
Family-friendly holiday rentals in Shrewsbury
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Shrewsbury
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

Cedar Sunrise
Welcome to Cedar Lake. Come enjoy the lake and all it has to offer while staying in this cottage at the waters edge. This home may be small, but it offers a full kitchen with microwave, gas stove, Keurig and full size refrigerator. Open concept living, dining and kitchen. One bedroom with queen size bed, an open loft with a twin size bunk bed with trundle and a pullout couch in the living room. Full size bathroom with tub, washer & dryer on site. Enjoy grilling on the deck and soaking up the sun

Meadowside: Perfect Location w/ Endless Recreation
Perfect location, great value, & tons of privacy! Come stay at Meadowside! You'll be in a beautifully appointed and completely private 620 sq ft in-law suite. We're a quarter mile away from Webster Lake and an easy drive to all area attractions! Bring your boat, as we have plenty of room for your trailer in our parking lot-sized driveway! Room to sleep up to 4, king bed in the master, 1.5 baths, kitchen, laundry, front farmer's porch, and garden dining! You name it, it's here at Meadowside!

Luxury Spacious 2BR • King & Queen Beds • 2 Baths
Family-Friendly 2BR Getaway! Spacious stay with a 🛏️ King & Queen bed, ☀️ outdoor patio, 👶 baby crib! 🐶 pet-friendly neighborhood! Great for 🩺 travel nurses & 💼 professionals with ⚡ high-speed WiFi, 📺 Roku TV & 🎬 Netflix. Easy access to UMASS and St Vincent Hospitals 🏥 for work or care for loved ones. Close to 👵 Southgate Shrewsbury—perfect for visiting Grandma & Grandpa! Close to beautiful Dean Park—perfect for walks, playtime, or just soaking up nature. We’d love to host you!

Wizard's Roost at Underhill Hollow
Have you ever slept on a floating bed, levitated a planet with a wand, played wizard's chess, spoken with a bird house, watched a heron hunt, crawled through a halfling door or fed goats by hand? At the Wizard's Roost you can do this plus much more. Animate a Pegasus, sample a Spider Crisp, go on a treasure hunt or find fairy houses all while staying in an A-C cabin with a full private bath. Built on the mythical site of Yarvard Hale School of Magic, this get away places you inside a dream.

Cozy Lake Cottage: Hot Tub, Gym & Waterfront Views
Welcome to our charming 3-bedroom lake cottage in Mendon, MA, where every sunrise paints the sky with breathtaking hues over tranquil waters. Accommodates 6 guests, making it ideal for families or couples seeking serenity. Enjoy lakeside coffee, fishing, kayaking, and evenings by the fire pit. We are pet-friendly, so feel free to bring your dogs along — if you have more than 1 dog, please let us know. Conveniently located near restaurants and attractions. Book now for a magical getaway!

Charming Large Entire Home Spacious 3 Bed 2.5 Bath
Make some memories at this unique and family-friendly place. A charming home with an eclectic style has tall ceilings, wide open spaces and just that home-sweet-home, comfy feel. Enjoy your morning coffee on the front farmers porch. A jacuzzi bath in the master bathroom. Open the windows and listen to the bird singing in the city. The sunsets are a must and can be seen from the dining room table every night. It’s unreal, really. Centrally located and only 2 minutes away from highways.

Zen Inspired Retreat with Private Forest Trails
Zig-Zag Trails blends modern comfort with the charm of rural living. Set on 65+ acres of private meadows and forests, our master guest suite is the perfect retreat to relax and recharge. Explore scenic zig-zagging trails, perfect for hiking, mountain and E-biking, and unwinding in nature—a haven for outdoor enthusiasts and homebodies alike. 📍 1 hour from Boston 📍 35 minutes from Providence 📍 25 minutes from Worcester Escape to Zig-Zag Trails—where tranquility meets adventure.

Clean & Cozy 2BR Across from Quinsigamond Lake
Unwind in our comfy 2-bedroom apartment with all the essentials for a comfortable stay. Work remotely while facing the lakeview. Super close to UMass Memorial, UMass campus, and just minutes away from Starbucks, Whole Foods, TraderJoe's and many more. Surrounded by many restaurants with great variety of taste. Easy access to the highway. Escape the ordinary and make this homy lakeview apartment your home away from home. Book now for a delightful experience!

Farm stay in a Historic Ski Lodge turned Barn
Once a ski lodge, then a horse barn, the hayloft in this unique stone barn has been converted to a comfortable & peaceful getaway. Enjoy a tranquil farm stay on a working Lavender farm. Help feed (if you wish) the horses and ponies and see the chickens. Enjoy the serene views and take in a sunrise or sunset or the stunning evening stars and moon on the back patio, stroll around the farm and hike our 1 mile nature walk. Convenient to local skiing & golfing.

Courtyard Garden | Pool | BBQ+Fire Tbl | Fireplace
★ "Tania’s place was much more than a place….it was a full on fabulous experience." ☞ Courtyard w. lounge + garden ☞ Heated Pool (to 81F)! ☞ Patio w/ Zen fire table* ☞ Natural gas + charcoal grills ☞ Reverse osmosis water filter ☞ 66” smart TV projector ☞ Air filter + purifier: whole house ☞ Central air conditioning ☞ Apple Home pod mini's ☞ Indoor gas fireplace ☞ 300+ Mbps WiFi For non-smokers. No smoking/vaping inside or outside.

One Bedroom Apartment with Separate Bunk Bed Area
Located in the Town of Shrewsbury, Massachusetts and less than one mile from UMass Memorial Health- University Campus and UMass Chan Medical School, our tastefully designed fully furnished second floor apartment combines luxury with comfort and has its own private entrance. Our apartment has a bright, airy floor plan, gourmet kitchen, stainless steel appliances, hardwood floors, central A/C, and washer/dryer in-unit.

A Comfy Hilltop Home
Nice and comfy home with spectacular views and sunset! This house overlooks the rolling Worcester hills for miles and miles. Convenient location, quiet neighborhood, big backyard, expansive deck, and nearby scenic hiking trails. The house has 2 bedrooms, 1 kitchen, 1 full bathroom, washer & dryer, big deck, and lots of parking space. Beautiful and comfortable, with everything you'd need for cooking and relaxing.
Popular amenities for Shrewsbury family-friendly rentals
Family-friendly home rentals with a hot tub

Cozy private apt 8 mins from UCONN - solar powered

Tiny house get-away with a Yellow Door

Romantic Getaway w/private Jacuzzi• Fire Pit•

Cozy cottage 5 minutes from UConn

Cozy Home next to City Park

Winery Farmhouse w/ Private Hot Tub & Wine Tasting

1790 Stone Manor Farm

Pool + Hot Tub | Sleeps 12 Retreat
Family- and pet-friendly home rentals

Trainmaster's Inn - Caboose

Cozy Lighthouse View & Bike Path only 10min to Pvd

Carriage house apartment

"Trails End" Lakeside Cottage in Small Town USA

White Pine Cottage – Cozy 3BR w/ Fireplace

Large One Bedroom Apartment

Get comfy in the country!

Tiny Home Eco-Cottage w/ Lake View + Pet Friendly
Family-friendly home rentals with a pool

Nana-tucket Inn

Cozy Barrington Home with a Private Pool

Cedar Ridge: House

Triggers Cabin

Spacious vacation unit in premium suburban town

Oceanfront Pool. Close to Boston. Free Parking.

mid century ranch style house on farmland

Steps from Harbor, Pool, Backyard Garden, Parking
When is the best time to visit Shrewsbury?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $164 SGD | $176 SGD | $192 SGD | $215 SGD | $228 SGD | $242 SGD | $256 SGD | $251 SGD | $206 SGD | $224 SGD | $209 SGD | $212 SGD |
| Avg. temp | -4°C | -3°C | 1°C | 8°C | 14°C | 18°C | 22°C | 21°C | 17°C | 10°C | 5°C | -1°C |
Quick stats about holiday rentals that are family-friendly in Shrewsbury

Total holiday rentals
Explore 20 holiday rentals in Shrewsbury

Nightly prices starting at
Shrewsbury holiday rentals start at $38 SGD per night before taxes and fees

Verified guest reviews
Over 1,890 verified reviews to help you choose

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
20 of Shrewsbury holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Shrewsbury rentals

4.8 Average rating
Shrewsbury stays are highly rated by guests – averaging 4.8 out of 5!
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- Fenway Park
- TD Garden
- Harvard University
- Boston Common
- Brown University
- Revere Beach
- Six Flags New England
- Boston Seaport
- Boston University
- Freedom Trail
- New England Aquarium
- MIT Museum
- Boston Convention and Exhibition Center
- Gillette Stadium
- Monadnock State Park
- Canobie Lake Park
- Quincy Market
- Museum of Fine Arts
- Prudential Center
- Roxbury Crossing Station
- Roger Williams Park Zoo
- Boston Children's Museum
- Symphony Hall
- Salem Willows Park




