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1.
A historic carriage house in Lower Haight that was originally built in 1883 — this former carriage house has been converted into a cozy and unique guest cottage. A stunning garden and a private entrance truly make this retreat — and thanks to the fantastic location, you’ll be within walking distance of loads of restaurants and other points of interest.
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Downstairs, you’ll find a living room with a gas fireplace and lots of comfy sofas to lounge around in, a full and well-equipped kitchen (pro tip: The hosts will stock the fridge for you for the first day if you give them enough notice!), and a bathroom with a relaxing rainfall shower head. Meanwhile, the bedroom upstairs features a gorgeous four-poster bed, a reading nook, and a half-bath.
Address: Lower Haight, San Francisco
Price starting at: $182/night
2.
A waterfront penthouse in Telegraph Hill for a bright, sunny, and modern spot to stay, with views that are To. Die. For. Low-key sophisticated, the recently-remodeled condo boasts not just beautiful accommodations that include a dining area, full bath, and bedroom with a California king bed, but also two sweeping decks that overlook the San Francisco Bay and other iconic SF landmarks.
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This one-bedroom, penthouse condo on Telegraph Hill is definitely worth a look. The location also offers calmness and convenience — mostly residential, Telegraph Hill is a bit quieter than its nightlife-fueled neighbor, North Beach — but it’s still within easy reach of the entertainment hub, and only a 20-minute walk or an 18-minute MUNI ride to Fisherman’s Wharf.
Address: Telegraph Hill, San Francisco
Price starting at: $295/night
3.
A stunning home on Liberty Street in Dolores Heights, because with a design aesthetic that might best be described as farmhouse-but-make-it-quirky, this two-story Edwardian home boasts tons of character from its eclectic furnishings and décor.
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Reviewers also love the views from the deck, and the quiet convenience of the spot’s location (it lies between the Castro, Dolores Park, Noe Valley, and Upper Market). Good for groups or families, this residence can sleep up to five people — two each in the two queen bed-equipped bedrooms, and one more on the sofa bed in the study.
Address: Dolores Heights, San Francisco
Price starting at: $750/night
4.
A sunny garden apartment in The Castro so you can truly be in the thick of things. This sunny, two-bedroom apartment is right in the heart of The Castro and all the neighborhood has to offer.
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Situated on the bottom story of a classic San Francisco Victorian home, the place can sleep four people at a time, and also features a fully-equipped kitchen and a beautiful private deck nestled amongst the greenery. Because of its proximity to the street, you might hear a little bit of noise in the front bedroom at night, but if you’re looking for a place to stay in a vibrant and colorful neighborhood, this is the spot to pick.
Address: The Castro, San Francisco
Price starting at: $153/night
5.
A beautiful city cottage in Central Richmond that’s sandwiched between the Presidio and Golden Gate Park. With the San Francisco Botanical Garden in the area as well, this cottage is a nature-lover’s dream.
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With warm wood interiors and a cozy sleeping loft with a queen sized bed upstairs, it’s a little slice of rustic charm right in the middle of San Francisco. Reviewers love that it’s tucked away in a quiet location, but with easy access to tons of tasty restaurants.
Address: Central Richmond, San Francisco
Price starting at: $190/night
6.
A one-of-a-kind garden unit in The Marina so you can feel like you’re living in a cute little garden. With big, beautiful French doors that open from the apartment directly onto an equally beautiful patio, this cozy little getaway comes with everything you (and your favorite travel companion, if that’s how you roll) could possibly need to feel at home while away from home.
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This studio by the waterfront in the Marina District offers a kitchen and dining area if you like to cook and host, a sitting area and, of course, a comfy queen bed. Everything is nearby and walkable, too — restaurants, shops, views of the Golden Gate Bridge, you name it.
Address: The Marina, San Francisco
Price starting at: $285/night
7.
A private retreat in Rockridge, Oakland — if you’re not wild about staying directly in San Francisco, you might think about looking across the bay to Oakland. It’s within easy reach of San Francisco proper, either by car or by public transit, but it’s also close to some of the best hiking in the Bay Area.
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Both kid- and pet-friendly, this sleeps-up-to-six hideaway is perfect for groups and families. Cafes and restaurants are walkable, too, according to reviewers who were smitten with the space.
Address: Rockridge, Oakland
Price starting at: $275/night
8.
An Edwardian flat in Inner Richmond that’s full of vintage charm, and located just blocks away from numerous parks and museums. This two-bedroom flat that calls itself “the Duck’s Nest” is certainly a unique place to stay.
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Details include walnut wainscoting, inlaid oak hardwood floors, a fireplace, and polished brass fixtures. Although it’s not all old-fashioned, either — modern conveniences ranging from a high-def television and stainless steel kitchen appliances also abound. Five can sleep comfortably in the two queen beds and additional single bed, with plenty of other spaces to lounge around (there’s also a kitchen, living room, dining room, and patio). Restaurants of every variety are within about a 15-minute walk, too, while easily accessible bus lines will take you pretty much anywhere you might want to go.
Address: Inner Richmond, San Francisco
Price starting at: $200/night
9.
A chic junior studio in Pacific Heights, because with its panoramic views of all of San Francisco’s most iconic sights — the Golden Gate Bridge, the Bay, Alcatraz, the Presidio, the whole shebang — this area can’t be beat for scenic, centrally located accommodations.
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This apartment may be compact, sleeping a pair of adults in its king sized bed, and without its own kitchen, but a look out the window should waylay any misgivings. The dining nook overlooks the city and all its bright lights, while the interior is super sophisticated with built-ins, a marble fireplace, a sitting area, and a dressing room. If you’re looking for something similar to a B&B to stay in, this spot definitely fits the bill.
Address: Pacific Heights, San Francisco
Price starting at: $198/night
10.
A beautiful victorian home in Noe Valley — if you’re planning a group trip, like six to eight people, this Victorian home in the quiet and beautiful Noe Valley area of San Francisco is worth a look.
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With three bedrooms, two queen beds, one king sized bed, two and a half baths, a full kitchen, a living room, a dining area, and a stunning outdoor space full of greenery, it’ll keep you all in comfort and style with room to spare. (P.S. An additional queen sized air mattress and bedding can be provided if you’ve got a party of eight.) Plus, with its soothingly neutral color palette, and mid-century modern design, it’s sure to provide a relaxing place to wind down after a big day exploring the nearby Mission, Castro, and Dolores Park.
Address: Noe Valley, San Francisco
Price starting at: $728/night
11.
A luxury penthouse in Russian Hill that would make it an understatement to say this comes packed with all the luxuries you could wish for: Viking kitchen appliances, All-Clad pots and pans, king sized beds, Frette linens — the gang’s all here, as they say.
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If Lombard Street, with its eight switchbacks and “crookedest street in the world” designation, is on your list of San Francisco must-sees, then staying in the neighborhood in which it’s located is a no-brainer. And many a reviewer has accordingly noted that the place is the most well-appointed rental they’ve ever stayed in. Cool and modern, it’s also super close to North Beach, Fisherman’s Wharf, the Embarcadero, Union Square, Nob Hill, and Pacific Heights.
Address: Russian Hill, San Francisco
Price starting at: $275/night
12.
A beautiful studio in Haight-Ashbury, because there’s no denying the draw of staying in this area, aka the Upper Haight, home of the 1960s hippie counterculture and still a funky and fun neighborhood today.
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If you want to get the most out of the place, this sleek studio might be right up your proverbial alley. A queen sized bed and a fold-out mean that up to three people can stay here comfortably, and with a beautifully modern kitchen, cooking up your favorite meals to share out in the back garden will be a breeze. There’s a garage, too, making parking — usually a bear for those who dare to drive in SF — much easier than it might otherwise be.
Address: Haight-Ashbury, San Francisco
Price starting at: $255/night
13.
A storybook attic loft in Western Addition — a dreamy, airy loft just a block away from Alamo Square? Yes, please! This open living space boasts a gourmet kitchen, in addition to a king sized bed and sleeper sofa — and if you’re looking for a room with a view, it doesn’t get much better than this.
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Reviewers have noted that it has a “staggering SF skyline view,” which you can take in from the plant-adorned balcony. San Francisco’s famous “painted ladies” are nearby, as well, making them an easily accomplished must-see on your trip.
Address: Western Addition
Price starting at: $175/night
14.
A modern, spacious tri-level house in San Francisco for another excellent pick for groups of up to six. The location can’t be beat: The Mission and Bernal Heights Park are both walkable, and there’s solid BART access for getting out further into the city.
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This three bed, three-and-a-half-bath tri-level house is truly a modern palace. On the ground floor, you’ll find the living room, which comes equipped with a movie projector and screen, and a half bath. Also, one of the walls — the entire wall — is actually a door that folds open to give you inside-outside access to a beautiful patio with outdoor seating. The main level features an open-plan kitchen/living/dining space — and believe me, that kitchen is decked out — along with a bedroom and bathroom. The top floor is dedicated to two more bedrooms and bathrooms — and did I mention that all of the bedrooms’ baths are ensuite? No fighting over a single shower stall every morning!
Address: San Francisco
Price starting at: $450/night
15.
A two-bedroom apartment in Midtown Terrace, perfect if you’re craving the quiet, and also some spectacular views. This has all that, and then some — it’s located just to the west of Twin Peaks — by which I mean the pair of gloriously scenic hills right in the middle of SF, not the David Lynch television masterpiece.
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The set of rooms occupies the top floor of a single-family home. It’s got its own separate entrance, one bedroom with a queen-size bed, a second bedroom with two twins, a full kitchen, a cozy living room, and — most importantly — a terrace that looks out over the entirety of San Francisco. Ugh. So gorgeous.
Address: Midtown Terrace, San Francisco
Price starting at: $352/night
16.
A gorgeously renovated flat in SOMA — feeling a little extra? Check out this newly renovated, exquisitely luxe two bedroom place in the South of Market district that’s walking distance to museums, Union Square, San Francisco’s famously gorgeous City Hall, and tons of restaurants and nightlife spots.
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With an open living/kitchen concept that’s just as good for chilling in style as it is for whipping up gourmet meals, it’s an excellent choice for groups of four to six people traveling together. The sleeping situation is just as stunning, with two gorgeously decorated bedrooms with queen size beds and additional third queen bed available in a “separate and private overflow space” upon request. The icing on the cake is the shared outdoor space perfect for enjoying a cocktail or glass of wine.
Address: SOMA, San Francisco
Price starting at: $654/night
17.
A charming, artistic, romantic getaway in Cow Hollow — adorned with artifacts and tchotchkes from the hosts’ journeys around the world, this snug and welcoming little getaway is perfect for the well-seasoned traveler.
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Located in the lower unit of a two-unit converted cottage originally built in the 1890s, it’s got a definite ~vibe~ with an antique four-poster bed, Turkish tiles in the bathroom, and garden access immediately outside. The neighborhood also can’t be beat — tucked between the Marina and Pacific Heights, Cow Hollow is well known for its boutique shopping and excellent dining. This place is also right across the street from the Presidio, if huge and expansive parks are your jam.
Address: Cow Hollow, San Francisco
Price starting at: $190/night
18.
A cute nest in Outer Richmond that’s perfect for beachgoers and nature-walk lovers. Situated in Outer Richmond, this cute and compact living space is just a 15 minute walk to Ocean Beach and Lands End.
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Ideal for one to two adults, but also able to accommodate a third person or kiddo on the sleeper sofa, the apartment is beautifully furnished and decorated. Reviewers also say the mattress is super soft. It may be a bit out of the way for some folks, but if you’re truly looking to unplug for a while, and get away from it all, this spot has you covered.
Address: Outer Richmond, San Francisco
Price starting at: $130/night
19.
A luxe modern private home with views in St. Mary’s, because this charming two-bedroom dwelling is full of understated whimsy, from the turquoise-painted door to the hilarious art in the bathroom.
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There’s a relaxing BBQ area for outdoor dining in addition to an adorable little kitchen — which, by the way, has recently been upgraded and features shiny new appliances. Within walking distance to Saint Mary’s Recreation Center, Glen Park Canyon, and a handy BART station, this residence is terrific for families. It can sleep up to five people — two in each of the queen bed-furnished bedrooms and one on the sleeper sofa.
Address: St. Mary’s, San Francisco
Price starting at: $275/night
20.
A bold and eclectic three bedroom home in The Castro that’s signing your song if 19th century Victorian architecture makes your heart go pitter-pat. With hardwood floors, opulent yet playful furnishings and décor (how about that purple kitchen?), and a garden oasis complete with an outdoor bath, this stunning house has everything a group of up to five could want or need.
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The master bedroom has a queen sized bed, plus its own ensuite with a steam shower and bath; meanwhile, the second bedroom has a full sized bed, and the den a fold-out sleeper sofa. There are two additional baths, too — one full, one half. And with landmarks like Castro Street, Twin Peaks, and Dolores Park all less than half a mile away? Well, this rental may truly have it all.
Address: The Castro, San Francisco
Price starting at: $550/night
21.
An amazing flat in Haight-Ashbury for a home-away-from-home that’ll feel like a place you can actually live in. And the location? It’s A+. If you’re looking for somewhere central to base your operations, you can’t do better than here — you can walk to Haight Street Market, Panhandle Park, Golden Gate Park, and tons of restaurants, shops, markets, and nightlife spots.
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In addition to amenities, like a fully stocked kitchen with new appliances, a gorgeous full bath, a washer and dryer, and a smart TV, it’s also got a movie collection, board games, and an office area with an iMac available for use. The bedroom — huge by most standards — fits two queen sized beds and walk-in closets. Additionally, a day bed in the main living space can sleep one more person. It’s also just a block away are bus stops for lines that will take you to Union Square, Chinatown, Fisherman’s Wharf, and more.
Address: Haight-Ashbury, San Francisco
Price starting at: $200/night
