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Top Rated Vacation Rental Software with Hostaway - Page 2

Last updated: November 2026

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31 software options

Guestara logo

Guest management platform for hospitality

Guestara is a guest management platform designed for hotels, resorts, short-term rentals, and other hospitality businesses. The platform features mobile check-in automation, multi-channel guest messaging through WhatsApp and email, AI-powered upselling tools, and review management capabilities. Guestara includes a unified inbox for guest communications, smart checkout functionality, integrated payment processing, and analytics to track guest sentiment throughout their stay.

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UpMarket logo

AI guest experience automation for hospitality

UpMarket is an AI-powered guest experience platform for hospitality operations like hotels, resorts, vacation rentals, and B&Bs. It features an AI virtual concierge for automated guest communication, online check-in, and digital key distribution. The platform includes a DirectBook chatbot for bookings and a white-label guest app offering property info, local recommendations, and service booking without downloads.

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HolidayHero logo

Guest app and guest experience software

Holidayhero is an all-in-one solution to enrich guest stays. The native guest app, compatible with iOS and Android, ensures seamless information access and a unified aesthetic. Effortlessly personalize guest interactions and drive revenue.

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FieldStay logo

Field operations software for short-term rental managers

FieldStay is a field operations platform for short-term rental managers running 1-100 properties. It automates turnovers, crew scheduling, work orders, vendor dispatch, inventory restocking and owner financials, with an offline-capable crew app and flat pricing that never gates features.

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anpira logo

PMS and channel manager for vacation rentals in Spain

anpira is a property management system with a built-in channel manager for vacation rentals in Spain. It syncs rates and availability with Airbnb and Booking.com and covers online check-in with the Spanish traveller report, access codes, cleaning certificates and an AI concierge for guests.

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Guestar logo

AI guest messaging for property managers

Guestar is an AI-powered guest communication platform designed for property managers and short-term rental operators. The software integrates with property management systems to automate guest messaging in over one hundred languages, handling inquiries before and after bookings. It offers features including automated upsell opportunities for early check-ins and late checkouts, customizable brand voice settings, and a teachable knowledge base that learns property-specific details.

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