Photo by Eddie Boyd

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Featured Cottages in Cupar

Carters Cottage is a 200 year old fully refurbished stone built weavers cottage.

10.0 out of 10, Exceptional, (158)
"Stayed a month and felt very relaxed. Well stocked kitchen, comfy furniture, two bathrooms and quiet surroundings. Thank you Jackie!!"
Carters Cottage is a 200 year old fully refurbished stone built weavers cottage.

No50 - one bedroom cottage, south facing courtyard in Crail.

9.8 out of 10, Exceptional, (44)
"Very peaceful , quiet location yet right in the centre of town. Lovely and warm and everything you would need for time away from home. Great the dog could come too. Thank you "
No50 - one bedroom cottage, south facing courtyard in Crail.

Cosy cottage near Elie, beaches, golf, East Neuk. October holiday discounts!

9.2 out of 10, Wonderful, (72)
"The cottage was great for us. Spent a lot of daytime away visiting family. But there was everything you needed inc. A teapot which safly a lot properties lack. Fantastic stay and great communications with the hostess."
Cosy cottage near Elie, beaches, golf, East Neuk. October holiday discounts!

Idyllic location; sleeps 2; accessible; wood burner; dog friendly (pet fee)

10.0 out of 10, Exceptional, (104)
"The most idyllic cottage stay, exactly what I was looking for. Ideal location for quiet walks with my dogs in every direction from the cottage, didn't need to take the car out once! Liz was absolutely amazing, gave me some suggestions for local walks and communicated the check in process and cottage location. We will definitely be back. "
Idyllic location; sleeps 2; accessible; wood burner; dog friendly (pet fee)

Idyllic C listed, cottage in St.Monans

10.0 out of 10, Exceptional, (172)
"Lovely cottage. Very clean. Beautiful outlook."
Idyllic C listed, cottage in St.Monans

Muir Park Cottage | 5 Mins to St Andrews | Parking

10.0 out of 10, Exceptional, (3)
"We stayed at Muir Park when we came to St. Andrews to drop off our fresher. The home was comfortable, spacious, quiet and just minutes to town. "
The price is AU$462
includes taxes & fees
25 Nov - 26 Nov
Muir Park Cottage | 5 Mins to St Andrews | Parking

Award-Winning 5 Star Luxury Private Retreat - Hot Tub, Tennis, Fishing, Horses

10.0 out of 10, Exceptional, (123)
"The house is exactly as pictured but they don’t do it justice. From the moment we opened the door it was nothing short of a perfect 4 days. Jamie and Lisa are welcoming and ensure everything is thought of. The only part of the stay that was a bummer was having to leave. "
Award-Winning 5 Star Luxury Private Retreat - Hot Tub, Tennis, Fishing, Horses

Historic Listed COTTAGE withCONSERVATORY & GARDEN centre of St Andrews sleeps 6

10.0 out of 10, Exceptional, (122)
"What a great place to stay. We hope to be back there some day."
Historic Listed COTTAGE withCONSERVATORY & GARDEN centre of St Andrews sleeps 6

Osborne Steading

4.0 star property
10.0 out of 10, Exceptional, (1)
"The location was perfect for driving to St. Andrews and the nearby golf courses (Crail, Ellie, Lundin Links, Kings Barn, Dumbarnie, and others). The view from the grounds are spectacular. The hosts are real owners that care about their clients."
Osborne Steading

The Arns Cottage is a traditional stone built, cosy and luxurious retreat.

10.0 out of 10, Exceptional, (13)
"The lodging was just beautiful; well appointed and stocked, very nicely decorated. Our host was very attentive to our needs and very quick to respond to questions and requests. I would give this property and its location and value the highest rating possible."
The Arns Cottage is a traditional stone built, cosy and luxurious retreat.

Conservation area cottage

9.4 out of 10, Exceptional, (68)
"Clean comfortable and well equipped cottage in a great location, only a few minutes walk from the High Street and the harbour. Lovely coast path walks in both directions. Perfect for a relaxing break"
Conservation area cottage

Modern Cottage, superb views, near St Andrews

10.0 out of 10, Exceptional, (122)
"Lovely & peaceful"
Modern Cottage, superb views, near St Andrews

Mill Cottage - Cosy & Quaint

8.0 out of 10, Very good, (4)
"This is a great little cottage surrounded by beautiful country and just a short drive from St. Andrews. Water pressure in shower is a little challenging but a great place to stay."
The price is AU$393
includes taxes & fees
25 Nov - 26 Nov
Mill Cottage - Cosy & Quaint

Forgan Cottage - newly refurbished

10.0 out of 10, Exceptional, (102)
"Warm, comfortable and great location. Ideal with downstairs bedroom for elderly parents! Thank you "
Forgan Cottage - newly refurbished

Granary - Quaint & Cosy Cottage

9.6 out of 10, Exceptional, (8)
"Lovely renovation! Comfy accommodations!"
The price is AU$393
includes taxes & fees
25 Nov - 26 Nov
Granary - Quaint & Cosy Cottage

Fabulous three-storey townhouse with stunning outside space and amazing views

10.0 out of 10, Exceptional, (1)
"Super Lage, direkt am Meer, super Haus, für Erholungssuchende perfekt, sehr idyllischer Ort, Parkmöglichkeiten ganz nahe beim Haus. Keine Touristenströme, nur Einheimische. Es war wunderbar."
Fabulous three-storey townhouse with stunning outside space and amazing views

Scot’s themed cottage ,super king bed, ideal location. Pet friendly.

9.8 out of 10, Exceptional, (13)
"Really enjoyed our time in the property. Very cosy once we had the heating going. Everything you need in the kitchen for a short break and Fiona was incredibly kind leaving eggs, bread and milk for us as well. Super relaxing for us and our dog. "
The price is AU$225
includes taxes & fees
25 Nov - 26 Nov
Scot’s themed cottage ,super king bed, ideal location. Pet friendly.

Stewarts Resort Lodge 16 - a lodge that sleeps 6 guests in 2 bedrooms

10.0 out of 10, Exceptional, (1)
Stewarts Resort Lodge 16 - a lodge that sleeps 6 guests in 2 bedrooms

East Cottage | Wood Burning Hot Tub | Garden

6.0 out of 10, (1)
"The interior and the garden are very pleasant. The advert did not make it clear that the cottage is next to a road of fast flowing traffic, and that parking is next to the road, which is dangerous for getting a dog from the car to the cottage. There are no dog walks nearby. The inclusion of the hot tub drew us in, but we were not going to pay an extra £100 to use it. Those sleeping in the double room found the room too hot, and noisy with passing traffic. It was impossible to use Netflix. On...
East Cottage | Wood Burning Hot Tub | Garden

Lovely 1-bed Cottage in Kelty With Hot Tub

3.0 star property
8.0 out of 10, Very good, (2)
"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"
The price is AU$612
includes taxes & fees
25 Nov - 26 Nov
Lovely 1-bed Cottage in Kelty With Hot Tub
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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Other property types in Cupar

Carters Cottage is a 200 year old fully refurbished stone built weavers cottage.

10.0 out of 10, Exceptional, (158)
"Stayed a month and felt very relaxed. Well stocked kitchen, comfy furniture, two bathrooms and quiet surroundings. Thank you Jackie!!"
Carters Cottage is a 200 year old fully refurbished stone built weavers cottage.

Holmlea Cottage, a sweet and charming getaway in a picturesque Fife village.

10.0 out of 10, Exceptional, (18)
"We had a wonderful stay, in this lovely, clean spacious, quiet cottage. We will definitely go back when we can , the hosts were delightful and answered any messages very quickly! "
Holmlea Cottage, a sweet and charming getaway in a picturesque Fife village.

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

4.0 star property
9.6 out of 10, Exceptional, (185)
"Manager was very helpful at check in and property was beautiful "
The price is AU$312
includes taxes & fees
5 Dec - 6 Dec
No1. Apartments & Bedrooms St Andrews - St Mary’s
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.
Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.