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Compare 521 Vacation Homes in Cupar with updated reviews, rates, and availability.

Hot tub, beautifully restored Manse. Fantastic midweek rates available.

10.0 out of 10, Exceptional, (106)
"A fab stay for a group of nurse’s for our pre Christmas weekend away! Lovely big house, very clean and in a great location. We all had a great time and would definitely recommend! "
Hot tub, beautifully restored Manse. Fantastic midweek rates available.

Idyllic views over Loch Leven. Excellent location for travelling & keen golfers.

9.8 out of 10, Exceptional, (23)
"Great place to stay with wonderful views"
Idyllic views over Loch Leven. Excellent location for travelling & keen golfers.

The House of Golf St Andrews

10.0 out of 10, Exceptional, (2)
"The house is really lovely and clean. Lots of space and modern utilities! Kevin the host is friendly and communicative"
The House of Golf St Andrews

Elegant, modern Townhouse in centre of Ancient and Stylish St Andrews

9.8 out of 10, Exceptional, (49)
"Had a great stay in this lovely property, this is the second time we have stayed in this house, it is in a great location, have recommended to all my family and friends. "
Elegant, modern Townhouse in centre of Ancient and Stylish St Andrews

Lammermuir Cabin ( Hill Views )

9.8 out of 10, Exceptional, (9)
"Had a lovely stay in a beautiful cabin. It was cosy and comfortable. Great location for touring."
Lammermuir Cabin ( Hill Views )

Victorian Mansion, fully refurbished, sleeps 24 guests in 12 ensuite bedrooms

10.0 out of 10, Exceptional, (29)
"Staying here was like a fairytale dream come true. Beautifully presented and Susan made us feel so welcome. We enjoyed an early family get together for Christmas.We had family travel from America to join us and it was perfect. "
Victorian Mansion, fully refurbished, sleeps 24 guests in 12 ensuite bedrooms

Stunning house (sleeps 5) in the heart of St. Andrews with private parking

10.0 out of 10, Exceptional, (166)
"We have stayed at this property for many years and every year is superb. Accommodation is first class"
Stunning house (sleeps 5) in the heart of St. Andrews with private parking

Luxury Cottage in the heart of St Andrews.

10.0 out of 10, Exceptional, (53)
"Kath was proactive with suggestions for our visit and very responsive to questions. Check in was without issue and apartment afforded plenty of room for our family of 4. We were comfortably warm for some chilly nights and had plenty of natural lite during the day. Location was a simple and tranquil walk to St Andrews. We enjoyed the time thoroughly. "
Luxury Cottage in the heart of St Andrews.

Sumptuous town house in central St. Andrews - 3 bedrooms and 2 bathrooms

10.0 out of 10, Exceptional, (87)
"Have stayed several times at the house. It has been great every time. Warm, inviting and well-appointed in every way. "
Sumptuous town house in central St. Andrews - 3 bedrooms and 2 bathrooms

Stunning riverside home in converted mill building close to Blairgowrie

10.0 out of 10, Exceptional, (83)
"Excellent property, wonderful surroundings and ticked all the boxes."
Stunning riverside home in converted mill building close to Blairgowrie

The Vintage - A Hidden Gem, 200 yards from the 1st tee of the Old Course

10.0 out of 10, Exceptional, (102)
"Great stay and fab location in St Andrews. Could do with a bit of modernisation but was very clean and well appointed (except no pizza cutter and fridge had broken shelves). Would book again due to its locality. Thanks. "
The Vintage - A Hidden Gem, 200 yards from the 1st tee of the Old Course

JOIVY Luxury House With Patio Next To North Berwick Beach

4.0 star property
JOIVY Luxury House With Patio Next To North Berwick Beach

The Beach Boathouse Carnoustie

10.0 out of 10, Exceptional, (10)
"My family come from Carnoustie area so know it well. We came up from Manchester for a break and a special family gathering . Friends came too who never visited before and they were over the moon with the house and surrounding areas . The Beach BoatHouse made the trip just that little bit more special. Highly recommended."
The Beach Boathouse Carnoustie

5 bedrooms/sleeps 10-12/free wifi & parking/garden

10.0 out of 10, Exceptional, (4)
"Lovely big house with plenty space for 10 guests to get together, and have their own space too. Decorated to a high standard, very comfortable, well equipped. The weather was lovely so we were able to use the private outdoor space."
5 bedrooms/sleeps 10-12/free wifi & parking/garden

No14 in the heart of St Andrews

10.0 out of 10, Exceptional, (16)
"Outstanding place for a St Andrews golf trip for 4 players. Each of the 4 bedrooms with ensuite bathrooms are perfect. Kitchen is very modern and well outfitted. Family room comfortable enough for twice the size and there is a cozy outdoor dining area. Walk to dozens of restaurants and pubs and easy 15 minute walk to the Old Course. We even walked over with our clubs on our backs...so easy."
No14 in the heart of St Andrews

Blacksand sea view cottage

9.0 out of 10, Wonderful, (2)
Blacksand sea view cottage

Luxury 3 bed Duplex with parking - *last few summer dates*

10.0 out of 10, Exceptional, (26)
"Spent 9 days in St. Andrews, and couldn't be happier with the flat we found on VRBO. Easy in/out, on-site parking, 15 minute walk into town, super comfy and well equipped. The welcome basket with local goodies was a nice touch. Would definitely stay there again, and highly recommend. "
Luxury 3 bed Duplex with parking - *last few summer dates*

Tucked Away - Seaside Home in Anstruther, Sleeps 6

3.5 star property
10.0 out of 10, Exceptional, (1)
"Tucked was a pleasant surprise! The place was immaculate and one of the best kitted out holiday rentals we've stayed. Perfect get away for 3 nights with our dogs and 10 month old child."
Tucked Away - Seaside Home in Anstruther, Sleeps 6

Coorie By The Coast, beachfront cottage, Arbroath

9.4 out of 10, Exceptional, (3)
"We stayed here for my sisters 50th and loved every minute of it. The view from the garden was out of this world, it made the break. The cottage was cosy and whilst some of the decor wasn’t perfect the description was accurate and as described. We will be back, the view was outstanding and lovely wee pubs in walking distance too. X"
Coorie By The Coast, beachfront cottage, Arbroath

Peaceful bungalow, super close to birnam oak and hiking trails.

10.0 out of 10, Exceptional, (8)
"We had a lovely stay in the River House in Little Dunkeld. The house was spotless and well equipped with everything we needed. It is situated close the the famous Birnham Oak tree with lovely river walks right on the doorstep. We would happily recommend the house and area as an ideal spot for a getaway. Thank you."
Peaceful bungalow, super close to birnam oak and hiking trails.
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, (162)
"What a perfect spot for a relaxing break away - we were only there for 3 nights and i honestly could have stayed longer. The cottage is stunning with every little thing taken care of and more. First class. We will be back!!!"
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, (19)
"The property was lovely, very convenient to all the areas and attractions we wanted to visit. Quaint little local pub was charming for an opportunity to chat with locals and have a wee dram or drink of our choice. The local taxi was a great way to "
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, (186)
"Manager was very helpful at check in and property was beautiful "
The price is SAR 516
SAR 619 total
includes taxes & fees
2 Feb - 3 Feb
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.