Vacation rentals with breakfast in Saint Matthews

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Top-rated breakfast rentals in Saint Matthews

Guests agree: these breakfast rentals are highly rated for location, cleanliness, and more.

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Top guest favorite

A modern entrance is showcased with a sleek black door featuring decorative panels. Lush greenery and blooming hydrangeas frame the stone pathway, which leads towards the door. Subtle outdoor lighting enhances the welcoming atmosphere as the pathway is bordered by neatly arranged stones.

Guest suite in Louisville

4.97 out of 5 average rating, 136 reviews

Action City! Extravaganza at Bardstown Rd!

In the HEART of the Highlands, this spot sits near the corner of the main strip- just steps to Bardstown Rd. A few minutes drive to anywhere in city limits! And exactly where YOU want to be! Action Packed: Restaurants, Shopping, Bars, Parks, and Church- all walkable. A surprise local GIFT CARD given with each stay! This place is stylish, chic, cozy, and extremely quiet, as double pane windows have been installed. Recently renovated, it houses all the essentials for a weekend or week long stay.

Guest favorite

A wooden deck is visible through multiple window panes, featuring several lounge chairs arranged for relaxation. Surrounding greenery offers a serene backdrop, and a glimpse of a nearby structure can be seen beyond the deck.

Bungalow in Louisville

4.84 out of 5 average rating, 108 reviews

Sweet Highlands Victorian 2Blocks off Bardstown Rd

My place is close to nightlife, public transport, parks, and the city center. You’ll love my place because of the high ceilings, the coziness, the comfy bed, the light, and the kitchen. My place is good for couples, solo adventurers, business travelers, families (with kids), and big groups. Nulu and downtown are minutes away. You can stroll down our lovely sidewalks and look at the beautiful Victorian houses and trees, enjoy some great food, with lots of quirky shops just footsteps away. Enjoy!

Guest favorite

An outdoor deck features cozy seating arranged around a fire pit, with soft lighting from overhead string lights. A jacuzzi tub is positioned nearby, and a grill is available for outdoor cooking. Surrounding greenery provides a sense of privacy.

Home in Louisville

4.87 out of 5 average rating, 124 reviews

Parkside Retreat

Situated off of a parkway with mature trees lining the street, this parkside retreat is close to most everything. We are a short drive to Churchill Downs, Downtown, the Airport. Our home sits on one of the most beautiful streets in the entire neighborhood. We are 7 houses from Iroquois Park. It is terrific for walking, hiking, or just having a picnic. We have a privacy fence with a jacuzi tub on the deck. Many updates make this home the perfect choice to relax after a day of fun activities

Guest favorite

Cabin in Louisville

4.95 out of 5 average rating, 337 reviews

Captain's Cabin: Bourbon Trail, History & Romance

Your own log cabin on a wooded hillside with gourmet breakfast served to your door (on weekends)! It's been the location for 4 movies, including Lifetime! Period furnishings and modern conveniences make this an unforgettable retreat. A massive stone fireplace creates a quiet ambiance. Watch wildlife by the lake, creek or from back porch swings. Comfy bed, luxury sheets, high-speed internet, bluetooth stereo and special touches make your stay magical! Ask for Cooking With Bourbon Experience.

Top guest favorite

A modern multi-story building features a combination of vertical and horizontal siding in muted tones. Large windows allow natural light to fill the interior. The entrance is highlighted by a glass door, framed by a concrete pathway leading to a parking area.

Loft in Louisville

5 out of 5 average rating, 133 reviews

Urban Bourbon Loft - hip Germantown, downtown

LOCATION !!! Good vibes abound in this Germantown Loft - located in the heart of it all - close to the Highlands, KY Expo, and Downtown. Welcome to HAPPYSPACE LLC's latest creation, a 7 BR, 3.5 full bath designer decorated luxury loft! Walk to restaurants & bars! This home exudes tons of comfort and good vibes & was created exclusively as a vacation rental. 3 kitchens and 3.5 baths allow for plenty of privacy & convenience. Relax in style at the Ultra chic URBAN BOURBON Loft!!

Top guest favorite

A wooden sliding door leads to a cozy bedroom with a patterned bedspread atop a low bed frame. Glazed double doors reveal light streaming into the room, while warm wood flooring continues into the hallway, enhancing the inviting ambiance.

Home in New Albany

4.97 out of 5 average rating, 337 reviews

Charming shotgun nestled in historic mansion row.

New Albany is returning to its former glory. Once ranked highly for Ohio river personal & business adventures. Revisit history. Stroll down Main Street, one block over, and sense and experience the grandeur of 1900’s mansions. Imagine the pride of William Culbertson seeing his 1867 showcase home been built. 1010 Market is hardly a shadow of that splendor yet it greets you with tremendous loving charm. This pocketbook sized “ mansion” offers you a quiet, comfortable retreat.

Top guest favorite

A charming balcony features a wooden table surrounded by four slatted chairs. A potted fern hangs gracefully from the angled ceiling, with views of lush greenery visible beyond the railing, creating a serene outdoor space.

Guesthouse in Louisville

4.98 out of 5 average rating, 282 reviews

Highlands Carriage House

Secluded Retreat in the Heart of the Highlands! Perfect for DERBY! Our carriage house is perfectly located in the heart of all Louisville has to offer. We are only steps from the finest dining, entertainment, pubs, shopping, parks, and coffee in Louisville. Bustling and eccentric Bardstown Road is only half a block away, yet the Carriage House feels secluded and very private. It is located 5 miles from Churchill Downs, 7 miles from the airport, and 2 miles from downtown.

Guest favorite

A wooden shelf displays a collection of dark tableware, including stacked bowls and several glasses. The arrangement highlights a modern aesthetic, complemented by artworks in the background.

Apartment in Louisville

4.95 out of 5 average rating, 393 reviews

Sunny Clifton Loft

Recently renovated studio apartment with loads of natural light, steps from award-winning local restaurants, bakeries, bars, and housed above our independent record store. We do our best to AirBnB ethically & responsibly.. Revenue from this unit helps to 1) keep on-site residential rents affordable & increase-free 2) maintain the historic building & protect it from outside development while 3) help us steer our future as a brick and mortar independent business.

Top guest favorite

A charming bathroom features exposed brick walls and a vintage appeal. A white vanity with a sink is complemented by a wall mirror. Shelving holds neatly folded towels, while natural light enters through wooden shutters. A decorative tile floor adds character to the space.

Guesthouse in Old Louisville

4.99 out of 5 average rating, 134 reviews

Charming Carriage House in Old Louisville

Charming carriage house in historic Old Louisville neighborhood near Churchill Downs, convention center and downtown attractions. Unique, newly renovated space with 3 bedrooms, 3 queen beds/1 twin bed, 2 full baths each with shower, kitchen, patio/deck and 5G high speed internet. Also 2 Roku TVs with popular streaming channels like Fubo, Prime, Apple TV and Netflix, washer/dryer, parking spots at back of house plus on street parking in front of Carriage house.

Top guest favorite

The kitchen showcases blue cabinetry with glass doors and white subway tile backsplash. Stainless steel appliances, including an oven and microwave, are positioned for convenience. A gold faucet complements the countertop, while a hexagonal skylight above allows natural light to enhance the space.

Tiny home in Louisville

4.97 out of 5 average rating, 159 reviews

Trendy Tiny Home w/ King Bed Loft

Unique experience in style! Enjoy a weekend or an extended stay at this charming carriage house just walking distance to popular restaurants, breweries and local shops. The location is perfect! Inside you'll find a fully equipped kitchen, bathroom, living room with a 55" smart tv, a dedicated work space/desk and a king sized bed in the loft. Guests will have privacy with self-check in smart locks and a dedicated parking space. We can't wait to host you!

Top guest favorite

A spacious bedroom features a comfortable bed with a decorative quilt and pillows. A bench sits at the foot of the bed, and a small sitting area is highlighted by a plush chair. Natural light enters through bright, sheer curtains, complementing the neutral color palette.

Home in Louisville

4.98 out of 5 average rating, 127 reviews

Yellow Bird - Best Nest on Frankfort - Sleeps 4-6

One fantastic location right on "The Avenue", walkable to restaurants, bars & shops, minutes from Downtown. Our 2nd place here can host guests who need more space than our "Front Porch on Frankfort" just a couple blocks away (See our 5 Star Reviews!). With the most comfy Queen beds in each bedroom, a full size sofa bed in the back den, a well-stocked kitchen, we can host long term guests. There's a dedicated dining area plus a patio table out back too.

Top guest favorite

A cozy seating area features a daybed with colorful cushions and a contrasting metal chair. A gas fireplace is positioned beside a television, which is mounted above a decorative stone surround. Vintage decor elements, including signs and lamps, enhance the inviting space.

Guest suite in Louisville

4.95 out of 5 average rating, 320 reviews

Highlands Lower Level Studio Guest Suite

Private, well-lit, entrance is in rear of home. The space is approx. 600sq. ft. There is a gas fireplace, 42" HD TV w/Netflix & Amazon Prime. Kitchen has Keurig coffee maker, convection oven, inferred glass top burner, microwave, refrigerator/freezer w/ice, washer/dryer& a large marble shower, with heated floors in the shower room. Also space equipped w/ Medify air purifier w/H13 true Hepa medical grade filter.