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Middletown Vacation Rentals

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50 rentals in Middletown.
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❤️ Tiny House Awesomeness!, vacation rental in Middletown
❤️ Tiny House Awesomeness!, vacation rental in Middletown
❤️ Tiny House Awesomeness!, vacation rental in Middletown

❤️ Tiny House Awesomeness!

Rental Home
1 bedroom
1 bathroom
Sleeps 2
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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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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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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Wooded retreat with inground pool 10 minutes to Hershey, Pa, vacation rental in Middletown
Wooded retreat with inground pool 10 minutes to Hershey, Pa, vacation rental in Middletown
Wooded retreat with inground pool 10 minutes to Hershey, Pa, vacation rental in Middletown

Wooded retreat with inground pool 10 minutes to Hershey, Pa

Rental Home
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Cheerful two bedroom near Hershey and Penn State, vacation rental in Middletown
Cheerful two bedroom near Hershey and Penn State, vacation rental in Middletown
Cheerful two bedroom near Hershey and Penn State, vacation rental in Middletown

Cheerful two bedroom near Hershey and Penn State

Rental Home
2 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
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Cozy Historic Middletown Home 15 min to Harris-Hershey!, vacation rental in Middletown
Cozy Historic Middletown Home 15 min to Harris-Hershey!, vacation rental in Middletown
Cozy Historic Middletown Home 15 min to Harris-Hershey!, vacation rental in Middletown

Cozy Historic Middletown Home 15 min to Harris-Hershey!

Rental Home
4 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
More info
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1850's Restored Barn , located near  Hershey, Harrisburg, Lancaster & Gettysburg, vacation rental in Middletown
1850's Restored Barn , located near  Hershey, Harrisburg, Lancaster & Gettysburg, vacation rental in Middletown
1850's Restored Barn , located near  Hershey, Harrisburg, Lancaster & Gettysburg, vacation rental in Middletown

1850's Restored Barn , located near Hershey, Harrisburg, Lancaster & Gettysburg

Rental Home
7 bedrooms
7 bathrooms
Sleeps 26
Match: Sleeps
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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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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
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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
2 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps
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West End Nest - 3.4 miles to Hershey Park, vacation rental in Middletown
West End Nest - 3.4 miles to Hershey Park, vacation rental in Middletown
West End Nest - 3.4 miles to Hershey Park, vacation rental in Middletown

West End Nest - 3.4 miles to Hershey Park

Rental Home
4 bedrooms
3 bathrooms
Sleeps 12
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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Sophie’s on Main- Historic Charm, Updated Comfort. 3 miles to Hershey Park, vacation rental in Middletown
Sophie’s on Main- Historic Charm, Updated Comfort. 3 miles to Hershey Park, vacation rental in Middletown
Sophie’s on Main- Historic Charm, Updated Comfort. 3 miles to Hershey Park, vacation rental in Middletown

Sophie’s on Main- Historic Charm, Updated Comfort. 3 miles to Hershey Park

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
More info
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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
More info
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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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Quiet Guest House Near Hershey, vacation rental in Middletown
Quiet Guest House Near Hershey, vacation rental in Middletown
Quiet Guest House Near Hershey, vacation rental in Middletown

Quiet Guest House Near Hershey

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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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
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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
More info
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Game Room, Firepit 9 Minutes To HersheyPark, vacation rental in Middletown
Game Room, Firepit 9 Minutes To HersheyPark, vacation rental in Middletown
Game Room, Firepit 9 Minutes To HersheyPark, vacation rental in Middletown

Game Room, Firepit 9 Minutes To HersheyPark

Rental Home
4 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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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 8
Match: Sleeps
More info
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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
More info
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Newly renovated historic 1860 farmhouse near Harrisburg, Hershey, Pa., vacation rental in Middletown
Newly renovated historic 1860 farmhouse near Harrisburg, Hershey, Pa., vacation rental in Middletown
Newly renovated historic 1860 farmhouse near Harrisburg, Hershey, Pa., vacation rental in Middletown

Newly renovated historic 1860 farmhouse near Harrisburg, Hershey, Pa.

Rental Home
5 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
More info
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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
More info
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Amazing Summer Oasis & Cozy Winter Getaway by Hershey, vacation rental in Middletown
Amazing Summer Oasis & Cozy Winter Getaway by Hershey, vacation rental in Middletown
Amazing Summer Oasis & Cozy Winter Getaway by Hershey, vacation rental in Middletown

Amazing Summer Oasis & Cozy Winter Getaway by Hershey

Rental Home
4 bedrooms
4 bathrooms
Sleeps 14
Match: Sleeps
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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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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
More info
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Harrisburg Family Home < 7 Miles to Hersheypark!, vacation rental in Middletown
Harrisburg Family Home < 7 Miles to Hersheypark!, vacation rental in Middletown
Harrisburg Family Home < 7 Miles to Hersheypark!, vacation rental in Middletown

Harrisburg Family Home < 7 Miles to Hersheypark!

Rental Home
3 bedrooms
3 bathrooms
Sleeps 9
Match: Sleeps
More info
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Hershey Park - 9 mins, vacation rental in Middletown
Hershey Park - 9 mins, vacation rental in Middletown
Hershey Park - 9 mins, vacation rental in Middletown

Hershey Park - 9 mins

Rental Home
4 bedrooms
2 bathrooms
Sleeps 16
Match: Sleeps
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Convenient 2BR with Comfy Sofa and TV, vacation rental in Middletown
Convenient 2BR with Comfy Sofa and TV, vacation rental in Middletown
Convenient 2BR with Comfy Sofa and TV, vacation rental in Middletown

Convenient 2BR with Comfy Sofa and TV

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
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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
More info
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Luxury Townhome 10 Minutes Away From Hershey Park, vacation rental in Middletown
Luxury Townhome 10 Minutes Away From Hershey Park, vacation rental in Middletown
Luxury Townhome 10 Minutes Away From Hershey Park, vacation rental in Middletown

Luxury Townhome 10 Minutes Away From Hershey Park

Rental Home
2 bedrooms
2 bathrooms
Sleeps 4
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
More info
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Joyful 5-Bedroom Home w/ Private Backyard, vacation rental in Middletown
Joyful 5-Bedroom Home w/ Private Backyard, vacation rental in Middletown
Joyful 5-Bedroom Home w/ Private Backyard, vacation rental in Middletown

Joyful 5-Bedroom Home w/ Private Backyard

Rental Home
5 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
More info
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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
More info
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Fantastic Stay at modern 3BR Townhome (15 minutes from Harris-Hershey), vacation rental in Middletown
Fantastic Stay at modern 3BR Townhome (15 minutes from Harris-Hershey), vacation rental in Middletown
Fantastic Stay at modern 3BR Townhome (15 minutes from Harris-Hershey), vacation rental in Middletown

Fantastic Stay at modern 3BR Townhome (15 minutes from Harris-Hershey)

Rental Home
4 bedrooms
2 bathrooms
Sleeps 8
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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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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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
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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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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Cozy Townhouse Near Harrisburg, vacation rental in Middletown
Cozy Townhouse Near Harrisburg, vacation rental in Middletown
Cozy Townhouse Near Harrisburg, vacation rental in Middletown

Cozy Townhouse Near Harrisburg

Rental Home
3 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Cheerful 2 bedroom 15 min from Hershey Park, vacation rental in Middletown
Cheerful 2 bedroom 15 min from Hershey Park, vacation rental in Middletown
Cheerful 2 bedroom 15 min from Hershey Park, vacation rental in Middletown

Cheerful 2 bedroom 15 min from Hershey Park

Rental Home
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
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Hershey Hideaway - 19 Private Acres to Explore, vacation rental in Middletown
Hershey Hideaway - 19 Private Acres to Explore, vacation rental in Middletown
Hershey Hideaway - 19 Private Acres to Explore, vacation rental in Middletown

Hershey Hideaway - 19 Private Acres to Explore

Rental Home
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
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Comfort and Convenience! Pets Allowed, Outdoor Pool, Free Parking, vacation rental in Middletown
Comfort and Convenience! Pets Allowed, Outdoor Pool, Free Parking, vacation rental in Middletown
Comfort and Convenience! Pets Allowed, Outdoor Pool, Free Parking, vacation rental in Middletown

Comfort and Convenience! Pets Allowed, Outdoor Pool, Free Parking

Rental Home
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
More info
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Budget-Friendly Stay in Pennsylvania! Outdoor Pool, Free Parking, Pets Allowed, vacation rental in Middletown
Budget-Friendly Stay in Pennsylvania! Outdoor Pool, Free Parking, Pets Allowed, vacation rental in Middletown
Budget-Friendly Stay in Pennsylvania! Outdoor Pool, Free Parking, Pets Allowed, vacation rental in Middletown

Budget-Friendly Stay in Pennsylvania! Outdoor Pool, Free Parking, Pets Allowed

Rental Home
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
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Affordability Meets Comfort! Free Parking, Pets Allowed, Outdoor Pool, vacation rental in Middletown
Affordability Meets Comfort! Free Parking, Pets Allowed, Outdoor Pool, vacation rental in Middletown
Affordability Meets Comfort! Free Parking, Pets Allowed, Outdoor Pool, vacation rental in Middletown

Affordability Meets Comfort! Free Parking, Pets Allowed, Outdoor Pool

Rental Home
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
More info
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Comfort Meets Affordability, Free Parking, Outdoor Pool, Pets Allowed, vacation rental in Middletown
Comfort Meets Affordability, Free Parking, Outdoor Pool, Pets Allowed, vacation rental in Middletown
Comfort Meets Affordability, Free Parking, Outdoor Pool, Pets Allowed, vacation rental in Middletown

Comfort Meets Affordability, Free Parking, Outdoor Pool, Pets Allowed

Rental Home
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Prime Location! Pet-Friendly Property, Onsite Pool, Free Parking, vacation rental in Middletown
Prime Location! Pet-Friendly Property, Onsite Pool, Free Parking, vacation rental in Middletown
Prime Location! Pet-Friendly Property, Onsite Pool, Free Parking, vacation rental in Middletown

Prime Location! Pet-Friendly Property, Onsite Pool, Free Parking

Rental Home
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
More info
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Chocolate Bliss, vacation rental in Middletown
Chocolate Bliss, vacation rental in Middletown
Chocolate Bliss, vacation rental in Middletown

Chocolate Bliss

Rental Home
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
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