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Middletown Holiday Rentals

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48 rentals in Middletown.
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Crafter's Vacation Scrapbook Retreat House Hershey Lancaster Pennsylvania, holiday rental in Middletown

Crafter's Vacation Scrapbook Retreat House Hershey Lancaster Pennsylvania

3 bedrooms
2 bathrooms
Sleeps 7
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Tranquil water view retreat near Hershey. Sleeps 10., holiday rental in Middletown

Tranquil water view retreat near Hershey. Sleeps 10.

3 bedrooms
2 bathrooms
Sleeps 10
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NEW!! Easy access to sites in Central PA - Great for Families / Romantic Escape!, holiday rental in Middletown

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

2 bedrooms
1 bathroom
Sleeps 6
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Cheerful two bedroom near Hershey and Penn State, holiday rental in Middletown

Cheerful two bedroom near Hershey and Penn State

2 bedrooms
1 bathroom
Sleeps 8
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Peaceful Lancaster County Family Farm, holiday rental in Middletown

Peaceful Lancaster County Family Farm

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Cocoa Cottage with a Private in-Ground Pool, holiday rental in Middletown

Cocoa Cottage with a Private in-Ground Pool

3 bedrooms
2 bathrooms
Sleeps 9
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PEACEFUL SECLUSION, YET ONLY 5 MINUTES FROM INTERSTATE 83!, holiday rental in Middletown

PEACEFUL SECLUSION, YET ONLY 5 MINUTES FROM INTERSTATE 83!

3 bedrooms
2 bathrooms
Sleeps 6
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Fabulous location! Three miles to HersheyPark, shopping, and entertainment, holiday rental in Middletown

Fabulous location! Three miles to HersheyPark, shopping, and entertainment

3 bedrooms
2 bathrooms
Sleeps 6
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Woody's Hideaway (neighborhood, 10 miles to Hershey Park, restaurants, holiday rental in Middletown

Woody's Hideaway (neighborhood, 10 miles to Hershey Park, restaurants

3 bedrooms
3 bathrooms
Sleeps 8
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Inn On Main- 2,700 Sq Ft w/ NEW HOT TUB & Firepit 3.9 Miles to HersheyPark, holiday rental in Middletown

Inn On Main- 2,700 Sq Ft w/ NEW HOT TUB & Firepit 3.9 Miles to HersheyPark

4 bedrooms
3 bathrooms
Sleeps 12
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Fabulous Stay & Only 4 Miles to Hershey Park!!!, holiday rental in Middletown

Fabulous Stay & Only 4 Miles to Hershey Park!!!

4 bedrooms
3 bathrooms
Sleeps 8
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Big, Fun getaway in town!, holiday rental in Middletown

Big, Fun getaway in town!

7 bedrooms
3 bathrooms
Sleeps 21
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The Suites at Hershey, holiday rental in Middletown

The Suites at Hershey

2 bedrooms
2 bathrooms
Sleeps 8
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Featured on the Travel Channel, Home & Garden Channel, History Channel and more., holiday rental in Middletown

Featured on the Travel Channel, Home & Garden Channel, History Channel and more.

5 bedrooms
2 bathrooms
Sleeps 10
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☆ Artist Enclave in Downtown Harrisburg ☆, holiday rental in Middletown

☆ Artist Enclave in Downtown Harrisburg ☆

1 bedroom
1 bathroom
Sleeps 5
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3.4 mi. to Hershey Park - 10 Beds 'West End Nest', holiday rental in Middletown

3.4 mi. to Hershey Park - 10 Beds 'West End Nest'

4 bedrooms
3 bathrooms
Sleeps 12
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Inn On Main- Renovated Charm 3 Bed w/ NEW Hot Tub, Firepit & Foosball, holiday rental in Middletown

Inn On Main- Renovated Charm 3 Bed w/ NEW Hot Tub, Firepit & Foosball

2 bedrooms
2 bathrooms
Sleeps 6
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☆ Quirky Downtown Loft ☆, holiday rental in Middletown

☆ Quirky Downtown Loft ☆

1 bedroom
1 bathroom
Sleeps 5
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Canna Country Inn - 1850's Restored Barn near Hershey / Harrisburg sleeps 26, holiday rental in Middletown

Canna Country Inn - 1850's Restored Barn near Hershey / Harrisburg sleeps 26

7 bedrooms
8 bathrooms
Sleeps 26
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A Sophisticated Retreat Right By Hershey Park!, holiday rental in Middletown

A Sophisticated Retreat Right By Hershey Park!

2 bedrooms
2 bathrooms
Sleeps 8
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Hummelstown To Hershey Sweets, holiday rental in Middletown

Hummelstown To Hershey Sweets

5 bedrooms
2 bathrooms
Sleeps 9
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Large. Elegant and Comfy Guest Room in Harrisburg, holiday rental in Middletown

Large. Elegant and Comfy Guest Room in Harrisburg

0 bedrooms
1 bathroom
Sleeps 2
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A Great In-Law Apt In Harrisburg; looks like a hotel suite, holiday rental in Middletown

A Great In-Law Apt In Harrisburg; looks like a hotel suite

1 bedroom
1 bathroom
Sleeps 2
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Large And Comfy Nest For 2, holiday rental in Middletown

Large And Comfy Nest For 2

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Water front & beautiful sunset views in Harrisburg - family friendly downtown, holiday rental in Middletown

Water front & beautiful sunset views in Harrisburg - family friendly downtown

3 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Newly renovated historic 1860 farmhouse near Harrisburg, Hershey, Pa., holiday rental in Middletown

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

5 bedrooms
4 bathrooms
Sleeps 10
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Moore's Mountain Inn - All 3 Rooms, holiday rental in Middletown

Moore's Mountain Inn - All 3 Rooms

3 bedrooms
4 bathrooms
Sleeps 6
Match: Sleeps
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Row House Loft in Downtown Harrisburg, holiday rental in Middletown

Row House Loft in Downtown Harrisburg

1 bedroom
1 bathroom
Sleeps 6
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Artist Enclave in Downtown Harrisburg, holiday rental in Middletown

Artist Enclave in Downtown Harrisburg

1 bedroom
1 bathroom
Sleeps 4
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Bluegreen Suites at Hershey, holiday rental in Middletown

Bluegreen Suites at Hershey

2 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Amazing Summer Oasis & Cozy Winter Getaway by Hershey, holiday rental in Middletown

Amazing Summer Oasis & Cozy Winter Getaway by Hershey

4 bedrooms
4 bathrooms
Sleeps 14
Match: Sleeps
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☆ Artist Refuge w/ Harrisburg View, Ample Parking☆, holiday rental in Middletown

☆ Artist Refuge w/ Harrisburg View, Ample Parking☆

1 bedroom
1 bathroom
Sleeps 3
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Fully Furnished Short Term Housing, holiday rental in Middletown

Fully Furnished Short Term Housing

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Hershey Park Stay, holiday rental in Middletown

Hershey Park Stay

3 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Hershey PA Condo 2 Bedroom Sleeps 8, holiday rental in Middletown

Hershey PA Condo 2 Bedroom Sleeps 8

2 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Viagem 1BR with Gym, Great View, 15min to Hershey, holiday rental in Middletown

Viagem 1BR with Gym, Great View, 15min to Hershey

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Viagem Harrisburg Spacious 1BR with Gym, holiday rental in Middletown

Viagem Harrisburg Spacious 1BR with Gym

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Viagem Central 1BR with View, 15min to Hershey, holiday rental in Middletown

Viagem Central 1BR with View, 15min to Hershey

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Harrisburg with a City View 1BR w/Gym, holiday rental in Middletown

Harrisburg with a City View 1BR w/Gym

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Viagem Perfect 2BR Great View 15min to Hershey, holiday rental in Middletown

Viagem Perfect 2BR Great View 15min to Hershey

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Harrisburg Top Location 1BR 15min to Hershey, holiday rental in Middletown

Harrisburg Top Location 1BR 15min to Hershey

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Viagem Downtown 2BR With Great View & Gym, holiday rental in Middletown

Viagem Downtown 2BR With Great View & Gym

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Viagem 1BR Downtown with View 15min to Hersheypark, holiday rental in Middletown

Viagem 1BR Downtown with View 15min to Hersheypark

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Viagem Central 1BR with Gym, 15min to Hershey, holiday rental in Middletown

Viagem Central 1BR with Gym, 15min to Hershey

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Viagem Central 2BR with Gym and Great View, holiday rental in Middletown

Viagem Central 2BR with Gym and Great View

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Viagem Downtown Stylish 2BR, holiday rental in Middletown

Viagem Downtown Stylish 2BR

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Viagem Spacious & Modern 1BR, holiday rental in Middletown

Viagem Spacious & Modern 1BR

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Chocolate Bliss, holiday rental in Middletown

Chocolate Bliss

4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Affordable Quality: Lovely Small Guest Room in Harrisburg, holiday rental in Middletown

Affordable Quality: Lovely Small Guest Room in Harrisburg

0 bedrooms
1 bathroom
Sleeps 1
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Small But Roomy Nest. Quality But Affordable, holiday rental in Middletown

Small But Roomy Nest. Quality But Affordable

1 bedroom
1 bathroom
Sleeps 1
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