Vacation rentals with outdoor seating in Bolingbrook

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Top-rated outdoor seating rentals in Bolingbrook

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Guest favorite

Guest suite in Bartlett

4.96 out of 5 average rating, 187 reviews

Cozy & Spacious Suite in Quiet Neighborhood

This 950 sq. ft. guest suite is in a quiet, upscale neighborhood, less than 1/2 mile from Bartlett Hills Golf Club and a mile from Metra Train Station. 50 min. train ride to downtown Chicago. 10 min. walk to downtown Bartlett. A private entrance makes check-in easy and convenient, while offering privacy during your stay. Full kitchen, accessible bathroom, WIFI, and cable provided. Washer/Dryer available upon request. Pool is for registered guests only. Owners on site to assist if needed.

Sep 16 – 23

G$22,745 GYD per night

Guest favorite

Apartment in Marseilles

4.84 out of 5 average rating, 249 reviews

Country Apt/ Dog Approved!

This floor of my home is all yours! A non-shared, non-smoking walkout studio, patio, fully fenced 1.5 acre back yard. Enjoy a full size kitchen & appliances, 1 full size futon bed w/topper, basic tv, fireplace, laundry unit & bath with free parking. It’s country living-comfortable, quiet & my family home. WiFi is very limited-no streaming. Weekly & mo. discounts. Approx 5 mi. to I80, 9 mi. to downtown Ottawa, 16 mi. to Excelon & 21 mi. to Starved Rock. LOOK AT A MAP I can’t change my location!

May 28 – Jun 4

G$19,770 GYD per night

Guest favorite

Townhouse in Ottawa

5.0 out of 5 average rating, 105 reviews

Starved Rock Retreat w/hot tub & full-fenced yard!

Updated, 2-bedroom, 1 bathroom townhouse in a quiet neighborhood close to all amenities. This pet-friendly home features an open floor plan, deck with a year-round hot tub & seating area, along with a fully fenced-in yard. The main level also features a laundry room, two bedrooms (one room is an office/workout room) and full bathroom. Downtown Ottawa - 1.6 mile Starved Rock State Park - 14 mile Matthiessen State Park - 16 mile Buffalo Rock State Park - 5.8 mile Skydive Chicago - 4.7 mile

Oct 21 – 28

G$33,222 GYD per night

Guest favorite

Farm stay in De Motte

4.94 out of 5 average rating, 113 reviews

Cozy barn loft on organic vegetable farm

Find peace and restoration in this beautiful barn loft at Perkins' Good Earth Farm. The loft has a bedroom, separate shower and toilet spaces, work area, sitting room, kitchen space, and heating/cooling fresh air system. Located above our farm store, the loft provides privacy for you while giving you access to fresh fruits & veggies, locally sourced meats, homemade soups & salads from our farm kitchen, and so much more. You can also walk our farm trails, visit the veggies, or enjoy a campfire.

Jan 9 – 16

G$17,467 GYD per night

Guest favorite

Home in Montgomery

4.84 out of 5 average rating, 109 reviews

Nice, Private Ranch Home

Nice private ranch home in a quiet neighborhood. Fox River and the river bike trail are only 3 minutes away, Rush Copley Medical Center, lots of shopping and dining options within minutes, Phillips park zoo, and water park very close, major roadways to Chicago. 10 min, from downtown Aurora where you can find the Hollywood Casino, Paramount theatre, many shopping stores and you can enjoy a walk along the Fox river, Fox valley mall and the Chicago premium outlets mall are only 20min away.

Oct 11 – 18

G$19,940 GYD per night

Guest favorite

Apartment in St. Charles

4.97 out of 5 average rating, 155 reviews

Peaceful apartment close to everything

Spacious 1 bedroom, living room, kitchen and laundry. Separate entrance. Sit out and enjoy nature on your private patio. Light and airy basement apartment. Super clean. Suitable for remote workers - office desk, chair and great wifi. A full kitchen or enjoy a long list of local places to eat out. Enjoy your own laundry in apartment. All space listed is just for Guests Pet free property, includes service/emotional support animals. Host has condition & lives at the property upstairs.

Oct 27 – Nov 3

G$28,078 GYD per night

Guest favorite

Apartment in St. Charles

4.95 out of 5 average rating, 191 reviews

Vintage Charm

Welcome to The Vintage Charm! This downstairs apartment is 2 beds & 1 bath of Vintage Charm & Cozy Warmth. The walls are plaster, the ceilings are high, the floors are mostly original oak & it speaks to comfort, warmth & the charm of gracious living from the Victorian Era! Please note that new window AC units are in place for cooling & there is a furnace for heat. Entry is via an enclosed front porch. *Artemis is my basement kitty, she's friendly-ish so be respectful *

Sep 2 – 9

G$25,049 GYD per night

Guest favorite

Home in Joliet

4.83 out of 5 average rating, 161 reviews

Cozy Private Cottage in the Cathedral District

Our cozy, 1920's home is located in the Cathedral district in Joliet. 3 minutes away from the Haley Mansion and 6 minutes away from the Jacob Henry Mansion. You get the whole main floor for yourself and your guest(s) with your own entrance through the front door that has a keypad door lock. I along with my two mini dachshund puppies stay in the basement. We have our own entrance through the back. You can park right outside on the street. So there is plenty of parking.

Oct 25 – Nov 1

G$27,826 GYD per night

Guest favorite

Guest suite in Carol Stream

4.94 out of 5 average rating, 286 reviews

Hot Tub, Pool Table, Bar, fishing & Kayak on Lake!

Very large entire basement w/3 separate areas. Great for friends traveling together! (entrance thru main part of house Fenced-in yard, hot tub, large patio, bbq, firepit, enjoy fishing or sitting watching the beautiful sunsets. Stocked lake, walking path, 3 parks! *entrance thru the main part of house. This is just for the basement apartment but you have complete privacy down there. Read through entire listing & look through pictures to see all our home has to offer!

Nov 24 – Dec 1

G$28,238 GYD per night

Guest favorite

Home in West Chicago

4.92 out of 5 average rating, 106 reviews

The Train Conductor's Cottage

Enjoy your stay at the Train Conductor’s Cottage! Welcome to our charming home in a family neighborhood, just a couple of blocks away from the Metra train to Chicago & from West Chicago's authentic Mexican restaurants. We are close to Wheaton College, North Central College, Dupage Airport, and Central Dupage Hospital. Rest and relax in a queen bed, full bed, two twin beds, two full bathrooms, spacious children's play area. Amazon Fire stick, WiFi, TV. “All aboard!”

Jan 8 – 15

G$26,949 GYD per night

Guest favorite

Tiny home in Burr Ridge

4.92 out of 5 average rating, 244 reviews

Less is more! Pet friendly Tiny Home near Chicago!

Less is more--see for yourself how big 250 square feet can really feel! For those who would love to try tiny living and a minimalist lifestyle, this is the perfect getaway. This tiny house has everything you will need to fall in love with tiny living! There is a fenced yard, grass area for furry friends, free parking and is close to hiking trails, restaurants, shops, breweries, bars, and Chicago! Check us out on Insta: @LessIsMore_TinyHome

Dec 21 – 28

G$23,247 GYD per night

Guest favorite

Home in Winfield

4.98 out of 5 average rating, 132 reviews

Cozy, Clean & Well-Stocked Home!

CLEAN AND WELL-OUTFITTED HOME. Great for families, a staycation, or a work-from-home-alternative. Superfast wifi (200mb), laptop-friendly workspace, parking on premises, contactless entry, accessible-height beds, crib for babies and toddlers, self check-in, and kid friendly home. Sleeps 6 guests.

Feb 6 – 13

G$47,627 GYD per night