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SPECIAL OFFER! Book Now and Save! April 5 - April 30

Chicago Beautiful and Luxurious Andersonville 2 BR /2 BA

  • 2 BR/2 BA Condo (sleeps 6)
    $220 - $300/nt
    $1,980/wk
    $5,200 - $7,800/month
    per property, accept credit card, wheelchair accessible, Beach, Downtown, terrace, Balcony, Air Conditioning, Internet, Satellite / Cable
SPECIAL OFFER! $99/night Apr Last Minute April 12 - May 15

Chicago $129/night in August. Downtown DISCOUNTED RATES!!!!!

  • 1 BR/1 BA Apartment (sleeps 2)
    $149/nt
    $945/wk
    $3,200/month
    per property, accept credit card, Fitness Room / Equipment, Air Conditioning, Internet, Satellite / Cable, Television
SPECIAL OFFER! Book now and Save! April 5 - April 30

Chicago Beautiful and Luxurious 3 Bedroom / 2 Bathroom Chicago Vacation Rental

  • 3 BR/2 BA Condo (sleeps 8)
    $250 - $360/nt
    $1,830 - $2,340/wk
    $7,500 - $8,700/month
    per property, wheelchair accessible, Downtown, Lake, Jacuzzi, Balcony, Air Conditioning, Internet, Satellite / Cable, Television

Galena 3 Bedroom 3 Bath w/Private Outdoor Hot Tub, Fireplace, Pool Table and WiFi!!

  • 3 BR/3 BA House (sleeps 8)
    $210 - $335/nt
    per property, accept credit card, Hot Tub, Resort, Rural, Communal Pool, Lawn / Garden, Balcony, Fitness Room / Equipment, Air Conditioning

Galena Modern 3 BR 3 BA w/2 Fireplaces, 2 family rooms, screened porch and firepit

  • 3 BR/3 BA House (sleeps 8)
    $215 - $275/nt
    per property, accept credit card, Lake, Resort, Rural, Communal Pool, Lawn / Garden, Balcony, Fitness Room / Equipment, Air Conditioning, Internet

Galena 4 BR/4 BA - Prestigious Stony Pt Location - Outdoor Hot Tub and Huge Lower Level w/Pool Table!

  • 4 BR/4 BA House (sleeps 10)
    $240 - $365/nt
    per property, accept credit card, Hot Tub, Communal Pool, Lawn / Garden, Fitness Room / Equipment, Air Conditioning, Internet, Satellite / Cable

Galena Golf Course View - 2 Story Golf Condo w/Fireplace, Flat Screen TV, near Walking Trails

  • 1 BR/2 BA Condo (sleeps 4)
    $85 - $165/nt
    per property, accept credit card, Resort, Rural, Communal Pool, Lawn / Garden, Fitness Room / Equipment, Air Conditioning, Internet, Satellite / Cable

Galena 5 BR 5.5BA w/Outdoor Hot Tub, Pool Table, Deck and Golf Course Location!

  • 5 BR/5 BA, 1 half bath House (sleeps 12)
    $345 - $550/nt
    per property, accept credit card, Hot Tub, Resort, Rural, Communal Pool, Jacuzzi, Lawn / Garden, Balcony, Fitness Room / Equipment

Galena Spacious 5 BR 5 BA w/ Outdoor Hot Tub, Pool Table and Fireplace

  • 5 BR/5 BA House (sleeps 10)
    $295 - $475/nt
    per property, accept credit card, Hot Tub, wheelchair accessible, Resort, Rural, Communal Pool, Lawn / Garden, Fitness Room / Equipment, Air Conditioning

Galena Awesome Front Porch - 5 BR 5.5 BA w/Hot Tub, Pool Table, Fireplace and MORE!

  • 5 BR/5 BA, 1 half bath House (sleeps 10)
    $395 - $595/nt
    per property, accept credit card, Hot Tub, Resort, Rural, Communal Pool, Lawn / Garden, Fitness Room / Equipment, Air Conditioning, Internet

Galena 5 BR 5 BA w/Outdoor Hot Tub, Fireplace - Located in Resort Core close to trails

  • 5 BR/4 BA, 1 half bath House (sleeps 10)
    $295 - $475/nt
    per property, accept credit card, Hot Tub, limited accessibility, Lake, Resort, Rural, Communal Pool, Lawn / Garden, Fitness Room / Equipment, Air Conditioning

Galena 6 BR/6.5BA on 2 acres w/Outdoor Hot Tub, Pool Table, Media and Fitness Rooms!!

  • 6 BR/6 BA, 1 half bath House (sleeps 12)
    $395 - $595/nt
    per property, accept credit card, Hot Tub, limited accessibility, Lake, Resort, Rural, Communal Pool, Lawn / Garden, Balcony, Fitness Room / Equipment

Galena Huge 6 BR Home w/loft, hot tub, pool table and wifi and tons of room to roam

  • 6 BR/6 BA, 1 half bath House (sleeps 12)
    $395 - $595/nt
    per property, accept credit card, Hot Tub, limited accessibility, Lake, Resort, Rural, Town, Communal Pool, Lawn / Garden, Balcony, Fitness Room / Equipment

Galena Luxuary 4br, 4.5 Bath Galena Territory Rental With Hot Tub & Pool Table

  • 4 BR/4 BA, 1 half bath House (sleeps 10)
    $500/nt
    per property, Hot Tub, wheelchair accessible, Resort, Lawn / Garden, Balcony, Air Conditioning, Satellite / Cable, Television

Chicago Beautiful Old Town Chicago Penthouse

  • 3 BR/2 BA Apartment (sleeps 8)
    $799/nt
    per property, Downtown, Air Conditioning, Internet, Satellite / Cable, Television, DVD Player, Parking, Fireplace

Galena 3 BR 3 BA w/Outdoor Hot Tub - Incredible Views, Air Hockey Table, WIFI - Enjoy!

  • 3 BR/3 BA, 1 half bath House (sleeps 8)
    $210 - $335/nt
    per property, accept credit card, Hot Tub, limited accessibility, Lake, Resort, Rural, Town, Communal Pool, Lawn / Garden, Balcony, Fitness Room / Equipment

Chicago Luxury Resort in the Heart of Downtown Chicago

  • 2 BR/2 BA Apartment (sleeps 6)
    $429/nt
    per property, accept credit card, Hot Tub, Downtown, Resort, Communal Pool, Jacuzzi, Sauna, Tennis Court, Lawn / Garden

Galena Perfect Summer Getaway! 2 Bedroom, 2 Bath Golf Villa w/Wooded, Golf Course View

  • 2 BR/2 BA Townhome (sleeps 6)
    $85 - $175/nt
    per property, accept credit card, Resort, Rural, Communal Pool, Lawn / Garden, Fitness Room / Equipment, Air Conditioning, Internet, Satellite / Cable

Galena Private, Wooded 2 BR w/Loft Sleeps 6 in Beds *NEW* Outdoor Hot Tub

  • 2 BR/2 BA House (sleeps 6)
    $160 - $240/nt
    per property, accept credit card, Hot Tub, Lake, Resort, Rural, Communal Pool, Lawn / Garden, Balcony, Fitness Room / Equipment, Air Conditioning

Galena Spacious 4 BR - Hot Tub, Pool Table, WiFi & Fireplace (2) - Amazing views!

  • 4 BR/4 BA House (sleeps 10)
    $240 - $365/nt
    per property, accept credit card, Hot Tub, limited accessibility, Resort, Rural, Communal Pool, Lawn / Garden, Balcony, Fitness Room / Equipment

Chicago New Luxury High Rise on 44th floor with 2 bed/2 bath and great views

  • 2 BR/2 BA Apartment (sleeps 6)
    $225 - $464/nt
    $1,675 - $3,358/wk
    $6,490 - $11,850/month
    per property, Hot Tub, Downtown, Communal Pool, Balcony, Air Conditioning, Internet, Satellite / Cable, DVD Player

Chicago Magnificent Mile luxury High Rise on 24th floor with great views

  • 2 BR/2 BA Condo (sleeps 6)
    $225 - $464/nt
    $1,675 - $3,358/wk
    $6,490 - $11,850/month
    per property, Hot Tub, Beach, Communal Pool, Balcony, Air Conditioning, Internet, Satellite / Cable, DVD Player

Chicago Magnificent Mile luxury High Rise on 46th floor with great views

  • 2 BR/2 BA Condo (sleeps 6)
    $225 - $464/nt
    $1,675 - $3,358/wk
    $6,490 - $11,850/month
    per property, Hot Tub, Beach, Communal Pool, Balcony, Air Conditioning, Internet, Satellite / Cable, DVD Player

Chicago Magnificent Mile luxury High Rise on 17th floor with great views

  • 2 BR/2 BA Condo (sleeps 6)
    $225 - $464/nt
    $1,675 - $3,358/wk
    $6,490 - $11,850/month
    per property, Beach, Communal Pool, Balcony, Air Conditioning, Internet, Satellite / Cable, DVD Player

Chicago Magnificent Mile luxury High Rise on 28th floor with great views

  • 2 BR/2 BA Condo (sleeps 6)
    $225 - $464/nt
    $1,675 - $3,358/wk
    $6,490 - $11,850/month
    per property, Hot Tub, Beach, Downtown, Lake, Communal Pool, Balcony, Air Conditioning, Internet, Satellite / Cable, DVD Player

Chicago Luxury 2 bedroom on 47th Floor with great views in Magnificent Mile

  • 2 BR/2 BA Apartment (sleeps 6)
    $225 - $464/nt
    $1,675 - $3,358/wk
    $6,490 - $11,850/month
    per property, Downtown, Lake, Communal Pool, Balcony, Air Conditioning, Internet, Satellite / Cable, DVD Player

Chicago 48th Floor high rise 2 bed / 2 bath with great views in the Magnificent Mile

  • 2 BR/2 BA Apartment (sleeps 6)
    $225 - $464/nt
    $1,675 - $3,358/wk
    $6,490 - $11,850/month
    per property, Hot Tub, Downtown, Lake, Communal Pool, Balcony, Air Conditioning, Internet, Satellite / Cable, DVD Player

Chicago Magnificent Mile Luxury Corner Unit on 45th Floor with great views

  • 2 BR/2 BA Apartment (sleeps 6)
    $225 - $464/nt
    $1,675 - $3,358/wk
    $6,490 - $11,850/month
    per property, Hot Tub, Downtown, Lake, Communal Pool, Balcony, Air Conditioning, Internet, Satellite / Cable, DVD Player

Chicago Lake Front Mansion Perfect For Your Family Reunion Or Corporate Retreat

  • 7 BR/6 BA, 1 half bath House (sleeps 24)
    $1,350/nt
    $7,500/wk
    $25,000/month
    per property, Lawn / Garden, Air Conditioning, Internet, Satellite / Cable, Television, Parking, Fireplace

Chicago Value and Luxury. Close to City and McCormick Place. Skyline View and Hot Tub

  • 3 BR/1 BA, 1 half bath Apartment (sleeps 6)
    $110 - $255/nt
    $875 - $1,650/wk
    per property, accept credit card, Hot Tub, Town, Sauna, Air Conditioning, Internet, Satellite / Cable, Television

Chicago Luxury and Value Close to Everything and McCormick Place Skyline View, Hot Tub

  • 2 BR/1 BA, 1 half bath Apartment (sleeps 6)
    $110 - $255/nt
    $875 - $1,650/wk
    per property, accept credit card, Hot Tub, Downtown, Town, Air Conditioning, Internet, Satellite / Cable, Television, DVD Player

Chicago Magnificent Mile luxury High Rise on 43rd floor with great views

  • 2 BR/2 BA Apartment (sleeps 6)
    $225 - $464/nt
    $1,675 - $3,358/wk
    $6,490 - $11,850/month
    per property, pets considered, Hot Tub, Downtown, Lake, Communal Pool, Balcony, Air Conditioning, Internet, Satellite / Cable

Chicago Great views-Luxury 2 bedroom on 32nd Floor Magnificent Mile

  • 2 BR/2 BA Apartment (sleeps 6)
    $225 - $464/nt
    $1,675 - $3,358/wk
    $6,490 - $11,850/month
    per property, Hot Tub, Beach, Downtown, Communal Pool, Balcony, Air Conditioning, Internet, Satellite / Cable, DVD Player

Galena 5 Bedrooms Of Pure Luxury - Outdoor Hot Tub, Pool Table and 3 Levels to explore!

  • 5 BR/4 BA, 2 half baths House (sleeps 10)
    $395 - $595/nt
    per property, accept credit card, Hot Tub, wheelchair accessible, Communal Pool, Lawn / Garden, Balcony, Air Conditioning, Internet

Galena Amazing 4BR w/ OUTDOOR HOT TUB with 2 Family Rooms and Fireplace

  • 4 BR/4 BA House (sleeps 8)
    $240 - $375/nt
    per property, accept credit card, Hot Tub, Lake, Resort, Rural, Communal Pool, Lawn / Garden, Air Conditioning, Internet, Satellite / Cable

Galena 3 BR 3.5 BA w/Wood Burning Fireplace, Deck, Screened Porch w/wooded view

  • 3 BR/3 BA, 1 half bath House (sleeps 8)
    $215 - $275/nt
    per property, accept credit card, Lake, Resort, Rural, Communal Pool, Lawn / Garden, Balcony, Fitness Room / Equipment, Air Conditioning, Satellite / Cable

Chicago Walk to everywhere! Millennium Park location

  • 1 BR/1 BA Apartment (sleeps 2)
    $139/nt
    $903/wk
    $2,970/month
    per property, accept credit card, wheelchair accessible, Fitness Room / Equipment, Air Conditioning, Satellite / Cable, Television

Chicago 3bds unit close to GRANT PARK

  • 3 BR/2 BA Apartment (sleeps 6)
    $319/nt
    $2,000/wk
    $5,700/month
    per property, accept credit card, wheelchair accessible, Air Conditioning, Internet, Satellite / Cable, Television

Chicago Wicker Park Russian Bathhouse 2bd LOFT

  • 1 BR/1 BA Apartment (sleeps 4)
    $179/nt
    $1,113/wk
    $3,900/month
    per property, accept credit card, Hot Tub, wheelchair accessible, Downtown, River, Sauna, Air Conditioning, Internet, Television

Chicago Millennium Park 2bd/2ba, WALK EVERYWHERE!!!

  • 2 BR/2 BA Apartment (sleeps 4)
    $279/nt
    $1,400/wk
    $4,900/month
    per property, accept credit card, Fitness Room / Equipment, Air Conditioning, Internet, Television

Chicago Magnificent Mile, Gold Coast Luxury Brownstone Downtown Chicago Vacation Rental

  • 2 BR/2 BA Apartment (sleeps 8)
    $305 - $460/nt
    per property, accept credit card, Downtown, Lake, Air Conditioning, Internet, Satellite / Cable, Television, DVD Player, Fireplace

Chicago Featured On Travel Chanel With Views Of Wrigley Field, Beautiful New 4 Bedroom

  • 4 BR/2 BA Condo (sleeps 9)
    $429 - $459/nt
    per property, Village, Air Conditioning, Internet, Satellite / Cable, Television, Parking, Fireplace

Galena Upscale 5 bedroom 5 BA Retreat - Outdoor Hot Tub, Fireplace and Foosball Table

  • 5 BR/5 BA House (sleeps 12)
    $345 - $550/nt
    per property, accept credit card, Hot Tub, Resort, Rural, Communal Pool, Lawn / Garden, Fitness Room / Equipment, Air Conditioning, Internet

Galena Pristine 2 Bed 2 Bath End Unit Golf Villa with WiFi, Private Deck, Gas Grill with a Wooded View

  • 2 BR/2 BA Townhome (sleeps 6)
    $120 - $220/nt
    per property, accept credit card, Private Pool, Communal Pool, Lawn / Garden, Air Conditioning, Internet, Satellite / Cable, Television

Oak Park Victorian House 4 beds 2 baths close to Chicago city walk to trains SLEEP 12

  • 4 BR/2 BA House (sleeps 12)
    $399/nt
    per property, pets considered, Downtown, Town, Village, Internet, Satellite / Cable

Chicago Beautiful 2 Bedroom, 2 Bath Chicago Vacation Rental Condo

  • 2 BR/2 BA Condo (sleeps 6)
    $180 - $280/nt
    $1,340 - $1,840/wk
    $5,400 - $7,200/month
    per property, accept credit card, wheelchair accessible, Downtown, Air Conditioning, Internet, Satellite / Cable, Television, DVD Player

Chicago Spacious&Charming in Wonderful Lincoln Square! Sleeps Up to 4!

  • 2 BR/1 BA Apartment (sleeps 4)
    $195/nt
    per property, accept credit card, Downtown, Air Conditioning, Internet, Satellite / Cable, Television, DVD Player, Parking

Galena Four levels of luxury in the middle of nature

  • 5 BR/5 BA, 2 half baths House (sleeps 12)
    $569 - $669/nt
    per property, accept credit card, Hot Tub, Resort, Communal Pool, Jacuzzi, Lawn / Garden, terrace, Balcony

Chicago Spacious 2 bed, 2 bath luxury apartment close to Mag Mile.

  • 2 BR/2 BA Condo (sleeps 4)
    $1,400/wk
    $4,050/month
    per property, accept credit card, pets considered, Beach, Downtown, Lake, Jacuzzi, Balcony, Air Conditioning, Internet, Satellite / Cable

Chicago Penthouse Duplex #8 - WOW, This place is MAGNIFICENT!

  • 3 BR/2 BA Condo (sleeps 8)
    $625 - $1,199/nt
    per property, Hot Tub, wheelchair accessible, Downtown, Communal Pool, Sauna, Balcony, Fitness Room / Equipment, Air Conditioning
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