21 Unique Vacation Rentals You Need to Visit for a One-of-a-Kind Trip

One of the many reasons travelers choose unique vacation rentals over a run-of-the-mill hotel chain: the built-in experiences they offer. After all, there’s a certain thrill attached to booking a cool, private home that allows you to fully tap into your best vacation self. 

Whether you want to bring the whole family or find a one-of-a-kind vacation rental for two, these unique homes will inspire a forever-talked-about adventure.

Don’t forget: you can favorite your top picks now for easy reference when planning your future vacations.

In This Article:
Renovated Horse Farm Bunkhouse
Houseboat in Bay St. Louis
Luxury Barndominium
Medieval Missouri Castle
New England Lookout Tower
The “Balinese” Oasis
Castle of Joy
Roller Rink Loon Lodge
Lakeside Cabin with Yurt
Converted Caboose Studio
The Pink-Packed Pad
Riverside Storage Container
A Disney Lover’s Dream Home
A Schoolhouse Studio
The Luxury Treehouse
Wild West Cottage 
Spanish-Style Studio with Garden
Ted Williams’ Former Home
Charming Mermaid Hideaway
A Nascar Fan’s Bucket List Home
Renovated Gas Station

1. Renovated Horse Farm Bunkhouse

Giddy up for a one-of-a-kind stay at this renovated bunkhouse on a 12-acre farm. Countryside seekers and equestrians alike will adore everything this unique vacation rental has to offer, from the western-themed interior to the private, peaceful setting —  complete with views of the resident horses. 

Saddle up to explore the sprawling farmland, or venture out to the abundant state parks that surround the area. Traveling with your trusty steed? A horse-friendly policy makes this spacious studio that much sweeter.

2. Bay St. Louis Houseboat

They say saltwater heals all, and at this cozy houseboat rental in Bay St. Louis, you’ll be calling yourself a coastal nomad in no time. Bring your pets along to get their paws wet, or treat your sweetheart to all that this unique Airbnb has to offer, like the tranquil waterfront views and direct canal access.

Once you’ve gained your sea legs, venture back on solid ground to wander the colorful streets of Old Town, where you’ll soak in the small-town seaside charm before returning to a balmy Gulf Coast breeze on the private deck.

3. Luxury Barndominium

Rustic farmhouse meets luxury compound at this renovated barn, complete with twin silos that boast floor-to-ceiling views. Bring 18 of your favorite friends along to discover a variety of entertaining amenities, including a spacious deck, a massive stone fireplace, and even a home theater and gym. 

Though you might feel in a world of your own, this unique vacation rental is centrally located for everything from local wedding festivities to large-group getaways on Lake Geneva. And let’s not forget the abundance of photo ops — whether you’re lounging in the great room or posing by the facade, you’ll want to capture all the memories you’re sure to make at this one-of-a-kind ‘Barndominium.’

4. Medieval Missouri Castle

Get the royal treatment at this sprawling private castle, boasting nearly 7,000 square feet on a whopping 100 acres. Brimming with Game of Thrones-esque features, this unique Airbnb comes with an indoor pool, fishing lake, medieval furnishings, private hiking trails, and plenty of amenities to help you live like a king or queen.

While the architecture is appealing in and of itself, the spacious Old World-themed rooms are perfect for Instagrammable moments during weddings, family reunions, and any sort of large-group retreat. If your jaw hasn’t hit the floor yet, visit the on-site waterfall — all yours for the exploring.

5. New England Lookout Tower

Admire your kingdom — aka 3 riverside acres — from the perch of the 360-degree-view lookout tower of this quaint and quirky home. Wander the property’s private trail network surrounded by lush foliage and make the most of the seasonal colors the region is known for. And if that isn’t autumnal enough, curl up by the wood-burning fire with a cup of warm cider sourced from local orchards.

With a prime location on Boston’s beautiful South Shore, this unique vacation rental promises both coastal charm and middle-of-the-woods coziness. And if the home alone isn’t enough to get you excited for a New England getaway, you’ll be close to must-see sights like Plymouth Rock, as well as countless parks, beaches, and lighthouses to explore along the shore.

Speaking of support: All of our homes are backed by our Rest Easy Promise that your one-of-a-kind vacation rental will be safe, clean, and ready for you and your loved ones’ arrival.

6. The “Balinese” Oasis

Treat yourself to an international experience without needing to stamp your passport. This tropical sanctuary on Florida’s eastern coast is loaded with spa-like amenities (hello soaking tub, tiki huts, and waterfront hammocks), making it the perfect destination for honeymoons and girls’ trips alike. 

From nearby white-sand beaches to bottlenose dolphins splashing around a lagoon, there’s no shortage of memorable adventures right outside your door. This cool place to rent is sure to delight travelers of all types — and it never hurts to feel like you’ve traveled internationally while saving time and money.

7. Castle of Joy

Live your full-on renaissance fantasy when you stay in this epic castle, complete with a drawbridge and portcullis. When you first arrive, you’ll want to wander the 11 acres of beautiful terrain surrounding the grand stone fortress, then soak up the regal vibe of the luxurious decor inside. Of course, this home also takes you out of the dark ages and into modern comfort with a private hot tub on the terrace, where you’ll soak in great mountain views amidst your old-world surroundings. 

Whether you’re visiting to explore the stunning fall foliage in the Blue Ridge Mountains or opting for a home you hath not leave for days, this majestic home is a perfect choice.

8. Roller Rink Loon Lodge

Discover an extraordinary getaway in this sprawling Hatfield cabin, where you’ll find an in-home roller rink, a full-sized bar with booth seating, a quality sound system to blast your favorite tunes, and room for up to 15 guests. Indoor entertainment continues with pool, foosball, and air hockey tables — AKA it’s the perfect family-friendly getaway!

When you’re craving a nature fix, pop off your skates and walk over to Lake Arbutus, where boating, fishing, and serene water views will greet you. Then return to your unique cabin rental and cozy up next to the fire pit under a starlit sky.

Craving more unique cabin rentals? Check out our handpicked list of the coziest cabins that promise the ultimate hygge experience.

9. Lakeside Cabin with Yurt

Wake up to lake views like never before when you stay in this picturesque Minnesota cabin with a waterside yurt. The cabin’s gorgeous coffee bar and wrap-around deck are complemented by an outdoor fire pit, private docks (with slide!), and modern yurt that truly steals the show. 

When it’s time for daily breaks from swimming in the lake, cook together in your unique cabin rental’s fully-equipped kitchen or grill out on the patio for a meal to remember. Spend your evenings watching the sun fade over the water from the deck — or from the comfort of your yurt.  

10. Converted Caboose Studio

Conduct your perfect vacation inside this converted train car studio. The old-school caboose gives you (and one travel buddy) a queen bed, full bath, stocked kitchenette, free WiFi, and a Smart TV — all surrounded by modern decor that honors the car’s railroad history.

Perched just a few minutes from charming downtown Joplin, it’s easy to stroll, shop, sip, and savor. Bring your camera to explore Route 66 Mural Park, but leave room on the roll for pics back at your place. This is a railway getaway you’ll definitely want to remember.

11. The Pink-Packed Pad

Nestled in the heart of Tulsa, this vibrant, themed vacation rental boasts a full, sleek kitchen, a flood of cozy seating areas, and tons of natural lighting to amplify the colorful decor. With room for six, a private hot tub, and Tulsa’s top cultural attractions just a walk away, this playful, flamingo-forward hotspot makes for the perfect girls’ — or Barbie-themed — weekend.

Catch captivating performances at the Tulsa Performing Arts Center, discover local events at Expo Square, or try your luck at the nearby Osage Casino. After your adventures, return to the tropical charm of your retreat — where every corner invites relaxation and enjoyment.

12. Riverside Shipping Container

If rich history, bold character, and wide-open spaces make your list of vacation must-haves, you won’t want to miss out on this shipping container home. Family-run since 1899, the 400 acres of organic farmland give you plenty of room to roam — along with direct access to the Spring River — while the modern living space is a perfect fit for four.

Pack your days with new experiences in nearby Branson, then come back home for incredible stargazing from the large deck. (You can also warm up by the fire pit during chillier seasons.)

13. A Disney Lover’s Dream Home

When it comes to family-friendly retreats, this themed vacation rental near Disney (it’s a mere 10 minutes away) stands out from the rest. With an action-packed game room, heart-warming references to your favorite characters, and space for 10, it’s the perfect accommodation for a multi-generational family adventure.

After a fun-filled day in Orlando, you can take a break from the crowds and dip in your private swimming pool. Or, challenge your companions to a competitive game of foosball in the air-conditioned arcade. Wherever your Disney vacation ideas lead you, when staying here you’re pretty much guaranteed to make lifelong memories with the ones you love most (and Mickey Mouse, of course).

14. A Schoolhouse Studio

Entertain your inner history buff by making a renovated schoolhouse your vacation home base. Complete with quirky decor like old school desks and chalkboards — and nostalgic games like marbles and jacks — it’s an affordable vacation rental that’s certainly far from ordinary. 

And since every school session needs time for recess, it’s convenient that this West Virginia studio is just minutes from vineyards and hiking trails. The studious traveler can also grab a book and unwind by the gas fire pit in the private backyard, making this unique home a solid A+.

15. The Luxury Treehouse

Star in your own whimsical adventure when you stay in this fancy treehouse rental on Hilton Head Island. Fit for six guests, its light-filled interior and panoramic views offer a truly unique treehouse experience. Whether you’re inside cooking up a favorite meal or relaxing on the private deck, the airy architecture keeps you connected to nature throughout your stay.

You can also venture out to explore 12 miles of beaches, historic local hotspots, and a full range of good eats found in Hilton Head. Once you’re ready to unwind, your upscale treehouse is a welcoming retreat for watching the sun set over the marsh.

16. Wild West Cottage

Round up your best buds for a trip to the Wild West at this rustic Phoenix saloon, full of authentic charm. Start your day soaking up the desert scenery from your porch, then whip up a delicious meal in your fully-stocked kitchen. When you’re ready for a thrill, make a splash at nearby Lake Pleasant, take a hike on Black Mountain Trail, or check on your golf swing at Dove Valley Ranch. 

When the adrenaline fades, kick back in your cozy living room and fire up the SmartTV, break out a board game for some competitive fun, or get the outdoor firepit ready for evening enjoyment — just don’t forget the s’mores supplies.

17. Spanish-Style Studio with Garden

Spanish architecture meets California gardens in this charming studio with an enchanting outdoor area. Sip morning coffee under the orange tree before heading to nearby Disneyland, or wind down by the fire pit after a busy day exploring downtown Los Angeles.

If sandy toes are more your style, Long Beach and Mother Beach are both close by. After soaking up the sun and salty air, your cozy rental will welcome you with modern comforts (like a SmartTV and air conditioning) so you can relax with ease. 

18. Ted Williams’ Former Home

It’s not everyday that you have the opportunity to claim a Red Sox Hall of Famer’s home as your own. Ted Williams and his Vogue model wife, Dolores, previously lived in this Vermont haven. Filled with memorabilia from his 19-year MLB career in Boston, it’s a baseball family’s dream getaway. You can even take a seat next to Williams himself (in statue form) while the whole crew roasts marshmallows by the fire. 

Of course, a trip to this unique vacation rental wouldn’t be complete without exploring nearby Killington Mountain or fishing in the Connecticut River. Once back home, make time to enjoy the expansive backyard with a few rounds of catch.

19. Charming Mermaid Hideaway

Nestled along the Weeki Wachee River, this charming Florida oasis is the perfect place to relax under the sun and explore the vibrant local scene. Every space in this home bursts with color, from the aqua-hued driveway and striped exterior to the mermaid-adorned steps down to your private riverfront.

When you’re ready to adventure, hop in one of three complimentary kayaks and cruise alongside friendly manatees, or load up the kids and head over to Weeki Wachee Springs for underwater performances by local mermaids. When it’s time to refuel at the end of an action-packed day, the outdoor kitchen and bar area makes at-home meals a breeze.

20. A NASCAR Fan’s Bucket List Home

Calling all NASCAR fans! This luxurious Fort Worth condo is the ideal place to watch your favorite drivers tear up the track. Fit for eight guests, this unique vacation rental features a 12-seat viewing area of Texas Motor Speedway with floor-to-ceiling windows.

When you’re not watching NASCAR or sun-bathing by the community pool, you can head into downtown Fort Worth to enjoy all the top things to do, or make a day trip to nearby Dallas. However you plan to kick back and relax, this one-of-a-kind home base puts you in the driver’s seat of an epic adventure.

21. Renovated Gas Station

Formerly a full-service Sinclair, this gas station vacation home in Schulenburg, TX is bursting with personality. The functional ’50s jukebox and historic decor give blast-from-the-past energy, while the huge windows let in tons of natural light. And with a fenced-in backyard — not to mention a fire pit, grill, and backyard games — you’re guaranteed a getaway to be pumped about. 

Snap a few photos in front of the property’s mural before heading out for an afternoon of local wine tasting, or wind down from a day trip to Austin with stargazing on the rooftop deck. With loads of character and must-have amenities, you’ll be hard-pressed to find a more unique place to rent.

Find Unique Vacation Rentals for You

If exciting and memorable experiences are what you’re after, these unique vacation rentals are sure to deliver. And no matter where your inner adventurer takes you next, you can rest easy knowing your comfort is the highest priority when you book with Evolve.

Looking for more travel inspiration? From desert escapes and luxurious getaways to family road trip itineraries and wine regions worth exploring, we have plenty of ideas to help plan your next vacation.