Back deck of The Bay House in Annapolis looking out over the Chesapeake Bay

For vacation-rental owners on Hostaway

Your rental, answered in minutes and booked direct.

We set up and run your AI guest messaging, direct-booking website and guest automations inside Hostaway. We're hosts ourselves, running homes in Annapolis, Puerto Rico and the Costa Brava.

4.99 ★from 80 guest reviews at The Bay House
Superhoston Airbnb
3 homesin Maryland, Puerto Rico and Spain
English & Spanishguest messaging

Our own homes

We test everything on our own properties first.

Before we offer a system to anyone else, it runs at our own houses with our own guests.

Living room of The Bay House with bay views through wide windows Open kitchen with large island and five-burner gas range Wall of windows looking out over the lawn to the bay

Annapolis, Maryland

The Bay House

A waterfront home on the Chesapeake Bay with a private dock, a fire pit, a pizza oven on the deck and a game room with a Peloton and ping-pong. It's about 15 minutes by car to downtown Annapolis.

  • 3 bedrooms · 4 beds · 2 baths · sleeps 8
  • 4.99 ★ · 80 reviews · Superhost
  • Pet-friendly · free parking
See the listing on Airbnb
Aerial view of Coco Beach golf course along the Atlantic coast in Río Grande Covered terrace with outdoor seating overlooking palms and golf greens Bright living room with white marble floors and soft seating

Río Grande, Puerto Rico

Coco Beach Golf Residence

A turnkey four-bedroom condominium overlooking championship greens designed by PGA professional Tom Kite, with views of the Atlantic and El Yunque rainforest from its terraces.

  • 4 bedrooms · 2 primary suites
  • Ocean, rainforest and golf views
  • Elevator · 2 parking spaces · wine fridge
See the listing
White modernist villa with a large pool, lawn and palm trees Villa living room with wood-beamed ceiling and cream sofas Villa entrance with Joia del Mar sign and palms

Sant Antoni de Calonge, Costa Brava

Joia del Mar

Our hillside villa on the Costa Brava, which we've owned since 2009. We look after international guests here in English and Spanish.

  • Whole-villa stays with a pool
  • Bilingual guest communication
Visit joiadelmar.com

What we set up

Hostaway already has the tools. We do the setup that rarely gets finished.

Hostaway includes AI Replies and a booking-website builder. Most owners never get far enough to trust them, so we build them out for you and keep them running.

  1. AI guest replies you can trust

    We write each property's knowledge base and reply rules from your house manual and past guest questions, then test them before auto-reply goes on. When the AI doesn't know an answer, the question comes to you instead of guessing.

  2. A direct-booking website

    A branded site connected to your Hostaway calendar, with real photos, local guides and search-friendly pages, so repeat guests can book you without paying platform fees.

  3. Listing tune-up

    A rewritten title and description, reordered photos and room-by-room details (cooling, beds, stairs, parking) that set accurate expectations and protect your reviews.

  4. The full guest journey, automated

    Messages for booking confirmation, pre-arrival, check-in day, a mid-stay check-in, checkout and review requests, in English and Spanish.

  5. Past-guest rebooking

    A simple seasonal email that invites your best past guests back to book direct, with no platform fee on those bookings.

  6. Monthly care

    A monthly review of AI answers, missed questions, reviews and pricing, with fixes made for you and a one-page report.

Try it

Ask The Bay House a question.

This sample assistant only knows what's in the Bay House listing. If you ask something it can't answer, it says so and passes the question to the host, which is how we set it up for every client.

The Bay HouseSample guest assistant
Hi, welcome to The Bay House on the Chesapeake. What would you like to know about your stay?
Joia del Mar villa and pool on a sunny day

How it works

Three steps, about two weeks.

1

Free 20-minute review

We look at your listing, your Hostaway setup and your last month of guest messages, and tell you what we'd fix first.

2

Setup

You grant access to your Hostaway account. We build, test and walk you through everything before anything goes live with guests.

3

We keep it running

Each month we review the AI's answers, update details as your home changes and send you a short report.

Pricing

Simple, per property.

Listing Tune-Up

$750 one time

  • Title, description and photo order
  • Room-by-room details
  • AI Replies knowledge base
Start here

Most hosts choose this

Full Launch

$2,500 one time

  • Everything in Tune-Up
  • Tested AI auto-reply
  • Direct-booking website
  • Guest-journey automations, EN/ES
  • Past-guest rebooking campaign
Book a call

Monthly Care

$400 per month

  • Monthly AI answer review
  • Updates and fixes
  • Review replies
  • One-page monthly report
Add care

Not on Hostaway yet? We'll help you move over as part of setup.

Questions hosts ask

Does this replace Hostaway?

No. We work inside your Hostaway account and use the tools you're already paying for. You keep full ownership of your account, your listings and your guest data.

Will the AI send messages without me seeing them?

Only after you've approved how it answers. We start with AI drafts that you review, turn on auto-reply topic by topic once you're comfortable, and send anything unusual to you.

Do you work in Spanish?

Yes. We set up guest messaging in English and Spanish, and we work with owners in both languages.

Who owns the direct-booking website?

You do. It runs on your domain and your Hostaway account.

Free 20-minute review

Tell us about your rental.

Send us your listing link and we'll come to the call with three specific improvements.

Julie & Joel