See all properties

Poggetto in Chianti Classico-La Pergola

Living area

Interior

Dining

Pool

Outdoor dining

Don't miss out! Price and availability may change

House in Castellina in Chianti

4 guests

Reasons to book

Great for petsBring all your friends and family, even the furry ones

High-end valueWell priced for this area

Book with confidenceWe partner with the top travel sites so you know you're getting a great deal on the perfect rental

About this house rental

Located in Castellina in Chianti, this vacation home lets you experience it all. Fans of nature and the outdoors will love being 23 minutes by car from Alta Val d'Elsa River Park and 25 minutes from Sentierelsa Trail. If you'd like to explore the area, you can make the 9-minute drive to City Hall Castellina In Chianti or the 14-minute drive to Chianti Observatory.

Amenities

Non-smoking

Pets allowed

Family friendly

Map of Castellina in Chianti

city location on map

Nearby attractions

Piazza del Campo

Abbazia di San Galgano

Cupola del Brunelleschi

Museum of Opera of Saint Maria of Fiore

$$$$

FAQs

Is parking included with this house?

Parking is not specified as an available amenity at Poggetto in Chianti Classico-La Pergola. For more information, we encourage you to contact the property about where to park.

Is there a pool at this house?

We didn’t find pool listed as an amenity for this house. It may be worth double checking if a pool is important for your stay.

Is Poggetto in Chianti Classico-La Pergola pet friendly?

Yes! This house is pet-friendly. For more information, we recommend contacting the booking provider about animal policies.

What amenities are available at Poggetto in Chianti Classico-La Pergola?

We found 3 amenities for this rental. This includes non-smoking, pets allowed, and family friendly.

Explore similar stays in Castellina in Chianti

Explore all stays

Poggetto in Chianti Classico-La Pergola

in Castellina in Chianti

4 guests

House in Castellina in Chianti, for $225 per night is great for your next (business stay, family stays, couples stay, getaway vacation, etc.)

Istrice cosy apartment in the Chianti garden swimming pool, tennis and wifi

4 guests · 1 bedroom · 1 bath

Experience vacation in Castellina in Chianti with our Apartment, Istrice cosy apartment in the Chianti garden swimming pool, tennis and wifi. Enjoy amenities such as Pets allowed, Family friendly and Non-smoking, and more.

9.6 / 10

Outstanding(36 Ratings)

Riserva di Fizzano Residence

Vacation rental

in Castellina in Chianti

4 guests · 1 bedroom · 1 bath

Free WiFi/internet · Air conditioning · Pool

Experience the best of Castellina in Chianti with this Vacation rental available for $215. This property is equipped with amenities including Non-smoking, Air conditioning and Bar, and more.

Work Friendly Home

8.6 / 10

Excellent(8 Ratings)

Chianti Classico Home

in Castellina in Chianti

2 guests · 4 bedrooms · 4 baths

Free WiFi/internet · Balcony/Terrace · Garden

Discover the beauty of Castellina in Chianti with a stay at Chianti Classico Home, a top rated House with amenities such as Free Parking, Pets allowed and Garden, and more.

Garden View Haven in Barberino Val d'Elsa

in Barberino Val d'Elsa

4 guests · 2 bedrooms · 1 bath

WiFi/Internet · Pool · TV

Looking for the perfect place to call home during your trip to Castellina in Chianti? This Apartment offers a comfort and style with top-notch amenities, including Cribs or cots available, Outdoor Cooking and Parking Available, and more.

Istrice cosy apartment in the Chianti garden swimming pool, tennis and wifi

4 guests · 1 bedroom · 1 bath

Enjoy the best of Castellina in Chianti in our Apartment, Istrice cosy apartment in the Chianti garden swimming pool, tennis and wifi. A stunning property with amenities including Pets allowed, Family friendly and Non-smoking, and more.

9.6 / 10

Outstanding(36 Ratings)

Riserva di Fizzano Residence

Vacation rental

in Castellina in Chianti

4 guests · 1 bedroom · 1 bath

Free WiFi/internet · Air conditioning · Pool

Indulge in a peaceful retreat at Riserva di Fizzano Residence, our elegant Vacation rental in Castellina in Chianti. Enjoy amenities including Non-smoking, Air conditioning and Bar, and more.

8 / 10

Excellent(4 Ratings)

Fioraie villa with pool and breathtaking views for 6 people

in Castellina in Chianti

6 guests · 2 bedrooms · 3 baths

Experience vacation in Castellina in Chianti with our Villa, Fioraie villa with pool and breathtaking views for 6 people. Enjoy amenities such as Pets allowed, Family friendly and Non-smoking, and more.

10 / 10

Outstanding(1 Rating)

Authentic Stone House with Pool & Scenic Views – Perfect for Nature Lovers

in Castellina in Chianti

6 guests · 3 bedrooms · 2 baths

This attractive House in Castellina in Chianti, $245 per night for your (business stay, family stay, couples stay, getaway vacation, etc.)

Villa Elisa by Interhome

in Castellina in Chianti

6 guests · 2 bedrooms · 2 baths

This attractive Apartment in Castellina in Chianti, $255 per night for your (business stay, family stay, couples stay, getaway vacation, etc.)

9.3 / 10

Outstanding(198 Ratings)

Casa Vacanze Squarcialupi

in Castellina in Chianti

2 guests · 1 bedroom · 1 bath

Free WiFi/internet · Air conditioning · Balcony/Terrace

Indulge in a peaceful retreat at Casa Vacanze Squarcialupi, our elegant Apartment in Castellina in Chianti. Enjoy amenities including Free Parking, Pets allowed and Tennis court, and more.

9 / 10

Outstanding(2 Ratings)

Ceccatelli In Castellina in Chianti, Tuscany

in Castellina in Chianti

7 guests · 4 bedrooms · 3 baths

Experience the best of Castellina in Chianti with this Villa available for $246. This property is equipped with amenities including Pets allowed, Family friendly and Non-smoking, and more.

9 / 10

Outstanding(10 Ratings)

Rustic retreat with panoramic views and country charm

in Castellina in Chianti

6 guests · 3 bedrooms · 2 baths

WiFi/Internet · Air conditioning · Pool

This attractive Farm Stay in Castellina in Chianti, $194 per night for your (business stay, family stay, couples stay, getaway vacation, etc.)

10 / 10

Outstanding(157 Ratings)

Farmhouse in the heart of the real chiantishire

in Castellina in Chianti

4 guests · 2 bedrooms · 2 baths

This attractive House in Castellina in Chianti, $199 per night for your (business stay, family stay, couples stay, getaway vacation, etc.)

8 / 10

Excellent(1 Rating)

Carraretto In Castellina in Chianti, Tuscany

in Castellina in Chianti

6 guests · 3 bedrooms · 2 baths

Experience the best of Castellina in Chianti with this Apartment available for $218. This property is equipped with amenities including Pets allowed, Family friendly and Non-smoking, and more.

You can save with One Key

8.3 / 10

Excellent(9 Ratings)

Fontani In Castellina in Chianti, Tuscany

in Castellina in Chianti

7 guests · 4 bedrooms · 3 baths

The best choice in Castellina in Chianti for Villa, for $209 per night for your (business stay, family stay, couples stay, getaway vacation, etc.)

Cignanbianco - Alba e Tramonto by Interhome

in Castellina in Chianti

9 guests · 5 bedrooms · 3 baths

Nestled in Castellina in Chianti, this House is perfect for your next vacation. Enjoy Cignanbianco - Alba e Tramonto by Interhome's top-rated amenities, including Pets allowed and Non-smoking, and more.

A Casa Dell'ida

in Castellina in Chianti

6 guests · 2 bedrooms · 1 bath

WiFi/Internet · Air conditioning · Pool

When traveling to Castellina in Chianti, if you are looking for (business stays, family stays, couples stay, getaway vacation, etc.) this is the perfect place at $250 per night.

8 / 10

Excellent(10 Ratings)

Agriturismo San Silvestro

in San Donato in Poggio

2 guests · 2 bedrooms · 1 bath

Free WiFi/internet · Air conditioning · Pool

Experience vacation in Castellina in Chianti with our Farm Stay, Agriturismo San Silvestro. Enjoy amenities such as Free Parking, Pets allowed and Garden, and more.

You can save with One Key

9.4 / 10

Outstanding(25 Ratings)

Agriturismo San Silvestro - Your home with pool in the hills of Chianti

in Barberino Val d' Elsa

5 guests · 2 bedrooms · 1 bath

This House in Castellina in Chianti, is the right price for your (business stay, family stays, couples stay, getaway vacation, etc.) today!

Villa Elisa by Interhome

in Castellina in Chianti

6 guests · 2 bedrooms · 2 baths

Enjoy the best of Castellina in Chianti in our Apartment, Villa Elisa by Interhome. A stunning property with amenities including Pets allowed, Family friendly and Non-smoking, and more.

Beautiful apartment in villa with A/C, pool, WIFI, TV, patio, pets allowed and panoramic view

in Castellina In Chianti

9 guests · 5 bedrooms · 3 baths

Indulge in a peaceful retreat at Beautiful apartment in villa with A/C, pool, WIFI, TV, patio, pets allowed and panoramic view, our elegant Villa in Castellina in Chianti. Enjoy amenities including Pets allowed and Non-smoking, and more.

1 / 10

Countryside charm villa for 9 with stunning sunset views

in Castellina in Chianti

9 guests · 5 bedrooms · 3 baths

WiFi/Internet · Air conditioning · Pool

This Farm Stay in Castellina in Chianti, is the right price for your (business stay, family stays, couples stay, getaway vacation, etc.) today!

9.8 / 10

Outstanding(157 Ratings)

Farmhouse in the heart of the real chiantishire

in Castellina in Chianti

4 guests · 2 bedrooms · 2 baths

This attractive House in Castellina in Chianti, $199 per night for your (business stay, family stay, couples stay, getaway vacation, etc.)

Antica Posta, Castellina in Chianti, Siena and Chianti

in Castellina in Chianti

4 guests · 2 bedrooms · 2 baths

Indulge in a peaceful retreat at Antica Posta, Castellina in Chianti, Siena and Chianti, our elegant Apartment in Castellina in Chianti. Enjoy amenities including Pets allowed, Family friendly and Non-smoking, and more.

6.9 / 10

Average(34 Ratings)

Chianti Suite

in Castellina in Chianti

2 guests · 2 bedrooms · 1 bath

Pool · Balcony/Terrace · Garden

Indulge in a peaceful retreat at Chianti Suite, our elegant House in Castellina in Chianti. Enjoy amenities including Free Parking, Pets allowed and Garden, and more.

You can save with One Key

Cignanbianco - Alba e Tramonto by Interhome

in Castellina in Chianti

9 guests · 5 bedrooms · 3 baths

Business stays, family stays, couples stay, getaway vacation, and rental in Castellina in Chianti at Cignanbianco - Alba e Tramonto by Interhome for $199 for your next trip.

You can save with One Key

Beautiful apartment in villa with A/C, pool, WIFI, TV, patio, pets allowed and panoramic view

in Castellina In Chianti

9 guests · 5 bedrooms · 3 baths

Business stays, family stays, couples stay, getaway vacation, and rental in Castellina in Chianti at Beautiful apartment in villa with A/C, pool, WIFI, TV, patio, pets allowed and panoramic view for $219 for your next trip.

9 / 10

Outstanding(2 Ratings)

Agriturismo La Papessa - Iride

6 guests · 2 bedrooms · 1 bath

Looking for a business stay, family stay, couples stay, getaway vacation, or traveling to Castellina in Chianti, at $186 per night for your next great vacation.

You can save with One Key

Antica Posta, Castellina in Chianti, Siena and Chianti

in Castellina in Chianti

4 guests · 2 bedrooms · 2 baths

Nestled in Castellina in Chianti, this Apartment is perfect for your next vacation. Enjoy Antica Posta, Castellina in Chianti, Siena and Chianti's top-rated amenities, including Pets allowed, Family friendly and Non-smoking, and more.

Castellina in Chianti travel inspiration

The Best American Lake Town Awards 2026: Where Shoreline Meets Soul

America’s Best Hidden Beach Towns (2026 Awards)

Best Small Towns for Spring Getaways (2026)

The Ultimate Packing List For Your Vacation (2026)

Where Everyone Knows Your Name: America’s Most Welcoming Small Towns (2026)

35 Road Trip Necessities for the Perfect Journey

How to Pack a Suitcase: 12 Steps to Perfect Packing

Top 25 Packing Tips for 2026 (Smarter, Lighter, Stress-Free Travel)

Keep exploring