Setting the Standard In Boston's North Shore Vacation Rental Management

Let’s Connect!

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Let’s Connect!

At iTrip Vacations® in Boston’s North Shore, we offer full-service, short-term property management that keeps your returns high.

How? With local expertise, world-class marketing, and hands-on revenue management that can beat the average rental income (sometimes by 5x).

Ready to talk? Good. We are too.

At iTrip Vacations® in Boston’s North Shore, we offer full-service, short-term property management that keeps your returns high.

How? With local expertise, world-class digital marketing, and hands-on revenue management that can beat the average rental income (sometimes by 5x).

Ready to talk? Good. We are too.

Schedule My Call

Make More — Without the Work

With iTrip’s tested tools and strategies for revenue growth, your property will become a top performer —

and stay a top performer year-over-year.

Hands-On Revenue Management

Set it and forget it? No thank you. We use market data, dynamic pricing, and our expertise to keep your daily rates competitive.

World-Class Digital

Marketing

15 million monthly social media impressions can’t be wrong. We target, attract, and book guests using high-end photos, 3D tours, and inviting property descriptions.

Prime Listing

Exposure

We’ll make your property impossible to scroll past with prime listing exposure on 80+ vacation rental and travel sites.

Make More

With iTrip’s battle-tested tools and strategies for revenue growth, your property will become a top performer — and stay a top performer year-over-year.

Hands-On Revenue Management

Set it and forget it? No thank you. We use market data, dynamic pricing and our expertise to keep your daily rates competitive.

World-Class Digital Marketing

15 million monthly social media impressions can’t be wrong. We target, attract, and book guests using high-end photos, 3D tours and inviting property descriptions.

Prime Listing Exposure

We’ll make your property impossible to scroll past with prime listing exposure on 80+ vacation rental and travel sites.

Who we list with

5-Star Property Care

iTrip keeps your property sparkling clean and running smoothly for your total peace of mind and guest satisfaction.

Spotless Housekeeping

Our detail-obsessed housekeeping contractors keep every space walk-in ready from top to bottom.

24/7 Maintenance

Leave all maintenance issues up to our local, responsive team who’ll keep your home in excellent shape day and night.

Meticulous Inspections

Along with regular inspections, we stay on top of your property with winter wellness checks and pre and post-storm checks.

Our Homeowners Say It Best

"Liann has been the catalyst for our success on our STR’s and never ceases to be supportive, helpful and diligent. If something comes up, she handles it proficiently. The guests always speak, in the reviews, highly of her. She has made this experience for us profitable and effortless. I cannot imagine operating these properties without her. Plus she has a great sense of humor and is always positive and upbeat. I’ve obviously nothing but praise for her and you can rest assured she will take great care of you and your homes."

— WS

Exclusive Owner Perks

Partner with iTrip Vacations, and enjoy the most exclusive perks that Boston’s North Shore short term rental management has to offer.

No Nickel & Diming

We cover listings, smart locks, light maintenance, and so much more. We get you started for a lower out-of-pocket cost.

Trust & Transparency

Our owner portal lets you access your reservation calendar, online statements, and booking information with ease.

Wayfair Platinum

Purchase Program

As part of our iTrip family, you get access to a suite of discounted Wayfair pricing. This includes platinum business pricing, furnishing plans, design services and white-glove installations.

"The condo was updated beautifully. It was very clean and we had everything we needed. It is a close walk to much of downtown Newburyport. Would definitely stay again."

— A

Memorable Guest Experience

From automated touchpoints to local support, iTrip exceeds your guests’ expectations at every turn.

Automated Touchpoints

We make things seamless for your guests with automated pre-arrival emails and texts as well as post-departure emails.

Local Support 24/7

Our responsive, knowledgeable team will be minutes away if your guests need help with anything during their stay.

Smart Technology

Give your guests a modern vacation experience with smart locks to keep them safe and smart TVs to let them access entertainment with ease.

"Excellent staycation! House is perfect for 2, new, clean, lovely quiet location. Everything you need in the home is provided. Couldn’t have asked for better!"