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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!
4.71 out of 5 average rating, 14 reviews
4.71 (14)
,
·
2 bedrooms
2 bedrooms
,
·
5 beds
5 beds
,
·
1 bathroom
1 bathroom
6–11 Jul
6–11 Jul
$1,862 SGD
$1,429 SGD
Show price breakdown
for 5 nights
Top guest favourite
Guest favourite
Guest suite in Highland Park
Charming space w/ use of deck and yard
4.97 out of 5 average rating, 161 reviews
4.97 (161)
,
·
1 bedroom
1 bedroom
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
18–23 Jul
18–23 Jul
$1,271 SGD
Show price breakdown
for 5 nights
$1,271 SGD for 5 nights
Guest favourite
Guest favourite
Flat in Highland Park
Lovely studio near the beach! (and heated floors!)
4.92 out of 5 average rating, 202 reviews
4.92 (202)
,
·
1 bedroom
1 bedroom
,
·
1 bed
1 bed
,
·
1 bathroom
1 bathroom
13–18 Jul
13–18 Jul
$1,317 SGD
Show price breakdown
for 5 nights
$1,317 SGD for 5 nights
Top guest favourite
Guest favourite
Cottage in Highland Park
Re-imagined 1880s cottage by Highwood, Metra, Lake
4.98 out of 5 average rating, 105 reviews
4.98 (105)
,
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2 bedrooms
2 bedrooms
,
·
4 beds
4 beds
,
·
1 bathroom
1 bathroom
3–10 Aug
3–10 Aug
$3,330 SGD
$3,053 SGD
Show price breakdown
for 7 nights
Top guest favourite
Guest favourite
Guest suite in Riverwoods
Master qtr close to nature & easy urban facilities
4.95 out of 5 average rating, 485 reviews
4.95 (485)
,
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1 bedroom
1 bedroom
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
11–16 Sept
11–16 Sept
$1,019 SGD
Show price breakdown
for 5 nights
$1,019 SGD for 5 nights
Top guest favourite
Guest favourite
Home in Highland Park
North Shore - Home Away From Home
5.0 out of 5 average rating, 41 reviews
5.0 (41)
,
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4 bedrooms
4 bedrooms
,
·
5 beds
5 beds
,
·
2 bathrooms
2 bathrooms
26–31 Aug
26–31 Aug
$3,045 SGD
Show price breakdown
for 5 nights
$3,045 SGD for 5 nights
Superhost
Superhost
Flat in Highwood
Highwood Haven- 4 Bed 2 train stops to Naval Base!
4.8 out of 5 average rating, 5 reviews
4.8 (5)
,
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4 bedrooms
4 bedrooms
,
·
5 beds
5 beds
,
·
2 bathrooms
2 bathrooms
13–18 Aug
13–18 Aug
$3,189 SGD
Show price breakdown
for 5 nights
$3,189 SGD for 5 nights
Guest favourite
Guest favourite
Home in Highland Park
Cozy 2-Bedroom Cottage Near Downtown Highland Park
4.94 out of 5 average rating, 173 reviews
4.94 (173)
,
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2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
6–11 Jul
6–11 Jul
$1,783 SGD
Show price breakdown
for 5 nights
$1,783 SGD for 5 nights
Top guest favourite
Guest favourite
Home in Lake Bluff
Home Sweet Home, minutes to Great Lakes Naval Base
4.95 out of 5 average rating, 185 reviews
4.95 (185)
,
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3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
1 bathroom
1 bathroom
5–10 Sept
5–10 Sept
$1,271 SGD
Show price breakdown
for 5 nights
$1,271 SGD for 5 nights
Guest favourite
Guest favourite
Room in Highland Park
Perfect for Individual Travelers #2
4.88 out of 5 average rating, 48 reviews
4.88 (48)
,
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1 double bed
1 double bed
,
·
1 bathroom
1 bathroom
16–21 Jul
16–21 Jul
$488 SGD
Show price breakdown
for 5 nights
$488 SGD for 5 nights
Guest favourite
Guest favourite
Home in Northbrook
*King beds*Modern* Renovated*North Shore
4.78 out of 5 average rating, 9 reviews
4.78 (9)
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4 bedrooms
4 bedrooms
,
·
4 beds
4 beds
,
·
2.5 bathrooms
2.5 bathrooms
9–14 Jul
9–14 Jul
$6,038 SGD
$5,328 SGD
Show price breakdown
for 5 nights
Top guest favourite
Guest favourite
Home in Northbrook
*King bed *Outdoor Living *Sought-After Area
4.98 out of 5 average rating, 125 reviews
4.98 (125)
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3 bedrooms
3 bedrooms
,
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3 beds
3 beds
,
·
1.5 bathrooms
1.5 bathrooms
31 Aug – 5 Sept
31 Aug – 5 Sept
$2,742 SGD
Show price breakdown
for 5 nights
$2,742 SGD for 5 nights
Guest favourite
Guest favourite
Home in Lake Forest
Beautifully decorated ranch near beach & shops
4.93 out of 5 average rating, 132 reviews
4.93 (132)
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3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
2.5 bathrooms
2.5 bathrooms
19–24 Jul
19–24 Jul
$3,083 SGD
Show price breakdown
for 5 nights
$3,083 SGD for 5 nights
Top guest favourite
Guest favourite
Home in Gurnee
Cozy & Elegant 2BR | Near Naval Base and Six Flags
5.0 out of 5 average rating, 23 reviews
5.0 (23)
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2 bedrooms
2 bedrooms
,
·
1 bathroom
1 bathroom
12–17 Jul
12–17 Jul
$1,415 SGD
$1,289 SGD
Show price breakdown
for 5 nights
Top guest favourite
Guest favourite
Home in Highland Park
North Shore Blue-Door Bungalow
4.93 out of 5 average rating, 46 reviews
4.93 (46)
,
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3 bedrooms
3 bedrooms
,
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4 beds
4 beds
,
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1 bathroom
1 bathroom
11–16 Jul
11–16 Jul
$2,714 SGD
Show price breakdown
for 5 nights
$2,714 SGD for 5 nights
Home in Northbrook
1 Mi to Metra: Estate w/ Theater, Game Room & More
5.0 out of 5 average rating, 3 reviews
5.0 (3)
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4 bedrooms
4 bedrooms
,
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4 beds
4 beds
,
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7 bathrooms
7 bathrooms
16–21 Jul
16–21 Jul
$8,887 SGD
Show price breakdown
for 5 nights
$8,887 SGD for 5 nights
Top guest favourite
Guest favourite
Home in Glenview
Charming Entire House
4.99 out of 5 average rating, 77 reviews
4.99 (77)
,
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4 bedrooms
4 bedrooms
,
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4 beds
4 beds
,
·
2 bathrooms
2 bathrooms
30 Aug – 4 Sept
30 Aug – 4 Sept
$1,675 SGD
Show price breakdown
for 5 nights
$1,675 SGD for 5 nights
Top guest favourite
Guest favourite
Guest suite in Glenview
Garden Suite with Private Full Bath-Adults Only
4.9 out of 5 average rating, 397 reviews
4.9 (397)
,
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1 bedroom
1 bedroom
,
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1 bed
1 bed
,
·
1 bathroom
1 bathroom
13–18 Aug
13–18 Aug
$465 SGD
Show price breakdown
for 5 nights
$465 SGD for 5 nights
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