Do house rentals in Cupar have a kitchen?

Absolutely! We offer over 10 house rentals with a kitchen in Cupar. Enjoy a tailored experience with all the comforts you desire.

Do house rentals in Cupar have wifi?

Absolutely! We offer over 10 house rentals with wifi in Cupar. Enjoy a tailored experience with all the comforts you desire.

Are there pet-friendly vacation rentals in Cupar?

Four-legged friends are welcome in Cupar. Choose from more than 10 vacation rentals for guests traveling with pets.

Do house rentals in Cupar have free parking?

Absolutely! We offer over 10 house rentals with free parking in Cupar. Enjoy a tailored experience with all the comforts you desire.

Are there family-friendly house rentals in Cupar?

Cupar has more than 10 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

Are there vacation rentals with a dedicated workspace in Cupar?

Yes! Work meets play with ease at over 10 vacation rentals in Cupar featuring dedicated workspaces. Stay connected and productive in your home away from home.

How much does it cost to stay in house rentals in Cupar?

Experience the best of Cupar with our house rentals, starting at about $60 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

Where should I stay in Cupar?

Make yourself at home in Cupar by choosing from our most frequently booked neighborhoods. We have over 140 vacation rentals in Cupar, and over 60 vacation rentals in Cupar Muir.

Vacation rentals in Cupar

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Cupar

Guests agree: these stays are highly rated for location, cleanliness, and more.

0 of 0 items showing

1 of 3 pages

Top guest favorite

A charming two-story stone building features a dark front door with side windows. Flower boxes adorn the windowsills, while neatly trimmed bushes line the stone boundary. The facade displays a warm, inviting character, set along a quiet street.

Condo in Cupar

4.99 out of 5 average rating, 133 reviews

Luxury central ground floor flat (nr St Andrews)

Lovely 2 bedroom ground floor flat in the centre of Cupar, Fife. Private entrance. Outdoor enclosed seating area/courtyard (sun trap when weather is good). Quirky, cosy & comfortable. High quality kitchen & shower room. 20 min. drive to St Andrews, Dundee & East Neuk. Train station/buses less than 10 min. walk. Very central - one way quiet street. Supermarkets, Butcher, Baker, Post office, Chemist, Cafes, Take-away, Deli, Bars, Bistros and car parking all within a few minutes walk.

Guest favorite

The kitchen features modern cabinetry with a light finish, complemented by a wooden countertop. A built-in oven and stovetop are prominently displayed. Natural light floods the space through large windows, highlighting the neutral tile floor and providing a bright cooking environment.

Condo in Fife

4.9 out of 5 average rating, 162 reviews

Lovely top floor flat 3 bedrooms & private parking

This is a great central flat in Cupar with the train station just a 2 minute walk away, and the taxi rank even closer, and only a 15-minute drive to St Andrew's with some amazing golf venues, ideal for a getaway, golfing trip or just to explore Scotland With speakers built into the roof it is ideal for a nice relaxing time away. And a train running to Edinburgh and Dundee every hour a vehicle will not be needed. However, Private parking is included so there is no worry about paying any meters.

Top guest favorite

The exterior of the cottage is showcased, featuring a stone facade with a tiled roof. Windows reflect bright daylight, framing a well-maintained garden with green grass and blooming shrubs. A pathway leads to the entrance, highlighting a welcoming approach to the home.

Cottage in Ceres

4.96 out of 5 average rating, 228 reviews

Homely cottage & tranquil garden, beaches nearby

Penny Cottage is a beautiful, homely old weaver's cottage from 1783, with original features and a peaceful, secure garden, great for dogs. Space is perfect for 2–3, cosy for 4. Perfectly situated for exploring Fife's beaches, countryside, golf courses and historic settlements. Ceres is one of Scotland's 'Most Attractive Villages' - there is a shop, pub and coffee shops. St Andrews and Cupar are nearby. Airbnb policy - booking to be made by person staying at the property. Licence no: FI-00488-F

Top guest favorite

A gravel pathway leads through a landscaped area featuring colorful flowering plants and lush greenery along a stone wall. The buildings are visible in the background, showcasing a modern design with a gabled roof and large windows reflecting the outdoor scenery.

Condo in Fife

4.99 out of 5 average rating, 148 reviews

The Bothy; Cosy Country Hideaway near St Andrews

Welcome to The Bothy ! A recently renovated barn space forming a stunning 1 bed apartment enjoying spectacular views across local countryside. The property consists of a beautiful bedroom with superking bed (can also be set up as twin single beds) with views over a walled garden. The living area has a new kitchen and sitting room with woodburning stove. Located just 7 miles from St Andrews you can enjoy the tranquil location within easy reach of the historic town 10 minutes drive away.

Top guest favorite

The stone exterior of the traditional farm building is presented under a clear blue sky. Features include dual windows on the upper level and a large archway creating a distinct entrance. The structure showcases the rustic charm of its 150-year history.

Cottage in Newburgh

4.99 out of 5 average rating, 115 reviews

The Old Farm Office

Fliskmillan Farm is off the beaten track but within easy reach of St. Andrews, Dundee and Perth, and only an hour from Edinburgh. The views from the farm across the Tay are stunning. There are beautiful walks right here and sandy beaches nearby. The Old Farm Office has been lovingly converted into a cosy and quirky holiday house, run entirely on locally generated renewable energy and designed for family holidays. For more details search Face Book for The Old Farm Office, Fliskmillan

Top guest favorite

A single-story stone cottage is set against a cloudy sky, featuring a metal roof and black window frames. A neatly landscaped garden with colorful flowers is positioned in front, while a wooden fence and pathway lead to the entrance.

Cottage in Lundin Links

4.94 out of 5 average rating, 386 reviews

Beautiful stables conversion in rural location

The stables is a recently developed single story cottage on Hatton Farm. This quiet rural location is 1km from Lundin Links. Finished & furnished to a high standard the property is well equipped with everything you will need to enjoy your stay. Fully contained garden with a private patio & bbq area to the rear, ideally positioned to enjoy the morning & evening sun. Only a few minutes to the local beach, pub, shops & golf courses. St Andrews & the East Neuk villages are close by.

Top guest favorite

The facade of a charming stone house is framed by vibrant greenery and a gravel pathway. Large windows on either side of the entrance provide ample light. A striking red door serves as the focal point, complemented by an assortment of potted plants scattered around the front yard.

Home in Cupar

4.99 out of 5 average rating, 339 reviews

Charming self contained annex apartment

Charming self contained annex apartment overlooking beautiful walled gardens. Located in a quiet area of the historic market town of Cupar and close to St Andrews and Edinburgh. This two floor self contained apartment has private gardens and ample off street parking. The upper floor provides an open plan kitchen, dining and snug area. The shower room and bedroom with king size bed is located on the ground floor. Cupar is a perfect location to explore Fife and surrounding areas.

Top guest favorite

The magnificent Balmuir House showcases its classic architecture set within expansive gardens. The grounds are framed by lush greenery, including trees and flowering shrubs, providing a peaceful setting. Large windows reflect natural light, while a broad lawn invites guests to explore the serene outdoor space.

Guest suite in Dundee

4.98 out of 5 average rating, 174 reviews

Balmuir House - Apartment in Listed Mansion House

Balmuir house is a Grade B listed Mansion house built around 1750. We offer you a 2 bedroom ground floor apartment. The apartment benefits from a peaceful and secluded location with Dundee on its door step. Set in 7 acres of gardens and woodland. Discounts can be offered for longer stays. Balmuir House Apartment is licensed under The Civic Government(Scotland) Act 1982 (Licensing of Short-term Lets) Order 2022 Licence AN-01 169-F The property is Energy Efficiency Category D

Guest favorite

A traditional terraced cottage is set against a lush green hillside under a partly cloudy sky. A red-tiled roof contrasts with stone walls. Flower pots are placed near the entrance, enhancing the cottage's rustic charm. The spacious surrounding landscape invites exploration.

Cottage in Falkland

4.94 out of 5 average rating, 141 reviews

Beautiful royal-village cottage with wood-burner

Eastmost Cottage is in a wonderful position on the edge of the historic village of Falkland. It's a short walk from the fine Renaissance Falkland Palace, the heart of the medieval village with its independent shops, cafes restaurants and pub. There is great walking in the Lomond hills, accessible on foot. The wonderful Covenanter has fantastic food all day; the Hayloft and Pillars of Hercules are lovely cafes. Fine dining at the Boar's Head in nearby Auchtermuchty.

Top guest favorite

Panoramic views of rolling green hills and farmland are displayed, with distant mountains visible under a partly cloudy sky. Lush fields stretch across the landscape, dotted with trees and farm buildings, creating a serene natural environment.

Home in Fife

4.98 out of 5 average rating, 142 reviews

Stunning holiday 'Retreat' with WOW factor!

In an elevated position with stunning panoramic views, the Retreat is a wonderful & unique getaway to relax and unwind - equally suitable as a romantic retreat for two as for an active family. Furnished to a high standard, with all your needs - outside play tennis, relax in the lovely garden, or enjoy the surrounding countryside, including 10 acres of private farmland. Centrally located - St Andrews (golf & beach) 20 mins. Train station to Edinburgh 10 mins drive.

Guest favorite

The traditional stone cottage stands amidst lush greenery, featuring a charming black front door and symmetrical windows. The sloping roof and elegant dormer windows enhance its character. A well-maintained lawn extends in front, providing a welcoming outdoor space.

Cottage in Cupar

4.91 out of 5 average rating, 108 reviews

Garden Cottage, nr St Andrews.July-Sept rate cuts

Garden Cottage is a traditional 2 bedroom cottage with central heating, free wi-fi and its own garden, & access to our tennis court. Located on our private country estate about 9 miles from St Andrews. Price includes bed linen, towels, wi-fi & electricity, starter pack of coal, & logs for the fire. Sleeps 4 adults + child/baby, in 1 double bed, 2 single beds & futon. Cot provided. EV charger. STL licence no. FI-00612-F, by Fife Council. Sorry, no pets.

Top guest favorite

A round glass dining table is set with four plush chairs. Each place setting includes a glass and a decorative placemat featuring an animal design. A central candle adds to the dining experience, creating a cozy and inviting space.

Loft in New Gilston

4.95 out of 5 average rating, 525 reviews

The Wynd, near Peat Inn, St Andrews

The Wynd is situated in the middle of New Gilston country hamlet, stop at the red phone box and you have found us. We are 10 minutes from StAndrews and 2 minutes from the Peat Inn Restaurant. Overall, a good quality place to stay, close enough to enjoy everything the area has to offer yet secluded and private to relax. COVID advice : Be reassured that our place is completely independent and clean. Letting Licence : FI 00301 F

Vacation rentals for every style

Get the amount of space that is right for you

Cottages

Quaint homes, peaceful surroundings

Houses

A space thats all yours, with room for everyone

Hotels

Stylish accommodations with great services and amenities

Popular amenities for Cupar vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great vacation rentals in Cupar

Top guest favorite

A wooden railing frames a scenic view of the Tay estuary, showcasing calm waters reflected under a cloudy sky. In the distance, a bridge spans the river, integrating nature and structure in a tranquil setting.

Condo in Fife

4.99 out of 5 average rating, 203 reviews

The Waterfront

Guest favorite

The cottage is framed by lush greenery, showcasing traditional stone architecture and a neatly maintained garden. Various plants and flowers surround the property, while tall trees provide shade. The bright blue sky is dotted with fluffy white clouds.

Condo in Cupar

4.96 out of 5 average rating, 70 reviews

The Stable Flat - 20 minutes from St Andrews

Top guest favorite

A spacious living area is furnished with two light blue sofas facing each other over a large area rug. A coffee table sits between them. A fireplace is centered on the wall, with a television nearby. Steps lead to other areas of the cottage.

Cottage in Fife

5 out of 5 average rating, 45 reviews

Fife Farm Cottage Nr St Andrews

Superhost

Apartment in Fife

5 out of 5 average rating, 4 reviews

Flat 4, Cupar Apartments.

Top guest favorite

A charming stone cottage is set against a clear blue sky, surrounded by lush green lawns and trees. The building features large windows and a red roof, providing a welcoming appearance. The well-maintained grounds offer ample outdoor space for relaxation.

Cottage in Peat Inn

4.99 out of 5 average rating, 205 reviews

Eastburn: Gorgeous 2-bed cottage near St Andrews

Top guest favorite

An open plan living area features high exposed wood beams and a cozy seating arrangement with a blue sofa and armchair. A wooden coffee table sits centrally, and light filters through double doors leading to the outside. A dining space and kitchen area are visible in the background.

Barn in Fife

5 out of 5 average rating, 46 reviews

The Roundel in Fife

Superhost

The spacious living area features large bay windows adorned with elegant drapes, providing plenty of natural light. Comfortable sofas are arranged on a richly patterned rug, with a wooden dining table set in the background. A television is positioned for entertainment.

Apartment in Fife

4.91 out of 5 average rating, 43 reviews

Unique Apartment sleeping 7 close to St Andrews

Superhost

A comfortable sleeping area is presented with a spacious bed featuring a tufted headboard. Two bedside tables with decorative lamps frame the bed, which is adorned with a neutral blanket and a decorative animal pillow. A window with blinds and a small table beside it completes the setting.

Apartment in Fife

4.85 out of 5 average rating, 20 reviews

Southbridge Studio

Quick stats about vacation rentals in Cupar

Total rentals
30 properties
Nightly prices starting at
ﺩ.ﺇ73 before taxes and fees
Total number of reviews
1.6K reviews
Family-friendly rentals
20 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
10 properties have a dedicated workspace

Frequently Asked Questions

Do house rentals in Cupar have a kitchen?
Absolutely! We offer over 10 house rentals with a kitchen in Cupar. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Cupar have wifi?
Absolutely! We offer over 10 house rentals with wifi in Cupar. Enjoy a tailored experience with all the comforts you desire.
Are there pet-friendly vacation rentals in Cupar?
Four-legged friends are welcome in Cupar. Choose from more than 10 vacation rentals for guests traveling with pets.
Do house rentals in Cupar have free parking?
Absolutely! We offer over 10 house rentals with free parking in Cupar. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly house rentals in Cupar?
Cupar has more than 10 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
Are there vacation rentals with a dedicated workspace in Cupar?
Yes! Work meets play with ease at over 10 vacation rentals in Cupar featuring dedicated workspaces. Stay connected and productive in your home away from home.
How much does it cost to stay in house rentals in Cupar?
Experience the best of Cupar with our house rentals, starting at about $60 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Where should I stay in Cupar?
Make yourself at home in Cupar by choosing from our most frequently booked neighborhoods. We have over 140 vacation rentals in Cupar, and over 60 vacation rentals in Cupar Muir.

Vacation rentals in Cupar

Top-rated vacation rentals in Cupar

Vacation rentals for every style

Popular amenities for Cupar vacation rentals

Other great vacation rentals in Cupar

Quick stats about vacation rentals in Cupar

Total rentals

Nightly prices starting at

Total number of reviews

Family-friendly rentals

Pet-friendly rentals

Rentals with dedicated workspaces

Frequently Asked Questions

Destinations to explore