Search Vacation Homes in Prospect Heights

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Compare 480 Vacation Homes in Prospect Heights with updated reviews, rates, and availability.

Stylish 5BR/3BA - 2 Units - 2 Kitchens + Parking!
Stylish 5BR/3BA - 2 Units - 2 Kitchens + Parking!
Elegant 4 br Old Town Home; Private Yard; Parking; Amazing Location
9.8 out of 10, Exceptional, (77)
"Property was clean, manager was very easy to communicate with, lots of spacious beds / bathrooms, parking was easy and kitchen and living space included everything we needed. Location near Wells Street, North Avenue, Lakefront and Brown Line was perfect. Everything was easily walkable. This was a great house in the middle of a nice neighborhood for a large group."
Elegant 4 br Old Town Home; Private Yard; Parking; Amazing Location
Luxury SOHO Styled Two-Level Townhouse - Old Town
10.0 out of 10, Exceptional, (10)
"We had a great stay at this property. It is walking distance from everything you need in old town but also safe, quiet, and secure! Would highly recommend to other groups looking for a weekend in Old Town Chicago!"
Luxury SOHO Styled Two-Level Townhouse - Old Town
Luxury Home Away From Your Home
9.0 out of 10, Wonderful, (114)
"Definitely gently used but was comfortable. Ms. Linnie, the host, is very responsive and accommodating. Was missing hair dryers and flat sheets on beds but did not negatively affect our visit."
Luxury Home Away From Your Home
Comfortable 2 bedroom house near Great Lakes Navy Base ideal for families
9.0 out of 10, Wonderful, (14)
"Came up here for s weekend with friends. Enjoyed the area. House was neat and clean. Lacking a few amenities. Kitchen items were sparse. "
The price is SAR 619
SAR 1,069 total
includes taxes & fees
22 Sep - 23 Sep
Comfortable 2 bedroom house near Great Lakes Navy Base ideal for families
Breathtaking home close to Schaumburg, Chicago
9.8 out of 10, Exceptional, (39)
"Great yard. Good area."
Breathtaking home close to Schaumburg, Chicago
Riverfront Libertyville Retreat w/ Outdoor Kitchen
8.4 out of 10, Very Good, (11)
"Location is wonderful if you are celebrating your Sailor's graduation. It's about 13 minutes away from base, however, traffic gets crazy around base so you still have to leave really early. The house itself is in a great location. The neighborhood is super quiet and we felt completely safe. The only negative thing I would have to say is that there is only 1 TV in the house that runs off WiFi and 2 of the 3 showers handle was broken, so it took us a minute to figure out you just had to turn it....
Riverfront Libertyville Retreat w/ Outdoor Kitchen
Des Plaines Vacation Rental w/ Spacious Backyard!
8.4 out of 10, Very Good, (5)
"The house was small, but perfect for us 3 girls for a weekend. The back deck was excellent! The driveway was a bit difficult to find…you have to go around the corner and down an alley, but it was nice to have off-street parking. Overall, the house was great, the neighborhood was quiet, and we had a fantastic weekend!"
Des Plaines Vacation Rental w/ Spacious Backyard!
3-bedroom house WiFi in lovely Waukegan Near Gurnee
2.0 star property
5.0 out of 10, (6)
"Had to attend a 3 day funeral/celebration of life on short notice and had just returned from a tropical vacation so I didn't want to break the bank. Jake's rental was at an extremely reasonable rate which was greatly appreciated but appropriate for the site. Furniture was rearranged differently than pictured but otherwise photos were accurate. Very thankful for the convenience of parking in driveway with my mini sports car. House provided exactly what we needed which was our own private bedrooms...
3-bedroom house WiFi in lovely Waukegan Near Gurnee
Cozy 4-bedroom house in adorable Evanston with WiFi, AC
2.0 star property
9.4 out of 10, Exceptional, (3)
"Comfortable beds, parking good, clean and cute decor!"
Cozy 4-bedroom house in adorable Evanston with WiFi, AC
Beautiful, Remodeled Penthouse Unit in Old Town!
9.2 out of 10, Wonderful, (14)
"This family trip works perfectly for our 12 family members. The location was great in old town and close to beach and other good places. We only wanted a mirror outside the bathroom so we do not have to wait for someone getting out of the bathroom just fto use the mirror. Otherwise everything was good."
Beautiful, Remodeled Penthouse Unit in Old Town!
Chicago Bootlegger House Sleeps 11-22 with 3 parking spots
10.0 out of 10, Exceptional, (28)
"Back to Chicago with a group for a work trip and of course we went back to the place we stayed at last time. Once you find a gem like this one, you stay with it! They keep this place with all the amenities you’d have at home. It’s incredibly spacious and the parking spots make it deal for a group. We’ll be back!! Jon"
Chicago Bootlegger House Sleeps 11-22 with 3 parking spots
Your Next Vacation Home
9.8 out of 10, Exceptional, (23)
"Good location to Rosemont. "
The price is SAR 638
SAR 1,156 total
includes taxes & fees
20 Oct - 21 Oct
Your Next Vacation Home
Oak Park, IL, entire house, short walk to train.
9.4 out of 10, Exceptional, (19)
"Great host communicates well if you need him. Helped with all my concerns. Check in was was easy and smooth. Property inside and out was also clean and in a nice neighborhood with access to ALOT. Thank you"
Oak Park, IL, entire house, short walk to train.
Historic Coach House in Evanston One Block to Beach and Close to Town and NU!
10.0 out of 10, Exceptional, (19)
"Beautiful, spacious, light-filled carraige house in a gorgeous historical neighborhood. Close to beach, shops, cafes. Janet was very accommodating and very hospitable. We loved it!"
Historic Coach House in Evanston One Block to Beach and Close to Town and NU!
Private Get A Way
10.0 out of 10, Exceptional, (10)
"8 of us traveled from across the country to see my son graduate from Navy Bootcamp, and this house was perfection! The pictures and description on Bebo don’t do it justice. It was so wonderful to have a comfortable place to hang out with my son, so much better than a hotel. We were able to sit outside at night and enjoy the gas fire pit, play football in the spacious private backyard, and eat family meals to gather again in the stocked kitchen. Any questions I had were answered within minutes by...
Private Get A Way
Single Family home in Schaumburg, IL 3 bed/ 2 full baths/ fully fenced backyard
9.2 out of 10, Wonderful, (10)
"The property was nicely furnished and had all of the basic necessities. It was clean and smelled fresh. There was a welcome sign on the kitchen island but not very many details/rules so we weren't sure where to leave the used linens upon .Overall, the house was very nice.departure."
The price is SAR 826
SAR 1,615 total
includes taxes & fees
20 Oct - 21 Oct
Single Family home in Schaumburg, IL 3 bed/ 2 full baths/ fully fenced backyard
5 BR / 3.5 BA Newly Built Home in Logan Square!
7.6 out of 10, Good, (7)
"We had a minor hiccup in the beginning and Sandy got it taken care of within an Hour. Overall great stay"
5 BR / 3.5 BA Newly Built Home in Logan Square!
Wonderful in Wood Dale, right by O’Hare airport!
10.0 out of 10, Exceptional, (11)
"Just what we needed for a time with family. Only downside, and it's a small downside, is the hair dryer didn't work."
The price is SAR 807
SAR 1,667 total
includes taxes & fees
8 Oct - 9 Oct
Wonderful in Wood Dale, right by O’Hare airport!
4 Bedroom, 2 Full Bath. Centrally Located. Near O'Hare Airport and attractions
10.0 out of 10, Exceptional, (1)
"We loved our stay! I held a retreat with my leadership team, and the house was perfect for our needs. It was very quiet and peaceful with a lovely backyard and great proximity to lots of local restaurants and amenities. The place was very clean and spacious and furnished very tastefully and comfortably. The beds were incredibly comfortable, so we all slept very well. Overall, we would gladly stay here again."
4 Bedroom, 2 Full Bath. Centrally Located. Near O'Hare Airport and attractions
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Other property types in Prospect Heights

WoodSpring Suites Chicago Addison
2.5 star property
6.0 out of 10, (219)
"Mucho olor a marihuana, y que no limpian las habitaciónes solo si pagas adicional y allí dice que cada 14 días limpian y solo es si pagas debería ser un derecho por estar alojado allí por lo menos una vez a la semana no te dan cambio de sábanas ni toallas "
The price is SAR 338
SAR 358 total
includes taxes & fees
22 Sep - 23 Sep
WoodSpring Suites Chicago Addison
Luxury Home Away From Your Home
9.0 out of 10, Wonderful, (114)
"Definitely gently used but was comfortable. Ms. Linnie, the host, is very responsive and accommodating. Was missing hair dryers and flat sheets on beds but did not negatively affect our visit."
Luxury Home Away From Your Home
Walking distance to restaurants, shops and Lake Michigan,
9.8 out of 10, Exceptional, (166)
"Had a great stay. Ross was a perfect host and made us felt welcomed. "
Walking distance to restaurants, shops and Lake Michigan,
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.