Compare Middletown Guest House Rentals

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Featured Guest Houses in Middletown

Vineyard Country Inn

Vineyard Country Inn

3.5 out of 5
201 Main Street, St. Helena, CA
$235 nightly
The price is $270 total per night
$270 total
May 26 - May 27
Total includes taxes and fees
Guests of Vineyard Country Inn enjoy an outdoor pool, free WiFi in public areas, and a meeting room. A stay here includes free parking. Front-desk staff can help with tours or tickets, and provide local restaurant recommendations. This smoke-free guesthouse also has a garden.
Pool
Breakfast included
Calderwood Inn

Calderwood Inn

3.5 out of 5
25 West Grant Street, Healdsburg, CA
$228 nightly
The price is $265 total per night
$265 total
May 28 - May 29
Total includes taxes and fees
A local mainstay since 1903, Calderwood Inn offers free WiFi in public areas, a library, and a terrace. If you decide to drive, there's free parking. Front-desk staff can help with concierge services, and provide local restaurant recommendations. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls. Additional amenities include a garden and a picnic area.
Breakfast included
Pet friendly
Spacious Honeymoon Suite w/ 2 Beds & Private Kitchen

Spacious Honeymoon Suite w/ 2 Beds & Private Kitchen

$509 nightly
The price is $576 total per night
$576 total
May 12 - May 13
Total includes taxes and fees
Guests staying at this guesthouse enjoy a hot tub, laundry facilities, and a garden. Staff members can answer questions about accommodations, and also provide concierge services.
Hot Tub
Air conditioning
Charming guest house near Sonoma

Charming guest house near Sonoma

$330 nightly
The price is $371 total per night
$371 total
May 14 - May 15
Total includes taxes and fees
Guests staying at this guesthouse enjoy a hot tub, laundry facilities, and barbecue grills. Transportation is made easy with limo/town car service.
Hot Tub
Pet friendly
Bunkhouse at Side Road Farm charming one bedroom cottage

Bunkhouse at Side Road Farm charming one bedroom cottage

At this guesthouse, guests have access to a garden.
Free WiFi
Air conditioning
Vignoble House St. Helena/Napa Valley

Vignoble House St. Helena/Napa Valley

Guests staying at this guesthouse enjoy an outdoor pool, a gym, and a hot tub. Transportation is made easy with limo/town car service. Friendly staff can provide concierge services, and also offer advice about sightseeing. Additional amenities include barbecue grills and a garden.
Pool
Hot Tub
Delightful Downtown Cottage House with Modern Amenities (Breakfast Possible)

Delightful Downtown Cottage House with Modern Amenities (Breakfast Possible)

$1,149 nightly
The price is $1,300 total per night
$1,300 total
May 11 - May 12
Total includes taxes and fees
This guesthouse features a hot tub and a garden. Staff members can answer questions about accommodations, and also provide concierge services.
Hot Tub
Air conditioning
Sonoma County stunner near wineries & parks with hot tub & garden - walkable

Sonoma County stunner near wineries & parks with hot tub & garden - walkable

Guests staying at this guesthouse enjoy a sauna, a hot tub, and a garden.
Hot Tub
Air conditioning
Dedicated Patio, Roku & Self Check-In

Dedicated Patio, Roku & Self Check-In

Guests of this guesthouse have access to designated smoking areas.
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Hotel Options in Middletown

    The Sandman, Ascend Hotel Collection

    The Sandman, Ascend Hotel Collection

    3421 Cleveland Ave, Santa Rosa, CA
    $98 nightly
    The price is $114 total per night from May 19 to May 20
    $114 total
    May 19 - May 20
    Total includes taxes and fees
    8.2/10 Very Good! (2,065 reviews)
    Hyatt Regency Sonoma Wine Country

    Hyatt Regency Sonoma Wine Country

    170 Railroad Street, Santa Rosa, CA
    $154 nightly
    The price is $179 total per night from May 26 to May 27
    $179 total
    May 26 - May 27
    Total includes taxes and fees
    8/10 Very Good! (1,000 reviews)
    Flamingo Resort & Spa

    Flamingo Resort & Spa

    2777 4th St, Santa Rosa, CA
    $162 nightly
    The price is $188 total per night from May 28 to May 29
    $188 total
    May 28 - May 29
    Total includes taxes and fees
    8/10 Very Good! (1,003 reviews)

Middletown Guest Houses essential information

Accommodation
11 Guest Houses
Lowest Price
$114 total
Highest Price
$1,300 total
Popular accommodation
Vineyard Country Inn, Calderwood Inn, Spacious Honeymoon Suite w/ 2 Beds & Private Kitchen, Charming guest house near Sonoma, Bunkhouse at Side Road Farm charming one bedroom cottage, Vignoble House St. Helena/Napa Valley, Delightful Downtown Cottage House with Modern Amenities (Breakfast Possible), Sonoma County stunner near wineries & parks with hot tub & garden - walkable, Dedicated Patio, Roku & Self Check-In

Guest Houses in Middletown

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