romantic airbnbs

The 10 most romantic Airbnbs near Chicago

Plan a romantic weekend away with these swoon-worthy Airbnbs

Morgan Olsen

Romance doesn't have to be dead, all it takes is a change in scenery. Venture out of your tiny apartment or noisy neighborhood and explore what the wonderful world has to offer. Hit the road for an intimate weekend away near Chicago. Find yourselves and reconnect with each other. We've got the best bunch of romantic Airbnbs in the Midwest with amenities like hot tubs, fireplaces, and luxurious beds you'll be hard-pushed to get out of. There's something for every couple, too, whether your idea of romance is rustic and remote or sleek and stylish. Browse the most romantic Airbnb properties in the Midwest and prepare to request that time off work.

RECOMMENDED: The best secluded Airbnbs near Chicago

Who makes the cut? While we might not stay in every Airbnb featured, we've based our list on top reviews, hosts, and amenities to find you the best stays. This article includes affiliate links. These links have no influence on our editorial content. For more information, see our affiliate guidelines.

Romantic Airbnbs near Chicago

1. The urban sanctuary in Kilbourn Park, Chicago

As soon as you walk into this handsome studio apartment, the first thing you'll spot is the big canopy bed – it beckons with its white fluffy linens. The small kitchen has everything you need to prepare a quick bite, and the bathroom is spa-like. Fun touches – like a wicker swing chair that hangs from the ceiling – make it feel like a great place to hole up. This Airbnb sleeps two guests, so it's absolutely perfect for a trip away to reignite the romance. Ooh la la.

Rooms? One bedroom. Sleeps two guests.
Mood? Romantic escape.
Location perks? An urban space with all the local entertainment you'd expect... if you leave, of course.
Budget range? An inexpensive yet intimate stay for two.

2. The modern farmhouse in Kansas City, KS

There's a lot to love about this sweet and spacious 1930s bungalow, like the turquoise kitchen, the modern soaking tub, and the date-night–ready dining room. The hosts go above and beyond to make sure guests feel cared for, so expect a pile of chopped wood for the outdoor fire pit as well as lavender-scented pillows to lay your head on at night. How lovely. Take a glass of vino out onto the deck and watch the sunset in the warm evenings, it'll feel like absolute bliss and serenity.

Rooms? Three bedrooms. Sleeps six guests.
Mood? It's giving rustic getaway.
Location perks? It's all farm-style and natural scenery – and it's stunning.
Budget range? A very affordable accommodation option for a romantic escape.


3. The glass cabin in South Bloomingville, OH

We can almost guarantee that you've never stayed in a place quite like this midcentury modern cabin that's perched on the edge of a 50-foot cavern. The floor-to-ceiling windows allow for jaw-dropping views of the surrounding forest, and the sleek amenities make the stay feel luxe. Head outside to enjoy several patios, a massive hot tub, and an outdoor fireplace – all the trappings you need to set the mood. Come daytime, it's off to Hocking Hills State Park where you'll find hiking paths and scenic views galore.

Rooms? Three bedrooms. Sleeps six guests.
Mood? Nature's finest.
Location perks? In the heart of the forest with a wonderful indoor/outdoor offering.
Budget range? A fairly boujie ordeal – but worth it.

4. The dreamy tiny house cottage in Nashville, TN

Up for a long drive? Tennessee's most wish-listed home is worth the trip. This fairytale-esque tiny cottage is filled with vintage furniture and playful touches. Spend the day reading books on the day bed, admiring the backyard, or sipping beers on the patio. When night falls, there's a lofted bed that's tucked above the kitchen.

Rooms? One bedroom. Sleeps four guests.
Mood? Country lovin'.
Location perks? Tucked away in South Nashville's backyard, it's a welcome haven from the chaos of the city.
Budget range? A budget-friendly option for a couple (or more) visiting the city.


5. The secluded cottage in Miller Beach, IN

Hot tub? Check. Fire pit? Check. Proximity to a National Park? Check. This renovated 1920s cottage is a stone's throw from the Indiana Dunes National Park and offers plenty of romantic amenities for homebodies, too. Plus, the entire property is surrounded by a fence for maximum privacy while you soak in the six-person jacuzzi or enjoy dinner under the stars. Full of rustic charm and a warm atmosphere, it's definitely the right place to cuddle up next to someone special and enjoy your time together. 

Rooms? Two bedrooms. Sleeps six guests.
Mood? Opulence meets nature.
Location perks? With a playground for a backyard, you'll be endlessly entertained here.
Budget range? A very well-priced Airbnb for all it offers.

6. The designer apartment in Lincoln Square, Chicago

If you need to get out of your apartment for a few nights but don't want to splurge on a pricey hotel, consider this one-bed in Lincoln Square. Conveniently located above Dollop Coffee, this tasteful hideout has everything you could need: a full kitchen with a table for four, a nicely decorated living room, a modern bathroom, and an inviting bedroom.

Rooms? One bedroom. Sleeps two guests.
Mood? Design meets comfort.
Location perks? Situated in the vibrant Lincoln Square – with enough privacy to pretend you're not in the heart of the city.
Budget range? An extremely affordable option for Chicago.


7. The tiny house by Off Grid Inn in Fall Creek, WI

Tiny but mighty! Become one with the woods when you book a retreat at this truly unique tiny house that's nestled deep in the Wisconsin wilderness. The minimalist and chic cabin is ideal for couples or solo travelers who are craving some serious time away (complete with spotty cell service). In addition to a queen-size bed, the cabin also features a small kitchenette and a shower room. Come summer, guests will enjoy panoramic views of thick green forest; in the winter, the cabin becomes your own private snow globe. Cuddle up under the blankets for cozy vibes. 

Rooms? One bedroom. Sleeps three guests.
Mood? Cozy, cuddly, cute as heck.
Location perks? A tiny house in the heart of a giant forest, what's not to love?
Budget range? An amazing deal for two – or three.

8. The Plāhaus in Nashville, IN

Nestled in the woods of Brown County, Indiana, this wonderfully modern abode serves log cabin vibes without the kitschy decor. Whether you want to hole up and watch old movies or disconnect over some classic board games, Plāhaus has it all. But we imagine you'll spend most of your stay on the elevated patio out back, which affords guests stellar views of the surrounding nature – a focal point no matter the season.

Rooms? Two bedrooms. Sleeps four guests.
Mood? Forest vibes all-round.
Location perks? A surprisingly modern home in nature's core – with stunning views and evenings spent round the fire. Bliss.
Budget range? A budget-friendly stay for a couple of couples looking for a weekend getaway.


9. The concealed cabin in Morgantown, IN

Ditch your daily routine for something a little more lavish with this beautiful Brown County cabin. Though the location is remote, you'll still have access to all your home comforts, plus so much more; it's got a movie theater, private gym, games room, a firepit, and an outdoor hot tub to help you decompress after a long day. The all-wood interiors give off cozy chalet vibes, and every couple will have a king size bed retreat to come the evening. 

Rooms? Five bedrooms. Sleeps 12 guests. 
Mood? The chalet of dreams. 
Location perks? There's plenty of space if you're in need of some alone time, and the serene surroundings make it impossible for you not to be relaxed. 
Budget range? Less than you'd expect for a property that's worthy of being featured on MTV Cribs. 

10. The A-frame chalet in Fennville, MI

Become a resident of the woods – but make it chic. This compact chalet would be a jaw-dropping find for anyone on a nature walk through Southwest Michigan, but lucky for you you don't have to traipse through the trees to discover it. By booking this unique property, you'll be signing up for days and nights spent bouncing between a hot tub, outdoor sauna, lounge area and foosball table – what more could you want? 

Rooms? Three bedrooms. Sleeps eight guests. 
Mood? Deluxe remote living. 
Location perks? You'll be overlooking the serene Kalamazoo River.
Budget range? Not bad for a short break split between eight. 

Looking to go off the grid for the weekend?

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