
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.

Anna's Historic Stone Cottage w/panoramic View!
Welcome to Anna's Historic Stone Cottage! The 110 year old cottage has been transformed into the perfect combination of romantic and rustic for a dream-worthy getaway. The 280sq ft cottage features stunning, panoramic views of the San Diego skyline while offering rooftop seating for sunrise and sunset viewing. The Cottage is conveniently located 20 minutes from the world famous San Diego zoo and most other must-see, tourist spots. Amenities for special occasions offered too. Check out our menu!

Private 1 BR Paradise Retreat
Private, yet central. It is your exclusive paradise retreat to enjoy from your spacious 1 bedroom guest house located on the lower level of our home. Hang out in the expansive and private backyard with pool, different sitting areas and covered BBQ room. Or maybe a workout in the gym. Centrally located in the Village of La mesa. Just a 1/4 mile jaunt into the quaint village with its numerous assortments of dining options, stores and trolley station. Freeway close to beaches, downtown and airport

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.

San Diego Mountain Retreat
3 bedroom 1 bathroom loft (2 separate sides) open concept guest house. Very peaceful East San Diego getaway. Enjoy beautiful ocean and Mountain Views during the day then relax in the jacuzzi with breath taking sunsets and the city lights at night. Best views in San Diego! Only 25 minutes from the SD airport and beaches. Minutes away from 2 local wineries and casinos. House sleeps 6 but you can invite guests up for the day for a fee. Event prices will be discussed per event. We live in main home

Vacation Paradise-Heated Pool+Hot Tub+FirePit+EV
Welcome to your personal resort! This is your private Guest House with a salt & heated pool + hot tub. Located in a very quiet & safe neighborhood in beautiful San Diego. Drive 15 minutes to the beach, downtown, La Jolla, Zoo, stadiums, Sea World, Convention Center + more. Hike next door at Cowell Mountain or Lake Murray. Smart TV, wifi, two zone AC, full kitchen, W/D combo, top quality finishes & furniture. Everything you need for memorable vacation! No smoking or vaping on the property.
HospitalityCleanlinessIndoor spaces

Mountain top view getaway loft
This loft is completely sound proof! VIEWS, VIEWS, VIEWS!! Do not miss this stunning contemporary loft, located in the highly desired Mt. Helix community. The guest house faces west, giving you phenomenal 270-degree views of the ocean, Downtown, Point Loma, Coronado islands, Coronado bridge, and more! Designed and built by an acclaimed San Diego home designer, this property was featured in Dream Homes Magazine and is well known for its incredible design and construction.
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Fletcher Hills - modern 1 BR.Easy, no step access.
** 36 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..

Private Lake with fishing/Tennis court near Julian
This 2 bedroom home is in a private setting that requires gate access. The lake has fish for those looking to fish in a serene setting . In the brilliant summer sunshine the lake has a perfect mirror for the mountains that surround it. You will have usage of our community kayaks and paddle boat that can take you to the lake island. The home has a full kitchen ,Wifi, forced air ,fireplace heater and air conditioner. Come and enjoy this unique paradise. Sorry no pets

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.

Back Country Retreat
Escape to this peaceful Back Country Retreat, nestled under oak trees and natural rock formations. Upon arrival, you'll be greeted by flower gardens....when in season. The highlight of the property is a lovely flagstone patio complete with an outdoor gas firepit and a custom cedar bar. At night, we turn on four strands of beautiful bistro lights that give a great view of the gardens. Enjoy nearby hiking, biking, and birding in the Cleveland National Forest.

Gorgeous Guest Home
NEWER 1 bed/1bath guest home located in beautiful Alpine. Includes a fully furnished living space, equipped kitchenette, Two Smart TVs, and WIFI. Extra large room with a super comfy Queen size bed. Full size bathroom with washer and dryer. Unit has A/C and heat. Parking is located on property. Wonderful neighbors and neighborhood. The entrance is completely private. Minutes to Viejas or the Sky Falconry. 🦅

Mountain View Retreat in Gated Estate (Hot Tub)
Perched above a canyon with spectacular panoramic mountain views, this private guest house is a secluded retreat in one of San Diego’s most eclectic and desirable neighborhoods less than 6 miles from the Downtown San Diego airport. Enjoy a fully equipped kitchen, luxe king size bed and dual sliding glass doors that open to an expansive deck with patio seating, private hot tub and BBQ area.
Popular amenities for East County, San Diego guesthouse rentals
Family-friendly guest house rentals

Adorable Hawaiian themed Guest House

Casita in the Vineyard. Privacy & Beauty combine.
Hospitality

Vineyard & Winery Guest House

La Cabana
Outdoor spacesHospitalityPool

Farm Vibe near City with Friendly Goats & Big Deck

The Happy Family * 2 playhouses & baby gear

Enchanting private Mt Helix retreat close to SDSU

Private Casita in Great Eastlake Neighborhood
LocationHospitalityAmenities
Guest house rentals with a patio

Private Julian Cottage• Sunrises•Starry Skies

Garden Room- Private Studio with a Panoramic View

Loft Cabin•SoakTub•FirePit• Cinema•View+Zoo add-on

Stargaze & Unwind • Firepit • Near Julian

Keighley Guest Apartment (balcony w/views, A/C)

Da Hui Hut - La Mesa’s best view and spa
Sleep qualityCleanlinessView

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

el Castillo - spanish-inspired getaway in SD mtns
Guest house rentals with a washer and dryer
*BEAUTIFUL* Sunny Home in Golden Hill

Stunning Guest House 15 min. from Zoo, Downtown
Long stayDecorNearby

The “OUT” House: Artist’s Loft/Studio

Beautiful Historic Home and Gardens Near Downtown!

STUNNING Casita with a View!!

Adorable 1- bedroom guesthouse/Casita

Private SD Guesthouse 20 Min to Beaches & Downtown
HospitalityGetting around

AmazingVIEWS! Hilltop Guest House with XL Balcony~
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