Pitlessie is equipped with a garden, laundry facilities, and free WiFi to help you feel comfortable during your stay. Kitchen amenities include a dishwasher, a stovetop, and a microwave.

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.