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Short Term Rentals in Highland, NY

25 rentals

214 Church St - Photo 1 of 1

5d+ ago

Short Term apartment for rent in Poughkeepsie

Residential Lease, Poughkeepsie, NY

214 Church St, Poughkeepsie, NY 12601

Short term | Air conditioning | Fireplace

3 beds

2 baths

$3,000

$2,800

Price drop

Apartment for rent

Top amenities
Brick
71 N Hamilton St - Photo 1 of 1

5d+ ago

Short Term apartment for rent in Poughkeepsie

Residential Lease, Poughkeepsie, NY

71 N Hamilton St, Poughkeepsie, NY 12601

Short term | Hardwood floor | Ceiling fan

3 beds

2 baths

$2,100

Apartment for rent

216 Church St - Photo 1 of 1

5d+ ago

Short Term apartment for rent in Poughkeepsie

Residential Lease, Poughkeepsie, NY

216 Church St, Poughkeepsie, NY 12601

Short term | Air conditioning | Hardwood floor

1 bed

1 bath

$1,500

Apartment for rent

Top amenities
Oven
8 Davies Pl - Photo 1 of 1

5d+ ago

Short Term apartment for rent in Poughkeepsie

Roommate Rental

8 Davies Pl, Poughkeepsie, NY 12601

Short term | Furnished | Hardwood floor

1 bed

1 bath

$1,100

Apartment for rent

Available Nov 10

34 Hoffman St - Photo 1 of 1

5d+ ago

Short Term apartment for rent in Poughkeepsie

34 Hoffman St, Poughkeepsie, NY 12601

Short term | Air conditioning | Hardwood floor

1 bed

1 bath

$1,700

Apartment for rent

108 Winnikee Ave Apt 2 #Apt 2 - Photo 1 of 1

5d+ ago

Short Term apartment for rent in Poughkeepsie

108 Winnikee Ave Apt 2 #Apt 2, Poughkeepsie, NY 12601

Short term | Hardwood floor | Oven

3 beds

1 bath

$2,000

Apartment for rent

139 Montgomery Street - Photo 1 of 1

5d+ ago

Short Term apartment for rent in Poughkeepsie

Residential Lease, Poughkeepsie, NY

139 Montgomery Street, Poughkeepsie, NY 12601

Short term

1 bed

1 bath

$1,600

Apartment for rent

8 Morgan Ave Apt 1 #Apt 1 - Photo 1 of 1

5d+ ago

Short Term apartment for rent in Poughkeepsie

Residential Lease, Poughkeepsie, NY

8 Morgan Ave Apt 1 #Apt 1, Poughkeepsie, NY 12601

Short term | Ceiling fan

2 beds

1 bath

$1,900

Apartment for rent

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8 Morgan Ave Apt 4 #Apt 4 - Photo 1 of 1

5d+ ago

Short Term apartment for rent in Poughkeepsie

Residential Lease, Poughkeepsie, NY

8 Morgan Ave Apt 4 #Apt 4, Poughkeepsie, NY 12601

Short term | Ceiling fan

2 beds

1 bath

$1,900

Apartment for rent

18 Hawkins St - Photo 1 of 1

5d+ ago

Short Term house for rent in Poughkeepsie

18 Hawkins St, Poughkeepsie, NY 12601

Short term | In-unit laundry | Furnished

3 beds

3 baths

$4,800

House for rent

Top amenities
Air Conditioning
Dishwasher
Garage Parking
In-Unit Laundry
On-Site Laundry
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Find sweet deals near Highland

These rentals are 10%-30% cheaper than the local average price for similar rentals.

$1,500

Poughkeepsie

$1,600

Poughkeepsie

$1,700

Poughkeepsie

109 Montgomery St - Photo 1 of 1

5d+ ago

Short Term apartment for rent in Poughkeepsie

109 Montgomery St, Poughkeepsie, NY 12601

Short term | Air conditioning | Garage parking

2 beds

1 bath

$1,700

Apartment for rent

107 Smith St Unit 2 - Photo 1 of 1

5d+ ago

Short Term apartment for rent in Poughkeepsie

Residential Lease, Poughkeepsie, NY

107 Smith St Unit 2, Poughkeepsie, NY 12601

Short term | Hardwood floor | Ceiling fan

2 beds

1 bath

$1,800

Apartment for rent

Top amenities
Hardwood Floor
Storage
865 Clark St - Photo 1 of 1

5d+ ago

Short Term apartment for rent in Poughkeepsie

Residential Lease, Poughkeepsie, NY

865 Clark St, Poughkeepsie, NY 12601

Short term | Oven | Brick

1 bed

1 bath

$1,600

Apartment for rent

151 Cannon St - Photo 1 of 1

5d+ ago

Short Term apartment for rent in Poughkeepsie

Residential Lease, Poughkeepsie, NY

151 Cannon St, Poughkeepsie, NY 12601

Short term | Fireplace | Microwave

3 beds

1 bath

$2,200

Apartment for rent

5d+ ago

Short Term apartment for rent in Poughkeepsie

Apartment - Poughkeepsie, NY

19 Hoffman Avenue, Poughkeepsie, NY 12603

Short term | Air conditioning | Balcony

3 beds

1 bath

$2,500

Apartment for rent

Top amenities
Assigned Parking
Central Heat
Oven
244 Church St - Photo 1 of 1

5d+ ago

Short Term apartment for rent in Poughkeepsie

244 Church St, Poughkeepsie, NY 12601

Short term | Oven

3 beds

1 bath

$1,950

Apartment for rent

5d+ ago

Short Term apartment for rent in Poughkeepsie

Apartment - Poughkeepsie, NY

8 Morgan Avenue, Poughkeepsie, NY 12601

Short term | Ceiling fan

2 beds

1 bath

$1,950

Apartment for rent

5d+ ago

Short Term apartment for rent in Poughkeepsie

Apartment - Poughkeepsie, NY

34 Manitou Ave, Poughkeepsie, NY 12603

Short term | In-unit laundry | On-site laundry

2 beds

1 bath

$2,700

Apartment for rent

Top amenities
Ceiling Fan
Dishwasher
In-Unit Laundry
Microwave
On-Site Laundry
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61 S Hamilton St Apt 2 #Apt 2 - Photo 1 of 1

5d+ ago

Short Term apartment for rent in Poughkeepsie

Residential Lease, Poughkeepsie, NY

61 S Hamilton St Apt 2 #Apt 2, Poughkeepsie, NY 12601

Short term | Hardwood floor | Fireplace

2 beds

1 bath

$1,800

Apartment for rent

Top amenities
Brick
65 S Hamilton St Apt 9 #Apt 9 - Photo 1 of 1

5d+ ago

Short Term apartment for rent in Poughkeepsie

Residential Lease, Poughkeepsie, NY

65 S Hamilton St Apt 9 #Apt 9, Poughkeepsie, NY 12601

Short term | Hardwood floor | Brick

1 bed

1 bath

$1,500

Apartment for rent

104 North Rd - Photo 1 of 1

5d+ ago

Short Term house for rent in Highland

104 North Rd, Highland, NY 12528

Short term | Air conditioning | Walk-in closets

3 beds

2 baths

$3,100

House for rent

Top amenities
Air Conditioning
High Ceilings
140 Pancake Hollow Road - Photo 1 of 1

5d+ ago

Short Term house for rent in Highland

140 Pancake Hollow Road, Highland, NY 12528

Short term | In-unit laundry | Air conditioning

3 beds

2 baths

$2,750

House for rent

Top amenities
Air Conditioning
In-Unit Laundry
On-Site Laundry
Oven
108 Clarke's Lane - Photo 1 of 1

5d+ ago

Short Term house for rent in Milton

108 Clarke's Lane, Milton, NY 12547

Short term | In-unit laundry | Air conditioning

3 beds

2 baths

$3,000

House for rent

Top amenities
In-Unit Laundry
Microwave
On-Site Laundry
33 SMITH Street 1 S - Photo 1 of 1

5d+ ago

Short Term apartment for rent in Poughkeepsie

Traditional, Apartment - Poughkeepsie, NY

33 SMITH Street 1 S, Poughkeepsie, NY 12601

Short term | Ceiling fan

1 bed

1 bath

$1,400

Apartment for rent

14 Thompson St Apt 2 #Apt 2 - Photo 1 of 1

5d+ ago

Short Term apartment for rent in Poughkeepsie

Apartment - Poughkeepsie, NY

14 Thompson St Apt 2 #Apt 2, Poughkeepsie, NY 12601

Short term | Balcony | Ceiling fan

3 beds

1 bath

$2,350

Apartment for rent

Top amenities
Ceiling Fan
Showing 1 - 25 of 25 results
Home > Apartments in Highland > Highland Short term rentals
Updated: January 21, 2026

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💰Best rent deal8 Davies Pl
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