
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.

Courtyard Garden | Pool | BBQ+Fire Tbl | Fireplace
A private resort — without leaving Worcester. Heated pool, fire table, garden courtyard … your own enclosed escape. ★ "Tania’s place was much more than a place….it was a full on fabulous experience." 🏊Heated Pool (to 81F) 🌿 Courtyard w. lounge + garden 🔥Patio w/ Zen fire table* 🍽️ Natural gas + charcoal grills 💧 Reverse osmosis water filter 66” smart TV projector ❄️ Central air conditioning 🔥Indoor gas fireplace 📶300+ Mbps WiFi For non-smokers. No smoking/vaping inside or outside.

All New Private Country Setting (2 Level-No Share)
We built this 2 level home 6 years ago and it is located on Washington St in the towns Historic district. The home is set back from street with a long country style driveway. We designed it with large windows in all rooms, welcoming the sunlight and peaceful setting. Access to clean and empty garage for storage (No parking). We have no personal items in the guest level - all closets and dressers are empty and yours for full use! Co Host reside in lower separate entrance suite. Nothing Shared.

Beautiful & Lovely 2 BR/2 Beds/ Netflix/Alexa/Roku
Beautiful 2BR 1st floor unit in the heart of Shrewsbury! ☀️ Bright, clean & cozy with full kitchen. 👶 Baby crib available! Walk your pup in a quiet 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. Conveniently close to 👵 Southgate Shrewsbury—perfect for visiting Grandma & Grandpa! Beautiful Dean Park— great for outdoor lovers! We’d love to ho

Private & Remote, Enjoy Outdoors, Sleep in Luxury
Bit of a wonderland (57 Acres, 100+ 5-star reviews). A place you won't soon forget. Complimentary firewood, 1/2 hour from Boston, camp but sleep in luxury. This cabin is privately located on a retired Christmas tree farm, about a one-quarter mile off the public road. Listen to the water flow, and watch the sunset over the wetlands. This site is ideally suited for a couple looking for an outdoor experience retiring to the comfort and security of a luxury tiny house. Everything is solar-powered.

Cozy en suite w/ high ceilings
 Relax in this peaceful private en-suite with breathtaking backyard views of the tall pine forest. Lots of natural light fills the space with room darkening shades to sleep in. Enjoy cozy nights by the fireplace and a well stocked granite kitchen. Great location only minutes to the Mass Pike. 25 min to Boston, 40 min. to Gillette Stadium. Enjoy shopping at the Natick Mall, AMC movies, tons of diverse dining & grocery options. Backyard has firepit for outdoor eves. Safe walkable neighborhood.

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.

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.

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.

Entire Historic Carriage House with Fireplace & AC
Escape to our charming Carriage House in the Historic District of Sherborn which offers the feel of a country retreat without being far from civilization. Great for travelers looking for a peaceful getaway, checking out nearby colleges or attending a celebration like a wedding or graduation. You will love the feel of the Carriage House, its spacious living and dining room, well-equipped kitchen, and the beautiful grounds. NEW in 2022: Mini-split AC!

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.

Treehouse - Countryside - Farm Animals - Fire Pit
Escape to the stars in the Private Treehouse nestled among the trees at Bluebird Farm Connecticut. Amenities: ● 100+ Mbps Wi-Fi | Outdoor Fire Pit | Indoor Fireplace ● Interaction w/ Farm Animals | Year-Long Running Water (Sink/Shower) ● Kitchenette | AC in Unit | Free Coffee | Board Games | Books Drive To UCONN (10 Mins) | Hartford (30 Mins) | Boston (1 Hour) | NYC (2.5 Hours)
Popular amenities for Shrewsbury family-friendly rentals
Family-friendly home rentals with a hot tub

Nana-tucket Inn

Tiny house get-away with a Yellow Door

Hopkinton Mass 3+ Bedrooms - Great location!

Willow Falls Home ~Hot tub & Waterfront

Romantic Getaway w/private Jacuzzi• Fire Pit•

Cozy cottage 5 minutes from UConn

Winery Studio w/ Private Hot Tub & Wine Tasting

Cozy Lake Cottage: Hot Tub, Gym & Waterfront Views
Family- and pet-friendly home rentals

Trainmaster's Inn - Caboose

Cozy Lakeview Guesthouse Near BOS, PVD, Cape Cod

Carriage house apartment

Baker Pond Hideaway

Little House Inn - Brimmy - Private Home

Farm Living

White Pine Cottage – Cozy 3BR w/ Fireplace

Lakefront, view of ski mtn, fireplace, sauna
Family-friendly home rentals with a pool

The Murthy : Bright • Spotless • W/D

Cozy private apt 8 mins from UCONN - solar powered

Affordable In-Law Apartment in Brooklyn, CT

Cedar Ridge: House

Cozy Private Studio Unit w/ Laundry and Parking!

Get comfy in the country!

Pool Is Open! Steps from Harbor + Walk to Old MHD

In-law Apartment, Full Kitchen, Near Mt Wachusetts
When is the best time to visit Shrewsbury?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $271 NZD | $264 NZD | $312 NZD | $288 NZD | $305 NZD | $324 NZD | $343 NZD | $336 NZD | $276 NZD | $300 NZD | $280 NZD | $283 NZD |
| 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 $51 NZD per night before taxes and fees

Verified guest reviews
Over 1,960 verified reviews to help you choose

Pet-friendly accommodation
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
20 of Shrewsbury holiday rentals include Wi-Fi 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!
Destinations to explore
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- Fenway Park
- TD Garden
- Harvard University
- Boston Common
- Brown University
- Revere Beach
- Boston Seaport
- Boston University
- Gillette Stadium
- Northeastern University
- Boston Convention and Exhibition Center
- Freedom Trail
- Six Flags New England
- MIT Museum
- New England Aquarium
- Canobie Lake Park
- Monadnock State Park
- Roxbury Crossing Station
- Quincy Market
- Museum of Fine Arts
- Prudential Center
- Roger Williams Park Zoo
- Harvard Square
- Boston Children's Museum





