Family-friendly holiday rentals in Plymouth

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Top-rated family-friendly rentals in Plymouth

Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

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Top guest favourite
A charming treehouse is nestled among the lush branches of a large, mature oak tree. The wooden structure features multiple levels with a spacious deck that connects to the main entrance, surrounded by greenery, creating a serene and natural environment.
Home in Cottage Grove
4.98 out of 5 average rating, 720 reviews

Tree House Luxury Stay

Perched high in the majestic arms of a 150 year old Burr White Oak tree. This cozy 1200 square foot, seven-room house not only has breathtaking views it also has enchanting and delightful surprises befitting of a fairytale. Climb 40 feet up onto the Observation Tower, where a telescope waits for you, ready to scan the night sky, and reveal the panorama of the heavens -- overlooking 500 acres of natural splendor right next door. Step into the hot, bubbling jets of the jacuzzi, or warm caress of the rain shower, and restore your spirits by soothing your muscles, melting away any residual tensions of the day. Get a restful sleep in one of our soft beds. In the morning, pad around on in-floor radiant heated floors (so cozy during winter-time.) Or enjoy your morning coffee on one of four outside decks. And don’t forget to solve the mystery of the Treehouse, that awaits your discovery within its wood beamed walls. This treehouse was custom designed by its architect with three dimensional chess in mind. Artisan architectural details are found throughout. Crystal chandeliers bedeck its high ceilings, and marble countertops grace the elegant, fully appointed kitchen. (A surround sound system helps set the mood for those special dinners in the dining nook.) One of two fireplaces adds luxurious touches to the primary bedroom with a queen bed, and hideaway bed in the secret room, along with a jacuzzi and rain shower in the primary bath, as well as a second bathroom in the secret room. Perfect for honeymooners, couples, business/corporate overnights, solo travelers and families with children over twelve years old. These are only a few of the many luxury details in this spectacular vacation spot must-see. Spend your days snuggled up beside the fireplace of your choice, while enjoying the panoramic views. You can stream your favorite movies and shows with Broadband Wi-Fi throughout the house. Come down for a leisurely walk around the grounds, and stop by to visit and feed the goats and chickens that call Hope Glen Farm their home in the corral of this historic farmstead. Bring your stress levels down and your heart rate up by walking over to Washington County Cottage Grove Park Reserve, just steps away, and answer its call to explore over 550 acres of fields and forests. Go hiking and biking down its trails, geocaching the hills and ravines for hidden treasures, or spend the afternoon fishing and kayaking in the lakes. And don’t let cooler temperatures keep you from discovering the pristine natural beauty of winter! Winter activities include cross country skiing and snowshoeing on the blankets of snow. Breathe deeply of the crisp Minnesota winter air -- truly one of life’s great pleasures. Plus, only a ten minute drive brings you to nearby Afton Alps in Afton State Park offering downhill skiing and snowboarding. For clarity, the Treehouse has 2 private bedrooms: Bedroom 1 is has a queen bed. Bedroom 2 has a bedroom with standard sofa bed with attached half bathroom, which is the secret room a must find. Give yourself the gift of this luxurious enchanting TreeHouse Suite in the treetops, for a enchanting vacation experience you'll never forget. Something to write home about!

Guest favourite
A cozy living area is featured with a gray sectional sofa adorned with decorative pillows. Natural light enters through two black-framed windows, and a small potted plant is placed on a side table next to a floor lamp. A wooden coffee table adds a rustic touch.
Home in Wayzata
4.87 out of 5 average rating, 103 reviews

Gorgeous! Modern 3 Bed Home by Lake Mtka & Wayzata

Beautiful 3 bed 2 bath modern cottage. Clean, bright, cozy! Large yard, woods, privacy. In park next to house: winter sledding hill, ice skating, tennis courts, basketball, playground! 65” TV in living room, ceiling fans in bedrooms, all wood & tile floors. All beds are comfort memory foam! Large upper level master suite w/ king bed & luxury en-suite bath! Walk to Grays Bay on Lake Minnetonka, Libbs Lake Beach, parks, trails! 5-10 min to Wayzata—MN’s fave lakeside town! 15 min to Mpls!

Top guest favourite
The spacious kitchen features modern cabinetry, stainless steel appliances, and a center island with seating. A wooden dining table, set for a meal, is surrounded by four chairs. Natural light enters through two large windows, illuminating the inviting space.
Home in Robbinsdale
4.97 out of 5 average rating, 144 reviews

Serenity House, Entire Home, Fast Wi-Fi, Pets

Welcome to the Serenity House! Whether you are in town on business or for fun, make some memories in this unique and family-friendly space. Located in Robbinsdale just blocks from North Memorial Hospital and just a few miles from Downtown Minneapolis. This space is perfect for traveling medical staff or families coming to visit loved ones. Enjoy the entire house to yourself and your guests. Come stay awhile in this calm and comfortable home today. We would be honored to have you! Book now.

Top guest favourite
Cottage in Minnetonka
4.98 out of 5 average rating, 162 reviews

Carriage house with private garden

Art studio converted to guest house, powered mostly by solar panels, with vaulted ceilings, french doors to a private garden, full kitchen, office, bedroom, fold-out couch, washer/dryer, on large lot within walking distance of lake with beach and bike trails. Perfect spot for single person, couple or family. Privacy for working, writing, or enjoying the natural surroundings. Private garage and driveway. Patio dining with 6 chairs and grill. 40 foot lap pool shared with owner, by invitation

Top guest favourite
Home in Minneapolis
4.98 out of 5 average rating, 113 reviews

"Chic Retreat" Home Office & Gym by Roxy Rentals

This stylish 3-bedroom, 2-bath home offers comfort, functionality, and a touch of luxury. Enjoy a dedicated home office, Peloton-equipped gym, and spacious patio with a cozy fire pit—perfect for productivity or relaxation. The large driveway fits multiple vehicles. Ideally located near Lunds & Byerlys grocery store & A 5-minute drive from downtown Wayzata, you’ll have easy access to Lake Minnetonka’s vibrant dining, shopping, and entertainment. Note: the property is not fenced in.

Guest favourite
An inviting living space features a brown sofa, a white coffee table, and a patterned area rug. Nearby, a dining table is visible, complemented by large windows that allow natural light to brighten the room. The open layout connects to the kitchen area.
Home in Minneapolis
4.98 out of 5 average rating, 160 reviews

Light & Bright MN Retreat 15 mins from everything

This charming home features 4 bedrooms and 4 beds, and 2 baths. The open floor plan seamlessly connects the living room to the dining area and kitchen, with beautiful flooring, stainless steel appliances, and an impressive stone fireplace. This home provides a warm and welcoming atmosphere with all new furniture. A fenced-in yard with a huge deck perfect for entertaining. The combination of modern amenities and timeless features creates an atmosphere that feels just right!

Guest favourite
The bedroom features a spacious bed with a white duvet and decorative pillows. Framed nautical prints adorn the white walls, illuminated by wall sconces. An entry to the bathroom is visible through an open door, and a vintage chair is positioned beside the bed.
Guest suite in Wayzata
4.86 out of 5 average rating, 115 reviews

Wayzata Apartment - steps to lake and downtown

Cozy and bright ground-level apartment right in the heart of downtown Wayzata for up to four guests. Five minute walk to main street, as well as two grocery stores. King size bed in bedroom, queen size murphy bed in living room. Full bathroom with shower. Second bathroom located in living room also with shower. Galley kitchen with stove, oven, and refrigerator. Private laundry and dryer. Full control of temperature. Murphy bed can be used upon request! Off street parking.

Top guest favourite
A cozy family room features two cushioned chairs with textured fabric, positioned around a central table. A fireplace with a white mantel is visible beneath a wall-mounted television. A woven basket and a portable lamp are included in the space, enhancing the room's ambiance.
Cottage in Excelsior
4.98 out of 5 average rating, 236 reviews

Cozy Lakefront Cottage

There are 2 bedrooms, 1 full bath, a spacious kitchen open to a great room that is perfect for socializing, cooking and relaxing, watching the ducks swim by. Dock installed in 2025. The lake is quiet, non motorized, perfect for canoeing/paddle boarding. Easy walk to the village and access to bike trails. 1 mile walk to Lake Minnetonka. Dogs require approval - please message about your dog. Interior is updated, exterior gives a rustic cottage feel. There is no dock.

Guest favourite
Home in Plymouth
4.92 out of 5 average rating, 397 reviews

Blue Cabin

LOCATION: Entire house located off Hwy 169 on the frontage road. Please note the house is right off the highway. My unit is a 650 sq ft house. One bedroom 1 bathroom. Has a full kitchen and laundry free to use. • PROFESSIONALLY CLEANED • EASY ACCESS TO DOWNTOWN (15 MINS) • EASY ACCESS TO AIRPORT & MALL OF AMERICA (30 MINS) • MEDICINE LAKE WALKING PATHS (2 MIN) • FREE COFFEE • FREE PARKING • FREE FAST WIFI • SELF CHECKIN WITH KEYPAD NO SMOKING AND NO PETS PLEASE

Top guest favourite
Guest suite in Excelsior
4.82 out of 5 average rating, 174 reviews

Look no further | Private entrance

Entire 1500 sq ft private guest suite/walkout basement w/ private entry just a couple of miles from all that the Lake Minnetonka & Chanhassen area have to offer including Paisley Park. Includes a private bedroom with queen bed & a separate sleeping room with two twin beds (double blackout curtain - no door on room), private full bath, kitchenette, family room surround TV system, Foosball & pool table. Shared backyard oasis w/ patio, grille, hot tub & fire pit.

Guest favourite
A glass house reflects natural surroundings, enclosed by trees and sunlight. The interior features a spacious bed draped in white linens, with cozy seating visible nearby. A wooden deck extends outwards, complemented by outdoor furniture and decorative lanterns.
Dome in Afton
4.87 out of 5 average rating, 400 reviews

Star Gazing Glass House 4 Season with Hot Tub

This glass house has a mini split offering both heat and air conditioning. There is something truly magical about being submersed in nature. Watching beautiful snowflakes cascade around its walls, snuggled under heated blankets while star gazing. Rainstorms have a new meaning, sunsets and sunrises become a life-changing experience. This is a photographer's dream, a romantic getaway, or the perfect place to reconnect with yourself. Private hot tub and fire pit.

Top guest favourite
The spacious living area features polished hardwood floors and a cozy sofa paired with a tufted ottoman. A dining table with chairs is positioned near a kitchenette, which showcases elegant cabinetry and modern appliances. Natural light filters through a window illuminating the room.
Guest house in Minnetonka
5 out of 5 average rating, 347 reviews

Minnetonka Carriage House Guest Suite

This is a separate guest suite built with excellence, comfort, and relaxation in mind. It has a separate entry inside the Carriage House. Owner works in and around the hospitality industry and has a goal to make your experience here a great one: great bed and sleep, great shower, great place to work and to relax. In a residential area but close to many great restaurants, retail shops, and services . This is designed for business travelers or couples.

Popular amenities for Plymouth family-friendly rentals

When is the best time to visit Plymouth?

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Avg. price$241 SGD$218 SGD$238 SGD$261 SGD$302 SGD$331 SGD$335 SGD$352 SGD$295 SGD$254 SGD$281 SGD$277 SGD
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Quick stats about holiday rentals that are family-friendly in Plymouth

  • Total holiday rentals

    Explore 60 holiday rentals in Plymouth

  • Nightly prices starting at

    Plymouth holiday rentals start at $51 SGD per night before taxes and fees

  • Verified guest reviews

    Over 1,360 verified reviews to help you choose

  • Pet-friendly holiday rentals

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wifi availability

    60 of Plymouth holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Plymouth rentals

  • 4.9 Average rating

    Plymouth stays are highly rated by guests – averaging 4.9 out of 5!