
Family-friendly vacation rentals in Redding
Find and book unique family-friendly homes on Airbnb
Quick stats about vacation rentals that are family-friendly in Redding

Total vacation rentals
Explore 20 vacation rentals in Redding

Nightly prices starting at
Redding vacation rentals start at G$20,921 GYD per night before taxes and fees

Verified guest reviews
Over 1,460 verified reviews to help you choose

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Vacation rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
20 of Redding vacation rentals include wi-fi access

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

4.9 Average rating
Redding stays are highly rated by guests—averaging 4.9 out of 5!
Top-rated family-friendly rentals in Redding
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

Huckleberry Quarters, the Cozy Redding Retreat.
Now is the time to book your SPRING STAYCATION at the Huckleberry Quarters, a beautifully appointed studio apartment with full bathroom in a secluded, 1918 farm house. A nature lover's retreat within hiking distance of the Saugatuck reservoir and the Centennial Watershed Forest. Private entrance with all the amenities; internet, access to laundry. A peaceful country getaway to enjoy any season, a writer or artist's retreat. Easy access to Merritt Parkway, trains, local eateries, parks.

Oscaleta Guest House: Lakefront Cabin
Escapology-A spectacular lakeside destination, designed as a luxury suite with its own dock. Close to NYC and ideal for a quick trip, remote work or an extended retreat. Glamping-A cabin in the woods on a lake surrounded by nature, but tech-enabled with all the modern perks. Artfully Designed Space-Modern retrofit thoughtfully curated with custom artwork throughout this historic 1920's cottage. Purpose built for your outdoor routine- from grill to canoe…. We recommend 3+nights if you can.

Farm House
A serene get away in a farm cottage on a real working farm. We homesteaded this property in 2012 and have created our own slice of paradise. We grow produce and flowers we sell at a local farmers market. We have Scottish Highlander cows, an ex racehorse, a shetland pony, goats, ducks, chickens, barn cats and a resident farm dog, Finula. You're welcome to roam the property, sit by the pond, visit with the animals, take a tour of the farm or explore all that Litchfield county has to offer!

The Cozy Little Cottage
Charming guest apartment on our property on 1.5 acres in pastoral neighborhood, 7 minutes to Wilton center and 8 to Westport center. The cottage is a good size for 1-2 adults, can fit 3 people if one is a child. The unit is separate from our house, connected by a breezeway, above the garage. It is quaint and cozy. High end kitchen appliances include gas range, mini fridge, microwave and mini dishwasher. The bedroom has a queen bed. We have a twin air mattress for use in the living room.

The River Loft
Escape to The River Loft, a private riverfront retreat in Weston, CT. Built in 2015 by a visionary local architect, The River Loft open-air design seamlessly integrates the outdoors with the interior space. As you step inside this 750 sf small home, you'll be instantly captivated by the layout that makes it feel spacious. Sitting on over 2 acres of forested land with private river access. Book now for an unforgettable experience. For more images & videos visit insta @the.riverloft

The Cottage on Babbling Brook
A cozy, rustic cottage beautifully overlooking Wimsink Brook. Custom designed & handcrafted woodwork throughout the home. An all around great spot for families and friends. A magical, peaceful and relaxing space. Conveniently located on the Connecticut/New York border, just a 1 ½ hour drive or metro north from NYC. The area is a prime location, as it offers some of the most stunning and scenic hikes & drives in the country. Only a 10 minute drive from Kent, New Milford or Pawling.

Comfortable home away from home- near everything
Price includes Airbnb fees. Cozy, pet-friendly cottage in a peaceful setting just 70 miles from NYC and minutes from I-84 (Exit 8 or 9). This clean & comfortable retreat features 3 bedrooms (2 queens, 1 full), and pull-out couch. Portable A/C's in summer, and fireplace for cozy nights. The greenhouse adds plenty of natural light, the yard is perfect for kids, the front deck is great for morning coffee, and the gas grill great for cooking out. High-speed WiFi and 3 smart TVs.

The Cove Cabin
An original Candlewood style cabin. The house has been updated to offer all modern comforts. It features a large fireplace in the living room, porch over looking the lake, central heat and air conditioning and a fully equipped cook's kitchen. It is on the northern most part of Candlewood Lake with direct, private water access from the shore or the dock. A foam lily pad, two SUP, and two inflatable two person kayaks are available for use from May 1 to November 1..

Peaceful apartment on 3.5 acres w/ Artist studio.
Welcome to our cozy apartment! This fully enclosed apartment is attached to our main house on a beautiful 3.5-acre property in Brookfield. Enjoy a kitchen, comfortable living and bedroom area, and a clean bathroom. Guests have access to a shared 32 ft, 10 ft deep pool, artist studio, pool table,, garden, fire space, and outdoor seating. We provide a guidebook for your convenience. Book now and experience a perfect blend of comfort, creativity, and relaxation.

Sticks and Stones Farm - The Solar Cabin
Sticks and Stones Farm offers a rustic glamping experience! When you stay with us you'll get the adventure and fun of camping (no electricity, outdoor showers etc.) while still getting to lay your head on a soft pillow in a bed. You can treat your stay here as a chance to go inward or enjoy interacting with the different programs and events going on! If you want to be up to date on events or ask about weekday checkins you can message us directly.

Escape to a Restored New England Antique Milk Barn
A Bucolic antique farm property in the Fairfield County countryside. Welcome to Connecticut country living at its best! Enjoy the gardens from your private patio, take a dip in the pool, read a book surrounded by fall foliage and retire to your very private suite and relax in the soaking tub. Please note the owners reside on the 4 acre property but give guests the utmost privacy.

Fern Grove Cottage
If you’re looking for tranquility, this is the place for you! This charming cottage is located on a secluded country road. The cottage sits at the back of a gorgeous park-like property, and is near parks with hiking trails. This antique cottage has many modern renovations, providing convenience and comfort while maintaining the historic charm. This is the perfect getaway!
Popular amenities for Redding family-friendly rentals
Family-friendly home rentals with a hot tub

Coastal Villa Suite pool•sauna•gym•theater•beach

(°) The Wandering Peacock (°)

Oceanfront Beach House w/ Private Hot Tub

Bedford Paradise Getaway | Hot Tub | Town Center

Creekside Cabin with Wood Fired Hot Tub & Firepit

Cozy Cottage |Quintessential CT | Pet Friendly

3 Bedroom Beach House with Hot Tub!

Beacon Beauty 4/2, Hot Tub,Pool,Wifi,1.5m to Town
Family- and pet-friendly home rentals

NY Rustic Cottage Getaway

Spacious Bethel Home Close to Downtown

Cozy Scenic New England rural retreat hike & kayak

Hilltop House/HOST &Co.

Studio Flat Above Historic Cider Mill

Top Side

Spring Sale! CozyCottage/Pet-friendly/WalktoBeach

Lakefront Cottage near Hudson Valley
Family-friendly home rentals with a pool

Charming Guest Cottage with Modern Amenities

E and T Getaway LLC

Garden Level Suite with Beautiful Pool

Cozy Charming Apartment in Private House ⭐️⭐️⭐️⭐️⭐️

Midcentury Modern ZenHouse Sculptor Studio

Fireplace, Huge Eclectic space… 1.5 hr to NYC!

Spacious Cottage Loft

Port Jefferson Convenient, Cozy and Chic!
When is the best time to visit Redding?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$73,222 GYD | G$41,423 GYD | G$41,423 GYD | G$73,222 GYD | G$98,118 GYD | G$100,210 GYD | G$104,394 GYD | G$111,298 GYD | G$98,955 GYD | G$104,394 GYD | G$96,026 GYD | G$104,603 GYD |
| Avg. temp | 0°C | 1°C | 4°C | 10°C | 16°C | 21°C | 24°C | 24°C | 20°C | 14°C | 8°C | 3°C |
Destinations to explore
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- House rentals Redding
- Rentals with a patio Redding
- Rentals with a fire pit Redding
- Rentals with a washer and dryer Redding
- Pet-friendly rentals Redding
- Rentals with pools Redding
- Rentals with outdoor seating Redding
- Rentals with a fireplace Redding
- Family-friendly rentals Connecticut
- Family-friendly rentals United States
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