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Guesthouse vacation rentals in East County, San Diego

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Top-rated guesthouse rentals in East County, San Diego

Guests agree: these guesthouse rentals are highly rated for location, cleanliness, and more.

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Guesthouse in Escondido

4.92 out of 5 average rating, 702 reviews

Hilltop cabin retreat with lake & mountain views

Rustic hilltop cabin overlooking Lake Hodges. Surrounded by open canyons & mountains, you will feel like you're a million miles away from everything as you take in the views from the cabin, deck or the outside shower, swim in the saltwater pool, or relax by the fire bowl. A short walk to lake with boating, fishing & miles of hiking/mountain biking trails. Property offers swimming pool, fire bowl, and shaded arbor. SD Zoo Safari Park, wineries, breweries, & ocean beaches all within easy reach.

Guesthouse in Spring Valley

4.99 out of 5 average rating, 329 reviews

Mtn & City Views! Night Cinema+Hot Soaking Tub

Spectacular panoramic city lights and sunset views from this private cottage located just 20 minutes from Downtown, San Diego Zoo & the airport. Your retreat includes an outdoor hot soaking tub and "Cinema under the stars" - an outdoor movie experience like no other. Perfect for a special getaway on a unique, private gated property overlooking the city, the cottage features a cozy Queen bed, a 50” TV, fast wifi, a full kitchen and a/c & heat unit. Special discounts for stays of 4 nights or more!

Guesthouse in El Cajon

4.99 out of 5 average rating, 172 reviews

Modern mountain guest house. Incredible views

Neighboring San Diego, quaint country living with incredible views minutes from everything, breathtaking sunsets, 20 mins to beach, close by hiking trails, and only 3 minutes hop on the freeway. Full Kitchen, Laundry, and Living area and with beautiful furnishings, a perfect home away from home. Whether traveling for work or play we have had guests stay for a conference in San Diego or just to visit friends and hit the beach a few days, we look forward to you loving our home as much as we do.

Guesthouse in Descanso

4.95 out of 5 average rating, 260 reviews

Romantic Retreat & Private Fishing near Julian

Come and stay at this recently renovated little casita with surrounding wildlife. Get away from the busy city life and relax in nature. This semi -private lake is like no other, you have access to our community kayaks,paddleboat and fishing is also great here. In the mornings or mid day you can get a glimpse of blue jays,doves, turkeys and deer. This casita is perfect for a romantic getaway or for a small family to spend some quality time . Come and enjoy nature! WIFI NOW IN UNIT! No pets

Guesthouse in La Mesa

4.99 out of 5 average rating, 163 reviews

Stunning Guest House 15 min. from Zoo, Downtown

Stunning guest house that's 15 minutes to San Diego Zoo + downtown San Diego. The cottage is decorated with mid-century and one-of-a kind furniture in a comfy living space overlooking a gorgeous garden. Enjoy the the garden on your private deck, watch TV while relaxing in the handcrafted Nicaraguan rocker or 1950s Danish slipper chair. The cottage also has a comfy queen-sized bed and a full kitchen that's stocked with what you'd need. Oh, and all guests arrive to a homemade loaf of bread.

Guesthouse in El Cajon

4.96 out of 5 average rating, 104 reviews

Farmhouse Cottage Retreat with Mountain View’s

Welcome to the Farmhouse Studio Cottage located in the foothills of San Diego County. Formerly a horse and cattle ranch now transformed into a park like setting. See beautiful views as you drive down the tree lined inner roads of the property. Hear birds as you awake in the morning and an occasional rooster off in the distance. Get back to nature at this lovingly appointed studio hideaway. Close to Alpine and Sycuan Resort & Casino, Golf. Pet friendly, Pet fee of $60.00 per pet per stay.

Guesthouse in La Mesa

5 out of 5 average rating, 217 reviews

SDCannaBnB #1 *420 *parking *dog-friendly *hot tub

Welcome to SDCannaBnB - San Diego's premier cannabis-friendly rental! Our casita is newly remodeled with luxury ammenities. We proudly cater to the cannabis community and non-users alike. Our casita has HEPA air purifiers, is fully ventilated and receives deep cleanings between each guest. This ensures that every guest checks into a clean, fresh-smelling place that feels like home. Our casita is located in our quiet, fully fenced in backyard, close to San Diego's attractions

Guesthouse in El Cajon

4.98 out of 5 average rating, 206 reviews

Fletcher Hills - modern 1 BR.Easy, no step access.

** 48 hours between check-ins. Thorough cleaning and sanitizing.. Four night minimum stay. Dogs ONLY are welcomed on a case by case basis. They must be house trained and are not permitted on any furniture. If you instant book, you must contact me about your pet within 24 hours. Smoking is permitted in the outside areas - patio, gazebo, yard. Easy freeway access helps any commute to downtown and area attractions. Having your own vehicle is the best way to get around..

Guesthouse in Pine Valley

5 out of 5 average rating, 110 reviews

Back Country Retreat

Back Country Retreat is nestled under oak trees and surrounded by a natural rock setting. You will be greeted with several flower gardens. The retreat has a lovely flagstone patio with outdoor gas firepit and custom cedar bar. Pine Valley has clear night skies with no light pollution. You will feel right at home in this quiet neighborhood with access to the Cleveland National Forest for hiking, biking or birding. Owners live on the same property, so you may see them.

Guesthouse in Jamul

4.95 out of 5 average rating, 187 reviews

Retreat house. Nature, Hot Tub, Views!

Expansive spaces, ocean views, birds singing, and larger than life granite boulders all come together to offer something that feels like magic. More like a national park than a home, we've found that guests enjoy the pace and peaceful surroundings and spend most of their visit without leaving. That being said, if you're feeling more exploratory, there are many options within a short drive including hiking, wine tasting, horseback riding, fishing, and even sky-diving.

Guesthouse in Dulzura

4.97 out of 5 average rating, 607 reviews

Vineyard & Winery Guest House

A hidden gem! Get away and stay at the historic pioneer era Clark Ranch established in 1885. Our guest house sits above our winery tasting room and has its own private entrance and driveway. It's clean, cozy, and self-contained . Make it a weekend 'getaway' stay and sample our fine wines , and Estate Olive Oil. There is a tower in the vineyard where you can enjoy a glass of wine and watch the sun set. Balcony overlooks Dulzura Creek.

Guesthouse in Lakeside

4.94 out of 5 average rating, 139 reviews

Sky Mesa-Adorable Cottage on the Hill

SkyMesa is a lovely space to unwind and relax after a busy day. Awake refreshed and ready for a day of exploring San Diego County in this quaint, sunny cottage with impressive views. Head out and wander east to the mountains and desert, or west to the many beautiful beaches. After a day of fun, grab a glass of wine, soak in the hot tub, and look out over the Cuyamaca Mountains.

Vacation rentals for every style

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Popular amenities for East County, San Diego guesthouse rentals

Free parking on premises

Air conditioning

Family-friendly guest house rentals

Guesthouse in Oceanside

4.97 out of 5 average rating, 547 reviews

The Flying Mermaid

Guesthouse in San Diego

4.92 out of 5 average rating, 393 reviews

La Casita - Fully Updated Casita in Mission Hills

Guesthouse in San Diego

4.95 out of 5 average rating, 369 reviews

The BEST NEST Clean, peaceful, private, affordable

Guesthouse in San Diego

4.97 out of 5 average rating, 176 reviews

New Guest House - North Park

Guesthouse in San Diego

4.99 out of 5 average rating, 384 reviews

*Private Canyon Retreat: Your Own Guesthouse*

Guesthouse in La Mesa

4.93 out of 5 average rating, 154 reviews

Granny Flat with Bedroom/Bathroom/Kitchen

Guesthouse in San Diego

4.96 out of 5 average rating, 513 reviews

Romantic Private Garden Studio Near Downtown

Guesthouse in San Diego

4.97 out of 5 average rating, 550 reviews

Central & Serene Secret Garden Guesthouse

Guest house rentals with a patio

Guesthouse in San Diego

4.99 out of 5 average rating, 147 reviews

Modern Guest House with Patio, Parking, & Laundry

Guesthouse in San Diego

4.99 out of 5 average rating, 185 reviews

Adorable cottage in Talmadge

Guesthouse in Oceanside

4.95 out of 5 average rating, 192 reviews

Detached, Private Cottage! Fenced, PET friendly!

Guesthouse in Chula Vista

4.94 out of 5 average rating, 123 reviews

New! Beautiful Private Casita- King Bed & Office

Guesthouse in National City

4.97 out of 5 average rating, 141 reviews

Trendy 1 BR Guesthouse. Great views, no chores.

Guesthouse in Ramona

4.96 out of 5 average rating, 113 reviews

Adorable Hawaiian themed Guest House

Guesthouse in Borrego Springs

4.97 out of 5 average rating, 153 reviews

Delightful Adobe desert retreat

Guesthouse in La Mesa

4.86 out of 5 average rating, 153 reviews

Private Studio with Panoramic View

Guest house rentals with a washer and dryer

Guesthouse in San Diego

4.99 out of 5 average rating, 150 reviews

Carrie’s North Park Casita, in Heart of San Diego

Guesthouse in Lemon Grove

4.9 out of 5 average rating, 200 reviews

"Glam Farmhouse dream cottage"🏠🌠

Guesthouse in San Diego

4.95 out of 5 average rating, 329 reviews

*BEAUTIFUL* Sunny Home in Golden Hill

Guesthouse in San Diego

4.99 out of 5 average rating, 125 reviews

The Happy Family * 2 playhouses near SDSU!

Guesthouse in Valley Center

4.92 out of 5 average rating, 230 reviews

North San Diego Serenity

Guesthouse in San Diego

4.98 out of 5 average rating, 217 reviews

Our Garden Cottage: A home away from home.

Guesthouse in La Mesa

4.96 out of 5 average rating, 138 reviews

San Diego Newly Built Private Guesthouse (Sleep 5)

Guesthouse in San Diego

4.99 out of 5 average rating, 231 reviews

North Park Garden Retreat Casita

Destinations to explore