Holiday Homes in Middletown

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Check prices for these dates

In two weeks
20 Feb - 22 Feb
In two months
3 Apr - 5 Apr
In three months
1 May - 3 May
In four months
29 May - 31 May

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 €185
includes taxes & fees
3 Feb - 4 Feb
Emerald Lodge quiet efficiency
Terrace/patio

Tangerine Cottage spacious home

Tangerine Cottage spacious home
Middletown
The price is €248
includes taxes & fees
3 Feb - 4 Feb
Tangerine Cottage spacious home
Outdoor dining

Stagecoach Cottage quiet efficiency

Stagecoach Cottage quiet efficiency
Middletown
The price is €235
includes taxes & fees
28 Feb - 1 Mar
Stagecoach Cottage quiet efficiency
Interior

Cobb Mountain Chalet Main For

Cobb Mountain Chalet Main For
Cobb
9.6 out of 10, Exceptional, (14 reviews)
"A always a great stay this is my fourth stay."
United States
Richard D.
The price is €168
includes taxes & fees
5 Mar - 6 Mar
Cobb Mountain Chalet Main For
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 €231
includes taxes & fees
8 Feb - 9 Feb
2 Hidden Wine Country Gem Upstairs Unit
Fridge, microwave, oven, stovetop

Wineries & Wine: A Comforting Getaway in Wine Country

Wineries & Wine: A Comforting Getaway in Wine Country
Northwest Santa Rosa
9.4 out of 10, Exceptional, (22 reviews)
"This is a great location, and comfortable space for us to tour wine country! We enjoyed the condo, it was quite and clean."
United States
Gayle C.
The price is €271
includes taxes & fees
2 Mar - 3 Mar
Wineries & Wine: A Comforting Getaway in Wine Country
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 €169
includes taxes & fees
6 Feb - 7 Feb
Bungalow on the lake
Dining

Russian River Brew-cation Home

Russian River Brew-cation Home
Northwest Santa Rosa
10.0 out of 10, Exceptional, (55 reviews)
"The house was great! We enjoyed our stay"
United States
Warren M.
The price is €358
includes taxes & fees
3 Feb - 4 Feb
Russian River Brew-cation Home
Fridge, microwave, oven, coffee/tea maker

Lakeside Retreat with Private Boat Ramp by RedAwning

Lakeside Retreat with Private Boat Ramp by RedAwning
Clearlake
9.0 out of 10, Wonderful, (6 reviews)
"Great experience, plenty of gated parking, convenient location. "
United States
Mark N.
The price is €432
includes taxes & fees
3 Feb - 4 Feb
Lakeside Retreat with Private Boat Ramp by RedAwning
Outdoor dining

Walk to Downtown & Russian River Brewery

Walk to Downtown & Russian River Brewery
Santa Rosa
10.0 out of 10, Exceptional, (4 reviews)
"Wonderful location, cleanliness, and has all the amenities to make for a lovely stay. "
United States
roxanne K.
The price is €358
includes taxes & fees
22 Feb - 23 Feb
Walk to Downtown & Russian River Brewery
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, (45 reviews)
"Great relaxation and good fishing!"
United States
Donald G.
The price is €412
includes taxes & fees
3 Feb - 4 Feb
STUNNING Lakefront, Huge DOCK,2 Kayaks, Sleep 8, Prime fishing spot
Living area

Lake house bungalow!

Lake house bungalow!
Clearlake Oaks
9.4 out of 10, Exceptional, (3 reviews)
"Love the location and owner is really helpful..will definitely keep this property in my favorite when i come back to clear lake"
United States
Oohhse D.
The price is €265
includes taxes & fees
1 Mar - 2 Mar
Lake house bungalow!
Dining

Sonoma Getaway: Winemaker’s Home with Modern Amenities

Sonoma Getaway: Winemaker’s Home with Modern Amenities
Northwest Santa Rosa
10.0 out of 10, Exceptional, (78 reviews)
"The house was very clean and cozy in a cute neighborhood. Very nice backyard space and interior, would definitely recommend and stay again."
United States
Gary R.
The price is €329
includes taxes & fees
2 Mar - 3 Mar
Sonoma Getaway: Winemaker’s Home with Modern Amenities
Dining

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

The Cozy Pine Cone . Hot tub- Deck & Grill Forestville
Forestville
10.0 out of 10, Exceptional, (6 reviews)
"The house is beautiful and has everything you need to have a great time in forestville!"
United States
Nick C.
The Cozy Pine Cone . Hot tub- Deck & Grill Forestville
TV, fireplace

Winemaker's Delight: 3BD/3BA Russian River Valley

Winemaker's Delight: 3BD/3BA Russian River Valley
Northwest Santa Rosa
9.8 out of 10, Exceptional, (72 reviews)
"Comfortable beds and clean place. We enjoyed it"
United States
Amy F.
The price is €358
includes taxes & fees
9 Feb - 10 Feb
Winemaker's Delight: 3BD/3BA Russian River Valley
Interior

Cozy Cottage: Panoramic Lake Views, WiFi, Deck

Cozy Cottage: Panoramic Lake Views, WiFi, Deck
Clearlake Oaks
8.6 out of 10, Excellent, (8 reviews)
"Beautiful view and comfy beds. "
United States
Elizabeth P.
The price is €190
includes taxes & fees
3 Feb - 4 Feb
Cozy Cottage: Panoramic Lake Views, WiFi, Deck
Exterior

Healdsburg Plaza Charmer w/ Hot Tub & Fire Pit

Healdsburg Plaza Charmer w/ Hot Tub & Fire Pit
Healdsburg
10.0 out of 10, Exceptional, (15 reviews)
"great location! the cottage was perfect for our trip with pets."
United States
Sue P.
The price is €569
includes taxes & fees
9 Feb - 10 Feb
Healdsburg Plaza Charmer w/ Hot Tub & Fire Pit
Exterior

Private 1+ acre, Bocce, Waterfall, Free Pool Heat

Private 1+ acre, Bocce, Waterfall, Free Pool Heat
Santa Rosa
9.8 out of 10, Exceptional, (17 reviews)
"This house was amazing and had everything I’d want in my dream home. The setup outside was perfect for hanging out and enjoying the sun. The hot tub was amazing and the pool table was nice to have."
United States
Angelica D.
Private 1+ acre, Bocce, Waterfall, Free Pool Heat
Smart TV, DVD player, books, video library

River Retreat - Hot Tub and Tastings Included

River Retreat - Hot Tub and Tastings Included
Healdsburg
10.0 out of 10, Exceptional, (2 reviews)
"The house is in a great secluded location just outside of Healdsburg. It is very easy to get to town, and the house itself is well stocked. We really enjoyed our stay!"
United States
James B.
The price is €598
includes taxes & fees
12 Feb - 13 Feb
River Retreat - Hot Tub and Tastings Included
TV, fireplace, books

Napa Valley Retreat in Calistoga!

Napa Valley Retreat in Calistoga!
Calistoga
9.8 out of 10, Exceptional, (32 reviews)
"While we didn't hear the check in instructions very well, Kate was so very patient. The place was absolutely lovely and exactly as advertised. "
United States
Kelly S.
The price is €606
includes taxes & fees
8 Feb - 9 Feb
Napa Valley Retreat in Calistoga!
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

Hotel E

Hotel E

10/10 Excellent
"Very accomodating staff, it was a very peaceful stay."
AUDREY 5-night trip
Posted 2 days ago
Hotel E

Find out more about Middletown

Middletown Holiday Homes information

Number of reviews
389
Accommodation
610 Holiday Homes
Lowest Price
€168
Highest Price
€606