Hot Middletown Cottage Rates

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Featured Cottages in Middletown

Escape to Wine County in your independant Cottage in Downtown Calistoga

Escape to Wine County in your independant Cottage in Downtown Calistoga

Calistoga
Fully refundable
The price is AU$633 per night from 17 Apr to 18 Apr
AU$633
includes taxes & fees
17 Apr - 18 Apr
With a stay at this cottage in Calistoga, you'll be a 1-minute drive from Calistoga Hot Springs and 6 minutes from Castello di Amorosa.
Escape to Wine County in your independant Cottage in Downtown Calistoga
Mountain Cottage near Russian River, hiking & downtown, family and pet friendly

Mountain Cottage near Russian River, hiking & downtown, family and pet friendly

Healdsburg
With a stay at this cottage in Healdsburg, you'll be on a river, within a 10-minute drive of Russian River and Healdsburg Museum.
Mountain Cottage near Russian River, hiking & downtown, family and pet friendly
Wine Country Bungalow

Wine Country Bungalow

Santa Rosa
Located in Santa Rosa, this cottage is within a 15-minute drive of Sonoma County Fairgrounds and Graton Resort and Casino.
Wine Country Bungalow
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Russian Riverside Cottage in Healdsburg

Russian Riverside Cottage in Healdsburg

Healdsburg
With a stay at this cottage in Healdsburg, you'll be a 1-minute drive from Russian River and 7 minutes from Badger Dog Park.
Russian Riverside Cottage in Healdsburg
TREE HOUSE, WITH INDOOR/OUTDOOR SHOWER, PRIVATE DECK, POOL & INFIINITY HOT TUB

TREE HOUSE, WITH INDOOR/OUTDOOR SHOWER, PRIVATE DECK, POOL & INFIINITY HOT TUB

Calistoga
With a stay at this cottage in Calistoga, you'll be within a 10-minute drive of Calistoga Hot Springs and Safari West.
TREE HOUSE, WITH INDOOR/OUTDOOR SHOWER, PRIVATE DECK, POOL & INFIINITY HOT TUB
Backyard Garden Oasis

Backyard Garden Oasis

3 out of 5
Middletown
Fully refundableReserve now, pay when you stay
The price is AU$342 per night from 5 May to 6 May
AU$342
includes taxes & fees
5 May - 6 May
With a stay at Backyard Garden Oasis in Middletown, you'll be 2.7 mi (4.3 km) from Twin Pine Casino and 11.4 mi (18.4 km) from Chateau Montelena Winery.
Backyard Garden Oasis
Waterfront Cottage w/ Private Pool & Lake View!

Waterfront Cottage w/ Private Pool & Lake View!

Lakeport
With a stay at this cottage in Lakeport, you'll be on the waterfront, just steps from Clear Lake and a 4-minute drive from Lakeport Historic Courthouse ...
Waterfront Cottage w/ Private Pool & Lake View!
Sunny View Cottage in the Beautiful Wine Country

Sunny View Cottage in the Beautiful Wine Country

Santa Rosa
Located in Santa Rosa, this cottage is in a rural location, a 5-minute drive from Deloach Vineyards and 7 minutes from Pioneer Park.
Sunny View Cottage in the Beautiful Wine Country
1 Bedroom Cottage Walking Distance to Down Town

1 Bedroom Cottage Walking Distance to Down Town

Santa Rosa
With a stay at this cottage, you'll be centrally located in Santa Rosa, a 3-minute drive from Sonoma County Fairgrounds and 8 minutes from Graton Resort and ...
1 Bedroom Cottage Walking Distance to Down Town
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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.

Middletown Budget-Friendly Cottage Accommodation

Adulting can be rough. You love your job, and your sweetheart is the best, but next time someone says “think outside the box” or “we’ll park that”, you just might throw a fit. When was the last time you had one of those really deep convos with your person, anyway? It sounds like you need a holiday, and you’ve come to the right place. Budget-friendly cottage accommodation in Middletown will have you feeling like your SO is the peanut butter to your jelly again in no time.

We’re not here to tell you what you want—we think you already know. You want a spot that’s totally relaxing, but still has plenty of things to do, you know, if you feel like it. You want great scenery, and you want food that’s worthy of your number one hashtag: #nomnom. Cottage getaways to Middletown definitely fit the bill.

Yes, the scenery is stunning, but on a romantic cottage holiday, it’s what’s inside that counts. Today’s cottages are filled with those little touches of luxury, like fine bath amenities and gourmet kitchens. You know the saying about how the way to someone’s heart is through their stomach? Don’t miss your chance to impress this holiday—even if that just means remembering their favourite wine. (Hey, that still counts!)

Before you can check out entirely, you’ve got a few last bits of adulting to take care of: pick your perfect cheap country cottage in Middletown, then type up that email to your boss and request your annual leave. We’re sure they’ll understand.

Middletown Cottages essential information

Accommodation
115 Cottages
Lowest Price
AU$139
Highest Price
AU$633
Popular accommodation
Escape to Wine County in your independant Cottage in Downtown Calistoga, Mountain Cottage near Russian River, hiking & downtown, family and pet friendly, Wine Country Bungalow, Russian Riverside Cottage in Healdsburg, TREE HOUSE, WITH INDOOR/OUTDOOR SHOWER, PRIVATE DECK, POOL & INFIINITY HOT TUB, Backyard Garden Oasis, Waterfront Cottage w/ Private Pool & Lake View!, Sunny View Cottage in the Beautiful Wine Country , 1 Bedroom Cottage Walking Distance to Down Town

Top trending hotels in Middletown

The Sandman, Ascend Hotel Collection

The Sandman, Ascend Hotel Collection

3 out of 5
3421 Cleveland Ave, Santa Rosa, CA
Fully refundableReserve now, pay when you stay
The price is AU$139 per night from 20 Apr to 21 Apr
AU$139
includes taxes & fees
20 Apr - 21 Apr
When you stay at The Sandman Santa Rosa Sonoma, Ascend Hotel Collection in Santa Rosa, you'll be near the airport, within a 10-minute drive of Sonoma County ...
The Sandman, Ascend Hotel Collection
Holiday Inn Windsor Wine Country by IHG

Holiday Inn Windsor Wine Country by IHG

3 out of 5
8755 Old Redwood Hwy, Windsor, CA
Fully refundable
The price is AU$188 per night from 20 Apr to 21 Apr
AU$188
includes taxes & fees
20 Apr - 21 Apr
Located in Windsor, Holiday Inn Windsor Wine Country by IHG is within a 10-minute drive of Kendall-Jackson Wine Estate and Gardens and Kendall-Jackson ...
Holiday Inn Windsor Wine Country by IHG
Flamingo Resort & Spa

Flamingo Resort & Spa

4 out of 5
2777 4th St, Santa Rosa, CA
Fully refundableReserve now, pay when you stay
The price is AU$277 per night from 27 Apr to 28 Apr
AU$277
includes taxes & fees
27 Apr - 28 Apr
With a stay at Flamingo Resort & Spa, you'll be centrally located in Santa Rosa, a 3-minute drive from Sonoma County Fairgrounds and 10 minutes from Graton Resort ...
Flamingo Resort & Spa
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Hyatt Regency Sonoma Wine Country

Hyatt Regency Sonoma Wine Country

4 out of 5
170 Railroad Street, Santa Rosa, CA
Fully refundableReserve now, pay when you stay
The price is AU$211 per night from 14 Apr to 15 Apr
AU$211
includes taxes & fees
14 Apr - 15 Apr
In the heart of Santa Rosa, Hyatt Regency Sonoma Wine Country is within a 5-minute drive of Luther Burbank Home and Gardens and Sonoma County Fairgrounds.
Hyatt Regency Sonoma Wine Country
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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.

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^Subject to availability and chosen travel dates.