YOUR PERFECT VACATION RENTAL AWAITS

Panoramic view from Killington Mountain in the winter. Ski lifts under a blue sky.

Killington Vacation Rentals

Living room of a luxury vacation home in Killington, VT, features black leather sofas and a panoramic view of the mountains through a mosaic of windows.

Luxury Killington Rentals

A skier down the slopes. Trees and a beautiful winter sky seen in the background.

Ski In, Ski Out Killington, VT

View of Puente de la Mujer and the modern neighborhood of Puerto Madero, Buenos Aires, Argentina, during the night.

Buenos Aires Vacation Rentals

What sets Simple Vacation Rentals apart?

Choosing Simple Vacation Rentals, a boutique rental management agency, offers a unique advantage. We provide personalized attention and tailored services that larger companies can’t match.

Fully Integrated Service Provider

Property owners enjoy individualized care and targeted marketing, ensuring their property shines in the market. Guests benefit from high-quality, well-maintained properties and receive attentive, personal support, enhancing their vacation experience. This focus on quality and a personal touch makes our boutique agency a superior choice for discerning property owners and guests alike.

Technology at the Forefront

Our "guest-centric" values focus on personalized experiences and exceptional service. We understand and cater to each guest's unique needs, ensuring a memorable stay with attentive communication and a warm, welcoming atmosphere. This commitment to individualized care not only enhances the guest experience but also fosters lasting relationships and repeat visits, setting us apart in the hospitality industry.

Partnering Runs Deep

Our "full service management" for property owners offers a comprehensive, stress-free solution, covering everything from marketing to maintenance. We ensure maximum occupancy and revenue, while maintaining high standards for your property. This allows owners to enjoy the benefits of rental income with ease and peace of mind, without the daily responsibilities.

Balconies of stylish early-20th-century houses in the neighborhood of San Telmo in Buenos Aires, Argentina.

Simple Vacation Rentals

We are a Killington-based property management company, founded by local property owner/operators, informed by several decades of first-hand experience in the vacation rental space, and built to meet the needs of full- and part-time rental owners.

Like you, we’ve been through many of the trials and tribulations of being short-term rental owners. Whether it be juggling same-day turnover schedules during peak season, calling contractors for emergency service in the middle of the night, or scrambling to accommodate last-minute booking requests, we’ve learned from having to do it ourselves.

Along the way, we’ve adapted our marketing and technology expertise as the vacation rental marketplace has grown from a mom & pop niche sector to an industry of highly-integrated online platforms with international reach and Super Bowl advertising budgets.

Panorama of Killington Mountain, with a few people skiing near many snowy trees.

Our Mission

Through it all, we’ve remained passionate about our core mission: providing excellent travel experiences to our guests and helping owners realize the full potential of their rental properties.

Our personal experiences have shaped a vision for a property management company that reverts back to our values: integrity, transparency, and teamwork. Our suite of services is designed to provide you with peace of mind, knowing that your property is in capable, attentive, and caring hands.

We understand that every property is unique, and our customized approach ensures that your specific requirements are met with the utmost professionalism and efficiency.

Find Your Rental

Killington Condo Rentals

Aerial view of Killington's Mountain Green condominium complex in the winter, with Killington mountain seen behind.

Mountain Green Resort

Killington Center Inn & Suites

Trail Creek Condos

Aerial winter view of the different buildings that make the Whiffletree Condos complex next to Killington Mountain. Cars parked in front of them.

Whiffletree Condominiums

Nicely decorated dining room at a high-end vacation rental next to the mountains.

Topridge Townhomes

Living room of a vacation rental, decorated in beige and off-white colors with red accents. The Vermont landscape seen through its large windows.

The Woods Resort & Spa

Comfy-looking blue sofa with orange cushions. A large window behind it, showing trees in the Vermont fall season.

Trailside Village

GUEST TESTIMONIALS

Jared P.

Philadelphia, PA
The Suites at Killington

We really enjoyed our stay here. It is a short drive to the ski resort and there are many restaurants around the area. The condo is very cozy and I would absolutely stay here again.

Jeff S.

Boston, MA
The Cabin at Killington

Great location, about 7-8 minute drive to the mountain and walking distance to many of the bars and restaurants in town. Everything was exactly as described and the few questions I had were answered right away. Would definitely book again for another ski weekend.

Patrick B.

New York, NY
Tanglewood Vista

We really loved our stay here. Check in was extremely easy and the house was spotless. The insider guide they provide is really helpful and helped us get the most out of the area. The bubble hockey machine is very legit, if you’re into that. Would absolutely stay here again.

Brigid C.

San Diego, CA
The Farmhouse Condo

Beautiful and cozy getaway. This place is exactly as pictured and was super comfy and convenient. Close to nearby hikes and the ski village. We had a great time!

Lan C.

New York, NY
Killington Mountain Retreat

Amazing place! Perfect location, 5 min to Killington base, super spacious, clean, had everything we needed, and had a hot tub as well. Every room had extra blankets and pillows, we also had more than enough towels. Super helpful and comprehensive guide provided by the host. Really hope we can stay again!!!

Roberto P.

São Paulo, Brazil
Luxury Palermo Hollywood Condo

We had a great trip and really enjoyed Buenos Aires. This definitely happened because we made a great choice in relation to where we stayed. Quiet place, ideal space, everything working perfectly and fantastic support from the host. Whenever we need something, we get a quick and accurate response from Andy. I confidently recommend this place to anyone who comes to Bs As.

Vik D.

Miami, FL
Fitz Roy Suite

Had such an amazing stay! The apartment itself was very spacious and felt super homey. It pretty much had everything you might need for a short or extended trip. As far as location, I couldn't have asked for a better spot! Walking distance to cool restaurants and bars as well as the Soho area, which is obviously known for its nightlife. I would 100% recommend this Airbnb and Andy as a host to anyone!

Byron S.

New York, NY
Pico Mountain Condo

Great ski condo for a family ski weekend at Pico. The fireplace and firewood were a highlight of the stay. Just steps from Pico ski rental and lifts. Our family loved being so close to the mountain and Pico Lodge!