Compare Middletown Guest House Rentals
Earn Orbucks instantly: $1 Orbuck = $1 USD, good toward hotels
Save 10% or more on select hotels with Insider Prices
Book on the app to instantly earn 5% on 350,000+ hotels
Featured Guest Houses in Middletown

Calderwood Inn
25 West Grant Street Healdsburg CA
$271 nightly
The price is $314 total per night
$314 total
Jul 1 - Jul 2
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.

Central Santa Rosa Getaway w/ Private Outdoor Space
Santa Rosa CA
$203 nightly
The price is $219 total per night
$219 total
Jun 7 - Jun 8
Total with taxes and fees
Guests of this guesthouse have access to designated smoking areas.

Charming guest house near Sonoma
Santa Rosa CA
$395 nightly
The price is $444 total per night
$444 total
Jun 4 - Jun 5
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.

The Well House with outdoor seating and loft!
Middletown CA
$197 nightly
The price is $197 total per night
$197 total
Jun 7 - Jun 8
Total with taxes and fees
Guests staying at this guesthouse have access to barbecue grills and a garden.

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

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.

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.
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
$116 nightly
The price is $135 total per night from Jun 7 to Jun 8
$135 total
Jun 7 - Jun 8
Total with taxes and fees
8.6/10 Excellent! (2,313 reviews)

Hotel La Rose
308 Wilson Street Santa Rosa CA
$126 nightly
The price is $146 total per night from Jun 3 to Jun 4
$146 total
Jun 3 - Jun 4
Total with taxes and fees
9.2/10 Wonderful! (1,372 reviews)

Solage, Auberge Collection
755 Silverado Trl Calistoga CA
$968 nightly
The price is $1,112 total per night from Jun 7 to Jun 8
$1,112 total
Jun 7 - Jun 8
Total with taxes and fees
9.6/10 Exceptional! (728 reviews)
Middletown Guest Houses essential information
Accommodation | 11 Guest Houses |
|---|---|
Lowest Price | $135 |
Highest Price | $1,932 |
Popular accommodation | Calderwood Inn, Central Santa Rosa Getaway w/ Private Outdoor Space, Charming guest house near Sonoma, The Well House with outdoor seating and loft!, Bunkhouse at Side Road Farm charming one bedroom cottage, Vineyard Country Inn, Wine Country Retreat w Pool & Spa - Near Vineyards, Casa 1 at Ross Ranch, Love Shack private retreat |
More to Explore
More to Explore
- Apartments in Calistoga
- B&B in Calistoga
- Cabin Rentals in Calistoga
- Cheap Hotels in Calistoga
- Kid Friendly Hotels in Calistoga
- Gay Friendly Hotels in Calistoga
- Historic Hotels in Calistoga
- Hotels with Pool in Calistoga
- Hotels with Bar in Calistoga
- Hotels with Free Breakfast in Calistoga
- Hotels with Kitchenettes in Calistoga
- Luxury Hotels in Calistoga
- Spa Resorts & in Calistoga
- Calistoga Hotels
- Motels in Calistoga
- Rv Parks in Calistoga
- Villas in Calistoga
- Hotels near Chateau Montelena Winery
- Hotels near Anderson Marsh State Historic Park
- 4 Star Hotels in Lower Lake
- 5 Star Hotels in Lower Lake
- Farmstay in Lower Lake
- Apartments in Lower Lake
- Cabin Rentals in Lower Lake
- Cottages in Lower Lake
- Hotels with Pool in Lower Lake
- Spa Resorts & in Lower Lake
- Lower Lake Hotels
- Hotels near Twin Pine Casino
- Alexander Valley Hotels
- Hotels near Calistoga Hot Springs
- Hotels near Calistoga Speedway
- Apartments in Hidden Valley Lake
- B&B in Hidden Valley Lake
- Cabin Rentals in Hidden Valley Lake
- Cottages in Hidden Valley Lake
- Hidden Valley Lake Hotels
- Motels in Hidden Valley Lake
- Rv Parks in Hidden Valley Lake
- Resorts in Hidden Valley Lake
- Villas in Hidden Valley Lake
- Farmstay in Half Moon Bay
- Apartments in Half Moon Bay
- B&B in Half Moon Bay
- Capsule Hotels in Half Moon Bay
- Inns in Half Moon Bay
- Lodges in Half Moon Bay
- Hotels near Sharpsteen Museum
- Cabin Rentals in Treasure Island
- Condo Rentals in Treasure Island
- Guest Houses in Treasure Island
- Houseboats in Treasure Island
- Hotels near Robert Young Estate Winery
- Hotels near Tamber Bey Vineyards
- 5 Star Hotels in Loch Lomond
- B&B in Sunrise Vista
- Extended Stay Hotels in Sunrise Vista
- Hotels near Soda Rock Winery
- Hotels near Old Faithful Geyser of California
- Hobergs Hotels
- Farmstay in Cobb
- B&B in Cobb
- Cabin Rentals in Cobb
- Castles in Cobb
- Cottages in Cobb
- Guest Houses in Cobb
- Pet Friendly Hotels in Cobb
- Cobb Hotels
- Inns in Cobb
- Lodges in Cobb
- Vacation Homes in Cobb
- Rv Parks in Cobb
- Flights from Boston to Calistoga
- Flights from Chicago to Calistoga
- Flights from Denver to Calistoga
- Flights from Houston to Calistoga
- Flights from Las Vegas to Calistoga
- Flights from Los Angeles to Calistoga
- Flights from Miami to Calistoga
- Flights from Minneapolis - St. Paul to Calistoga
- Flights from New York to Calistoga
- Flights from Portland to Calistoga
- Flights from Salt Lake City to Calistoga
- Flights from Sacramento to Calistoga
- Flights from Palm Springs to Calistoga
- Flights from Newark to Calistoga
- Flights to Lower Lake
- Flights from Lower Lake
- Flights to Hidden Valley Lake
- Flights from Hidden Valley Lake


