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Check prices for these dates

In two weeks
12 Jun - 14 Jun
In two months
24 Jul - 26 Jul
In three months
21 Aug - 23 Aug
In four months
18 Sept - 20 Sept

Our top choices for Middletown holiday homes

TV

Emerald Lodge quiet efficiency

Emerald Lodge quiet efficiency
Middletown
10.0 out of 10, Exceptional, (2 reviews)
"Very homey comfortable place. Peaceful 😊"
United States
Carol
The price is £171
includes taxes & fees
31 May - 1 Jun
Emerald Lodge quiet efficiency
Terrace/patio

Tangerine Cottage spacious home

Tangerine Cottage spacious home
Middletown
The price is £234
includes taxes & fees
2 Jun - 3 Jun
Tangerine Cottage spacious home
Interior

Cobb Mountain Chalet Main Floor

Cobb Mountain Chalet Main Floor
Cobb
9.4 out of 10, Exceptional, (20 reviews)
"A always a great stay this is my fourth stay."
United States
Richard D.
The price is £158
includes taxes & fees
2 Jun - 3 Jun
Cobb Mountain Chalet Main Floor
Property grounds

Bungalow on the lake

Bungalow on the lake
Clearlake
7.8 out of 10, Good, (8 reviews)
"Great little cottage for a good price. "
United States
Danielle C.
The price is £149
includes taxes & fees
31 May - 1 Jun
Bungalow on the lake
Outdoor pool

2 Hidden Wine Country Gem Upstairs Unit

2 Hidden Wine Country Gem Upstairs Unit
Scenic Brush Creek
9.8 out of 10, Exceptional, (22 reviews)
"We enjoyed our stay and would certainly use this rental again if we're ever in the area. "
United States
Glen M.
The price is £250
includes taxes & fees
16 Jun - 17 Jun
2 Hidden Wine Country Gem Upstairs Unit
Interior

Cozy Cottage: Panoramic Lake Views, WiFi, Deck

Cozy Cottage: Panoramic Lake Views, WiFi, Deck
Clearlake Oaks
8.8 out of 10, Excellent, (9 reviews)
"Great communication from the property owner! Easy stay, well-appointed for our brief stay - beautiful lake views, sunsets, and sunrise!"
United States
Melanie B.
The price is £167
includes taxes & fees
29 May - 30 May
Cozy Cottage: Panoramic Lake Views, WiFi, Deck
Exterior

Guinda's Finest Nature Get-Away!

Guinda's Finest Nature Get-Away!
Guinda
9.8 out of 10, Exceptional, (8 reviews)
"Wonderful location, beautiful view."
United States
George M K.
The price is £309
includes taxes & fees
27 May - 28 May
Guinda's Finest Nature Get-Away!
Property grounds

Watefront Getaway w/ Mtn Views & Dock in Clearlake

Watefront Getaway w/ Mtn Views & Dock in Clearlake
Clearlake
10.0 out of 10, Exceptional, (1 review)
"It was very cute and right on the water my son loved the fishing the host and the neighbors were all so nice we got great family time with my sick mom beautiful sunset just a great experience"
United States
Amelia K.
The price is £203
includes taxes & fees
27 May - 28 May
Watefront Getaway w/ Mtn Views & Dock in Clearlake
Terrace/patio

Private Vineyard Retreat • Wine Tasting Perks • Fire Pit

Private Vineyard Retreat • Wine Tasting Perks • Fire Pit
Healdsburg
10.0 out of 10, Exceptional, (14 reviews)
"Kitchen was great, easy area for our dog.."
United States
Brad G.
The price is £322
includes taxes & fees
31 May - 1 Jun
Private Vineyard Retreat • Wine Tasting Perks • Fire Pit
Dining

The Cozy Pine Cone . Hot tub- Deck & Grill Forestville

The Cozy Pine Cone . Hot tub- Deck & Grill Forestville
Forestville
9.8 out of 10, Exceptional, (9 reviews)
"The house is beautiful and has everything you need to have a great time in forestville!"
United States
Nick C.
The price is £368
includes taxes & fees
9 Jun - 10 Jun
The Cozy Pine Cone . Hot tub- Deck & Grill Forestville
TV, fireplace

Russian River Valley Retreat | 3BR/3BA Winemaker’s Home Near Wineries

Russian River Valley Retreat | 3BR/3BA Winemaker’s Home Near Wineries
Northwest Santa Rosa
9.8 out of 10, Exceptional, (73 reviews)
"Loved our stay!!"
United States
kristen s.
The price is £396
includes taxes & fees
31 May - 1 Jun
Russian River Valley Retreat | 3BR/3BA Winemaker’s Home Near Wineries
Pool

Cozy Wine Country Guesthouse with Private Pool & Yard

Cozy Wine Country Guesthouse with Private Pool & Yard
Santa Rosa
10.0 out of 10, Exceptional, (12 reviews)
"We had an absolutely wonderful stay at this beautiful pool house! From the moment we arrived, it felt welcoming, peaceful, and thoughtfully designed.The space was spotless and truly had every amenity we could have asked for. The pool house itself was charming and comfortable, with all the little touches that make a stay feel special rather than just convenient.One of the biggest highlights for us was being able to bring our three dogs. The fully fenced yard made it stress-free and enjoyable for...
United States
Lisa R.
The price is £268
includes taxes & fees
1 Jun - 2 Jun
Cozy Wine Country Guesthouse with Private Pool & Yard
Smart TV

Serenity at the Russian River

Serenity at the Russian River
Mirabel Heights
10.0 out of 10, Exceptional, (37 reviews)
"Clean and comfortable place to stay, easy-check in, good amenities and location. Would definitely stay again."
United States
Scott W.
The price is £396
includes taxes & fees
27 May - 28 May
Serenity at the Russian River
Dining

Wine Country Cottage Escape

Wine Country Cottage Escape
Fulton
The price is £274
includes taxes & fees
27 May - 28 May
Wine Country Cottage Escape
TV, fireplace

Modern Organic 3BR Oasis w/ Creek&Near State Park

Modern Organic 3BR Oasis w/ Creek&Near State Park
Kenwood
10.0 out of 10, Exceptional, (2 reviews)
"We loved our stay at this property. It was clean, wonderfully decorated and centrally located for our explorations of Sonoma County. Very comfortable. The outdoor area was great for relaxing to the sound of the creek. We hope to return in the future."
United States
Linda Z.
The price is £410
includes taxes & fees
27 May - 28 May
Modern Organic 3BR Oasis w/ Creek&Near State Park
Property grounds

STUNNING Lakefront, Huge DOCK,2 Kayaks, Sleep 8, Prime fishing spot

STUNNING Lakefront, Huge DOCK,2 Kayaks, Sleep 8, Prime fishing spot
Clearlake Oaks
9.6 out of 10, Exceptional, (52 reviews)
"Loved our stay! Amenities were just as promised and Martine was very kind and flexible when we requested a late checkout. Would definitely return :)"
United States
Lia K.
The price is £360
includes taxes & fees
27 May - 28 May
STUNNING Lakefront, Huge DOCK,2 Kayaks, Sleep 8, Prime fishing spot
Fridge, microwave, oven, stovetop

Sonoma Wine Country Retreat | Near Top Wineries + Cozy Escape

Sonoma Wine Country Retreat | Near Top Wineries + Cozy Escape
Northwest Santa Rosa
9.4 out of 10, Exceptional, (23 reviews)
"enjoyed our stay, no surprises and a good value"
United States
Craig M.
The price is £316
includes taxes & fees
27 May - 28 May
Sonoma Wine Country Retreat | Near Top Wineries + Cozy Escape
Outdoor dining

Redwood Riverfront - Hot Tub and Tastings Included

Redwood Riverfront - Hot Tub and Tastings Included
Healdsburg
9.2 out of 10, Wonderful, (67 reviews)
"We had a decent stay at Riverfront. Having the house by the river was pleasant. We were a bit disappointed to find that the hot tub was below the deck and we couldnt use it at night since there seem to be no outdoor light. Overall it was nice secluded stay."
United States
Kenneth M.
The price is £653
includes taxes & fees
31 May - 1 Jun
Redwood Riverfront - Hot Tub and Tastings Included
Smart TV, stereo

❤The Elegant: A Chic Healdsburg Winery Cottage! Hot Tub, Views! !❤

❤The Elegant: A Chic Healdsburg Winery Cottage! Hot Tub, Views! !❤
Healdsburg
10.0 out of 10, Exceptional, (5 reviews)
"This property was amazing! I will definitely stay here again."
United States
Shauntele J.
The price is £415
includes taxes & fees
2 Jun - 3 Jun
❤The Elegant: A Chic Healdsburg Winery Cottage! Hot Tub, Views! !❤
1 bedroom, WiFi, bed sheets

Lodge Room for 2-3 people

Lodge Room for 2-3 people
Geyserville
The price is £115
includes taxes & fees
2 Jun - 3 Jun
Lodge Room for 2-3 people
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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Top Middletown Hotel Reviews

The Sandman Santa Rosa Sonoma, an Ascend Collection Hotel

The Sandman Santa Rosa Sonoma, an Ascend Collection Hotel

10/10 Excellent
"The Sandman was by far the best , most comfortable and best value of any motel we've stayed. They don't try to make higher profits by cutting out amenities you usually expect from a motel, like soap, coffee and one motel on Santa Rosa Avenue even had the heater shut off in the middle of the night and just shirked it off when I complained the next day. My wife, son and I had to shiver beneath blankets. It was too wet and cold to complain at the time but when they checked it the next day the manager said he would have to call a repair company. A little sympathy and price adjustment should have been in order."
Brendan 1-night trip
Posted less than an hour ago
The Sandman Santa Rosa Sonoma, an Ascend Collection Hotel

Find out more about Middletown

Middletown Holiday Homes information

Number of reviews
278
Accommodation
614 Holiday Homes
Lowest Price
£115
Highest Price
£653