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Holiday Homes in Poughkeepsie

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Bedrooms

Bathrooms

Amenities

Suitability

Property type

Distinctive Features

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5 km
30 rentals in Poughkeepsie.
Historic Poughkeepsie Home Near Arlington & Vassar, holiday rental in Poughkeepsie
Historic Poughkeepsie Home Near Arlington & Vassar, holiday rental in Poughkeepsie
Historic Poughkeepsie Home Near Arlington & Vassar, holiday rental in Poughkeepsie

Historic Poughkeepsie Home Near Arlington & Vassar

Holiday Rental House
6 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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NEW!! King bed  Apt. in the heart of the city!, holiday rental in Poughkeepsie
NEW!! King bed  Apt. in the heart of the city!, holiday rental in Poughkeepsie
NEW!! King bed  Apt. in the heart of the city!, holiday rental in Poughkeepsie

NEW!! King bed Apt. in the heart of the city!

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Stylist and spacious centrally located one bedroom apartment, holiday rental in Poughkeepsie
Stylist and spacious centrally located one bedroom apartment, holiday rental in Poughkeepsie
Stylist and spacious centrally located one bedroom apartment, holiday rental in Poughkeepsie

Stylist and spacious centrally located one bedroom apartment

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 3
Match: Sleeps
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Poughkeepsie 3br home near Vassar & Marist college & Vassar Bros Hospital, holiday rental in Poughkeepsie
Poughkeepsie 3br home near Vassar & Marist college & Vassar Bros Hospital, holiday rental in Poughkeepsie
Poughkeepsie 3br home near Vassar & Marist college & Vassar Bros Hospital, holiday rental in Poughkeepsie

Poughkeepsie 3br home near Vassar & Marist college & Vassar Bros Hospital

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Charming Brick House -Hudson Valley, holiday rental in Poughkeepsie
Charming Brick House -Hudson Valley, holiday rental in Poughkeepsie
Charming Brick House -Hudson Valley, holiday rental in Poughkeepsie

Charming Brick House -Hudson Valley

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
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Cozy,roomy,peaceful and comfortable place to live, holiday rental in Poughkeepsie
Cozy,roomy,peaceful and comfortable place to live, holiday rental in Poughkeepsie
Cozy,roomy,peaceful and comfortable place to live, holiday rental in Poughkeepsie

Cozy,roomy,peaceful and comfortable place to live

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 3
Match: Sleeps
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King Bed / Private Parking / 300mbps+ WiFi, holiday rental in Poughkeepsie
King Bed / Private Parking / 300mbps+ WiFi, holiday rental in Poughkeepsie
King Bed / Private Parking / 300mbps+ WiFi, holiday rental in Poughkeepsie

King Bed / Private Parking / 300mbps+ WiFi

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Charming Stay | Prime Location | Strong WiFi, holiday rental in Poughkeepsie
Charming Stay | Prime Location | Strong WiFi, holiday rental in Poughkeepsie
Charming Stay | Prime Location | Strong WiFi, holiday rental in Poughkeepsie

Charming Stay | Prime Location | Strong WiFi

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 3
Match: Sleeps
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Spacious New 5-bedroom holiday house in lovely Hudson Valley, holiday rental in Poughkeepsie
Spacious New 5-bedroom holiday house in lovely Hudson Valley, holiday rental in Poughkeepsie
Spacious New 5-bedroom holiday house in lovely Hudson Valley, holiday rental in Poughkeepsie

Spacious New 5-bedroom holiday house in lovely Hudson Valley

Holiday Rental House
5 bedrooms
5 bathrooms
Sleeps 14
Match: Sleeps
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Family friendly Spacious 4 bedroom 3 bathroom getaway, holiday rental in Poughkeepsie
Family friendly Spacious 4 bedroom 3 bathroom getaway, holiday rental in Poughkeepsie
Family friendly Spacious 4 bedroom 3 bathroom getaway, holiday rental in Poughkeepsie

Family friendly Spacious 4 bedroom 3 bathroom getaway

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 7
Match: Sleeps
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Ridgetop Wooded Retreat: MONTHLY BOOKINGS ONLY, holiday rental in Poughkeepsie
Ridgetop Wooded Retreat: MONTHLY BOOKINGS ONLY, holiday rental in Poughkeepsie
Ridgetop Wooded Retreat: MONTHLY BOOKINGS ONLY, holiday rental in Poughkeepsie

Ridgetop Wooded Retreat: MONTHLY BOOKINGS ONLY

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
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Be in Nature at this Gorgeous Riverfront Cabin, holiday rental in Poughkeepsie
Be in Nature at this Gorgeous Riverfront Cabin, holiday rental in Poughkeepsie
Be in Nature at this Gorgeous Riverfront Cabin, holiday rental in Poughkeepsie

Be in Nature at this Gorgeous Riverfront Cabin

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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1 Br Private Victorian Apt in convenient City location on half acre sleeps 4, holiday rental in Poughkeepsie
1 Br Private Victorian Apt in convenient City location on half acre sleeps 4, holiday rental in Poughkeepsie
1 Br Private Victorian Apt in convenient City location on half acre sleeps 4, holiday rental in Poughkeepsie

1 Br Private Victorian Apt in convenient City location on half acre sleeps 4

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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3rd Floor- Lovely, spacious, modern 1-bedroom apt., holiday rental in Poughkeepsie
3rd Floor- Lovely, spacious, modern 1-bedroom apt., holiday rental in Poughkeepsie
3rd Floor- Lovely, spacious, modern 1-bedroom apt., holiday rental in Poughkeepsie

3rd Floor- Lovely, spacious, modern 1-bedroom apt.

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Historic Poughkeepsie Apt - Walkable Location, holiday rental in Poughkeepsie
Historic Poughkeepsie Apt - Walkable Location, holiday rental in Poughkeepsie
Historic Poughkeepsie Apt - Walkable Location, holiday rental in Poughkeepsie

Historic Poughkeepsie Apt - Walkable Location

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps
More info
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Pet-Friendly Apt in 1850's Victorian Mansion!, holiday rental in Poughkeepsie
Pet-Friendly Apt in 1850's Victorian Mansion!, holiday rental in Poughkeepsie
Pet-Friendly Apt in 1850's Victorian Mansion!, holiday rental in Poughkeepsie

Pet-Friendly Apt in 1850's Victorian Mansion!

Condo/Apartment
3 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Walkable Poughkeepsie Apartment w/ Shared Yard!, holiday rental in Poughkeepsie
Walkable Poughkeepsie Apartment w/ Shared Yard!, holiday rental in Poughkeepsie
Walkable Poughkeepsie Apartment w/ Shared Yard!, holiday rental in Poughkeepsie

Walkable Poughkeepsie Apartment w/ Shared Yard!

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Beautiful, Spacious, 5 Acre Hudson Valley Family Retreat, holiday rental in Poughkeepsie
Beautiful, Spacious, 5 Acre Hudson Valley Family Retreat, holiday rental in Poughkeepsie
Beautiful, Spacious, 5 Acre Hudson Valley Family Retreat, holiday rental in Poughkeepsie

Beautiful, Spacious, 5 Acre Hudson Valley Family Retreat

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
More info
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2Br Private Victorian Apartment in City location on half acre Sleeps 5, holiday rental in Poughkeepsie
2Br Private Victorian Apartment in City location on half acre Sleeps 5, holiday rental in Poughkeepsie
2Br Private Victorian Apartment in City location on half acre Sleeps 5, holiday rental in Poughkeepsie

2Br Private Victorian Apartment in City location on half acre Sleeps 5

Condo/Apartment
3 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Historic Spacious Home 5 bed/2 bath, holiday rental in Poughkeepsie
Historic Spacious Home 5 bed/2 bath, holiday rental in Poughkeepsie
Historic Spacious Home 5 bed/2 bath, holiday rental in Poughkeepsie

Historic Spacious Home 5 bed/2 bath

Holiday Rental House
5 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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The Queen City Cottage, holiday rental in Poughkeepsie
The Queen City Cottage, holiday rental in Poughkeepsie
The Queen City Cottage, holiday rental in Poughkeepsie

The Queen City Cottage

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
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2 Br Victorian Apt 2800 sq ft 2 floors with Full Kitchen 2 baths and Laundry, holiday rental in Poughkeepsie
2 Br Victorian Apt 2800 sq ft 2 floors with Full Kitchen 2 baths and Laundry, holiday rental in Poughkeepsie
2 Br Victorian Apt 2800 sq ft 2 floors with Full Kitchen 2 baths and Laundry, holiday rental in Poughkeepsie

2 Br Victorian Apt 2800 sq ft 2 floors with Full Kitchen 2 baths and Laundry

Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Centrally Located Apt in Victorian Mansion!, holiday rental in Poughkeepsie
Centrally Located Apt in Victorian Mansion!, holiday rental in Poughkeepsie
Centrally Located Apt in Victorian Mansion!, holiday rental in Poughkeepsie

Centrally Located Apt in Victorian Mansion!

Condo/Apartment
3 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps
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King Bed | Private Parking | Strong WiFi, holiday rental in Poughkeepsie
King Bed | Private Parking | Strong WiFi, holiday rental in Poughkeepsie
King Bed | Private Parking | Strong WiFi, holiday rental in Poughkeepsie

King Bed | Private Parking | Strong WiFi

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Modern Getaway Retreat House on 2 Acres, holiday rental in Poughkeepsie
Modern Getaway Retreat House on 2 Acres, holiday rental in Poughkeepsie
Modern Getaway Retreat House on 2 Acres, holiday rental in Poughkeepsie

Modern Getaway Retreat House on 2 Acres

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
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FREE EV charger and NEMA plug! Breathtaking scenery., holiday rental in Poughkeepsie
FREE EV charger and NEMA plug! Breathtaking scenery., holiday rental in Poughkeepsie
FREE EV charger and NEMA plug! Breathtaking scenery., holiday rental in Poughkeepsie

FREE EV charger and NEMA plug! Breathtaking scenery.

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Cozy Escape -Strong Wi-Fi -Prime Location, holiday rental in Poughkeepsie
Cozy Escape -Strong Wi-Fi -Prime Location, holiday rental in Poughkeepsie
Cozy Escape -Strong Wi-Fi -Prime Location, holiday rental in Poughkeepsie

Cozy Escape -Strong Wi-Fi -Prime Location

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
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The Queen City Cottage, holiday rental in Poughkeepsie
The Queen City Cottage, holiday rental in Poughkeepsie
The Queen City Cottage, holiday rental in Poughkeepsie

The Queen City Cottage

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
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Cozy ResidentialHome 5mins from stores and Hospital., holiday rental in Poughkeepsie
Cozy ResidentialHome 5mins from stores and Hospital., holiday rental in Poughkeepsie
Cozy ResidentialHome 5mins from stores and Hospital., holiday rental in Poughkeepsie

Cozy ResidentialHome 5mins from stores and Hospital.

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 4
Match: Sleeps
More info
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King Bed Private Parking  Fast Internet, holiday rental in Poughkeepsie
King Bed Private Parking  Fast Internet, holiday rental in Poughkeepsie
King Bed Private Parking  Fast Internet, holiday rental in Poughkeepsie

King Bed Private Parking Fast Internet

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
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Showing results 1-30 of 30
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