Pet-friendly holiday rentals in Cupar

Find and book unique pet-friendly homes on Airbnb

Quick stats about holiday rentals that are pet-friendly in Cupar

  • Total holiday rentals

    Explore 20 holiday rentals in Cupar

  • Nightly prices starting at

    Cupar holiday rentals start at $98 AUD per night before taxes and fees

  • Verified guest reviews

    Over 1,030 verified reviews to help you choose

  • Family-friendly holiday rentals

    10 properties offer extra space and kid-friendly amenities

  • Wi-Fi availability

    20 of Cupar holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Cupar rentals

  • 4.8 Average rating

    Cupar stays are highly rated by guests—averaging 4.8 out of 5!

Top-rated pet-friendly home rentals in Cupar

Guests agree: These pet-friendly homes are highly rated for location, cleanliness and more.

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Top Guest favourite
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, 171 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 great food all day; the Hayloft and Pillars of Hercules are lovely cafes. The Stag is a lovely bistro (our fav). Fine dining at the Boar's Head in Auchtermuchty.

Top Guest favourite
A charming stone cottage with a yellow front door is surrounded by greenery and gravel pathways. Features include two prominent front windows that allow natural light to fill the interior and a sloping roof that complements the rustic aesthetic.
Cottage in East Wemyss
4.97 out of 5 average rating, 209 reviews

No 2 Stable Yard, Wemyss Castle Estate

A home from home in the Fife countryside and only a few minutes' walk from the seashore. No 2 Stable Yard is an attractive, bright and comfortable cottage in a newly renovated stable conversion; a peaceful rural retreat at the historic Wemyss Castle Estate. Perfectly placed for exploring Scotland it suits families, couples & groups of friends looking for a cosy getaway. 30 miles from Edinburgh, a short drive to the East Neuk and St Andrews with numerous golf courses and lots more in between.

Guest favourite
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, 138 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.

Top Guest favourite
A wooden summerhouse is nestled among greenery, featuring a sloped roof and blue accents. An arched wooden bridge crosses a small waterway, surrounded by lush foliage. The open space in front of the summerhouse is bordered by tall trees, providing a serene outdoor setting.
Tiny home in Arncroach
4.96 out of 5 average rating, 146 reviews

Summerhouse retreat in scenic garden

A peaceful cabin in a large quiet garden, ideal for people who enjoy camping. You have your own space to relax and cook in and a comfy bed to sleep in. We provide tea and coffee to help you feel at home, and some books and puzzles in case of rainy days. There are beautiful walks and cycles in the area, including Fife's picturesque fishing villages and the atmospheric Kellie Castle. Just a short drive to the historic town of St Andrews. One and a half hours from Edinburgh and the airport by car.

Top Guest favourite
The open plan living area is characterized by double-height ceilings and large windows, allowing for ample natural light. A comfortable sofa is positioned next to a sleek coffee table. A stylish wooden staircase leads to the mezzanine, while modern art adorns the walls.
Barn in Fife
4.93 out of 5 average rating, 317 reviews

Beautifully converted farm barn with mezzanine

The Barn is a newly converted farm building on a quiet farm in a rural location 1km from Lundin Links. This 1 bed mezzanine is incredibly spacious yet cozy and welcoming. Finished & furnished to a high standard the property is well equipped with everything you will need to enjoy your stay. Fully contained garden to front, and private courtyard to rear, both ideally positioned to enjoy the morning and evening sun. Only a few minutes to the local beach, pub, shops & golf courses. Pets welcome.

Guest favourite
An inviting entrance leads to the cottage, featuring patio doors that open to the garden. Colorful flowers border a stone pathway, while a cozy seating area is positioned near the entrance. A small wooden sign and garden furniture complement the serene outdoor space.
Guesthouse in Fife
4.94 out of 5 average rating, 214 reviews

Self-contained cottage, 2 miles from St Andrews.

Self contained wee cottage. Living room with feature stone wall, fully equipped kitchen and patio doors opening onto the garden. Best suited for a couple with 1 double bed in the ensuite bedroom. Chair-bed suitable for child or small adult for £20 extra. Well-behaved pets welcome but NOT to be left on their own, garden is enclosed but not secure. No weeing or soiling on the grass. Complimentary breakfast for the first morning, plus tea, coffee and condiments Wifi strong STRICTLY NO SMOKING

Top Guest favourite
A charming stone cottage is nestled against a backdrop of clear skies, featuring a red-tiled roof and white double doors. The entryway is highlighted by a small staircase, and decorative plants can be seen beside the door. The coastal view adds to the appealing exterior.
Cottage in Pittenweem
4.98 out of 5 average rating, 224 reviews

Mangle Cottage, quirky cottage in Pittenween, Fife

5* quirky 17th century cottage in the heart of Pittenweem. Ama St Andrews, the home of golf is just 17 minutes away by car . Pittenweem boasts the last working fishing harbour in the East Neuk with it's famous 117 mile long coastal path passing right through the village . Dog friendly restaurants , cafes, pubs and art galleries all on our doorstep. Lovely long beaches in St Andrews and Elie only short drive away. The Fife 117 mile long coastal path goes past the bottom of our Wynd .

Top Guest favourite
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, 171 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 favourite
A charming entrance is visible with a set of stairs leading to a Shepards hut, surrounded by greenery. Potted plants and a small wooden table with two folding chairs create a welcoming outdoor space for relaxation.
Shepherd’s hut in Perth and Kinross
4.96 out of 5 average rating, 114 reviews

Cosy heated Shepard’s hut with beautiful views

A very comfortable, beautifully appointed Shepards hut with the most stunning views over the Tay valley. An ideal location to relax, reconnect and explore the magic of Perthshire. We are lucky enough to have ancient woodlands for you to explore, full of incredible wildlife, we also have a wild swimming pond for those looking for a cold water fix - look us up under cotwild The Shepards hut sleeps 2 adults & 2 children under 12yrs on a sofa bed sleeping bag. 2 well behaved dogs welcome.

Top Guest favourite
The lounge features a light-toned sofa and an armchair adorned with colorful cushions. A coffee table is positioned in the center, complemented by a plant. A modern television is mounted on the wall, with a corner fireplace adding a cozy touch. Natural light flows through a large window.
Home in Fife
4.98 out of 5 average rating, 198 reviews

Coastal 2 bedroom house - golf/ beach getaway

Lovely bright and cheerful House with access to private garden, in a lovely fife coastal village. The House has good walking access to local attractions including being only 2 minutes from Scotscraig Golf Club (13th Oldest in the World) and 10mins from the stunning Kinshaldy Beach with views over the river Tay, The village also has several charming cafes, bars and local shops. Tayport is nestled between Dundee and the Historic Town of St Andrews. Short-term let licence - F1 00160F

Top Guest favourite
A cozy living space features a soft gray sofa and armchair, complemented by natural decor elements. A wood accent shelf holds a basket and plaid throw, while a lamp stands beside a textured side table. Light enters through an open door, illuminating the room.
Cottage in Fife
4.98 out of 5 average rating, 254 reviews

Escape to a luxury country cottage and ocean views

Built in 1829 Drinkbetween East has had a complete renovation and make over. Every detail has been thoughtfully selected to ensure the most comfortable and luxurious stay possible. The cottage is ideally located on Banchory Farm a 40 minute drive from Edinburgh, St Andrews and Gleneagles with easy access to public transport links. With your own private garden and fire pit enjoy the peacefulness and calm that beautiful rural Scotland has to offer so you can truly relax and unwind.

Top Guest favourite
An airy open-plan kitchen and dining area features a wooden countertop, stove, and modern appliances. A cozy seating space with a sofa is illuminated by skylights. A decorative chandelier hangs above the area, and a small dog is seated by the dining table.
Apartment in Fife
4.98 out of 5 average rating, 120 reviews

Old Town Loft - stylish apartment

Set within the Conservation area of Cupar this chic apartment has a private entrance, 2 bedrooms, shower room, open lounge / dining / kitchen area and utility room. The property is tucked away along a lane with a pleasant old town aspect. Restaurants, cafes and shops are all nearby. There is a well appointed kitchen and dining table with 4 stools. Utility room with washing machine, drying and ironing. Towels, body wash, shampoo and conditioner provided. Up to 2 dogs welcome.

Popular amenities for Cupar pet-friendly home rentals

  1. Airbnb
  2. United Kingdom
  3. Scotland
  4. Fife
  5. Cupar
  6. Pet-friendly rentals