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Vacation rentals in Cupar

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Top-rated vacation rentals in Cupar

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

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A well-lit staircase is shown, featuring a black handrail and soft carpet. A lantern is placed on the lower step, adding a subtle touch to the modern design. The upper area connects to a living space visible in the background.

Home in Midlothian

4.85 out of 5 average rating, 220 reviews

Modern 2 Bedroom House, Edinburgh.

MichaelRating, 5 stars1 week ago

Lovely place near the train station. ideal for easy commute to city centre. pub and coop within 10/15 mins walk, also on bus route if you that rather than train. house was clean and perfect for a few nights stay. responded quickly to messages, overall great Airbnb experience 👍

Apartment in Cellardyke

4.88 out of 5 average rating, 110 reviews

Curlew Cottage, only steps away from the harbour

LesleyRating, 5 stars2 weeks ago

A lovely downstairs flat right next to Cellardyke harbour. It was clean, well furnished and well equipped with some lovely touches such as flowers and a bottle of wine. Right on the coastal walk route and a very easy walk into Anstruther. Location was great for us. Quiet and tranquil.

Top guest favorite

Apartment in Cellardyke

4.96 out of 5 average rating, 386 reviews

Serenity

LewisRating, 5 stars1 week ago

Great house and lovely area to stay. Richard's home is modern and clean, very functional and a great deal. He and his wife met us as soon as we arrived and helped us with everything we needed. My daughter was extremely happy as there is a kids park within touching distance (very quiet, family neighbourhood) and we had great fun staying here.

A panoramic view of Edinburgh's skyline at sunset is captured, showcasing historic buildings and lush green hills. Silhouettes of two people are seen enjoying the scenery near a classical observatory structure.

Apartment in Leith

4.88 out of 5 average rating, 110 reviews

City Centre Main Door Apartment Gr8 Reviews

AlisaRating, 5 stars7 months ago

We had a wondeful weekend in Edinburgh and the apartment did not disappoint. The location is ideal, close enough to the main sites, but still private and quiet. Paul left some essentials in the apartment, which was much appreciated. The apartment felt bigger than on the pictures and had great touches, from original features to modernised fixtures.

The exterior of a charming country house is presented, showcasing a turret covered in lush green ivy. Surrounding gardens feature vibrant flowers and greenery, with large windows reflecting the natural light and inviting views of the surrounding forest.

4.83 out of 5 average rating, 204 reviews

Country house in pretty small glen

RuthRating, 5 stars1 week ago

This was an amazing place for us to stay as an extended family. There were nine of us, plus two dogs, and we rented the Doocot and the Lodge in the grounds. It is located right up in the hills and was blissfully remote yet easily accessible to the A90 to Perth and Dundee. The house itself was very comfortable and exactly as described. The sitting room was amazing with its enormously high ceilings, plenty of squishy sofas and a piano. There was also a Smart TV. For us, the best feature was the enormous dining table which easily seated us all and could have taken several other people too. We had lovely meals together all round the table. It was really memorable. The bathrooms were clean and new. The roll top bath was lovely and super to soak in. Check in, host communications etc were all super easy and they even helped us to have a hot tub ready for our arrival from Fife Hot Tub Hire. All in all, would highly recommend to people looking for a comfortable break away in the hills.

The exterior of a charming historical building is presented, showcasing distinct architectural styles with sandstone and brick facades. Numerous windows are visible, allowing ample natural light, while a quaint archway leads to the courtyard access. The sky above features scattered clouds.

Condo in Old Town

4.77 out of 5 average rating, 123 reviews

The Wee Highland Coo, Grassmarket

NicoleRating, 5 stars1 month ago

No better location! Walking up to the apartment you’re greeted with a gorgeous view of the castle, so many restaurants, bars and shops within walking distance - it was the perfect home base. The size of the space and amenities were ideal to enjoy the weekend with my friend. Gavin was also super responsive friendly and to all messages.

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 and amenities

Popular amenities for Cupar vacation rentals

Free parking on premises

Air conditioning

Stay near Cupar's top sights

Tesco Superstore11 locals recommend

The Boudingait9 locals recommend

Enterprise Car & Van Hire - Cupar7 locals recommend

Fisher & Donaldson7 locals recommend

Lidl7 locals recommend

The Courtyard6 locals recommend

Other great vacation rentals in Cupar

Top guest favorite

A private deck is showcased with a wooden dining table set for two, featuring two plates and wine glasses. The surrounding landscape includes lush greenery and distant hills, with a clear blue sky overhead. The peaceful outdoor setting invites relaxation.

Cabin in Inverkeilor

4.97 out of 5 average rating, 32 reviews

Anniston Mill Cabin 1

DavidRating, 5 stars1 week ago

The cabin was lovely and cosy and my partners favourite part was the wild bats that came out at dusk near cabin 1. The hosts were also super helpful and were always just a message away when we needed assistance on charging our car.

A tranquil street scene features a row of stone buildings under a clear blue sky. Cars are parked along the curb, while trees line the sidewalk, providing a touch of greenery. The architecture reflects a classic urban design, contributing to the neighborhood's character.

Apartment in Leith

4.86 out of 5 average rating, 221 reviews

Relaxing city centre location

JeremyRating, 5 stars1 week ago

Gail’s apartment was beautiful. It was in a perfect place in town. Tucked away from the crowded streets but a very close to walk to everything. With many pubs, restaurants, cafes and shops around. The park right across the street was a nice place to watch all the dogs play. The beds were really comfortable and the kitchen had everything you need. Gail was an amazing host that made us feel so welcomed and gave us recommendations on where to eat and some activities. I’d highly recommend booking Gail’s stay, if and when I visit Edinburgh again I’ll definitely be booking this again.

An outdoor seating area features a wooden table surrounded by several chairs, with a barbecue grill nearby. The space is set amidst expansive fields and gentle hills, offering panoramic views of the lush countryside under a partly cloudy sky.

Bungalow in Lucklawhill

4.96 out of 5 average rating, 164 reviews

Modern Cottage, superb views, near St Andrews

HyunRating, 5 stars2 weeks ago

This was our second stay at Gordon's beautiful accommodation. Gordon and Marion was very friendly and the place was comfortable with fantastic views. The house is very clean, comfortable and quiet and we felt we had complete privacy inside the property. We had a great stay and would definitely stay again 😊

The living room features a spacious layout with patterned carpeting and a variety of comfortable seating options. A wooden coffee table is centered, surrounded by a sofa and armchairs. The walls are adorned with simple decorations, and a painting of a Highland cow adds character to the room.

4.73 out of 5 average rating, 84 reviews

The Gables

GregRating, 5 stars2 months ago

Very comfortable and attractive apartment right in the middle of the amenities and very well placed for all the local attractions.

Top guest favorite

A sandy beach with gentle waves lapping at the shore is seen under a clear blue sky. A person and two children walk alongside the water's edge, with a small dog accompanying them. The coastline features grassy hills in the background.

Place to stay in Fife

4.99 out of 5 average rating, 86 reviews

Luxury 2 bedroom holiday home with stunning views

KarenRating, 5 stars5 months ago

Absolutely stunning. Ideally situated for a coastal walk into St Andrews. The caravan is pure luxury we had everything including milk and orange juice. First class. Will definitely book again

A spacious bedroom features a large bed with plush bedding, complemented by decorative throw pillows. Natural light enters through two windows, illuminating the neutral-toned walls and soft carpet. A bedside table with a glass lamp is positioned next to the bed, adding a modern touch.

Apartment in St Andrews

4.96 out of 5 average rating, 26 reviews

Outstanding Central Apartment

PrestonRating, 5 stars2 weeks ago

Lovely spot. Cant recommend the place or the host more

A stone patio area is shown, featuring a round table surrounded by four black chairs. A large umbrella stands nearby, providing shade. The entrance to a conservatory is visible in the background, framed by greenery and decorative planters.

Bungalow in Edinburgh

4.95 out of 5 average rating, 110 reviews

Beautiful 5 Bedroom Detached House and Patio

XaviRating, 5 stars1 week ago

The best airbnb we've ever experienced. Nice house, very well prepared for the basic necessities, clean, well equiped... Very recomendable!

A two-story family home is depicted, featuring light-colored exterior walls and stone accents. A paved driveway leads to a garage door. A blue vehicle is parked in the driveway, with a neatly maintained lawn and a clear blue sky above.

Home in Edinburgh

5 out of 5 average rating, 4 reviews

4 Bed Family Home with Parking

KritiRating, 5 stars8 months ago

WHAT A BEAUTIFUL HOME! This is probably the BEST place we have ever stayed in with Airbnb. The house we spotless and everything was so well provided for. They even had hot chocolate for kids and really good coffee options for adults, pasta, rice, so many canned food options and oats and what not. Fully stocked kitchen! For kids, they had lots of toys and books. The kids room was the highlight - they had really amazing books nicely laid out as well as a wonderful very clean kitchen set for kids to play with. It really felt like we have just walked right in our home. The playground was the cherry on top. Kids loved climbing and swinging. They even had bubble sets and outdoor playset for the kids and a BBQ set for those who wish to try their hand at BBQ. Can't recommend them enough. Our family of 8 had a great stay and we loved every minute of it. Wished we stayed longer here. We will definitely stay here if we come back to Edinburgh!

Quick stats about vacation rentals in Cupar

Total rentals
30 properties
Nightly prices starting at
$20 before taxes and fees
Total number of reviews
1.7K 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

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

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