828-526-9999
Highlands Vacation Rentals Logo
Highlands Vacation Rentals Logo
828-526-9999

Overlook Loft at Oak over Main

Overlook Loft at Oak over Main

Overlook Loft at Oak over Main

New for 2026 !
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

Home Safety

  • Carbon Monoxide Detector
  • Smoke Detector

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 Faux Fireplace

Leisure

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

Local

  • Hospital

Sports

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

Themes

  • Family
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December 2025
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January 2026
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$1131
02
$1118
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$1018
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$855
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$859
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$840
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$839
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$848
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$852
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$826
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$780
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$784
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$854
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$999
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$1006
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$982
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$863
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$850
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$846
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$854
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$906
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$913
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$831
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$848
27 28 29 30
$909
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$906
February 2026
S M T W T F S
01
$820
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$806
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$824
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$842
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$861
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$912
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$821
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$834
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March 2026
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$807
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$834
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$820
       
April 2026
S M T W T F S
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$880
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$880
03
$944
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$950
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$926
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$880
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$880
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$893
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$955
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$978
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$880
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$894
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$886
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$924
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$880
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$892
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$946
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$880
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$880
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$880
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$917
   
May 2026
S M T W T F S
          01
$964
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$978
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$880
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$880
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$880
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$926
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$932
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$924
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$928
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$917
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$899
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$927
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$1011
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$1036
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$938
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$880
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$882
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$1102
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$1117
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$1096
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$992
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$1299
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$1408
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$1342
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$1318
           
June 2026
S M T W T F S
  01
$1010
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$934
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$952
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$935
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$1007
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$1022
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$984
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$952
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$960
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$979
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$1060
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$1119
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$1168
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$1128
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$1075
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$1100
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$1155
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$1138
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$1051
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$1010
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$1008
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$1057
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$1164
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$1219
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$1154
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$1081
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$1035
30
$1046
       
July 2026
S M T W T F S
      01
$1162
02
$1583
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$1612
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$1598
05
$1310
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$1292
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$1362
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$1317
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$1297
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$1343
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$1340
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$1263
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$1183
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$1200
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$1160
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$1196
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$1213
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$1109
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$1082
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$1093
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$1110
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$1156
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$1228
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$1253
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$1221
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$1190
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$1121
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$1143
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$1167
 
August 2026
S M T W T F S
            01
$1177
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$1062
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$1047
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$1048
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$1034
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$1087
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$1150
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$1149
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$1035
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$1009
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$1007
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$1044
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$1043
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$1072
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$1070
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$991
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$976
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$982
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$1025
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$1144
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$1169
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$1050
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$1010
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$947
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$1071
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$1012
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$951
         
September 2026
S M T W T F S
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$929
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$926
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$997
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$1216
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$1214
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$933
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$907
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$908
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$1034
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$1006
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$929
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$1081
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$967
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$1031
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$1003
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$983
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$1045
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$931
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$890
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$893
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$950
     
October 2026
S M T W T F S
        01
$979
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$1110
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$1118
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$1014
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$934
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$918
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$985
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$1195
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$1362
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$1376
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$1034
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$1180
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$1174
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$987
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$974
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$1036
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$1117
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$1124
November 2026
S M T W T F S
01
$979
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$914
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$902
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$929
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$976
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$1104
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$1100
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$966
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$895
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$1083
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$1095
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$1134
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$1101
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$1099
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$1093
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$938
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$979
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$1036
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$1085
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$1102
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$1037
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$941
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$987
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$1255
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$1264
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$1243
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$900
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$907
         
December 2026
S M T W T F S
    01
$947
02
$892
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$938
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$992
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$960
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$867
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$848
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$845
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$845
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$845
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$908
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$922
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$881
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$869
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$877
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$887
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$919
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$965
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$993
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$970
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$1021
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$1185
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$1209
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$1218
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$1218
   
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