Family-friendly holiday rentals in Glen Ellen

A spacious wooden cottage is framed by vibrant autumn foliage. The exterior showcases large windows and a wraparound deck with seating. A natural path leads through landscaped greenery, enhancing the serene ambiance of the surrounding environment.

4.94 out of 5 average rating, 122 reviews

Artist retreat/Hot Tub/2B/Best part of Sonoma

Find natural beauty in the Redwood as this Cedarfield Forest home shelters you in stylish Sonoma cottage. As you open the privacy Gates you are greeted with a quintessential English garden the scent of fresh rosemary and lavender, a 5 person private hot tub. Miles of vineyards and wineries are moments away. Sonoma is known for state parks as well as Hot Springs an abundance of eateries a lovely 3 miles to Glen Ellen town center. Just steps away from natural Sonoma warm springs open seasonally.

KitchenIndoor spacesNearby

The spacious outdoor deck is illuminated in the evening glow, featuring multiple seating areas, a dining table, and a hot tub. Large glass doors provide a view into the inviting interior, framed by tall redwood trees, creating a serene ambiance.

4.99 out of 5 average rating, 305 reviews

Quiet Wine County Retreat with Bocce and Hot tub!

Central wine country location Close to wineries, tasting rooms, gourmet market, french bakery & restaurants New luxury 3-BR, 2.5 bath Hot tub & bocce ball We can host 5 adults + 2-3 kids Quiet spacious home nestled in the redwoods on 1/2 acre Complimentary pastries from local bakery Linens, towels, spa robes & toiletries provided Complimentary coffee, tea & sugar Huge outdoor decks with 3 seating areas, dining table, fire-pit Corn-hole, giant jenga & board games Kids’ books, games & baby items

KitchenFamilyHot tub

4.97 out of 5 average rating, 117 reviews

The home is framed by lush greenery and vibrant plants, with a patio featuring outdoor furniture. Warm light spills from the windows, hinting at a cozy interior. A barbecue grill is positioned nearby, providing an inviting space for outdoor gatherings.

Home in Kenwood

Vineyard Haven: Pool, Hot Tub & Wine Country Charm

Property is managed by Inspired in Sonoma. Welcome to your private wine-country vineyard haven, nestled on an acre of quiet woodland in the heart of Kenwood, California—a serene pocket of Sonoma Valley where golden light filters through oak trees, and every day feels like a celebration of good living. This spacious elegantly appointed 3-bedroom house, swimming pool and Hot Tub invites up to eight guests to unwind, reconnect, and savor the beauty of Kenwood’s vineyards, tasting rooms, and parks.

KitchenFamilyValue

A comfortable living room is displayed, featuring a leather sectional couch complemented by decorative cushions. A television is positioned nearby, with a stylish wooden coffee table in front. Warm light filters through a large window, illuminating the open kitchen area with modern appliances.

4.97 out of 5 average rating, 128 reviews

Fireside Sips & Oak Dreams in Sonoma Valley

Ultimate wine country escape! Stylish 3-bedroom, 1-bathroom oasis nestled in serene Sonoma Valley. Charming getaway features an equipped kitchen, inviting outdoor patios, BBQ grill, outdoor games, and cozy fire pit, perfect for enjoying stunning wooded backdrop. Unwind on the Peloton bike or indulge in board games. Ideal destination! Downtown Glen Ellen and Kenwood wineries are just a five-minute drive away. A perfect balance of seclusion and convenience await you. Pets are allowed, with fee.

KitchenIndoor spacesDecor

4.91 out of 5 average rating, 195 reviews

The villa is set against a colorful sunset, highlighting its two-story structure. A large pool reflects the warm hues of the sky, while well-maintained landscaping surrounds the outdoor area. Soft lighting from the home creates an inviting ambiance.

Villa in Santa Rosa

Villa Annadel - Stunning 5 Bedroom with a Pool

Escape to your own private sanctuary at Villa Annadel. Savor the unparalleled privacy and modern sophistication of this one-of-a-kind wine country retreat. The expansive 3,200 square foot villa sits on just under 1.5 acres of privacy with a large sparkling pool, hot tub and outdoor dining gazebo. Game lovers will rejoice, from cornhole, to darts, ping pong and vintage arcade games. It’s easy to forget you are minutes from some of Santa Rosa’s finest restaurants and wine tasting destinations!

KitchenIndoor spacesNearby

A bright and airy living space features large windows with views of the outdoors. Comfortable seating includes a green sofa and two armchairs. A round marble coffee table sits in front of the sofa, while a dining table is situated nearby. Natural light enhances the welcoming atmosphere.

4.99 out of 5 average rating, 170 reviews

GlenEllenHaven/HotTub/YogaYurt/EvCHGR/Pet Friendly

*5 min Glen Ellen/Kenwood. *20 min to Sonoma/Santa Rosa *45 min Napa Welcome to Glen Ellen Haven, a private 2 bd 1 bath cottage surrounded by organic cabernet vineyards offering views of Sonoma Mountain from expansive deck. We invite you to relax in the hot tub after a day of wine tasting or hiking, practice your daily yoga habit in the 300 sq ft yurt (ask about Sound Healing/Yoga Instructor recommendations), or relax and enjoy the views from our deck. One dog allowed max 25lbs, $150 pet fee.

KitchenFamilyCheckout

4.99 out of 5 average rating, 255 reviews

A cozy living area showcases a rustic brick fireplace, producing a warm glow. Two armchairs with colorful striped blankets sit beside a small round table. A television is mounted above the mantelpiece, contributing to the inviting ambiance.

Cabin in Glen Ellen

Unique Historic Getaway w/Hot Tub and Fireplace

Hosmer House is a vintage gem, well preserved yet well appointed. Fully curated decor fills our families historic cabin. Close to wine tasting, fine dining and 3 state parks w/pass in historic Glen Ellen and Kenwood. Large always hot spa, fireplace, full kitchen, big TV, propane fire pit, screened in dining porch and 2 sets of french doors off the living room so you can enjoy nature or just curl up by the fire. Host next door for wine/food tips! We welcome people of all backgrounds!

Indoor spacesFamilyHiking

A beautifully landscaped garden features a pathway bordered by gravel and decorative plants. White wicker chairs surround a small table, inviting relaxation. The wooden deck and spa pool are visible in the background, complementing the modern home adorned with solar panels.

4.91 out of 5 average rating, 217 reviews

Luxury home, heated spa tub, walk to restaurants

Luna Lodge, a 3 bedroom 2 bath Glen Ellen village luxury home in the heart of Sonoma wine country. The home has a beautiful garden with spa pool by a peaceful creek. Everything you need for a great vacation is at your fingertips. Situated on a quiet lane, 5 min walk to wine tasting rooms, top restaurants, food markets. Enjoy a gourmet private chef dinner while at the home. Let us know if you are interested and we will help you arrange a very special dining experience.

Indoor spacesFamilySleep quality

Guest suite in Glen Ellen

A spacious sleeping area features a large bed with a dark patterned duvet and matching pillows. Natural light filters through two windows, illuminating the room's neutral walls and wooden floor. A bedside table holds a reading lamp, and an en suite bathroom is visible in the background.

4.96 out of 5 average rating, 316 reviews

Hummingbird Hideaway, Glen Ellen in Sonoma Valley

Hummingbird Hideaway is the perfect location to enjoy everything wine country has to offer. Located in the heart of Glen Ellen in the Sonoma Valley, you can stroll to wine tasting, restaurants, French Bakery, gourmet market and historic saloon for a night cap. Hiking the trails at the Jack London State Park is just minutes up the road. When you're ready to venture further, Sonoma is a short 15 minute drive, Kenwood is 10 minutes and just an hour to Bodega Bay on the Coast.

KitchenIndoor spacesCondition

Guest suite in Glen Ellen

A private room features a spacious queen bed with a white comforter. Adjacent, there is a small refrigerator and a television. Natural light enters through a large window and glass doors, leading to a cozy sitting area. Light wood flooring enhances the inviting atmosphere.

4.95 out of 5 average rating, 232 reviews

Wine Country Harvest Hideaway-Private entry/space

Welcome to our Harvest Hideaway! We’re centrally located in the heart of Sonoma Valley, right in downtown Glen Ellen. We are walking distance to restaurants, tasting rooms, and the great Glen Ellen Village Market. With dozens of wineries nearby, we are a 10 minute drive to Kenwood, and 15 minutes to the Sonoma Square. Within an hour, you can be on the coast in Bodega Bay or on the Golden Gate Bridge entering San Francisco. We are sure you'll have a fantastic stay!

Indoor spacesFamilyAccuracy

4.98 out of 5 average rating, 166 reviews

A cozy living area features a modern sectional sofa adorned with decorative pillows. A round coffee table sits in front, complemented by a textured area rug. Natural light fills the space through two windows, while a piece of artwork and a potted plant add touches of color.

Cottage in Glen Ellen

Brand New Farmhouse Cottage in Wine Country

This light filled, modern cottage is perfect for couples and you can't get a better location in Glen Ellen Village than this. Located right next door to the historic Gaige House Bed & Breakfast, you are walking distance to great restaurants, tasting rooms, and the well-stocked village market. Within one mile, there are dozens of wineries and the deck just beckons you to come home after a day of wine tasting and barbecue as the sun goes down.

Indoor spacesFamilyHospitality

4.92 out of 5 average rating, 610 reviews

A spacious bedroom features a king bed adorned with a floral-patterned duvet. Natural light fills the room through multiple windows, with a cozy seating area visible. A flat-screen TV hangs on the wall, and a mini kitchen is positioned nearby, complemented by a small dining table.

Guesthouse in Glen Ellen

Glen Ellen Hideaway

One block to downtown Glen Ellen, with dining, shopping, & wine tasting. Hideaway is a charming, private guest house, suite-style behind our home. Spa-like bath, mini kitchen, comfy king bed! There is a large private patio for your enjoyment, great place to relax. Glen Ellen Hideaway is peaceful & private & has a separate entrance for your accommodations. Residents are Constance & Greig, and Franny, the dog, and Charm, the cat!-TOT#2398

KitchenIndoor spacesCleanliness

Popular amenities for Glen Ellen family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.97 out of 5 average rating, 202 reviews

Private Vineyard • Walk to Wineries • Press Pick

Indoor spacesKitchenCondition

4.9 out of 5 average rating, 542 reviews

A bright living area features high ceilings and wooden beams. A comfortable cream sofa is positioned between two armchairs, accompanied by small round tables with decorative plants. Natural light enters through the windows, illuminating the cozy atmosphere.

Home in Kenwood

The Carriage House Sonoma • Vineyard • Hot Tub

Indoor spacesKitchenComfort

A welcoming home is nestled among large oak trees, featuring a spacious deck and multiple steps leading up to the entrance. Lush greenery and a variety of plants frame the path, enhancing the natural surroundings. Bright sunlight casts a warm glow on the scene.

4.89 out of 5 average rating, 552 reviews

The Oak Haven - a relaxing sanctuary w/spa!

FamilyIndoor spacesDecor

4.98 out of 5 average rating, 163 reviews

Stunning Sonoma | HOT TUB | Game Room | Sleeps 6

Indoor spacesKitchenBarbecue

4.93 out of 5 average rating, 292 reviews

An open living area features two cozy seating arrangements on a patterned rug, complemented by a dark electric fireplace. The kitchen area is partially visible, showcasing wooden cabinetry and appliances. A chest bed is neatly situated in the background, next to the wooden beams overhead.

Cottage in Glen Ellen

Glen Ellen Creek House/ Heart of Sonoma Valley

FamilyKitchenQuiet

4.96 out of 5 average rating, 282 reviews

Sonoma- Glen Ellen Getaway Shaded Garden & Spa

KitchenFamilyOutdoor spaces

A light-filled living area features a cozy arrangement of two wooden armchairs facing each other over a round table. A large skylight illuminates soft colors on the walls, with built-in shelves displaying decorative items. Large sliding doors open to an outdoor space.

4.97 out of 5 average rating, 222 reviews

Easy elegance in this wine country home

KitchenIndoor spacesWalkability

A bright and open living area is presented, featuring large windows that offer views of the exterior greenery. Soft, modern furniture is arranged around a central rug, creating a cozy atmosphere. Natural light streams in, accentuating the neutral color palette and elegant decor.

4.99 out of 5 average rating, 131 reviews

Stylish Sonoma Oasis + Hot Tub - Near Wineries

FamilyKitchenLocation

Family- and pet-friendly home rentals

4.94 out of 5 average rating, 236 reviews

A wooden bridge connects the ground to a treehouse elevated among tall trees. The treehouse features large windows and a circular design, surrounded by lush greenery. A sturdy netting lines the sides of the walkway, ensuring safety while traversing to this unique retreat.

Treehouse in Bodega Bay

Eagle's Nest Treehouse Farm Stay

FamilyKitchenWalkability

The charming exterior of a spacious house is framed by leafy trees, featuring large glass windows and a welcoming porch area. Comfortable seating options are arranged outside on a paved patio, providing an inviting space for relaxation amidst the surrounding natural landscape.

4.85 out of 5 average rating, 210 reviews

Quiet Glen Ellen Home with a View

Indoor spacesKitchenView

A cozy living room features a light-colored sofa, a comfortable armchair, and a wooden coffee table. Natural light filters through windows adorned with bamboo shades, illuminating a vibrant area rug and greenery from potted plants. Colorful wall art adds a touch of personality to the space.

4.93 out of 5 average rating, 161 reviews

Valley of the Moon Vintage Guest Cottage

Indoor spacesKitchenHospitality

4.97 out of 5 average rating, 108 reviews

Treehouse in Nicasio

Luxury Tree House- Danehill Manor

Indoor spacesKitchenHiking

4.99 out of 5 average rating, 573 reviews

The exterior of a modern, wooden cottage is showcased with a welcoming front porch. Steps lead up to double French doors, surrounded by vibrant landscaping and trees. Large windows and a triangular peak create an inviting entrance, while plants line the walkway.

Cabin in Sonoma

Sonoma Berry Blossom Farm

Indoor spacesKitchenBreakfast

4.98 out of 5 average rating, 200 reviews

Casa Buena Vista Sonoma Style

Indoor spacesFamilyShared spaces

4.84 out of 5 average rating, 1024 reviews

An open living area features a black leather sofa and bar-style seating at a wooden counter. Large windows allow natural light to fill the space, highlighting the wooden beams and flooring. The area connects to a lofted space, providing an airy atmosphere.

Guesthouse in Glen Ellen

Casa Relaxo: Mt top getaway with beautiful views

KitchenIndoor spacesCheck-in

4.96 out of 5 average rating, 519 reviews

A spacious interior features a queen bed with a light blue quilt, complemented by a cozy seating area. Large windows offer views of surrounding greenery, while a small dining table is positioned nearby. Natural light enhances the welcoming atmosphere of the room.

Guesthouse in Sonoma

Tranquil Wine Country Guest Cottage

FamilyKitchenLayout

Family-friendly home rentals with a pool

4.95 out of 5 average rating, 295 reviews

A modern cottage is set against a backdrop of vibrant landscaping, showcasing a large, clear salt-water pool. Various outdoor seating areas are visible, complemented by lush trees and greenery that enhance the serene environment.

Guesthouse in Sonoma

Wine Country Gem - Sonoma Cottage with Pool Oasis

KitchenFamilyPool

4.99 out of 5 average rating, 273 reviews

A serene outdoor space features a sparkling saltwater pool surrounded by lush greenery and colorful landscaping. A cozy cottage is positioned in the background, with a gray roof and welcoming entrance. Comfortable lounge chairs are arranged neatly beside the pool, inviting relaxation.

Cottage in Kenwood

Pool & garden getaway in beautiful Sonoma Valley!

Indoor spacesFamilyBreakfast

4.99 out of 5 average rating, 257 reviews

Guesthouse in Sonoma

707 BARREL LOUNGE Cottage

Indoor spacesFamilyHospitality

4.98 out of 5 average rating, 157 reviews

Cottage in Sonoma

Idyllic Sonoma Vineyard Farmhouse With Pool

FamilyKitchenLaundry

A serene outdoor area features a clear swimming pool surrounded by well-maintained grass. Two chaise lounges with neutral cushions are positioned under large umbrellas, providing shade. The backdrop includes a dining table set for six and a cozy cottage, complemented by a vibrant sunset sky.

4.95 out of 5 average rating, 99 reviews

Sonoma Family Cottage with Pool & Hot Tub

FamilyKitchenValue

4.98 out of 5 average rating, 124 reviews

Home in Santa Rosa

Spacious 5 BR 3BA Pool EV Charger Group Getaway

KitchenIndoor spacesWalkability

4.97 out of 5 average rating, 103 reviews

Home in Santa Rosa

Pool - Hot Tub - Sauna | Wine Country Oasis Views

KitchenFamilyComfort

An aerial view of a spacious single-level home surrounded by lush lawns and mature trees. Expansive grapevines extend across the property, offering a visual connection to the scenic landscape. The structure features a blend of modern solar panels and charming landscaping.