Best Vacation Rentals for Corporate Retreats

Explore the best vacation rentals for corporate retreats. Find top destinations offering luxury amenities, spacious accommodations, and ideal settings for team-building.

Planning your next business meeting and can't stand the thought of another round of stale donuts in the conference room? It might be time to upgrade to a more inspiring setting.

Corporate retreats don't have to be boring. Picture this: you're brainstorming new business ideas after a well-deserved dive in the pool or an exciting yoga session in the backyard. Sounds appealing? Thought so. Business retreats are no longer a luxury but a much-needed investment for team bonding and goal setting.

However, selecting the perfect vacation rental that meets your corporate needs can be tricky. With so many options available, where to even begin? In this guide, we'll explore the best short-term rentals in the US that combine the ideal environment for productivity and relaxation. From luxurious lakefront lodgings to rustic cabins nestled in the woods, a property awaits you.

Don't forget to book directly through Houfy to save up to 20% on service fees!

7 Corporate Retreat Rentals to Impress Your Team

1. Stunning 9-Bedroom Villa on the Chesapeake Bay - Rock Hall

Imagine sipping your morning coffee with a fantastic view of the Chesapeake Bay in your front yard. Dreamy! This gorgeous 5-acre villa rental in Rock Hall, Maryland, is the perfect blend of luxury and relaxation to ensure an unforgettable retreat for your team.

Surrounded by 75 acres of tranquil farmland, this property is more than a place to stay—it's a 360 experience designed to inspire and rejuvenate. Picture your team enjoying a heated pool, hot tub, or sauna after a productive day of meetings. Launch kayaks into the bay for a team-building adventure or unwind in the sports room with multiple TVs and a pool table.

With 9 spacious bedrooms, including 2 rooms with built-in bunk beds and 5 rooms on the ground level, there's ample space for up to 28 guests. At night, you can cozy up next to the gas fireplaces or gather in the great room to watch presentations or movies. Now, that's a corporate retreat in style!

Villa rental for a corporate retreat on your own private peninsula

2. Lake Winnipesaukee & Gunstock Ski Mountain Views - Gilford

Are you looking for an all-season rental for your next corporate retreat? This spacious 4-bedroom house in Gilford, NH, hosts up to 15 guests, offering ample opportunities for team-building exercises and brainstorming sessions. Just minutes from Gunstock Ski Mountain, Lake Winnipesaukee, Bank of NH Pavilion, and Weirs Beach, it offers easy access to the best attractions nearby.

Enjoy the BBQ grill for outdoor cooking and dining, or use the updated kitchen to prepare group meals. Savor your meals in the beautiful garden and back patio with breathtaking lake views. The property's spacious and modern design makes it an ideal space for corporate events and outdoor activities.

With two spacious living rooms, a family room, a sunroom, and a dining area, there's plenty of room for meetings and social gatherings. The house provides various bedroom configurations, including a first-floor bedroom with a king-size bed, a second-floor primary bedroom with an attached bathroom, and additional sleeping options on the lower level.

Vacation rental in corporate retreat locations

3. Luxury Beach House with Pool, Elevator, Game Room, Steps to Beach - Hilton Head Island

Sandy Beach Retreat is a luxurious 7-bedroom, 8-bathroom home in Hilton Head Island, South Carolina. Accommodating up to 21 guests, it's nestled in the desirable Burkes Beach. Featuring a coastal style design, it inspires the feeling of being swept away to a relaxing spa with all the conveniences.

Enjoy the private heated pool and the hot tub, or take a rejuvenating 5-minute walk to the beach. Rainy day? Stay inside with plenty of game options in the large recreation room on the ground level. Play a game of foosball, start a ping pong or corn hole tournament, or just relax with a book after a long day of meetings.

The brand-new chef's kitchen is stocked with all the cookware you'll need to prepare delicious meals for the whole team. You can even plan a cooking competition with special prizes for the winners. There's also an outdoor seating and grilling area for BBQ time under the stars. Sandy Beach is the place to be if you're planning a corporate retreat!

Vacation rental for company retreats or corporate events

4. Ren'd Architect! Pool/Tub/Theatre/Game/Fire/Slp 34 - Gatlinburg

This state-of-the-art villa rental in Gatlinburg, Tennessee, is more than 8500 sqft and accommodates up to 34 guests. Sitting on a private 3000+ acre land, it was built by renowned architect JAI, furnished and decorated by professional interior designers, and incorporates materials from local artists and surrounding nature. It offers the perfect combination of views, location, and privacy for your corporate retreats.

Facing Mt LeConte, this magnificent estate offers fantastic views year-round. Picture yourself brainstorming new ideas while sipping cocktails by the pool or soaking in the warmth of the hot tub—it's the perfect recipe for creativity. When it's time to unwind, the game room awaits with an array of entertainment options, from foosball to pinball and air hockey to race cars.

Step outside for a cozy firepit and BBQ area, ideal for roasting marshmallows or grilling your favorite steaks under the starry sky. In the villa, you'll also find quiet nooks and working spaces where productivity thrives, alongside a charming chess room with its crackling fireplace and mountain vistas—a perfect spot for bonding with colleagues. And for those moments when you simply want some time to yourself, the sunroom awaits, complete with a cozy swing bed for reading or napping.

Corporate reunion resort for large groups

5. Lakefront, Hot Tub, Kayaks, Game Room & Firepit - Tobyhanna

Escape to your private paradise at this stunning lakefront retreat, where relaxation meets entertainment. This spacious house boasts 5 bedrooms and 2 bathrooms, accommodating up to 14 guests. Each room is tastefully decorated and has cozy furnishings for a comfortable stay.

The open living and dining room feature spectacular panoramic views of the lake, a wood-burning fireplace, and an 85-inch Smart TV for productive meetings with the team. In the post-meeting hours, the dedicated game room awaits. Challenge your colleagues to a pool, basketball, or air hockey game, or enjoy a wide selection of board and arcade games.

From the game room, a short stroll leads you to the lakefront and hot tub. The outdoor area also features a firepit and boats. Spend your days boating, kayaking, and paddleboarding around the lake for a memorable corporate retreat. At night, you can gather around the firepit under the starlit sky and share stories with your team.

Corporate retreat rentals

6. Glen House - Newry

The Glen House at Sunday River is the ultimate luxury estate for your next corporate retreat. Nestled within the breathtaking scenery of Maine's Mahoosuc Mountains, it offers an unparalleled array of amenities and entertainment options, ensuring an unforgettable stay for the whole team. It accommodates up to 26 guests in 9 bedrooms, with ample space for relaxation and recreation.

From the state-of-the-art movie theater and game-filled entertainment garage to the inviting hot tubs and gourmet kitchens, every aspect of this estate is designed to perfection. Want to enhance your stay further? Opt for services such as in-house massages, private chefs, and concierge hospitality.

Whether networking with cocktails by the pool or brainstorming in the stunning outdoor spaces, the Glen House is the perfect backdrop to your corporate retreats. For those seeking adventure, the nearby Sunday River Golf Course offers picturesque views and recreational activities. The nearby cities of Bethel and Newry are also worth exploring.

Vacation rentals for business retreats

7. Renowned Architect! Views/Theatre/Game Room/Hot Tub - Gatlinburg

Our list of the best vacation rentals for corporate retreats wouldn't be complete without Six Diamonds. Experience unparalleled luxury and breathtaking views in this mountaintop villa of over 5800 sqft. It accommodates up to 20 guests in 6 spacious bedrooms, 5 bathrooms, and gourmet kitchens, offering stunning views of Mt LeConte and the surrounding valleys.

Its convenient location offers easy access to nearby attractions while providing seclusion and privacy. Among the plethora of amenities, you'll find a movie theatre and a game room with ping-pong, cornhole, pinball, buck-hunter, jukebox, and board games. There are also multiple firepits and fireplaces where your team can gather and network.

Whether team building in one of the four covered decks, enjoying a movie night, or relaxing in the hot tub, Six Diamonds offers the perfect balance of luxury and comfort. The outside BBQ area awaits delicious grills and soaking in the peaceful surroundings. Don't miss sunset hour with your favorite cocktails!

Business use of rental property

Book Your Next Corporate Retreat With Houfy

When it comes to planning the perfect corporate retreat, you need the right mix of privacy, comfort, and productivity. Hopefully, our curated list of the best vacation rentals for corporate retreats will inspire your next stay. From stunning mountaintop villas to secluded estates with breathtaking views, there's a property ready to welcome your team.

To save on booking fees, make your next reservation through Houfy. Talk directly with homeowners, customize your stay, and ensure the property meets your needs without middlemen!