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Middleton Vacation Rentals

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Bedrooms

Bathrooms

Amenities

Suitability

Property type

Distinctive Features

Distance from

5 mi
50 rentals in Middleton.
Nomadic Escapes Getaway!, vacation rental in Middleton
Nomadic Escapes Getaway!, vacation rental in Middleton
Nomadic Escapes Getaway!, vacation rental in Middleton

Nomadic Escapes Getaway!

Rental Home
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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The Hidden Oasis / 2 Bedroom hillside getaway!, vacation rental in Middleton
The Hidden Oasis / 2 Bedroom hillside getaway!, vacation rental in Middleton
The Hidden Oasis / 2 Bedroom hillside getaway!, vacation rental in Middleton

The Hidden Oasis / 2 Bedroom hillside getaway!

Condo/Apartment
2 bedrooms
3 bathrooms
Sleeps 4
Match: Sleeps
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Beautiful Cottage in the Blue Mountains from $90/Night/Guest, vacation rental in Middleton
Beautiful Cottage in the Blue Mountains from $90/Night/Guest, vacation rental in Middleton
Beautiful Cottage in the Blue Mountains from $90/Night/Guest, vacation rental in Middleton

Beautiful Cottage in the Blue Mountains from $90/Night/Guest

Rental Home
2 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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It's an Experience (IAE)Homes :Luxury Apt close to all the hot spots in Kingston, vacation rental in Middleton
It's an Experience (IAE)Homes :Luxury Apt close to all the hot spots in Kingston, vacation rental in Middleton
It's an Experience (IAE)Homes :Luxury Apt close to all the hot spots in Kingston, vacation rental in Middleton

It's an Experience (IAE)Homes :Luxury Apt close to all the hot spots in Kingston

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Crowne Gardens Retreat, vacation rental in Middleton
Crowne Gardens Retreat, vacation rental in Middleton
Crowne Gardens Retreat, vacation rental in Middleton

Crowne Gardens Retreat

Rental Home
7 bedrooms
6 bathrooms
Sleeps 14
Match: Sleeps
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Central. Modern. Well Appointed.  1 Bedroom APT in Kinsgton 8, vacation rental in Middleton
Central. Modern. Well Appointed.  1 Bedroom APT in Kinsgton 8, vacation rental in Middleton
Central. Modern. Well Appointed.  1 Bedroom APT in Kinsgton 8, vacation rental in Middleton

Central. Modern. Well Appointed. 1 Bedroom APT in Kinsgton 8

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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The Best Place To Stay In Kingston, vacation rental in Middleton
The Best Place To Stay In Kingston, vacation rental in Middleton
The Best Place To Stay In Kingston, vacation rental in Middleton

The Best Place To Stay In Kingston

Rental Home
5 bedrooms
3 bathrooms
Sleeps 13
Match: Sleeps
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Millsborough B and B, Billy Dunn, Barbican, Liguanea, Kingston 6, Jamaica, vacation rental in Middleton
Millsborough B and B, Billy Dunn, Barbican, Liguanea, Kingston 6, Jamaica, vacation rental in Middleton
Millsborough B and B, Billy Dunn, Barbican, Liguanea, Kingston 6, Jamaica, vacation rental in Middleton

Millsborough B and B, Billy Dunn, Barbican, Liguanea, Kingston 6, Jamaica

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Luxury Apt, vacation rental in Middleton
Luxury Apt, vacation rental in Middleton
Luxury Apt, vacation rental in Middleton

Luxury Apt

Rental Home
1 bedroom
2 bathrooms
Sleeps 6
Match: Sleeps
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A River Runs Through It-Tranquil & glamorous cabin, vacation rental in Middleton
A River Runs Through It-Tranquil & glamorous cabin, vacation rental in Middleton
A River Runs Through It-Tranquil & glamorous cabin, vacation rental in Middleton

A River Runs Through It-Tranquil & glamorous cabin

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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STUDIO WITH AIR CONDITION AND WATER HEATER, vacation rental in Middleton
STUDIO WITH AIR CONDITION AND WATER HEATER, vacation rental in Middleton
STUDIO WITH AIR CONDITION AND WATER HEATER, vacation rental in Middleton

STUDIO WITH AIR CONDITION AND WATER HEATER

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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The  Jasmine *20South, vacation rental in Middleton
The  Jasmine *20South, vacation rental in Middleton
The  Jasmine *20South, vacation rental in Middleton

The Jasmine *20South

Condo/Apartment
0 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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secluded cottage, vacation rental in Middleton
secluded cottage, vacation rental in Middleton
secluded cottage, vacation rental in Middleton

secluded cottage

Rental Home
2 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps
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The following properties within 20 miles of Middleton match all your filters:
Kingsworth BnB, vacation rental in Middleton
Kingsworth BnB, vacation rental in Middleton
Kingsworth BnB, vacation rental in Middleton

Kingsworth BnB

Private Room
5 bedrooms
5 bathrooms
Sleeps 13
Match: Sleeps
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Wine Down Villa, Blue Mountains, Jamaica, vacation rental in Middleton
Wine Down Villa, Blue Mountains, Jamaica, vacation rental in Middleton
Wine Down Villa, Blue Mountains, Jamaica, vacation rental in Middleton

Wine Down Villa, Blue Mountains, Jamaica

Rental Home
5 bedrooms
7 bathrooms
Sleeps 12
Match: Sleeps
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The Main Room at Kingston Cottage, vacation rental in Middleton
The Main Room at Kingston Cottage, vacation rental in Middleton
The Main Room at Kingston Cottage, vacation rental in Middleton

The Main Room at Kingston Cottage

Private Room
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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The Orchid Suite, vacation rental in Middleton
The Orchid Suite, vacation rental in Middleton
The Orchid Suite, vacation rental in Middleton

The Orchid Suite

Private Room
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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KINGSTON COTTAGE - Tropical Serenity - B&B, vacation rental in Middleton
KINGSTON COTTAGE - Tropical Serenity - B&B, vacation rental in Middleton
KINGSTON COTTAGE - Tropical Serenity - B&B, vacation rental in Middleton

KINGSTON COTTAGE - Tropical Serenity - B&B

Rental Home
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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One Bedroom Apartment on Private Estate with Garden View, vacation rental in Middleton
One Bedroom Apartment on Private Estate with Garden View, vacation rental in Middleton
One Bedroom Apartment on Private Estate with Garden View, vacation rental in Middleton

One Bedroom Apartment on Private Estate with Garden View

Rental Home
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
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'Choose To Be Happy!' @ Niagara, vacation rental in Middleton
'Choose To Be Happy!' @ Niagara, vacation rental in Middleton
'Choose To Be Happy!' @ Niagara, vacation rental in Middleton

'Choose To Be Happy!' @ Niagara

Rental Home
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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The Bougainvillea Suite , vacation rental in Middleton
The Bougainvillea Suite , vacation rental in Middleton
The Bougainvillea Suite , vacation rental in Middleton

The Bougainvillea Suite

Private Room
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Millsborough B&B, vacation rental in Middleton
Millsborough B&B, vacation rental in Middleton
Millsborough B&B, vacation rental in Middleton

Millsborough B&B

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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This Apartment is located in the Kingston 6 area ., vacation rental in Middleton
This Apartment is located in the Kingston 6 area ., vacation rental in Middleton
This Apartment is located in the Kingston 6 area ., vacation rental in Middleton

This Apartment is located in the Kingston 6 area .

Condo/Apartment
2 bedrooms
3 bathrooms
Sleeps 4
Match: Sleeps
More info
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The Water Lily Suite, vacation rental in Middleton
The Water Lily Suite, vacation rental in Middleton
The Water Lily Suite, vacation rental in Middleton

The Water Lily Suite

Private Room
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Large Townhouse Complex Overlooking Kingston, vacation rental in Middleton
Large Townhouse Complex Overlooking Kingston, vacation rental in Middleton
Large Townhouse Complex Overlooking Kingston, vacation rental in Middleton

Large Townhouse Complex Overlooking Kingston

Rental Home
18 bedrooms
13 bathrooms
Sleeps 40
Match: Sleeps
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Olive's Nest, vacation rental in Middleton
Olive's Nest, vacation rental in Middleton
Olive's Nest, vacation rental in Middleton

Olive's Nest

Rental Home
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Choose To Be Happy at Niagara - One Bedroom Apartment, vacation rental in Middleton
Choose To Be Happy at Niagara - One Bedroom Apartment, vacation rental in Middleton
Choose To Be Happy at Niagara - One Bedroom Apartment, vacation rental in Middleton

Choose To Be Happy at Niagara - One Bedroom Apartment

Rental Home
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
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Cozy Cottage in Jamaica's Blue Mountains, vacation rental in Middleton
Cozy Cottage in Jamaica's Blue Mountains, vacation rental in Middleton
Cozy Cottage in Jamaica's Blue Mountains, vacation rental in Middleton

Cozy Cottage in Jamaica's Blue Mountains

Rental Home
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Cozy Apartment entire unit w Rental Car Access, vacation rental in Middleton
Cozy Apartment entire unit w Rental Car Access, vacation rental in Middleton
Cozy Apartment entire unit w Rental Car Access, vacation rental in Middleton

Cozy Apartment entire unit w Rental Car Access

Condo/Apartment
0 bedrooms
0 bathrooms
Sleeps 2
Match: Sleeps
More info
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Maison Romantic Getaway, vacation rental in Middleton
Maison Romantic Getaway, vacation rental in Middleton
Maison Romantic Getaway, vacation rental in Middleton

Maison Romantic Getaway

Condo/Apartment
2 bedrooms
3 bathrooms
Sleeps 4
Match: Sleeps
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Central Apartment entire unit w Rental Car Access, vacation rental in Middleton
Central Apartment entire unit w Rental Car Access, vacation rental in Middleton
Central Apartment entire unit w Rental Car Access, vacation rental in Middleton

Central Apartment entire unit w Rental Car Access

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
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Millsborough  BnB  is your home away from home., vacation rental in Middleton
Millsborough  BnB  is your home away from home., vacation rental in Middleton
Millsborough  BnB  is your home away from home., vacation rental in Middleton

Millsborough BnB is your home away from home.

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
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Sweet Serenity cabins, vacation rental in Middleton
Sweet Serenity cabins, vacation rental in Middleton
Sweet Serenity cabins, vacation rental in Middleton

Sweet Serenity cabins

Rental Home
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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My cabin at the peak of Blue Mountain is nature’s finest retreat, vacation rental in Middleton
My cabin at the peak of Blue Mountain is nature’s finest retreat, vacation rental in Middleton
My cabin at the peak of Blue Mountain is nature’s finest retreat, vacation rental in Middleton

My cabin at the peak of Blue Mountain is nature’s finest retreat

Rental Home
2 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Enchanting 1 Bedroom with Kingston Views, vacation rental in Middleton
Enchanting 1 Bedroom with Kingston Views, vacation rental in Middleton
Enchanting 1 Bedroom with Kingston Views, vacation rental in Middleton

Enchanting 1 Bedroom with Kingston Views

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Large 1 bd w King Size Bed & rental car access, vacation rental in Middleton
Large 1 bd w King Size Bed & rental car access, vacation rental in Middleton
Large 1 bd w King Size Bed & rental car access, vacation rental in Middleton

Large 1 bd w King Size Bed & rental car access

Condo/Apartment
0 bedrooms
0 bathrooms
Sleeps 2
Match: Sleeps
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The Little Country House W/ Private Chef, vacation rental in Middleton
The Little Country House W/ Private Chef, vacation rental in Middleton
The Little Country House W/ Private Chef, vacation rental in Middleton

The Little Country House W/ Private Chef

Rental Home
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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⭐️Affordable + Patio + Flat Screen�, vacation rental in Middleton
⭐️Affordable + Patio + Flat Screen�, vacation rental in Middleton
⭐️Affordable + Patio + Flat Screen�, vacation rental in Middleton

⭐️Affordable + Patio + Flat Screen�

Rental Home
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Private Gated House in Natural Environment, vacation rental in Middleton
Private Gated House in Natural Environment, vacation rental in Middleton
Private Gated House in Natural Environment, vacation rental in Middleton

Private Gated House in Natural Environment

Rental Home
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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1 Bedroom Self-Contained Apartment, vacation rental in Middleton
1 Bedroom Self-Contained Apartment, vacation rental in Middleton
1 Bedroom Self-Contained Apartment, vacation rental in Middleton

1 Bedroom Self-Contained Apartment

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Quiet Apartment entire unit w Rental Car Access, vacation rental in Middleton
Quiet Apartment entire unit w Rental Car Access, vacation rental in Middleton
Quiet Apartment entire unit w Rental Car Access, vacation rental in Middleton

Quiet Apartment entire unit w Rental Car Access

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Conveniently located Mona Apartment, vacation rental in Middleton
Conveniently located Mona Apartment, vacation rental in Middleton
Conveniently located Mona Apartment, vacation rental in Middleton

Conveniently located Mona Apartment

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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A charming hillside hideaway, vacation rental in Middleton
A charming hillside hideaway, vacation rental in Middleton
A charming hillside hideaway, vacation rental in Middleton

A charming hillside hideaway

Rental Home
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Wine Down Mansion, Greenwich, Blue Mountains, vacation rental in Middleton
Wine Down Mansion, Greenwich, Blue Mountains, vacation rental in Middleton
Wine Down Mansion, Greenwich, Blue Mountains, vacation rental in Middleton

Wine Down Mansion, Greenwich, Blue Mountains

Rental Home
5 bedrooms
7 bathrooms
Sleeps 10
Match: Sleeps
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The Family Hub Kingston Jamaica, vacation rental in Middleton
The Family Hub Kingston Jamaica, vacation rental in Middleton
The Family Hub Kingston Jamaica, vacation rental in Middleton

The Family Hub Kingston Jamaica

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Private Apartment entire unit w Rental Car Access, vacation rental in Middleton
Private Apartment entire unit w Rental Car Access, vacation rental in Middleton
Private Apartment entire unit w Rental Car Access, vacation rental in Middleton

Private Apartment entire unit w Rental Car Access

Condo/Apartment
0 bedrooms
0 bathrooms
Sleeps 2
Match: Sleeps
More info
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Crowne Gardens. Safe, quiet, luxurious Kingston home with a scenic view., vacation rental in Middleton
Crowne Gardens. Safe, quiet, luxurious Kingston home with a scenic view., vacation rental in Middleton
Crowne Gardens. Safe, quiet, luxurious Kingston home with a scenic view., vacation rental in Middleton

Crowne Gardens. Safe, quiet, luxurious Kingston home with a scenic view.

Rental Home
7 bedrooms
6 bathrooms
Sleeps 8
Match: Sleeps
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Beautiful furnished apartment with all modern amenities, vacation rental in Middleton
Beautiful furnished apartment with all modern amenities, vacation rental in Middleton
Beautiful furnished apartment with all modern amenities, vacation rental in Middleton

Beautiful furnished apartment with all modern amenities

Condo/Apartment
2 bedrooms
3 bathrooms
Sleeps 4
Match: Sleeps
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Comfy Apt with gated parking, vacation rental in Middleton
Comfy Apt with gated parking, vacation rental in Middleton
Comfy Apt with gated parking, vacation rental in Middleton

Comfy Apt with gated parking

Condo/Apartment
0 bedrooms
0 bathrooms
Sleeps 2
Match: Sleeps
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Tranquility Estate - Your Idyll In The Hustle And Bustle Of Kingston, vacation rental in Middleton
Tranquility Estate - Your Idyll In The Hustle And Bustle Of Kingston, vacation rental in Middleton
Tranquility Estate - Your Idyll In The Hustle And Bustle Of Kingston, vacation rental in Middleton

Tranquility Estate - Your Idyll In The Hustle And Bustle Of Kingston

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 2
Match: Sleeps
More info
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Frequently Asked Questions about Middleton