We noticed that you're using an unsupported browser. The TripAdvisor website may not display properly.
We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.

Holiday Rentals with Pools in Glen Ellen and nearby

Map
Satellite
Map updates are paused. Zoom in to see updated info.
Reset zoom
Updating Map...
Your filters are still active.
There are no pins in your viewport. Try moving the map or changing your filters.
dd/mm/yyyy dd/mm/yyyy
    There are no pins in your viewport. Try moving the map or changing your filters.
    • {providername} {price}
    {providername} {price}
      {listitems}
    {sold_out_text}
    We can't find prices for this accommodation
    From {rate_price} {rate_periodicity}
    List your property
    Owner log in
    Payment Protection
    Use a credit card to book with our Payment Protection.Learn more
    Show Prices
    Update
    Price
    per night
    |||
    |||
    £0
    £583 Average
    £1,000+
    Bedrooms
    Any
    Amenities
    Any
    Sleeps
    Any
    View Map
    More filters
    loading...
    Travellers to Glen Ellen are booking September dates now. Secure your holiday rental today, and have the perfect trip.
    Applied filters:
    Nearby
    Clear All
    1 / 19
    5 of 5 stars (13) Excellent
    Glen Ellen
    4 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    other travellers have booked this property
    Show Prices
    Payment Protection
    1 / 1
    Glen Ellen
    5 Bedrooms, 5 Bathrooms, Sleeps 12 | Quick View
    Show Prices
    1 / 9
    Glen Ellen
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    Enquire for rates

    The following rentals are within 10 kilometres of Glen Ellen, Sonoma County, California.

    1 / 31
    5 of 5 stars (9) Excellent
    Kenwood
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
    other travellers have booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Private Outdoor...
    • Patio
    • Grill
    • Air Conditioning
    • DVD Player
    • Internet Access
    • Washer
    • Hot Tub
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • x
    About this property
    Escape to this 2 acre, 3-bedroom retreat in the heart of Sonoma Wine Country, nestled among Oak and Fir trees along a calming seasonal creek. Located in Adobe Canyon, off the Valley of the Moon Highway, the quintessential Wine Country Hamlet of Kenwood is just a short 5-minute drive as is the... View all property information
    Location Information
    Kenwood, Sonoma County 95452
    5 of 5 stars Reviewed 1 July 2015
    I live locally and wanted to find a rental that my family could gather at and decided on this Kenwood property mainly as the pool looked like the perfect place to relax and...
    4 of 5 stars Reviewed 27 March 2015
    Wow this place was so tranquil and beautiful. It was exactly what I needed to recharge my batteries. The drive up there was so relaxing and beautiful. It's in the perfect area...
    See all reviews
    1 / 26
    5 of 5 stars (1) Excellent
    Sonoma
    3 Bedrooms, 4 Bathrooms, Sleeps 12 | Quick View
    other travellers have booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Washer
    • Satellite TV
    • Hot Tub
    • Private Outdoor...
    • DVD Player
    • Air Conditioning
    • Mountain Views
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    RANCHO PARADISO 5 minutes from Historic Sonoma Plaza and 12 minutes from Napa, Rancho Paradiso is a private gated property on 4 acres, a wonderful mesmerizing place. Centrally located for exploring this beautiful world class wine tasting region. We are located in the heart of the Carneros... View all property information
    Location Information
    Sonoma, Sonoma County 95476
    5 of 5 stars Reviewed 1 March 2015
    We stayed at Rancho Paradiso in Oct. 2014. This home was perfect for our three couples group as the layout has 3 master suites. It did not disappoint! It is spacious and well...
    See all reviews
    1 / 24
    5 of 5 stars (8) Excellent
    Kenwood
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
    other travellers have booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Hot Tub
    • Washer
    • Internet Access
    • Private Outdoor...
    • Satellite TV
    • DVD Player
    • Mountain Views
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    Our Sonoma Valley home on 2 acres of beautifully landscaped property has newly and lovingly been remodeled as our private country retreat, with every amenity and designer finishes. Located in the heart of Sonoma Wine Country, it has recently been made available as a vacation rental- please take a... View all property information
    Location Information
    Kenwood, Sonoma County 95452
    5 of 5 stars Reviewed 28 October 2015
    This was a trip to celebrate 50th birthdays. There were 9 adults, family and friends. There was ample room. We never felt crowded. The house was wonderful. It was so...
    5 of 5 stars Reviewed 15 July 2015
    We recently stayed for 3 nights and the house is very nice. Has recently been remodeled and nicely furnished. Beds were all very comfortable which we valued a lot. The best part...
    See all reviews
    1 / 18
    5 of 5 stars (14) Excellent
    Kenwood
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
    other travellers have booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Grill
    • Mountain Views
    • Satellite TV
    • Parking
    • Patio
    • Outdoor Dining Area
    • Wi-Fi
    • Shared Outdoor Pool...
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • x
    About this property
    Relax and unwind in a brand new, poolside guest cottage on a private compound just off the Highway 12 Wine Trail in Kenwood. The Sonoma Valley scenery is gorgeous - from vineyards and wide open fields studded with ancient oaks to rolling hills and dramatic mountains. Your home away from home... View all property information
    Location Information
    Kenwood, Sonoma County 95409
    5 of 5 stars Reviewed 5 July 2016
    We could not have been happier with this rental cottage. Hosts were so welcoming and home was pristine. Fabulous location for exploring, beautiful pool for unwinding with the...
    5 of 5 stars Reviewed 31 May 2016
    I am so glad to have found this wonderful cottage. It was an oasis of calm and comfort in the midst of a busy wedding weekend. The home is so well-appointed and our hosts could...
    See all reviews
    1 / 15
    5 of 5 stars (6) Excellent
    Sonoma
    3 Bedrooms, 4 Bathrooms, Sleeps 6 | Quick View
    Show Prices
    Amenities & Details
    • Hot Tub
    • Washer
    • Private Outdoor...
    • Wi-Fi
    • Patio
    • Central Heating
    • DVD Player
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • x
    About this property
    FOR THOSE LOOKING FOR A QUIET RELAXING RESORT-LIKE HOME. ***Given the setting of this property, the place is suited for quiet and relaxing enjoyment. Occupancy is limited to 6 people and parties and gatherings are not allowed. If you are looking for more of a party type house, our property manager... View all property information
    Location Information
    Sonoma, Sonoma County 95476
    5 of 5 stars Reviewed 23 January 2015
    This was our 2nd year staying at Las Palmas, and we have already booked for 2015. This is an exceptional property with all the amenities to make it a fun, relaxing and optimal...
    5 of 5 stars Reviewed 10 November 2013
    This house was exceptional. Beyond what I expected. I have rented prior homes but this home was above and beyond. My husband and I met two other couples for a long weekend trip to...
    See all reviews
    1 / 23
    5 of 5 stars (3) Excellent
    Sonoma
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
    other travellers have booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Mountain Views
    • Washer
    • Satellite TV
    • Air Conditioning
    • Hot Tub
    • Private Outdoor...
    • Wi-Fi
    • DVD Player
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    The Sonoma Hideaway is a wine country gem that combines indoor outdoor living amongst the vines with the privacy of a 2 acre lot - Perfect for families! The Master Bedroom, 2 guest bedrooms (one with trundle bed), 1 kids bedroom (2 beds and trundle bed) sleep a total of ten people in comfort, while... View all property information
    Location Information
    Sonoma, Sonoma County 95476
    5 of 5 stars Reviewed 7 July 2014
    This home was a perfect retreat. It was impeccably clean and located in the best location to visit nearby wineries. If you feel just relaxing with a bottle of wine at home, the...
    5 of 5 stars Reviewed 23 February 2011
    We stayed at this exquisite house in late September/early October of this past year. So beautiful! The pictures on the site really do not do justice to the luxury of this...
    See all reviews
    1 / 8
    Kenwood
    5 Bedrooms, 6 Bathrooms, Sleeps 12 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Air Conditioning
    • Private Outdoor...
    • Porch
    • Mountain Views
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • x
    About this property
    Secluded two-story mansion in Kenwood is perfect for a luxurious, private getaway. Regal, columned home is situated on 20 acres of land, accessed via cul-de-sac private drive with security gate. The grounds include a pool with bath house, guest house, and children's playground. You can sit at a... View all property information
    Location Information
    Kenwood, Sonoma County 95452
    List your property for free!
    List your holiday rental where TripAdvisor travellers can find it.
    Add a Listing
    1 / 21
    Sonoma
    2 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Patio
    • Wi-Fi
    • Washer
    • Housekeeping...
    • Private Outdoor...
    • Grill
    • Air Conditioning
    • DVD Player
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    This elegant one-story home built in 2008 features "wow factor" details- a soaring 16 foot great room celling, acid stained concrete floors, marble and granite, crown molding, and luxurious outdoor living with an Endless Pool, fire pit, and dining under the pergola. Located only 5 short blocks to... View all property information
    Location Information
    Sonoma, Sonoma County 95476
    1 / 26
    Kenwood
    3 Bedrooms, 2 Bathrooms, Sleeps 7 | Quick View
    Show Prices
    Amenities & Details
    • Mountain Views
    • Washer
    • Air Conditioning
    • Wi-Fi
    • Private Outdoor...
    • Patio
    • Hot Tub
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Welcome to Wolf's Paw. This charming creek side home is nestled in the heart of the Sonoma wine country and across the street from world class wineries, just off Highway 12. The home has a large, sunny, manicured front yard with a pool, bocce ball court and stone fire pit. The rustic back... View all property information
    Location Information
    Kenwood, Sonoma County 94941
    1 / 14
    Sonoma
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
    Show Prices
    Amenities & Details
    • Private Outdoor...
    • Washer
    • Hot Tub
    • Satellite TV
    • Internet Access
    • Air Conditioning
    • DVD Player
    • Patio
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    About this property
    Just five minutes from Sonoma's Town Square is the private gated estate of Runningwood. With more than 10 acres nestled in the heart of wine country, Runningwood neighbors some of Sonoma's finest wineries and is just minutes from Napa. The estate house was finished in 1995 and has since enjoyed an... View all property information
    Location Information
    Sonoma, Sonoma County 95476
    1 / 21
    5 of 5 stars (17) Excellent
    Sonoma
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
    Show Prices
    Amenities & Details
    • Satellite TV
    • DVD Player
    • Mountain Views
    • Hot Tub
    • Internet Access
    • Air Conditioning
    • Private Outdoor...
    • Washer
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • x
    • Smoking allowed
    • x
    About this property
    Why stay in a hotel or bed and breakfast when you can unwind at Sonoma Farmhouse Ranch, a private, luxury Sonoma vacation rental property, right in the heart of California wine country? Situated just a short two block walk from the historic Sonoma Plaza, this recently renovated mid-century classic... View all property information
    Location Information
    Sonoma, Sonoma County 95476
    4 of 5 stars Reviewed 12 May 2014
    Overall the stay was fantastic. The house was nice, clean and perfect for 2 couples. It has two bedrooms, each with their own bathroom & comfortable beds, a cozy living room...
    5 of 5 stars Reviewed 16 October 2012
    As a group of 5, we stayed in the main + pool house of the rancher. The setup of the rooms was perfect for the right amount of privacy between guests, with en suite bathrooms, and...
    See all reviews
    1 / 28
    Kenwood
    4 Bedrooms, 3 Bathrooms, Sleeps 12 | Quick View
    Show Prices
    Amenities & Details
    • Private Outdoor...
    • Satellite TV
    • Wi-Fi
    • Grill
    • Patio
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Midweek specials for June! We share our entrance with Chateau St Jean, feel free to walk to the the beautiful winery! Wake up surrounded by grapevines in this 4-bed 3-bath vacation rental, which offers a swimming pool, light-filled great room and sprawling outdoor area on winery grounds. Four... View all property information
    Location Information
    Kenwood, Sonoma County 95452
    1 / 24
    Kenwood
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
    Show Prices
    Amenities & Details
    • Wi-Fi
    • Satellite TV
    • Private Outdoor...
    • Air Conditioning
    • Grill
    • Patio
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Panoramic vineyard views anchor this expansive 4-bed, 3-bath rental with a main house and separate guest house. This place has it all: an ideal location in the center of wine country, a gorgeous outdoor space with pool and patio, and a light-washed, modern interior. Ready for relaxation? Drive... View all property information
    Location Information
    Kenwood, Sonoma County 95452
    1 / 27
    5 of 5 stars (4) Excellent
    Sonoma
    1 Bedroom, 2 Bathrooms, Sleeps 2 | Quick View
    Show Prices
    Amenities & Details
    • Wi-Fi
    • Patio
    • DVD Player
    • Grill
    • Washer
    • Air Conditioning
    • Private Outdoor...
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • x
    • Smoking allowed
    • x
    About this property
    Alder Mews.... imagine your own private guest cottage nestled among mature oaks and rolling horse pasture on a beautiful 20 acre property in an exclusive area close to numerous wineries and 10 minutes from the historic and charming Sonoma Plaza shops and renown restaurants. After a day of... View all property information
    Location Information
    Sonoma, Sonoma County 95476
    5 of 5 stars Reviewed 15 March 2014
    My husband and I stayed here for the month of February. We wanted a quiet place to relax with everything we might need to feel at home for a month away, and this place provided...
    5 of 5 stars Reviewed 2 September 2013
    If you are looking for a rich but relaxing experience in Sonoma and the wine region, look no further. Our vacation at Aldermews could not have been better.  We fell in love with...
    See all reviews
    1 / 40
    5 of 5 stars (1) Excellent
    Kenwood
    4 Bedrooms, 4 Bathrooms, Sleeps 7 | Quick View
    Show Prices
    Amenities & Details
    • Hot Tub
    • Air Conditioning
    • DVD Player
    • Satellite TV
    • Internet Access
    • Washer
    • Private Outdoor...
    • Mountain Views
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Brambleberry is a luxurious three-and-a-half acre estate in the heart of Sonoma’s Valley of the Moon amid vineyards, near renowned wineries and centrally located for wine country touring in the Sonoma, Napa, Alexander, Dry Creek and Russian River Valleys. Brambleberry was featured in a recent... View all property information
    Location Information
    Kenwood, Sonoma County 95452
    1 / 68
    5 of 5 stars (3) Excellent
    Sonoma
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
    other traveller has booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • DVD Player
    • Hot Tub
    • Mountain Views
    • Washer
    • Internet Access
    • Private Outdoor...
    • Air Conditioning
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • ?
    About this property
    The estate house was built in 1994 and has since enjoyed an elite group of guests beginning with Warner Brothers premier stars who stayed at Runningwood while filming a new Warner Brothers production. Since then the property has been used to host and entertain high profile wedding ceremonies and... View all property information
    Location Information
    Sonoma, Sonoma County 95476
    5 of 5 stars Reviewed 10 November 2015
    This is a beautiful home on a great piece of property. Home has nice amenities, great view, and is comfortable. I'd recommend it. Rudy was a very polite host!
    See all reviews
    1 / 62
    Sonoma
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Secure Parking
    • Air Conditioning
    • Satellite TV
    • Wi-Fi
    • Private Garden
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Sprawling ranch style farm house located on a flat acre within minutes of town. Four Bedrooms two bathrooms, Family ( conversation ) room, Media room, Game room with a pool table and darts. A huge kitchen makes for the perfect place to prepare sumptuous meals with organic ingredients from Sonoma... View all property information
    Location Information
    Sonoma, Sonoma County 95476
    Get the List