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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Guest favorite

Guesthouse in La Mesa

4.97 out of 5 average rating, 130 reviews

Da Hui Hut-Beachy home/La Mesa’s best view and spa

Da Hui Hut is a very private oasis uniquely situated at the top of San Diego county's magnificent Mt. Helix. At roughly 1,300 feet above sea level, Mt. Helix is the crown jewel of natural landmarks in the area. The landscape provides bountiful views, and the large deck is positioned perfectly to see it all. It feels like you're on top of the city! Inside, guests will encounter Californian and Hawaiian inspired decor as they collide with wooden walls to compose a symphony of color and good vibes.

Aug 23 – 30

$158 per night

Guest favorite

Guesthouse in El Cajon

4.99 out of 5 average rating, 152 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.

Dec 4 – 11

$152 per night

Guest favorite

Guesthouse in Descanso

4.95 out of 5 average rating, 250 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

Jan 15 – 22

$139 per night

Guest favorite

Guesthouse in La Mesa

4.92 out of 5 average rating, 208 reviews

Fig Tree Bungalow

Enjoy your stay in San Diego in this newly renovated guesthouse. Centrally located about a mile from Hwy 8, Hwy 125, and the Grossmont Trolley Station & Transit Center. Only a 15-20 minute drive to downtown, the airport, the beaches, and most of San Diego's other popular tourist attractions. This cozy, two-story, detached unit is located behind my home, and has its own private entrance and partitioned yard for your enjoyment. There's plenty of street parking directly in front of the house.

Sep 29 – Oct 6

$106 per night

Guest favorite

Guesthouse in San Diego

4.97 out of 5 average rating, 284 reviews

Betty- Guesthouse near CBX & San Ysidro border

This comfy studio located in San Diego is the perfect spot for a quiet & cozy weekend retreat. Inside is bright & inviting with stylish spacious studio, private entrance from side gate, private patio with bbq & hanging hammocks; driveway parking spot & plenty of street parking! The view from the patio is very relaxing, making it the perfect weekend get away. Centrally located in a quiet & peaceful area within 5 minutes away from Plaza Las Americas & 10 minutes away from the CBX.

Feb 7 – 14

$108 per night

Guest favorite

Guesthouse in El Cajon

4.98 out of 5 average rating, 191 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..

Mar 15 – 22

$102 per night

Guest favorite

Guesthouse in La Mesa

4.99 out of 5 average rating, 133 reviews

Stunning Guest House 15 min. from Zoo, Downtown

Stunning guest house that's 15 minutes to San Diego Zoo + downtown San Diego and 18 minutes to a beach. Unique private property with mid-century and one-of-a kind furniture in a comfortable living space. Enjoy IPAs on your private deck or coffee in bright Fiesta cups, watch TV while leaning back in the handcrafted Nicaraguan rocker or the 1950s Danish slipper chair. The cottage also has a comfy queen-sized bed. Like eclectic? This place exudes it.

Aug 27 – Sep 3

$138 per night

Guest favorite

Guesthouse in Dulzura

4.97 out of 5 average rating, 579 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.

May 29 – Jun 5

$122 per night

Guest favorite

Guesthouse in La Mesa

4.9 out of 5 average rating, 142 reviews

La Cabana

Perfect getaway for the wandering individual, couple, or young family. This rustic casita is surrounded by beautiful mountain and ocean views! Enjoy swimming in the pool, stargazing, lounging, or casual day trips around San Diego (All the amenities are shared with the main house) . The casita has one queen bed and a sofa bed, small kitchenette. Plenty of parking in driveway. Please read entire listing for details.

Jan 22 – 29

$136 per night

Guest favorite

Guesthouse in Alpine

4.98 out of 5 average rating, 311 reviews

La Casita Private Resort Spa and Mini Golf Course

We welcome all races, nationalities, cultures and fur babies. Perfect place for a long term stay. We take extra care to disinfect frequently touched surfaces between reservations. Smoking is permitted outside only. We welcome your well behaved fur babies. Max 3, Boarding $30 a day for each fur baby paid directly to host. Private, secluded Jacuzzi. Daily use fee $30 paid directly to host.

May 31 – Jun 7

$160 per night

Guest favorite

Guesthouse in Chula Vista

4.95 out of 5 average rating, 476 reviews

Private Casita in Great Eastlake Neighborhood

This room is a "casita" (seperate living space) away from the house. It has a private entrance with a cypher lock on the door. The room has new carpet, new tile, and queen size bed. The Eastlake neighborhood is very safe and very quiet. We are located about 20 mins from the beach, downtown San Diego, and San Diego international airport. This location is only 2 miles from the Otay Ranch Mall.

Jul 18 – 25

$87 per night

Guest favorite

Guesthouse in San Diego

4.9 out of 5 average rating, 193 reviews

STUNNING Casita with a View!!

Recently renovated two story Casita located just 20 minutes away from Downtown San Diego. Experience the crafty layout of this 500 square foot Casita. If you’re looking to unwind and refresh, then this quiet and cozy home at the end of the cul-de-sac is the right choice for you. Enjoy beautiful valley views from your living room. Perfect for a peaceful and relaxing getaway or extended stay.

Oct 15 – 22

$110 per night