Welcome to Grand Welcome Cape Cod – your trusted partner in short-term rental management.

A Stress-Free Solution for Your Cape Cod Vacation Property

Locally managed by Lorena & Dylan – full-service property management in Falmouth & Mashpee.

Meet Lorena and Dylan – Your Local Cape Cod Experts

Grand Welcome Expands to Falmouth, Mashpee, and Cape Cod, Massachusetts with New Franchise Owners Lorena and Dylan Winstanley. Cape Cod, MA – Grand Welcome, a trailblazer in vacation rental management, is thrilled to announce its expansion into Falmouth, Mashpee, and Cape Cod, MA, under the ownership of Lorena and Dylan Winstanley. This franchise is poised to redefine the vacation rental landscape in Cape Cod, offering unmatched experiences for both homeowners and guests. 

Lorena Winstanley, an accomplished architect specializing in interior design, brings over 15 years of experience in architecture and construction to Grand Welcome. With a steadfast passion for real estate and property management, Lorena has successfully run her own house cleaning company on Cape Cod for the past seven years and is well-versed in Airbnb and the real estate market.

Dylan Winstanley, with over 25 years in customer service and management, excels in managing unexpected challenges with creativity and care. Having lived on Cape Cod for over 17 years, Dylan’s intimate knowledge of the area and his enthusiasm for its unique charm make him an indispensable asset to the franchise.

“We are excited to bring Grand Welcome’s distinctive approach to vacation rental management to Cape Cod,” says Lorena Winstanley. “Our commitment is to provide exceptional service to homeowners and to create unforgettable experiences for visitors exploring this beautiful region.”
A dedicated local team offering full-service support, always close by. Feel confident knowing there’s a reliable crew ready to handle anything your property might need — anytime.
Dylan adds, “Cape Cod is my home, and I’m eager to share my passion for this special place with guests. Whether offering insights into local attractions or uncovering hidden gems, I’m dedicated to crafting memorable stays.” 

Grand Welcome’s expansion into Cape Cod aims to maximize property potential, fostering a partnership that benefits homeowners while ensuring guests enjoy diverse and unique stays. Homeowners in Falmouth, Mashpee, and across Cape Cod are invited to explore the advantages of collaborating with Grand Welcome, while travelers can anticipate exceptional service and exclusive offerings during their visits.

About Grand Welcome:

Grand Welcome is a premier franchise specializing in vacation rental management. Focusing on maximizing property potential and delivering exemplary service, Grand Welcome is dedicated to creating memorable travel experiences for guests while supporting property owners in reaching their investment goals.

For inquiries, please contact Dylan Winstanley at dylan.winstanley@grandwelcome.com For more information about franchising go to: grandwelcomefranchise.com

Our Services

How We Serve You

We Market & Rent Your Property

We showcase your property on top vacation rental platforms like Airbnb and Vrbo, using eye-catching photography and smart pricing strategies to help you maximize returns. Our marketing efforts ensure your home reaches the right audience, from social media campaigns to targeted guest outreach.

We Manage & Care for Your Home

Our full-service management covers every detail from guest check-in to housekeeping, property maintenance, permits, and tax handling. We’re dedicated to keeping your home in perfect condition, so you can enjoy peace of mind year-round.

We Delight Your Guests

We provide seamless guest experiences with prompt, friendly support and thoughtful touches that make every stay memorable. Our goal is to turn happy guests into loyal repeat visitors and earn you glowing 5-star reviews.

Property Marketing & Promotion

We craft a compelling presence for your vacation rental with professional visuals and engaging listings. By showcasing your home’s unique features and location, we ensure it stands out on the platforms that matter most — and reaches the guests most likely to book.

Booking & Reservations

We make the booking experience seamless and profitable with round-the-clock availability and expert revenue management. Our team optimizes pricing strategies, keeps your calendar synced in real time, and ensures secure, worry-free transactions for both you and your guests.

Guest Support

We deliver warm, attentive service that makes every guest feel right at home. Our local Cape Cod team handles all inquiries quickly and thoughtfully, while adding personal touches that turn great stays into memorable ones — and first-timers into repeat guests.

Cleaning & Property Care

We maintain your property to the highest standards with a reliable in-house team and consistent quality control. From spotless cleanings to essential restocking, we ensure every guest arrives to a home that feels fresh, welcoming, and professionally cared for.

Inspections & Financial Management

We keep your property running smoothly and your finances organized with proactive oversight and transparent reporting. From routine inspections to detailed financial tracking, we handle the behind-the-scenes work so you can focus on the returns — not the responsibilities.

✅ We take high-quality scroll-stopping photos of your Cape Cod vacation rental property

✅ We write detailed and captivating listings, highlighting your property’s best features and proximity to local attractions

✅ We list your Cape Cod short-term rental property on Airbnb, VRBO and 30+ other travel websites

✅ We advertise your vacation rental property on social media and to repeat customers on our email list

✅ Guests can book online 24 hours a day, 7 days a week

✅ We have an in-house revenue analyst that monitors reservations (weekly, monthly, yearly) to ensure you earn as much as possible

✅ We offer dynamic pricing to optimize your revenue using historical data, seasonal trends and competition tracking

✅ Reservations are updated in real-time and can also be placed by phone with our white glove, full-service reservation staff

✅ We accept all major credit cards and offer trip protection and damage insurance to all guests

✅ All customer support inquiries are handled by our local Cape Cod management team

✅ We answer guest questions quickly with helpful information about your property and the local area

✅ Each guest is emailed personalized arrival instructions, maps and recommended Cape Cod activities

✅ Guests are welcomed to your Cape Cod short-term rental with a personalized welcome call and thank you note

✅ We have in-house maintenance and housekeeping teams located in Cape Cod

✅ Starter items such as toilet paper, soap, and paper towels are provided for guest’s convenience

✅ We inspect your property top-to-bottom after it has been cleaned to ensure guests have a 5-star experience

✅ We have a linen program to make the guest experience comfortable and inviting

✅ We take inventory of all household items that need to be replaced and restock as needed

✅ We arrange annual inspections for pests, pools, filters and other regular maintenance

✅ We offer monthly financial statements, accounts payable, collection and distribution of sales tax

Premium Homeowner Support

Your home deserves exceptional care — and your peace of mind is our priority.

Every Homeowner Partner Receives:

  • A dedicated account manager who knows your property inside and out, delivering a personalized, responsive experience. Just one call gets it done.

  • Access to an exclusive homeowner portal where you can view updates, approvals, and service requests — all in one place for complete transparency.”
At Grand Welcome Falmouth & Mashpee, we aim to take all the stress out of property management. Our services cover all aspects of vacation rental management, including:

Guest Management
Property Marketing
Property Maintenance

You can sit back and enjoy the income from your property while we do all the hard wo

Explore Our Exclusive Cape Cod Rentals

Discover handpicked homes in Falmouth, Mashpee, and surrounding areas. Each property offers a unique experience designed for relaxation and enjoyment.

Cappawack Cottage Charming 3 BDR by John s Pond | Grand Welcome

With its laid-back atmosphere, long sandy beaches, picturesque villages, and attractive lighthouses, it’s no wonder why it’s a destination popular for visitors from all over. If you have your sights set on a beautiful and relaxing vacation to this coastal community, Cappawack Cottage in the charming.

The Gathering Place For 6 | Grand Welcome

The stress will melt away the second you step into The Gathering Place. The bright, airy kitchen features stone countertops that glisten under abundant natural light and a coffee bar with Keurig for slow, easy mornings. Gather around the counter seating for four or head to the dining table for six to share meals, laughter, and memories.

Vineyard Sound Retreat Sleeps 6 | Grand Welcome

With its shingled cottages, flower-filled gardens, and sandy pathways, the village feels like a scene from a romantic movie, offering a peaceful escape into Cape Cod’s timeless beauty. Just a short stroll from the community’s private beach, you’ll be basking in the salty breeze in no time. Afternoons invite leisurely bike rides through the quaint streets or cocktails on the patio while the grill master among you prepares a delicious barbecue dinner.

Summer By The Sea For 10 | Grand Welcome

When you head inside, the open-concept living area is warm and inviting, with a large wraparound sectional centered around a cozy fireplace and a smart TV—perfect for movie nights or relaxing after a beach day. Just off the living room, the dining space comfortably seats six and flows into a modern kitchen equipped with sleek stainless steel appliances, stone countertops, and both Keurig and drip coffee makers to suit every morning preference.

Summersea Charming 4 BDR In Golf Community | Grand Welcome

This peaceful 4-bedroom home is located in a secluded, premier golf community just minutes from public beaches, so you’ll have your choice of the area’s best activities whether practicing your swing on the challenging links or spending the day lounging in the sun with a good book. You’ll be just steps from Ockway Bay where you leisurely float along the waterway by boat, kayak, or paddleboard.

Cottage On Jenkins Pond | Grand Welcome

Spend your days soaking up the plentiful sun along the beach, conveniently popping to and from the home as needed. If you’re up for a round of tennis, courts are just a short stroll away as well, the perfect way to work up a sweat before taking a refreshing swim. Back at the home, a spacious back deck offers a private escape for catching up with loved ones, dining al fresco, or grilling up a delicious barbeque meal, the lush, forested landscape providing a serene backdrop.

Lookout Point 3 BDR Home Steps From Beach | Grand Welcome

This home, tucked away in a quiet residential neighborhood, offers both scenic ocean views as well as those of the Little Pond Conservation Area from the top-of-home widow’s walk, fully immersing you in the stunning natural beauty of this popular coastal destination. Bristol and Falmouth Heights Beaches are both less than a 5-minute walk from your front door, giving you the option of spending full days at the beach while maintaining a convenient distance to the home for meals and breaks from the sun.

Our Offer

Join the Grand Welcome family and transform your second home into a high-performing asset without lifting a finger.

Click on ‘GET PROPOSAL’ to get started.

Cape Cod: More Than a Destination — A Way of Life

Cape Cod is not just a place on the map; it’s an experience that captures hearts and inspires lifelong memories. Whether you're a property owner considering rental opportunities or a guest dreaming of the perfect getaway, Cape Cod offers the ideal blend of beauty, culture, and investment potential.

Closing Statement:

Whether you're opening your doors to travelers or stepping through them as a guest, Cape Cod welcomes you with open arms. Let Grand Welcome Cape Cod connect you to the essence of this extraordinary region — where every stay is a story, and every home is part of the Cape's living heritage.

Frequently Asked Questions

The management fee for short-term rentals in Cape Cod usually ranges between 15% to 35%, depending on the level of service. We believe in offering the best of both worlds: boutique, personalized management with the advantages of national brand capabilities. Our goal is to provide flexible, tailored solutions that suit your needs, ensuring you get maximum value and complete peace of mind.
Absolutely! Cape Cod is a beloved destination for vacation rentals, offering breathtaking coastlines and a variety of local experiences. While most areas welcome vacation rentals, we always recommend checking with local authorities and homeowner associations for any specific guidelines. With our expertise, we’ll guide you through regulations to keep your rental compliant and profitable.
Yes, short-term rentals in Massachusetts generally require collecting state and local lodging taxes. But don’t worry — we simplify this process for you. Our team handles tax collection and remittance, working closely with trusted tax professionals to ensure everything is accurate and compliant. That way, you can focus on enjoying the benefits of your rental without the administrative burden.
Our management package covers every essential service: marketing, bookings, guest communication, maintenance, inspections, and financial reporting. We handle all the details so you can relax while your property performs at its best.
We use professional photography, targeted social media campaigns, and list your property on leading platforms like Airbnb and Vrbo. Our dynamic pricing strategy ensures your property remains competitive and appealing to travelers year-round.
No worries! Our local maintenance team is on call to handle urgent repairs promptly. We prioritize guest safety and property integrity, ensuring issues are resolved quickly to maintain a 5-star experience.