Family-friendly vacation rentals in Tolland County

The Tree House at Underhill Hollow

The Treehouse is a place where magic happens. Whether you’re looking for a romantic getaway, a family vacation or both. Sleep amongst the trees on a 7 acre 1825 farm. Meet Whirly, Gig and Belle. Find all 7, fairy houses. Go on a treasure hunt. Poke about our paths or explore the Airline trail, just off the property. S’mores, campfires, ghost stories and more. Meet our chickens. Spot deer, ducks or “Blue”, our resident blue heron. Adventure is in the air at the Hollow. Or nap in the hammock.

Family · Indoor spaces · View

GetAway Farm, UConn Clean Suite Wooded 600sf 2pp

The GetAway on Rock Farm, a quiet retreat designed for slow mornings, golden hours & deeply restful nights. A 600sf King Studio suite for 2 that guests love. A living room, kitchen (DIY breakfast), dining & bath w/sundries & amenities. Great connections, WIFI 500 Mbps & ROKU TV. Outdoor dining, parking. A clean Suite w/superlative hospitality. No pets. The Getaway on Rock Farm is for mature people who don’t want more — they want less, done well. Clean, quiet, private…loved tucked away, woods

Indoor spaces · Kitchen · Air conditioning

Luxe Bolton Lake

Stay at Luxe Bolton Lake and feel like you are a million miles from home! The Luxe features a BEAUTIFUL WATERFRONT, 3 bedrooms/3 full bathrooms and a year-round outdoor JACUZZI Also included: gorgeous primary bedroom suite, artistic furnishings, cozy FIREPLACE, coffee bar, complimentary snacks, speedy WiFi, large deck, fire pit, KAYAKS, board games, and much more. The Luxe is perfectly suited for families and guests of all ages, so come stay at Luxe and make memories that will last a lifetime!

Family · Indoor spaces · Walkability

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 live edge 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.

Family · Indoor spaces · Accuracy

Water Forest Retreat -Octagon

Water Forest retreat is a very private 122ft.² electrified and heated cedar octagon next to a brook on 56 acres of forest with a pond, waterfall, marsh and hiking trails. Cozy up in this quiet comfortable space while listening to Goldmine brook while you sleep. Fire pit, heated outhouse with composting toilet, outdoor dining area, brook, pond and trail head are just steps away. We also have a TREE HOUSE and HIKER’S HAVEN house by the brook. Please click on our profile picture to read more.

Kitchen · Family · Check-in

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.

Indoor spaces · Kitchen · Condition

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

Kitchen · Family · TV

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

Kitchen · Family · Long stay

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)

Family · Indoor spaces · Outdoor spaces

Waterfront Bliss Tiny Home

Lakeside Bliss in a Tiny Package Step into a world of relaxation at this cozy tiny house on Pattagansett Lake. In addition to the huge picture window overlooking the beautiful natural lake setting, the tiny house is equipped with a queen bed, full kitchen, high speed Wi-Fi, and unmatched ambiance. Perfect for nature lovers or couples looking for a unique stay by the lake!

Family · Kitchen · Sleep quality

The Carriage House

Private 1BR carriage house apartment in Tolland, CT, 5 min to I-84 and 15 min to UConn. Separate entrance with no shared spaces. Includes full kitchen, Wi-Fi, laundry, parking, and Level 2 EV charging. Sleeps up to 4 with optional queen mattress. Quiet wooded setting. Self check-in. No pets, smoking, or parties. Some light noise possible from upstairs unit.

Indoor spaces · Family · View

Woolly Acres Farm

Woolly Acres Farm is a small organic farm in Glastonbury, CT. We raise a small flock of Navajo Churro sheep, which you are welcome to interact with. Please note that we no longer have alpacas on the farm.

Family · Kitchen · Pets