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

"Mystic Country" Farm Stay at 100 Acre Wood
Let us welcome you to 100 Acre Wood, a historic farm and working cattle ranch. Owl's House is a private and stylish guest house nestled within the trees and garden and offers 180° views. Our farm store is stocked with our own TX Longhorn beef and pasture-raised chicken and eggs, plus curated with local products. Enjoy pastoral farm life and our private forest trails, or get out and play in the area's abundance of fine dining, wineries, seasonal attractions, outdoor activities, and entertainment.

Guesthouse Farm Stay
Come stay with us on our historic working farm! Relax on the back deck and enjoy views of our 12-acre property and peaceful pastures. For a more hands-on experience, join us for a tour to get a closer look at life on the farm. Established in 1739, our farm has a rich history in agriculture and livestock. The cozy studio-style cottage features an open living space with combined bedroom, living, and dining area, along with a kitchenette and bathroom with a shower for your comfort and convenience.

Breathtaking home with unforgettable views & pool!
This perfect peaceful and private home on 5 acres is great for unwinding & relaxing whether it is enjoying the day by the incredible pool/spa or star gazing at night. far from the noise and pollution of city life. You can spend a weekend or a week away from work life because you deserve it. Close to Foxwoods casino and Mohegan sun casino, super Walmart and other stores. please let us know before booking more than 4 people whether it is just for the day or night or both. no loud music no parties

Getaway on RockFarm, UConn Quiet Retreat in Woods
The Getaway on Rock Farm, a quiet retreat designed for slow mornings, golden hours & deeply restful nights. A 600sf King Studio suite guests love. Option for an adult twin or add 1-2 children on the sofa bed. A living room, kitchen (DIY breakfast), dining & bath w/sundries & amenities. Great connections, WIFI 500 Mbps & ROKU TV. Play yard, outdoor dining, parking. A clean Suite w/superlative hospitality. The Getaway on Rock Farm is for people who don’t want more — they want less, done well.

Spacious 3 Bedroom Ranch With Office
Forget your worries in this spacious and serene space with room for 8. The entire first floor is yours to enjoy and there aren’t any shared spaces. Relax in the backyard or on the porch. 2 full bathrooms are yours to relax and enjoy. There’s a freshly remodeled bathroom in the master bedroom with walk in shower and a bathtub in the 2nd bathroom. Fully stocked kitchen awaits your inspiration. Much shopping awaits you and all the store are within 10 minutes away from you. BDL is 20 minutes away,

Wizard's Roost and 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 cottage 5 minutes from UConn
Wake up to the morning sun over the lake in the loft, or rise after the sun in one of the two back bedrooms. Enjoy a morning coffee or tea while enjoying the lake view from the bar top overlooking the water and watch for the Swans, Bald Eagles, and Blue Herons. After a hike on the trails, kayaking up the lake into conservation land, or fishing off the dock, relax in the hot tub. As the sun sets over the trees cuddle up on the couch with a good book and keep an ear out for the owls.

On The Run Farm
Quiet country setting, minutes from UCONN and easy access from RTE 84 makes this place perfect for visitors traveling through the "Quiet Corner" of CT. Spacious living room, bedroom. kitchen and bath are newly renovated with, hardwood floors, skylights, and windows that allow for lots of natural light. The entryway is private with a lovely porch that is a great place to sit with your morning coffee. Hiking trails can be accessed from the property.

Waterfront 10 min to Uconn - fire pit outdoor tv
🌊 Lakefront Amenities at Panorama 🏖 Direct Waterfront on Coventry Lake 🚤 Private Dock Access 🏝 45’ Private Sandy Beach 🔥 Gas Fire Pit (yard) 🔥 Gas Fire Table (deck) 📺 Outdoor TV for lakefront movie nights 🍔 Grill for cookouts 🛶 Canoe 🏄♀️ Stand-Up Paddleboard 🚲🌊 Hydrobikes ☀️ Open Floor Plan with Lake Views 📺 TVs in Every Bedroom ☕ Coffee Bar with Complimentary Nespresso Pods, Teas & Coffee 🧺 Laundry On-Site

Cozy studio loft
Escape to a peaceful wooded retreat in our cozy studio loft apartment, tucked away from the road and surrounded by nature. Large windows fill the space with natural light, and wildlife is often spotted nearby. Perfect for remote work, a relaxing getaway, or a short stay. Located just minutes from the University of Connecticut and close to antique shops, scenic countryside, and Stafford Motor Speedway.

Cozy private apt 8 mins from UCONN - solar powered
Relax & unwind in this amply sized private studio suite, complete with large seating/tv area & study/desk space. Space comes w/ 2 beds (1 queen, 1 full sized pull out futon couch) a full private bath, mini-fridge, cooktop, microwave, dishware, & utensils. Beautiful rural wooded area with numerous hiking trails nearby. Longer term rentals may be considered starting from Summer of 2025

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 Tolland County family-friendly rentals
Family-friendly home rentals with a hot tub

Hot tub with river & casino view

Luxury cottage by the sea with hot tub and pool

Lakefront Cozy - SwimSpa, Firepit, Ski 20 min away

The Creation Station

Luxe Bolton Lake

Romantic Getaway at The Lake!

Peaceful Lake Views from Private Hot Tub & Kayaks

Casino Stay & Play House w/Hot Tub, Game Room
Family- and pet-friendly home rentals

Trainmaster's Inn - Caboose

Beautiful lakefront home, 4bed 2.5ba

Welcome to The Holly at Amston Lake

Your home away from home for Comfort & Convenience

Little House Inn - Brimmy - Private Home

Pet Friendly Bungalow!!!

The Little Red Schoolhouse ~ Circa 1877

mid century ranch style house on farmland
Family-friendly home rentals with a pool

Romantic Spa Retreat minutes to Mohegan Sun Casino

Courtyard Garden | Pool | BBQ+Fire Tbl | Fireplace

Cedar Ridge: House

Peaceful Oasis steps from Mohegan Sun

Hot Tub~Pool~GameRoom~FirePit~BBQ~King Bed~Casinos

Two floor Norwich Spa Villa near Mohegan Sun

Luxe 1822 Apt | Rain Shower | Plush beds | Firepit

Quiet 2 bed room apt w/ private entrance.
Destinations to explore
- Plainview Holiday rentals
- New York City Holiday rentals
- Tuckahoe Holiday rentals
- Long Island Holiday rentals
- Boston Holiday rentals
- East River Holiday rentals
- Hudson Valley Holiday rentals
- Jersey Shore Holiday rentals
- Philadelphia Holiday rentals
- South Jersey Holiday rentals
- Pocono Mountains Holiday rentals
- The Hamptons Holiday rentals
- Rentals with a washing machine and dryer Tolland County
- Rentals with lake access Tolland County
- Rentals with breakfast Tolland County
- House rentals Tolland County
- Rentals with outdoor seating Tolland County
- Rentals with an EV charger Tolland County
- Rentals with a fireplace Tolland County
- Rentals with a hot tub Tolland County
- Rentals with a kayak Tolland County
- Rentals with a firepit Tolland County
- Cottage rentals Tolland County
- Waterfront rentals Tolland County
- Pet-friendly rentals Tolland County
- Rentals with a patio Tolland County
- Rentals with beach access Tolland County
- Flat rentals Tolland County
- Rentals with pools Tolland County
- Smoking-friendly rentals Tolland County
- Private suite rentals Tolland County
- Fitness-friendly rentals Tolland County
- Family-friendly rentals Connecticut
- Family-friendly rentals United States
- Yale University
- Foxwoods Resort Casino
- Six Flags New England
- Ocean Beach Park
- Roger Williams Park Zoo
- Mohegan Sun
- Hammonasset Beach State Park
- Mohawk Mountain Ski Area
- Powder Ridge Mountain Park & Resort
- Mystic Seaport Museum
- Mount Southington Ski Area
- Yale University Art Gallery
- Burlingame State Park
- Sleeping Giant State Park
- Ski Sundown
- Orient Beach State Park
- Ocean Beach
- Dcu Center
- University of Connecticut
- Mystic Aquarium
- Bluff Point State Park
- Wesleyan University
- Napatree Point Conservation Area
- Devil's Hopyard State Park




