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Pet Friendly Holiday Rentals in Middletown, CA

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    The following rentals are within 30 kilometers of Middletown, Lake County, California.

    1 / 23
    4.5 of 5 stars (2) Very good
    St. Helena, CA
    3 Bedrooms, 4 Bathrooms, Sleeps 6 | Quick View
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    Healdsburg, CA
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    1 / 10
    5 of 5 stars (2) Excellent
    Healdsburg, CA
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    1 / 28
    5 of 5 stars (14) Excellent
    Healdsburg, CA
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • Washer
    • DVD Player
    • Waterfront
    • Wi-Fi
    • Mountain Views
    • Central Heating
    • Grill
    • Hot Tub
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    Our cottage is one of the best priced rentals right on the river with a big spa. It is priced the same or lower than other rentals across the street or up Fitch Mountain. There is a big difference being on the river, the large deck and dinning room have river views and lots of natural lights. The... View all property information
    Location Information
    Healdsburg, Sonoma County 95448
    5 of 5 stars Reviewed 16 February 2016
    My wife and I rented this cozy house with some good friends. We found it clean, well maintained and well equipped with everything we needed for a perfect weekend getaway. The...
    5 of 5 stars Reviewed 5 April 2015
    Easy breezy. Everything about this rental was a no-brainer. From communication with the owners to the accessibility and instructions to the quaintness and cleanliness of the...
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    1 / 21
    5 of 5 stars (3) Excellent
    Healdsburg, CA
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    Very well located on a ½ an acre with the back fence on the edge of Dry Creek Valley’s West Wines Vineyards, this beautiful ‘home away from home’ awaits you and your guests! First, be welcomed by a lovely landscaped yard out front with mature plantings and a small lawn which you can enjoy while... View all property information
    Location Information
    Healdsburg, Sonoma County 95448
    5 of 5 stars Reviewed 4 weeks ago
    We absolutely loved our stay at Maison de Soleil! The home was gorgeous and provided us with all the comforts and amenities of home. The location was perfect for easy access to...
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    1 / 17
    5 of 5 stars (3) Excellent
    Healdsburg, CA
    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
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    • Balcony
    • Mountain Views
    • Patio
    • Grill
    • Satellite TV
    • DVD Player
    • Hot Tub
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    The pristine Chalk Hill valley here in Healdsburg is where this lovely attached studio is located and only 12-14 minutes drive to downtown Healdsburg, and 5-7 minutes to downtown Windsor featuring: Separate entrance with deck and views, gas bbq Queen size bed, fully equipped kitchen, private... View all property information
    Location Information
    Healdsburg, Sonoma County 95448
    5 of 5 stars Reviewed 9 December 2015
    Great place in Chalk Hill area. We were within 45 minutes of Armstrong Redwoods and within 20 minutes of any Sonoma winery we wanted to see. Took ten minutes or so to get to...
    5 of 5 stars Reviewed 8 January 2015
    We had a very nice stay with Tony and Julie. It's a lovely studio with all the amenities you need. It's convenient to many wineries, Windsor and Healdsburg. The owners were...
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    1 / 30
    5 of 5 stars (10) Excellent
    Healdsburg, CA
    4 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    Amenities & Details
    • Internet Access
    • DVD Player
    • Satellite TV
    • Air Conditioning
    • Private Outdoor...
    • Waterfront
    • Mountain Views
    • Hot Tub
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    'Mona, a name given to house by our daughter when she could not say 'Sonoma,' is a four bedroom/four bath, completely remodeled home including a one bedroom/one bath guest house in the heart of Dry Creek Valley in Healdsburg, California. Our vacation home sits on one acre nestled among the vines... View all property information
    Location Information
    Healdsburg, Sonoma County 95448
    5 of 5 stars Reviewed 14 September 2015
    Mona was just as warm & welcoming as the photos showcased. Celebrating our Mother's 90th, it was the perfect location to enjoy time together as family- plenty of games to enjoy...
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    1 / 22
    5 of 5 stars (4) Excellent
    Healdsburg, CA
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Hot Tub
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    Lovely Healdsburg Vineyard Home - 3br/2ba (up to 8+ guests, children welcome, small lapdogs considered), in the vineyards. Shaded by a 100-year-old oak tree, this very special home ‘lives’ on 30 vineyard acres and is off Dry Creek Road, just one mile west of the north end of charming, upscale,... View all property information
    Location Information
    Healdsburg, Sonoma County 95448
    1 / 19
    4.5 of 5 stars (3) Very good
    Healdsburg, CA
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    Newly Renovated Healdsburg VineHaven - 3br/2ba (up to 8 guests, children welcome, small lapdogs considered) w/ Spa, Gardens, & Spectacular Vineyard Views Very well located at the north end of Healdsburg and the beginning of the famed Dry Creek Valley and vineyards, this newly renovated 50’s... View all property information
    Location Information
    Healdsburg, Sonoma County 95448
    5 of 5 stars Reviewed 13 August 2014
    Location could not have been better. The house and property were well done and very clean. Had everything we needed and more. Only one little thing we didn't like was the...
    4 of 5 stars Reviewed 21 June 2012
    We just returned from a long weekend trip to Russian River Valley for a wine tasting trip & 50th birthday celebration. I found VineHaven online while looking for a house rental...
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    Kelseyville
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Grill
    • Terrace
    • Balcony
    • Patio
    • Mountain Views
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    This is a beautiful house over looking magnificent Clear lake and Mt. konocti. It is surrounded by a garden full of roses, lavendar, rows of Olive Trees, Cypress Pine trees and a small vinyard. There is plenty to do in this small town. Take your boat on the water and explore the beauty of Clear... View all property information
    Location Information
    Kelseyville, Lake County 95451
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    1 / 21
    5 of 5 stars (3) Excellent
    Healdsburg, CA
    3 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    • DVD Player
    • Satellite TV
    • Washer
    • Grill
    • Hot Tub
    • Air Conditioning
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    Only 3.5 miles northeast of Healdsburg’s historic plaza, this stunning, nearly new, custom 3br + bonus room / 2.5 bath “castle” is a 4 acre vineyard estate property that is perched on a knoll and surrounded by vineyards with a beautiful view of the foothills of the Alexander Valley wine growing... View all property information
    Location Information
    Healdsburg, Sonoma County 95448
    Calistoga, CA
    7 Bedrooms, 8 Bathrooms, Sleeps 14 | Quick View
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    • Mountain Views
    • Hot Tub
    • Washer
    • Air Conditioning
    • Private Outdoor...
    • Balcony
    • Patio
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    Explore the best of Napa Valley at this 7-bedroom, 7.5-bathroom Calistoga vacation rental house which sleeps 14. Featuring a private pool, hot tub and a close proximity to the area’s main attractions - this alluring abode will not disappoint!  Let this prime Calistoga vacation rental house serve... View all property information
    Location Information
    Calistoga, Napa Valley 94515
    1 / 18
    3.5 of 5 stars (3) Average
    Healdsburg, CA
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    Amenities & Details
    • DVD Player
    • Satellite TV
    • Air Conditioning
    • Hot Tub
    • Washer
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    ENJOY...a fabulous vacation with old man river, at the RiverHouse, where the Redwoods meet the Russian River. With direct river access and its own private beach, this very special riverfront home is located just minutes from downtown Healdsburg, yet a world away, nestled on a wooded knoll on North... View all property information
    Location Information
    Healdsburg, Sonoma County 95448
    1 / 16
    4.5 of 5 stars (4) Very good
    Healdsburg, CA
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    Amenities & Details
    • Washer
    • Internet Access
    • Satellite TV
    • DVD Player
    • Air Conditioning
    • Parking
    • Grill
    • Hot Tub
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    Enjoy the best of two worlds, the peace and tranquility of ‘country living’ among the vineyards and wineries of the Russian River Valley, and the convenience of being only five minutes from the historic Healdsburg’s Plaza. Bella Terra Healdsburg is an upscale, and modern appointed three bedroom,... View all property information
    Location Information
    Healdsburg, Sonoma County 95448
    3 of 5 stars Reviewed 10 September 2014
    I was staying at Bella Gia with my husband and a few friends. We were in Healdsburg for our friends' wedding. The house is in an extremely convenient location to downtown...
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    Kelseyville
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Mountain Views
    • Air Conditioning
    • Washer
    • Housekeeping...
    • DVD Player
    • Waterfront
    • Patio
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    If you are looking for the perfect lake house, here it is! Great dock, fishing, boat ramp. Well equipped kitchen, lovely furnishings, comfy beds. It is a truly wonderful house. There's even a PacMan machine. Long term stays are recommended. Lots to do if you like to look at birds or go hiking,... View all property information
    Location Information
    Kelseyville, Lake County 95451
    1 / 10
    5 of 5 stars (2) Excellent
    Geyserville, CA
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • Mountain Views
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    Rustic-Chic cottage on Tree covered Ranch surrounded by grape vines. Located between Healdsburg and Geyserville, this cottage is the perfect launching point for bicycling and wine tasting. Two bedrooms, each with down comforters. One king and one queen sized bed, one bath. The living space is... View all property information
    Location Information
    Geyserville, Sonoma County 95441
    5 of 5 stars Reviewed 1 week ago
    cute house that gives real feel for what it is like to live among the vineyards on a former plum orchard. Trees are beautiful, chickens provide fresh eggs for the taking, rooster...
    5 of 5 stars Reviewed 18 October 2015
    Sheila responded quickly to my inquiry and was forward and willing to speak with me about the cabin. It was a great place for a bigger group, with plenty of family friendly...
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    1 / 26
    Healdsburg, CA
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Amenities & Details
    • Grill
    • Air Conditioning
    • Patio
    • Internet Access
    • Parking
    • Hot Tub
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    Experience the best of California wine country at this two-bedroom Healdsburg home, where you'll enjoy two patios, a hot tub, and an ideal location close to restaurants and tasting rooms. This dog-friendly retreat sits on a tree-lined property two miles north of central Healdsburg, making it a... View all property information
    Location Information
    Healdsburg, Sonoma County 95448
    Kelseyville
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    Amenities & Details
    • Internet Access
    • Satellite TV
    • Air Conditioning
    • Mountain Views
    • DVD Player
    • Shared Outdoor Pool...
    • Hot Tub
    • Waterfront
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    This family-friendly Kelseyville vacation rental house is the perfect home base for those looking for a relaxing getaway in Northern California! Offering 3 bedrooms, 2 bathrooms, and enough room to comfortably accommodate 8 guests throughout 2,000 square feet of tastefully appointed living space,... View all property information
    Location Information
    Kelseyville, Lake County 95451
    1 / 24
    Calistoga, CA
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    Amenities & Details
    • Wi-Fi
    • Air Conditioning
    • Hot Tub
    • Satellite TV
    • Grill
    • Private Outdoor...
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    Our 4BR, 2BA Calistoga home has sweeping vineyard views framed by the mountains. Located in a wine-lover’s heaven near your pick of wineries…and just minutes from downtown Calistoga. Lounge by your own private pool and unwind in the private hot tub! Likely it’s wine that brings you to Calistoga.... View all property information
    Location Information
    Calistoga, Napa Valley 94515
    Healdsburg, CA
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Parking
    • Private Garden
    • Air Conditioning
    • Wi-Fi
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    Here’s a house you’ll want to call home. Located in a quiet neighborhood only two miles from downtown historic Healdsburg, this is the ideal home base for long-term visitors who want to get a feel for what it’s like to live in the heart of the beautiful Sonoma Wine Country. Cozy, comfortable and... View all property information
    Location Information
    Healdsburg, Sonoma County 95448
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    Cobb
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Hot Tub
    • Washer
    • Mountain Views
    • Patio
    • DVD Player
    • Parking
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    Escape the hustle and bustle of everyday life by booking a stay at this 2-bed, 2-bath Cobb house, which accommodates 6! You’re sure to have an unforgettable California escape at this property, which boasts terrific outdoor and indoor features! This spacious 1,600 square-foot home is an ideal... View all property information
    Location Information
    Cobb, Lake County 95426
    Geyserville, CA
    3 Bedrooms, 3 Bathrooms, Sleeps 9 | Quick View
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    • Internet Access
    • Air Conditioning
    • Washer
    • Shared Garden
    • Grill
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Sunset Peak Abode is a wonderful house for family and friends to gather for Wine Country retreats. Each of the three bedrooms have kind beds in large rooms. The master bedroom has a twin bed in addition to the king bed. It also has a gas log fireplace and a view of the mountains to the east.... View all property information
    Location Information
    Geyserville, Sonoma County 95441
    Clearlake Oaks
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Air Conditioning
    • Parking
    • Satellite TV
    • Washer
    • DVD Player
    • Patio
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    This vacation home at Clearlake Oaks Keys,sleeps 6 people. There are two bedrooms sleeps four people. There is a California King bed in the master bedroom and a Queen bed in the guest room. In addition to The bedrooms,there are two roll away beds suitable for adults or children. plus two soft... View all property information
    Location Information
    Clearlake Oaks, Lake County 95423
    1 / 14
    Windsor, CA
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Internet Access
    • Satellite TV
    • Air Conditioning
    • Grill
    • Balcony
    • Patio
    • Washer
    • DVD Player
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    Location location location: Wine country escape with Windsor Town convenience. 4 block walk to Downtown Windsor plaza. Tuscany style custom home in the heart of California's Wine and Food Country. Walking distance to Old Town Windsor and its Town Green which host 30 free annual events and is... View all property information
    Location Information
    Windsor, Sonoma County
    1 / 21
    Geyserville, CA
    3 Bedrooms, 3 Bathrooms, Sleeps 9 | Quick View
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    Amenities & Details
    • Satellite TV
    • Internet Access
    • Grill
    • Hot Tub
    • Patio
    • Air Conditioning
    • DVD Player
    • Washer
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    Sunset Peak Abode is a wonderful house for family and friends to gather for Wine Country visits. It is a perfect location for wine tasting weekends or friends and families coming for weddings. Each of the three bedrooms have king beds in large rooms. The master bedroom has a twin bed in addition to... View all property information
    Location Information
    Geyserville, Sonoma County 95441