Vacation rentals in Frankfort Square

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Frankfort Square

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

1 of 1 pages1 / 1

Top guest favorite

A modern living room features a brown, tufted sofa and two blue armchairs set around a decorative area rug. Natural light enters through a large window adorned with light curtains and a door nearby leads outside. Framed wall art decorates one side of the room.

Home in Frankfort

4.96 out of 5 average rating, 54 reviews

House in Frankfort quiet family neighborhood

Thank you so much for considering to stay at our home. My husband and I take extreme pride in being great hosts and providing a clean and comfortable home to stay in. We make sure to have everything you need to keep you comfortable so you can relax in your home away from home. I am extremely responsive so if you happen to have any questions, please do not hesitate to reach out. Relax with the whole family at this peaceful place to stay. 3 bedroom home newly remodeled and all new furnishings 2024

FamilyLocationLayout

Guest favorite

Home in South Side

4.9 out of 5 average rating, 29 reviews

Luxury 4BR w/ Spa Tub Near UChicago & Obama Center

Discover Metra Haven, a luxury thoughtfully designed 4BR near Hyde Park, this home is ideal for bachelorette weekends, girls trips, family gatherings, professionals or large groups seeking cozy comfort Unwind in the spa-style bath tub, gather in the private backyard patio, with fire place for cozy evenings accommodating your group Steps from Metra station with a direct train to Downtown, 4mins away from the Obama presidential center in Jackson pack, museum of science & industry and the lake

LocationFamilyNearby

Guest favorite

A treehouse elevated above ground showcases a wooden exterior with a balcony. An inviting staircase leads to the entrance, surrounded by lush greenery and vibrant leaves creating a natural setting. The sturdy structure is supported by wooden beams, blending harmoniously with the surrounding trees.

Treehouse in Schaumburg

4.94 out of 5 average rating, 887 reviews

Enchanted Garden Treehouse (Amenity*)

Summer's here, the treehouse air conditioned and cozy, and the hot/cool tub ready! Relax in our luxurious, 420 friendly, very private, 4' deep cedar hot tub nestled in the evergreens, while the moon and stars swirl overhead, the waterfall tumbles into the koi pond, and the fire table and torches blaze. The stream makes this a wildlife refuge, with many birds, squirrels, rabbit & fox. Come experience the magic and make a special memory! See why Chgo Magazine rates us top 3 staycations in Chgo!

LocationFamilyIndoor spaces

Guest favorite

Guest suite in New Lenox

4.88 out of 5 average rating, 24 reviews

The Blue Daisy - Charming Private Studio

Keep it simple and affordable in this peaceful and centrally-located studio apartment. Sleeps 4! Perfect for sports and business travelers. Fully functional with a queen-sized bed, plenty of closet & storage space, desk, full bathroom (shower), kitchenette, and a living space with a pull-out couch. Shared laundry. The private entrance to the space is off the home's well-lit back backyard patio. Safe & secure as the studio is locked from the main residence and security cameras are present.

LocationFamilyAccuracy

Top guest favorite

A serene bedroom is highlighted by a large tufted bed with decorative pillows and a warm throw. Natural light filters through elegant curtains at the windows. A stylish chandelier and a decorative mirror above a contemporary dresser enhance the chic ambiance, complemented by soft wall colors and textured accents.

Apartment in Fairbury

5 out of 5 average rating, 437 reviews

Chic Retreat Small Town Charm, City Sophistication

The ultimate escape, at Wells on Main Guesthouse & Gatherings where small-town charm meets big-city sophistication. Whether it’s a romantic getaway, girls’ weekend, or just time to recharge, our elegant retreat has you covered. Couples can cozy up in dreamy spaces and create lasting memories. Gather your best friends for laughter, wine, and chic relaxation in a stylish setting. With local charm and upscale comfort, every moment feels magical. Book a week long stay and receive 40% off ❤️

ValueLocationQuiet

Guest favorite

A living room is shown, featuring a cozy orange couch positioned in front of a glass coffee table. A decorative tray with items is placed atop the table. Reflections from a large mirror adorn the wall, and a view into the kitchen is visible in the background.

Home in Richton Park

4.94 out of 5 average rating, 18 reviews

Home in Richton Park, Illinois

3 bedrooms: 1 King, 2 Queen size 4K Flat screen TV’s each bedroom 40 min to Chicago Fully Stocked kitchen w/ Coffee Tea & Hot Chocolate Station Microwave, Dishwasher, Oven Range, Refrigerator w/Ice maker, Stainless Steel Farm Sink. Elegant Living Room & Dining Combo 65" TV with Streaming Central Air/ Outdoor Mini Deck Full Bath w/ Glass Shower Doors 1 work space. Game Room w/ TV & Laundry Room Wi Fi included, NO PETS, NO PARTIES, NO SMOKING🚭 in unit or on deck PET FINE $500

FamilyLocationKitchen

Guest favorite

Home in Matteson

4.8 out of 5 average rating, 5 reviews

Creek Retreat on 1 acre | Game Room | Fire Pit

➜ Fully remodeled with stylish, modern finishes ➜ Private 1-acre lot, resort-style backyard in nature ➜ Peaceful creek with a private bridge & boardwalk ➜ Waterfall, fountain & fire pit ➜ Giant lawn checkers, & cornhole ➜ Pergola dining, multiple seating areas & gas grill ➜ Game room: pool table, foosball & board games ➜ Smart TVs in most rooms + fast Wi-Fi ➜ ~35–45 min to downtown Chicago; Metra, dining & casinos nearby ➜ A one-of-a-kind retreat to relax, reconnect & make memories

ValueFamilyOutdoor spaces

Top guest favorite

The living area features a comfortable seating arrangement with a sofa and two armchairs. A round coffee table sits in the center on a patterned area rug. Soft lighting enhances the neutral wall tones, while a decorative plant adds a touch of greenery.

Apartment in Warrenville

4.94 out of 5 average rating, 133 reviews

“The remote retreat”

We have a cozy one bedroom apartment that is available on the top floor of the home and has its own independent and separate entrance! Comes with free parking on premises; recently renovated; neighborhood is safe and quiet. Shopping center with grocery store, laundry mat and restaurant is available within walking distance! We are only 5 minutes from the expressway I-88 and 10 minutes from Naperville and the outlet mall in Aurora!

FamilyValueWalkability

Superhost

A cozy living area features a navy blue sectional sofa adorned with colorful cushions. A round wooden coffee table sits in the center, with a small plant adding a touch of greenery. A flat-screen TV is positioned on a mid-century style console, next to a warm brick fireplace.

Home in Homewood

4.73 out of 5 average rating, 154 reviews

Cottage Feel 2 bedroom Home!

Welcome to your home away from home! Relax and unwind in this cozy, peaceful space that’s thoughtfully maintained to make your stay comfortable and stress-free. While this isn’t a luxury home, it’s clean, inviting, and equipped with everything you need for a pleasant visit. Conveniently located in the south suburbs of Illinois, you’ll be just minutes from great restaurants, shopping, parks, entertainment, and major highways.

ValueLocationAmenities

Top guest favorite

Double doors open to a bright living area featuring a leather sofa and a light-colored armchair. A coffee table is placed on a soft area rug, while lamps provide soft illumination. A ceiling fan hangs above, and large windows allow natural light to fill the space.

Home in Manteno

4.97 out of 5 average rating, 265 reviews

Updated, bright, and modern, 3 bedroom home.

You will be comfortable in this newly remodeled three bedroom, two bathroom home. ✶ 6.7Miles to Olivet Nazarene University ✶ 8.4Miles to Riverside Medical ✶ 11Miles to Kankakee River State Park ✶ 43Miles to Midway Airport The home FEATURES: *Safe, quiet, walkable neighborhood *3 Bedroom; 1 King, 1 Queen, 2 twin beds *Spacious fully equipped kitchen with coffee station *Washing Machine, Dryer & Dishwasher * Fast Wi-Fi

LocationValueIndoor spaces

Top guest favorite

A spacious outdoor deck area features a jacuzzi surrounded by natural foliage. The A-frame cabin stands nearby, showcasing warm wooden tones and welcoming lighting. A propane grill is situated adjacent to the hot tub, creating an inviting space for relaxation and outdoor cooking.

Tiny home in Flossmoor

4.93 out of 5 average rating, 94 reviews

A-frame Cabin w/Jacuzzi & Pickleball Court

Get away for an outing to enjoy nature with friends/family or just yourself. Pickleball/volleyball/basketball 3-in-1 court shared if another family is booked in a separate glamping site on this property. 1 queen bed and 1 let-out-couch in cabin. 2 air mattresses in tent that has been replaced. Breakfast includes one dozen of fresh eggs and have fun feeding the chickens with snacks provided!

FamilyValueComfort

Top guest favorite

A cozy bedroom features a comfortable bed with a quilted cover and decorative pillows. A colorful textile art piece depicting Route 66 is displayed on the wall. A side table with a lamp adds to the charm, complemented by a vintage photograph hanging above.

Home in Lockport

4.96 out of 5 average rating, 189 reviews

Lockports Famous Hideaway ~ 2bdrm Guest House Flat

A history buff’s dream filled with antiques & artifacts relating to Chicago, Joliet, Lockport, the I & M Canal & "Route 66"! Family & Business Friendly. The entire upstairs 1,500 sq ft vintage 2-bedroom house apartment is all your own space. The flat is NOT shared with other guests/host. Private-entrance/self-check-in. Have a 'historic' stay at the "Hideaway"! Can accommodate up to 6 guests.

LocationFamilyKitchen