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Check prices for these dates

Next weekend
8 Aug - 10 Aug
In two weeks
15 Aug - 17 Aug
In one month
29 Aug - 31 Aug
In two months
26 Sept - 28 Sept

Featured Cottages in Cortona and around

Cottage " I due Pini"
Surrounded by lush greenery and tall pine trees, this villa features a charming patio area with potted plants and a stone wall.

Cottage " I due Pini"

10.0 out of 10, Exceptional, (40)
"The house was an ideal location for visiting southern Tuscany and lago Trasimeno (strictly in Umbria...). It is comfortable and has everything you need for a relaxing stay. Check in was easy... Paolina provided exact GPS co-ordinates and finding the house was straightforward - we were met by Estelle and were soon settled in and sat in the terrace with a glass of wine. During the week we walked in the hills above Cortona, around Chiusure in the val d'Orcia and these were lovely, but because the...
Cottage " I due Pini"
A stylish Tuscan cottage for four people with stunning views over the valley and Cortona
Pool

A stylish Tuscan cottage for four people with stunning views over the valley and Cortona

A stylish Tuscan cottage for four people with stunning views over the valley and Cortona
La Fonte, our quaint little west facing cottage for two people.
Pool

La Fonte, our quaint little west facing cottage for two people.

The price is €183
includes taxes & fees
29 Aug - 30 Aug
La Fonte, our quaint little west facing cottage for two people.
One Bedroom Barn in a Medieval Hamlet
Guests can enjoy the outdoors at this traditional guesthouse, featuring a sloped roof and natural stone construction.

One Bedroom Barn in a Medieval Hamlet

9.0 out of 10, Wonderful, (2)
"The room we got nr 14 has no privet table and chair out side so you are stack in the rooms or walk to public seating area. Pool is far a way is challenge to get there, no info on that on the web site. The staff is very nice and helpful over all is OK but in the area you can find better place to stay."
One Bedroom Barn in a Medieval Hamlet
Il ponticello Cortona Charmful cottage in the woods 5 min from Cortona
Enjoy outdoor dining or relaxation on the balcony with a table and chairs.

Il ponticello Cortona Charmful cottage in the woods 5 min from Cortona

Il ponticello Cortona Charmful cottage in the woods 5 min from Cortona
Idyllic Tuscan Cottage
Exterior

Idyllic Tuscan Cottage

Idyllic Tuscan Cottage
House With Panoramic View
Situated in a serene natural setting, this charming chapel offers a peaceful escape.

House With Panoramic View

House With Panoramic View
Belvilla by OYO Leccio Lauro Quattro
Surrounded by lush greenery, this rural property features a cluster of buildings, including a central main house and auxiliary structures.

Belvilla by OYO Leccio Lauro Quattro

Belvilla by OYO Leccio Lauro Quattro
Cottage in Tuscany With Pool & Olive Groves
Relax in a serene garden setting with a pool and pergola overhead.

Cottage in Tuscany With Pool & Olive Groves

Cottage in Tuscany With Pool & Olive Groves
Belvilla by OYO Leccio Cottage Ciliegio
Relax in a serene outdoor setting with a round table and four chairs, surrounded by lush greenery and a stone-paved patio.

Belvilla by OYO Leccio Cottage Ciliegio

Belvilla by OYO Leccio Cottage Ciliegio
Lovely cottage on Tuscany border with private pool
Enjoy a refreshing dip in the pool surrounded by a charming outdoor space with a table and chairs.

Lovely cottage on Tuscany border with private pool

Lovely cottage on Tuscany border with private pool
Belvilla by OYO Limonaia
Enjoy a leisurely meal in our outdoor dining area, where wine and relaxation come together.

Belvilla by OYO Limonaia

Belvilla by OYO Limonaia
Cottage in Tuscany with Pool & Olive Groves
Relax in a serene, outdoor space with a shaded seating area and a nearby swimming pool.

Cottage in Tuscany with Pool & Olive Groves

9.0 out of 10, Wonderful, (2)
"Herzlicher Empfang und Betreuung durch die Vermieter. Sehr schön angelegtes Häuschen und gepflegter Pool. Familie hat einen kleinen Hund - für uns kein Problem, sollte aber vorher vielleicht erwähnt werden. Das kleine, gemütliche Häuschen ist für ein Pärchen ein Traum."
Cottage in Tuscany with Pool & Olive Groves
Belvilla by OYO Leccio
Experience the tranquility of a traditional courtyard surrounded by lush greenery and a historic building with a charming tower.

Belvilla by OYO Leccio

Belvilla by OYO Leccio
Spacious Cottage in Cortona With Swimming Pool
Relax in a serene outdoor space with a round table and four chairs, surrounded by lush greenery.

Spacious Cottage in Cortona With Swimming Pool

Spacious Cottage in Cortona With Swimming Pool
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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Top Cortona Hotel Reviews

Monastero di Cortona Hotel & Spa

Monastero di Cortona Hotel & Spa

10/10 Excellent
"Gorgeous hotel, very helpful and friendly staff, stunning pool and spa. Loved everything about this hotel! Just know that it’s an uphill walk to get there from the town center. "
Jordan 2-night trip
Posted 7 days ago
Monastero di Cortona Hotel & Spa

Frequently asked questions

How much do cottages in Cortona cost?
You can expect to pay between €183 and €183 per night for cottages in Cortona. No matter your budget, a terrific stay is only clicks away on Expedia. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
How many cottages are there in Cortona?
Pick from 15 cottages in Cortona. No matter if you're holidaying with the family or organising a weekend break with friends, Expedia will help you find the perfect space to immerse yourself in nature.
Why book your cottage in Cortona with Expedia?
Expedia has some excellent cottages in Cortona, so start packing your bags for a memorable stay on nature's doorstep. If you're on a budget, select how much you're willing to spend and your preferred property star rating. Or, try out our filters to search for cottages with a kitchen or a pool. We'll help you find the perfect fit whatever your getaway looks like.