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Search results; Over 1,000 homes in Highwood
Over 1,000 homes in Highwood
Photo 1 of 6
Top guest favourite
Guest favourite
Cottage in Highwood
The Pleasant Hill Cottage North Shore Enchantment
3 bedrooms
,
·
6 beds
,
·
2.5 private bathrooms
7–12 Sept
7–12 Sept
£3,046
total
Show price breakdown
£3,046 total
,
·
5.0 out of 5 average rating, 17 reviews
5.0 (17)
Photo 1 of 6
Top guest favourite
Guest favourite
Cottage in Highland Park
Re-imagined 1880s cottage by Highwood, Metra, Lake
2 bedrooms
2 bedrooms
,
·
4 beds
4 beds
,
·
1 bathroom
1 bathroom
19–24 Sept
19–24 Sept
£1,466
total
Show price breakdown
£1,466 total
4.98 out of 5 average rating, 113 reviews
4.98 (113)
Photo 1 of 6
Guest favourite
Guest favourite
Flat in Highwood
Cozy Highwood Apt 4 BR 2 train stops to Naval Base
4 bedrooms
4 bedrooms
,
·
5 beds
5 beds
,
·
1 bathroom
1 bathroom
7–12 Sept
7–12 Sept
£1,519
total
Show price breakdown
£1,519 total
5.0 out of 5 average rating, 8 reviews
5.0 (8)
Photo 1 of 6
Top guest favourite
Guest favourite
Guest suite in Highland Park
Charming space w/ use of deck and yard
1 bedroom
1 bedroom
,
·
2 queen beds
2 queen beds
,
·
1 bathroom
1 bathroom
28 Sept – 3 Oct
28 Sept – 3 Oct
£899
£794
total
Show price breakdown
Free cancellation
4.97 out of 5 average rating, 166 reviews
4.97 (166)
Photo 1 of 6
Guest favourite
Guest favourite
Home in Northbrook
1 Mi to Metra: Estate w/ Theater, Game Room & More
4 bedrooms
4 bedrooms
,
·
4 beds
4 beds
,
·
7 bathrooms
7 bathrooms
1–6 Sept
1–6 Sept
£5,203
total
Show price breakdown
£5,203 total
5.0 out of 5 average rating, 5 reviews
5.0 (5)
Photo 1 of 6
Guest favourite
Guest favourite
Home in Highland Park
Cozy 2-Bedroom Cottage Near Downtown Highland Park
2 bedrooms
2 bedrooms
,
·
2 queen beds
2 queen beds
,
·
1 bathroom
1 bathroom
7–12 Sept
7–12 Sept
£1,200
£1,035
total
Show price breakdown
4.94 out of 5 average rating, 186 reviews
4.94 (186)
Photo 1 of 6
Top guest favourite
Guest favourite
Home in Highland Park
5 min to Ravinia*Navy Base*Sleeps 7*Smart TVs
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
4 bathrooms
4 bathrooms
7–12 Sept
7–12 Sept
£1,951
£1,674
total
Show price breakdown
4.95 out of 5 average rating, 21 reviews
4.95 (21)
Photo 1 of 6
Top guest favourite
Guest favourite
Home in Highland Park
North Shore - Home Away From Home
4 bedrooms
4 bedrooms
,
·
5 beds
5 beds
,
·
2 bathrooms
2 bathrooms
21–26 Sept
21–26 Sept
£1,857
total
Show price breakdown
£1,857 total
5.0 out of 5 average rating, 44 reviews
5.0 (44)
Photo 1 of 6
Top guest favourite
Guest favourite
Guest suite in Riverwoods
Master qtr close to nature & easy urban facilities
1 bedroom
1 bedroom
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
24–29 Oct
24–29 Oct
£567
total
Show price breakdown
£567 total
Free cancellation
4.95 out of 5 average rating, 506 reviews
4.95 (506)
Photo 1 of 6
Hotel room in Bannockburn
Exec King Suite | La Quinta Deerfield | Pool Day
1 bedroom
1 bedroom
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
1–6 Sept
1–6 Sept
£764
total
Show price breakdown
£764 total
5.0 out of 5 average rating, 3 reviews
5.0 (3)
Photo 1 of 6
Room in Highland Park
Priceless split leveranch
WC
WC
1–6 Sept
1–6 Sept
£474
£409
total
Show price breakdown
New place to stay
New
Photo 1 of 6
Top guest favourite
Guest favourite
Flat in Chicago
Brand New 1-BR Apt: Deluxe Comfort w/ Spa Bathroom
1 bedroom
1 bedroom
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
29 Nov – 4 Dec
29 Nov – 4 Dec
£570
total
Show price breakdown
£570 total
Free cancellation
4.99 out of 5 average rating, 110 reviews
4.99 (110)
Photo 1 of 6
Guest favourite
Guest favourite
Home in Des Plains
Rosemont 4BD2BA house with Pool
4 bedrooms
4 bedrooms
,
·
5 beds
5 beds
,
·
2 bathrooms
2 bathrooms
6–11 Sept
6–11 Sept
£2,811
£2,499
total
Show price breakdown
5.0 out of 5 average rating, 27 reviews
5.0 (27)
Photo 1 of 6
Top guest favourite
Guest favourite
Home in Highland Park
North Shore Blue-Door Bungalow
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
1 bathroom
1 bathroom
15–20 Sept
15–20 Sept
£1,645
total
Show price breakdown
£1,645 total
4.94 out of 5 average rating, 47 reviews
4.94 (47)
Photo 1 of 6
Top guest favourite
Guest favourite
Home in Lake Bluff
Home Sweet Home, minutes to Great Lakes Naval Base
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
1 bathroom
1 bathroom
3–8 Oct
3–8 Oct
£751
total
Show price breakdown
£751 total
Free cancellation
4.95 out of 5 average rating, 192 reviews
4.95 (192)
Photo 1 of 6
Top guest favourite
Guest favourite
Home in Waukegan
Kalo House | Mid-Century Modern Retreat
4 bedrooms
4 bedrooms
,
·
4 beds
4 beds
,
·
2 bathrooms
2 bathrooms
5–10 Sept
5–10 Sept
£2,590
total
Show price breakdown
£2,590 total
Free cancellation
5.0 out of 5 average rating, 16 reviews
5.0 (16)
Photo 1 of 6
Top guest favourite
Guest favourite
Home in Glenview
Charming Entire House
4 bedrooms
4 bedrooms
,
·
4 beds
4 beds
,
·
2 bathrooms
2 bathrooms
8–13 Nov
8–13 Nov
£995
total
Show price breakdown
£995 total
Free cancellation
4.98 out of 5 average rating, 85 reviews
4.98 (85)
Photo 1 of 6
Top guest favourite
Guest favourite
Cottage in Barrington
Cozy French Inspired Cottage in rural setting
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
,
·
2 bathrooms
2 bathrooms
8–13 Sept
8–13 Sept
£1,656
£1,471
total
Show price breakdown
Free cancellation
4.99 out of 5 average rating, 141 reviews
4.99 (141)
Photo 1 of 6
Top guest favourite
Guest favourite
Home in Arlington Heights
J&D Airbnb
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
27 Sept – 2 Oct
27 Sept – 2 Oct
£886
total
Show price breakdown
£886 total
Free cancellation
4.98 out of 5 average rating, 40 reviews
4.98 (40)
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