STAYS FOR EVERY OCCASION

Discover Comfortable Vacation Rentals in Frederick, Maryland

Whether you’re planning a family holiday, organising a special event, travelling for work, or need temporary accommodation, Sunny Side Stays offers welcoming homes designed for comfort, convenience, and memorable stays.

COMFORTABLE STAYS. THOUGHTFUL HOSPITALITY. MEMORABLE EXPERIENCES.

Find Your Home Away From Home

Find the Perfect Stay for Your Next Trip

Talk a Walk on the Sunny Side

WELCOME TO SUNNY SIDE STAYS

Comfortable Stays Designed Around Your Journey

At Sunny Side Stays, we provide welcoming vacation rentals in Frederick, Maryland, for every type of traveller. Whether you’re planning a family holiday, attending a wedding, organising a wellness retreat, travelling for work, or need temporary accommodation during an unexpected life event, you’ll find comfortable spaces that help you feel right at home.

175

Real Reviews

4.9

Airbnb Rating

3

Years of Hosting

Superhost

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OUR PROPERTIES

Find the Perfect Stay for Every Occasion

WHAT WE OFFER

Stays That Fit Every Need

Sunny Side Stays provides comfortable accommodation for families, event guests, wellness travellers, business stays, and temporary housing needs.

Family Getaways

Comfortable stays for family trips.

Event & Wedding

Ideal for wedding and event guests.

Extended & Temporary

Perfect for work or temporary stays.

Book Direct for the Best Experience

Best Value

Enjoy competitive rates with no unnecessary third-party hassle.

Direct Support

Get fast, friendly assistance before, during, and after your stay.

Book With Confidence

Secure your stay through our trusted booking platform with peace of mind.

GUEST REVIEWS

Trusted by Guests, Stay After Stay

MEET YOUR HOST

Thoughtful Hospitality You Can Count On

At Sunny Side Stays, Serena Kerr understands that every trip has a different purpose. Some guests are planning a family holiday, some are attending a wedding or special event, while others need a comfortable place to stay for work, wellness travel, extended visits, or temporary housing.

Serena’s goal is to make each stay feel simple, welcoming, and stress-free from the moment you arrive. Sunny Side Stays provides comfortable spaces where guests can settle in, relax, and feel at home, whether they are staying for a few nights or a longer period of time.

With thoughtful hospitality and responsive communication, Serena is here to support guests, planners, professionals, and families with accommodation that fits their needs.

Welcoming Stays, Exceptional Care

OUR DESTINATIONS

Discover Places You'll Love to Stay

From relaxing family holidays and wedding weekends to business trips and extended stays, explore destinations with welcoming homes that offer comfort, convenience, and everything you need for a memorable visit.

Stay With Confidence

FREQUENTLY ASKED QUESTIONS

Everything You Need to Know Before You Stay

We welcome families, business travellers, wedding and event guests, wellness retreats, extended stays, and guests who need temporary accommodation during insurance claims or property repairs.

Browse our available properties, select your preferred dates, and complete your reservation through our secure online booking system. If you have any questions before booking, we’re happy to help.

We understand that plans can change. Cancellations made within the eligible cancellation period will receive a refund in accordance with the property’s cancellation policy. Please review the cancellation terms before completing your reservation.

Check-in begins at 4:00 PM, and check-out is by 10:00 AM. If you require an early check-in or late check-out, please contact us before your arrival. Requests are subject to availability.

Pet policies vary by property. If a home is pet-friendly, it will be clearly stated on the property listing. Please review the individual listing before booking or contact us if you have any questions.

Parking availability varies by property. Please refer to the individual property listing for parking details and any specific instructions before your arrival.