Overlook Loft at Oak over Main

Overlook Loft at Oak over Main

Overlook Loft at Oak over Main

2 Bedrooms 2 Bathrooms Sleeps 4 Highlands

Bedroom 1

1 King

Bedroom 2

1 King

Overlook at Oak Over Main is a spacious two-bedroom, two-bathroom Loft with views of Highlands Main Street. With earthy, eclectic interiors inspired by the Blue Ridge Mountains, all of Oak Over Main’s lofts feel cozy, inviting, and refined. Overlook features a large kitchen with island, and the largest private deck on the property with both an outdoor dining table and Adirondack seating area. Perfect for couples or groups up to four, you’ll enjoy walkable access to all of downtown Highlands’ shopping and dining.

Oak Over Main is a brand new collection of four luxury lofts on a rooftop in the center of downtown Highlands. Each loft features high-end finishes, heated bathroom floors, Le Labo bath amenities, Nespresso coffee, full kitchens, NetZero electric fireplaces, Wi-Fi, Samsung Smart TVs, private rooftop decks with outdoor heaters, and exclusive access to Oak Over Main’s rooftop garden patio, with a bird’s-eye view of Main Street.


** Please be advised that the *Admin Fee * covers many admin costs associated with the reservation. However, If you wish to avoid much of this fee, do not put in payment information. You may still place your reservation but will need to call the office at 828-526-9999 **

Essentials

  • Air Conditioning
  • Living Room
  • Kitchen
  • Bed Linens
  • Linens Provided
  • Extra Pillows & Blankets
  • Towels
  • Hangers
  • Heating
  • Hot Water
  • Shampoo
  • Free Wifi
  • Private Entrance
  • Clothes Steamer
  • Heated Bathroom Floors
  • Private Terrace/Patio
  • Smart TV's

Home Safety

  • Carbon Monoxide Detector/Alarm
  • Smoke Detector
  • Smart Door Locks

Kitchen

  • Dishes & Silverware
  • Dishwasher
  • Oven
  • Electric Cooktop
  • Microwave
  • Refrigerator
  • Dining table
  • Coffee Maker

Location

  • Downtown
  • Walk-to-Town

Facility

  • Street Parking

Outdoor

  • Balcony

Entertainment

  • Smart TV

Fireplaces

  • Indoor Electric Fireplace

Leisure

  • Antiquing
  • Horseback Riding
  • Outlet Shopping
  • Shopping
  • Wildlife Viewing

Local

  • Hospital
  • Fitness Center

Sports

  • Fishing
  • Fishing - Fly
  • Hiking
  • Hunting
  • Ice Skating
  • Mountaineering
  • Rock Climbing
  • Skiing
  • Snowboarding
  • Swimming
  • Water Tubing
  • Whitewater Rafting

Themes

  • Family
  • Couples
  • Groups
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December 2025
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$880
     
January 2026
S M T W T F S
        01
$823
02
$813
03
$764
04
$704
05
$704
06
$704
07
$704
08
$704
09
$739
10
$739
11
$708
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$704
13
$704
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$704
15
$800
16
$935
17
$952
18
$925
19
$812
20
$805
21 22
$819
23
$875
24
$889
25
$799
26
$843
27
$845
28
$832
29
$865
30
$892
31
$894
February 2026
S M T W T F S
01
$798
02
$786
03
$801
04
$828
05
$859
06
$907
07
$926
08
$856
09
$812
10
$845
11
$827
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$877
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$997
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$1006
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$969
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$854
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$843
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$812
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$860
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$914
21
$925
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$845
23
$802
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$803
25
$839
26
$838
27
$925
28
$915
March 2026
S M T W T F S
01
$819
02
$796
03
$795
04
$798
05
$821
06
$860
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$860
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$818
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$803
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$796
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$799
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$824
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$935
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$920
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$890
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$992
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$972
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$1030
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$1072
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$1011
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$939
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$870
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$820
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$803
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$815
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$855
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$952
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$909
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$838
30
$806
31
$808
       
April 2026
S M T W T F S
      01
$880
02
$880
03
$948
04
$959
05
$956
06
$900
07
$883
08
$883
09
$895
10
$926
11
$942
12
$880
13
$950
14
$951
15 16
$898
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$924
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$924
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$880
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$880
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$880
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$880
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$884
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$924
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$924
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$880
27
$880
28
$880
29
$880
30
$940
   
May 2026
S M T W T F S
          01
$1017
02
$1039
03
$880
04
$915
05
$895
06
$880
07
$880
08
$945
09
$939
10
$903
11
$981
12
$985
13
$932
14
$1061
15
$1105
16
$1098
17
$957
18
$880
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$880
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$888
21
$890
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$1106
23
$1122
24
$1095
25
$1090
26
$1010
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$1120
28
$1308
29
$1513
30
$1513
31
$1494
           
June 2026
S M T W T F S
  01
$979
02
$901
03
$929
04
$930
05
$992
06
$1003
07
$977
08
$945
09
$939
10
$960
11
$1044
12
$1177
13
$1149
14
$1041
15
$1041
16 17 18
$1099
19
$1140
20
$1126
21
$1046
22
$1023
23
$1023
24
$1066
25
$1159
26
$1222
27
$1168
28
$1075
29
$1047
30
$1059
       
July 2026
S M T W T F S
      01
$1171
02
$1538
03
$1560
04
$1548
05
$1470
06
$1353
07
$1497
08
$1376
09
$1270
10
$1376
11
$1504
12
$1456
13
$1256
14 15
$1227
16
$1149
17
$1198
18
$1198
19
$1092
20
$1072
21
$1073
22
$1105
23
$1152
24
$1253
25
$1316
26
$1527
27
$1303
28
$1342
29
$1097
30
$1135
31
$1172
 
August 2026
S M T W T F S
            01
$1173
02
$1060
03
$1033
04
$1040
05
$1027
06
$1088
07
$1142
08
$1139
09
$1033
10
$1001
11
$1005
12
$1077
13
$1051
14
$1084
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$1080
16
$1003
17
$978
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$990
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$993
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$1085
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$1240
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$1216
23
$1058
24
$984
25
$957
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$953
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$977
28
$1065
29
$1090
30
$1028
31
$963
         
September 2026
S M T W T F S
    01
$939
02
$940
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$1073
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$1224
05
$1215
06
$1209
07
$928
08
$899
09
$888
10
$933
11
$1000
12
$987
13
$911
14
$939
15
$1103
16 17
$1033
18
$1040
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$1024
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$1020
21
$908
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$898
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$893
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$932
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$1048
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$1035
27
$900
28
$884
29
$898
30
$943
     
October 2026
S M T W T F S
        01
$1012
02
$1170
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$1180
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$1042
05
$959
06
$920
07
$972
08
$1238
09
$1480
10
$1475
11
$1558
12
$1253
13
$1310
14
$1198
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$1119
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$1243
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$1252
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$1035
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$1139
20
$1267
21
$1209
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$1097
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$1185
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$1178
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$989
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$931
27
$1015
28
$960
29
$1012
30
$1085
31
$1078
November 2026
S M T W T F S
01
$948
02
$901
03
$886
04
$918
05
$961
06
$1069
07
$1067
08
$951
09
$881
10
$1072
11
$1086
12
$1247
13
$1308
14
$1309
15
$1063
16
$915
17
$959
18
$1006
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$1053
20
$1072
21
$1001
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$920
23
$924
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$1064
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$1218
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$1221
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$1224
28
$1226
29
$1019
30
$927
         
December 2026
S M T W T F S
    01
$964
02
$937
03
$1018
04
$1078
05
$1002
06
$899
07
$876
08
$868
09
$879
10
$906
11
$959
12
$966
13
$935
14
$927
15
$945
16
$967
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$1004
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$1161
19
$1166
20
$1056
21
$1082
22
$1113
23
$1116
24
$1160
25
$1160
26
$1160
27
$1146
28
$1141
29
$1160
30
$1187
31
$1188
   
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