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Guest house holiday rentals in East County, San Diego

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Top-rated guest house rentals in East County, San Diego

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

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Guest favourite
The exterior of a historic stone cottage showcases a rounded structure with large, circular windows. Native plants and decorative rocks surround the entrance, highlighting the natural landscape. The name 'Anna' is displayed on a rustic wooden sign, further enhancing the cottage's character.
Guest house in La Mesa

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!

4.91 out of 5 average rating, 472 reviews
Top guest favourite
The vibrant sunset sky is filled with hues of pink, orange, and purple, reflecting beautifully in the calm water of the pool. Palm trees stand in silhouette, framing the picturesque view of the surrounding mountains and valleys.
Guest house in Jamul

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

4.98 out of 5 average rating, 115 reviews
Top guest favourite
A welcoming entrance features a textured walkway leading to a front door, framed by a wooden railing. Colorful flowers bloom along the sloped landscape, enhancing the natural appeal of the surroundings. Clear skies and distant homes provide a serene backdrop.
Guest house in El Cajon

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.

4.99 out of 5 average rating, 229 reviews
Top guest favourite
A bright living area is visible, featuring a mix of modern furnishings including a cozy sofa, a smart TV, and a circular dining table with wooden chairs. Large windows allow natural light to fill the space, highlighting the warm wooden flooring and inviting decor.
Guest house in La Mesa

East Watch- a private getaway

East Watch is a 740 sq ft, 1 bedroom private retreat that provides the comforts and amenities of home with the style of a high-end hotel. All 5 to 15 min from shopping, downtown, and the beach. It's a short walk from Mt. Helix Park which offers a 360* view, weekday yoga, and stunning sunrises and sunsets. We have EV high speed car charging, a full kitchen with all appliances, workspace with dedicated fast WIFI, a spa shower, and super comfortable beds and pillows. Stay and let us charm you!

4.98 out of 5 average rating, 130 reviews
Top guest favourite
The tiny cabin is illuminated by soft lighting, showcasing its wooden exterior and welcoming design. Surrounding cacti and plants enhance the natural setting, while steps lead up to a private deck. The evening sky provides a serene backdrop, highlighting the cabin's cozy atmosphere.
Guest house in Spring Valley

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

Tucked into a quiet canyon oasis above San Diego, CA, this very private, nature-immersed retreat is located just 20 min from downtown San Diego ✦Private Hot Soaking Tub under the stars ✦Panoramic City views (west facing) ✦Custom outdoor movie theatre ✦Exclusive amenities - just for you! ✦Fast Wi-Fi ✦New quiet AC/Heat ✦Gated, off street prkg Relax on your private patio, unwind in the outdoor hot soaking tub or rain shower and end the night with a movie at your very own "Cinema Under the Stars"!

4.98 out of 5 average rating, 230 reviews
Top guest favourite
Guest house in Spring Valley

Airstream•Sauna•SoakTub• Views•Firepit+Zoo add-on

Just 20 minutes from San Diego's most iconic attractions, yet seemingly a world away, this classic Airstream overlooks 30 acres of native California chapparal, wild sage and California pepper trees with sweeping city and sunset views Designed as a private nature retreat, it invites you to slow down, reconnect, and recharge. Soak beneath the stars, unwind in the handcrafted wood-fired redwood sauna, refresh under the open-air rain shower, and gather around the fire as city lights twinkle below

4.98 out of 5 average rating, 445 reviews
Top guest favourite
The poolside area features a well-maintained saltwater pool reflecting the colors of the sunset. Comfortable seating arrangements, including lounge chairs and a cozy fire pit, are visible. Large umbrellas provide shade, and lush greenery adds to the serene ambiance.
Guest house in La Mesa

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.

4.97 out of 5 average rating, 177 reviews
Guest favourite
A modern loft space features warm wood flooring and a plush area rug. A gray sofa faces a sleek entertainment center. A desk and stool are situated by a window, offering views of the surrounding landscape. Natural light fills the room through large windows.
Guest house in La Mesa

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.

4.95 out of 5 average rating, 239 reviews
Top guest favourite
A child sits quietly on a wooden dock overlooking a calm lake. A sign indicating 'Catch & Release' is visible beside the child, and the surrounding hills are adorned with autumn foliage reflecting in the water, creating a serene and peaceful environment.
Guest house in Descanso

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

4.95 out of 5 average rating, 257 reviews
Top guest favourite
A stunning sunset is captured over a serene landscape, with the sun dipping below the horizon. Soft hues of orange and pink dominate the sky, reflecting on the water's surface. In the distance, the outline of an island is visible against the ocean.
Guest house in Jamul

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.

4.96 out of 5 average rating, 273 reviews
Top guest favourite
A charming red retreat with a welcoming front porch is flanked by floral gardens and natural rock landscaping. Stone steps lead to the entrance, while cozy seating is positioned nearby, surrounded by greenery and decorative elements that enhance the natural setting.
Guest house in Pine Valley

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.

5.0 out of 5 average rating, 167 reviews
Guest favourite
A cozy living space is furnished with a dark leather sofa facing a coffee table. A dining area, equipped with a wooden table and four chairs, is visible. Light-colored walls are complemented by plantation shutters and two art pieces, while a ceiling fan hangs overhead.
Guest house in Alpine

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. 🦅

4.98 out of 5 average rating, 124 reviews

Popular amenities for guest house rentals in East County, San Diego

KitchenWifiPoolFree parking on premisesAir conditioning

Family-friendly guest house rentals

Top guest favourite
Two red Adirondack chairs are positioned under a covered patio, facing a serene backyard with a pool. Lush greenery surrounds the area, creating a tranquil atmosphere. A BBQ room and various seating arrangements are visible beyond the pool, enhancing the outdoor retreat experience.
Guest house in La Mesa

Private 1 BR Paradise Retreat

4.99 out of 5 average rating, 181 reviews
Top guest favourite
A cozy interior features wooden paneling and a comfortable grey sofa with a decorative pillow. A small kitchenette is equipped with cabinets and appliances. A dining table is set for two, and a guitar is displayed on the wall, adding a touch of creativity to the space.
Guest house in La Mesa

La Cabana

4.93 out of 5 average rating, 231 reviews
Top guest favourite
A welcoming front porch with comfortable seating is situated beneath a covered roof. Hanging flower baskets add a touch of color, while the neatly manicured lawn frames the entrance. The exterior features a light blue siding with white trim, creating a calm atmosphere.
Guest house in Ramona

Adorable Hawaiian themed Guest House

4.97 out of 5 average rating, 158 reviews
Top guest favourite
A spacious living area is equipped with a plush sofa and light-colored chairs, accented by decorative pillows. A wooden coffee table rests on a colorful area rug. Natural light fills the room through two windows, highlighting a work desk and welcoming artwork on the wall.
Guest house in El Cajon

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

4.98 out of 5 average rating, 255 reviews
Top guest favourite
The exterior of a charming casita is highlighted with a terracotta tile roof and earthy stucco walls. Lush greenery surrounds the property, with stone pathways leading to the entry. A tall palm tree stands prominently against the clear blue sky.
Guest house in Escondido

Casita in the Vineyard. Privacy & Beauty combine.

4.96 out of 5 average rating, 135 reviews
Top guest favourite
The exterior of a two-story guest house is illuminated in warm light, showcasing a balcony with railing that overlooks the surrounding greenery. A welcoming entrance is framed by well-kept garden areas, with steps leading up to the house.
Guest house in Dulzura

Vineyard & Winery Guest House

4.97 out of 5 average rating, 634 reviews
Top guest favourite
A bright living area is characterized by large windows that invite natural light and provide views of greenery outside. A wall-mounted TV is positioned opposite a comfortable sofa, while a colorful dining chair adds a playful touch to the space.
Guest house in Del Cerro

The Happy Family * 2 playhouses & baby gear

5.0 out of 5 average rating, 206 reviews
Superhost
The living area features a grey sofa complemented by two pink chairs arranged around a low coffee table. An ornate area rug anchors the space, while framed botanical art adorns the wall. A large mirror reflects the light from stylish floor lamps and greenery.
Guest house in San Diego

Farm Vibe near City with Friendly Goats & Big Deck

4.93 out of 5 average rating, 246 reviews

Guest house rentals with a patio

Top guest favourite
Guest house in La Mesa

Garden Room- Private Studio with a Panoramic View

4.88 out of 5 average rating, 251 reviews
Top guest favourite
A spacious deck is visible, furnished with a table and four wicker chairs. A decorative bowl sits at the center of the table. The panoramic view of the surrounding landscape and city skyline stretches into the distance under a clear blue sky.
Guest house in La Mesa

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

4.96 out of 5 average rating, 264 reviews
Guest favourite
Guest house in Julian

Private Julian Cottage• Sunrises•Starry Skies

4.94 out of 5 average rating, 298 reviews
Guest favourite
A peaceful residential exterior is shown with a two-story house featuring a balcony. Lush greenery and colorful flowers border the driveway, which provides ample space for parking, including a white vehicle. The entrance is framed by a decorative gate and a brick pathway.
Guest house in San Diego

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

4.85 out of 5 average rating, 252 reviews
Top guest favourite
Guest house in Julian

Stargaze & Unwind • Firepit • Near Julian

4.97 out of 5 average rating, 206 reviews
Top guest favourite
Guest house in La Mesa

AmazingVIEWS! Hilltop Guest House with XL Balcony~

4.99 out of 5 average rating, 112 reviews
Top guest favourite
A cozy living area features a sectional sofa and wooden coffee table, complemented by a television mounted on the wall. Several light sources illuminate the space, including a ceiling fan. Decorative wall art adds a personal touch, while windows allow natural light to brighten the room.
Guest house in La Mesa

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

4.99 out of 5 average rating, 380 reviews
Top guest favourite
An open layout studio is presented, featuring a cozy seating area with a grey couch and a rustic wooden coffee table. A dining space with a round table and chairs is visible. The kitchen area, equipped with modern appliances, is complemented by a ceiling fan with decorative light fixtures.
Guest house in La Mesa

NEW construction - Studio by Village of La Mesa

4.98 out of 5 average rating, 154 reviews

Guest house rentals with a washing machine and dryer

Top guest favourite
A spacious living area features a large sectional sofa adorned with decorative pillows, complemented by a wooden coffee table. A vibrant wall art piece with colorful surfboards is displayed above the couch, while natural light fills the room through expansive windows.
Guest house in Mission Hills

Beautiful Historic Home and Gardens Near Downtown!

4.97 out of 5 average rating, 299 reviews
Top guest favourite
An open concept studio loft is depicted, featuring a light-filled living space. A comfortable sofa is positioned in the foreground, with a sliding barn door leading to a kitchenette and laundry area. Natural light streams through a large window, brightening the entire room.
Guest house in El Cajon

Mt Helix Studio Loft with Mountain Views

4.97 out of 5 average rating, 220 reviews
Guest favourite
A modern kitchen is showcased with sleek white cabinetry and stainless steel appliances. A spacious island features four high stools arranged for seating, while a large window allows natural light to illuminate the area. Cooking essentials and a coffee maker are visible on the countertop.
Guest house in Lemon Grove

STUNNING Casita with a View!!

4.89 out of 5 average rating, 241 reviews
Guest favourite
A bright bedroom is furnished with a gold metal bed, adorned with white linens and decorative pillows. Large windows allow natural light to fill the room, and a green plant adds a touch of nature. A comfortable chair and a small bedside table complete the decor.
Guest house in Golden Hill

*BEAUTIFUL* Sunny Home in Golden Hill

4.94 out of 5 average rating, 433 reviews
Top guest favourite
A warm living area features a comfortable gray sofa facing a modern electric fireplace with colorful artwork displayed above. An open layout connects the space to a well-equipped kitchen, enhanced by natural light streaming through the window and recessed lighting overhead.
Guest house in Spring Valley

Private SD Guesthouse 20 Min to Beaches & Downtown

4.99 out of 5 average rating, 103 reviews
Top guest favourite
A spacious living area is presented with a gray sectional sofa adorned with colorful throw pillows. A round coffee table sits on a textured area rug. The kitchen features modern fixtures, while natural light fills the room through windows with a view of the patio.
Guest house in La Mesa

Cozy Coop with a View

4.96 out of 5 average rating, 230 reviews
Top guest favourite
A modern kitchen space features wood cabinetry complemented by stainless steel appliances. A dining table with two chairs sits alongside a vibrant flower arrangement. Natural light enters through a nearby window, illuminating the open layout and inviting atmosphere.
Guest house in Poway

Private GuestHouse with Kitchen,Bath,Dryer, Washer

4.96 out of 5 average rating, 139 reviews
Top guest favourite
Guest house in Normal Heights

The “OUT” House: Artist’s Loft/Studio

4.94 out of 5 average rating, 174 reviews

Destinations to explore