San Diego

Cool Airbnbs Near San Diego to Book This Winter

Road trip!

Photo courtesy of Airbnb
Photo courtesy of Airbnb
Photo courtesy of Airbnb

After months of sheltering in place, even the most dedicated homebodies are ready for a getaway-but where? Look no further than your own backyard-we’ve got mountain escapes, desert oases and not one, but two legit wine regions waiting for you to explore. We’ve put together a handy list of some of the coolest Airbnbs near San Diego, so pack the car and hit the road. Don’t forget your mask!

Photo courtesy of Airbnb
Photo courtesy of Airbnb
Photo courtesy of Airbnb

A light-filled cabin nestled in the trees

Big Bear Lake
6 guests, $667 per night
Distance from San Diego: ~Two and a half hours
The Cabin on Catalina is a chic, cozy escape that puts you right in the heart of Big Bear, just minutes from the slopes and restaurants, and a doable walk to the ski slope shuttle, but even non-skiers will love it for its gorgeous forest views, fully-stocked kitchen, and lavish free-standing tub in the master bath. There’s also a large yard with a mini-hill for the littles to sled on while the grownups relax in the hot tub.
What guests say: “All I can say is just GO! You will be so happy you did. This property is beautiful and great in design. My family slept well. My husband and I said we felt like we were in a hotel bed. It was gorgeous and we cannot wait to go again.”

Photo courtesy of Airbnb
Photo courtesy of Airbnb
Photo courtesy of Airbnb

Snuggle in a Scandinavian treetop escape

Big Bear
4 guests, $358 per night
Distance from San Diego: ~Two and a half hours
Hit the nearby slopes and hiking trails, then cozy up near the fire while you watch the sunset through soaring, floor-to-ceiling windows in this open-floor plan Scandinavian hideaway. An expansive gourmet kitchen makes whipping up dinner a breeze, a luxurious master bedroom ensures blissful sleep, and sweet touches like heated towel holders leave you feeling extra pampered. Mountain bikes and sleds are available for more outdoor fun. 
What guests say: “Nordik Escape blew our minds. It was truly an oasis-perfect place to bundle up and recharge the batteries. One of our favorite AirBnB experiences ever. Peggy and Christopher are super helpful-tremendous hosts.”

Photo courtesy of Airbnb
Photo courtesy of Airbnb
Photo courtesy of Airbnb

Soak under starry skies

Yucca Valley
6 guests, $755 per night
Distance from San Diego: ~Two and a half hours
Experience seamless indoor-outdoor living at Ventana Cove, a stunning custom home that boasts enormous LaCantina doors in each of the three bedrooms, opening to the huge interior patio with a hot tub, a lounging area, and a retractable canopy for open air relaxation. Take in spectacular views of the Joshua Tree National Park mountains from the cold dip cowboy tub on the lounge deck, stargaze around the fire pit, or chill in a shaded hammock. Located on two private acres, you’re just minutes from Joshua Tree National Park.
What guests say: “Our four person group (two couples) had an incredible time on this well-appointed property. There are so many lovely things to say. From watching the sunset in the hammocks to the extremely user friendly Sonos speakers. I really felt I didn’t have to worry about a thing and could just relax. It is an experience in itself and I can’t recommend it enough.”

Photo courtesy of Airbnb
Photo courtesy of Airbnb
Photo courtesy of Airbnb

Kick back in a mid-century getaway

Palm Springs
6 guests, $340 per night
Distance from San Diego: ~Two and a half hours
From the meticulously restored original 1959 kitchen to the eye-popping splashes of color throughout, you’ll feel like you’ve taken a trip back in time in this stylish mid-century beauty. As an added bonus, pets are allowed and a large park in easy walking distance makes it convenient for dog (or human) outings. Pour a batch of martinis, crank up Sinatra, and sink into the hot tub for the ultimate Palm Springs experience. 
What guests say: “If you need a relaxing getaway in Palm Springs, this is the spot. Amazing pool/hot tub with a fantastic personalized interior design and plenty of space! Can’t recommend Bill and his wonderful spot enough!”

Photo courtesy of Airbnb
Photo courtesy of Airbnb
Photo courtesy of Airbnb

An artsy enclave in a vineyard

Valle de Guadalupe, Baja California, Mexico
6 guests, $388 per night 
Distance from San Diego: ~Under two hours 
An homage to owner Grisel De La Rosa’s family of artists as well as the legendary painter Frida Kahlo, Casa Frida sits adjacent to one of the buzziest tasting room/restaurant parks in the valley. Eclectic mid-century furniture, eye-catching original art and vivid colors abound, while arching French doors and high, blond wood-paneled ceilings keep the rooms airy and bright. Since it’s located close to the tasting room, don’t plan on pin-drop silence at night, especially on weekends, but you’ll probably want to be out there sipping wine anyway. 
What guests say: “The house was absolutely stunning. Artwork on every wall. I also really enjoyed the fire pit and outdoor sound system. We bought a few bottles of wine from the tasting room and drank the night away under the stars. Would highly recommend it and come again!”

Photo courtesy of Airbnb
Photo courtesy of Airbnb
Photo courtesy of Airbnb

Sip wine in a hilltop cottage

Valle de Guadalupe, Baja California, Mexico
4 guests, $159 per night
Distance from San Diego: ~Under two hours
Enjoy spectacular sunsets and wide open vistas at Terra Monarca in the heart of the Valle de Guadalupe, within walking distance to Corazon de Tierra and Vena Cava and a short drive to wineries, breweries, and top rated restaurants along both the old and new Ruta del Vino. You’ll love returning to this spacious, beautifully adorned home, sipping wine on the wide stone patio and cooking dinner in the brand new, covered outdoor kitchen complete with a Santa Maria grill. 
What guests say: “Zeida was a perfect host. Her home is beautiful, with everything you need for a wonderful and fun stay. The fire pit outside was great, and the zarape blankets were perfect for the chilly night by the fire. We really enjoyed our stay and are planning to stay there again on our next trip. Highly recommend!”

Photo courtesy of Airbnb
Photo courtesy of Airbnb
Photo courtesy of Airbnb

Relax in a charming farmhouse

Julian
8 guests, $466 per night
Distance from San Diego: One hour, 15 minutes
From the reclaimed barnwood and vaulted ceilings to the wraparound porch and swing, you’ll be utterly charmed by this lovingly restored farmhouse. Situated on an acre of land, it features mountain views from the front and ocean sunsets from the 2nd story deck in the back, weather permitting. Best of all, it’s only three blocks from town, where you’ll find coffee shops, dining, beer and wine tasting, and those famous Julian pies. 
What guests say: “One of the best Airbnb stays we’ve ever had! The home is absolutely enchanting-the pictures don’t do it justice. Decor is impeccable & thoughtful. Had everything we could need for our family of 4. We cooked, played games, watched the sunset from the amazing balcony off the master, watched a meteor shower from the backyard, and just relaxed. It felt like a home away from home. We hope to return someday and cannot recommend this stay more highly.”

Photo courtesy of Airbnb
Photo courtesy of Airbnb
Photo courtesy of Airbnb

Chill out at a desert destination

Borrego Springs
6 guests, $187 per night
Distance from San Diego: ~Under two hours
Pack the sunscreen and head out to the desert for a break from the daily grind at Borrego Dig, a serene, private getaway on 1.28 acres, with stunning views of Indian Head, Font’s Point, and the Santa Rosa Mountains. Vaulted ceilings and plenty of natural light flood the beautifully decorated rooms, including a large, gourmet kitchen. Spend the day hiking the Ocotillo Forest or golfing at one of Borrego Springs many courses, then chill out under the spectacular canopy of stars-you might even see a meteor shower!
What guests say: “The house was brilliant for a weekend escape. The views were amazing from every window. The house has high ceilings, good circulation and light. We enjoyed playing horseshoes in the back. Jayne was an excellent communicator, very gracious and responsive. I would definitely recommend.”

Photo courtesy of airbnb
Photo courtesy of airbnb
Photo courtesy of airbnb

A sleek Airstream in the heart of wine country

Temecula
2 guests, $129 per night
Distance from San Diego: One hour
Perfect for a weekend getaway or a longer stay, Bliss at Serenity Cove is a gorgeous, brand new Flying Cloud Airstream that has all the comforts of home and sits on five acres filled with oak trees and cacti. Spend your days exploring Temecula’s many vineyards and restaurants or zen out in the meditation garden just outside your front door. For the ultimate pampering, book a yoga or meditation class, reiki treatment or massage when you make your reservation (extra charges apply). 
What guests say: “Lena’s place was the perfect spot for our quick weekend getaway. The space was clean and filled with thoughtful touches. The location is great with its close proximity to the local wineries and several great hikes. We’d highly recommend Lena’s property to anyone looking for a quiet, relaxing stay.”Sign up here for our daily San Diego email and be the first to get all the food/drink/fun in town.

Mary Beth Abate is a San Diego-based freelance writer by way of Chicago and Los Angeles. Her hobbies include yoga, pickling and fermenting stuff, reading cookbooks and drinking fabulous gin. Keep up with her experiments @MaryBeth_Abate.

San Diego

How to Celebrate Women’s History Month in San Diego

Check out female-led dance programs, pop up markets, beer dinners, and more events this March.

Photo by Bianca Quirino Photography l Courtesy of Simplemente Chingona
Photo by Bianca Quirino Photography l Courtesy of Simplemente Chingona
Photo by Bianca Quirino Photography l Courtesy of Simplemente Chingona

Women have played a huge part shaping San Diego into the city it is today. In celebration of Women’s History Month, there are a variety of events across the city that commemorate women’s contributions to our community and culture. Home to the Women’s Museum of California, which hosts events throughout the year, be sure to check out all the ways to support and honor women this month. From art exhibits to dance performances, pop-up markets and yoga, check out the best events to celebrate Women’s History Month in San Diego:

Photo courtesy of The San Diego Museum of Art
Photo courtesy of The San Diego Museum of Art
Photo courtesy of The San Diego Museum of Art

Discover works from overlooked women artists

Ongoing through November 7, 2023
Balboa Park
The San Diego Museum of Art currently has 20 modern and contemporary works of art on display from women who unjustly didn’t receive the same amount of fame as their male contemporaries. The museum’s Modern Women exhibit is your chance to see work from artists like Elaine de Kooning and Lee Krasner, who were overshadowed by artist husbands Willem de Kooning and Jackson Pollock but whose work has long deserved its own moment in the spotlight. The collection showcases pieces that range from acrylic paintings to photography, inviting us into an untapped artistic sphere.
Cost: $20

Practice Sun Salutations while supporting a good cause

Saturday, March 4, 10 am to 11 am
Pacific Beach
Make a difference in the lives of teen girls of colour while taking a yoga class at Kate Sessions Park. Organized by local nonprofit One Love Movement, all donations for the event go towards college scholarships for girls of the DETOUR F.A.N.C.Y. Expo & Leadership Academy, a mentorship program that promotes equity and inclusion in higher education for girls of colour. All while enjoying stunning views of Mission Bay.
Cost: Donation-based

Photo by Bianca Quirino Photography l Courtesy of Simplemente Chingona
Photo by Bianca Quirino Photography l Courtesy of Simplemente Chingona
Photo by Bianca Quirino Photography l Courtesy of Simplemente Chingona

Shop local women-owned businesses

Sunday, March 5, 1 pm to 5 pm
Middletown
What better way to celebrate the women in your community than by supporting their local businesses? The Women’s History Month Market, located in the FEMX Quarters venue, is a pop up market you don’t want to miss. The market will feature over 35 vendors from women artisans and you’ll find uniquely crafted sunglasses, jewellery, clothing, and more. The family-friendly (and pet-friendly) event will also include food and music.
Cost: Free

Drink beer crafted by female brewers on International Women’s Day

Wednesday, March 8, 6:30 pm to 10:00 pm
Escondido
Women were the original brewers of ale, after all, so it only makes sense to honour our past and present beer connoisseurs with dinner and brews. Located at Stone Brewing World Bistro & Gardens, Stone International Women’s Day Beer Dinner features three courses, each paired with a tasty beer specially brewed by a team of women at Stone Brewery. The event is part of a larger global celebration for International Women’s Day, where brewers all over the world brew a speciality beer that supports The Pink Boots Society, a non profit that empowers women and non-binary people in the beer industry through scholarships and education. Grab your tickets while you can! 21+
Cost: $50-$70

Attend an exhibition celebrating female and non-binary artists

Saturday, March 11, 5:00 pm
Barrio Logan
Head over to the entertainment and community venue Corazon del Barrio and show your support to female and non-binary artists, whose art and music will be featured in the Diosa Art Show. Around 40 artists are on the bill at this all-ages event.
Cost: Free

Drink some pints for the pups

Saturday, March 11, 12 pm to 4 pm
Carmel Mountain
If you need another excuse to down some brews, Second Chance Beer Company is hosting its first ever Ladies & Pups Market for Women’s History Month. The brewery, which holds various events throughout the year, donates a percentage of its sales to animal rescue organizations in California and Arizona. The dog-friendly market will include pop ups from women-owned businesses such as Bold Bouquet, Wet Nose Pottery, and No, You Sit! Treats. For the occasion, Second Chance will serve Fistful of Gummies – Berry Edition, a rendition of their fruited sour beer created in collaboration with Pink Boots Society, an organization that supports women and non-binary individuals in the beer industry.
Cost: Free

Photo courtesy of Women's Museum of California
Photo courtesy of Women’s Museum of California
Photo courtesy of Women’s Museum of California

Attend a ceremony at the Women’s Museum of California

Saturday, March 18, 11 am to 1 pm
Rolando
Perhaps San Diego’s largest Women’s History Month event, the San Diego County Women’s Hall of Fame recognizes local women for their achievements in the community. The annual event, which takes place at Joan B. Kroc Theatre, is a project of the Women’s Museum of California, a museum dedicated to educating the public about women’s contributions through history with exhibits, programs, and events. Over 100 women have been inducted into the Women’s Hall of Fame since the program was founded in 2001, and this year’s class includes notable women like activist Norma Chávez-Peterson and Chula Vista Mayor Mary Casillas Salas. The event includes a VIP brunch followed by the Induction Ceremony. Be sure to purchase tickets early to secure your spot.
Cost: $20-$150

Join a community of local women and get inspired

Monday, March 20, 5 pm to 7:30 pm
Miramar
The Women’s Speaker Series at Alesmith Brewing Company is a monthly community gathering where local women come together to support one another in achieving professional and personal goals. The event includes a social hour followed by a selected speaker. For this month, the Women’s Speaker Series features career coach and small business owner Laura Bashore, who will share her insight on how you can advance your career or business. Make sure to reserve your spot before attending!
Cost: Free

Come hear about the roles San Diego women played during World War II

Tuesday, March 21, 1 pm to 3 pm
Mission Valley
In the early 20th century, many women were not allowed or expected to be the breadwinners for their households, but things suddenly changed with the United States’ entry into World War II. Here’s your chance to learn about the real experiences of women who lived through WWll and how they navigated through it all. Presented by Oasis San Diego, head over to Mission Valley Library to attend this in-person event.
Cost: Free

Photo by Carly Topazio l Courtesy of The Rosin Box Project
Photo by Carly Topazio l Courtesy of The Rosin Box Project
Photo by Carly Topazio l Courtesy of The Rosin Box Project

Attend a ballet program choreographed entirely by women

Thursday, March 23 – Saturday, March 25 & Monday, March 27, 7:30 pm
Liberty Station
Experience not one but three world premiere ballet performances at The Rosin Box Project, a contemporary ballet company that works to redefine the concept of dance and how it’s experienced for both artists and audiences. To coincide with Women’s History Month, TRBP is kicking off its 2023 season with Empower, a female-led ballet program choreographed by TRBO Residents Lauren Flower, Bethany Green, and Carly Topazio. The program, which takes place at Light Box Theater, offers a fresh take on dance by pushing the boundaries of traditional ballet. Your ticket includes a post-show reception.
Cost: $45

Hear music by a little-known female early 20th-century composer

Friday, March 24, 6:30 pm to 7:45 pm
Balboa Park
While you may not be familiar with composer Alice Barnett Stevenson, she played an integral part in San Diego’s music scene during the early 1900s. Stevenson was an active member of various music organizations at the time, and she composed art songs for voice and piano and performed at schools all over the country. Her home became a hub for local recitals from visiting musicians, and was also where the San Diego Symphony was founded. This month, you can hear her compositions performed live for the first time in nearly 100 years at the San Diego History Center. Selected works by Stevenson will be performed by musical scholar Katina Mitchell and pianist Yewon Lee. Be sure to reserve tickets ahead of time.
Cost: $25-$40

Listen to Black San Diego women discuss important community issues

Saturday, March 25, 12 pm to 4 pm
Valencia Park
In celebration of Women’s History Month, the Friends of Malcolm X Library are hosting Ain’t I a Woman, an event featuring Black women who will be speaking about their professions and discussing the challenges faced within the workplace and the community while offering suggestions on how to further enhance and embrace equality. The event includes a Q&A panel discussion, door prizes, free raffles, as well as music, poetry, and dance. Seating is limited so be sure to reserve your spot early.
Cost: Free event. Lunch purchase is $15.

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Michelle Harris is an Editorial Assistant at Thrillist. Over the years her writing has also appeared in Atlas Obscura, Mental Floss, and Audubon Magazine. When she’s not busy typing, she enjoys hiking, road trips, and cooking vegan food.

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