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Homes in Highwood
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Search results; Over 1,000 homes in Highwood
Over 1,000 homes in Highwood
Top guest favourite
Guest favourite
Cottage in Highwood
The Pleasant Hill Cottage North Shore Enchantment
3 bedrooms
,
·
6 beds
,
·
2.5 private bathrooms
9–14 Jul
9–14 Jul
$4,948 SGD
$4,527 SGD
Show price breakdown
for 5 nights
,
·
5.0 out of 5 average rating, 9 reviews
5.0 (9)
Flat in Highwood
Cozy 2 bed Apt- 2 train stops to the Naval Base!
2 bedrooms
2 bedrooms
,
·
5 beds
5 beds
6–11 Jul
6–11 Jul
$1,862 SGD
$1,429 SGD
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for 5 nights
4.71 out of 5 average rating, 14 reviews
4.71 (14)
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
18–23 Jul
18–23 Jul
$1,271 SGD
Show price breakdown
for 5 nights
$1,271 SGD for 5 nights
4.97 out of 5 average rating, 161 reviews
4.97 (161)
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
3–10 Aug
3–10 Aug
$3,330 SGD
$3,053 SGD
Show price breakdown
for 7 nights
Weekly discount
4.98 out of 5 average rating, 105 reviews
4.98 (105)
Guest favourite
Guest favourite
Flat in Highland Park
Lovely studio near the beach! (and heated floors!)
1 bedroom
1 bedroom
,
·
1 queen bed
1 queen bed
13–18 Jul
13–18 Jul
$1,317 SGD
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for 5 nights
$1,317 SGD for 5 nights
4.92 out of 5 average rating, 202 reviews
4.92 (202)
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
6–11 Jul
6–11 Jul
$1,783 SGD
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for 5 nights
$1,783 SGD for 5 nights
4.94 out of 5 average rating, 173 reviews
4.94 (173)
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
11–16 Sept
11–16 Sept
$1,019 SGD
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for 5 nights
$1,019 SGD for 5 nights
4.95 out of 5 average rating, 485 reviews
4.95 (485)
Top guest favourite
Guest favourite
Home in Highland Park
North Shore - Home Away From Home
4 bedrooms
4 bedrooms
,
·
5 beds
5 beds
26–31 Aug
26–31 Aug
$3,045 SGD
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for 5 nights
$3,045 SGD for 5 nights
5.0 out of 5 average rating, 41 reviews
5.0 (41)
Superhost
Superhost
Flat in Highwood
Highwood Haven- 4 Bed 2 train stops to Naval Base!
4 bedrooms
4 bedrooms
,
·
5 beds
5 beds
13–18 Aug
13–18 Aug
$3,189 SGD
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for 5 nights
$3,189 SGD for 5 nights
4.8 out of 5 average rating, 5 reviews
4.8 (5)
Top guest favourite
Guest favourite
Home in Northbrook
*King bed *Outdoor Living *Sought-After Area
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
31 Aug – 5 Sept
31 Aug – 5 Sept
$2,742 SGD
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for 5 nights
$2,742 SGD for 5 nights
4.98 out of 5 average rating, 125 reviews
4.98 (125)
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
5–10 Sept
5–10 Sept
$1,271 SGD
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for 5 nights
$1,271 SGD for 5 nights
4.95 out of 5 average rating, 185 reviews
4.95 (185)
Home in Riverwoods
Riverwoods Nature Retreat
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
18–23 Dec
18–23 Dec
$4,491 SGD
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for 5 nights
$4,491 SGD for 5 nights
Top guest favourite
Guest favourite
Home in Lake Forest
Spacious Home-Great Lakes Close-Quiet Location
5 bedrooms
5 bedrooms
,
·
5 beds
5 beds
10–15 Aug
10–15 Aug
$6,236 SGD
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for 5 nights
$6,236 SGD for 5 nights
5.0 out of 5 average rating, 31 reviews
5.0 (31)
Top guest favourite
Guest favourite
Home in Highland Park
North Shore Blue-Door Bungalow
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
11–16 Jul
11–16 Jul
$2,714 SGD
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for 5 nights
$2,714 SGD for 5 nights
4.93 out of 5 average rating, 46 reviews
4.93 (46)
Guest favourite
Guest favourite
Home in Highland Park
Bohemian Bungalow - Highland Park & Highwood
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
11–16 Jul
11–16 Jul
$2,170 SGD
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for 5 nights
$2,170 SGD for 5 nights
4.95 out of 5 average rating, 20 reviews
4.95 (20)
Guest favourite
Guest favourite
301
Reviews
4.95
Stars
Rating
7
Years hosting
Room in Wilmette
(BR#1) Welcoming, warm & comfortable, 3 guests
2 beds
2 beds
14–19 Aug
14–19 Aug
$650 SGD
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for 5 nights
$650 SGD for 5 nights
4.95 out of 5 average rating, 301 reviews
4.95 (301)
Guest favourite
Guest favourite
Home in Waukegan
Luxury 4BR near Six Flags & Naval Base
4 bedrooms
4 bedrooms
,
·
4 queen beds
4 queen beds
19–24 Jul
19–24 Jul
$2,890 SGD
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for 5 nights
$2,890 SGD for 5 nights
5.0 out of 5 average rating, 24 reviews
5.0 (24)
Top guest favourite
Guest favourite
Home in Glenview
Charming Entire House
4 bedrooms
4 bedrooms
,
·
4 beds
4 beds
30 Aug – 4 Sept
30 Aug – 4 Sept
$1,675 SGD
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for 5 nights
$1,675 SGD for 5 nights
4.99 out of 5 average rating, 77 reviews
4.99 (77)
Flat in Chicago
Northside Chicago Apartment
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
7–12 Sept
7–12 Sept
$742 SGD
Show price breakdown
for 5 nights
$742 SGD for 5 nights
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