Pet-friendly vacation rentals in Cupar

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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 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, 135 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 favorite
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, 294 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.

Top guest favorite
An open plan kitchen and dining area features a rustic wooden table surrounded by black chairs, positioned beside a large window with a view. Navy cabinetry complements the stainless steel appliances, while white walls and elegant light fixtures enhance the space's brightness.
Cottage in Newburgh
5 out of 5 average rating, 124 reviews

Luxury River View Farm Cottage + Dog Friendly

Enjoy stunning views over the River Tay from a luxury countryside base (35 mins to St Andrews & 50 mins to Edinburgh). Old Parkhill at Hyrneside is a beautifully restored 3 bed farm cottage, featuring a stylish open plan space, designer kitchen, wood stove and heated polished concrete floors. Relax in marble washrooms, one with a clawfoot bath, the other a walk-in shower. French doors open out to a courtyard dining area + pizza oven, fire pit and acres of farmland, forest + trails to explore.

Guest favorite
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 St Andrews
4.94 out of 5 average rating, 213 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 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, 162 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
Cottage in Fife
5 out of 5 average rating, 217 reviews

Luxury one-bedroom cottage ŵ outdoor bath & views

This unique cottage has a style all of its own with beautiful views over the fields to the sea. Sit and relax in peace and luxury or in the outdoor woodfire hikki bath. All newly renovated and fully equipped to be your home away from home. Centrally located just 40 from Edinburgh, St Andrews, Gleneagles and Elie and only 10 minutes from local villages, all with links to local transport. Plus 30 minutes from Edinburgh airport. However once here we guarantee that you won't want to leave.

Top guest favorite
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, 107 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.

Top guest favorite
A two-story guest suite is set in a spacious yard, surrounded by greenery and trees. Large windows provide light to the stone-gray exterior. The well-maintained lawn features small shrubs and rocks, creating a serene environment, ideal for relaxation and outdoor enjoyment.
Guest suite in Glenrothes
4.98 out of 5 average rating, 171 reviews

Idyllic 2-bedroom suite in the Fife Lomond Hills

*** STAY 2 NIGHTS OR LONGER AND PAY 20% LESS PER NIGHT*** Explore Fife from the comfort of this cosy 2-bedroom guest suite in the beautiful Formonthills woodland on the edge of the Lomond Hills. Quiet and secluded yet close to tourist hotspots and three of Scotland's largest cities, Formonthills Steading is a haven for walkers, cyclists, holidaymakers or guests seeking a base from which to explore surrounding areas. Your booking gives you sole access to the whole guest suite.

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, 156 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.

Guest favorite
The exterior of the historic building is shown, featuring a pale yellow facade and a central entrance with a light blue door. Five windows are visible on the upper levels, and a plaque commemorating its history is mounted on the wall.
Apartment in Dysart
4.97 out of 5 average rating, 149 reviews

The Secret Orchard! Retreat,Hens, Historic,Luxury!

The Secret Orchard is a self-contained apartment. Matt (your host) lives above. Built around 1685 it has many historic features. It has been home to three famous artists from 1848 to 1920. It sits within a large walled garden which has an orchard, cute hens, two ponds, a large trampoline and a sun-trap patio. Two minutes from the Fife Coastal Path and beach and a large park to cycle around. Dysart Harbour featured on Outlander and is very historic.

Top guest favorite
A cozy bedroom features a spacious bed with white linens, set against soft green walls. Natural light enters through rounded windows, while a television is mounted on the wall. A wooden door opens to an outdoor area, complementing the inviting design.
Tiny home in Strathkinness
4.98 out of 5 average rating, 121 reviews

1 Bed Home - Kingbed - Pet - Patio - Parking

Charming 15m² Tiny Home • Private Entrance & Easy Self Check-In • Comfortable King-Size Bedroom • Blackout Blinds for a Restful Sleep • Modern En-Suite Bathroom • Fully Equipped Micro Kitchen • Complimentary Essentials Provided • Space-Saving Dining Setup • Private Outdoor Patio • Free On-Street Parking • Convenient Public Transport Access • Close to St Andrews & Guardbridge • Pet-Friendly Accommodation • Wifi speed (40 Mbps)

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, 174 reviews

Lovely top floor flat 3 bedrooms & private parking

This centrally located flat in Cupar is just a 2-minute walk from the train station, with the taxi rank even closer. St Andrews is only a 15-minute drive away, making it ideal for a golfing trip, relaxing getaway, or exploring Scotland. The flat features built-in ceiling speakers for a comfortable, relaxing stay. Trains run hourly to Edinburgh and Dundee, so a car isn’t essential, though private parking is included for added convenience.

Popular amenities for Cupar pet-friendly home rentals

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

  • Total vacation rentals

    Explore 20 vacation rentals in Cupar

  • Nightly prices starting at

    Cupar vacation rentals start at G$16,726 GYD per night before taxes and fees

  • Verified guest reviews

    Over 990 verified reviews to help you choose

  • Family-friendly vacation rentals

    10 properties offer extra space & kid-friendly amenities

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    20 of Cupar vacation 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!

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