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Middletown Vacation Rentals

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Bedrooms

Bathrooms

Amenities

Suitability

Property type

Distinctive Features

Distance from

5 mi
44 rentals in Middletown.
NEW!! Easy access to sites in Central PA - Great for Families / Romantic Escape!, vacation rental in Middletown
NEW!! Easy access to sites in Central PA - Great for Families / Romantic Escape!, vacation rental in Middletown
NEW!! Easy access to sites in Central PA - Great for Families / Romantic Escape!, vacation rental in Middletown

NEW!! Easy access to sites in Central PA - Great for Families / Romantic Escape!

Rental Home
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Glamping at its best! 6 miles to Hershey park, vacation rental in Middletown
Glamping at its best! 6 miles to Hershey park, vacation rental in Middletown
Glamping at its best! 6 miles to Hershey park, vacation rental in Middletown

Glamping at its best! 6 miles to Hershey park

Rental Home
1 bedroom
1 bathroom
Sleeps 6
Match: Sleeps
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Cozy Cape Cod only 15mins from Hershey Entertainment, vacation rental in Middletown
Cozy Cape Cod only 15mins from Hershey Entertainment, vacation rental in Middletown
Cozy Cape Cod only 15mins from Hershey Entertainment, vacation rental in Middletown

Cozy Cape Cod only 15mins from Hershey Entertainment

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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*Newly* Renovated Historic Middletown Home 15 min to Harris-Hershey!, vacation rental in Middletown
*Newly* Renovated Historic Middletown Home 15 min to Harris-Hershey!, vacation rental in Middletown
*Newly* Renovated Historic Middletown Home 15 min to Harris-Hershey!, vacation rental in Middletown

*Newly* Renovated Historic Middletown Home 15 min to Harris-Hershey!

Rental Home
3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Waterfront retreat near Hershey Park. Sleeps 10., vacation rental in Middletown
Waterfront retreat near Hershey Park. Sleeps 10., vacation rental in Middletown
Waterfront retreat near Hershey Park. Sleeps 10., vacation rental in Middletown

Waterfront retreat near Hershey Park. Sleeps 10.

Rental Home
3 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Crafter's Vacation Scrapbook Retreat House Hershey Lancaster Pennsylvania, vacation rental in Middletown
Crafter's Vacation Scrapbook Retreat House Hershey Lancaster Pennsylvania, vacation rental in Middletown
Crafter's Vacation Scrapbook Retreat House Hershey Lancaster Pennsylvania, vacation rental in Middletown

Crafter's Vacation Scrapbook Retreat House Hershey Lancaster Pennsylvania

Rental Home
3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Cozy 1 bedroom apartment 15min from Hershey, vacation rental in Middletown
Cozy 1 bedroom apartment 15min from Hershey, vacation rental in Middletown
Cozy 1 bedroom apartment 15min from Hershey, vacation rental in Middletown

Cozy 1 bedroom apartment 15min from Hershey

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Forest Tree Log Cabin - middletown/Harrisburg/Hershey/Lancaster/York, vacation rental in Middletown
Forest Tree Log Cabin - middletown/Harrisburg/Hershey/Lancaster/York, vacation rental in Middletown
Forest Tree Log Cabin - middletown/Harrisburg/Hershey/Lancaster/York, vacation rental in Middletown

Forest Tree Log Cabin - middletown/Harrisburg/Hershey/Lancaster/York

Rental Home
3 bedrooms
2 bathrooms
Sleeps 12
Match: Sleeps
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NO LONGER AVAILABLE - BEING SOLD, vacation rental in Middletown
NO LONGER AVAILABLE - BEING SOLD, vacation rental in Middletown
NO LONGER AVAILABLE - BEING SOLD, vacation rental in Middletown

NO LONGER AVAILABLE - BEING SOLD

Rental Home
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Hershey Area - Mid Term Rental, vacation rental in Middletown
Hershey Area - Mid Term Rental, vacation rental in Middletown
Hershey Area - Mid Term Rental, vacation rental in Middletown

Hershey Area - Mid Term Rental

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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The following properties within 20 miles of Middletown match all your filters:
Inn-at-the-Brownstone,  only 3.3 miles to Hershey Park, vacation rental in Middletown
Inn-at-the-Brownstone,  only 3.3 miles to Hershey Park, vacation rental in Middletown
Inn-at-the-Brownstone,  only 3.3 miles to Hershey Park, vacation rental in Middletown

Inn-at-the-Brownstone, only 3.3 miles to Hershey Park

Rental Home
5 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
More info
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Unique & Historic w/ Hot Tub, Firepit Next To Hershey, vacation rental in Middletown
Unique & Historic w/ Hot Tub, Firepit Next To Hershey, vacation rental in Middletown
Unique & Historic w/ Hot Tub, Firepit Next To Hershey, vacation rental in Middletown

Unique & Historic w/ Hot Tub, Firepit Next To Hershey

Rental Home
4 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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{Luxe} Hershey Cottage + Firepit & Pac Man 5 Min To Hershey, vacation rental in Middletown
{Luxe} Hershey Cottage + Firepit & Pac Man 5 Min To Hershey, vacation rental in Middletown
{Luxe} Hershey Cottage + Firepit & Pac Man 5 Min To Hershey, vacation rental in Middletown

{Luxe} Hershey Cottage + Firepit & Pac Man 5 Min To Hershey

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Suite Spot Summer Oasis by Hershey, vacation rental in Middletown
Suite Spot Summer Oasis by Hershey, vacation rental in Middletown
Suite Spot Summer Oasis by Hershey, vacation rental in Middletown

Suite Spot Summer Oasis by Hershey

Rental Home
4 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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Comfort, charm, and convenience, close to Hershey, reserved off street parking, vacation rental in Middletown
Comfort, charm, and convenience, close to Hershey, reserved off street parking, vacation rental in Middletown
Comfort, charm, and convenience, close to Hershey, reserved off street parking, vacation rental in Middletown

Comfort, charm, and convenience, close to Hershey, reserved off street parking

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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*Newly* Renovated Modern Townhouse Harris-Hershey, vacation rental in Middletown
*Newly* Renovated Modern Townhouse Harris-Hershey, vacation rental in Middletown
*Newly* Renovated Modern Townhouse Harris-Hershey, vacation rental in Middletown

*Newly* Renovated Modern Townhouse Harris-Hershey

Rental Home
3 bedrooms
2 bathrooms
Sleeps 9
Match: Sleeps
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1850s Restored Barn near Hershey, Harrisburg, Lancaster, Gettysburg, and Skiing, vacation rental in Middletown
1850s Restored Barn near Hershey, Harrisburg, Lancaster, Gettysburg, and Skiing, vacation rental in Middletown
1850s Restored Barn near Hershey, Harrisburg, Lancaster, Gettysburg, and Skiing, vacation rental in Middletown

1850s Restored Barn near Hershey, Harrisburg, Lancaster, Gettysburg, and Skiing

Rental Home
7 bedrooms
7 bathrooms
Sleeps 26
Match: Sleeps
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Central Hummelstown Apt: 4 Miles to Hershey Park!, vacation rental in Middletown
Central Hummelstown Apt: 4 Miles to Hershey Park!, vacation rental in Middletown
Central Hummelstown Apt: 4 Miles to Hershey Park!, vacation rental in Middletown

Central Hummelstown Apt: 4 Miles to Hershey Park!

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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The Cozy Hideaway, vacation rental in Middletown
The Cozy Hideaway, vacation rental in Middletown
The Cozy Hideaway, vacation rental in Middletown

The Cozy Hideaway

Rental Home
1 bedroom
1 bathroom
Sleeps 5
Match: Sleeps
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Inviting comfort with natural light all day brings the beach feel inland!, vacation rental in Middletown
Inviting comfort with natural light all day brings the beach feel inland!, vacation rental in Middletown
Inviting comfort with natural light all day brings the beach feel inland!, vacation rental in Middletown

Inviting comfort with natural light all day brings the beach feel inland!

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
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Escape the ordinary and dive into the extraordinary! Travel trailer on 3 acres, vacation rental in Middletown
Escape the ordinary and dive into the extraordinary! Travel trailer on 3 acres, vacation rental in Middletown
Escape the ordinary and dive into the extraordinary! Travel trailer on 3 acres, vacation rental in Middletown

Escape the ordinary and dive into the extraordinary! Travel trailer on 3 acres

Rental Home
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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The Hideaway - 19 Private Acres to Explore, vacation rental in Middletown
The Hideaway - 19 Private Acres to Explore, vacation rental in Middletown
The Hideaway - 19 Private Acres to Explore, vacation rental in Middletown

The Hideaway - 19 Private Acres to Explore

Rental Home
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
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The Red Mill House, vacation rental in Middletown
The Red Mill House, vacation rental in Middletown
The Red Mill House, vacation rental in Middletown

The Red Mill House

Rental Home
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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5 Min To Hershey w/ Gameroom & Firepit, vacation rental in Middletown
5 Min To Hershey w/ Gameroom & Firepit, vacation rental in Middletown
5 Min To Hershey w/ Gameroom & Firepit, vacation rental in Middletown

5 Min To Hershey w/ Gameroom & Firepit

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Spacious Home in a safe quiet neighborhood close to Hershey, vacation rental in Middletown
Spacious Home in a safe quiet neighborhood close to Hershey, vacation rental in Middletown
Spacious Home in a safe quiet neighborhood close to Hershey, vacation rental in Middletown

Spacious Home in a safe quiet neighborhood close to Hershey

Rental Home
3 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Hersheypark 3.4 miles-West End Nest, vacation rental in Middletown
Hersheypark 3.4 miles-West End Nest, vacation rental in Middletown
Hersheypark 3.4 miles-West End Nest, vacation rental in Middletown

Hersheypark 3.4 miles-West End Nest

Rental Home
4 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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Charming 2-bedroom townhome in Valley Green with WiFi, vacation rental in Middletown
Charming 2-bedroom townhome in Valley Green with WiFi, vacation rental in Middletown
Charming 2-bedroom townhome in Valley Green with WiFi, vacation rental in Middletown

Charming 2-bedroom townhome in Valley Green with WiFi

Rental Home
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Resting Ridge - Furnished Rooms Available in Home with a Hot Tub!, vacation rental in Middletown
Resting Ridge - Furnished Rooms Available in Home with a Hot Tub!, vacation rental in Middletown
Resting Ridge - Furnished Rooms Available in Home with a Hot Tub!, vacation rental in Middletown

Resting Ridge - Furnished Rooms Available in Home with a Hot Tub!

Rental Home
4 bedrooms
3 bathrooms
Sleeps 2
Match: Sleeps
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Dutch Country ‘River Haven’ Home - 14 Mi to Skiing, vacation rental in Middletown
Dutch Country ‘River Haven’ Home - 14 Mi to Skiing, vacation rental in Middletown
Dutch Country ‘River Haven’ Home - 14 Mi to Skiing, vacation rental in Middletown

Dutch Country ‘River Haven’ Home - 14 Mi to Skiing

Rental Home
4 bedrooms
2 bathrooms
Sleeps 14
Match: Sleeps
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Chic 2-bedroom with WiFi and AC in delightful Hummelstown, vacation rental in Middletown
Chic 2-bedroom with WiFi and AC in delightful Hummelstown, vacation rental in Middletown
Chic 2-bedroom with WiFi and AC in delightful Hummelstown, vacation rental in Middletown

Chic 2-bedroom with WiFi and AC in delightful Hummelstown

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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❤️ Perfect for traveling nurses! - Wifi, AC, 4-6 minute commute to Hershey Med, vacation rental in Middletown
❤️ Perfect for traveling nurses! - Wifi, AC, 4-6 minute commute to Hershey Med, vacation rental in Middletown
❤️ Perfect for traveling nurses! - Wifi, AC, 4-6 minute commute to Hershey Med, vacation rental in Middletown

❤️ Perfect for traveling nurses! - Wifi, AC, 4-6 minute commute to Hershey Med

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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The Lincoln Lounge at Moonstone Manor, vacation rental in Middletown
The Lincoln Lounge at Moonstone Manor, vacation rental in Middletown
The Lincoln Lounge at Moonstone Manor, vacation rental in Middletown

The Lincoln Lounge at Moonstone Manor

Rental Home
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Peaceful 4-BR in Hershey, vacation rental in Middletown
Peaceful 4-BR in Hershey, vacation rental in Middletown
Peaceful 4-BR in Hershey, vacation rental in Middletown

Peaceful 4-BR in Hershey

Rental Home
4 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
More info
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P.T. Barnum Suite | Romantic Moonstone Manor B&B, vacation rental in Middletown
P.T. Barnum Suite | Romantic Moonstone Manor B&B, vacation rental in Middletown
P.T. Barnum Suite | Romantic Moonstone Manor B&B, vacation rental in Middletown

P.T. Barnum Suite | Romantic Moonstone Manor B&B

Rental Home
3 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
More info
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Cozy condo close to Hershey attractions, vacation rental in Middletown
Cozy condo close to Hershey attractions, vacation rental in Middletown
Cozy condo close to Hershey attractions, vacation rental in Middletown

Cozy condo close to Hershey attractions

Condo/Apartment
2 bedrooms
3 bathrooms
Sleeps 4
Match: Sleeps
More info
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Spacious 5-bedroom building with A/C and WIFI in sweet Hershey!, vacation rental in Middletown
Spacious 5-bedroom building with A/C and WIFI in sweet Hershey!, vacation rental in Middletown
Spacious 5-bedroom building with A/C and WIFI in sweet Hershey!, vacation rental in Middletown

Spacious 5-bedroom building with A/C and WIFI in sweet Hershey!

Rental Home
5 bedrooms
3 bathrooms
Sleeps 15
Match: Sleeps
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3 Miles to Hersheypark - Crickie's Corner, vacation rental in Middletown
3 Miles to Hersheypark - Crickie's Corner, vacation rental in Middletown
3 Miles to Hersheypark - Crickie's Corner, vacation rental in Middletown

3 Miles to Hersheypark - Crickie's Corner

Rental Home
4 bedrooms
2 bathrooms
Sleeps 11
Match: Sleeps
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Harriet Tubman Hideaway at Moonstone Manor, vacation rental in Middletown
Harriet Tubman Hideaway at Moonstone Manor, vacation rental in Middletown
Harriet Tubman Hideaway at Moonstone Manor, vacation rental in Middletown

Harriet Tubman Hideaway at Moonstone Manor

Rental Home
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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*Newly* Renovated Stay at modern 3BR Townhome (15 minutes from Harris-Hershey), vacation rental in Middletown
*Newly* Renovated Stay at modern 3BR Townhome (15 minutes from Harris-Hershey), vacation rental in Middletown
*Newly* Renovated Stay at modern 3BR Townhome (15 minutes from Harris-Hershey), vacation rental in Middletown

*Newly* Renovated Stay at modern 3BR Townhome (15 minutes from Harris-Hershey)

Rental Home
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
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Nightingale Suite at Moonstone Manor, vacation rental in Middletown
Nightingale Suite at Moonstone Manor, vacation rental in Middletown
Nightingale Suite at Moonstone Manor, vacation rental in Middletown

Nightingale Suite at Moonstone Manor

Rental Home
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
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J. Bonaparte Suite at Moonstone Manor, vacation rental in Middletown
J. Bonaparte Suite at Moonstone Manor, vacation rental in Middletown
J. Bonaparte Suite at Moonstone Manor, vacation rental in Middletown

J. Bonaparte Suite at Moonstone Manor

Rental Home
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
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Willow's Whimsey | Romantic Moonstone Manor B&B, vacation rental in Middletown
Willow's Whimsey | Romantic Moonstone Manor B&B, vacation rental in Middletown
Willow's Whimsey | Romantic Moonstone Manor B&B, vacation rental in Middletown

Willow's Whimsey | Romantic Moonstone Manor B&B

Rental Home
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
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J. Buchanan Boudoir at Moonstone Manor, vacation rental in Middletown
J. Buchanan Boudoir at Moonstone Manor, vacation rental in Middletown
J. Buchanan Boudoir at Moonstone Manor, vacation rental in Middletown

J. Buchanan Boudoir at Moonstone Manor

Rental Home
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
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Thaddeus Steven Suite | Moonstone Manor B&B, vacation rental in Middletown
Thaddeus Steven Suite | Moonstone Manor B&B, vacation rental in Middletown
Thaddeus Steven Suite | Moonstone Manor B&B, vacation rental in Middletown

Thaddeus Steven Suite | Moonstone Manor B&B

Rental Home
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
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Showing results 1-44 of 44
Frequently Asked Questions about Middletown