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Vacation rentals in New Trier Township

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Top-rated vacation rentals in New Trier Township

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

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Apartment in Park Ridge

4.79 out of 5 average rating, 319 reviews

Modern Garden apartment (WHOLE UNIT)

Freshly Remodeled , Lower Level Condo one bedroom one bath. The Condo is very large for a one bedroom. Very Spacious with its open concept layout. Parking is right next to the main entrance of the building. Perfect place to relax Perfect and safe place to rest . 24/7 perimeter monitoring cameras. The Condo is very close to the Metra Train. It is !5 min away from O'Hare airport and 10 min from Chicago outlets etc. It is not a party room . No parties or large gathering .... Garden Apartment

Nov 21 – 28

R2,789 ZAR per night

Apartment in Evanston

4.95 out of 5 average rating, 114 reviews

Vintage sunlit 2.5 BR apt. Perfect for families!

Welcome to the sunny, spacious, 2nd floor full apartment of our 1920's home! While we live downstairs, the whole upstairs space is yours. Living room, dining room, kitchen w/ DW, full bath, 2 BR, charming sitting room w/ electric FP. Perfect for up to 5 guests. The vintage kitchen is well supplied including Keurig. LR has sofa-bed, love seat, games & 50" ROKU smart TV to connect to streaming services. Kid stuff inc. pk & play Easy 20 min walk for trains to city, 5 min drive to lake. Wifi

Sep 19 – 26

R3,082 ZAR per night

Guesthouse in Evanston

4.98 out of 5 average rating, 201 reviews

Cottage in a Garden

Enjoy the serenity of our secret garden from your private guest house. Enjoy privacy on the covered sun porch. Watch butterflies float by in the pollinator garden. Listen to evening quiet on the patio overlooking the garden. Spin some records from the eclectic collection. Stroll the leafy neighborhood. Stop for a beer at award-winning Temperance Brewery. 5 minute walk to Divvy bike station gives you access to all of Chicago and CTA/Metra train. Short ride to lakefront, Northwestern, downtown.

Nov 19 – 26

R2,873 ZAR per night

Apartment in Arlington Heights

4.99 out of 5 average rating, 112 reviews

Ideal Location in Awesome Heights

Near the heart of downtown Arlington Heights and convenient to O’Hare. You can settle in at this cozy basement apartment with a super comfortable queen bed and all the amenities you’d need. Whether your visit to AH is for business or pleasure, city or suburbs, we look forward to hosting you. The private apartment works great for guests with a car or using public transit. Easy access to Metra station, AH restaurants, Des Plaines Theater, NW Community Hospital & Schaumburg Convention Center.

Jun 11 – 18

R2,734 ZAR per night

Apartment in Highland Park

4.94 out of 5 average rating, 122 reviews

Lovely studio near the beach! (and heated floors!)

Get away from the city to this studio in Highland Park. The newly renovated space has everything you need for a relaxing getaway—huge comfy couch, brand new bed with Brooklinen + Parachute bedding, pristine bathroom, and lots of amenities. Downtown Highland Park, Highwood, + the beach are just a walk away. There's access to grocery stores, restaurants, and shops, and you can retreat to the quiet of your studio when you're ready to unwind. Ps. For the winter months: We've got heated floors.

Feb 15 – 22

R3,713 ZAR per night

Guest suite in Riverwoods

4.95 out of 5 average rating, 300 reviews

Master qtr close to nature & easy urban facilities

This amazing prairie style home sits on 2 acre land surrounded by lush lawn and majestic oak trees - a nature lover's dream with unparalleled serenity. Vacation-like setting blends country-like quiet with nearby conveniences including shopping, trains, restaurants, highways, Ravinia (18 MINs drive). 5 MINs to I 294. 20 MINS to O'HARE; 5 Mins to Discover, Baxter; 10 MINs to Walgreens Deerfield campus, TRINITY INT'L UNIVERSITY; 15 MINS to Lake Forest Academy. 25 MINs to Great Lakes Navy Base.

May 26 – Jun 2

R3,188 ZAR per night

Apartment in Evanston

4.97 out of 5 average rating, 406 reviews

Charming, Sunny Apartment with Backyard Garden

House of the Blue Doors Enjoy staying with us in this spacious 1st floor flat. Furnished by the resident designer in tasteful neutrals, original curated artwork, one of a kind furniture and accent pieces. Sip morning coffee or a glass of wine in the sunlit kitchen or front porch, fire up the backyard grill for a barbecue. Soak in the award winning Chicago ceramic artist designed and made floor in the bathroom. Close to Northwestern, Chicago, Lake Michigan, everything Evanston offers.

Mar 27 – Apr 3

R2,919 ZAR per night

Guest suite in Evanston

4.97 out of 5 average rating, 213 reviews

A guest suite centrally located, but so quiet...

IF... you want to race into the city to see a play, go for a jog along the lake, have a quick coffee with a friend or enjoy a fine restaurant to celebrate a special occasion, it's all here in the lovely lakeside town of EVANSTON, IL. You can enjoy it all while living in my guest suite w/private kitchen, private bath, private entry, shared laundry area and......., if you need it, garage parking, too! Enjoy my garden on warm summer days; in winter, you will love the heated floor!

Mar 9 – 16

R2,858 ZAR per night

Townhouse in Hoffman Estates

4.91 out of 5 average rating, 291 reviews

a SIMPLE place

Booking the entire house with 100% privacy. It has 2 driveway parking spaces and street parking. Garage may be available. CHECK-IN and OUT are flexible. I set checkout at 11am (text me if you need late checkout). The space is perfect for a family of 4. It is located about 20 minutes from O'Hare airport and 40 minutes from Chicago downtown. Infants and pets are welcome (please text me for over size pets or more than 2 pets) Play pan is available upon request.

Dec 19 – 26

R1,863 ZAR per night

Apartment in Wilmette

4.86 out of 5 average rating, 119 reviews

Downtown Wilmette Micro Studio

During this time, we are taking extra precautionary measures to ensure our guests safety. Cute and private micro studio in phenomenal downtown Wilmette location. Steps from all local restaurants, shopping, and the Metra station. Walkable to Gillson Beach and the Linden CTA stop. Enter through the front gate to an open & shared yard with private, single access to the unit. Pets OK with additional pet fee (some breed / weight restrictions).

Jun 14 – 21

R2,492 ZAR per night

Apartment in Wilmette

4.89 out of 5 average rating, 235 reviews

Spacious Garden Apartment with Sauna and Fireplace

English garden apartment in historic Wilmette home with a private entrance, sauna, washer/dryer, kitchenette, dining area, recreation room with pool table, vintage pinball machine, and a wood-burning fireplace with gas igniter. Two queen beds, 1 full-size sleeper sofa, and a single mattress are available for large families. Ideal access to Northwestern University for all events. Free WIFI and an internet-enabled flat-screen TV.

Jun 23 – 30

R4,507 ZAR per night

Guest suite in Evanston

4.83 out of 5 average rating, 323 reviews

Huge, cozy one bedroom semi-basement apartment

1000 SF Close both to Chicago area and the lake and the suburbs. It has a side separate entrance from the main house. One bedroom with one queen bed. A pull out couch too. A fully equipped kitchen. One full bathroom with a shower , no tub. A cozy living room with TV. This propery has surveillance cameras . Strict rules will be applied to violation of maximum capacity of 4 people. The place is not rented for parties !

Aug 22 – 29

R1,762 ZAR per night

Vacation rentals for every style

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Popular amenities for New Trier Township vacation rentals

Free parking on premises

Air conditioning

Stay near New Trier Township's top sights

Chicago Botanic Garden167 locals recommend

Gillson Park13 locals recommend

Ryan Field16 locals recommend

Whole Foods Market30 locals recommend

Baha'i House of Worship120 locals recommend

Skokie Lagoons6 locals recommend

Other great vacation rentals in New Trier Township

Guest suite in Chicago

4.98 out of 5 average rating, 110 reviews

Gorgeous Studio 15 Minutes From Ohare!

Jan 8 – 15

R1,698 ZAR per night

Home in Wilmette

4.98 out of 5 average rating, 92 reviews

Unique porcelain-enamel paneled "Lustron" home

Sep 26 – Oct 3

R3,236 ZAR per night

Apartment in Highland Park

5.0 out of 5 average rating, 37 reviews

Stunning & Stylish Downtown Studio - Highland Park

May 8 – 15

R1,896 ZAR per night

Guesthouse in Lake Forest

4.95 out of 5 average rating, 95 reviews

The Green Door - safe and calm with walkability

Feb 4 – 11

R1,883 ZAR per night

Apartment in Wilmette

4.84 out of 5 average rating, 19 reviews

The Shop - Trendy Studio in the heart of Wilmette

Jun 16 – 23

R3,714 ZAR per night

Townhouse in Winnetka

4.96 out of 5 average rating, 26 reviews

Warm and Cheerful 3 Bedroom Winnetka Townhouse

Oct 18 – 25

R7,459 ZAR per night

Home in Glenview

4.91 out of 5 average rating, 34 reviews

Hackberry Haven: Your Cozy Home Away From Home

Nov 27 – Dec 4

R4,221 ZAR per night

Guesthouse in Evanston

4.91 out of 5 average rating, 76 reviews

Cozy Guesthouse near NU - next to Lee Street Beach

Feb 18 – 25

R3,077 ZAR per night

Destinations to explore