Short-Term Rentals in Doodletown, NY: Compare 10+ Sites & Save

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68 Best Short-Term Rentals in Doodletown (Starting from $137)

Charming Hudson Valley 3-Bedroom Family Getaway
Charming Hudson Valley 3-Bedroom Family Getaway
House
Tomkins Cove, NY, USA
5.1k from Doodletown center

Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Places to stay

1 Bedroom8 Guests
New to Booking
$183
Average price / night
Check Availability
Bear Mountain House.
Bear Mountain House.
House
Philipstown, NY, 10524, United States
4.0k from Doodletown center

AC, Barbecue, Dryer, Extra Bed, Fireplace, Free Parking, Heater, Internet, Kitchen

3 Bedrooms8 Guests
10.0

Exceptional

15 reviews

$736
Average price / night
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Home 2 Mi to Thayer Gate at U S Military Academy
Home 2 Mi to Thayer Gate at U S Military Academy
House
Highland Falls, NY, USA
5.7k from Doodletown center

Cheap, Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Places to stay, Family

4 Bedrooms8 Guests
10.0

Exceptional

1 reviews

$299
Average price / night
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Charming Cottage conveniently located in serene Tomkins Cove
Charming Cottage conveniently located in serene Tomkins Cove
Cottage
Tomkins Cove, NY, 10986, United States
4.6k from Doodletown center

AC, Barbecue, Dryer, Fireplace, Fitness Equipment, Free Parking, Heater, Internet, Kitchen

1 Bedroom4 Guests
10.0

Exceptional

10 reviews

$450
Average price / night
Check Availability
Peekskill Guesthouse
Peekskill Guesthouse
House
Doodletown, Bear Mountain, New York, USA
5.7k from Doodletown center

Parking, Laundry, Kitchen, Internet, Air Conditioner

1 Bedroom1 Guest
New to Booking
$300
Average price / night
Check Availability
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
Cottage
Fort Montgomery, NY, 10922, United States
4.6k from Doodletown center

AC, Barbecue, Extra Bed, Free Parking, Heater, Internet, Kitchen, Living Area, Microwave

1 Bedroom4 Guests
9.8

Exceptional

134 reviews

$269
Average price / night
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House on Belden
House on Belden
House
Doodletown, Bear Mountain, New York, USA
5.7k from Doodletown center

Kitchen, Laundry, Parking, Breakfast, Internet

2 Bedrooms7 Guests
New to Booking
$300
Average price / night
Check Availability
Secluded Getaway: Bear Mt, Cold Spring, Beacon, West Point!
Secluded Getaway: Bear Mt, Cold Spring, Beacon, West Point!
House
Garrison, NY, 10524, United States
4.9k from Doodletown center

AC, Arcade, Balcony, Barbecue, Dryer, Fireplace, Free Parking, Heater, Hot Tub

3 Bedrooms8 Guests
9.8

Exceptional

6 reviews

$1153
Average price / night
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The Farmhouse at Fort Hill
The Farmhouse at Fort Hill
House
Peekskill, NY, USA
5.8k from Doodletown center

Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Places to stay, Family

1 Bedroom6 Guests
New to Booking
$252
Average price / night
Check Availability
Hudson River Valley Estate - New Listing!
Hudson River Valley Estate - New Listing!
House
Verplanck, NY, 10596, United States
5.7k from Doodletown center

AC, Barbecue, Dryer, Fireplace, Fitness Equipment, Free Parking, Heater, Internet, Kitchen

6 Bedrooms12 Guests
10.0

Exceptional

12 reviews

$1711
Average price / night
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Charming Highland Falls Home Less Than 2 Mi to West Point!
Charming Highland Falls Home Less Than 2 Mi to West Point!
House
Highland Falls, NY, USA
6.1k from Doodletown center

Cheap, Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Places to stay, Family

4 Bedrooms8 Guests
10.0

Exceptional

1 reviews

$344
Average price / night
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Updated Getaway with Pool and Hot Tub on Less Than 3 Acres!
Updated Getaway with Pool and Hot Tub on Less Than 3 Acres!
House
Stony Point, NY, USA
7.3k from Doodletown center

Cheap, Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings

2 Bedrooms5 Guests
10.0

Exceptional

1 reviews

$544
Average price / night
Check Availability
Family friendly 4-bedroom home, 2 miles from West Point, loaded with amenities
Family friendly 4-bedroom home, 2 miles from West Point, loaded with amenities
House
Highland Falls, NY, 10928, United States
5.8k from Doodletown center

AC, Barbecue, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry

4 Bedrooms8 Guests
10.0

Exceptional

2 reviews

$569
Average price / night
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Cozy Stay WiFi, fire pit
Cozy Stay WiFi, fire pit
Apartment
Stony Point, NY, USA
7.4k from Doodletown center

Apartments, Accommodations, Parking, Lodgings, Places to stay, Self-catering

2 Bedrooms6 Guests
8.0

Good

1 reviews

$357
Average price / night
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Peekskill Carriage House Downtown Studio
Peekskill Carriage House Downtown Studio
House
Peekskill, NY, 10566, United States
6.0k from Doodletown center

AC, Free Parking, Heater, Internet, Kitchen, Microwave, No Smoking, TV

1 Bedroom2 Guests
9.8

Exceptional

18 reviews

$219
Average price / night
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Big House, Hot tub, Very large backyard
Big House, Hot tub, Very large backyard
Apartment
Stony Point, NY, USA
7.4k from Doodletown center

Apartments, Accommodations, Parking, Lodgings, Places to stay

4 Bedrooms13 Guests
New to Booking
$534
Average price / night
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Charming Highland Falls Home < 2 Mi to West Point!
Charming Highland Falls Home < 2 Mi to West Point!
House
Highland Falls, NY, 10928, United States
6.1k from Doodletown center

AC, Barbecue, Crib, Dryer, Extra Bed, Free Parking, Heater, Kitchen, Laundry

4 Bedrooms8 Guests
10.0

Exceptional

12 reviews

$481
Average price / night
Check Availability
House for groups Wifi -Hot Tub
House for groups Wifi -Hot Tub
House
Stony Point, NY, USA
7.4k from Doodletown center

Accommodations, Villas, Vacation homes, Cottages, Lodgings, Jacuzzis, Places to stay

6 Bedrooms16 Guests
New to Booking
$623
Average price / night
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Hudson Valley Getaway for Families
Hudson Valley Getaway for Families
House
Stony Point, NY, 10980, United States
6.9k from Doodletown center

AC, Barbecue, Crib, Fireplace, Free Parking, Heater, Internet, Kitchen, Microwave

6 Bedrooms12 Guests
9.6

Exceptional

100 reviews

$968
Average price / night
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The Glabin Garrison Gem with Deck and Fire Pit!
The Glabin Garrison Gem with Deck and Fire Pit!
House
Garrison, NY, USA
7.5k from Doodletown center

Cheap, Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Places to stay

3 Bedrooms6 Guests
10.0

Exceptional

3 reviews

$580
Average price / night
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🤣🏡 \"Welcome to our basement suite, where humor and professionalism coexist!
🤣🏡 \"Welcome to our basement suite, where humor and professionalism coexist!
House
Peekskill, NY, 10566, United States
7.0k from Doodletown center

AC, Dryer, Fitness Equipment, Free Parking, Internet, Laundry, Microwave, No Smoking, TV

1 Bedroom2 Guests
New to Booking
$137
Average price / night
Check Availability
Historic home at West Point on Main Street. 1 mile from Thayer Gate!
Historic home at West Point on Main Street. 1 mile from Thayer Gate!
House
Highland Falls, NY, 10928, United States
7.3k from Doodletown center

AC, Dryer, Fireplace, Heater, Internet, Kitchen, Laundry, No Smoking, TV

4 Bedrooms10 Guests
10.0

Exceptional

9 reviews

$1185
Average price / night
Check Availability
The Mountain Muse Private Artsy Studio
The Mountain Muse Private Artsy Studio
Apartment
Highland Falls, NY, 10928, United States
7.5k from Doodletown center

Free Parking, Heater, Internet, Kitchen, Living Area, Microwave, No Smoking, TV

1 Bedroom4 Guests
New to Booking
$242
Average price / night
Check Availability
'The Glabin’: Garrison Gem w/ Hot Tub & Fire Pit
'The Glabin’: Garrison Gem w/ Hot Tub & Fire Pit
House
Garrison, NY, 10524, United States
7.5k from Doodletown center

AC, Barbecue, Crib, Extra Bed, Free Parking, Heater, Hot Tub, Internet, Kitchen

3 Bedrooms6 Guests
10.0

Exceptional

28 reviews

$500
Average price / night
Check Availability
Walk to West Point from this 2-bedroom charmer
Walk to West Point from this 2-bedroom charmer
House
Highland Falls, NY, 10928, United States
7.7k from Doodletown center

AC, Dryer, Heater, Internet, Laundry, No Smoking, Washer

2 Bedrooms4 Guests
9.8

Exceptional

13 reviews

$439
Average price / night
Check Availability
5 BR West Point Family Compound- Sleeps 10!
5 BR West Point Family Compound- Sleeps 10!
House
Highland Falls, NY, 10928, United States
7.8k from Doodletown center

AC, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry, Microwave

5 Bedrooms10 Guests
New to Booking
$682
Average price / night
Check Availability
Cozy 3bedroom home in Highland Falls, only a five-minute walk from West Point NY
Cozy 3bedroom home in Highland Falls, only a five-minute walk from West Point NY
House
Highland Falls, NY, 10928, United States
8.1k from Doodletown center

AC, Barbecue, Fireplace, Fitness Equipment, Free Parking, Heater, Internet, Kitchen, Microwave

3 Bedrooms6 Guests
10.0

Exceptional

2 reviews

$434
Average price / night
Check Availability

Other accommodation types in Doodletown:

Pro Tip:
VacationByOwnerRentals aggregates the best inventory from leading travel sites, including Booking.com, Agoda.com, Expedia.com, Vrbo.com, and Airbnb.com. Use our Advanced Filters to compare verified homes, villas, cabins, condos, cottages, vacation rentals, hotels, and eco-friendly stays. Our goal is to help you find the absolute best Short-Term Rentals in Doodletown.

Doodletown Short-Term Rentals on the Map

Frequently Asked Questions

You can explore 68 verified short-term rentals in Doodletown, including apartments, houses, and furnished stays suitable for both travel and temporary living.

Short-term rental prices in Doodletown vary depending on location, property size, and travel dates. Rates typically start from around $137 per night, with higher prices for premium properties or peak seasons.

Many short-term rentals in Doodletown include Wi-Fi, making them suitable for remote work. Some listings also provide dedicated workspaces, but it is recommended to check property details for specific features.

Booking 30 to 45 days in advance is generally recommended for the best availability. For peak travel periods or major events in Doodletown, booking earlier can help secure better options.

In many cases, utilities such as electricity, water, and internet are included in the rental price. However, this can vary by property, so it is important to review the listing details before booking.

Short-term rentals in Doodletown often include amenities such as Internet, Fireplace/Heating, and Kitchen, providing a comfortable and convenient stay.

Short-term rentals in Doodletown are often used for flexible stays, including work trips or temporary housing, while vacation rentals are typically geared toward leisure stays in tourist areas. Both offer furnished, home-like accommodations.