Compare Middletown Guest House Rentals
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Featured Guest Houses in Middletown

Calderwood Inn
25 West Grant Street Healdsburg CA
$257 nightly
The price is $299 total per night
$299 total
Apr 7 - Apr 8
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

Vineyard Country Inn
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

Charming guest house near Sonoma
Santa Rosa CA
$395 nightly
The price is $444 total per night
$444 total
Apr 11 - Apr 12
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
Santa Rosa CA
$201 nightly
The price is $217 total per night
$217 total
Apr 19 - Apr 20
Total with taxes and fees
Guests of this guesthouse have access to designated smoking areas.

The Well House with outdoor seating and loft!
Middletown CA
$198 nightly
The price is $198 total per night
$198 total
Apr 13 - Apr 14
Total with taxes and fees
Guests staying at this guesthouse have access to a garden and barbecue grills.
Air conditioning
Parking available

Bunkhouse at Side Road Farm charming one bedroom cottage
Healdsburg CA
At this guesthouse, guests have access to a garden.
Free WiFi
Air conditioning

Private Casa on Designer's Farm Stay Get-Away
Calistoga CA
$1,275 nightly
The price is $1,406 total per night
$1,406 total
Apr 7 - Apr 8
Total with taxes and fees
At this guesthouse, guests have access to a gym, laundry facilities, and barbecue grills. Helpful staff is there to provide concierge services, as well as offer insight about the area. This smoke-free guesthouse also has a garden.
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
3421 Cleveland Ave Santa Rosa CA
$101 nightly
The price is $118 total per night from Apr 27 to Apr 28
$118 total
Apr 27 - Apr 28
Total with taxes and fees
8.4/10 Very Good! (2,218 reviews)

Solage, Auberge Collection
755 Silverado Trl Calistoga CA
$867 nightly
The price is $997 total per night from Apr 7 to Apr 8
$997 total
Apr 7 - Apr 8
Total with taxes and fees
9.6/10 Exceptional! (711 reviews)

Harvest Inn
One Main St St. Helena CA
$359 nightly
The price is $414 total per night from Apr 7 to Apr 8
$414 total
Apr 7 - Apr 8
Total with taxes and fees
9.6/10 Exceptional! (1,004 reviews)
Middletown Guest Houses essential information
Accommodation | 14 Guest Houses |
|---|---|
Lowest Price | $118 |
Highest Price | $1,406 |
Popular accommodation | Calderwood Inn, Vineyard Country Inn, Charming guest house near Sonoma, Central Santa Rosa Getaway w/ Private Outdoor Space, The Well House with outdoor seating and loft!, Bunkhouse at Side Road Farm charming one bedroom cottage, Private Casa on Designer's Farm Stay Get-Away, Love Shack private retreat, Wine Country Retreat w Pool & Spa - Near Vineyards |
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