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Fort Sheridan Stays by Sonder

Stay well, then step out and discover Fort Sheridan.

Best Stays by Sonder Fort Sheridan

Find places to stay in Fort Sheridan. Choose from apartment-style stays and boutique hotels for weekend breaks, business trips, and longer city stays.

Curated Stays in Fort Sheridan

Where to Stay in Fort Sheridan

Fort Sheridan Popular Stays

Choose your perfect stays

Apartment
Highwood Haven- 4 Bedroom Steps to Train station!
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8.0
Excellent
( 2 Reviews )
4 Bedrooms 2 Bathrooms 11 Guests
  • Parking
    Parking
  • Kitchen
    Kitchen
More amenities
US $315 /Night
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Apartment
Cozy 2 bed Apt- 2 train stops to the Naval Base!
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9.4
Exceptional
( 3 Reviews )
2 Bedrooms 1 Bathroom 7 Guests
  • Parking
    Parking
  • Kitchen
    Kitchen
More amenities
US $228 /Night
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Good for the Weekend

Easy in-and-out for quick Fort Sheridan gateway.

Apartment
star-icons-4
USS Russell
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4 Bedrooms 2 Bathrooms 11 Guests
  • Air Conditioner
    Air Conditioner
  • Internet
    Internet
More amenities
US $542 /Night
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Apartment
Highwood Haven- 4 Bedroom Steps to Train station!
Map-icon
8.0
Excellent
( 2 Reviews )
4 Bedrooms 2 Bathrooms 11 Guests
  • Parking
    Parking
  • Kitchen
    Kitchen
More amenities
US $315 /Night
View Deal
Apartment
star-icons-4
USS Alexandria
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1 Bedroom 1 Bathroom 11 Guests
  • Air Conditioner
    Air Conditioner
  • Internet
    Internet
More amenities
US $537 /Night
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Cottage
Re-imagined 1880's cottage walking distance to Highwood, Metra, Lake Michigan
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10.0
Exceptional
( 30 Reviews )
2 Bedrooms 1 Bathroom 6 Guests
  • Parking
    Parking
  • Ocean View
    Ocean View
More amenities
US $330 /Night
View Deal
Apartment
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Cozy 2 bed Apt 2 train stops to the Naval Base
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2 Bedrooms 1 Bathroom 7 Guests
  • Air Conditioner
    Air Conditioner
  • Internet
    Internet
More amenities
US $305 /Night
View Deal
Apartment
Safe & Secure Parkview-Sleep Sanctuary+Kitchen
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10.0
Exceptional
( 2 Reviews )
1 Bedroom 1 Bathroom 2 Guests
  • Kitchen
    Kitchen
  • Air Conditioner
    Air Conditioner
More amenities
US $113 /Night
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House
Modern 4BD 2BA Home Near Downtown Metra
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4 Bedrooms 2 Bathrooms 8 Guests
  • Air Conditioner
    Air Conditioner
  • Internet
    Internet
More amenities
US $529 /Night
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Apartment
Cozy 2 bed Apt- 2 train stops to the Naval Base!
Map-icon
9.4
Exceptional
( 3 Reviews )
2 Bedrooms 1 Bathroom 7 Guests
  • Parking
    Parking
  • Kitchen
    Kitchen
More amenities
US $228 /Night
View Deal
Apartment
Chic Studio - In Downtown Highland Park, by Metra
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8.4
Excellent
( 16 Reviews )
1 Bedroom 1 Bathroom 2 Guests
  • Oceanfront
    Oceanfront
  • Parking
    Parking
More amenities
US $174 /Night
View Deal
Apartment
Stunning & Stylish Downtown Studio - Highland Park
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8.4
Excellent
( 7 Reviews )
1 Bedroom 1 Bathroom 2 Guests
  • Kitchen
    Kitchen
  • Air Conditioner
    Air Conditioner
More amenities
US $209 /Night
View Deal
Apartment
Chic Studio in Downtown Highland Park near Metra
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6.8
Good
( 5 Reviews )
1 Bedroom 1 Bathroom 2 Guests
  • Parking
    Parking
  • Kitchen
    Kitchen
More amenities
US $179 /Night
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Apartment
Clean, Quiet, Secure, with Beautiful Park Views - 1 bedroom plus den in Rivinia
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6.0
Good
( 2 Reviews )
1 Bedroom 1 Bathroom 3 Guests
  • Air Conditioner
    Air Conditioner
  • Internet
    Internet
More amenities
US $200 /Night
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Work-friendly stays

Desks, fast Wi-Fi, and a kitchen for work trips that run long, with dinner a short walk away.

Sonder hasn't arrived in Fort Sheridan yet. You may like these stays from trusted partners

Apartment
Cozy 2 bed Apt- 2 train stops to the Naval Base!
Map-icon
9.4
Exceptional
( 3 Reviews )
2 Bedrooms 1 Bathroom 7 Guests
  • Parking
    Parking
  • Kitchen
    Kitchen
More amenities
US $228 /Night
View Deal
Apartment
Highwood Haven- 4 Bedroom Steps to Train station!
Map-icon
8.0
Excellent
( 2 Reviews )
4 Bedrooms 2 Bathrooms 11 Guests
  • Parking
    Parking
  • Kitchen
    Kitchen
More amenities
US $315 /Night
View Deal
Cottage
Re-imagined 1880's cottage walking distance to Highwood, Metra, Lake Michigan
Map-icon
10.0
Exceptional
( 30 Reviews )
2 Bedrooms 1 Bathroom 6 Guests
  • Parking
    Parking
  • Ocean View
    Ocean View
More amenities
US $330 /Night
View Deal
House
Near Ravinia and Navy Base, charming 3-bedroom house in peaceful Highland Park
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10.0
Exceptional
( 7 Reviews )
3 Bedrooms 4 Bathrooms 7 Guests
  • Parking
    Parking
  • Kitchen
    Kitchen
More amenities
US $507 /Night
View Deal
House
Spacious Home Near Lake Michigan with Peaceful Backyard
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10.0
Exceptional
( 6 Reviews )
5 Bedrooms 4 Bathrooms 10 Guests
  • Air Conditioner
    Air Conditioner
  • Internet
    Internet
More amenities
US $788 /Night
View Deal
Apartment
Safe & Secure Parkview-Sleep Sanctuary+Kitchen
Map-icon
10.0
Exceptional
( 2 Reviews )
1 Bedroom 1 Bathroom 2 Guests
  • Kitchen
    Kitchen
  • Air Conditioner
    Air Conditioner
More amenities
US $113 /Night
View Deal
House
Stunning 4-bedroom house combines comfort, elegance, and is pet-friendly
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10.0
Exceptional
( 1 Review )
4 Bedrooms 5 Bathrooms 7 Guests
  • Hot Tub
    Hot Tub
  • Air Conditioner
    Air Conditioner
More amenities
US $849 /Night
View Deal
Cottage
.The Pleasant Hill Cottage. North Shore Beaches Ravinia Weddings Families Dining
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10.0
Exceptional
( 1 Review )
3 Bedrooms 2 Bathrooms 10 Guests
  • Parking
    Parking
  • Ocean View
    Ocean View
More amenities
US $659 /Night
View Deal
House
Charming Lake Forest Country Estate
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10.0
Exceptional
( 1 Review )
2 Bedrooms 2 Bathrooms 2 Guests
  • Hot Tub
    Hot Tub
  • Parking
    Parking
More amenities
US $442 /Night
View Deal
House
Serene Retreat Awaits You!
Map-icon
9.6
Exceptional
( 52 Reviews )
4 Bedrooms 2 Bathrooms 12 Guests
  • Parking
    Parking
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $505 /Night
View Deal
Apartment
Chic Studio - In Downtown Highland Park, by Metra
Map-icon
8.4
Excellent
( 16 Reviews )
1 Bedroom 1 Bathroom 2 Guests
  • Oceanfront
    Oceanfront
  • Parking
    Parking
More amenities
US $174 /Night
View Deal
Apartment
Stunning & Stylish Downtown Studio - Highland Park
Map-icon
8.4
Excellent
( 7 Reviews )
1 Bedroom 1 Bathroom 2 Guests
  • Kitchen
    Kitchen
  • Air Conditioner
    Air Conditioner
More amenities
US $209 /Night
View Deal
Good to know

Fort Sheridan travel questions, answered.

Quick answers to the questions travelers ask most.

What are the top vacation rentals in Fort Sheridan?
Which vacation homes in Fort Sheridan are best for families?
How many vacation rentals are available in Fort Sheridan?
01 / 03
What are the top vacation rentals in Fort Sheridan?

There are a lot of options in Fort Sheridan. If you plan on staying in the Fort Sheridan area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Fort Sheridan:

02 / 03
Which vacation homes in Fort Sheridan are best for families?

If you are looking for a family-friendly vacation home in Fort Sheridan, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Fort Sheridan:

03 / 03
How many vacation rentals are available in Fort Sheridan?

Currently, the total number of properties listed in 2026 is over 2 in the Fort Sheridan area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Fort Sheridan.

Go with curiosity. Come back with stories.

The best trips rarely go exactly as planned. Sonder keeps you closer to the neighborhoods, kitchens, and small moments that make a city worth remembering.

More places worth discovering.