Gloucester Luxury Rentals

Blairsville Luxury Vacation Rentals

Featured Gloucester Luxury Rentals

Enjoy scenic coastal walks, fresh seafood, and charming shops during your Gloucester, MA vacation.

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Frequently Asked Questions

  • Why should I visit Gloucester?

    Gloucester is one of New England’s most charming coastal gems, offering the perfect mix of relaxation, history, and adventure. From its working waterfront and world-renowned seafood to its scenic beaches, art scene, and whale-watching tours, Gloucester captures the spirit of Cape Ann like nowhere else. Whether you’re craving a quiet escape or a family-friendly summer adventure, it’s the kind of place that feels both timeless and refreshingly authentic.

  • What is your cancellation policy on rentals?

    We understand that plans can shift unexpectedly, and we aim to offer flexibility while ensuring fairness for both guests and homeowners. For cancellations made 30 days or more before your scheduled arrival, you will receive a full refund, minus a modest $25 administrative cancellation fee. This gives you peace of mind when booking one of our luxury vacation rentals in advance.


    For cancellations made between 8 and 29 days prior to arrival, the initial 25% deposit is non-refundable. If you cancel 7 days or less before check-in, the full reservation amount is forfeited. Since our premium properties in Gloucester are in high demand—especially during the warmer months—this policy ensures we can continue offering exceptional, well-maintained homes to all guests. We highly recommend purchasing trip insurance for added protection.

  • What are your booking conditions?

    At the time of booking one of our luxury vacation homes, a security deposit hold is placed on your credit card as a standard precaution. This amount is not charged but rather reserved shortly before your arrival and automatically released post-departure—provided there is no damage and keys are returned.


    This policy ensures transparency and mutual respect between our guests and homeowners. It helps us maintain the exceptional standards of our upscale vacation properties. From the moment you reserve your stay to the day you check out, our booking process is designed to be clear, secure, and stress-free, so you can focus on what really matters: enjoying your trip to beautiful Gloucester.

  • What is Truvi and why is it required?

    We proudly partner with Truvi (formerly known as SUPERHOG), an industry-leading guest screening platform used by top-tier luxury vacation rental providers. Truvi adds a layer of confidence and security to your booking process by verifying your identity and ensuring compliance with both state and local regulations.

    Guests must complete their Truvi application within 48 hours of receiving the booking confirmation. This includes identity verification that matches the reservation name, uploading a valid government-issued ID, and signing a rental agreement. A $50 non-refundable damage waiver is also collected through Truvi, covering you in the event of accidental damage during your stay.


    This process is quick, secure, and designed to protect everyone involved—so you can enjoy a world-class, worry-free vacation experience in Gloucester.

  • Are pets allowed at your vacation rentals?

    Yes! Many of our luxury vacation rentals are pet-friendly because we know that pets are part of the family. Each pet-friendly property clearly states any breed or size restrictions and may include amenities such as fenced yards, dog beds, or nearby walking trails—perfect for exploring coastal paths or dog-friendly beaches in the Gloucester area.


    Please note that a standard $125 pet fee applies for approved bookings with pets. We do this to ensure each home remains in pristine condition for the next guest while still offering a warm welcome to your furry companions. Be sure to check the individual listing for pet policies or reach out to our guest relations team—we’re happy to help you find the perfect pet-friendly vacation rental for your needs.

  • Are your vacation homes child-friendly?

    Yes, absolutely. As a family-first vacation rental company, we take pride in offering child-friendly luxury vacation rentals that cater to every member of your group—no matter their age. From spacious layouts and bunk rooms to game spaces and safe outdoor play areas, our homes are built with families in mind.


    If you're traveling with infants or toddlers, we encourage you to reach out in advance so we can accommodate special requests like high chairs, baby gates, or cribs when available. Whether it’s a multigenerational family getaway or a young family’s first vacation to Cape Ann, we’re here to make sure your experience is as comfortable and seamless as possible.

  • When will I receive arrival and check-in instructions?

    Our process is designed to be effortless from start to finish. After confirming your stay at one of our luxury vacation homes, you will receive detailed arrival instructions via email, typically 48–72 hours before check-in. This includes the full property address, door or lockbox codes, parking details, and check-in/check-out times.


    We pride ourselves on making arrivals and departures smooth, clear, and welcoming. If you need a late checkout, simply contact our guest relations team in advance and we’ll do our best to accommodate. Every stay is designed to feel like a seamless transition into vacation mode, starting the moment you arrive in Gloucester.

  • What amenities are available in your properties?

    Each of our luxury vacation rentals is curated to offer comfort, relaxation, and entertainment. Enjoy resort-style amenities such as private hot tubs, fire pits, big-screen home theaters, high-speed Wi-Fi, gourmet kitchens, and often exclusive access to nearby clubs or community pools.


    Looking for more? Many properties also include fitness spaces, game rooms, and beach essentials like towels, chairs, and umbrellas—perfect for enjoying the sand and surf at Good Harbor Beach or Wingaersheek. We carefully list available amenities on each property page, so you can find the perfect home to match your travel goals—whether you’re planning a romantic escape, family adventure, or group retreat.

  • Is the check-in process easy and secure?

    Yes. We use contactless check-in technology to make the process as smooth, private, and secure as possible. Before your arrival, we’ll send everything you need—including door access codes, Wi-Fi info, and local tips—so you can go straight into vacation mode without any hassle.


    Our luxury vacation rentals are located in secure neighborhoods, and many homes are equipped with smart locks, Ring doorbells, or security systems to enhance your peace of mind. Should any questions arise, our dedicated guest relations team is just a message or phone call away to assist with anything you need during your stay.

  • Are your hosts verified?

    Yes—we’re proud to be Superhosts, a distinction awarded only to the most experienced and top-rated property managers in the short-term rental industry. This badge represents consistent excellence in guest satisfaction, responsiveness, cleanliness, and hospitality.


    Our guest support team is available to assist you from the moment you book to the moment you check out. We monitor all our luxury vacation rentals with care and professionalism, ensuring every stay is held to the highest standard. When you book with us, you're choosing a team that is recognized for trust, reliability, and exceptional service.

  • Why should I choose a Home Team Luxury Vacation Rentals?

    We offer more than just a place to sleep—we deliver a complete vacation experience tailored to high expectations. Each property is carefully selected, professionally cleaned, and equipped with thoughtful amenities to ensure a comfortable and memorable stay.


    From family reunions and milestone celebrations to last-minute getaways and extended stays, our portfolio of luxury vacation rentals in Gloucester is designed to exceed expectations. We manage every detail—from pre-arrival prep to post-checkout care—so you can focus on what matters most: making memories. Booking with Home Team means choosing quality, comfort, and care every time.