Middletown Vacation Rentals
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Bedrooms
Bathrooms
Amenities
Suitability
Property type
Distinctive Features
Distance from
5 mi
50 rentals in Middletown.
Big Canyon Farmhouse - Near Harbin Hotsprings
Rental Home
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Big Canyon RD - Big Canyon RD
Rental Home
4 bedrooms
3 bathrooms
Sleeps 10
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Calistoga Creek Side Mountain Estate
Rental Home
7 bedrooms
5 bathrooms
Sleeps 18
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Modern Home in downtown Middletown! Walk to shops & restaurants!
Rental Home
2 bedrooms
2 bathrooms
Sleeps 8
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Big Canyon RD
Rental Home
3 bedrooms
3 bathrooms
Sleeps 10
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Countryside Cottage
Rental Home
2 bedrooms
1 bathroom
Sleeps 4
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Blue Door Cottage
Rental Home
1 bedroom
1 bathroom
Sleeps 2
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Entire vineyard estate home near Langtry
Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Modern Guest House in the Vineyard
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Adventure Awaits: Newly Renovated Cabin Just Minutes Away from Outdoor Fun
Rental Home
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Adorable Cottage with courtyard - 2 min walk to downtown Middletown
Condo/Apartment
0 bedrooms
1 bathroom
Sleeps 4
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The following properties within 20 miles of Middletown match all your filters:
Formerly the Old Toll Road Inn (4 Beds/4.5 Baths)
Rental Home
4 bedrooms
5 bathrooms
Sleeps 8
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Starview Lodge: Quiet Mountain Home Bordering State Forest
Rental Home
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Get away from the craziness, relax and enjoy some warmer weather.
Rental Home
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Modern Mountain Cabin by Wineries & Hiking Trails!
Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Napa Valley - Spectacular Wine Country Cottage in Vineyard
Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Perfect Hidden Gem in Hidden Valley Lake
Rental Home
4 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Cottage with Two Queen Beds - Mandala Springs Wellness Retreat Center
Rental Home
1 bedroom
1 bathroom
Sleeps 4
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Beautiful Mountain Getaway with amazing views
Rental Home
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Jerusalem Ranch Guest Home
Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Alder Lodge - Peaceful Valley Retreat
Rental Home
2 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Private Casa on Designer's Farm Stay Get-Away
Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Mandala A-Frame House
Rental Home
2 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Wine Country Villas Retreat
Rental Home
6 bedrooms
6 bathrooms
Sleeps 16
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Villa Roma Secluded Wine Country Villa 15 miles from St Helena
Rental Home
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Glenbrook Lodge - Private Creekside Estate
Rental Home
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Single Queen Cottage - Mandala Springs Wellness Retreat Center
Rental Home
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Konocti Lodge - Secluded Forest Getaway
Rental Home
8 bedrooms
3 bathrooms
Sleeps 18
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Cozy Cottage, amazing palisades mountain views.
Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Modern Oasis Amongst the Pines!
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Calistoga Vineyard Getaway--Exquisite Vineyard and Mountain Views
Rental Home
4 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Wine Country Estate Property 5 min from Downtown Calistoga
Rental Home
5 bedrooms
6 bathrooms
Sleeps 15
Match: Sleeps
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Escape to “Casa Paradiso” in the Napa Valley!
Rental Home
5 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Windmill Cottage - Peaceful & Quiet on 5 acres
Rental Home
2 bedrooms
1 bathroom
Sleeps 4
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Lovely cottage
Rental Home
2 bedrooms
1 bathroom
Sleeps 5
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Mountain ranch on 60 acres!
Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
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Calistoga Vineyard House
Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Charming Vintage Cottage
Rental Home
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Modern and beautiful renovated cabin in Lush Lake County!
Rental Home
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Adventure Awaits: Newly Renovated Cabin Just Minutes Away from Outdoor Fun
Rental Home
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Napa Valley's Palisades Paradise ~ The Perfect Peaceful Location!!!
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Cabin with Deck ~ 2 Miles to Loch Lomond!
Rental Home
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Welcoming ‘Cole Ridge Chalet’ in Kelseyville!
Rental Home
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Adventure Awaits: Newly Renovated Cabin Just Minutes Away from Outdoor Fun
Rental Home
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Creekside Zen Writer's Cabin and Tearoom
Rental Home
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Little Falling Water - Mid-Mod Masterpiece
Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Mountain Oasis: Newly Updated Cabin Unveils Rustic Charm
Rental Home
4 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Hidden Valley Lake Apartment
Rental Home
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Designer's Ranch-Style Farm Stay Get-Away
Rental Home
6 bedrooms
5 bathrooms
Sleeps 12
Match: Sleeps
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Cobb Mountain Chalet
Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
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Showing results 1-50 of 50
Frequently Asked Questions about Middletown
- Yes, here are some popular vacation rentals in Middletown that have a pool:
- Big Canyon RD
- Adventure Awaits: Newly Renovated Cabin Just Minutes Away from Outdoor Fun
- Blue Door Cottage
- Yes, here are some popular vacation rentals in Middletown that have internet access:
- Big Canyon RD
- Adventure Awaits: Newly Renovated Cabin Just Minutes Away from Outdoor Fun
- Blue Door Cottage
- Some of the most popular kid friendly rentals in Middletown are:
- Adventure Awaits: Newly Renovated Cabin Just Minutes Away from Outdoor Fun
- Big Canyon RD - Big Canyon RD
- Modern Guest House in the Vineyard