Best movies like Love, Guaranteed

A unique, carefully handpicked, selection of the best movies like Love, Guaranteed Starring Rachael Leigh Cook, Damon Wayans Jr., Heather Graham, Caitlin Howden, and more. If you liked Love, Guaranteed then you may also like: Two Weeks Notice, 27 Dresses, The Wedding Date, The Wedding Planner, When in Rome and many more popular movies featured on this list. You can further filter the list even more or get a random selection from the list of similar movies, to make your selection even easier.

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Two Weeks Notice

Dedicated environmental lawyer Lucy Kelson goes to work for billionaire George Wade as part of a deal to preserve a community center. Indecisive and weak-willed George grows dependent on Lucy's guidance on everything from legal matters to clothing. Exasperated, Lucy gives notice and picks Harvard graduate June Carter as her replacement. As Lucy's time at the firm nears an end, she grows jealous of June and has second thoughts about leaving George.

6.4 / 10 2008 Comedy Romance
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27 Dresses

Altruistic Jane finds herself facing her worst nightmare as her younger sister announces her engagement to the man Jane secretly adores.

The Wedding Date

With the wedding of her younger sister fast approaching, Kat Ellis faces the undesirable prospect of traveling alone to London for the ceremony. While this is bad enough, Jeffrey, the man who left her as they moved closer to marriage, happens to be the groom's best man. Determined to show everyone -- most of all Jeffrey -- that her romantic life is as full and thrilling as ever, Kat hires a charming male escort as her date.

The Wedding Planner

San Francisco's premiere wedding planner, Mary Fiore is rescued from an accident by the man of her dreams, paediatrician Steve Edison, only to find he is the fiancé of her latest client. As Mary continues making the wedding arrangements, she and Steve are put into a string of uncomfortable situations that force them to face their mutual attraction.

When in Rome

After fishing out coins from a water fountain in Italy, cynical New Yorker Beth Harper finds herself being wooed by several ardent suitors. As she deals with the attention, Beth tries to figure out whether a charming reporter really loves her.

Bride & Prejudice

A Bollywood update of Jane Austen's classic tale, in which Mrs. Bakshi is eager to find suitable husbands for her four unmarried daughters. When the rich single gentlemen Balraj and Darcy come to visit, the Bakshis have high hopes, though circumstance and boorish opinions threaten to get in the way of romance.

Can You Keep a Secret?

Emma Corrigan, a girl with a few secrets on a turbulent plane ride, thinks she’s about to die, Emma spills them all to the handsome stranger sitting next to her. At least, she thought he was a stranger. But then, her company’s young and elusive CEO, arrives at the office. It’s him. And he knows every single humiliating detail about Emma.

How to Lose a Guy in 10 Days

It’s the battle of wills, as Andie (Kate Hudson) needs to prove she can dump a guy in 10 days, whereas Ben (Matthew McConaughey) needs to prove he can win a girl in 10 days. Now, the clock is ticking - and the wildly entertaining comedy smash is off and running in this irresistible tale of sex, lies and outrageous romantic fireworks!

The Sisterhood of the Traveling Pants 2

Four young women continue the journey toward adulthood that began with "The Sisterhood of the Traveling Pants." Now three years later, these lifelong friends embark on separate paths for their first year of college and the summer beyond, but remain in touch by sharing their experiences with each other.

The Switch

Kassie is a smart, fun-loving single woman who, despite her neurotic best friend Wally’s objections, decides it’s time to have a baby – even if it means doing it herself…with a little help from a charming sperm donor. But, unbeknownst to her, Kassie’s plans go awry because of a last-minute switch that isn’t discovered until seven years later… when Wally gets acquainted with Kassie’s cute – though slightly neurotic – son.

French Kiss

After her fiancee admits to infidelity while on a business trip in France, a woman attempts to get her lover back and marry him by traveling to Paris despite her crippling fear of flying. On the way she unwittingly smuggles something of value that has a charming crook chasing her across France as she chases after her future husband.

Something New

Kenya McQueen, a corporate lawyer, finds love in the most unexpected place when she agrees to go on a blind date with Brian Kelly, a sexy and free-spirited landscaper.

A Perfect Pairing

To land a major client, an LA wine exec travels to an Australian sheep station, where she signs on as a ranch hand and hits it off with a rugged local.

I Hate Valentine's Day

A love story set in Manhattan, where a florist who abides by a strict five-date-limit with any man finds herself wanting more with the new restaurateur in town.

Love's Brother

Set in rural Australia and Tuscany in the 1950's, this is the story of two brothers and the bride who - as fate would have it - arrives from Italy betrothed to one yet falls madly in love with the other.

My Life in Ruins

A Greek tour guide named Georgia attempts to recapture her kefi (Greek for mojo) by guiding a ragtag group of tourists around Greece and showing them the beauty of her native land. Along the way, she manages to open their eyes to the wonders of an exotic foreign land while beginning to see the world through a new set of eyes in the process.

Two Night Stand

After an extremely regrettable one night stand, two strangers wake up to find themselves snowed in after sleeping through a blizzard that put all of Manhattan on ice. They're now trapped together in a tiny apartment, forced to get to know each other way more than any one night stand should.

Blended

After a divorced mom and widowed dad have a disastrous blind date and part ways, they unknowingly end up having to share the same romantic suite at an African resort for families during spring break.

A Brush with Love

As she considers giving up on her artistic dreams, Jamie paints a vision board that brings her success and love—only to discover that the mystery man in her painting isn't who she thinks.

The Perfect Date

No beau? No problem! To earn money for college, a high schooler creates a dating app that lets him act as a stand-in boyfriend.

Christmas Cupid's Arrow

Holly, a professor at a small college, has had a long history of finding the wrong guy. She’s accomplished quite a bit in her life, but after her younger sister announces she is pregnant, Holly decides she is going to make an effort to meet Mr. Right. Meanwhile, David, another professor, is a single father, very smart and kind, but not the type that Holly takes notice of when the two are assigned to plan the Christmas Formal. At the insistence of her best friend, Holly signs up for the dating website “Cupid’s Arrow,” where she meets Josh, an attorney just hired by the school. He’s everything she wants on the surface, but has little to say beyond his work and good looks. Josh and David were roommates in college, so Josh recruits David to write poetic messages in an attempt to win Holly over.

A Valentine's Match

Fired from her job as a reality TV host, Natalie returns home for Valentine's Day, only to find herself running the town festival's auction with her ex-fiancé thanks to two scheming mothers.

Summer Love

Maya Sulliway is a struggling single mom who's studying to become an accountant. When her young daughter goes off to sleepaway camp, Maya accepts a summer internship at Kizzmit, a tech company known for developing a popular social app, in order to receive college credit.

Love by Chance

Claire, an ambitious pastry chef, is busy running her new restaurant, but her meddling mom is preoccupied with her lack of love life. Without her knowledge, Claire’s mother finds her the perfect man, but when Claire finds out it wasn’t fate that brought them together, it could ruin the relationship.

Christmas at Dollywood

Event planner Rachel lands her biggest job yet – Dollywood's 30th Smoky Mountain Christmas celebration, where she’s teamed with operations director Luke to plan an event as glamorous as Dolly Parton herself. Sparks fly, but it takes matchmaking by Dolly to help them find their way.

Walking the Dog

Kristie Simmons, an attorney, initiates a legal battle trying to get approval for a bike lane for the local residents. When Bill, a local veterinarian, informs her that a dog named Gidget needs a home, Kristie agrees. While out walking Gidget, Kristie meets Keith Amos, an attorney on assignment from Seattle, while he's walking his lovable dog, Simon. Keith is immediately smitten with Kristie, her initially pleasant reaction to him turns sour when she learns he is her opposing counsel in the bike lane case.

My Perfect Romance

Newly appointed CEO of Robinson Tech, Wes Robinson, is looking for new ideas to boost the company's sales. Vivian Blair, a program developer, shares a dating algorithm she has been working on called My Perfect Match. Wes sees potential and an opportunity to turn the company around and launches the service. When the pair is challenged to use My Perfect Match themselves to find love, this algorithm shows some interesting results.

The Matchmaker's Playbook

After a career-ending accident, former NFL recruit Ian Hunter is back on campus, and he's putting his extensive skills with women to work as one of the masterminds behind a successful and secretive dating service. But when Blake Olson requests the services of Wingmen, Inc., Ian may have landed his most hopeless client yet. As Blake begins the transformation from hot mess to smokin' hot, Ian realizes he's in danger of breaking his cardinal rule....

Love in the Villa

A young woman takes a trip to romantic Verona, Italy, after a breakup, only to find that the villa she reserved was double-booked, and she'll have to share her vacation with a cynical British man.

Lucky 7

Instead of really living her life since losing her mother at age 7, Seattle lawyer Amy Myer sticks to a foolproof 'timeline' her mother drew as a guideline to help plot the course of her life. The timeline, which proves to be accurate in all other respects, predicts that Amy should marry her seventh boyfriend. However, Amy must question her instincts when she feels that her sixth boyfriend is the one she should marry, not the predicted seventh. Now she must decide whether to follow her mother's advice, or follow her own heart.

Just My Type

Pop culture writer and aspiring novelist Vanessa Sills lands the interview of a lifetime with the illustrious, elusive and reclusive mystery author Martin Clayborne in his quaint rural town only to realize her own aspirations, dreams and romantic life have taken a back seat along the way. When Vanessa returns home to Portland and a mysterious gift arrives from Martin, she then makes a surprise decision, and finally takes her own advice to “go boldly in the direction of your dreams and live the life you imagine.”

My Summer Prince

When a prince, and heir to the throne, finds himself in some hot water for his partying ways, the royal family decides to hire a top notch PR consultant to work with him.

A December Bride

Aspiring interior designer Layla is dreading the Christmastime wedding of her cousin who’s marrying Layla’s ex-fiancé. Although Seth is the one responsible for introducing the bride and groom, she begrudgingly accepts his offer to be her date as she’s out of options. Seth gets carried away at the reception and announces they’re engaged, forcing a mortified Layla to keep up the pretense.

My Favorite Wedding

Potential Northwestern fellow Tess Harper lasers through her best friend's wedding planning like the star doctor she hopes to soon become. In fact, Tess puzzles through any problem - provided it's not her own. When she meets divorce lawyer and groom's best friend, Michael, Tess maneuvers around him like a gurney in the emergency room until she discovers this best man has a few moves of his own.

Lust for Love

Winning your childhood sweetheart can create more problems than it solves.

A Christmas for the Books

Lifestyle guru and romance expert, Joanna Moret, has developed a fool-proof strategy for ending holiday loneliness and it's all detailed in her best-selling book, The Love Audit. After appearing on a morning show, she is offered the biggest opportunity of her career—to throw the MacAllen Holiday Gala—and if all goes well she'll get her own TV show. Little do her fans, or the MacAllen's, know that she is newly single and can't seem to apply her principles to her own love life. Joanna asks the morning show producer, Ted to pretend they are a couple or risk being exposed as a fraud.

A Husband for Christmas

Brooke and Roger, two graphic designers in a soon-to-be-merged company, help one another by agreeing to a loveless marriage of convenience, suggested by their new boss. In the process, Brooke gets to upstage the sister who just announced her engagement to Brooke's ex-boyfriend during the holidays. But, with their “marriage” in question, will Brooke and Roger find a spark they didn’t know existed?

Snowbound for Christmas

A marketing executive is invited by her charming and handsome boss to pitch a major project to prospective clients at a posh resort and the two get snowed in together before any of the other guests can arrive. Now, with the hotel to themselves, a fairytale snowscape outside and sparks flying inside, they find that being alone together is all the Christmas magic they need.

Matching Hearts

As Valentine's Day nears, a matchmaker is tasked by her mentor to find a match for an entrepreneur who believes staying single is the key to success.

Romance in the Air

After learning her job is on the line, Eden returns to Lake Tahoe where she used to spend her summers growing up. There she’s reunited with her childhood friend Riley and finds that the draw of her past might direct her future to a happiness she’s been missing in her life.

Christmas in Love

Ellie Hartman is an aspiring crafter working in her small town’s bakery making famous Christmas Kringles. When the new, big-city CEO Nick Carlingson visits the bakery, he arrives filled with modernization ideas destined to lay off many employees.

Christmas Matchmakers

Two executive assistants scheme to get their bosses to date during the holidays, and in the process fall in love themselves.

Angels and Ornaments

Corrine's holiday season gets an unexpected dose of romance when she meets the mysterious Harold, who is on a deadline from a higher power to help Corrine find her true love by Christmas Eve. As the clock ticks down to Harold's deadline, Corrine must decide if she will open up to Christmas love.

A Midnight Kiss

With only one week to prepare, Lisa Patterson and her family of party planners are given the biggest job in their company’s history: a New Year’s Eve party for tech entrepreneur Megan Clark. But when her brother breaks his leg and her parents head off on a planned vacation, Lisa must reluctantly enlist the help of her brother’s visiting college buddy, David Campos, to help her pull off the event which just so happens to fall on her favorite day of the year. But what Lisa didn’t plan on was falling in love in the process.

Brimming with Love

Allie is an aspiring journalist who meets Sam, a coffee shop owner who plays matchmaker for his customers. Allie agrees to be matched but going though Sam's process causes her to see that her perfect match might just be the matchmaker himself.

Over the Moon in Love

With her match-making business on the verge of closing, Brooklyn finds herself in the unique position to be featured in a magazine, but has to set up the writer with her childhood friend Devin who she may have feelings for.

The Last Bridesmaid

Becca is always a bridesmaid, but at her cousin's wedding she bonds with Kyle, the videographer covering every stage of the planning. Perhaps she won't be the last woman standing for long.

Designed with Love

Clothes designer Skye goes mobile with a “fashion truck” – but she can’t drive the truck and run the business alone. Help comes in the unlikely form of handsome entrepreneur Kevin. As they work together, Skye and Kevin find they have more in common than they thought… could it be love?

Love’s Match

Smart and beautiful matchmaker Leah Price is the owner of dating website Soulmatch. But when one of her clients still doesn’t find love, Leah reluctantly agrees to allow devilishly handsome rival matchmaker Peter Beckett, whose speciality is arranging romantic meet-cutes, to help her.

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