Compare Middletown Guest House Rentals

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Featured Guest Houses in Middletown

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
Jul 15 - Jul 16
Total with 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
Okaeri Calistoga

Okaeri Calistoga

4.5 out of 5
1415 Foothill Blvd Calistoga CA
$500 nightly
The price is $575 total per night
$575 total
Jul 7 - Jul 8
Total with taxes and fees
At Okaeri Calistoga, guests have access to free WiFi in public areas, coffee in a common area, and a terrace. Free parking is available if you drive. Front-desk staff can help with concierge services, and provide local restaurant recommendations. Other amenities at this luxury guesthouse include a garden, a picnic area, and a fireplace in the lobby.
Breakfast included
Parking included
Wine Country Retreat w Pool & Spa - Near Vineyards

Wine Country Retreat w Pool & Spa - Near Vineyards

Santa Rosa CA
Guests of this guesthouse enjoy features like an outdoor pool, a hot tub, and an arcade/game room. Additional amenities include laundry facilities, barbecue grills, and a garden.
Pool
Hot Tub
Vineyard Country Inn

Vineyard Country Inn

3.5 out of 5
201 Main Street St. Helena CA
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
Love Shack private retreat

Love Shack private retreat

Middletown CA
$187 nightly
The price is $187 total per night
$187 total
Aug 3 - Aug 4
Total with taxes and fees
At this guesthouse, guests have access to a garden.
Air conditioning
Parking available
Charming guest house near Sonoma

Charming guest house near Sonoma

Santa Rosa CA
$400 nightly
The price is $449 total per night
$449 total
Jul 21 - Jul 22
Total with 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
Central Santa Rosa Getaway w/ Private Outdoor Space

Central Santa Rosa Getaway w/ Private Outdoor Space

Santa Rosa CA
$204 nightly
The price is $220 total per night
$220 total
Jul 8 - Jul 9
Total with taxes and fees
Guests of this guesthouse have access to designated smoking areas.
Bunkhouse at Side Road Farm charming one bedroom cottage

Bunkhouse at Side Road Farm charming one bedroom cottage

Healdsburg CA
At this guesthouse, guests have access to a garden.
Free WiFi
Air conditioning
The Well House with outdoor seating and loft!

The Well House with outdoor seating and loft!

Middletown CA
$223 nightly
The price is $223 total per night
$223 total
Jul 12 - Jul 13
Total with taxes and fees
Guests staying at this guesthouse have access to a garden and barbecue grills.
Air conditioning
Parking available
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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 Santa Rosa Sonoma, an Ascend Collection Hotel

    The Sandman Santa Rosa Sonoma, an Ascend Collection Hotel

    3421 Cleveland Ave Santa Rosa CA
    $118 nightly
    The price is $137 total per night from Jul 26 to Jul 27
    $137 total
    Jul 26 - Jul 27
    Total with taxes and fees
    8.6/10 Excellent! (2,370 reviews)
    Hotel La Rose

    Hotel La Rose

    308 Wilson Street Santa Rosa CA
    $113 nightly
    The price is $131 total per night from Jul 7 to Jul 8
    $131 total
    Jul 7 - Jul 8
    Total with taxes and fees
    9.2/10 Wonderful! (1,402 reviews)
    Solage, Auberge Collection

    Solage, Auberge Collection

    755 Silverado Trl Calistoga CA
    $872 nightly
    The price is $1,003 total per night from Jul 20 to Jul 21
    $1,003 total
    Jul 20 - Jul 21
    Total with taxes and fees
    9.6/10 Exceptional! (739 reviews)

Middletown Guest Houses essential information

Accommodation
11 Guest Houses
Lowest Price
$131
Highest Price
$1,003
Popular accommodation
Calderwood Inn, Okaeri Calistoga, Wine Country Retreat w Pool & Spa - Near Vineyards, Vineyard Country Inn, Love Shack private retreat, Charming guest house near Sonoma, Central Santa Rosa Getaway w/ Private Outdoor Space, Bunkhouse at Side Road Farm charming one bedroom cottage, The Well House with outdoor seating and loft!

More to Explore