50 Best Sonoma County Vacation rentals on Holiday Lettings - House rentals

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Vacation rentals Bodega Bay
60 properties
Vacation rentals Guerneville
54 properties
Apartments Sonoma
29 properties
Apartments Santa Rosa
24 properties
Vacation rentals Healdsburg
22 properties
Apartments Sebastopol
16 properties
Cottages Monte Rio
14 properties
Apartments Glen Ellen
11 properties
Cazadero
10 properties
Apartments Forestville
9 properties
Apartments Petaluma
9 properties
Apartments Kenwood
8 properties
Apartments Windsor
7 properties

Sonoma County

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238 Vacation rentals

(5) Excellent 

17

Healdsburg Vacation home rental

Sonoma County / Healdsburg

1 3 2 nights min

  • 1 bedroom
  • Sleeps 3
  • 2 nights min
  • Ask about children
  • Car not necessary
  • Pet friendly
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 equ …see more

from $165 / night

$1200 / week

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from $165 / night

(5) Excellent 

27

Glen Ellen Vacation home rental

Sonoma County / Glen Ellen

3 7 Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
  • Air conditioning
Perched at the top of Trinity Road sits this charming country home offering breathtaking panoramic views of the Valley of the Moon. Sitting on over 5 acres, this gated estate allows plenty of privacy, and is ideally located to explore both Sonoma and Napa Valleys. Locat …see more

from $575 / night

$3450 - $4200 / week

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from $575 / night

57

Home rental in Healdsburg with swimming pool

Sonoma County / Healdsburg

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
CHATTHAVELI is the perfect wine country retreat in Healdsburg, Sonoma County, California - close to Napa Valley, the Russian River, Guerneville, and the coast. Our home is walking distance from wineries, a 6-minute drive from downtown Healdsburg, a few short miles from …see more

from $949 / night

$6643 / week

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from $949 / night

24

Vacation cottage in Petaluma

Sonoma County / Petaluma

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Suitable for children age 5+
Known as the “Gateway to Northern California,” Petaluma is the perfect homebase for your next California escape.  Centrally located between the bustling metropolis of San Francisco and world-famous Napa Valley wine country, this laid back town offers breathtaking scener …see more

from $150 / night

$950 / week

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from $150 / night

14

Vacation home in Glen Ellen

Sonoma County / Glen Ellen

3 6 2 nights min

  • 3 bedrooms
  • Sleeps 6
  • 2 nights min
  • Child friendly
  • Air conditioning
  • Pet friendly
Welcome to The Valley Of The Moon! Nestled among giant Oaks, hugging a sprawling forest and across from Morton's Warm Springs, our lovely sanctuary offers the blissful relaxation of a welcome retreat. Come and see the deer, turkey, fox and other wildlife that wander amo …see more

from $280 / night

$1600 / week

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from $280 / night

(17) Excellent 

23

Vacation home in Monte Rio

Sonoma County / Monte Rio

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Ask about children
Fairway Woods is a beautifully remodeled home, perfect for couples and small groups that appreciate comfort and warm details. From the custom woodwork to tasteful furnishings, there is nothing overlooked. Whether you are visiting the Russian River to enjoy the redwoods …see more

from $228 / night

$1368 - $1554 / week

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from $228 / night

(6) Very Good 

30

Vacation home in Monte Rio

Sonoma County / Monte Rio

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Ask about children
Monte Rio Treehouse has an abundance of character! From three stories in the majestic redwood trees to a gumball machine to a hidden bedroom, the house sits at the crossroads of adventure and convenience (River Blvd and Kingston Avenue, actually). The historic Village I …see more

from $233 / night

$1398 - $1554 / week

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from $233 / night

(3) Excellent 

28

Vacation home in Sonoma

Sonoma County / Sonoma

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 70 mi
  • Suitable for children age 5+
  • Air conditioning
You don't need to stay in the square to enjoy Sonoma. Carneros Barn House is ideal for four or more travelers that want to enjoy space, privacy and wine country living. The modern, two-story barn-style home is complete with two spacious bedrooms, bathrooms, a chef’s k …see more

from $300 / night

$1890 - $5110 / week

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from $300 / night

(1) Excellent 

26

Home rental in Healdsburg

Sonoma County / Healdsburg

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Child friendly
Our home is a perfect starting point to Alexander Valley and Dry Creek wineries and a short walk to the banks of Russian River where you can float, kayak, paddle board or just lay in the sun. Nested on Fitch Mountain, our home is in the heart of nature. You are close …see more

from $350 / night

$2500 - $2920 / week

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from $350 / night

(11) Very Good 

11

Vacation cottage in Guerneville

Sonoma County / Guerneville

1 4 2 nights min

  • 1 bedroom
  • Sleeps 4
  • 2 nights min
  • Child friendly
  • Pet friendly
  • Private garden
A five minute walk to Vacation beach, this charming child-and-dog-welcoming non-smoking one bedroom cabin perches in a secluded sunny glade on a redwood-covered hillside about 2.5 miles from downtown Guerneville and 5.5 miles from Armstrong Woods. Saunter out from the …see more

from $175 / night

$925 / week

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from $175 / night

(3) Excellent 

16

Vacation cottage in Sonoma

Sonoma County / Sonoma

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
ROCKING K VINEYARD COTTAGES Welcome to The Rocking K Cottages! Rocking K Vineyard Cottages are a Wine Country Destination. Nestled in the Rocking K Vineyard… Pinot Noir Grapes surrounding! Centrally located two miles South of the Historic Sonoma Plaza... and five min …see more

from $225 / night

$1725 / week

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from $225 / night

19

Vacation cottage in Sonoma

Sonoma County / Sonoma

1 4 2 nights min

  • 1 bedroom
  • Sleeps 4
  • 2 nights min
  • Suitable for children age 5+
  • Air conditioning
Surrounded by roses and a vineyard, the Summer House cottage offers secluded country tranquility just 2 miles east of downtown Sonoma and an easy bike ride to four nearby wineries. This 600 square foot one bedroom, one bath guest house sleeps six and includes a spacio …see more

from $320 / night

$2240 / week

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from $320 / night

(4) Excellent 

25

Vacation home in Sea Ranch

Sonoma County / Sea Ranch

2 7 2 nights min

  • 2 bedrooms
  • Sleeps 7
  • 2 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
Abinitio Tranquillo which means "Peace From The Beginning" is exactly what we have set out to create for ourselves and our guests. From our winding road that takes you past gigantic ferns, magnificent Redwoods and abundant wildlife; tranquility is just a step outside yo …see more

from $195 / night

$1500 / week

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from $195 / night

(2) Excellent 

32

Guerneville Vacation home rental

Sonoma County / Guerneville

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Ask about children
Whether you're new to the Russian River or stayed here a hundred times, you will love Racer Five and its modern, yet comfortable, décor and vibe! Delightful new construction and a complete remodel (2014/15) resulted in a home for friends and family to getaway to wine co …see more

from $380 / night

$2280 - $2880 / week

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from $380 / night

(1) Very Good 

29

Vacation home in Monte Rio

Sonoma County / Monte Rio

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Ask about children
  • Air conditioning
The Hungry Tortuga is a perfect summer rental for families. With a casual layout, lots of sun, and nearby beach access, The Hungry Tortuga is a place for family and friends to gather, enjoy eachother’s company and immerse themselves in the beauty of the area. Think afte …see more

from $258 / night

$1550 - $1650 / week

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from $258 / night

(7) Very Good 

17

Vacation home in Cazadero

Sonoma County / Cazadero

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Ask about children
  • Air conditioning
Glen Tara is Cazadero at its best! This out-of-the-way private creekfront vacation home features redwood paneling, open beam ceilings and a dining area with views of Austin Creek. Enjoy the sunny outdoor deck, complete with a gas barbecue and seating for outdoor dining, …see more

from $233 / night

$1398 - $1554 / week

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from $233 / night

(2) Excellent 

10

Home rental in Healdsburg

Sonoma County / Healdsburg

3 6 2 nights min

  • 3 bedrooms
  • Sleeps 6
  • 2 nights min
  • Pet friendly
Very conveniently located at the beginning of Dry Creek Road and minutes from downtown Healdsburg. Children welcome and pets considered. The house is a newly updated 1950's ranch house that has been tastefully and simply decorated. As you walk up the redwood porch an …see more

from $625 / night

$3500 / week

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from $625 / night

(2) Excellent 

19

Vacation cottage in Santa Rosa

Sonoma County / Santa Rosa

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 45 mi
  • Child friendly
This amazing place is a delightful respite in a generally overly-hurried world. It is certainly beautiful,serene,tranquil,retreat, which is a perfect place to stay the night in the country. Large windows on the back and front side of the cottage give a view of over 200 …see more

from $109 / night

$763 / week

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from $109 / night

(1) Excellent 

18

Guerneville Vacation studio rental

Sonoma County / Guerneville

Studio 4 1 night min

  • Studio
  • Sleeps 4
  • 1 night min
  • Child friendly
This cozy, rustic hide away in the redwoods has just been completely remodeled with all the comforts of home. This house is perfect for a couple on a weekend, romantic getaway. However, the open floor plan is also ideal for family or 2 couples on a budget - as the couch …see more

from $99 / night

$693 / week

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from $99 / night

(1) Excellent 

8

Vacation cottage in Sebastopol

Sonoma County / Sebastopol

1 4 2 nights min

  • 1 bedroom
  • Sleeps 4
  • 2 nights min
  • Nearest beach 24 mi
  • Child friendly
  • Air conditioning
The Farm is the ideal place for a romantic wine country getaway or special occasion and offers a central location to explore all there is to see and do in beautiful Sonoma County wine country. Including: wine touring, first class restaurants, art and music, Russian Rive …see more

from $165 / night

$990 - $1340 / week

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from $165 / night

27

Vacation cottage in Sonoma

Sonoma County / Sonoma

3 5 Min stay varies

  • 3 bedrooms
  • Sleeps 5
  • Min stay varies
  • Suitable for children age 5+
  • Air conditioning
Experience the best of Northern California’s wine country when you escape to this lovely Sonoma vacation rental cottage, called ‘Oak Tree Cottage’! You’re sure to be immersed in tranquility when you stay at this peaceful abode, equipped with plenty of delightful modern …see more

from $375 / night

$2250 - $2975 / week

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from $375 / night

(9) Very Good 

Certificate of Excellence

17

Sonoma Vacation cottage rental

Sonoma County / Sonoma

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach/lakeside relaxation
  • Child friendly
  • Air conditioning
Sonoma Creek Cottage of Sonoma (SCC) is a comfortable 3 bedroom cottage on the creek. Downstairs cottage has 1 bedroom with an upstairs option that adds an additional family room, 2 bedrooms, 1 bath and balcony. Ideal for those looking for tranquility and being part of …see more

Certificate of Excellence

from $250 / night

$1600 - $2065 / week

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from $250 / night

(17) Very Good 

19

Log cabin accommodation in Guerneville

Sonoma County / Guerneville

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Ask about children
Fall in love with Falling Leaf! We invite you to enjoy the charm of the Russian River Valley in the serenity of this secluded and private two parcel property located across from seasonal Hulbert Creek and just minutes from downtown Guerneville. Watch the falling leaves …see more

from $228 / night

$1368 - $1554 / week

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from $228 / night

23

Guerneville Vacation home rental

Sonoma County / Guerneville

3 6 1 night min

  • 3 bedrooms
  • Sleeps 6
  • 1 night min
  • Swimming pool
  • Child friendly
  • Private garden
This 2100sf, 3 bedroom, 1.5 bath house in the redwoods has been completely remodeled with all the comforts of home. There is a very large and comfortable sectional sofa in the living room that will sleep 2 additional guest comfortable making it a great house for extra …see more

from $160 / night

$1120 / week

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from $160 / night

(10) Very Good 

24

Monte Rio Vacation home rental

Sonoma County / Monte Rio

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Ask about children
La Rive Gauche is a charming waterfront home nestled among the redwoods and overlooking the Russian River. La Rive Gauche offers an ideal combination of country charm and modern amenities. This cozy and tastefully decorated home features warm rich colors, wood floors an …see more

from $337 / night

$2022 - $2550 / week

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from $337 / night

(1)  

11

Windsor Vacation home rental

Sonoma County / Windsor

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Ask about children
  • Air conditioning
  • Ask about pets
Upstairs downtown condominium on the Windsor Green, walk to coffee, restaurants, shopping. Concerts in summer. Main floor has beautifully decorated living room with fireplace, Flat screen TV, DVD, sofa, chairs, dining area and kitchen and half bath. Deck looks over to h …see more

from $343 / night

$2400 / week

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from $343 / night

15

Vacation home rental

Sonoma County / Healdsburg

3 6 4 nights min

  • 3 bedrooms
  • Sleeps 6
  • 4 nights min
  • Nearest beach 40 mi
  • Child friendly
  • Air conditioning
Spend your vacation in the heart of Healdsburg, CA at the Moorish-inspired Cypress House. Beautiful tiles, an interior courtyard, and an incredible view of downtown and beyond from the top floor terrace make this property unique to wine country. Located at the edge of a …see more

from $695 / night

$4500 / week

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from $695 / night

20

Home rental in Guerneville

Sonoma County / Guerneville

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Ask about children
Greentree Cottage is a charming country cottage with a modern twist. Through the front gate you'll find a secret garden with a giant Japanese maple, flowing fountain, flower borders, outdoor dining and BBQ, and all new decks with brand new hot tub. The brick path leads …see more

from $233 / night

$1398 - $1554 / week

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from $233 / night

(16) Excellent 

Certificate of Excellence

18

Vacation cottage with shared pool, golf nearby in Kenwood

Sonoma County / Kenwood

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Swimming pool
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. Yo …see more

Certificate of Excellence

from $225 / night

$1365 / week

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from $225 / night

(1) Excellent 

17

Cottage rental in Sonoma

Sonoma County / Sonoma

1 4 1 night min

  • 1 bedroom
  • Sleeps 4
  • 1 night min
  • Child friendly
  • Ask about pets
Our cottage is a brand new, 400 square foot private getaway full of farmhouse inspired charm! It features one bedroom with a comfy queen size bed with handmade reclaimed wood headboard and a spacious armoire. The kitchen comes equipped with a vintage 1960 GE refrigera …see more

from $165 / night

$1155 / week

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from $165 / night

11

Petaluma Vacation home rental

Sonoma County / Petaluma

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Child friendly
  • Private garden
Welcome to Wine Country! Our home is walking distance to downtown Petaluma, kayaking, local shops and restaurants. We are a 45 minute drive north of San Francisco at the entrance of both the Napa and Sonoma wine regions. You’ll love coming home and relaxing in a newly r …see more

from $199 / night

$1393 / week

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from $199 / night

(4) Excellent 

25

Vacation home in Guerneville

Sonoma County / Guerneville

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Ask about children
Aberley Grove will charm you. Situated in a redwood valley close to Armstrong Redwoods State Park, the peace and tranquility of the area permeates the entire property, indoors and out. Aberley Grove is a great choice for your Sonoma County stay. The entrance is just ove …see more

from $235 / night

$1410 - $1550 / week

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from $235 / night

8

Kenwood Vacation villa rental

Sonoma County / Kenwood

5 12 7 nights min

  • 5 bedrooms
  • Sleeps 12
  • 7 nights min
  • Swimming pool
  • Car not necessary
  • Air conditioning
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 pla …see more

from $2000 / night

$14000 / week

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from $2000 / night

24

Vacation home in Sebastopol

Sonoma County / Sebastopol

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Suitable for children age 5+
  • Air conditioning
** Please note that the owners reside on the property, in a separate house ** Strikingly beautiful accommodations can be yours when you stay at this outstanding 2-bedroom, 1-bathroom Sebastopol townhome with enough room to sleep 4. Situated on a 3 acre vineyard, this i …see more

from $229 / night

$1374 - $1794 / week

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from $229 / night

(3) Excellent 

37

Guerneville Vacation home rental

Sonoma County / Guerneville

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Ask about children
The Sandy Star started life as a traditional Russian River home with wood paneling and floors throughout. Under new ownership, and a complete remodel, the house is bright and light with ample charm and character. Hand painted murals grace 3 bedrooms and modern convenien …see more

from $465 / night

$2790 - $3090 / week

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from $465 / night

(9) Excellent 

15

Santa Rosa Vacation cottage rental

Sonoma County / Santa Rosa

2 6 2 nights min

  • 2 bedrooms
  • Sleeps 6
  • 2 nights min
  • Nearest beach 48 mi
  • Child friendly
  • Air conditioning
Newly remodeled two bedroom cottage attached to the main house. Cottage includes full kitchen and bath, new granite counter tops, tile and hardwood floors. Located in a quiet, country neighborhood with surrounding vineyards. Stay inside and enjoy access to wirel …see more

from $175 / night

$1100 - $1275 / week

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from $175 / night

(38) Excellent 

35

Guerneville Vacation home rental

Sonoma County / Guerneville

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Ask about children
Riverside Lodge is a modern riverfront home with lofted ceilings and an open floor plan. It is one of the most desirable vacation rentals on the Russian River. The spacious living-dining-kitchen area features a gas fireplace, a dining table for 8 people, and an amenity …see more

from $387 / night

$2325 - $2970 / week

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from $387 / night

(3) Very Good 

26

Vacation apartment in Guerneville

Sonoma County / Guerneville

3 8 2 nights min

  • 3 bedrooms
  • Sleeps 8
  • 2 nights min
  • Child friendly
  • Pet friendly
This cabin was transformed in 2011 into a state-of-the-art get away situated in the heart of Guerneville, just and hour and a half North of San Francisco. The first floor offers a “short ceiling” bedroom with room for most it also has it’s own private bathroom and wa …see more

from $150 / night

$1050 - $1190 / week

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from $150 / night

(2) Very Good 

6

Vacation home in Santa Rosa

Sonoma County / Santa Rosa

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Pet friendly
  • Private garden
This charming 1950's cottage has original hardwood floors, big windows and retro furniture. Ace It Cottage is walking distance to beautiful parks, famous restaurants, quaint shops and live music. We are located close to wineries and Breweries. You will love my place bec …see more

from $195 / night

$1365 / week

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from $195 / night

(3) Very Good 

15

Vacation home rental

Sonoma County / Monte Rio

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Suitable for children age 5+
  • Pet friendly
Perched on a hillside in the Monte Rio Terraces, this cozy one bedroom cabin is surrounded by soaring redwoods, and beautiful views through floor-to-ceiling windows. Pet friendly, sleeps up to 4, with a short walk to the beach and groceries. The Space Exc …see more

from $135 / night

$775 / week

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from $135 / night

1